Cumberland Area Rentals
From $1206 per night (USD)VRBO
Amazing ocean views! High end beach house meets farmhouse. 1 min walk to beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This coastal, high end farmhouse in a private waterfront community is newly constructed and boasts an elegant yet casual ...
From $1206 per night (USD)VRBO
From $934 per night (USD)Expedia
4 bedroom cottage 1 minute walk to Higgins Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
enjoy a summer week or two at our beautiful cottage. Features 4 bedrooms for sleeping up to 10 guests. A very short walk ...
From $934 per night (USD)Expedia
From $683 per night (USD)VRBO
Ocean House: Stunning Oceanfront Views, Spectacular Sunrises Peaks Island, Maine
- Bedrooms:
- 2
- Bathrooms:
- 4
- 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 $371 per night (USD)Expedia
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 $371 per night (USD)Expedia
From $463 per night (USD)VRBO
Sebago Lake - Point Sebago 2 bedroom home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 Bedroom 2 bath home in Point Sebago Resort. Enjoy all that this family resort has to offer. 775-Acre Resort, 1-Mile of ...
From $463 per night (USD)VRBO
From $249 per night (USD)Expedia
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 $249 per night (USD)Expedia
From $790 per night (USD)VRBO
Spectacular Oceanfront Estate with Beautiful Sunsets on 8 acres
- Bedrooms:
- 3
- 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 $790 per night (USD)VRBO
From $1258 per night (USD)Expedia
PRIME JULY 25 -AUGUST 1St AVAIL; \nDue to cancellation\n\n
- 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 $1258 per night (USD)Expedia
From $1660 per night (USD)VRBO
Lake front on Sebago
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
This stunning lakeside retreat is ready to be the backdrop of your most favorite Maine vacation memories. Enjoy the newl ...
From $1660 per night (USD)VRBO
From $893 per night (USD)Expedia
Two Beautiful apartment
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Two spacious apartments just minutes from everything! Bright colors, perfect for large families, group of friends, and P ...
From $893 per night (USD)Expedia
From $1061 per night (USD)VRBO
Blue Doors By The Sea by Bayley Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 14
**This rental is brought to you by Bayley Vacation Rentals! ** Discover a spacious modern retreat, perfect for beach-lo ...
From $1061 per night (USD)VRBO
From $253 per night (USD)Expedia
Moose Pond Mountain Escape 3BR\/2BA and much to enjoy!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Relax with family and friends at this peaceful all season home. 3 bedrooms 2 full baths, huge screen porch and deck and ...
From $253 per night (USD)Expedia
From $371 per night (USD)VRBO
Great Vacation Home, Heart of Lakes\/Ski Region in Bridgton Me
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Perfect home to spend your vacation... Whether its spring, summer, fall, or winter, Bridgton has it all; boating, water ...
From $371 per night (USD)VRBO
From $609 per night (USD)Expedia
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 $609 per night (USD)Expedia
From $263 per night (USD)VRBO
Condo at Pleasant Mountain
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Looking for a seasonal escape all year round ? Come and witness a breathtaking view and relax. End unit condo with balc ...
From $263 per night (USD)VRBO
From $242 per night (USD)Expedia
~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 $242 per night (USD)Expedia
From $379 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 $379 per night (USD)VRBO
From $2849 per night (USD)Expedia
Designer decorated in an amazing central location w\/rooftop deck!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 11
Amazing location in Portland's West End within walking distance of everything due to central location. This building ha ...
From $2849 per night (USD)Expedia
From $1177 per night (USD)VRBO
SEBAGO LAKE HOME WITH WALK OUT SANDY BEACH
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Beautiful lakeside home on winding, quiet, dead-end, paved road in a family friendly neighborhood. Our home has a custom ...
From $1177 per night (USD)VRBO
From $289 per night (USD)Expedia
Family Friendly Four Season Cottage at Point Sebago Beach & Golf Resort
- Bedrooms:
- 2
- 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 $289 per night (USD)Expedia
From $721 per night (USD)VRBO
Chebeague Island, ME Waterfront Home. Enjoy Island Living and Stunning Views!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 4
This classic coastal style Chebeague Island year round waterfront home sits on 3 acres of private secluded property with ...
From $721 per night (USD)VRBO
From $344 per night (USD)Expedia
Classic Orr’s Island, Maine Cottage, sleeps 4, 1 Bath, Stunning ocean views. New Listing !!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
“Footnote” is an ideal quintessential 1920’s Maine cottage located on Orr’s Island. presenting stunning ocean views and ...
From $344 per night (USD)Expedia
From $1226 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 $1226 per night (USD)VRBO
From $606 per night (USD)Expedia
EPIC VIEWS - Pond - Crooked River 14 ACRES - SECLUDED
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Pets Welcome. Hot tub with a EPIC view. Escape to complete privacy on 14 acres of stunning riverfront property on the Cr ...
From $606 per night (USD)Expedia
From $495 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 $495 per night (USD)VRBO
From $347 per night (USD)Expedia
Point Sebago 3 BR, 1.5 bath Maine lake cottage near beach on Purple Rd
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
The perfect Maine vacation for your family! Our cottage is at the beginning of Purple Road, one of the most desirable lo ...
From $347 per night (USD)Expedia
From $445 per night (USD)VRBO
Spacious 3 Bedroom, 2 bath, new home, ocean views, close to Maine seafood!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
What sets “Epilogue” apart from other new rentals ?? This elite two- level home is newly constructed, and is situated on ...
From $445 per night (USD)VRBO
From $420 per night (USD)Expedia
Private setting for a couple-just two people in the whole house!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Glorious Long Island Maine! Quiet, peaceful, friendly neighbors. Looking for a place to relax and rekindle your romanc ...
From $420 per night (USD)Expedia
From $276 per night (USD)VRBO
Clean & cozy updated family resort cottage! Located on quiet dead end street.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Two bedroom, 1 bath resort cottage located on the 7th hole of the well kept Point Sebago Resort golf course. With full ...
From $276 per night (USD)VRBO
From $361 per night (USD)Expedia
Charming Lakeside Retreat
- Bedrooms:
- 2
- 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 $361 per night (USD)Expedia
From $419 per night (USD)VRBO
Spacious Family Home W\/in 3 Min Of The Largest Night Skiing Facility In N E
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Spacious family home offering that "little piece of heaven" to a small or large family. Skiing, beautiful sandy beach ac ...
From $419 per night (USD)VRBO
From $712 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 $712 per night (USD)Expedia
From $468 per night (USD)VRBO
Lakefront, sunsets, serenity in charming home on Panther Pond
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Friday to Friday rentals only please. Let the sights and sounds of Panther Pond create a vacation rhythm for your stay ...
From $468 per night (USD)VRBO
From $545 per night (USD)Expedia
Enchanted Summer\/Fall lakefront Cottage, 20 mins from downtown Portland!
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 5
This is our cherished summer spot. Lake front, beautiful sunsets, 4 bedroom, sleeps 4 adults comfortably, 1 bath, kitche ...
From $545 per night (USD)Expedia
From $464 per night (USD)VRBO
Ocean front cottage with private beach.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful Maine cottage with extra large porch with rocking chairs and 200 degree views of Casco Bay. Charming 2 bedroom ...
From $464 per night (USD)VRBO
From $545 per night (USD)Expedia
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 $545 per night (USD)Expedia
From $305 per night (USD)VRBO
Beachy Vibes Only !! Updated Oceanfront Gem for 2
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Oceanfront, One bedroom, newly renovated cottage conveniently located ~ Our newly renovated, one bedroom cottage is situ ...
From $305 per night (USD)VRBO
From $282 per night (USD)Expedia
Frye Island 3br +Loft Home w\/Semi-Private Beach, Dock, & Mooring Across Street
- Bedrooms:
- 1
- Bathrooms:
- 4
- 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 $282 per night (USD)Expedia
From $222 per night (USD)VRBO
Newly Renovated Cottage in the Village area of Orr`s Island near the Scenic Cribstone Bridge
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Compass Rose! This newly renovated cottage is situated in the heart of the village area of Orr s Island. Walk ...
From $222 per night (USD)VRBO
From $540 per night (USD)Expedia
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 $540 per night (USD)Expedia
From $308 per night (USD)VRBO
2 Bedroom ranch located in the heart of Pine Point steps to white sandy beach.
- Bedrooms:
- 1
- Bathrooms:
- 3
- 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 $308 per night (USD)VRBO
From $184 per night (USD)Expedia
Sebago Lake Cottage on Raymond Cape
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Bunk House (450 ftsq). Built for our children and grand children visits. We added a 8 x 12 Screen Room on the front. ...
From $184 per night (USD)Expedia
From $837 per night (USD)VRBO
Old Port Penthouse Suite - Amazing Harbor Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2023 City of Portland Registration #20182242-ST Fall in love with Portland in your very own private, top-floor penthous ...
From $837 per night (USD)VRBO
From $296 per night (USD)Expedia
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 $296 per night (USD)Expedia
From $948 per night (USD)VRBO
Waterfront Two Master Suite Penthouse with Rooftop
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
2023 City of Portland Registration #20185280-ST Top-floor penthouse unit in historic 19th century brick building with mo ...
From $948 per night (USD)VRBO
From $859 per night (USD)Expedia
Penthouse Two Master Waterfront Suite with Rooftop
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
2023 City of Portland Registration #20185280-ST Back-to-front top-floor penthouse suite with modern amenities, exposed b ...
From $859 per night (USD)Expedia
From $1008 per night (USD)VRBO
Downtown Penthouse Suite - Stunning Harbor Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2023 City of Portland Registration #20182242-ST Fall in love with Portland in your very own private, top-floor penthous ...
From $1008 per night (USD)VRBO
From $334 per night (USD)Expedia
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 $334 per night (USD)Expedia
From $794 per night (USD)VRBO
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)VRBO
From $207 per night (USD)Expedia
Cozy Point Sebago Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Vacationland Maine! Our clean and comfortable 3 BR cottage in Point Sebago is the perfect destination for a f ...
From $207 per night (USD)Expedia
From $832 per night (USD)VRBO
The Perfect Maine Vacation House
- Bedrooms:
- 3
- Bathrooms:
- 6
- 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 $375 per night (USD)Expedia
Lakefront haven near Shawnee-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 for families or a friendly gathering, boasting 3 ...
From $375 per night (USD)Expedia
From $3194 per night (USD)VRBO
5STAR Professionally cleaned rustic lakefront luxury-We’ll take good care of you
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 22
NOW BOOKING 2024-25 SEASONS! PERFECT FOR MICRO WEDDINGS AND INTIMATE CELEBRATIONS! SHILOH VILLA OFFERS PROFESSIONALLY ...
From $3194 per night (USD)VRBO
From $390 per night (USD)Expedia
Rudman's Retreat. Deep waterfront 2 Bedroom home with spectacular sunset views.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located near the south end of Bailey Island, this comfortable custom-built year-round home sits along the coast with a w ...
From $390 per night (USD)Expedia
From $295 per night (USD)VRBO
Cheerful Single Level Home w\/ Shared Beach on Sebago Lake!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Cozy cottage just completely renovated, with sandy beach access and fourwheeling trails, available for rent. House righ ...
From $295 per night (USD)VRBO
From $295 per night (USD)Expedia
Newly Updated 2-Story Home w\/ Shared Beach on Sebago Lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful vacation home available for rent. Cottage right next door also for rent if you need more space (51 Ossippee S ...
From $295 per night (USD)Expedia
From $518 per night (USD)VRBO
Log Sided Bridgton Home Close to Skiing and Lakes
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Located 7 minutes from Shawnee Peak, this home is an excellent location for skiers and is just 40 minutes to North Conwa ...
From $518 per night (USD)VRBO
From $307 per night (USD)Expedia
Cozy Knights Hill Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Come enjoy the beautiful foliage this fall! Only 10 miles from the Fryeburg Fair. Silent Night is a stunning vacation re ...
From $307 per night (USD)Expedia
From $284 per night (USD)VRBO
Welcome to Happy Place on Peaks Island
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Immerse yourself in a historic 1890s cottage that blends vintage charm with modern comfort. This year-round retreat offe ...
From $284 per night (USD)VRBO
From $239 per night (USD)Expedia
Picturesque Victorian Cottage on Merriconeag Sound
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Originally built in 1889, this three bedroom cottage is right on the ocean overlooking a pebbly beach, with beautiful vi ...
From $239 per night (USD)Expedia
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 $269 per night (USD)Expedia
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 $269 per night (USD)Expedia
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 $507 per night (USD)Expedia
Peaks Island Cottage with beautiful view of Whitehead passage
- Bedrooms:
- 2
- 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 $507 per night (USD)Expedia
From $361 per night (USD)VRBO
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 ...
From $361 per night (USD)VRBO
From $186 per night (USD)Expedia
Charming waterfront cottage with large yard
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 6
Spacious home with a fully furnished kitchen. We are located on a quiet peninsula on Harpswell Sound, with a beautiful ...
From $186 per night (USD)Expedia
From $459 per night (USD)VRBO
Historic West End Neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Third Floor home of a 2 residence home. 3 bedrooms include a master with CA King temperpedic bed, 2nd BR has a Queen si ...
From $459 per night (USD)VRBO
From $436 per night (USD)Expedia
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 $436 per night (USD)Expedia
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 $614 per night (USD)Expedia
Waterfront on Harpswell Sound-3 bedrm-private setting with float. Sunset views
- Bedrooms:
- 2
- Bathrooms:
- 4
- 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 $614 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)Expedia
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)Expedia
From $236 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 $236 per night (USD)VRBO
From $661 per night (USD)Expedia
Atlantic Ocean Views, Private Beach. Newly Built Home Close To Portland, Maine!
- Bedrooms:
- 4
- 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 $661 per night (USD)Expedia
From $382 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 $382 per night (USD)VRBO
From $207 per night (USD)Expedia
Quaint Guest Cottage Overlooking Potts Harbor
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Leave the stresses of everyday life behind and enjoy a relaxing vacation along the beautiful Maine coast, where the slog ...
From $207 per night (USD)Expedia
From $245 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 $245 per night (USD)VRBO
From $618 per night (USD)Expedia
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 $618 per night (USD)Expedia
From $360 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 $360 per night (USD)VRBO
From $250 per night (USD)Expedia
Lake Community Activities and Relaxation! Single Family Home in Bridgton
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Bridgton - an all-year playground! This renovated three bedroom, two bath home is in the family-friendly, Kn ...
From $250 per night (USD)Expedia
From $868 per night (USD)VRBO
Paradise On Brandy Pond - Sleeps 8 - 10. Booking for 2025 now!!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to our beautiful home in scenic Naples, Maine. It offers a large, newly renovated kitchen, dining room, family ...
From $868 per night (USD)VRBO
From $409 per night (USD)Expedia
Lake\/Mountain View-Highland Lake Waterfront 3 Bedroom Cottage
- Bedrooms:
- 2
- 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)Expedia
From $520 per night (USD)VRBO
Swim spa under the starry night with pool\/hot tub\/sauna
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Dreams do come true! Stay here and experience the pleasure of your own private Solar powered and Eco friendly spa reso ...
From $520 per night (USD)VRBO
From $301 per night (USD)Expedia
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 $301 per night (USD)Expedia
From $481 per night (USD)VRBO
Privacy and Tranquility - Lakefront Getaway
- Bedrooms:
- 1
- Bathrooms:
- 4
- 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 $481 per night (USD)VRBO
From $281 per night (USD)Expedia
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 $281 per night (USD)Expedia
From $319 per night (USD)VRBO
Peaks Island, easy to get to and harder to leave
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Peaks Island, easy to get to and harder to leave, is a wonderful place to spend time with your family. Our 2BR/1BA cott ...
From $319 per night (USD)VRBO
From $501 per night (USD)Expedia
Point Sebago Resort. 3bd 3b.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Like new three bed three bath at Point Sebago resort, with large wrap around porch, three seasons porch, fire pit and ga ...
From $501 per night (USD)Expedia
From $327 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 $327 per night (USD)VRBO
From $534 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 $534 per night (USD)Expedia
From $1536 per night (USD)VRBO
Family Tides by Bayley Vacation Rentals
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
**This rental is brought to you by Bayley Vacation Rentals!** Family Tides is a uniquely beautiful retreat. Open living ...
From $1536 per night (USD)VRBO
From $275 per night (USD)Expedia
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 $275 per night (USD)Expedia
From $272 per night (USD)VRBO
4 bdrm, 2 bath, cozy Chalet with Long Lake access in Harrison, Maine
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
4 bedroom winterized Cabin with deck that sleeps 9 comfortably with a shared 400 foot shoreline on Long Lake in Harrison ...
From $272 per night (USD)VRBO
From $571 per night (USD)Expedia
Beautiful waterfront log cabin on pristine Maine lake
- Bedrooms:
- 3
- Bathrooms:
- 4
- 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)Expedia
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 $350 per night (USD)Expedia
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 $350 per night (USD)Expedia
From $741 per night (USD)VRBO
Absolutely Breathtaking Direct Oceanfront Cottage ~ Perfect Location!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
SPRING SPECIAL!!! - book our cottage for a minimum of 3 days starting before June 12 and receive a free Ferry Vehicle ...
From $741 per night (USD)VRBO
From $719 per night (USD)Expedia
Classic oceanfront cottage and cabin on stunning 8 acres with sunset water views
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Beautiful family cottage with additional separate cabin adjacent to a fishing harbor on Casco Bay. Stunning views and na ...
From $719 per night (USD)Expedia
From $198 per night (USD)VRBO
Adorable cottage with million dollar view and short walk to stunning beach.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
If you grew up experiencing summers on the Maine coast, our cottage will bring you back in time. Our cottage offers a m ...
From $198 per night (USD)VRBO
From $431 per night (USD)Expedia
\"THE CALLING LOON\". A sunny 5 bedroom, 2 bath house on Crystal Lake! Sleeps 9.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 9
**** FROM JUNE 22nd. TO AUGUST 23rd IN 2025 ONLY, RESERVATIONS MUST BE SUNDAY TO SUNDAY**** THE CALLING LOON on Crystal ...
From $431 per night (USD)Expedia