Cumberland Area Rentals
From $302 per night (USD)VRBO
Recently updated cottage featuring beautiful easterly views of Casco Bay
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Cedar Ledge Cottage! This recently updated, bright cottage features beautiful easterly views of Casco Bay, op ...
From $302 per night (USD)VRBO
From $395 per night (USD)Expedia
2 min walk to beach. New home in high end private beach community. Very walkable
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This coastal, high end farmhouse in a private waterfront community is newly constructed and boasts an elegant yet casual ...
From $395 per night (USD)Expedia
From $1030 per night (USD)VRBO
STUNNING WATERFRONT HOME WITH TWO PRIMARY SUITES
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy the spectacular lake views from nearly every room in this newly renovated lakefront home. Relax on the balcony, en ...
From $1030 per night (USD)VRBO
From $611 per night (USD)VRBO
SKI AND WALK HOME FROM PLEASANT MOUNTAIN EAST CHAIR! SANDBAR SWIMMING IN SUMMER
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
WINTER 2025 SKI & WALK HOME FROM PLEASANT MT EAST CHAIR! CHRISTMAS WEEK AND MID MARCH AVAILABILITY! Rent Friday, 12/26 ...
From $611 per night (USD)VRBO
From $663 per night (USD)VRBO
Luxury English Country Home
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 13
In the Long Lake and Sebago Lake region, this luxurious 5,000 sq. foot country style home is minutes away from the Naple ...
From $663 per night (USD)VRBO
From $218 per night (USD)VRBO
~Maine Glamping at its Finest~
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Robins Nest! Bathed in sunlight, this freshly renovated 784 square foot, 2 bedroom apartment is conveniently ...
From $218 per night (USD)VRBO
From $683 per night (USD)VRBO
Ocean House: Stunning Oceanfront Views, Spectacular Sunrises Peaks Island, Maine
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
**2025 DATES WILL BE OPENED MID-TO-LATE JANUARY, 2025** <b>Ocean House: A Peaks Island (Portland, Maine) Oceanfront Hav ...
From $683 per night (USD)VRBO
From $405 per night (USD)VRBO
Waterfront Cabin on Sebago Lake!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
You can't get any closer to the water! Remodeled (Spring 2019) waterfront cabin on Sebago Lake available for weekly ren ...
From $405 per night (USD)VRBO
From $153 per night (USD)VRBO
Beautifully updated short walk to the beach and 5-7 min to Portland.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This property is located .2 miles from cliff house beach and a 10 minute walk to Willard Beach or a 2 minute drive. Yo ...
From $153 per night (USD)VRBO
From $1426 per night (USD)Expedia
Blue Doors By The Sea by Bayley Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 14
**This rental is brought to you by Bayley Vacation Rentals! ** Discover a spacious modern retreat, perfect for beach-lo ...
From $1426 per night (USD)Expedia
From $340 per night (USD)VRBO
Beautiful rental with private roof deck
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
One of the best locations in town! Walk to downtown and waterfront. Unit has just undergone a full renovation and includ ...
From $340 per night (USD)VRBO
From $242 per night (USD)Expedia
Condo at Pleasant Mountain
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Looking for a seasonal escape all year round ? Come and witness a breathtaking view and relax. End unit condo with balc ...
From $242 per night (USD)Expedia
From $719 per night (USD)VRBO
Spectacular Oceanfront Estate with Beautiful Sunsets on 8 acres
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
The “Big House” is part of an incredible 8-acre private estate with a shared private beach, walking trails, cliff views, ...
From $719 per night (USD)VRBO
From $1417 per night (USD)VRBO
CANCELLATION OPORTUNITY\nAUGUST 22 -AUGUST 29th AVAIL; SAVE 10%\n4 Night minimum
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
FOR 2025 RENTING FRIDAY TO FRIDAY ONLY SALE LAST WEEK AUGUST Come stay at our beautiful Lakeview Lodge. We have en ...
From $1417 per night (USD)VRBO
From $1455 per night (USD)VRBO
Lake front on Sebago
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 16
This stunning lakeside retreat is ready to be the backdrop of your most favorite Maine vacation memories. Enjoy the newl ...
From $1455 per night (USD)VRBO
From $789 per night (USD)Expedia
Two Beautiful apartment
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Two spacious apartments just minutes from everything! Bright colors, perfect for large families, group of friends, and P ...
From $789 per night (USD)Expedia
From $313 per night (USD)VRBO
Modern, Spacious Guest Suite Near the Ocean
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our neighborhood is picturesque, woodsy, and charming. Our home is modern, clean, and comfortable. Your private guest su ...
From $313 per night (USD)VRBO
From $1390 per night (USD)VRBO
SEBAGO LAKE HOME WITH 2 WALK OUT SANDY ASSOC BEACH
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Beautiful lakeside home on winding, quiet, dead-end, paved road in a family friendly neighborhood. Our home has a custom ...
From $1390 per night (USD)VRBO
From $276 per night (USD)VRBO
Beautiful Munjoy Hill Private Oasis
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This cozy, freshly remodeled apartment is fully furnished with new appliances, spectacular views of Casco Bay and the is ...
From $276 per night (USD)VRBO
From $1697 per night (USD)VRBO
Designer decorated in an amazing central location w/rooftop deck!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
Amazing location in Portland's West End within walking distance of everything due to central location. This building ha ...
From $1697 per night (USD)VRBO
From $286 per night (USD)VRBO
Family Friendly Four Season Cottage at Point Sebago Beach & Golf Resort
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
2 Bedroom 1 & 1/2 half bathroom Four Season Resort Cottage in Family Friendly gated Point Sebago community. This clean a ...
From $286 per night (USD)VRBO
From $281 per night (USD)Expedia
Classic Orr’s Island, Maine Cottage, sleeps 4, 1 Bath, Stunning ocean views. New Listing !!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
“Footnote” is an ideal quintessential 1920’s Maine cottage located on Orr’s Island. presenting stunning ocean views and ...
From $281 per night (USD)Expedia
From $1166 per night (USD)VRBO
Spacious Waterfront Luxury Home
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Two Ocean-View Master Suites And Two Additional Bedrooms Spectacular oceanfront home with 4 bedrooms, 4 bathrooms, hot ...
From $1166 per night (USD)VRBO
Click For PricingExpedia
Point Sebago 3 BR, 1.5 bath Maine lake cottage near beach on Purple Rd
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
The perfect Maine vacation for your family! Our cottage is at the beginning of Purple Road, one of the most desirable lo ...
Click For PricingExpedia
From $465 per night (USD)VRBO
Dog friendly getaway w/ hot tub, sauna and skiing!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Year round fun at this majestic home located in Knights Hill Association. We are just 1 mile away from Pleasant Mt./Shaw ...
From $465 per night (USD)VRBO
From $763 per night (USD)Expedia
Tranquil, serene Sebago Lakefront House on 2 wooded acres - 300ft waterfront!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Your Luxury Lakeside Retreat on Sebago Lake ----------------------------------------------------------------- ...
From $763 per night (USD)Expedia
From $409 per night (USD)VRBO
Spacious 3 Bedroom, 2 bath, new home, ocean views, close to Maine seafood!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
What sets “Epilogue” apart from other new rentals ?? This elite two- level home is newly constructed, and is situated on ...
From $409 per night (USD)VRBO
From $386 per night (USD)Expedia
Charming Lakeside Retreat
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Good Cheer Cottage is located in North Bridgton, Maine, sited directly on Long Lake with 200' of lake frontage. This cha ...
From $386 per night (USD)Expedia
From $558 per night (USD)VRBO
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Guest Reviews: " Loved this place so much we stayed here again and will be back. Can’t say enough great things." Nove ...
From $558 per night (USD)VRBO
From $267 per night (USD)VRBO
Newly Renovated Cottage in the Village area of Orr`s Island near the Scenic Cribstone Bridge
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Compass Rose! This newly renovated cottage is situated in the heart of the village area of Orr s Island. Walk ...
From $267 per night (USD)VRBO
From $525 per night (USD)VRBO
Spectacular Sunsets and Sandy Beach on Long Lake!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Gorgeous lakefront home with beautiful private sandy beach area, dock, views of the White Mountains and epic sunsets! En ...
From $525 per night (USD)VRBO
From $316 per night (USD)VRBO
Frye Island 3br +Loft Home w/Semi-Private Beach, Dock, & Mooring Across Street
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 9
3Br (plus loft), 1 Bath Home With A Large Living Room and Eat In Kitchen The home has a master bedroom with a king size ...
From $316 per night (USD)VRBO
From $314 per night (USD)VRBO
2 Bedroom ranch located in the heart of Pine Point steps to white sandy beach.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
WELCOME TO CHANGING TIDES LOCATED AT TWEEN WATER COTTAGES 2/BD ranch beautiful back yard with deck. Relax on the your de ...
From $314 per night (USD)VRBO
From $187 per night (USD)VRBO
Welcome To Salty Breezes 2/BD Cottage Located At Tween Waters
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This 2 bedroom cottage is nestled in Pine Pont and just steps to the gorgeous white sandy beach of the Point ! Come and ...
From $187 per night (USD)VRBO
From $268 per night (USD)VRBO
Falmouth Waterfront Carriage House Apt
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Light and airy detached apartment in historic waterfront Town Landing community. 1 bedroom, pull-out sofa, full kitchen ...
From $268 per night (USD)VRBO
From $794 per night (USD)Expedia
A marvelous house on the coast of Maine, just a short trip to Portland.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
For a few weeks each summer, we offer our beautifully designed home to people who are looking for a peaceful retreat sur ...
From $794 per night (USD)Expedia
From $832 per night (USD)VRBO
The Perfect Maine Vacation House
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Beautiful house Located on Sebago Cove. Minutes to Naples Center. Great water view Large private dock Extra Large sun ...
From $832 per night (USD)VRBO
From $364 per night (USD)Expedia
Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Located in a quiet neighborhood, this home on Highland Lake is perfect - boasting 3 BD-2 BA, with gorgeous lake views an ...
From $364 per night (USD)Expedia
From $3079 per night (USD)VRBO
5STAR Professionally cleaned rustic lakefront luxury-We’ll take good care of you
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 22
NOW BOOKING 2024-25 SEASONS! PERFECT FOR MICRO WEDDINGS AND INTIMATE CELEBRATIONS! SHILOH VILLA OFFERS PROFESSIONALLY ...
From $3079 per night (USD)VRBO
Click For PricingExpedia
Charming Waterfront Cabin with Mountain View and Private Beach Access!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Unplug and relax at this quaint rustic cabin that is very private and relaxing. Sit on the screened in porch and watch t ...
Click For PricingExpedia
From $125 per night (USD)VRBO
Secluded Casco Bay Waterfront Cabin
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Please note: our rental week is Saturday to Saturday. Enjoy the Maine coast in this cozy and private cabin, situated on ...
From $125 per night (USD)VRBO
From $260 per night (USD)VRBO
Ski Shawnee Peak & Sunday River, beautifully newly renovated vacation home.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful 3 bedroom , 2 bath and family room home sits on 45 acres. A quick drive, 15 minutes to Sebago lake mari ...
From $260 per night (USD)VRBO
From $146 per night (USD)VRBO
1 bedroom apartment beautiful location on pond in South Freeport
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
1 bedroom apartment over garage in South Freeport. The apartment has a great view looking over our 7 acre spring fed pon ...
From $146 per night (USD)VRBO
From $518 per night (USD)VRBO
Peaks Island Cottage with beautiful view of Whitehead passage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This well appointed seasonal cottage has everything you need to enjoy your family vacation on one of Casco Bay’s calenda ...
From $518 per night (USD)VRBO
From $371 per night (USD)VRBO
Castle Rock, 1 mile to Bowdoin College
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Castle Rock, a captivating 3-bedroom, 3-bathroom family vacation retreat offering breathtaking waterfront vie ...
From $371 per night (USD)VRBO
From $432 per night (USD)VRBO
WEST SIDE WATER VIEW,SUNSETS, SCREENED PORCH, POOL TABLE, SPACIUOS
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Driveway side entry, upon opening the door you will view the beautiful woodwork and wainscoting , Stone chimney and pool ...
From $432 per night (USD)VRBO
From $382 per night (USD)VRBO
Home away from home in suburb of Portland
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully maintained 3 bedroom home with 2 and 1/2 baths in upscale community. Open floor plan. Wood floors througho ...
From $382 per night (USD)VRBO
From $292 per night (USD)VRBO
Resort cottage in Point Sebago resort
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
2 Bedroom Resort Cottage in Family Friendly Point Sebago. This clean and comfortable cottage sleeps Up To 6 and is locat ...
From $292 per night (USD)VRBO
From $427 per night (USD)VRBO
Privacy and Tranquility - Lakefront Getaway
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 9
The Camp’s Meow is the perfect getaway for families looking to have fun in the great outdoors with all the creature comf ...
From $427 per night (USD)VRBO
From $621 per night (USD)Expedia
Waterfront on Harpswell Sound-3 bedrm-private setting with float. Sunset views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
“The Orr’s Island Cottage” is much more than a cottage. It is an enchanted and charming home boasting expansive views o ...
From $621 per night (USD)Expedia
From $435 per night (USD)VRBO
Willard Beach Neighborhood-Close to all Southern Maine has to offer!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Come experience a bit of history in this 1200 sq ft , circa 1870 cottage with charming original features and modern con ...
From $435 per night (USD)VRBO
From $251 per night (USD)VRBO
Tidal Cove- Informal Charming Cottage Rebuilt to Passive Cozy
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Open sunny cottage at head of Basin Cove where the tide ebbs and flows inviting herons and egrets to scavage along the w ...
From $251 per night (USD)VRBO
From $229 per night (USD)VRBO
Waterfront Family Bungalow on Beautiful Potts Harbor
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Step out of the stress of everyday life and into this little bit of paradise. This family owned cottage is attached to t ...
From $229 per night (USD)VRBO
From $630 per night (USD)VRBO
Atlantic Ocean Views, Private Beach. Newly Built Home Close To Portland, Maine!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
This newly built cottage (2013) in Cape Elizabeth, Maine is located in a private Atlantic ocean front neighbourhood at t ...
From $630 per night (USD)VRBO
From $365 per night (USD)VRBO
Great 2 bedroom apartment on Munjoy Hill! Private backyard - walk everywhere!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful 2 bedroom, sunny, modern apartment. Deck with gorgeous view of Casco Bay. Private,peaceful, beautiful yard w ...
From $365 per night (USD)VRBO
From $225 per night (USD)VRBO
Quaint Guest Cottage Overlooking Potts Harbor
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Leave the stresses of everyday life behind and enjoy a relaxing vacation along the beautiful Maine coast where the sloga ...
From $225 per night (USD)VRBO
From $256 per night (USD)VRBO
Watch The Sun Set, The Tide Change On A Beautiful And Peaceful Salt Water Inlet
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in Harpswell!!! ANOTHER DAY IN PARADISE!!!! Surrounded by 300 acres of pristine land in Harpswel ...
From $256 per night (USD)VRBO
From $365 per night (USD)VRBO
Cozy All Season Beach House, Near Beaches/Portland
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Kick back and relax in this calm, stylish space. Whether you're in the area to spend time at the beach or to visit Portl ...
From $365 per night (USD)VRBO
From $409 per night (USD)VRBO
Lake/Mountain View-Highland Lake Waterfront 3 Bedroom Cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Come and enjoy our lakefront three bedroom cottage with expansive sand beach and spectacular view down Highland Lake tow ...
From $409 per night (USD)VRBO
From $257 per night (USD)VRBO
Lake access, association pool, beach and convenient ski home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3 bedroom, 2 bath home in quiet residential neighborhood association. Half acre property with woods, dog runner, parkin ...
From $257 per night (USD)VRBO
From $300 per night (USD)VRBO
Bungalow on Higgins beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Quiet little cottage located on beautiful Higgins Beach, short stroll down the street to beach. Great spring, summer, or ...
From $300 per night (USD)VRBO
From $354 per night (USD)Expedia
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly Constructed Friendly Cottage on Oceanside, Bailey Island is now available for your seaside vacation, no matter the ...
From $354 per night (USD)Expedia
From $1432 per night (USD)VRBO
Family Tides by Bayley Vacation Rentals
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
**This rental is brought to you by Bayley Vacation Rentals!** Family Tides is a uniquely beautiful retreat. Open living ...
From $1432 per night (USD)VRBO
From $238 per night (USD)VRBO
WATERFRONT private dock Cozy Cabin Pleasant Mt. 30m to Conway
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
We welcome you to enjoy this lakefront log cabin located on the north basin of Moose Pond. Moose Pond is in the Lakes R ...
From $238 per night (USD)VRBO
From $338 per night (USD)VRBO
Charming Cottage on Quiet and Scenic Raymond Pond
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Raymond Pond. During the day explore Raymond Pond via canoe, kayak or paddleboard or enjoy sunning on the private dock. ...
From $338 per night (USD)VRBO
From $671 per night (USD)VRBO
Absolutely Breathtaking Direct Oceanfront Cottage ~ Perfect Location!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Bella Vista is a 3 bedroom, 2 1/2 bath home sitting directly on the Atlantic Ocean side of Peaks Island at Elm Tree Co ...
From $671 per night (USD)VRBO
From $571 per night (USD)VRBO
Beautiful waterfront log cabin on pristine Maine lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summer of 2024: There may be 1 prime middle of the summer week come available (week of July 27 or week of Aug 3 or Aug ...
From $571 per night (USD)VRBO
From $499 per night (USD)VRBO
Luxurious 2 Bedroom Loft in Portland’s Art District
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stylishly decorated art loft walkable to the PMA and all live performance venues: Aura, Cross Arena, Merrill, Portland S ...
From $499 per night (USD)VRBO
From $423 per night (USD)VRBO
\"THE CALLING LOON\". A sunny 5 bedroom, 2 bath house on Crystal Lake! Sleeps 9.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 9
THE CALLING LOON on Crystal Lake in Harrison, Maine. Grill must be kept away from the house, and cannot be moved up ont ...
From $423 per night (USD)VRBO
From $1000 per night (USD)Expedia
Stylish & Spacious Townhouse w/Garden, Family-friendly, walk to downtown!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Our light-filled three story home is perched on a lovely, quiet corner of the historic West End residential neighborhood ...
From $1000 per night (USD)Expedia
From $565 per night (USD)VRBO
Peaks Island Maine Seaside Cottage: hot tub/roof decks/4 season
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Summer 7 day minimm (otherwise 2 night min except 3-5 nights for holidays) Gather with loved ones at Selkies' Rest: Coz ...
From $565 per night (USD)VRBO
From $349 per night (USD)VRBO
July 4 week open!! Walk to beach! BOOK NOW1
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
NOTE: Point Sebago has instituted a new rental registration fee of $10 per guest per night. This charge will be paid vi ...
From $349 per night (USD)VRBO
From $404 per night (USD)VRBO
The perfect refinement of vintage seduction. May-June-July special!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This recently remodeled open-plan living area is spacious in size and flooded with natural daylight that bounces off the ...
From $404 per night (USD)VRBO
From $182 per night (USD)VRBO
Family & Pet Friendly Log House On Casco Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful waterfront property on Orr's Island. Walking distance to famous Cribstone Bridge, Cook's Lobster House, The Sa ...
From $182 per night (USD)VRBO
From $400 per night (USD)VRBO
Recharge at the Red Fox Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to the Red Fox Retreat! Our home is in the beloved Knights Hill Association neighborhood of idyllic Bridgton, Ma ...
From $400 per night (USD)VRBO
From $463 per night (USD)VRBO
Well Appointed House on a Secluded Sandy Beach Cove - West Shore - Sebago Lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This very spacious, centrally heated three bedroom house is 60 feet from the lake with lawn opening onto a secluded sand ...
From $463 per night (USD)VRBO
From $506 per night (USD)VRBO
Spectacular 3rd Floor Apt Near Downtown Portland
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This 1,400 sq.ft newly renovated third floor apartment is located in a quiet Oakdale neighborhood, short walk to Back Co ...
From $506 per night (USD)VRBO
From $334 per night (USD)VRBO
Sunny, cheerful, 3 bedroom family cottage on Sebago Cove. Sleeps 8!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
This family-oriented, sunny, 3 bedroom cottage is situated on a quiet road along Sebago Cove. A fun, outdoor family spac ...
From $334 per night (USD)VRBO
From $258 per night (USD)VRBO
Cozy Year-round House right outside Portland Maine on Highland Lake.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Just finished renovations!!!!! The perfect year round get-a-way. Sit, relax and enjoy the beautiful view of the lake an ...
From $258 per night (USD)VRBO
From $311 per night (USD)VRBO
2025 rentals filled ⁷Tranquil Sandy beach, launch, dock, lawn games and firepit.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Cabin has been 7/8 completely rebuilt from inground up. Large Whole House water filter with lowest Micron and filter i ...
From $311 per night (USD)VRBO
From $222 per night (USD)VRBO
Charming cottage on the water, beautiful lawn, dog friendly, ideal for summer!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Wigwam is a charming camp that will take you back in time. With 2 bedrooms, it is perfect for families or friends. T ...
From $222 per night (USD)VRBO
From $420 per night (USD)Expedia
Lakefront Paradise on Northern Tip of Long Lake
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Quiet, Private house with great lakefront, modern style and one of the premier locations on the lake Newly renovated mai ...
From $420 per night (USD)Expedia
From $454 per night (USD)VRBO
Charming Cabin on Beautiful Big Sebago Lake
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Come enjoy your vacation at Sebago Lake in this charming cabin set back in the woods. Nestled in the entrance of Kettle ...
From $454 per night (USD)VRBO
From $531 per night (USD)VRBO
Private Beach Sunset Views Getaway on Sebago Lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Newly renovated lake front cabin / house with private beach and private dock, two person kayak, single person kayak and ...
From $531 per night (USD)VRBO
From $580 per night (USD)VRBO
+Sunny+ Design Inspired, Modern, Lakeside, Historic Beauty!!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Excellent, Sunny, Fresh, Lakeside Beauty! Located on Misty cove with direct access to Long Lake via the cove. Once a his ...
From $580 per night (USD)VRBO
From $616 per night (USD)VRBO
Long Lake Maine - Create Your Family Vacation Memories Here at Flatrock!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful home directly on Long Lake east shore (incredible sunsets) with a private beach area, private dock and over 30 ...
From $616 per night (USD)VRBO
From $236 per night (USD)VRBO
Charming Retro 3BR+Office Home in Town
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful three bedroom plus a small bonus private office room single family house in town Brunswick. Within 5 minutes d ...
From $236 per night (USD)VRBO
From $439 per night (USD)VRBO
Classic Maine Cottage on Water's Edge
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
We purchased our dream property in May 2019 and have been hard at work making it perfect for our rentersj. We just start ...
From $439 per night (USD)VRBO
From $269 per night (USD)VRBO
4 bedroom home in Bridgton, Maine. 3 min to Pleasant Mtn. 2 min to Moose Pond.
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
4 bedroom, 1 1/2 baths with large open concept living room and dining area in Bridgton, Maine. Great for family getaways ...
From $269 per night (USD)VRBO
From $624 per night (USD)VRBO
Sebago Lake Waterfront Rental on Frye Island
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 13
Outstanding Waterfront Property on the shores of Frye Island, Maine in pristine Sebago Lake. Main cottage sleeps 9 with ...
From $624 per night (USD)VRBO
From $394 per night (USD)VRBO
Amazing Vacation Island House - Great Location!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy seclusion from the rest of the planet. Enjoy life the way it use to be. This immaculate, updated, non-smoking, Cap ...
From $394 per night (USD)VRBO
From $713 per night (USD)Expedia
Knotty Nauti by Bayley Vacation Rentals
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
**This rental is brought to you by Bayley Vacation Rentals!** At Knotty Nauti, the cozy beach cottage, natural wood and ...
From $713 per night (USD)Expedia
From $178 per night (USD)VRBO
Old Farm Cottage - Harpswell, Maine
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
"Old Farm Cottage" located in North Harpswell just 10 minutes from Bowdoin College and downtown Brunswick. The cottage ...
From $178 per night (USD)VRBO
From $494 per night (USD)VRBO
Architectural Lighthouse
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 10
Pineplace Lights is a uniquely designed elegant architectural lighthouse designed by architect Mark Ruhle. It was his v ...
From $494 per night (USD)VRBO
From $615 per night (USD)VRBO
NEW LISTING ☼ Unique Oceanfront Home. Separate boat rental available.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Panoramic Oceanfront and island view direct sunrise. Nature preserves and hiking trail next door and nearby. Away from ...
From $615 per night (USD)VRBO
From $522 per night (USD)VRBO
Charming, Spacious Remodeled Pine Point Beach House Steps to the Sandy Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Bright, spacious, and tastefully decorated, featuring stunning hardwood and tile floors throughout. With 3 large bedroom ...
From $522 per night (USD)VRBO
From $533 per night (USD)VRBO
Perfect Year-Round Getaway Location For Those Who Enjoy The Outdoors.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
With unspoiled forests and waterways, the Greater Bridgton Lakes Region is a year-round outdoor playground and sportsman ...
From $533 per night (USD)VRBO
From $884 per night (USD)VRBO
Lovely, Sprawling Log Home On Pretty, Pristine Trickey Pond.
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 12
Originally a modest log cabin, this home has been expanded to a generous 6 bedroom home with lake views from all living ...
From $884 per night (USD)VRBO
From $319 per night (USD)VRBO
Sebago Point - 26 Purple Road
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Resort cottage with sun room and two large decks. Our cottage contains a master bedroom with a queen sized bed. A second ...
From $319 per night (USD)VRBO
From $353 per night (USD)Expedia
Luxury, Spacious, 4 BR Chalet, 1 Minute walk to beach, lakefront, pools, skiing
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Luxury spaceous, modern and open design house in beautiful, private, wooded area within exclusive Knight's Hill communi ...
From $353 per night (USD)Expedia