Cumberland Area, Maine Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Cumberland Area, Maine on RentalSaver.com!

Cumberland Area Rentals

From $742 per night (USD)
VRBO
Gorgeous newly rebuilt home on Long Lake with Impressive westerly views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your serene getaway on Long Lake! This stunning 3-bedroom, 3-bathroom home is bathed in natural light, offeri ...
From $742 per night (USD)
VRBO
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Expedia
Sunny 3 bedroom cottage with water rights
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
Keep life simple at this peaceful cottage with water rights to a shared association beach just a short walk from cottage ...
Click For Pricing
Expedia
From $1602 per night (USD)
VRBO
Maine Coastal Cottage
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
*4.9 rating when previously listed* Escape to picturesque coastal Maine in this spacious and serene retreat. Convenient ...
From $1602 per night (USD)
VRBO
From $396 per night (USD)
Expedia
Point Sebago Resort- Purple Rd.
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Amazing location, Purple Rd. Minute walk to clubhouse & beach. Full kitchen, dining room, 2 bedrooms, one has Murphy bed ...
From $396 per night (USD)
Expedia
From $340 per night (USD)
VRBO
Private 3BR waterfront home, hot tub, pool table, sandy beach, BBQ, w/d, wifi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Charming Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $340 per night (USD)
VRBO
From $764 per night (USD)
Expedia
SEBAGO LAKE ACCESS TO SANDY BEACH
Bedrooms:
3
Bathrooms:
4
Sleeps:
13
OCCUPANCY LIMIT 13 - SEBAGO LAKE ACCESS TO SANDY BEACH. The perfect place for family gatherings. This unit is the rear ...
From $764 per night (USD)
Expedia
From $358 per night (USD)
VRBO
Professionally styled waterfront cottage on Sebago. Cozy and Serene.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Brand new listing. Tranquil 2 bedroom waterfront cottage on Sebago Lake with over 200 ft of shoreline. Cottage had a f ...
From $358 per night (USD)
VRBO
From $730 per night (USD)
Expedia
Beautiful new modern cabin with 100 feet of shoreline on Long Lake
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to our family lake house, a newly listed gem on VRBO where modern amenities meet old-world charm. Nestled on two ...
From $730 per night (USD)
Expedia
From $424 per night (USD)
VRBO
Kettle Cove Cabin. Lake Sebago Beach Access. Fire pit. Grill. Blackstone. Games
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Welcome to Kettle Cove Cabin! Located just steps from beautiful Lake Sebago, our charming cabin offers a serene escape f ...
From $424 per night (USD)
VRBO
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Expedia
Sunny historic home on quiet street. Walk to all of Freeport Village!
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
This is a comfortable family home, with a New England artsy-academic feel. Original art in every room, a baby grand pian ...
Click For Pricing
Expedia
From $271 per night (USD)
VRBO
Waterfront Cottage w/ Fireplace & Deck - Minutes to Downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beach Rose Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $271 per night (USD)
VRBO
From $308 per night (USD)
Expedia
Historic Munjoy Hill apartment, just 3 blocks from the ocean & pet-friendly!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy everything that Munjoy Hill has to offer with this dog-friendly 1bed/1bath in a historic home on the hill. A well ...
From $308 per night (USD)
Expedia
From $777 per night (USD)
VRBO
Waterfront Property with Hot Tub, Sauna & Stunning Views!
Bedrooms:
4
Bathrooms:
5
Sleeps:
11
Welcome to our stunning lakefront property on Sebago Lake, Maine! This spacious and private retreat is perfect for up to ...
From $777 per night (USD)
VRBO
From $225 per night (USD)
Expedia
Cozy 3BR home for outdoor enthusiasts, deck, pool, tennis, w/d, trails & BBQ
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The Good Knight Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $225 per night (USD)
Expedia
From $467 per night (USD)
VRBO
Waterfront cottage in protected cove. Private dock. Close to sand bar!
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Welcome to your year-round Naples rental! Situated inside a protected cove, you have access to Sebago Lake, Long Lake, a ...
From $467 per night (USD)
VRBO
$\Good Vibes\ 4 Wonderful Seasons @ Portland Home!$
From $385 per night (USD)
Expedia
\"Good Vibes\" 4 Wonderful Seasons @ Portland Home!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Your crew will be close to everything when you stay at this centrally-located place with a pool and spacious yard! Enjo ...
From $385 per night (USD)
Expedia
From $438 per night (USD)
VRBO
Top Deck - Portland Property with Views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Views, Views, Views! 2 huge decks overlooking water and city skyline. This home is adjacent to Payson’s Park – Portlan ...
From $438 per night (USD)
VRBO
From $395 per night (USD)
Expedia
Traditional Waterfront Maine Cottage on Long Lake with great swimming.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Discover the charm of a traditional waterfront Maine cottage on Long Lake in Naples, nestled in the scenic Sebago Lake R ...
From $395 per night (USD)
Expedia
From $670 per night (USD)
VRBO
Centrally located off Back Cove, 2nd floor 4 bedroom, 2 Bath condo w/ deck
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Spacious Cozy 4 bedroom, 2 bath Back Cove 2nd floor condo in a lovely Portland neighborhood. Great for groups and famili ...
From $670 per night (USD)
VRBO
From $240 per night (USD)
Expedia
Pine Point Getaway: Beach House with Fire Pit
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Step into Pine Point Beach House, your ideal coastal escape! This charming retreat is bathed in natural light and boasts ...
From $240 per night (USD)
Expedia
From $171 per night (USD)
VRBO
Point Sebago Haven: Beach, Arcade & More Awaits
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Relax and unwind at this distinctive and serene retreat – the perfect destination for creating lasting memories! Immerse ...
From $171 per night (USD)
VRBO
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Expedia
Sweet Thing Summary:
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: A charming, simple retreat ideal for those looking to unplug and escape. Both of the two bedrooms overlook Diam ...
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Expedia
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VRBO
The Dairy House Summa
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Welcome to the Dairy House! You'll be just a few steps from a Centennial Beach and if you choose to stay home y ...
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VRBO
From $235 per night (USD)
Expedia
Second floor space with modern conveniences & artistic charm.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This second floor unit comprises of two bedrooms and one bathroom. *Important to note: The bathroom can only be accessed ...
From $235 per night (USD)
Expedia
From $379 per night (USD)
VRBO
RubySayl Summary:<br>Sim
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Simple and sweet Peaks Island home with many recent updates! Welcome to RubySayl. This cute home is perfect for ...
From $379 per night (USD)
VRBO
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Expedia
The Dwelling Place Su
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Welcome to The Dwelling Place! Cute as a button Peaks Island cottage with plenty of space to dwell: large yard, ...
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Expedia
From $1428 per night (USD)
VRBO
WATERFRONT 5 BEDROOM 2 BATH WITH DOCK AND BEACH
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
OCCUPANCY LIMIT 12 -This 5-bedroom 2 bath home is waterfront on Sebago Lake. The property comes with a private dock and ...
From $1428 per night (USD)
VRBO
From $145 per night (USD)
Expedia
Sunny Spot with Private Parking.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This cozy, 1 bedroom apartment is located in the peaceful neighborhood of Knightville. The Portland Peninsula, which in ...
From $145 per night (USD)
Expedia
From $364 per night (USD)
VRBO
Charming 3-bedroom home in Sebago Lake Region
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
We are located on the tip of a peninsula and surrounded by peaceful Raymond Pond on 3 sides of property with the 4th si ...
From $364 per night (USD)
VRBO
From $297 per night (USD)
Expedia
Scarborough Sanctuary-Cozy retreat close to all local attractions.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Scarborough Sanctuary. Our newly remodeled 2-bedroom, 2-bathroom home is nestled in the heart of Scarborough ...
From $297 per night (USD)
Expedia
From $1324 per night (USD)
VRBO
Little Anchor - a waterfront, Maine retreat.
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
A resplendent waterfront property nestled amidst the serene beauty of Castle Road in the quaint village of South Freepor ...
From $1324 per night (USD)
VRBO
From $291 per night (USD)
Expedia
The Bow Street Abode / Charming 2 BR Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Spacious and modern 2 bedroom apartment on the second floor, with all the amenities necessary for a comfortable stay! F ...
From $291 per night (USD)
Expedia
From $436 per night (USD)
VRBO
Seaside-The Way Life Should Be!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Feel the gentle breezes, watch (or try to catch from the dock) fish as they are flipping, see seals playing, and view bo ...
From $436 per night (USD)
VRBO
From $460 per night (USD)
VRBO
Sebago Lake Treehouse
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Sebago Lake Treehouse Retreat Experience lake life on Sebago Lake at this Raymond Cape Treehouse. This charming lakesid ...
From $460 per night (USD)
VRBO
From $476 per night (USD)
VRBO
Charming 3-bedroom cottage in tranquil South Portland with WiFi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This 3-bedroom cottage is perfect for your escape to South Portland. Nestled in a charming neighborhood, this adorable p ...
From $476 per night (USD)
VRBO
From $141 per night (USD)
Expedia
Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to cozy and quiet home in Portland Maine, (One Bedroom and one Private Bathroom) with one queen size bedroom, f ...
From $141 per night (USD)
Expedia
From $742 per night (USD)
VRBO
Sweet Seaside Cottage!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Sweet seaside, 3 bedroom, 1 bath home in the coveted Falmouth Flats with peek-a-boo views of the ocean & 1 minute drive ...
From $742 per night (USD)
VRBO
From $1635 per night (USD)
VRBO
Coastal Beach Oasis with Sunset views from 1st, 2nd, 3rd floor decks! Brand new!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
No detail was overlooked in the design and construction of this beautifully appointed marshview /seaside estate . The r ...
From $1635 per night (USD)
VRBO
From $323 per night (USD)
VRBO
Blue Lobster! 2-bedroom house with Heat, AC, Deck and Seasonal Dock in Harpswell
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Located in Harpswell, this charming house is a dream. With 2 queen bedrooms overlooking the water, a queen sleeper sofa ...
From $323 per night (USD)
VRBO
From $339 per night (USD)
Expedia
Classic Maine Cabin, Private Waterfront Easy Access to Nearby Amenities
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Take a step back in time and a step forward towards relaxation. Consider this cabin your home away from home while you v ...
From $339 per night (USD)
Expedia
From $345 per night (USD)
VRBO
Waterfront Access with Kayaks, Private Deck and a Firepit
Bedrooms:
2
Bathrooms:
4
Sleeps:
13
Escape to this spacious, serene cabin with modern amenities on Little Sebago Lake. Includes 4 bedrooms, 7 beds & 2 livin ...
From $345 per night (USD)
VRBO
From $233 per night (USD)
VRBO
Enjoy Downtown Proximity: Free Airport Shuttle for Your Convenience
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Explore Portland's charm with us! Located next to I-95 and just two miles from the airport, our hotel sits adjacent to T ...
From $233 per night (USD)
VRBO
From $243 per night (USD)
VRBO
Two Family Ready Room | Free Breakfast and Parking | Free Airport Shuttle
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Explore Portland's charm with us! Located next to I-95 and just two miles from the airport, our hotel sits adjacent to T ...
From $243 per night (USD)
VRBO
From $233 per night (USD)
VRBO
Relaxing Stay in Portland Right Next to I-95 | Indoor Pool and Free Breakfast
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Explore Portland's charm with us! Located next to I-95 and just two miles from the airport, our hotel sits adjacent to T ...
From $233 per night (USD)
VRBO
From $363 per night (USD)
VRBO
Convenient Stay Right Next to I-95 and 2 Miles from Jetport | 3 Units
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Explore Portland's charm with us! Located next to I-95 and just two miles from the airport, our hotel sits adjacent to T ...
From $363 per night (USD)
VRBO
From $121 per night (USD)
VRBO
Begin Your Portland Adventure from Our Family-Friendly, Central Hotel
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Explore Portland's charm with us! Located next to I-95 and just two miles from the airport, our hotel sits adjacent to T ...
From $121 per night (USD)
VRBO
From $193 per night (USD)
VRBO
Discover Downtown Portland - Stay in Comfort w/ Indoor Pool | Pets are Allowed
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Explore Portland's charm with us! Located next to I-95 and just two miles from the airport, our hotel sits adjacent to T ...
From $193 per night (USD)
VRBO
From $121 per night (USD)
VRBO
Easy Downtown Portland Access: Modern Hotel with Indoor Pool, Pets Are Allowed
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Explore Portland's charm with us! Located next to I-95 and just two miles from the airport, our hotel sits adjacent to T ...
From $121 per night (USD)
VRBO
From $136 per night (USD)
VRBO
Couple Stay Right Next to I-95 w/ Complimentary Breakfast | Indoor Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Explore Portland's charm with us! Located next to I-95 and just two miles from the airport, our hotel sits adjacent to T ...
From $136 per night (USD)
VRBO
From $136 per night (USD)
VRBO
Central Location: Free Airport Shuttle and Free Parking | Indoor Swimming Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Explore Portland's charm with us! Located next to I-95 and just two miles from the airport, our hotel sits adjacent to T ...
From $136 per night (USD)
VRBO
From $153 per night (USD)
VRBO
Room Right Next to I-95 Near Jetport & Downtown | Hotel w/ Free Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Explore Portland's charm with us! Located next to I-95 and just two miles from the airport, our hotel sits adjacent to T ...
From $153 per night (USD)
VRBO
From $153 per night (USD)
VRBO
Relaxing Portland Stay Close to Downtown | Ideal For Romantic Couple Getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Explore Portland's charm with us! Located next to I-95 and just two miles from the airport, our hotel sits adjacent to T ...
From $153 per night (USD)
VRBO
From $364 per night (USD)
VRBO
Three Units Close to Downtown Portland | Hotel w/ Indoor Pool & Free Breakfast
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Explore Portland's charm with us! Located next to I-95 and just two miles from the airport, our hotel sits adjacent to T ...
From $364 per night (USD)
VRBO
From $193 per night (USD)
VRBO
Relaxing Room w/ Sofa-bed and Complimentary Breakfast | Free Airport Shuttle
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Explore Portland's charm with us! Located next to I-95 and just two miles from the airport, our hotel sits adjacent to T ...
From $193 per night (USD)
VRBO
From $243 per night (USD)
VRBO
2 Rooms in Portland: Hotel with Indoor Pool, Near Jetport & Downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Explore Portland's charm with us! Located next to I-95 and just two miles from the airport, our hotel sits adjacent to T ...
From $243 per night (USD)
VRBO
From $1358 per night (USD)
Expedia
Coastal Escape by Bayley Vacation Rentals
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
** This rental is brought to you by Bayley Vacation Rentals** Experience coastal living at its finest in our 3-bedroom, ...
From $1358 per night (USD)
Expedia
From $188 per night (USD)
VRBO
Lovely Fall Foliage: Home on Moose Pond in Bridgton
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Lovely lakeside getaway duplex on pristine Maine lake with spectacular views of Pleasant Mountain! Two bedroom with mode ...
From $188 per night (USD)
VRBO
From $463 per night (USD)
VRBO
Little Sebago Lake Retreat with Sand Beach on a Private Point
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Relax and unwind at the "Little Sebago Teahouse" lakeside retreat with lake views from every room. A sand beach framed b ...
From $463 per night (USD)
VRBO
From $359 per night (USD)
VRBO
Spacious 5 bed Condo-with shared access to the waterfront
Bedrooms:
2
Bathrooms:
5
Sleeps:
14
Welcome to your perfect retreat, nestled next to Pleasant Mountain and just across from the scenic Moose Pond. Our condo ...
From $359 per night (USD)
VRBO
From $372 per night (USD)
Expedia
Unwind at Our Beautiful Sanctuary | Scenic Views by RedAwning
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to our stunning retreat bathed in natural sunlight! This newly constructed masterpiece is the perfect blend of ...
From $372 per night (USD)
Expedia
Click For Pricing
VRBO
Guest Cottage on an Estate Property w/330 ft waterfront, & 3 sandy beaches.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This Guest Cottage on an Estate Property sits on 330 ft and over 3 acres of privately owned sandy beachfront on the reno ...
Click For Pricing
VRBO
From $436 per night (USD)
VRBO
Wonderful Back Cove 2BR Apartment, Near Downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Newly available beginning in August 2024, this first floor 2-bedroom apartment is perfect for your escape to Portland. T ...
From $436 per night (USD)
VRBO
From $732 per night (USD)
VRBO
Luxury Lakefront home on Sebago Lake W/ Sandy Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Welcome to your perfect retreat in Raymond! This stunning home features 4 spacious bedrooms—1 queen, 2 kings, and 2 bunk ...
From $732 per night (USD)
VRBO
From $159 per night (USD)
Expedia
Cozy 1-bedroom condo with private access to the waterfront
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beautiful rental, nestled on Pleasant M. next to the ski-trail, across from Moose Pond. This charming property features ...
From $159 per night (USD)
Expedia
From $823 per night (USD)
VRBO
Sebago Lake Direct Waterfront 3bed 2bath with Sandy Beach, Mooring and Boat Dock
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
*NOTE: This is Available for Friday to Friday (check-in / check-out) only. If you book Saturday to Saturday you will be ...
From $823 per night (USD)
VRBO
From $458 per night (USD)
Expedia
Newly renovated 4-bedroom cottage, directly on Highland Lake
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
With 175' of private waterfront in Bridgton, this delightful cottage boasts amazing views of Highland Lake. water access ...
From $458 per night (USD)
Expedia
From $264 per night (USD)
VRBO
Roof Deck - Parking - 5 Min Downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy a charming top-floor hideaway with rustic exposed beams, modern comforts, and a private rooftop deck, perfect for ...
From $264 per night (USD)
VRBO
From $478 per night (USD)
Expedia
Workspace - Soaking Tub - W/D - 5 Min Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Stay in style at this newly remodeled (May 2025) 3-bedroom, 2-bath apartment, perfectly located just 5 minutes from down ...
From $478 per night (USD)
Expedia
From $513 per night (USD)
VRBO
Soaking Tub - W/D - Parking - 5 Min Downtown
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Experience Portland in comfort at this stylish second-floor 3-bedroom apartment, just 5 minutes from downtown. With a Eu ...
From $513 per night (USD)
VRBO
From $455 per night (USD)
Expedia
Charming 3-bedroom house steps to Pine Point Beach with backyard oasis
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to a marvelous 3-bedroom house in Scarborough overlooking Pine Point Beach. Featuring a gourmet kitchen and priva ...
From $455 per night (USD)
Expedia
From $1525 per night (USD)
VRBO
Luxury Oceanfront Freeport Estate
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Enjoy oceanfront living in Freeport while being nestled among the trees. Boasting 5 bedrooms, 3.5 bathrooms, outdoor spa ...
From $1525 per night (USD)
VRBO
From $304 per night (USD)
Expedia
Inviting Bridgton House with Cozy Interiors and Modern Amenities
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Eagle's Nest Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $304 per night (USD)
Expedia
From $160 per night (USD)
VRBO
Scenic 1-bedroom apt in Bridgton with WiFi and AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to Dragonfly Meadows! Tucked up in the sunny hills of Bridgton, this charming 1-bedroom apartment is perfect fo ...
From $160 per night (USD)
VRBO
From $1571 per night (USD)
VRBO
Sebago Sanctuary Lakeside Haven - LAKEFRONT LIVING in style!
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
New construction 5 bedroom (including two master suites!), 4.5 bath luxury vacation home with indoor and outdoor ameniti ...
From $1571 per night (USD)
VRBO
From $265 per night (USD)
VRBO
OwlsNest Point Sebago, OwlsNest Point Sebago
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
<p><strong>Welcome to our cozy Point Sebago home, perfect for small families and groups of friends. Enjoy access to nume ...
From $265 per night (USD)
VRBO
From $900 per night (USD)
Expedia
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough
Bedrooms:
5
Bathrooms:
7
Sleeps:
15
Experience coastal luxury in this exquisite oceanfront home, offering 7 spacious bedrooms and 5 elegantly appointed bath ...
From $900 per night (USD)
Expedia
From $702 per night (USD)
VRBO
The Ski Hive Trailside At Pleasant Mnt
Bedrooms:
4
Bathrooms:
5
Sleeps:
18
Escape the city & come to nature-filled Bridgton, ME. With 3 floors of living space, this home can fit the entire family ...
From $702 per night (USD)
VRBO
From $219 per night (USD)
Expedia
Farmhouse retreat Bridgton Maine
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
See Bridgton’s beauty in autumn! Escape to this fully renovated 1870 farmhouse, combining historic charm with modern com ...
From $219 per night (USD)
Expedia
From $265 per night (USD)
VRBO
Waterfront Cottage on Barker Pond
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
OCCUPANCY LIMIT 6 - A waterfront 2 Bedroom 1 Bath on Barker Pond in Sebago. The cottage has an open living space with vi ...
From $265 per night (USD)
VRBO
From $1205 per night (USD)
Expedia
New for 2025! Exquisite 4-Bedroom, 3.5-Bath Luxury Home on Long Lake.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
** NOW ON SPECIAL FOR JULY & AUGUST WEEKS ** This recently remodeled home on Long Lake is the ultimate family retreat, o ...
From $1205 per night (USD)
Expedia
From $387 per night (USD)
VRBO
Charming Maine Cabin with Access to Shared Sandy Beach on Highland Lake!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
New for 2025! Escape to this charming Maine cabin nestled in the woods, boasting ample natural light and knotty pine thr ...
From $387 per night (USD)
VRBO
From $254 per night (USD)
Expedia
Waterfront A-Frame Escape
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Escape to this cozy A-Frame, ideal for family getaways. Nestled on the Crooked River, it offers riverfront access with a ...
From $254 per night (USD)
Expedia
From $117 per night (USD)
VRBO
WATERFRONT 5 BEDROOMS AND 2 BATHROOMS
Bedrooms:
2
Bathrooms:
5
Sleeps:
14
OCCUPANCY LIMIT 14 Come enjoy the lake at this fun Sebago retreat. This home is situated on Sebago Lake with over 120' o ...
From $117 per night (USD)
VRBO
From $1809 per night (USD)
Expedia
**NOW ON SPECIAL** Exquisite Art-Filled Estate on Pleasant Lake
Bedrooms:
8
Bathrooms:
7
Sleeps:
20
New for 2025: Spacious, Art-Filled Lakeside Estate with Guest Cottage & Apartment This stunning former bed and breakfas ...
From $1809 per night (USD)
Expedia
From $196 per night (USD)
VRBO
Charming 1-bedroom apartment in Brunswick with AC, WiFi near Bowdoin College
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Get ready to relax in this welcoming 1-bedroom apartment in Brunswick. This amazing space features a cozy queen bed in t ...
From $196 per night (USD)
VRBO
From $378 per night (USD)
Expedia
New for 2025! Pet-friendly cottage on Coffee Pond with excellent fishing!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
** New for 2025! ** Escape to this recently updated cottage on the serene shores of Coffee Pond, where modern comfort me ...
From $378 per night (USD)
Expedia
From $462 per night (USD)
VRBO
BEACHFRONT ON LONG BEACH,SEBAGO LAKE
Bedrooms:
1
Bathrooms:
4
Sleeps:
7
OCCUPANCY - STRICT LIMIT 7 - NO PETS - SEBAGO LAKE BEACHFRONT. Comfortable, classic shorefront summer cottage on Long Be ...
From $462 per night (USD)
VRBO
From $237 per night (USD)
Expedia
WATERFRONT ON PETTENGILL POND
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
OCCUPANCY LIMIT 5 2-bedroom 1 bath cottage on Pettengill Pond. Enjoy 50 feet of water frontage, dock and amazing water ...
From $237 per night (USD)
Expedia
From $231 per night (USD)
VRBO
The Purple House by Pettingill Pond
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to Maine. The way life should be! The Purple House (bc the paint color is a happy shade of light purple) is 2 f ...
From $231 per night (USD)
VRBO
From $435 per night (USD)
Expedia
Charming ocean-view cottage just 10 minutes from downtown Freeport shops
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Come and relax with breathtaking views of Maquoit Bay! This little cottage is perfect whether your looking for an adults ...
From $435 per night (USD)
Expedia
From $1189 per night (USD)
VRBO
The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury
Bedrooms:
4
Bathrooms:
6
Sleeps:
15
There are two buildings and 3 living space in the property, we have the main house, the in-law unit and then the bunk ho ...
From $1189 per night (USD)
VRBO
From $286 per night (USD)
Expedia
Cozy pet-friendly lakefront retreat in tranquil Bridgton.
Bedrooms:
1
Bathrooms:
2
Sleeps:
9
Escape to this cozy cabin in Bridgton. This peaceful retreat includes its own small private sandy beach that gradually s ...
From $286 per night (USD)
Expedia
From $176 per night (USD)
VRBO
Skolfield Inn, Parking, Self-check-in, Garden 4
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Skolfield Inn! Room 4 is located at the back of the inn, offering a quiet retreat after all your Portlan ...
From $176 per night (USD)
VRBO
From $1161 per night (USD)
Expedia
New for 2025! Sebago Lake Retreat with Sandy Beach & Stunning Sunset Views!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
New for 2025! Be one of the first to experience this lakefront retreat on Sebago Lake, where stunning westward sunset vi ...
From $1161 per night (USD)
Expedia
From $644 per night (USD)
VRBO
Coastal Escape | Hot Tub Fire Pit Chef Kitchen
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
🌊 Coastal Escape to Portland’s Seaside Sanctuary – A Brand-New Custom Built Luxury Coastal Retreat 🌊 Modern Elegance ...
From $644 per night (USD)
VRBO
From $200 per night (USD)
Expedia
Cozy 1-bedroom apartment in awesome Portland with WiFi, AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This prime space is located a block from Deering Oaks Park, just down the street from Maine Medical Center, the Western ...
From $200 per night (USD)
Expedia
From $245 per night (USD)
VRBO
Perfect Family Vacation Getaway
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Enjoy your family vacation in a cottage home all to yourself. With 2 bedrooms, 1 ½ baths and a pullout sofa that sleep ...
From $245 per night (USD)
VRBO
From $1282 per night (USD)
Expedia
A Shore Thing by Bayley Vacation Rentals
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
**This rental is brought to you by Bayley Vacation Rentals!** Be the first guest & discover our brand-new coastal retre ...
From $1282 per night (USD)
Expedia
From $403 per night (USD)
VRBO
NEW BUILD 3 BR COTTAGE, Salt water hot tub, apple orchards, kayaks, paddleboard
Bedrooms:
1
Bathrooms:
4
Sleeps:
7
NEW construction, IMMACULATE private home, sleeps 6 - 4 bedrooms with 1 full and 1 half bath. - BRAND NEW salt water h ...
From $403 per night (USD)
VRBO
From $393 per night (USD)
Expedia
Wine Down Retreat: Spacious Home Near Downtown
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Bring the family to this spacious winter retreat! Just 2 miles from Bridgton’s charming downtown and 9 miles from Pleasa ...
From $393 per night (USD)
Expedia

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