Cumberland Area Rentals
From $363 per night (USD)VRBO
Cozy 3BR home for outdoor enthusiasts, deck, pool, tennis, w\/d, trails & BBQ
- Bedrooms:
- 2
- 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 $363 per night (USD)VRBO
From $343 per night (USD)Expedia
Traditional Maine Cottage on Sebago Lake
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the ultimate lakeside getaway at our charming waterfront retreat on Sebago Lake in South Casco, nestled in th ...
From $343 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
From $781 per night (USD)Expedia
Chill on the rooftop at Pine Point Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience all that Pine Point has to offer in this expansive condo. 2 floors of space and fun for family gatherings. ...
From $781 per night (USD)Expedia
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Seaside Serenity at Pine Point!\n
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Enjoy the peace of this intriguing space. Newly built and perfectly airy and light, it sits above most of the other prop ...
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From $341 per night (USD)Expedia
\"Good Vibes\" 4 Wonderful Seasons @ Portland Home!
- Bedrooms:
- 2
- Bathrooms:
- 4
- 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 $341 per night (USD)Expedia
From $434 per night (USD)VRBO
Top Deck - Portland Property with Views!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Views, Views, Views! 2 huge decks overlooking water and city skyline. This home is adjacent to Payson’s Park – Portlan ...
From $434 per night (USD)VRBO
From $393 per night (USD)Expedia
Traditional Waterfront Maine Cottage on Long Lake with great swimming.
- Bedrooms:
- 3
- 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 $393 per night (USD)Expedia
From $815 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 an ...
From $815 per night (USD)VRBO
From $200 per night (USD)Expedia
Cozy guest house with beach rights on quiet Highland Lake
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located in Falmouth, enjoy what this 1-bedroom guest house has to offer. Nestled in a serene setting, this fantastic pro ...
From $200 per night (USD)Expedia
From $199 per night (USD)VRBO
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 $199 per night (USD)VRBO
From $364 per night (USD)VRBO
Charming 3-bedroom home in Sebago Lake Region
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
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 $301 per night (USD)VRBO
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 $301 per night (USD)VRBO
From $803 per night (USD)VRBO
Waterfront 5 bedrooms: 3-bedroom cottage plus 2 bedroom Guest House in Harrison
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Make yourself at home in this 5-bedroom Harrison waterfront retreat. Boat down to the Causeway in Naples for lunch, dinn ...
From $803 per night (USD)VRBO
From $261 per night (USD)VRBO
Stunning apartment in beautiful Freeport
- 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 $261 per night (USD)VRBO
From $454 per night (USD)VRBO
Beautiful 3 Bedroom House in Charming Bridgton near Moose Pond
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
This Bridgton house boasts 3 inviting bedrooms. On the top floor there is bedroom 1 with a queen bed, bedroom 2 that ha ...
From $454 per night (USD)VRBO
From $257 per night (USD)VRBO
Freshly Updated Coastal Retreat!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to our charming coastal getaway, a short distance from Pine Point Beach. This updated 2 bed, 1 bath vacation re ...
From $257 per night (USD)VRBO
From $436 per night (USD)VRBO
Seaside-The Way Life Should Be!
- Bedrooms:
- 2
- 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 $168 per night (USD)VRBO
Gorgeous 2 Bedroom, 2 Bathroom Waterfront Apartment with Access to Dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Gorgeous 2BR, 2BA, + Den waterfront apartment with balcony. Swim or kayak off of the building's dock. The space is near ...
From $168 per night (USD)VRBO
From $363 per night (USD)VRBO
NEW LISTING! 2-bedroom house in Portland FREE parking. 5 Min to downtown.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Make yourself at home in this adorable 2-bedroom retreat. Conveniently located close to downtown this peaceful house off ...
From $363 per night (USD)VRBO
From $448 per night (USD)VRBO
Fall & Winter Special - 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 $448 per night (USD)VRBO
From $449 per night (USD)Expedia
Quiet Freeport Home on Casco Bay w\/ Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 6
Step into bliss at this 3-bedroom, 2-bath waterfront vacation rental in the charming town of Freeport, ME. The inviting ...
From $449 per night (USD)Expedia
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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 ...
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From $142 per night (USD)Expedia
Cozy and Quiet beautiful home 1 Bedroom private bathroom Portland with WiFi, AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to cozy and quiet home in Portland Maine, with one queen size bedroom, full beautiful set of comforter, a nice p ...
From $142 per night (USD)Expedia
From $584 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 $584 per night (USD)VRBO
From $326 per night (USD)Expedia
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)Expedia
From $315 per night (USD)VRBO
Blue Lobster! 2-bedroom house with Heat, AC, Deck and Seasonal Dock in Harpswell
- Bedrooms:
- 2
- 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 $315 per night (USD)VRBO
From $405 per night (USD)Expedia
Classic Maine Cabin, Private Waterfront Easy Access to Nearby Amenities
- Bedrooms:
- 2
- 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 $405 per night (USD)Expedia
From $519 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 $519 per night (USD)VRBO
From $249 per night (USD)Expedia
Charming Casco Home w\/ Deck in Point Sebago Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Year-round excitement awaits at this 2-bedroom, 2-bath Casco vacation rental! Perfect for nature enthusiasts and fun-lov ...
From $249 per night (USD)Expedia
From $695 per night (USD)VRBO
NEW LISTING! Prime City Living Townhouse by RedAwning
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to urban living at its finest! This exquisite townhouse is perfectly situated in the vibrant center of the city ...
From $695 per night (USD)VRBO
From $280 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 $280 per night (USD)VRBO
From $293 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 $293 per night (USD)VRBO
From $253 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 $253 per night (USD)VRBO
From $391 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 $391 per night (USD)VRBO
From $412 per night (USD)Expedia
Charming 2-bedroom cottage with WiFi- short walk to Higgins Beach, Scarborough
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Short walk to the beach. This Scarborough cottage boasts 2 inviting bedrooms with 2 queen beds and 1 twin bed. The cozy ...
From $412 per night (USD)Expedia
From $147 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 $147 per night (USD)VRBO
From $211 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 $211 per night (USD)VRBO
From $110 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 $110 per night (USD)VRBO
From $162 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 $162 per night (USD)VRBO
From $147 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 $147 per night (USD)VRBO
From $188 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 $188 per night (USD)VRBO
From $168 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 $168 per night (USD)VRBO
From $440 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 $440 per night (USD)VRBO
From $233 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 $233 per night (USD)VRBO
From $261 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 $261 per night (USD)VRBO
From $883 per night (USD)VRBO
Coastal Escape | Oceanfront| NEW| 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 $883 per night (USD)VRBO
From $220 per night (USD)Expedia
Perfectly Located Portland Apartment!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This adorable apartment located directly downtown in Portland is a welcoming retreat for guests. With a cozy bedroom fea ...
From $220 per night (USD)Expedia
From $188 per night (USD)VRBO
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)VRBO
From $539 per night (USD)Expedia
Red House w\/ Access to Sebago Cove
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The Red House" is a cozy 3-bed, 2-bath vacation retreat nestled in a tranquil seasonal neighborhood with Sebago Cove acc ...
From $539 per night (USD)Expedia
From $517 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 $517 per night (USD)VRBO
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4 Bedroom Lakes Region House
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Located in the heart of the Lakes region, the home has four bedrooms and two bathrooms and is the perfect destination fo ...
Click For PricingExpedia
From $902 per night (USD)VRBO
Charming Queen Anne Victorian in Portland's Historic West End
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Whether you're planning a getaway with friends or a cozy stay for a few couples, this home is designed to offer comfort, ...
From $902 per night (USD)VRBO
From $522 per night (USD)VRBO
Little Sebago Lakehouse Retreat with Sand Beach on a Private Point
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax and unwind at our "Japanese Teahouse" lakeside retreat with lake views from every room. A sand beach framed by pin ...
From $522 per night (USD)VRBO
From $477 per night (USD)VRBO
Spacious 5 bedroom condo, minutes from Mt. Pleasant and Moose Pond
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Your home away from home in Bridgton with 5 bedrooms. Beautiful 2 unit condo rental, nestled on Pleasant Mountain across ...
From $477 per night (USD)VRBO
From $351 per night (USD)Expedia
NEW LISTING! 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 $351 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
From $436 per night (USD)VRBO
Welcome to The Villa! Charming oceanfront cottage right in Portland
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This charming seaside cottage is an extraordinary find, and rarely available to vacationers! Wraparound views of Casc ...
From $436 per night (USD)VRBO
Click For PricingVRBO
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 PricingVRBO
From $520 per night (USD)Expedia
Fall Getaway 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 $520 per night (USD)Expedia
From $258 per night (USD)VRBO
Witts' End Knights Hill
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Large, Comfortable, Quiet, well appointed home. 4 Bedrooms, 2 full bathrooms, library, large dining room, cozy living ro ...
From $258 per night (USD)VRBO
From $382 per night (USD)VRBO
Large 2-bedroom unit with hot tub, free parking & wi-fi, close to Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Newly available beginning in August 2024, this first floor 2-bedroom apartment is perfect for your escape to Portland. T ...
From $382 per night (USD)VRBO
From $701 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 $701 per night (USD)VRBO
From $190 per night (USD)Expedia
Cozy 1-bedroom condo with minutes from Pleasant Mountain and Mose Pond
- 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 $190 per night (USD)Expedia
From $1401 per night (USD)VRBO
Sebago Lake Direct Waterfront 3bed 2bath with Sandy Beach, Mooring and Boat Dock
- Bedrooms:
- 2
- 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 $1401 per night (USD)VRBO
From $358 per night (USD)Expedia
4-bedroom fall\/winter home available in superb North Bridgton near recreation.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Your Bridgton getaway awaits at this spacious 4-bedroom, 2.5-bathroom house with a large yard. Nestled in a tranquil set ...
From $358 per night (USD)Expedia
From $198 per night (USD)VRBO
Charming townhome short drive to intown Portland
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in Portland, this 2 bedroom townhome offers guests a cozy place with modern comforts. With amenities like AC, he ...
From $198 per night (USD)VRBO
From $882 per night (USD)Expedia
NEW Luxury A-Frame, Lake Access w\/ hot tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Brand new 2024 A-frame build. (Just launched!) Located directly across the street from Crystal Lake and the Crystal Heig ...
From $882 per night (USD)Expedia
From $289 per night (USD)VRBO
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)VRBO
From $441 per night (USD)Expedia
Charming Woodland Retreat with Stunning Mountain Views and Game Room
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Harrison Woodlands Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $441 per night (USD)Expedia
From $454 per night (USD)VRBO
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 $454 per night (USD)VRBO
Click For PricingExpedia
Coffee Pond Cottage - Luxury Lake House
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
Escape to a luxurious vacation retreat on tranquil lakefront of Coffee Pond in Casco, Maine. This exquisite home offers ...
Click For PricingExpedia
From $295 per night (USD)VRBO
Rustic & Cozy 1-Bedroom Escape!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your home away from home in the heart of Portland, Maine! Our recently remodeled third-floor loft apartment o ...
From $295 per night (USD)VRBO
From $694 per night (USD)Expedia
Charming 3-Bedroom Home in a Peaceful Neighborhood
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your home away from home in the heart of Portland, Maine! Our recently remodeled 1st floor apartment offers a ...
From $694 per night (USD)Expedia
From $410 per night (USD)VRBO
Modern 3-Bedroom Haven for Friends and Family!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your home away from home in the heart of Portland, Maine! Our recently remodeled 2nd floor apartment offers a ...
From $410 per night (USD)VRBO
From $1394 per night (USD)Expedia
Charming 3-bedroom house steps to Pine Point Beach with backyard oasis
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to a marvelous 3-bedroom house in Scarborough overlooking Pine Point Beach. Featuring a gourmet kitchen and priva ...
From $1394 per night (USD)Expedia
From $1210 per night (USD)VRBO
Oceanfront Freeport Estate
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy oceanfront living in Freeport while being nestled among the trees. Boasting 5 bedrooms, 3.5 bathrooms, outdoor spa ...
From $1210 per night (USD)VRBO
From $169 per night (USD)Expedia
Cozy campground in serene North Yarmouth with WiFi
- 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 $147 per night (USD)VRBO
Take Me Tenting \nGroupie Site
- 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 $147 per night (USD)VRBO
From $147 per night (USD)Expedia
Take Me Tenting \nConifer Site
- 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 $147 per night (USD)Expedia
From $169 per night (USD)VRBO
Take Me Tenting \nBrookside Site
- 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 $427 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 $427 per night (USD)Expedia
From $176 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 $176 per night (USD)VRBO
From $1640 per night (USD)VRBO
Sebago Sanctuary Lakeside Haven - LAKEFRONT LIVING in style!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
New construction 5 bedroom (including two master suites!), 4.5 bath luxury vacation home with indoor and outdoor ameniti ...
From $1640 per night (USD)VRBO
From $240 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 $240 per night (USD)VRBO
From $184 per night (USD)Expedia
OwlsNest Point Sebago, OwlsNest Point Sebago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Point Sebago is a private gated resort on Sebago Lake. Large beach on Sebago Lake, 18 hole golf course, mini golf, resta ...
From $184 per night (USD)Expedia
From $973 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 $973 per night (USD)VRBO
From $632 per night (USD)Expedia
The Ski Hive Trailside At Pleasant Mnt
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
Escape the city & come to nature-filled Bridgton, ME. With 3 floors of living space, this home can fit the entire family ...
From $632 per night (USD)Expedia
From $229 per night (USD)VRBO
Farmhouse retreat Bridgton Maine
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
See Bridgton’s beauty in autumn! Escape to this fully renovated 1870 farmhouse, combining historic charm with modern com ...
From $229 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 $454 per night (USD)VRBO
Beautiful 3 bedroom home on Peaks Island- just a short ferry ride from Portland
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located on Peaks Island, just a 15 minute ride from Portland, this lovely house boasts 3 cozy bedrooms - 2 queen beds, 1 ...
From $454 per night (USD)VRBO
From $130 per night (USD)VRBO
Beautiful sunny first floor - walk everywhere!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Sunny, large one bedroom first floor apartment with office room in historic building in the East End/Bayside neighborhoo ...
From $130 per night (USD)VRBO
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 $1205 per night (USD)Expedia
New for 2025! Exquisite 4-Bedroom, 3.5-Bath Luxury Home on Long Lake.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This recently remodeled home on Long Lake is the ultimate family retreat, offering a harmonious blend of luxury, comfort ...
From $1205 per night (USD)Expedia
From $199 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 $199 per night (USD)VRBO
From $309 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 $309 per night (USD)Expedia
From $361 per night (USD)VRBO
Charming 3-Bedroom Cottage Overlooking Tranquil Foster Pond
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Discover the Ultimate Retreat at Our Newly Renovated Foster Pond Camp! Welcome to our idyllic camp nestled on the serene ...
From $361 per night (USD)VRBO
From $668 per night (USD)Expedia
Coastal Winter Getaway: Chef Kitchen, Firepit, Hot Tub
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Portland's Coastal Maine’s Modern Gem—a brand new in 2023, by an award winning designer. This custom-built lu ...
From $668 per night (USD)Expedia
From $172 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 $172 per night (USD)VRBO
From $2480 per night (USD)Expedia
4-bedroom house in welcoming Bridgton with AC, WiFi. Enjoy a cozy stay
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 15
Bridgton is waiting for you at this brilliant 4-bedroom house. With 2 king beds, 1 bunk bed, 2 full beds, and 1 twin bed ...
From $2480 per night (USD)Expedia