Large group vacation rentals in Westbrook, ME

Escape to this charming house located on a serene 10-acre pond in Scarborough, ME, offering a private sandy beach and stunning lake views. This year-round retreat features a luxurious hot tub and a fun pool table, ensuring endless entertainment for guests of all ages. Step outside onto the deck to enjoy the peaceful surroundings, or fire up the gas grill for a delightful cookout by the water. Inside, the home boasts a fully equipped kitchen with modern appliances, a cozy living room, and comfortable bedrooms including a king and queen bed. With amenities like a washer/dryer, internet access, and Netflix streaming, this home provides all the comforts you need for a relaxing stay. Explore the local area and enjoy activities such as swimming, hiking, and bird watching, or simply unwind and take in the picturesque views of the pond. Conveniently located within a 15-minute drive to the beautiful Scarborough ocean beaches and downtown Portland. Enjoy nearby local restaurants, shops, and entertainment options, this house is the perfect base for your Maine getaway. Whether you’re seeking adventure, relaxation, or family fun, this lakefront retreat offers something for everyone. Book your stay now and create unforgettable memories in this idyllic setting by the water. 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. Fireplace is not for guest use.

Portland ME STR License: 20180761-ST Surround yourself with historic homes, tree-lined streets, and some of the best restaurants and cafes in the city when you escape to this beautifully renovated condo in Portland’s West End. Revel in the century-old mansions nearby and the clapboard-sided homes famed architect John Calvin Stevens designed around the turn of the century. This second-story condo is part of a gorgeous old building that dates back to the 19th century. On this quiet street in a neighborhood renowned for its old-world charm, you can leave your car in one dedicated parking space and get around entirely on foot. The historic Old Port is only a few minutes away by Uber or car. Many of Portland’s tastiest restaurants are within walking distance, so you’ll always have delicious options. The Western Promenade overlooking the Fore River and Commercial Street are also within strolling distance. Indulge your creative side at the Portland Museum of Art or the Maine College of Art, which are less accessible on foot. Relax at the Nine Stones Spa, then try one of the many breweries or bars as the evening approaches for a refreshing drink. Ride the Casco Bay ferry before returning to your vacation home for an even more scenic way to view Portland. While the building dates back to the late 1800s, the condo was thoughtfully redesigned to give it a bright, airy, and modern feel. Throughout the space, you’ll find wood floors, oversized windows, granite countertops, stainless steel appliances, and custom cabinetry in the kitchen and bathrooms. The modern heat pump system for heating and cooling ensures you’ll have your ideal temperature. After a day spent visiting the Portland Head Light, come home to a polished living room with a TV providing local and national television, a well-equipped kitchen, and such home conveniences as a stacked washer/dryer and complimentary high-speed WiFi. Each bedroom has a TV offering the same programming as that found in the living room, en suite bathroom sporting tiled showers with frameless shower doors, and remote-controlled air-conditioning, giving everyone the privacy and comfort they crave. Things to Know Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. Streaming services are available with guests’ own accounts. This condo is in a multi-unit building where you will hear the occasional neighboring sounds. 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.

Portland ME STR License: 20180761-ST Find the perfect Portland setting for a group of friends or several couples at this beautifully renovated, two-condo property in the heart of the historic West End. Revel in the century-old mansions nearby and the clapboard-sided homes famed architect John Calvin Stevens designed around the turn of the century. This property comprises two of the four condos in a gorgeous old building that dates back to the 19th century. On this quiet street in a neighborhood renowned for its old-world charm, you can leave your cars in two dedicated parking spaces and get around entirely on foot. The historic Old Port is only a few minutes away by Uber or car. Many of Portland’s tastiest restaurants are also a mere 15-minute walk away at most, meaning you’ll always have delicious options at your disposal. The Western Promenade overlooking the Fore River, and Commercial Street are all within strolling distance as well. Indulge your creative side at the Portland Museum of Art or the Maine College of Art less than 10 minutes away on foot. Relax at the Nine Stones Spa, then try one of the many breweries or bars as the evening approaches for a refreshing drink. For an even more scenic way to view Portland, take a ride on the Casco Bay ferry before heading back to your vacation home. While the building dates back to the late 1800s, the condos were thoughtfully redesigned in 2014 to give each a bright, airy, and modern feel. Both spaces feature hardwood floors, granite countertops, custom cabinetry in the kitchen and bathrooms, oversize windows, and stainless steel appliances. The modern heat pump system for heating and cooling ensures you’ll always have your ideal temperature available to you. After a day spent taking the ferry to Peaks Island or dining your way across Portland, come home to two separate condos that give everyone the space they desire. Each condo offers its own living room with a TV providing local and national television, a well-equipped kitchen, two bedrooms, and a stacked washer/dryer. In every bedroom, you’ll find an en suite bathroom sporting tiled showers with frameless shower doors, a TV offering the same programming as that found in the living room, and remote-controlled AC, giving everyone there unparalleled privacy and comfort. Complimentary high-speed WiFi is provided. 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. Streaming services are available with guests’ own account credentials.

Open Layout | In-Unit Laundry | 1/2 Mi to Restaurant & Market | BBQ Ready Discover Portland, ME, like a local at this 1-bedroom, 1-bath vacation rental. Step outside to hike or bike along scenic trails, grab lunch in town, and finish your afternoon with a craft brew. For more excitement, stroll through the cobblestone streets of Old Port and immerse yourself in its vibrant waterfront dining scene. This apartment is perfect for outdoor adventurers — it's a hidden gem you don't want to miss! -- THE PROPERTY -- STHR-005962-2024 SLEEPING ARRANGEMENTS - Bedroom: 1 queen bed - Living Room: 1 full sleeper sofa MAIN FEATURES - Furnished deck, outdoor dining area, gas grill - 2 Smart TVs - Private deck - Breakfast bar KITCHEN  - Stove/oven, refrigerator, dishwasher - Microwave, toaster oven - Drip coffee maker & Keurig (coffee provided) - Cooking basics - Dishware/flatware - Trash bags & paper towels GENERAL  - Free WiFi - Washer & dryer - Central A/C & heating, ceiling fan - Linens/towels, complimentary toiletries - Iron/board, hair dryer - Keyless entry FAQ - Homeowner on-site (separate unit) ACCESSIBILITY - Single-story apartment, 3 steps to enter PARKING - Driveway (2 vehicles) -- THE LOCATION -- - 0.5 miles to Back Cove - 1 mile to Portland's downtown area: bars, cafes, coffee shops, restaurants & boutiques - 1 mile to Payson Park & Payson Hill Winter Recreation Area - 4 miles to Mackworth Island State Park - 4 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 - 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 apartment requires 3 steps to enter - The homeowner lives on-site, in a completely separate unit, and may be present during your stay

Portland ME STR License: 20180761-ST Experience a quintessential Portland setting in the city’s most desirable neighborhood at this beautifully renovated condo in the heart of the historic West End. Revel in the century-old mansions nearby and the clapboard-sided homes famed architect John Calvin Stevens designed around the turn of the century. Perfect for couples traveling together, this condo features an all-suite layout is part of a gorgeous old building that dates back to the 19th century. On this quiet street in a neighborhood renowned for its old-world charm, leave your car in a dedicated parking space and get around entirely on foot. The historic Old Port is a few minutes away by car. Many of Portland’s tastiest restaurants, the Western Promenade overlooking the Fore River, and Commercial Street are within a 15-minute walk. Indulge your creative side at the Portland Museum of Art or the Maine College of Art (under a 10-minute walk). Relax at the Nine Stones Spa, then try one of the many breweries or bars as the evening approaches for a refreshing drink. For an even more scenic way to view Portland, take a ride on the Casco Bay ferry. While the building dates back to the late 1800s, the condo was thoughtfully redesigned in 2014 to give it a bright, airy, and modern feel. Throughout the space you’ll find hardwood floors, oversize windows, granite countertops, stainless steel appliances, and custom cabinetry in the kitchen and in two private bathrooms. The modern heat pump system for heating and cooling ensures you’ll always have your ideal temperature available to you. After a day spent trying some of the best restaurants in New England, come home to a polished living room with a TV providing local and national TV, a well-equipped kitchen, and such home conveniences as a stacked washer/dryer and complimentary high-speed WiFi. Each bedroom has its own TV (with local and national TV), an en suite bathroom sporting tiled showers with frameless shower doors, and remote-controlled AC, giving everyone privacy and comfort. THINGS TO KNOW Streaming services are available with guests’ own account credentials. This condo is in a multi-unit building where you will hear the occasional neighboring sounds.

Travel to this charming Falmouth vacation rental and spend your days relaxing in and by Highland Lake! This 2-bedroom, 1-bathroom home is the perfect place to book for you and your little ones. On lake days, take the stand up paddle boards for a spin or just dive into the water and enjoy spending time with your family in the water. When you want to explore, check out nearby walking trails and wildlife, or go into town to check out the Children's Museum & Theatre of Maine! -- THE PROPERTY -- STR22-00067 | 1,300 Sq Ft | On-Site Lake Access | 2 Stand Up Paddle Boards | In-Unit Laundry Bedroom 1: Queen Bed | Bedroom 2: 2 Twin Beds HOME HIGHLIGHTS: Living room, dining table, Smart TVs, board games, laptop-friendly workspace, 2 kayaks, beach chairs & towels, life vests KITCHEN: Cooking basics & spices, fridge, stove/oven, Crockpot, microwave, dishwasher, coffee grinder & maker, toaster, blender, trash bags/paper towels GENERAL: Free WiFi, washer/dryer, linens/towels, ceiling fans, brand new furnace, window A/C units, hangers, hair dryer, iron/board FAQ: 1 step required for access, single-story home, grab rails in shower PARKING: Garage (2 vehicles), driveway (2 vehicles) -- THE LOCATION -- LAKE DAYS: Highland Lake (on-site access), Broad Cove Reserve (13 miles), Higgins Beach (17 miles), Pine Point Beach (19 miles) THINGS TO DO: Prides Corner Drive-In (3 miles), Riverside Golf Course (5 miles), Sunset Ridge Golf Links (6 miles), Portland Museum of Art (9 miles), Children's Museum & Theatre of Maine (9 miles) OUTDOOR RECREATION: The Presumpscot Regional Land Trust (7 miles), Presumpscot Falls Park (7 miles), Capisic Park Pond (8 miles), Brooklawn Memorial Park (9 miles), Thomas Knight Park (11 miles) NEARBY CITIES: Westbrook (7 miles), Portland (11 miles), Old Port (12 miles) AIRPORTS: Portland International Jetport (10 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: This single-story home requires 1 step for access - NOTE: The property's previous water pressure issues have been fully resolved

Welcome to your perfect getaway in the heart of Portland, Maine! This charming apartment is nestled in the desirable Munjoy Hill area. You’ll find yourself just a short walk away from the scenic Eastern Promenade and the bustling Casco Bay Ferry and Old Port. This comfortable abode is ideally located within easy walking distance of quaint shops, restaurants and bakeries on Washington Ave or take a leisurely stroll along the Promenade, where you can soak in the breathtaking coastal views. The apartment is also conveniently close to the highway, allowing you to easily venture out and explore the stunning coastline of Maine. Inside, you’ll find all the amenities you need for a relaxing stay, including a fully equipped kitchen with a fridge, stove, oven, and dishwasher. Enjoy the comforts of home with a washer/dryer, AC in the bedrooms and living room, and WiFi. The living area is perfect for unwinding after a day of adventure, complete with a TV and a selection of books and board games for your entertainment. Whether you’re here for a romantic escape, a family adventure, or a solo retreat, this apartment offers a superb location and all the comforts you need. Book your stay today and experience the charm of Portland!

This downtown Portland property hosts two separate, fully equipped living spaces that are perfect for a family or group of friends in need of space and privacy. (Please note that the two individual portions of the home have separate entrances and are not connected.) Two contemporary kitchens and living rooms, cable TV and Netflix streaming, and a cozy gas fireplace all create a homey environment for you to return to after your Portland adventures. What’s nearby: Located just half a mile north of Portland’s Old Port, this property places you within easy walking distance of several local eateries and charming shops. Casco Bay Lines ferry is close by, offering scenic rides out on the Atlantic Ocean. Also nearby are the Merrill Auditorium for fascinating performances and the educational Portland Observatory. Best of all, East End Beach is only a mile from your front door, offering the perfect place for you to soak up some vitamin D on the sand and swim in the ocean waves. Things to know: *The two individual portions of the home have separate entrances and are not connected. They can also be booked separately for smaller parties. See Cumberland Charm and A Foodie’s Delight for further details. Free WiFi Two full kitchens Two sofabeds included Please note that there is a tenant living full-time in the upstairs home

Within easy walking distance of bakeries and restaurants, this comfortable abode boasts a superb location, quality furnishings, and an inviting interior. Stroll approximately a half mile to the Eastern Promenade and take in views of the bay and islands. Here you can rent kayaks and explore the open waters, relax on the beach, and enjoy the Portland food trucks. Catch the Casco Bay Ferry that takes you to the local islands and walk around historic Old Port. After a fun day exploring the town or taking in the surrounding natural beauty, guests will love returning to this home to relax on the sofa while a favorite movie plays, make use of the well-equipped kitchen, and spend quality time together on the deck. THINGS TO KNOW Guests must use their own accounts to access streaming platforms.

Polished, elegant, and perfectly located within walking distance of the Old Port, this beautiful condo offers a wonderful, comfortable retreat right in the very heart of Portland. You’ll have a beautifully-styled kitchen with stainless steel appliances, at-home comforts that include cable TV and free WiFi. Best of all, this condo enjoys an unbeatable location, just a short stroll from Portland’s very best restaurants and attractions. This condo is centrally located half-a-mile north of Portland’s Old Port, right in the middle of all the activity. Choose culinary destinations such as Standard Baking Co., Fore Street, Eventide Oyster Co., Duckfat, Scales, Drifters Wife, Js Oyster, and Portland Lobster Co. - all of which are within a half-mile. You’ll also be a short stroll from the Casco Bay Lines ferry terminal if you want to take a scenic ride, less than a mile from the Portland Observatory and Merrill Auditorium, and one mile from East End Beach. THINGS TO KNOW A tenant lives full-time in the upstairs unit.

This beautiful and modern condo offers a spacious escape in downtown Portland. After long days exploring the city, come home and cook a delicious meal in the full kitchen or curl up on the couch as a cable or Netflix show plays on the flatscreen TV. You and your small group could even break out one of the home’s board games for a night of friendly competition. What’s nearby: A variety of activities are at your fingertips while staying at this centrally-located home. About a mile from your front door lies East End Beach, where you can spend summer vacations lying in the sand or playing in the ocean waves. Portland’s Old Port is rich with delicious dining options, most within just a half-mile’s distance. Also a half-mile away is Casco Bay Lines ferry terminal where you can take a beautiful ride out on the water. Additional nearby attractions include the Portland Observatory and the Merrill Auditorium. Things to know: Free WiFi Full kitchen One sofabed included There is a tenant living full time in the upstairs condo * Please note that this condo may be rented with A Foodie’s Delight as Pearl of Portland

Experience coastal city living like a local with a stay at this 3-bedroom, 2.5-bath vacation rental in Portland, Maine. This home offers a comfortable interior with free WiFi, a full kitchen, a rooftop deck with ocean views, and a location within walking distance of the Old Port shops, restaurants, and the Portland waterfront area. While you’re in town, be sure to take a stroll through historic Fort Allen Park, visit the Eastern Promenade, or watch the sunrise at East End Beach. -- THE PROPERTY -- STHR-005145-2023 | Walkable Location | In-Unit Elevator | Near Ferry Terminal Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Living Room: Sleeper Sofa INDOOR LIVING: Smart TVs, heated bathroom floors, dining table, books, board games, ceiling fans, bar area w/ wine fridge, computer workspace KITCHEN: Blender, coffee maker, cooking utensils, Crockpot, dishware & flatware, dishwasher, ice maker, microwave, spices, toaster oven, wine glasses OUTDOOR LIVING: Rooftop deck, ocean views, patio w/ gas grill GENERAL: Free WiFi, keyless entry, heat & A/C pumps, complimentary toiletries, hair dryers, hangers, in-unit laundry machines, iron/board, linens/towels, trash bags/paper towels FAQ: 2 steps required to enter, elevator access, Ring Doorbell (facing out), no EV charging on-site PARKING: Garage (1 small vehicle), street parking (1 hour/day Mon-Sat), nearby public parking lots -- THE LOCATION -- DOWNTOWN PORTLAND (~0.4 miles): Shopping, restaurants; Eventide Oyster Co., The Highroller Lobster Co., Merrill Auditorium, Cross Insurance Arena, Portland Museum of Art, Monument Square OPT OUTSIDE: Casco Bay Lines Ferry Terminal (0.3 miles), Lincoln Park (0.3 miles), Eastern Promenade Trail (0.5 miles), Fort Allen Park (0.8 miles), Bayside Trail (1 mile), East End Beach (1 mile), Willard Beach (4 miles), Bug Light Park (5 miles), Portland Head Light (6 miles) LOCAL BREWS: Shipyard Brewing Company (0.2 miles), Liquid Riot Bottling Company (0.6 miles), Rising Tide Brewing Company (0.7 miles), Batson River Brewing & Distilling -- Portland (1 mile) AIRPORT: Portland International Jetport (5 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: The property requires 2 steps to enter. Stairs are present throughout the home, but an in-unit elevator is available to avoid most of those stairs - NOTE: Your safety matters. This property features a Ring Doorbell device with an exterior security camera. The camera is located on the rooftop patio facing the ship ladder that leads to the upper roof area and does not look into any interior spaces. The camera actively records video when motion is detected by the device Licence number: STHR-005145-2023;STHR-005145-2023;STHR-005145-2023