Vacation rentals in Naples, ME with free parking

Escape to this charming house in Naples, ME, where comfort and convenience await you amidst the beauty of Maine’s Lakes Region. This family-friendly retreat offers a cozy atmosphere with modern amenities to ensure a truly enjoyable stay. Step inside to discover a spacious living room, ideal for unwinding with loved ones, featuring a TV for entertainment and board games for friendly competition. A washer/dryer is also included for your convenience. Outside, enjoy the game room equipped with foosball, dart board, and an outdoor fire pit, perfect for evening gatherings under the stars. Beyond the property, Naples and its surroundings offer abundant activities. Explore Sebago Lake State Park for swimming, boating, and hiking, or venture onto Long Lake for fishing, kayaking, and scenic cruises. Stroll the Causeway for waterfront views, local dining, and boat rentals. Family fun awaits with scenic tours on the Songo River Queen or golf outings at nearby courses. In winter, Shawnee Peak offers skiing and snowmobiling adventures. With internet access and streaming services like Netflix, this Naples retreat is your perfect home base for a memorable family getaway. Reserve now and create lasting memories in this inviting retreat! Things to Know

Escape to your perfect Maine lakefront getaway on Brandy Pond, ideally located just minutes from the Naples Causeway. Set on a quiet cove with 250 feet of private shoreline, this home offers a peaceful, family-friendly setting with easy access to restaurants, shops, and Sebago Lake. Enjoy your own sandy beach with gradual entry, perfect for kids, along with two docks, a swim platform, and included kayaks and paddleboards for endless time on the water. Whether you’re swimming, fishing, or relaxing lakeside, everything you need is right outside your door. Inside, the home offers comfortable, functional space for groups, including four bedrooms plus additional sleeping in a separate boathouse, ideal for kids or teens. The updated kitchen makes group meals easy, while the living space and streaming TV provide a place to unwind after a full day outdoors. Relax on the screened porch with lake views, enjoy morning sunrises, and spend evenings surrounded by nature on this private 1.5-acre wooded property, where loons, ducks, and even bald eagles are often seen. LOCATION HIGHLIGHTS Minutes to Naples Causeway (restaurants, shops, nightlife) Easy access to Sebago Lake boating and recreation Quiet cove setting with minimal boat traffic Close to hiking, fishing, and outdoor activities Whether you’re planning a family vacation or a laid-back trip with friends, this lakefront Naples retreat offers the space, location, and waterfront experience that define a true Maine summer. THINGS TO KNOW Streaming services are available with guests’ own account credentials. Only well-behaved dogs more than two years old are permitted. Fires inside or outside the house are prohibited without prior written permission.

This lakefront vacation cabin on the east side of Brandy Pond has three bedrooms, a renovated kitchen and bathroom, an open floor plan, and an all-season porch with beautiful views of the lake, the mountains, and the sunsets. Enjoy convenient, gradual-entry water frontage, two kayaks, and a paddle-board for your use. Cook on the old-fashioned charcoal stone grill and relax on the dock, the waterfront deck, or the outdoor fire-pit. This truly is a wonderful place to spend your summer vacation! Brandy Pond, also known as Bay of Naples Lake, is a 740-acre lake in Naples, Maine, which is connected to Long Lake by the Chute River and to Sebago Lake by the Songo River. Moor your boat to the private dock, so it’s ready for you to explore over 40 miles of waterway. Close by is Naples Causeway where you’ll find boat and jet ski rentals, Songo River Queen cruises, Naples Seaplane Adventures, and Causeway Fun Mini Golf & Arcade. Captain Jack’s and Gary’s Olde Towne Tavern offer food and live entertainment nearby. A convenient shopping center is a few minutes north on Route 302 and Point Sebago Golf Course is a few minutes south. Bridgton Twin Drive-In Theatre, Smitty’s Cinema, serving food and cocktails during your movie, and Seacoast Adventure Park, offering go-karts and a kids water playground, are less than 20 minutes away. There are so many options for a fantastic lake getaway!

Step into your ideal Maine lakefront getaway in Casco, featuring 140 feet of private shoreline on Parker Pond and your own sandy beach with gradual entry, perfect for swimming, relaxing, and making lasting memories on the water. Spend your days kayaking, paddleboarding, fishing, or simply enjoying the peaceful setting as loons call across the lake. Launch from your private dock, unwind on the deck with water views, or gather around the firepit under the stars after a day outside. Inside, this comfortable home sleeps up to eight guests and is designed for easy group stays, with a fully equipped kitchen, cozy living area with a gas fireplace and lake views, and a game room with ping pong and foosball. WiFi and a washer/dryer add convenience for longer stays. In winter, enjoy ice fishing right outside your door or take advantage of nearby skiing, with Pleasant Mountain about 30 minutes away and Sunday River within an hour, making this a true four-season retreat. LOCATION HIGHLIGHTS Private lakefront on Parker Pond with sandy beach & dock 1 mile to Casco Village Easy access to Naples, Raymond, and Windham 30 minutes to Pleasant Mountain skiing 1 hour to Sunday River Resort Dog-friendly and surrounded by nature, this home is perfect for family vacations, ski trips, and summer lake escapes alike. Whether you’re seeking adventure or relaxation, this Casco lakefront retreat offers the space, setting, and waterfront access that define a true Maine experience. THINGS TO KNOW

Woods and Water on Sebago Lake offers the perfect blend of privacy, comfort, and lakefront living. Set on 2.8 acres at the end of a quiet road, this retreat includes a 3-bedroom main house and a rustic 2-bedroom guest house. Enjoy a spacious living room, game room with shuffleboard, and a fully equipped kitchen. Outside, relax in the hot tub, gather by the fire pit, or sip coffee on the porch before heading to the lake for swimming, kayaking, or simply soaking in the peaceful surroundings. Welcome to Woods and Water, your private lakeside retreat set on 2.8 peaceful acres at the end of a quiet road. With a beautifully designed 3-bedroom main house and a rustic 2-bedroom guest house, this property blends luxury and charm while giving guests the rare gift of space, serenity, and direct access to Sebago Lake. Inside the main house, enjoy high-quality furnishings, cozy bedding, and warm, thoughtful décor. Gather in the spacious living room, cook in the fully equipped kitchen, or share meals in the dining room overlooking the woods. For entertainment, a game room with shuffleboard and a TV lounge invites hours of fun. Step outside to a true outdoor oasis: a bubbling hot tub under the stars, grill with a view, a fire pit for s’mores and stories, and a porch with plenty of seating for morning coffee or evening cocktails. Surrounded by tall pines, the property feels like its own private sanctuary while keeping you right on the water. The guest house adds even more flexibility and charm, with two bedrooms, a full bathroom, and a rustic loft featuring a huge sectional and large TV—the perfect hangout spot for kids, teens, or extra guests. Whether you spend your days kayaking, swimming, or simply relaxing on the porch while listening to the sounds of nature, Woods and Water offers the ideal balance of outdoor adventure and cozy comfort. Professionally managed by Birch Hospitality, this five-bedroom getaway ensures a seamless, memorable stay on Maine’s most beloved lake. You will have access to everything and nothing is shared. WE ARE LOCAL! - Just let us know what you need You are renting 2 homes, one across from the other.

Located in the charming town of Bridgton, ME, this spacious house offers a prime location with a public boat ramp and park right across the street, and is just a short walk to the beach and town, making it an ideal retreat for outdoor enthusiasts and families alike. Inside, the house provides comfortable sleeping arrangements, ensuring a good night’s rest for everyone. It features partial AC and a fully equipped kitchen with modern appliances, along with a variety of cookware and dining essentials. Welcome to our family-friendly home in Bridgton! With amenities including internet and TV, this property offers all the comforts for a relaxing stay. It’s designed to welcome guests of all ages, so you can enjoy the beautiful surroundings or simply unwind in the cozy living space. Our home is equipped with child-friendly toys, books, and beach items to keep the little ones entertained. Enjoy music together with our record player, featuring a selection of children’s records, classic musical tracks, and music from the 60s. For outdoor adventures, we provide 2 kayaks for exploring the stunning area. Book your stay at this lovely house in Bridgton today and experience lakeside living in Maine at its finest! Things to Know Each bunk bed holds 400 lbs.

Welcome to the 1860’s Fowler Farmhouse in Bridgton, Maine! This spacious 4-bedroom, 2-bath retreat sleeps 12 and boasts a cozy living room and 4 bedrooms. Enjoy a king-size master bedroom, a 3-season porch, and a backyard with an outdoor hot tub and fire pit. Just a short walk to downtown, this 2600 sq. ft. historic gem offers the perfect blend of comfort and convenience. Only minutes from skiing, lakes, hiking, downtown and much more, its the perfect jumping off point for any season! Welcome to our charming farmhouse nestled in the heart of Bridgton, Maine! This historic 1860s gem offers a perfect blend of rustic elegance and modern comfort for your getaway. With four spacious bedrooms, two bathrooms, and a generous 2600 square feet of living space, our farmhouse can comfortably accommodate up to 12 guests. The master bedroom boasts a king-size bed and a nice sitting area with easy access to the porch. The main living area features comfortable furniture and direct access to the outdoor hot tub and new patio area featuring a fire pit, bar, and oversized dining table. Relax in the welcoming ambiance of the living room or unwind in the delightful three-season porch, where you can enjoy your morning coffee or evening cocktails. The farmhouse is ideally situated within walking distance to downtown Bridgton, allowing you to explore the local shops, restaurants, and attractions with ease. For outdoor enthusiasts, our backyard is the perfect place to gather and enjoy the fresh Maine air. And to top it all off, a soothing outdoor hot tub awaits, providing the ultimate relaxation after a day of adventures. Whether you’re seeking a peaceful retreat or an action-packed getaway, our farmhouse in Bridgton, Maine, offers the perfect setting for your vacation. Book your stay with us today and experience the timeless charm of this historic property. [B] Identifies this home being professionally managed by Birch Hospitality. You have access to everything and nothing is shared WE ARE LOCAL - Just let us know what you need All dogs must be approved before booking. There will also be a $100 pet fee automatically added to your reservation when you add a dog to your guest count. We have 2 crates, dog beds in one of the bedroom, and provide dog pick up bags :) To see our entire collection of properties and book direct, please visit birchrentals . com

Pets Welcome w/ Fee This Home has no central air conditioning, but has floor air conditioners Escape the hustle and bustle of everyday life when you stay at this quiet 3-bedroom, 2-bath vacation rental home in Harrison, Maine. Grab your skis and take a drive to Pleasant Mountain for a day of skiing. Don't forget to visit Long Lake for some ice fishing! Later, top off the evening with stargazing around the wood-burning fire pit. -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed  - Bedroom 2: 1 queen bed - Bedroom 3: 1 twin bed OUTDOOR LIVING  - Seasonal apple trees, blueberry bushes, strawberry bushes, asparagus bush, grape vines - Seasonal tomato & cucumber vines - Wood-burning fire pit - Deck w/ outdoor umbrella INDOOR LIVING  - 2 Smart TVs - Dining table, breakfast bar - Ceiling fans - En-suite bathroom KITCHEN  - Stove/oven, refrigerator, microwave - Drip coffee maker (coffee provided), sugar, creamer - Toaster oven, toaster, air fryer - Dishware/flatware, cooking basics - Trash bags/paper towels GENERAL   - Free WiFi  - Electric heating, portable A/C units available in summer - Linens/towels - Washer/dryer FAQ - 4 exterior security cameras (facing out) - Pet fee (paid pre-trip) ACCESSIBILITY - Single-story home, steps to enter  PARKING - Driveway (1 vehicle) -- THE LOCATION -- - Located on roughly 2 acres - 8-9 miles to Highland Lake Beach & Woods Pond Beach - 15 miles to Pleasant Mountain Ski Area - 35 miles to Conway Scenic Railroad - 37 miles to Diana's Baths - 37 miles to Portland Int'l Jetport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $50 fee (+ fees & taxes, 2 max) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This single-story home requires steps to enter - Your safety matters. This property features 4 exterior security cameras: 1 camera is located on the front left corner of the home facing the driveway, 1 camera is located on the back right corner of the home facing the deck and backyard, 1 camera is located on the side railing facing the driveway, and 1 camera is located on the front railing facing the driveway. The cameras are outward facing and do not look into interior spaces. The cameras will alert the homeowner when motion is detected, but the cameras do not record video or sound while guests are in residence

Game Room | Al Fresco Dining | BBQ Ready | Paddleboards Seeking easy access to Sebago Lake with all the comforts of home? Book this 4-bed, 3-bath vacation rental! The newly built townhome has an open-concept living area, a fully stocked kitchen, and outdoor spaces fit for the whole crew. Fish and swim at the neighborhood beach, or explore the hiking trails throughout Sebago Lake State Park! Back home, get competitive with a game of pool, then unwind with a drink on the deck. It's up to you! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 2 twin beds - Bedroom 3: 2 twin beds - Bedroom 4: 1 king bed OUTDOOR LIVING - Screened deck - Dining area, gas grill, fire pit - Covered patio - 1 convertible paddleboard/kayak, 1 paddleboard - Community beach & lake access INDOOR LIVING - 2 Smart TVs w/ cable - Dining table, breakfast bar - Game room, pool table, card table - Board games KITCHEN - Refrigerator, stove, oven w/ air fryer setting, dishwasher - Dishware/flatware, cooking basics, spices - Drip coffee maker, blender - Microwave, toaster GENERAL - Free WiFi - Keyless entry - Central heating, portable A/C units (free-standing), ceiling fans - Linens/towels, iron/board - Washer/dryer (detergent provided) - Trash bags, paper towels ACCESSIBILITY - 2-story townhome w/ walk-out basement, 2 steps to enter - 1st-floor bedrooms & full bathroom PARKING - Driveway (6 vehicles) - Boat/trailer parking available ADDT’L ACCOMMODATIONS - An additional property is available on-site w/ a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to booking -- THE LOCATION -- - Walk to Sebago Town Beach, Sebago Lake Marina & Sebago Boat Ramp - 1 mile to Long Beach: bar, restaurant, grocery store - 10 miles to Sebago Lake State Park & Naples Causeway - 25 miles to Portland International Jetport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 2-story townhome with a basement requires 2 steps to enter the front door; there are 2 bedrooms and a full bathroom on the 1st floor

Cozy Lakefront Winter Retreat Near Pleasant Mountain Experience the perfect winter getaway at this tranquil lakefront retreat in Denmark, Maine, just minutes from downtown Bridgton and the slopes of Pleasant Mountain. This spacious property features two fully equipped homes on a 10-acre lot, ideal for families, friends, or multi-generational groups seeking comfort and privacy. Wake up to peaceful lake views, enjoy quiet walks along the snow-dusted shoreline, or spot local wildlife from the comfort of the cabin. Each home offers cozy living areas with fireplaces, well-appointed kitchens, inviting dining spaces, high-speed internet, TVs, and laundry facilities, giving you all the conveniences of home. Guests have access to a private sandy beach, shared only with two other dwellings, perfect for summer fun or scenic winter strolls. After a day of skiing, snowboarding, or exploring local shops and restaurants, relax on the deck or patio with hot cocoa while taking in breathtaking sunsets over the lake. Whether planning a ski trip, holiday gathering, or peaceful seasonal retreat, this lakefront winter cabin combines year-round beauty, cozy comfort, and convenient access to Pleasant Mountain and Bridgton amenities. Things to Know Check-in time: 4:00 p.m. Check-out time: 10:00 a.m All guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises.

Welcome to Beaver Lodge, a brand-new luxury waterfront retreat on Beaver Pond. This custom 5-bedroom, 3.5-bath home sleeps 10 and features massive windows, abundant natural light, a dramatic stone fireplace, Sonos throughout, and a game room with a pool table and 85-inch TV. Outside, enjoy the spacious yard, patio, private dock, and peaceful waterfront setting. Just minutes from downtown Bridgton and Pleasant Mountain, it is the perfect destination for year-round adventure and relaxation. Welcome to Beaver Lodge, a brand-new luxury waterfront retreat located directly on beautiful Beaver Pond. Designed to comfortably accommodate up to 10 guests, this custom-built five-bedroom, 3.5-bathroom home combines upscale finishes, modern comfort, and an unforgettable four-season setting. Massive windows fill the home with natural light while showcasing peaceful views of the surrounding landscape and water. The spacious great room is centered around a dramatic custom stone fireplace, creating the perfect place to relax, gather, and reconnect after a day of exploring. The home offers plenty of entertainment for guests of all ages, including a game room with a pool table, an impressive 85-inch television, and Sonos speakers throughout the house. Whether you are enjoying a movie night, watching the big game, or spending time together by the fire, Beaver Lodge was designed with group gatherings in mind. Outside, enjoy the expansive front yard, spacious patio, private dock, and direct access to Beaver Pond. Spend summer days by the water, take in the fall foliage, enjoy winter adventures at nearby Pleasant Mountain, or simply relax and enjoy the peaceful waterfront setting. Located just minutes from downtown Bridgton, guests will have convenient access to local restaurants, shops, attractions, and year-round activities. Beaver Lodge offers the perfect balance of privacy, luxury, and accessibility for an unforgettable Maine getaway. **Professionally managed by Birch Hospitality.** You will have access to everything, nothing is shared. The pond access that we have is private for our home. WE ARE LOCAL - Just let us know what you need This home is professionally managed by Birch Hospitality

Screened-In Porch | Yard | Fire Pit Year-round fun awaits at this 2-bedroom, 1.5-bathroom vacation rental in Bridgton, where every season brings a new adventure, from snow-covered peaks to sunny lake days. This home features a full kitchen, a cozy living area with a Smart TV, and a screened-in porch — perfect for unwinding after a day on the slopes at Pleasant Mountain Ski Area or fishing at Long Lake. Don’t wait, book now! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 twin daybed w/ 1 twin trundle OUTDOOR LIVING - Screened-in porch - Outdoor seating - Fire pit, yard INDOOR LIVING - Smart TV w/ cable - Dining table, breakfast bar - Walk-in shower, walk-in closet - Board games KITCHEN - Stove/oven, refrigerator, dishwasher - Cooking basics, dishware/flatware - Drip coffee maker, water filter, spices - Crockpot, blender, toaster, toaster oven, microwave GENERAL - Free WiFi - Central heating & A/C, ceiling fans - Complimentary toiletries, hair dryer - Washer/dryer, laundry detergent - Hangers, iron/board - Linens/towels, trash bags/paper towels FAQ - 2 exterior security cameras (facing out) ACCESSIBILITY - Single-story home, 3 steps to enter PARKING - Driveway (3 vehicles) -- THE LOCATION -- - 3 miles to Bridgton Academy - 8 miles to Long Lake: boating, fishing, swimming, picnicking - 13 miles to Pleasant Mountain Ski Area - 19 miles to Moose Pond: kayaking, canoeing, ice fishing, snowshoeing, cross-country skiing - 32-35 miles to Conway Scenic Railroad, Diana’s Baths & Echo Lake State Park - 53 miles to Portland International Jetport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome--because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This single-story home requires 3 steps to enter - Your safety matters. This property features 2 exterior security cameras: 1 camera is located by the front door facing the outdoor entryway, and 1 camera is located on the generator facing the yard. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion

Luxury lakefront retreat on Moose Pond with 200ft of private waterfront on 1.87 acres. Features include a new dock, sandy beach, hot tub, Solo Stove fire pit, screened porch, oversized living room with stone fireplace, chef’s kitchen, 6 bedrooms, 4 baths, sleeps 16, game room, heated garage with ski gear dryer, and incredible lake views. Just 3 minutes to Pleasant Mountain Base Lodge and directly across from the East Lodge. Professionally managed by Birch Rentals. Experience one of the most luxurious lakefront homes on Moose Pond, set on 1.87 private acres with 200 feet of waterfront and stunning lake views throughout. Designed as a true four-season retreat, this professionally designed property combines high-end comfort, incredible amenities, and an unbeatable location just 3 minutes from Pleasant Mountain. The outdoor space is truly exceptional, featuring a brand new dock with easy pontoon boat access, a small sandy beach, a beautiful Solo Stove fire pit with abundant seating, an outdoor hot tub overlooking the lake, and a large deck with outdoor dining. The incredible screened-in porch off the living room offers the perfect place to relax and enjoy the peaceful setting. Inside, the home features luxury furnishings throughout, an oversized living room with plush leather couches and a tall stone fireplace, and a fully equipped chef’s kitchen built for entertaining. With 6 bedrooms, 4 full bathrooms, and space to sleep 16 guests comfortably, the home is ideal for large families and groups. Two private primary suites offer added luxury, including one with a soaking tub overlooking the lake. The lower-level game room includes foosball and shuffleboard, while the heated garage and heated ski gear dryer make winter stays effortless after a day on the slopes. Professionally landscaped and thoughtfully curated throughout, this is one of the premier properties on Moose Pond and an unforgettable destination in every season. Bedroom breakdown: 1. King with private full bathroom 2. King with private full bathroom 3. King 4. 2 Twins 5. 2 bunks (4 twins) 6. Game room with a queen pull out sofa bed *The loft also has a queen pull out sofa bed Professionally managed by Birch Rentals. You have access to everything and the waterfront access is private. WE ARE LOCAL! - Just let us know what you need This property is professionally managed by Birch Rentals

Experience the beauty of Frye Island from this charming 2-bedroom, 1.5-bath vacation rental with a loft. Nestled in a peaceful setting, this private, spacious cabin offers a quiet deck for soaking up the sun and an outdoor dining area for al fresco meals. Walk to and explore the island's attractions, like the recreation center and Frye Island Beach 6. This cozy cabin is the perfect retreat for families and friends looking to create unforgettable memories on Frye Island. Book your stay today! -- THE PROPERTY -- Dog Friendly w/ Fee | Walk to Beaches | Free Community Amenities Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Loft: Queen Bed, Twin Bed, Twin Sleeper Sofa COMMUNITY AMENITIES: Pool, basketball court, tennis court, beach club, rec center, racquetball, fitness center (fee paid on-site) INDOOR LIVING: Open layout, beamed ceilings, Smart TVs, DVD player, group-friendly dining table, breakfast bar w/ seating OUTDOOR LIVING: Beach chairs, gas grill, fire pit w/ outdoor seating, large private deck, outdoor dining area, unfenced backyard KITCHEN: Cooking basics, coffee maker, dishwasher, stove/oven, refrigerator, microwave, ice maker, spices, dishware & flatware, hot water pot, toaster, Crockpot GENERAL: Free WiFi, linens & towels, electric heating, window A/C units, in-unit washer & dryer, laundry detergent, hair dryer, iron/board, trash bags & paper towels FAQ: Pet fee (paid pre-trip), stairs required for access PARKING: Driveway (6 vehicles), RV/trailer parking available on-site -- THE LOCATION -- LOCAL ATTRACTIONS: Frye Island Beach 6 (0.3 miles), Frye Island Ferry (1 mile), 14 private beaches, 2 boat launches, marina, waterfront restaurants ADVENTURE TIME: Sebago Trails Paddling Company (9 miles), Naples Seaplane Adventures (12 miles), Maine Day Ventures/formerly Maine Foodie Tours (30 miles) TEE TIME: Frye Island Golf Club (0.6 miles), Point Sebago Golf Course (9 miles), Sunset Ridge Golf Links (24 miles), Riverside Golf Course (25 miles) AIRPORT: Portland International Jetport (30 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly with a $50 fee (+ fees & taxes, dogs only, 1 max) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This property requires stairs to access the main living area and additional stairs to access the loft sleeping area - NOTE: Community amenities are available free of charge, with the exception of the fitness center which can be paid for on-site. No access code is required to access the other community amenities

Camp Two Loons is a knotty pine home on the water’s edge. Enjoy the privacy of this home in the woods of Maine with the comforts of home. Phenomenal vaulted ceilings with full vaulted windows provide a view of the water, eagles, loons, and other wildlife. Take off kayaking on the water or exploring the Maine woods and try your luck at the Oxford Casino. Cross-country skiing, ice fishing, snowmobiling, and winter sports can all be enjoyed close to this cabin. Additional amenties include free high-speed WiFi, a full kitchen with a dishwasher, two kayaks and two paddleboards, a private gas grill, and three sofabeds for extra sleeping spaces. THINGS TO KNOW This vacation rental is equipped with a built-in generator. Air conditioning is available from Memorial Day to Labor Day Streaming TV services require guest accounts to access. Guests must travel by car to reach this cabin.

Year-Round Retreat | Swim, Paddle, Ski & More | 4 Mi to Main Street Adventure awaits at this 2-bedroom, 1-bath vacation rental in Bridgton! Tucked away on the peaceful shores of Beaver Pond, this home ensures a fun-filled stay for the whole crew. Whether you're craving sun-soaked afternoons by the water in the summer or exhilarating slopes in the winter, you'll love unwinding in this cozy retreat after a day of outdoor excursions. What are you waiting for? Book your escape today! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Sleeping Nook: 1 twin futon INDOOR LIVING - Smart TVs w/ video library - Dining tables - Laptop-friendly workspace - Full-house generator OUTDOOR LIVING - Spacious yard - Canoe & kayak provided - Gas grill - Picnic table - Private access to shared beach KITCHEN - Refrigerator, microwave, toaster, stove/oven - Drip & Nespresso coffee makers (starter coffee pods provided, bring your own coffee grounds) - Cooking basics, dishware/flatware GENERAL - Free WiFi - Kerosene monitor heaters & 1 radiant heating panel - Linens & towels, trash bags & paper towels - Washer/dryer, hangers, iron/board - Complimentary toiletries, hair dryer FAQ - No A/C - Pet fee (paid pre-trip) - Gradual slope to access beach ACCESSIBILITY - Single-story home, 1 step required to enter PARKING - Driveway (2 vehicles) -- THE LOCATION -- - Less than 150 feet to private beach on Beaver Pond - Near Highland Lake, Moose Pond, Woods Pond & walking trail w/ Pleasant Mountain views - 3 miles to Pleasant Mountain Ski Area - 4 miles to Pondicherry Park - 5 miles to Highland Lake Beach & 7 miles to Woods Pond Beach - 16 miles to Sebago Lake State Park - 144 miles to Bangor International Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $50 fee (+ fees & taxes, dogs only, 2 max) - No events, parties, or large gatherings - Must be at least 18 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - The property does not have air conditioning - This single-story home requires 1 step to enter - The property is less than 150 feet from the beach, and there is a gradual slope down to get to it

The Nest is a beautiful 5-bedroom, 3-bath mountain cabin located just 3 min from Pleasant Mountain and 10 minutes from downtown Bridgton. Sleeping up to 14, it features cathedral pine ceilings, floor-to-ceiling windows, a wood fireplace, fully equipped kitchen, infrared sauna, bar, pool table, and a private hot tub perfect for stargazing. Guests enjoy shared access to Moose Pond, seasonal pool, tennis, basketball, and playground. North Conway is just 30 minutes away. All new mattresses in 2026. The Nest – Elevated Cabin Retreat - True Maine Experience Welcome to The Nest, a stunning five-bedroom, three-bathroom mountain cabin tucked just off Knights Hill Road in Bridgton, Maine. Surrounded by towering pines and perched in a peaceful wooded setting, this beautiful home truly feels like you’re living among the treetops. With soaring cathedral pine ceilings and expansive floor-to-ceiling glass windows, the space is filled with natural light and offers a warm, inviting atmosphere that perfectly blends rustic charm with modern comfort. Located just 1.3 miles, or a quick three-minute drive, from Pleasant Mountain, The Nest is perfectly positioned for year-round adventure. Guests are also only ten minutes from downtown Bridgton’s shops, restaurants, and local charm, and just thirty minutes from North Conway, New Hampshire, for additional skiing, tax-free shopping, and dining. Whether you’re visiting for winter slopes, summer lake days, or fall foliage, this location makes it easy to enjoy the best of the region. Inside, the home comfortably sleeps up to fourteen guests and is thoughtfully designed for gathering and relaxation. The spacious primary suite features a king bed, private ensuite bathroom, and a dedicated work area with a desk, making it ideal for longer stays. Two additional queen bedrooms and two bunk rooms provide flexible sleeping arrangements for families and groups. All mattresses are brand new for 2026, ensuring a restful night’s sleep after days filled with outdoor adventure. The main living area is centered around a cozy wood-burning fireplace, with firewood provided for your convenience. A fully equipped kitchen allows for effortless meal preparation, while the adjoining three-season porch offers a peaceful place to sip morning coffee or unwind in the evening. The home also features a bar area and pool table for entertainment, along with an infrared sauna that provides a relaxing retreat after a day on the slopes or the water. Outside, guests can enjoy a private hot tub on the deck, perfect for star-gazing beneath Maine’s clear night skies. The outdoor firepit creates a welcoming setting for storytelling and s’mores, while the surrounding wooded landscape adds to the feeling of privacy and escape. As part of the Knights Hill community, guests also have shared seasonal access to Moose Pond, an outdoor pool, tennis courts, a basketball court, and a children’s playground. Whether you’re planning a ski trip, summer lake getaway, or cozy mountain retreat, The Nest offers a memorable and comfortable home base designed for connection, relaxation, and unforgettable moments in the Maine mountains. - The pool is shared with the Knight’s Hill Community - The Moose Pond Access is shared with the Knight’s Hill Community - The Hot Tub is private, on the deck WE ARE LOCAL - Just let us know what you need - The pool is shared with the Knight’s Hill Community - The Moose Pond Access is shared with the Knight’s Hill Community - The Hot Tub is private, on the deck - The top bunks are designed for children - The beer taps may not have beer in them. You are free to bring your own quarter keg and supplies. - This home is professionally managed by Birch Rentals

Cozy Lakeside Retreat Near Pleasant Mountain Ski Area w/ Shared Pool, Tennis Courts & Washer/Dryer Embrace the magic of winter at this charming lakeside home in Bridgton, ME! Located within the desirable Knights Hill Association and just minutes from Pleasant Mountain, this inviting getaway offers the perfect blend of comfort, convenience, and seasonal adventure. After a day on the slopes, snowshoeing on nearby trails, or exploring Bridgton’s winter charm, return to a warm, welcoming living space ideal for relaxing with family and friends. The fully equipped kitchen features modern appliances—including a fridge, stove, and dishwasher—making it easy to prepare hearty meals after a cold day outdoors. The home provides comfortable sleeping arrangements suited for families or groups looking to unwind and reconnect. Step outside onto the deck to enjoy crisp winter air and peaceful wooded views. Though the beach and pool amenities are seasonal, guests still have access to the association’s beautiful surroundings, including scenic walks and quiet moments by the lakeside. With Pleasant Mountain just a short drive away, you’ll have quick access to skiing, snowboarding, tubing, snowmobiling, ice fishing, and après-ski dining. Additional nearby attractions include winter hiking trails, local restaurants, and charming downtown Bridgton—ideal for cozy evenings and exploring the town’s seasonal offerings. Whether you’re planning a ski getaway, a quiet winter escape, or a family retreat, this Bridgton home provides the perfect base for creating lasting memories. Book your stay today and enjoy all that winter in the Lakes Region has to offer! Things to Know Check-in time: 4:00 p.m. Check-out time: 10:00 a.m All guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises.

Escape to this classic Maine log cabin, where laid-back lake life meets four-season adventure. This charming 3-bedroom, 2-bathroom retreat comfortably sleeps up to 8 guests, making it the perfect destination for families and friends seeking a memorable getaway. Set just a hop, skip, and a jump from Highland Lake—known for its crystal-clear waters, boating, and excellent fishing—this inviting home is ideally positioned to enjoy the best of every season. Guests will enjoy access to a private mooring and dinghy, making it easy to spend the day exploring the lake or heading out for a relaxing paddle or boat ride. Start your mornings on the spacious deck, complete with a safety gate for little ones, or gather for meals in the screened-in porch, featuring a picnic table for relaxed outdoor dining. The HOA beach is just a quick two-minute walk away, and guests have access to a private mooring and dinghy, making it easy to spend your days exploring the lake. A public beach with a playground is also just five minutes down the road, offering even more opportunities for family fun by the water. When winter arrives, adventure awaits just minutes away at Pleasant Mountain, where you’ll find skiing, snowboarding, tubing, snowmobiling, and ice fishing, along with cozy après-ski dining. Winter hiking trails, local restaurants, and the charm of downtown Bridgton are also nearby, perfect for browsing seasonal shops or enjoying a relaxing evening out. Whether you’re planning a summer lake escape, a winter ski weekend, or a colorful fall foliage retreat, this Bridgton cabin offers the perfect blend of comfort, convenience, and year-round recreation in a beautiful Maine setting. ​​​​​​​ Things to Know: The beach is a short walk down the road. Guests have access to a private mooring and dinghy at the beach, both marked #32. Please return them to their designated location after use. The wood stove is inoperable and not available for guest use.

Dogs Welcome w/ Fee | Seasonal Island Getaway | Community Pool Plan a summer to remember on beautiful Frye Island! Only accessible by ferry, this rustic 1-bedroom + loft, 1-bathroom vacation rental promises a relaxing setting you can't find anywhere else. After coffee on the cabin's covered porch, head to the marina to launch the boat and spend sunny afternoons cruising the wake of Sebago Lake. In the evening, stop by the community clubhouse for a cocktail or cozy up around a crackling fire! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom: 1 king bed - Loft: 4 full beds - Living Room: 1 queen sleeper sofa COMMUNITY AMENITIES - Seasonal outdoor pool (not heated) - Beach access - Community center, cafe - Tennis courts, golf course (addt'l fee paid on-site) INDOOR LIVING - Flat-screen TV - Open floor plan - Dining table OUTDOOR LIVING - Covered porch, outdoor seating - Gas grill (propane provided) - Wood-burning fire pit - 2 golf carts (waiver may be required) KITCHEN - Refrigerator, stove/oven - Keurig coffee maker, French press, toaster, microwave - Cooking basics, dishware & flatware GENERAL - Free WiFi, keyless entry - Mini-split A/C & heating, ceiling fans - Washer & dryer - Linens & towels, trash bags & paper towels FAQ - Pet fee (paid pre-trip) ACCESSIBILITY - 5 exterior steps required for entry - 2-story cabin - Bedroom/bathroom on 1st floor PARKING - Driveway (3 vehicles) - Trailer parking available on-site -- THE LOCATION -- - Island getaway on Frye Island w/ access to Sebago Lake’s top attractions - 1 mile to Frye Island Ferry Dock - 2 miles to Frye Island Marina - 9 miles to Raymond: shops & dining - 11 miles to Sebago Lake State Park - 38 miles to Portland International Jetport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $50 fee (+ fees & taxes, dogs only, 2 max) - No events, parties, or large gatherings - Must be at least 18 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 2-story cabin requires 5 steps to enter. The bedroom and bathroom are located on the 1st floor - This property runs on a septic system - A waiver may be required prior to using the golf cart - The community golf course requires an additional fee, which can be paid on-site

Escape to the Maine countryside and unwind at Panther Run River Retreat. Located directly across the street from the Historic Maine Fish Hatchery, this area is known for making Raymond the "Home of Landlocked Salmon." During your stay, tour the hatchery, enjoy peaceful walks through Hacker’s Hill Preserve, or tee off at the nearby Val Halla Golf & Recreation Course. Back at the property, relax and take in the tranquil river views from your private outdoor space. Fire up the gas grill for a summer barbecue, gather around the propane fire pit in the evening, or enjoy a meal at the picnic table overlooking the water. Just a short walk or drive away, you’ll also find public pickleball, tennis, and basketball courts, offering even more opportunities for outdoor recreation. Inside, the sun-filled living room provides a cozy place to relax while streaming your favorite shows and movies. The fully furnished sunroom offers another inviting space to unwind with your morning coffee or a good book. The well-equipped kitchen features beautiful cherry wood cabinetry, stainless steel appliances, and a breakfast bar, making meal preparation a breeze. Enjoy casual meals at the breakfast bar or gather around the formal dining table for memorable family dinners. The spacious, tastefully decorated bedrooms provide a comfortable retreat after a day of exploring, while additional conveniences include partial air conditioning and a private washer and dryer. As evening falls, settle in around the fire pit, listen to the peaceful sounds of the river, and enjoy Maine’s spectacular star-filled skies—the perfect ending to another unforgettable day. THINGS TO KNOW Guests may use the dock for personal kayaks from Memorial day until the end of September. Streaming services available with guests’ own account(s). Active cameras outside on the driveway and doorbell

Walking Distance to Sebago Lake Marina | Modern & Spacious Getaway | New Build Craving a dream summer getaway? Look no further than this vacation rental in Sebago, Maine! The 4-bedroom, 3-bathroom townhome offers a paddleboard to relax on the lake, a fire pit to warm up at night, and a pool table for indoor entertainment. Ready to explore? Hike through Douglas Mountain, rent a boat at Long Beach Marina, or tee off at Point Sebago Golf Course! Book today! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 2 twin beds - Bedroom 3: 2 twin beds - Bedroom 4: 1 king bed INDOOR LIVING - 2 Smart TVs w/ cable - Dining table, breakfast bar - Game room, pool table, card table - Board games OUTDOOR LIVING - Screened-in deck, covered patio - Fire pit, gas grill, dining area - 1 convertible paddleboard/kayak, 1 paddleboard, life vests - Community beach & lake access KITCHEN - Refrigerator, stove, oven w/ air fryer setting, dishwasher - Cooking basics, dishware & flatware, spices - Drip coffee maker, blender - Microwave, toaster GENERAL - Free WiFi - Keyless entry - Central heating, portable A/C units (free-standing), ceiling fans - Linens/towels, iron/board - Washer/dryer (detergent provided) - Trash bags, paper towels ACCESSIBILITY - Multi-level home, 3 steps to enter - 2 bedrooms & 1 bathroom on 1st floor PARKING - Driveway (6 vehicles) - Boat/trailer parking allowed on-site ADDT’L ACCOMMODATIONS - An additional property is available on-site w/ a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to booking -- THE LOCATION -- - Walk to Sebago Town Beach, Sebago Lake Marina & Sebago Boat Ramp - 1 mile to Long Beach: bar, restaurant, grocery store - 10 miles to Sebago Lake State Park & Naples Causeway - 25 miles to Portland International Jetport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This multi-story townhome requires 3 steps to enter. The property offers 2 bedrooms and 1 bathroom on the 1st floor - Another bookable vacation rental is on-site; other travelers may be present during your stay

Welcome to The Barnhaus. This brand-new construction custom-built home with an outdoor hot tub was specifically to be a vacation home, we have thought of everything! This cabin has all solid wood furnishings, real leather upholstery, 1080p 40 inch TV’s in each bedroom and great water pressure! Perched up on a hill in a quiet neighborhood, our home is secluded & quiet yet less than 5 min. from Shawnee Peak and Moose Pond. We cut no corners while building this house and hope to have you soon! We built this home around comfort. As short-term rental owners and managers, we truly understand what a guest is looking for from learning over the years. We have implemented all that information into this home. From TVs in each room to genuine quality leather couches to high-end dishware, we have opted into quality wherever possible. What we offer: Brand new mattresses (Sept 2022) Genuine Leather chairs and sofa 2022 Vermont Casting gas stove Quality sheets and towels Solid wood tables and chairs Polywood Adirondack chairs 40 inch TVs in each bedroom You will have access to everything and nothing is shared. WE ARE LOCAL - We are available at any time. Our home is set in a neighborhood where there are 4 other homes. Our street is set off of Knights Hill road which takes you directly to the lake! 4 wheel drive is not required but would be helpful We live in a quiet neighborhood and expect our guests to respect the neighbors. We offer free Tesla Charging - we only have the tesla hook up.

Experience a one-of-a-kind getaway with these 2 charming vacation rental cottages - boasting a combined 4 bedrooms, 1.5 bathrooms, and loft. Complete with top-notch amenities and a secluded waterfront location, this private complex is just what you need to escape the hustle and bustle of city life. Kayak on Walden Pond, hike along the home’s shoreline trail, or take a trip to explore Portland! Culminate the day down by the water making s’mores over a firepit while listening to the loon calls. -- THE PROPERTY -- Watercrafts Provided | Direct Pond Access | In-Unit Laundry Machines Add a little serenity to your next family getaway with this charming Denmark complex, offering ample space both inside and out, plus easy access to the area’s endless outdoor adventure. Bedroom 1 (Main Cabin): Queen Bed | Bedroom 2 (Main Cabin): Full Futon | Loft (Main Cabin): 4 Twin Beds | Bedroom 1 (Cabin 2): Queen Bed | Bedroom 2 (Cabin 2): Full Bed OUTDOOR LIVING: 12-acres of wooded land, private dock w/ 5 kayaks & 1 canoe, fire pit w/ seating, gas grill, hammock, furnished front porch, screened-in porch, back deck w/ pond views INDOOR LIVING: Gas stove, 2 cable TVs, DVD player, books, dining table, wet bar, hardwood floors, rustic decor, open floor plan KITCHEN: Fully equipped w/ cooking basics, drip coffee maker, dishware/flatware, full knife set, hot water pot, breakfast bar w/ seating GENERAL: Free WiFi, ceiling fans, linens/towels, life jackets FAQ: Stairs required, 2 cabins on-site, max occupancy restrictions, no A/C PARKING: Driveway (10 vehicles) -- THE LOCATION -- WALDEN POND (direct access): Fishing, boating, hiking, kayaking, canoeing, gradual entry for swimming OPT OUTSIDE: Pondicherry Park (10.9 miles), Northeast Snowmobile Rentals (15.2 miles), Sebago Lake State Park (20.1 miles), Diana’s Baths (28.8 miles) ATTRACTIONS: Farm Museum at Fryeburg Fair (16.2 miles), Conway Scenic Railroad (26.2 miles), Mount Washington Valley Children’s Museum (26.7 miles), Story Land (32.3 miles), The Mount Washington Cog Railway (62.5 miles) PORTLAND (~40 miles): International Cryptozoology Museum, Portland Museum of Art, Fort Williams Park, Portland Head Light, Umbrella Cover Museum, Victoria Mansion, Fort Allen Park AIRPORT: Portland International Jetport (39.3 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: There are 2 cabins on the property that are rented simultaneously - NOTE: These properties require stairs and may be difficult for guests with limited mobility - NOTE: The property does not have air conditioning