Cumberland Area Rentals
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 $567 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 $567 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 Beautiful Home One Bedroom Private Bathroom in Portland Maine.
- 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 $855 per night (USD)VRBO
Sweet 3 bedroom, 1 bath - 1 minute to Portland and steps from ocean!
- 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 $855 per night (USD)VRBO
From $326 per night (USD)VRBO
Cozy hotel suite in lovely Harpswell with AC, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This memorable hotel suite is the perfect home base for your trip to Harpswell out on Bailey Island…..Nestled in a charm ...
From $326 per night (USD)VRBO
From $336 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 $336 per night (USD)VRBO
From $329 per night (USD)Expedia
Classic Maine Cabin, Private Waterfront Easy Access to Nearby Amenities
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $329 per night (USD)Expedia
From $537 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 $537 per night (USD)VRBO
From $596 per night (USD)Expedia
Prime City Living Townhouse by RedAwning
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Welcome to urban living at its finest! This exquisite townhouse is perfectly situated in the vibrant center of the cit ...
From $596 per night (USD)Expedia
From $339 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 $339 per night (USD)VRBO
From $448 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 $448 per night (USD)VRBO
From $339 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 $339 per night (USD)VRBO
From $678 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 $678 per night (USD)VRBO
From $226 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 $226 per night (USD)VRBO
From $290 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 $290 per night (USD)VRBO
From $226 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 $226 per night (USD)VRBO
From $228 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 $228 per night (USD)VRBO
From $226 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 $226 per night (USD)VRBO
From $256 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 $256 per night (USD)VRBO
From $255 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 $255 per night (USD)VRBO
From $676 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 $676 per night (USD)VRBO
From $290 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 $290 per night (USD)VRBO
From $452 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 $452 per night (USD)VRBO
From $1176 per night (USD)VRBO
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 $1176 per night (USD)VRBO
From $188 per night (USD)Expedia
Lovely Lake Front 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)Expedia
From $364 per night (USD)VRBO
Lakefront newly renovated 3-bedroom house with two Kitchens in tranquil Windham
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Located in Windham on Forest Lakes, this house is a dream. With 3 bedrooms including a king, queen, and twin bed, guests ...
From $364 per night (USD)VRBO
From $433 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 $433 per night (USD)VRBO
From $396 per night (USD)VRBO
Spacious 5 bed Condo-with private 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 $396 per night (USD)VRBO
From $390 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 $390 per night (USD)Expedia
Click For PricingVRBO
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 PricingVRBO
Click For PricingExpedia
Charming 1-bedroom apartment in lovely South Portland with AC, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Nestled in South Portland, this delightful apartment is equipped with heating, AC, a hair dryer, and WiFi. With a cozy b ...
Click For PricingExpedia
From $427 per night (USD)VRBO
Waterfront Home with Hot Tub, Sauna & Views!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 5
Welcome to our lakefront property on Sebago Lake, ME! This spacious & private retreat is perfect for up to 5 guests (3 b ...
From $427 per night (USD)VRBO
From $354 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 $354 per night (USD)VRBO
From $1465 per night (USD)VRBO
Luxury Lakefront home on Sebago Lake W/ Sandy Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 16
Welcome to your perfect retreat in Raymond! This stunning home features 4 spacious bedrooms—1 queen, 2 kings, and 2 bunk ...
From $1465 per night (USD)VRBO
From $200 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 $200 per night (USD)Expedia
From $1382 per night (USD)VRBO
Sebago Lake Direct Waterfront 3bed 2bath with Sandy Beach, Mooring and Boat Dock
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 12
Nestled on a private road at the end of a peninsula, come and watch the stunning sunsets over Sebago Lake. With 3 bedro ...
From $1382 per night (USD)VRBO
From $289 per night (USD)Expedia
Historic Luxury Townhome Apartment
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Outstanding, centrally located, 1865 furnished townhome apartment for rent with 9-foot ceilings, exposed brick, crown mo ...
From $289 per night (USD)Expedia
Click For PricingVRBO
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 ...
Click For PricingVRBO
From $557 per night (USD)Expedia
Roof Deck - Parking - 5 Min Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This renovated 1-bedroom loft offers a cozy and stylish top-floor retreat just 5 minutes from downtown Portland. With ru ...
From $557 per night (USD)Expedia
From $799 per night (USD)VRBO
Workspace - Soaking Tub - W/D - 5 Min Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This updated 3-bedroom apartment is the perfect Portland home base—just a 5-minute drive to downtown, tucked into a quie ...
From $799 per night (USD)VRBO
From $744 per night (USD)Expedia
Soaking Tub - W/D - Parking - 5 Min Downtown
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
TThis updated 3-bedroom apartment is your ideal Portland home base—just a 5-minute drive to downtown, with all the moder ...
From $744 per night (USD)Expedia
From $718 per night (USD)VRBO
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 $718 per night (USD)VRBO
From $1726 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 $1726 per night (USD)VRBO
From $169 per night (USD)VRBO
Cozy campground in serene North Yarmouth with WiFi
- Bedrooms:
- 0
- Bathrooms:
- 1
- Sleeps:
- 2
Peaceful getaway from the stress of your busy life. Come experience the rural countryside with the convenience of a shor ...
From $169 per night (USD)VRBO
From $169 per night (USD)Expedia
Groupie Site TMT
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Peaceful getaway from the stress of your busy life. Come experience the rural countryside with the convenience of a shor ...
From $169 per night (USD)Expedia
From $169 per night (USD)VRBO
Conifer Site TMT
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Peaceful getaway from the stress of your busy life. Come experience the rural countryside with the convenience of a shor ...
From $169 per night (USD)VRBO
From $345 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 $345 per night (USD)Expedia
From $183 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 $183 per night (USD)VRBO
From $1634 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 $1634 per night (USD)VRBO
From $391 per night (USD)VRBO
Peaceful retreat in central Yarmouth, walking distance to Main Street.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Peaceful and quiet. Furnished 2 Bedroom / 1 bath, ranch style on 2.5 secluded acres in Yarmouth Village. 1 Block from Ma ...
From $391 per night (USD)VRBO
From $355 per night (USD)Expedia
OwlsNest Point Sebago, OwlsNest Point Sebago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our cozy Point Sebago home, perfect for small families and groups of friends. Enjoy access to numerous recrea ...
From $355 per night (USD)Expedia
From $2064 per night (USD)VRBO
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 $2064 per night (USD)VRBO
From $602 per night (USD)Expedia
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 $602 per night (USD)Expedia
From $197 per night (USD)VRBO
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 $197 per night (USD)VRBO
From $263 per night (USD)Expedia
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 $263 per night (USD)Expedia
From $218 per night (USD)VRBO
Charming 2-bedroom cottage on Long Lake in Naples ME
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Located in Naples, this lovely cottage offers a cozy retreat for guests. Keep it simple at this peaceful and centrally-l ...
From $218 per night (USD)VRBO
From $1199 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 $1199 per night (USD)Expedia
From $224 per night (USD)VRBO
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 $224 per night (USD)VRBO
From $127 per night (USD)Expedia
Executive Oceanview Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Escape to this charming apartment in picturesque Portland. This cozy retreat features 1 bedroom with a king bed, a lovel ...
From $127 per night (USD)Expedia
From $314 per night (USD)VRBO
** SPRING SPECIAL ** Charming 3-Bedroom Cottage Overlooking Foster Pond
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
** SPRING SPECIAL ** Escape to this charming lakeside retreat, freshly renovated to offer the perfect balance of rustic ...
From $314 per night (USD)VRBO
From $682 per night (USD)Expedia
Coastal Dream · Firepit · Hot Tub · Chef's Kitchen
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
🌊 Escape to Portland’s Seaside Sanctuary – A Brand-New Custom Built Luxury Coastal Retreat 🌊 Modern Elegance | Spacio ...
From $682 per night (USD)Expedia
From $251 per night (USD)VRBO
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 $251 per night (USD)VRBO
From $868 per night (USD)VRBO
Newly built 4-Bedroom Retreat on Long Lake
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 15
Unwind and forge unforgettable memories at this comfortable family retreat, perfectly perched on the serene Long Lake, i ...
From $868 per night (USD)VRBO
From $370 per night (USD)VRBO
Peaceful Oasis on Munjoy Hill 2nd flr 3BR parking
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious, light-filled 3 Bedroom/1 bath 2nd-floor apartment with tasteful art, contemporary furnishings, + a well-appoin ...
From $370 per night (USD)VRBO
From $343 per night (USD)VRBO
A Peaceful Oasis on Munjoy Hill: 1st flr 3BR + parking
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious, light-filled 3 Bedroom/1 bath 1st-floor apartment with tasteful art, contemporary furnishings, + a well-appoin ...
From $343 per night (USD)VRBO
From $484 per night (USD)VRBO
4br2ba House parking A Peaceful Oasis on Munjoy Hill
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
This standalone 1500sf 3-story cottage is set in an ideal location, close to the Eastern Prom, cafes, award-winning rest ...
From $484 per night (USD)VRBO
From $357 per night (USD)VRBO
3BR Cottage Parking A Peaceful Oasis on Munjoy Hill
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Stay in the Top 2 Floors of a Charming 3-Story Cottage This spacious, light-filled retreat is in a prime location- clos ...
From $357 per night (USD)VRBO
From $303 per night (USD)VRBO
Historic Pumpkin House located in West Harpswell
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to The Pumpkin House! This stunning 4 bedroom, 2 bathroom Mansard-style home is the perfect spot to bring your ...
From $303 per night (USD)VRBO
From $827 per night (USD)Expedia
** NEW FOR 2025 ** Exquisite Art-Filled Retreat on Pleasant Lake
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 11
New for 2025: This stunning home on Pleasant Lake is the perfect retreat, offering endless charm and space for your fami ...
From $827 per night (USD)Expedia
From $593 per night (USD)VRBO
WATERFRONT ON HIGHLAND LAKE
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
OCCUPANCY- LIMIT 8 - This 2-bedroom 1.5 bath with two bunkrooms, is just steps away from Highland Lake. The home also h ...
From $593 per night (USD)VRBO
From $983 per night (USD)VRBO
Great Island Oasis
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
Take it easy at this unique and tranquil getaway. Enjoy the picturesque seaside community of Harpswell, Maine from the s ...
From $983 per night (USD)VRBO
From $708 per night (USD)VRBO
Lakehouse on Little Sebago Lake with Private Beach, Dock, Kayaks and a Firepit
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
July and August 2025 rentals are Friday to Friday; all other months require only a 2-night minimum except holiday weeken ...
From $708 per night (USD)VRBO
From $344 per night (USD)Expedia
Waterfront 2 Bedroom Apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Newly furnished and renovated! Enjoy spectacular views from your private walk out deck overlooking the water with a gril ...
From $344 per night (USD)Expedia
From $358 per night (USD)VRBO
Charming Maine cabin in Bridgton Highland Lake
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 6
Relax with the whole family at this peaceful woodland escape with lake access. Our cabin is nestled in the woods on High ...
From $358 per night (USD)VRBO
From $1112 per night (USD)Expedia
Centrally located off Back Cove, 1st floor 4 bedroom, 1.5 Bath condo w/ porch
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 12
Spacious Cozy 4 bedroom, 1.5 bath Back Cove 1st floor condo in a lovely Portland neighborhood. Great for groups and fami ...
From $1112 per night (USD)Expedia
From $311 per night (USD)VRBO
The Hygge House-walk to town
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Explore charming Bridgton this summer! Escape to a quaint 3-bedroom bungalow in a peaceful neighborhood, offering comfor ...
From $311 per night (USD)VRBO
From $256 per night (USD)VRBO
Cozy 3 Bedroom Farmhouse Master bedroom w/private Bath
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience Westbrook like a local in this 3-bedroom house on quiet residential dead end street. The property boasts a we ...
From $256 per night (USD)VRBO
From $239 per night (USD)VRBO
Wildwood Cabin Bridgton, ME
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Wildwood Cabin is just 5 minutes from Bridgton’s charming downtown and less than 15 minutes to Pleasant Mountain Ski Res ...
From $239 per night (USD)VRBO
From $1535 per night (USD)Expedia
Lakefront properties with private beach, hot tub, dock, kayaks, grill & firepit
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 14
Super Birch on Little Sebago Lake Our calendar is updated in real-time & our nightly rates are accurately displayed. Si ...
From $1535 per night (USD)Expedia
From $298 per night (USD)VRBO
Enchanting 3BR Farmhouse Retreat Nature Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
10 Min Drive to Maine Mall 25 Min Drive to Pine Point Beach Escape to our newly built three-bedroom, two-full-bath have ...
From $298 per night (USD)VRBO
From $779 per night (USD)Expedia
Brunswick Lux 4BR Sunset River View with 4 Acres Big Lawn
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Come and enjoy this luxurious and elegant house with 4.1 Acres property with 550 feet view of Androscoggin River! Embrac ...
From $779 per night (USD)Expedia
From $259 per night (USD)VRBO
Newly Constructed Two-BR Retreat Near Portland
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
10 Min Drive to Maine Mall 20 Min Drive to Old Port Indulge in luxury at our recently constructed two-bedroom, one-bat ...
From $259 per night (USD)VRBO
From $735 per night (USD)Expedia
Huge Historic Downtown Townhome
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This meticulously restored mid-1800s townhome seemlessly blends historic charm with modern luxury. Enjoy an open-concept ...
From $735 per night (USD)Expedia
From $260 per night (USD)VRBO
Moose Pond Camp - Bridgton
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Ski and Snowmobile from the same location! PLEASANT MOUNTAIN SKI AREA and MOOSE POND BOAT RAMP are only 2 miles away. Hi ...
From $260 per night (USD)VRBO
From $549 per night (USD)VRBO
Spacious 5-bedroom house in charming Bridgton - Great Lakes and Ski Location
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Get ready to relax in this delightful 5-bedroom home in scenic Bridgton, in the heart of the lakes region and close to P ...
From $549 per night (USD)VRBO
From $147 per night (USD)VRBO
Oakleaf Cottage-Private Beach-Pets Welcome - Round Table Lodge, Sebago, Maine
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Unwind at our private beach on Sebago Lake and this lovely cottage. It is a one-room cottage with a kitchen/dining room ...
From $147 per night (USD)VRBO
From $197 per night (USD)VRBO
Waterview Cottage-Private Beach-Pets Welcome - Round Table Lodge, Sebago, Maine
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Relax on our private beach on Sebago Lake and in this 2-bedroom cottage. This charming retreat features 1 double bed, 2 ...
From $197 per night (USD)VRBO
From $147 per night (USD)VRBO
Maple Cottage-Private Beach-Pets Welcome - Round Table Lodge, Sebago, Maine
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape to our private beach on Sebago Lake and this cozy one-room cottage, your home away from home while you visit Seba ...
From $147 per night (USD)VRBO
From $197 per night (USD)VRBO
Birch Cottage-Private Beach-Pets Welcome - Round Table Lodge, Sebago, Maine
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to our private beach on Sebago Lake and this fabulous cottage with a double bedroom on the first floor, twin beds ...
From $197 per night (USD)VRBO
From $147 per night (USD)VRBO
Pinecone Cottage-Private Beach-Pets Welcome - Round Table Lodge, Sebago, Maine
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Make yourself at home on our private beach on Sebago Lake and in this charming 1-bedroom retreat. This delightful cottag ...
From $147 per night (USD)VRBO
From $294 per night (USD)VRBO
Hemlock Cottage-Private Beach-Pets Welcome - Round Table Lodge, Sebago, Maine
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Relax on our private beach on Sebago Lake and in this marvelous 3-bedroom cottage. With a double bed, 2 bunk beds, and t ...
From $294 per night (USD)VRBO
From $197 per night (USD)VRBO
Willow Cottage-Private Beach-Pets Welcome - Round Table Lodge, Sebago, Maine
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Consider our private beach on Sebago Lake and this enchanting cottage your home away from home while you visit Sebago. T ...
From $197 per night (USD)VRBO
From $291 per night (USD)VRBO
Sunset Cottage-Private Beach-Pets Welcome - Round Table Lodge, Sebago, Maine
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Unwind on our private beach on Sebago Lake and in this large cottage. With 4 bedrooms including 2 double beds, twin beds ...
From $291 per night (USD)VRBO
From $197 per night (USD)VRBO
Brookside Cottage-Private Beach-Pets Welcome - Round Table Lodge, Sebago, Maine
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Relax on our private beach on Sebago Lake, and in Brookside cottage, which boasts 2 bedrooms - one with a double bed and ...
From $197 per night (USD)VRBO
From $255 per night (USD)VRBO
Cypress Cottage-Private Beach-Pets Welcome - Round Table Lodge, Sebago, Maine
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to our private beach on Sebago Lake and this peaceful cottage in picturesque Sebago. With 3 bedrooms, including a ...
From $255 per night (USD)VRBO
From $255 per night (USD)VRBO
Sunrise Apartment-Private Beach-Pets Welcome - Round Table Lodge, Sebago, Maine
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Experience Sebago Lake from our private beach and in this 3-bedroom apartment which has 2 bedrooms with a double bed and ...
From $255 per night (USD)VRBO
From $126 per night (USD)VRBO
Haven Apartment-Private Beach-Pets Welcome - Round Table Lodge, Sebago, Maine
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Relax on our private beach on Sebago Lake and in this pleasant apartment on the second floor of the Lodge. With 1 double ...
From $126 per night (USD)VRBO
From $207 per night (USD)VRBO
Lakeview Apartment-Private Beach-Pets Welcome - Round Table Lodge, Sebago, Maine
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our private beach on Sebago Lake and this comfortable, 1 bedroom apartment on the first floor of the Lodge. T ...
From $207 per night (USD)VRBO
From $722 per night (USD)Expedia
Stunning waterfront on Sebago Lake with guest cottage and boat lift!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Incredible lake views and room for the extended family, This enchanting 3 bedroom, 2 Bath house sits steps away from you ...
From $722 per night (USD)Expedia