Large group vacation rentals in Harpswell, ME

Explore 145 large group vacation rentals, homes, and villas in Harpswell, ME for your next getaway or business trip. With space for everyone, enjoy the comfort and privacy of a home designed for gathering, alongside premium amenities such as Air Condition Homes and Best Affordable Homes. Throughout your stay, spend time together, share meals, and relax in spacious living areas that make group travel feel cohesive. With options starting as low as $117 per night and homes offering up to 7 bedrooms and 8 bathrooms, it's easy to book a stay that fits your group. And with 24/7 local support and high-speed Wi-Fi, everyone stays connected and protected. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, making each trip more rewarding than the last. Book your next group getaway with Homes & Villas by Marriott.

145 Great for Groups in Harpswell

Harpswell Retreat

Harpswell, ME, US
2 Bedrooms 4 Guests
Aug 24 - 26
$470 night

This charming waterfront home is designed for guests ready to enjoy the fresh Maine air, beautiful sunrise views, and relaxed coastal setting. Located just 50 feet from the Harpswell waterfront, the home features an expansive deck, private gas grill, and warm, nature-inspired décor. Inside, the well-equipped kitchen includes stone countertops and everything needed to prepare meals, including a coffee maker, blender, toaster, and microwave. The downstairs bedroom has a large dresser, new window blinds, and a desk for remote work or school. The main bedroom occupies the entire second floor and includes a private furnished balcony and an en suite bathroom with a rainfall showerhead. Two TVs offer YouTube TV, Netflix, Hulu, Prime Video, and HBO using guests’ own accounts. Two kayaks are provided for guest use. Guests have walking rights across the neighboring property to access the shared wharf for enjoying the view, launching a kayak, or boarding a boat. The wharf and surrounding property are privately owned and may not be used for lounging, gathering, parking, or storing personal belongings. Guests must not use the neighbors’ kayaks, chairs, or other property. There is no boat tie-up or overnight docking available. Things to know - Parking is strictly limited to two vehicles; no street parking is permitted. - A car is required to reach the home. - Streaming services require guests’ own accounts. - Two kayaks are available for guest use. - Wharf access is limited to walking access, enjoying the view briefly, launching kayaks, or boarding a boat. - Guests may not lounge, gather, park, or leave belongings on the wharf or neighboring property. - There is no boat tie-up at the wharf. - Waterfront access and kayak launching may vary with the tide.

Saganook

Brunswick, ME, US
5 Bedrooms 14 Guests
Aug 22 - 25
$1,256 night

Bayfront and perfectly rustic in the best ways, Saganook was built in 1902 as a summer retreat and studio space for a then-famous woodcarver and sculptor. The interior boasts eclectic decor, exposed ceilings, and a spacious layout that will allow everyone to find their own favorite place to hang out in a classic Maine setting! This four cottage compound conveniently located in Brunswick sits on Middle Bay, so you won’t have to go far to kayak or boat on calm waters. Some eagles often hang out in the trees on the property and on the rocks, so keep an eye out for them! Located on a peninsula with 1,200 feet of private waterfront allows you the space to unwind and relax or enjoy the large grassy yard to take a nap in the hammock. This private waterfront also includes both remarkable climbing rocks and a pebble beach! The large cottage offers two full bedrooms, a sleeping loft, and one and a half bathrooms. Spend time gathering on the sun porch or covered deck. The kids will love the experience of sleeping in one of the two cabins that come from a classic Maine summer camp. The first building, the ’boys cabin,’ has two twin beds which may be put together to make a king should a couple want to sleep there. The ’girls cabin’ is the same layout and located just a few steps from the boys. A larger outbuilding, the ’Holmes cabin’ offers a double bed and two twin beds. These three cabins share a bathroom and shower facility accessed from the yard. The fifth building is a spacious studio perched on the rocks with water a few feet away on three sides. Enjoy the view from the back porch of the entire bay leading out to the ocean with islands in the distance. It is a favorite spot for everyone who stays at the property. Things to Know Free WiFi There is an outdoor shower available. Three kayaks are available w/ life jackets. Dog-friendly (two dogs max). There is a 10’ x 10’ dog kennel. *Please note that early spring bookings should adjust occupancy to just the Main House, the girls cabin, and the boys cabin as the other cabins will not heat sufficiently for early spring bookings.

Maine Haven

Phippsburg, ME, US
2 Bedrooms 5 Guests
Aug 29 - Sep 1
$707 night

Make yourself at home at this secluded and wonderful waterfront home with a prime location! This location is convenient for practically everything. Downtown Bath (seven and a half miles) has adorable boutique stores as well as great riverfront restaurants and galleries. Popham Beach, one of the most beautiful beaches in coastal Maine, is a short 12.5-mile drive from the house, and Reid State Park is 22 miles away. Boothbay Harbor (31.3 miles) has great mini-golf, restaurants, schooner rides, whale watching, and shopping. The main living space is located on the home’s second level. It features a sunroom with a dining table perfect for evening games or family meals. There is a large dining room table with six chairs and an inviting living room with a smart TV and views of the water. The open-concept kitchen with stainless steel appliances is well-equipped for meals at home. Directly off the kitchen is a full bathroom with double sinks and a modern glass shower. The spiral staircase leads to the upper primary sleeping space with a spacious bed, closet space, and a lovely balcony with expansive views of the water. Following the spiral staircase back to the lower level; there is a half bathroom, laundry area, living room, and sitting area with another smart TV - great for family game night or a quiet reading spot. The first lower-level bedroom has a queen bed and the second lower-level bedroom has two comfortable beds, a large closet space, and a desk for folks who need to work from home or stay connected while on vacation. Leading out from the lower level is a patio with seating and a small firepit and then following the path from the patio down to the dock brings you to the water’s edge. THINGS TO KNOW There are five kayaks available. Renai gas heaters are available to keep the home warm. A boat could be tied to the dock but the dock sits in rock/sand at low tide. There is no mooring available.

’Heron Cottage’ on Casco Bay w/ Deck & Boat Dock!

Freeport, ME, US
1 Bedrooms 4 Guests
Aug 31 - Sep 2
$395 night

The quintessential “Downeast” Maine experience awaits at ‘Heron Cottage,’ a 1-bedroom, 1-bath South Freeport vacation rental, overlooking the picturesque Harraseeket River and Casco Bay. Featuring a cozy living area with a flat-screen TV and a fully equipped kitchen, this nautical cottage offers everything needed for a stress-free stay. Spend your days relaxing on the deck and admiring the sailboats as they float by or head to town and explore all of its rich history! -- THE PROPERTY -- STRR-2026-99 | Waterfront Location | Keyless Entry | Outdoor Dining Area | Gas Grill Bedroom: Queen Bed | Living Room: Queen Sleeper Sofa MAIN FEATURES: Flat-screen TV, dining table, books, furnished deck, furnished patio, fire pit, outdoor shower, private boat dock, water views KITCHEN: Dishware/flatware, drip coffee maker, blender, microwave, toaster GENERAL: Free WiFi, central heating, linens/towels, trash bags, paper towels, complimentary toiletries FAQ: Access only by stairs, single-story cottage, additional rental on-site, no A/C PARKING: Driveway (2 vehicles) ADDT’L ACCOMMODATIONS: An additional 2-bedroom property for 6 guests is available on-site with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to booking -- THE LOCATION -- OUTDOOR RECREATION: Sandy Beach - Harraseeket Tidal River access (walking distance), Winslow Memorial Park (3.1 miles), Mast Landing Audubon Sanctuary (3.7 miles), Wolfe's Neck Woods State Park (7.1 miles), Bradbury Mountain State Park (8.5 miles) POINTS OF INTEREST: Harraseeket Lunch & Lobster - open seasonally (0.3 miles), Maine Beer Company (2.2 miles), Freeport Harbor Master (3.1 miles), Freeport Historical Society (3.2 miles) SHOPPING: Great Stuff (2.1 miles), Maine Wicked Goods Mercantile (2.9 miles), Freeport Emporium (3.0 miles), L.L. Bean - flagship store (3.4 miles) AIRPORT: Portland International Jetport (18.4 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 - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This property requires stairs to access - NOTE: There is another bookable vacation rental on-site; other travelers may be present during your stay - NOTE: This property does not have air conditioning Licence number: STRR-2024-100;STRR-2025-100;STRR-2026-99;STRR-2026-99

Peaceful Waterfront Apt w/ Deck, 22 Mi to Portland

Freeport, ME, US
1 Bedrooms 3 Guests
Aug 24 - 29
night

Retreat to Maine and explore the Casco Bay Area from this 1-bedroom, 1-bathroom unit just outside of Freeport. Boasting a private deck with beautiful water views and a contemporary living space, this vacation rental home is great for couples or small families on a Pine Tree State getaway looking to tour the northern Atlantic shore! Relax by the shared pool before heading out to explore the town, spend a day at the beach, or rent a kayak for some fun on the water! -- THE PROPERTY -- Central A/C & Heating | In-Unit Laundry | Seasonal Community Outdoor Pool (Not Heated) Bedroom: Queen Bed | Living Room: Queen Sleeper Sofa MAIN FEATURES: Flat-screen TV w/ cable, DVD player, dining table, furnished deck, dining area KITCHEN: Refrigerator, stove/oven, dishwasher, dishware/flatware, cooking basics, drip coffee maker, microwave, toaster, ice maker GENERAL: Free WiFi, linens/towels, laundry detergent, trash bags, paper towels, hair dryer, complimentary toiletries, air purifier FAQ: Homeowner on-site (main house), quiet hours (after 10:00 PM) ACCESSIBILITY: 2-story apartment, 2 steps to enter PARKING: Driveway (2 vehicles) -- THE LOCATION -- OUTDOOR EXPLORATION: Winslow Memorial Park (4 miles), Desert of Maine (5 miles), Wolfe's Neck Woods State Park (6 miles), Wolfe's Neck Farm - Mallet Barn (6 miles), Bradbury Mountain State Park (8 miles) HISTORIC SITES: Old Town Meeting Place (2 miles), Freeport Historical Society (2 miles) SHOPPING: Freeport Outlets (2 miles), 35 Main Street Outlet (2 miles), Freeport Crossing (3 miles) AIRPORT: Portland International Jetport (19 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 homeowner lives in the main house with a completely separate entrance, and shares some outdoor amenities including the pool and backyard - NOTE: The community pool (not heated) is open from May 19 - September 15 and closed the rest of the year - NOTE: This 2-story apartment requires 2 steps to enter - NOTE: Please observe quiet hours after 10:00 PM

Peaceful Maine Home w/ Patio: Ocean Inlet Getaway!

Bath, ME, US
3 Bedrooms 8 Guests
Jan 31 - Feb 2
night

Are you in need of a unique escape from city life? Look no further than this 3-bedroom, 1.5-bathroom ranch-style vacation rental in West Bath! This home sits on a 2-acre property next to a river, perfect for peace and quiet. It also features a full kitchen with a breakfast bar and a beautiful dining area. Cozy up next to the fireplace or watch your favorite show on one of the Smart TVs. If you're looking for more adventure, this home is close to state parks, golfing, and river cruising. -- THE PROPERTY -- 1,635 Sq Ft | Large Private Property | Near Saltwater Fishing & Kayaking | < 0.5 Mi to Boat Rentals Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Living Room: Twin Daybed w/ Twin Trundle, 3 Sleeper Sofas INDOOR LIVING: Smart TVs w/ cable, double-sided fireplace, ceiling fans OUTDOOR LIVING: Patio, seating, 2 acres, hammock, fire pit, grill KITCHEN: Breakfast bar, dining area, refrigerator, stove/oven, microwave, dishwasher, coffee maker, tea kettle, blender, slow cooker, toaster GENERAL: Free WiFi, complimentary toiletries, hangers, linens, towels, trash bags, paper towels, in-unit washer & dryer FAQ: No A/C, 2 steps required for entry access, 1 step required for patio access PARKING: Driveway (10 vehicles) -- THE LOCATION -- BEACHES: Popham Beach State Park (17 miles), Hunnewell Beach (18 miles), Reid State Park (18 miles) THINGS TO SEE & DO: Bath Regional Information Center & Train Station (3 miles), Maine Maritime Museum (4 miles), Androscoggin Swinging Bridge (7 miles), Seaspray Kayaking & Paddle (9 miles), Fort Popham State Historic Site (19 miles), Maine State Aquarium (28 miles) CRUISES: Schooner Lazy Jack Cruises (26 miles), Balmy Days Cruises - from Boothbay to Monhegan Island (26 miles) OUTDOOR RECREATION: Library Park (3 miles), South End Park (4 miles), Clough Point Town Preserve (14 miles), Segerstrom Preserve at Squam Creek (19 miles), Penny Lake Preserve (26 miles), Coastal Maine Botanical Gardens (26 miles) GOLFING: The Bath Golf Club (2 miles), Mere Creek Golf Course (7 miles), Brunswick Golf Club (8 miles), Boothbay Harbor Country Club (25 miles) AIRPORT: Boston Logan International Airport (136 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 does not have air conditioning - NOTE: There are 2 steps up to the front door and 1 step down from the back patio

Robinhood Retreat at Georgetown

Georgetown, ME, US
2 Bedrooms 6 Guests
Sep 8 - 10
$396 night

Enjoy gorgeous views of the Sasanoa River (also known as Robinhood Cove) and the surrounding foliage of Midcoast Maine when you stay at this beautiful Georgetown home, a secluded waterfront getaway with a deep water dock and a wrap-around deck. Stunningly positioned on a large peninsula property only 200 feet from the calm, saltwater cove’s edge, this two-level home is just five miles from the town of Georgetown and the Josephine Newman Audubon Sanctuary, nine miles from the historic city of Bath, and 10 miles from the lovely seascapes of Reid State Park. With towering knotty pine ceilings and three walls of windows, the bright and airy great room was designed to maximize the stunning river view. Curl up in the window seat as you watch for wildlife in the surrounding woods, or sit down with a favorite book for some quiet time. After a day of kayaking on the Sasanoa River or strolling along Mile Beach in Reid State Park, gather your family for a movie night in front of the flatscreen TV, VCR, and DVD player. Upload some pictures of you on the water over the WiFi. Pick up some fresh local steamers and lobsters from the legendary Five Islands Lobster Co. and prepare a seafood feast in the spacious full kitchen. You’ll have plenty of cabinet space to store your groceries, as well as a dishwasher to take care of the clean-up. There is seating for eight around the dining table in the great room, but you’ll spend most of the summer and fall around the patio table on the deck. Launch your kayak from the dock to enjoy an invigorating morning paddle, watch the kids as they play tag on the grass, or soak in the sun from a seat on the deck. With two bedrooms and a loft, this home can sleep as many as six guests. You’ll find a queen-size bed and a twin in the master bedroom, as well as direct access to the deck. The loft offers another queen-size bed, while the guest room on the main floor has two double beds. The main floor also features one full bathroom, two half-baths, and a private washer/dryer for your convenience. Celebrated by birders, fishermen, and artists for decades, the island of Georgetown offers a glimpse of Midcoast Maine at its best. Enjoy views of the Cuckolds Light, the Hendricks Head Light, and Seguin Island Light Station from Reid State Park, or set sail to reach the point where the Sheepscot River meets the great Atlantic Ocean. Come and experience the beauty of Midcoast Maine - a stay at this wonderful Georgetown home will become a tradition for years to come! THINGS TO KNOW There is currently an outdoor fire ban in place due to a serious drought.

Kennebec River Retreat < 5 Mi to Popham Beach

Phippsburg, ME, US
4 Bedrooms 8 Guests
Sep 7 - 10
$1,495 night

Multiple Outdoor Spots | Stunning Natural Views | Lift Access | 3,494 Sq Ft Tucked high above the Kennebec River with sweeping views of the water and surrounding islands, this 4-bedroom, 3.5-bath Phippsburg vacation rental offers a serene coastal retreat. Unwind on the wraparound deck, gather on the patio for laid-back dinners, or spark friendly competitions in the game room. Ready to explore? Paddle along the shoreline or stroll to Fox Island from nearby Popham Beach State Park. -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 full bed - Bedroom 3: 1 full bed - Bedroom 4: 1 full bed - Additional Sleeping: 1 portable crib OUTDOOR LIVING - Wraparound deck, balconies - Screened porch w/ propane fire pit - Patio w/ gas grill - Dining areas, rocking chairs, lounge chairs, seating - Beach chairs, towels &amp; umbrella - Views of the Kennebec River, islands &amp; nature - Yard games INDOOR LIVING - Multiple living areas - Game room w/ pool table, darts &amp; wet bar - TVs, stereo - Fireplaces - Board games &amp; books KITCHEN - Refrigerator, stove/oven, dishwasher - Drip coffee maker (bring your own coffee) - Blender, toaster, slow cooker, microwave - Cooking basics, dishware &amp; flatware, trash bags &amp; paper towels - Dining table, island w/ seating, high chair - Spices GENERAL - Free WiFi - Window A/C units (bedrooms), central heat - Washer, dryer, laundry detergent, iron &amp; board, hangers - Linens &amp; towels, shampoo &amp; conditioner, body wash, hair dryer - Starlink satellite internet FAQ - Quiet hours (10:00 PM-7:00 AM) - 3 exterior security cameras (facing out) - No fireworks allowed - No firearms allowed ACCESSIBILITY - Multi-level home, exterior steps to enter on lower level - Elevator access between lower level &amp; main level (prior notice required) - 1 bedroom on lower level, 3 bedrooms on upper level PARKING - Gravel driveway (6 vehicles) - RV/trailer parking allowed on-site - Garage not available - Level 2 EV charger (available for Tesla &amp; most electric vehicles) -- THE LOCATION -- - Tranquil Mid-Coast retreat near hiking trails - 4 miles to Popham Beach State Park &amp; 25 miles to Reid State Park - 9 miles to Maine Maritime Museum - 15 miles to Doubling Point Lighthouse - 48 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 firearm possession or use on the property - No pets allowed - No events, parties, or large gatherings - Please observe quiet hours from 10:00 PM to 7:00 AM - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This multi-level home requires exterior steps to enter on the lower level; there is 1 bedroom on the lower level. You can use the granite stairs or the elevator to get to the main level, but the elevator does not go to the upper level, so stairs are required to access the additional bedrooms - Guests must notify the owner at least 24 hours in advance if they wish to use the elevator, to ensure it is properly maintained and working well - Fireworks are not allowed on-site - The garage is not available for guest use - Your safety matters. This property features 3 exterior security cameras: 1 camera is on the detached garage facing the driveway, 1 camera is a Ring doorbell device with an exterior security camera facing the front outdoor entry, and 1 camera is on the side door facing the side outdoor entry. The cameras do not look into any interior spaces. They record video only, no sound, when activated by motion

Ocean Inlet Cottage w/ Deck & Grill!

Bath, ME, US
2 Bedrooms 4 Guests
Aug 30 - Sep 1
$242 night

Experience country charm and easy access to in-town conveniences seamlessly wrapped into one when you stay at this 2-bedroom, 1-bathroom Bath home! The vacation rental is the perfect spot for your family to unwind and enjoy nature — take advantage of the deck with water views, the open 1-acre yard, the above-ground pool (open seasonally), and the interior amenities. After days of visiting nearby Brunswick and Portland, look forward to reveling in sunset views that only Maine can provide. -- THE PROPERTY -- Free WiFi | Unobstructed Views | Mid-Coast Country | Near Saltwater Fishing &amp; Kayaking | &lt; 0.5 Mi to Boat Rentals Experience the best of the Pine Tree State at this lovely and convenient home in Bath — the best launching point for a family of outdoor enthusiasts, relaxation seekers, and coastal-town explorers. Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Living Room: 2 Queen Futons (Moveable) OUTDOOR LIVING: Open yard, waterfront seating, furnished deck, dining area, gas grill, above-ground pool (available June - September, depth 4&#39;) INDOOR LIVING: 3 flat-screen TVs w/ cable, electric fireplace, ceiling fans, board games, modern decor, dining table KITCHEN: Fully equipped, bar seating, microwave, drip coffee maker, KitchenAid mixer, toaster, Crockpot, cooking basics, dishware &amp; flatware GENERAL: Free WiFi, window A/C unit, linens &amp; towels, complimentary toiletries, hair dryer FAQ: Stairs required to access main living area, homeowner on-site (lower unit) PARKING: Driveway (6 vehicles) -- THE LOCATION -- ENJOY NATURE: The Bath Golf Club (2.0 miles), Library Park (3.3 miles), South End Park (3.9 miles), Seaspray Kayaking &amp; Paddle (8.6 miles), Clough Point Town Preserve (14.1 miles), Reid State Park (17.1 miles), Popham Beach State Park (17.5 miles), Hunnewell Beach (18.2 miles), Segerstrom Preserve at Squam Creek (18.6 miles), Penny Lake Preserve (25.7 miles), Coastal Maine Botanical Gardens (26.4 miles) MAINE MUST-SEES: Bath Regional Information Center &amp; Train Station (3.1 miles), Maine Maritime Museum (4.2 miles), Androscoggin Swinging Bridge (7.0 miles), Schooner Lazy Jack Cruises (26.4 miles), Balmy Days Cruises - from Boothbay to Monhegan Island (26.5 miles), Maine State Aquarium (28.1 miles), Catch22 Sport Fishing &amp; Charters (29.8 miles) LOBSTER SPOTS: Taste of Maine (4.4 miles), Red&#39;s Eats (13.5 miles), Sprague&#39;s Lobster (13.5 miles), North End Lobster Co-Op - seafood market (13.9 miles), Five Islands Lobster Co (15.4 miles) AIRPORT: Portland International Jetport (35.1 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you&#39;ll never want to leave. You can relax knowing that our properties will always be ready for you and that we&#39;ll answer the phone 24/7. Even better, if anything is off about your stay, we&#39;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 homeowner lives on-site, in the lower-level unit, and may be present during your stay - NOTE: The property requires stairs to access - NOTE: The seasonal pool is only open from June through September - NOTE: The futons are ideal for kids and teenagers (not adults)

On The Rocks Retreat

Georgetown, ME, US
6 Bedrooms 14 Guests
Aug 24 - 31
$4,091 night

Set right on the dramatic, rocky shores of historic Georgetown, this uniquely designed home puts you and your guests in a picture-perfect location, within walking distance of Reid State Park and its gorgeous, sandy beach! This vacation rental is also conveniently close to additional attractions like the Robinhood Marine Center for all your boating needs, Morse Pond Reserve for scenic hiking, and downtown Bath with its many spectacular restaurants and shops. Discover modern, sunlit living spaces set beneath vaulted ceilings accented with wooden beams to give you the sense of being aboard a sea-worthy vessel! You’ll also find a spectacular, well-equipped kitchen with stainless steel appliances and beautiful countertops, as well as a dining area with a large table for mealtimes or fun family game nights. This home also offers two separate living spaces for entertaining, socializing, or just relaxing at home in the sauna. Outside, enjoy the view from the sunroom or off the furnished deck, and then fire up your gas grill to add a little spice to your home-cooked menu. The impressive main suite boasts a breathtaking panoramic view visible right from your bed. Additional amenities and features at this incredible retreat include streaming-capable TVs, high-speed internet access, and a private washer/dryer to help you stay on top of your laundry. The possibilities are endless at this fantastic oceanfront getaway! Things to know: - This home has heat pumps (AC and Heat) in all bedrooms in the main house as well as the living room.

Serene Coastal Home with Private Beach Access, Hot Tub, and Spacious Decks

Cumberland Foreside, ME, US
4 Bedrooms 8 Guests
Sep 1 - 3
$618 night

Serene Coastal Retreat with Beach Access & – Cumberland Foreside, ME Escape to your tranquil Maine getaway in this stunning modern home, just a five-minute walk from private deeded beach access. Thoughtfully designed and meticulously maintained, this spacious retreat offers the perfect balance of comfort, style, and coastal charm. Relax in the airy living room with a cozy hearth, or step out onto the sunny deck to enjoy morning coffee or evening conversations surrounded by nature. The open-concept kitchen features a large island and flows seamlessly to a deck overlooking the woodland patio and hot tub—ideal for entertaining family and friends. The private Primary Suite wing is a true sanctuary, complete with its own staircase, ensuite bathroom with heated floors and a soaking tub, and a sun deck to soak in the peaceful surroundings. Additional spaces include a screened-in porch, a sun-drenched sunroom, and multiple patios and decks for effortless indoor-outdoor living. The finished walkout basement with a full bath offers extra space for guests, while central air and mini-splits ensure year-round comfort. Enjoy access to Broad Sound for kayaking, swimming, or picnics. Explore nearby trails, preserves, and beaches, or visit the charming shops of Falmouth Foreside. With quick access to Portland and I-95, this home is a perfect coastal escape for families or friends. Things to know: Occupancy Notice: Maximum 8 guests. Local rules allow up to 5 unrelated guests, or more if from the same family.The hot tub is currently down for maintenance but will be back up soon. (7/20/26) Book your stay today and immerse yourself in Maine’s serene coastal lifestyle!

Romley House

Southport Island, ME, US
2 Bedrooms 4 Guests
Sep 13 - 16
$545 night

Nestled on pristine Southport Island, this charming 2BR/2BA cottage – affectionately known at Romley House – offers a welcoming respite with picturesque Maine scenery. Interior features include hardwood floors, a fireplace, post and beam ceilings, rustic furnishings, and vintage decor. Your family-friendly getaway also offers prime outdoor living space, with a deck and peekaboo ocean views through spruce trees. Pack a picnic and walk to Hendricks Head Beach or grab lunch from the Southport General Store. Historic downtown Boothbay Harbor is located just 5 miles away. LIVING AREAS Antique furnishings and a fireplace are on display in the living room, outfitted with a futon and two armchairs. Unwind upstairs in the second living area with vaulted ceilings, a flat-screen TV, and cozy window nooks -- perfect for curling up with a book. Catch views of the ocean and Seguin Lighthouse from the expansive windows. KITCHEN & DINING Get cooking in the brand-new gourmet kitchen, equipped with quality stainless steel appliances – including a five-burner gas stove. Convenient gadgets include a toaster, coffee maker, and lobster pot. When it’s time to eat, enjoy meals at the dining table with seating for six. BEDROOMS & BATHS This two-story cottage sleeps six total in two bedrooms and a queen futon in the living room. Two full baths are each stocked with a complimentary supply of toiletries and plenty of plush towels. Make yourself at home in the second-floor master bedroom, furnished with a king bed and flat-screen TV with Chromecast. The en-suite master bathroom has a walk-in shower and a convenient Keurig machine for morning coffee. The second bedroom features a comfy queen bed. A recently renovated second bath with a tub/shower combination is located on the first floor. OUTDOOR AREAS Spend breezy afternoons on the multi-level deck; fire up the grill and share a meal at the six-seat patio table with a view of the water, or sip morning coffee at a bistro table overlooking the garden. The deck also affords a view of the Seguin Island Lighthouse. EXTRA AMENITIES The property offers kid-friendly extras including toys, books, games, and a DVD player. A children’s playground is within walking distance at Southport School. Kayaks are available for rent at nearby Gray’s Campground. New heat pump system was installed Sept. 2042 offering heat and cooling for the entire house. Parking is available for four vehicles in the driveway. A washer/dryer, firewood, and complimentary Wi-Fi are provided. Enjoy the new heating and cooling system! LOCATION Pack a picnic and walk or drive to Hendricks Head Beach. Along the way stop at Possibilities in the Shed, an antique shop owned by a long-time Southport resident. Just 10 minutes away, get swept up in Boothbay Harbor’s seafaring history with a tour of downtown. Walk across the historic 1901 Bridge to the Bridge House -- the longest wooden footbridge in the United States.

Seguinlandia

Georgetown, ME, US
3 Bedrooms 6 Guests
Sep 14 - 19
$595 night

On a bluff overlooking Harmon Harbor, the Sheepscot River, and the open expanse of the Atlantic Ocean sits Seguinlandia, a stunning escape on the shores of the Georgetown peninsula. A retreat of artists and architects, this is a place to watch lobster boats come and go, spot the resident bald eagle, and stargaze beneath some of the brightest night skies you’ve ever seen. This two-story home enjoys a location that’s both incredibly scenic and close to the best of Midcoast Maine. It’s right on the road to Reid State Park, Maine’s largest oceanfront state park with a gorgeous sandy beach and rocky shores full of tidepools. (Beach chairs and an umbrella are even provided for your use.) Even closer is Five Islands Lobster Company, a beloved local seafood spot with 180-degree views of the water. As the family home of George Baker II, a renowned local oil painter, the house is full of landscapes and seascapes depicting Georgetown, Monhegan Island, and other beautiful scenes of the Midcoast. In fact, Baker’s daughter and son-in-law, both architects, designed each room around a theme in the paintings. Inside, you’ll be greeted by lofty timber ceilings and a rear wall of glass, ensuring you never lose sight of the ocean, passing sailboats, or fishermen coming to collect their catch. The living space brings together the kitchen, the dining area overlooking the water, and the living room where you can curl up with a good book or board game. Owner has recently added a Guava Lotus travel crib. Just outside on the meandering deck and patios, find a breathtaking spot to sit back with a crossword puzzle, barbecue on the gas grill, or catch a meteor shower if you’re lucky. Things to Know Check-in time: 4:00 PM. Check-out time: 10:00 AM. All guests shall abide by The Good Neighbor Policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM. No smoking is permitted anywhere on the premises.

Eagles View

Bowdoinham, ME, US
2 Bedrooms 5 Guests
Aug 24 - 26
$373 night

Wake up to extraordinary bayfront views at this Bowdoinham cabin, where you’ll enjoy a private patio and firepit, nearby access to a shared dock, and a wondrous location for fishing, hunting, and admiring the classic Maine scenery. This modern, light-filled home sits two lots down from L.L. Bean’s original cabin on the shores of Merrymeeting Bay. Here at the confluence of the Abagadasset, Androscoggin, Cathance, Eastern, Kennebec, and Muddy Rivers, you can launch a boat from the dock in Bowdoinham two miles north, visit Bowdoin College with ease seven miles south, or explore the maritime history of Bath 13 miles south. Step inside to find an open living space adorned with natural wood, casual furnishings, and large picture windows that overlook the bay. Watch the sunrise each morning, use the free WiFi to read the local paper, and prepare a hearty breakfast on the stainless steel appliances in the full kitchen (which includes a dishwasher). Head outdoors for the day to test your skills at duck and goose hunting, or paddle one of the six rivers in your kayak. Back at the cabin, you can unwind in the central AC, throw the day’s clothes in the washer/dryer, and relax with a view of the bay. Sit down for dinner at the outdoor picnic table, and roast marshmallows for dessert around the comfy firepit. Find the perfect blend of tranquility and convenience at this classic Maine cabin - book your escape to Bowdoinham today! *If you’re vacationing with another family or a bigger group, please note that this home is next door to Eagles View 2, the two homes share a dock, and they can be rented simultaneously.

Moose House

Westport, ME, US
3 Bedrooms 10 Guests
Aug 22 - 24
$849 night

Bright, open, and stunningly positioned where the Sheepscot River meets the Atlantic Ocean, this oceanfront home on Kehail Point is the Midcoast Maine escape you’ve always dreamed of. This special house is full of natural wood and stone finishes, stainless steel appliances, and plentiful windows, including a wall of windows in the living room that frame incredible views of the water. You’ll have an in-home fitness room with a treadmill and an elliptical machine, a wrap-around deck with rocking chairs overlooking the ocean, as well as a wet bar and two fireplaces - one wood and one gas - to make cool coastal evenings all the more cozy. What’s nearby: This waterfront home is located on scenic Kehail Point, 12 miles south of darling downtown Wiscasset and Maine’s famous Route 1. If you take the short drive up to town, you’ll find one of the most beloved lobster rolls in Maine at Red’s Eats, as well as canoes and kayaks to rent at Wiscasset Trading Post. When you’re not relaxing in this spectacular setting, you’ll also be wonderfully positioned for day trips around the Midcoast, whether you choose to explore the historic shipbuilding town of Bath (20 miles west), charming Boothbay Harbor (25 miles southeast), or Georgetown Island and Reid State Park (30 miles southwest). Things to know: Free WiFi Full kitchen Treadmill and elliptical machine The wood-burning fireplace is on the main level; the gas fireplace is on the lower level

Waterfront Condo: Walk to Downtown Boothbay Harbor

Boothbay, ME, US
2 Bedrooms 4 Guests
Dec 5 - 11
night

Cove Views | Breakfast Nook | WFH Friendly | Ground-Floor Unit | 4 Mi to Coastal Maine Botanical Gardens A serene coastal retreat awaits at this Boothbay Harbor vacation rental! With a picturesque waterfront setting and a prime location just a short walk from downtown shops and eateries, this 2-bedroom, 2-bath condo is perfect for a seaside stay. Embark on a sailboat tour, visit Coastal Maine Botanical Gardens, or check out Barrett&#39;s Park before returning home to relax on the furnished patio. -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 2 twin beds - Additional Sleeping: 1 queen air mattress INDOOR LIVING - Smart TVs w/ cable, gas fireplace - Laptop-friendly desk w/ printer - Breakfast nook, dining table - En-suite bathroom, walk-in showers OUTDOOR LIVING - Furnished patio w/ cove view, electric grill - Spacious yard KITCHEN - Refrigerator, stove/oven, microwave, dishwasher - Drip coffee maker, toaster - Dishware &amp; flatware, cooking basics, spices GENERAL - Keyless entry, self check-in, free WiFi, central heating - Washer &amp; dryer, laundry detergent, iron/board, trash bags/paper towels - Towels/linens, complimentary toiletries, shampoo/conditioner, hair dryer FAQ - No A/C - 2 exterior security cameras (facing out) ACCESSIBILITY - Single-story condo, step-free entry - 2 interior steps required to access living room PARKING - Designated parking spots (2 vehicles) - Overflow lot -- THE LOCATION -- - Walking distance to downtown dining &amp; shopping, boat tours, Hodgdon Marina - 3 miles to Maine State Aquarium - 4 miles to Coastal Maine Botanical Gardens - 2 miles to Barrett&#39;s Park - 60 miles to Portland Int’l Jetport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you&#39;ll never want to leave. You can relax knowing that our properties will always be ready for you and that we&#39;ll answer the phone 24/7. Even better, if anything is off about your stay, we&#39;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 - While this single-story condo offers step-free entry, 2 interior steps are required to access the living room - The designated parking spots are not adjacent to the unit. Guests must travel across the parking lot to access the condo - This property does not offer air conditioning - Your safety matters. The property features 2 Ring security cameras located at the front and back doors facing outward. The cameras do not look into any interior spaces. The cameras record video and sound when motion is detected

Vacation Rentals in Harpswell by Amenities & Features

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Vacation Rentals Near Harpswell

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