Cumberland Area Rentals
From $2519 per night (USD)VRBO
Oceanfront & Panoramic Views at Higgins Beach
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 17
This spectacular new property sits ocean front with breathtaking, panoramic views from almost every room. Enjoy four flo ...
From $2519 per night (USD)VRBO
From $390 per night (USD)VRBO
Waterfront Main House & Guest Cottage- Casco Bay, So. Harpswell.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
PLEASE READ ALL THESE DETAILS CAREFULLY. Minimum stay is 3 nights. The cottages are completely furnished except Rent ...
From $390 per night (USD)VRBO
From $319 per night (USD)VRBO
Spectacular 8 Acre Oceanfront Property with Beautiful Sunsets
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Your cozy “bungalow” is part of an incredible 8-acre private estate with a private beach, walking trails, cliff views, a ...
From $319 per night (USD)VRBO
From $2241 per night (USD)VRBO
Oceanfront Estate - Heated Pool - Hot Tub - Acre of Land
- Bedrooms:
- 5
- Bathrooms:
- 10
- Sleeps:
- 24
Oceanfront estate with over an acre of direct oceanfront on Grand Beach in Scarborough. 5,600 square foot home with Ten ...
From $2241 per night (USD)VRBO
From $862 per night (USD)VRBO
Long Lake, Harrison, Naples, Bridgton, Windham, Sebago Lake
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Spacious, 5 bedroom House, in the heart of the Lakes Region. The home has large kitchen, living room with fireplace(fire ...
From $862 per night (USD)VRBO
From $449 per night (USD)Expedia
Steps from the beach on Sebago Lake Basin
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to “Hoot Mon” Lake House! Hoot Mon Lake House is located in North Windham, Maine, an easy 30 minute drive from P ...
From $449 per night (USD)Expedia
From $715 per night (USD)VRBO
Newly built 5 bedrooms with great water/marsh views, Central air, Pickleball
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Summer Place II at Pine Point is newly built 5 bedrooms 3.5 baths that sleeps 12 very comfortably. 1st floor has a large ...
From $715 per night (USD)VRBO
From $1259 per night (USD)Expedia
Lovely Cape Elizabeth Family Home 3 to 5 miles to Portland & Beaches 3,700sf A/C
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
CENTRAL-AIR-CONDITIONING. Lovely coastal Maine cottage-style home in Cape Elizabeth with a bright and open floor plan. O ...
From $1259 per night (USD)Expedia
From $394 per night (USD)VRBO
Peaks Cottage: Modern amenities, island charm, steps to shore
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Adorable almost new Peaks Island cottage. Three bedrooms, open kitchen, living area with awesome, comfortable window sea ...
From $394 per night (USD)VRBO
From $706 per night (USD)VRBO
Private Water Access and Dock, Amazing Sunsets and Ocean Views in Historic House
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 14
Our family house, 'Treetops' sits on a hill overlooking the ocean and Harpswell Sound which is part of Casco Bay. Wit ...
From $706 per night (USD)VRBO
From $704 per night (USD)VRBO
The Waterfront Deckhouse-Pine Point Beach Waterfront Property
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The property is located in the waterfront Pillsbury Shores area of Pine Point. It has a corner scenic view of the sunris ...
From $704 per night (USD)VRBO
From $580 per night (USD)VRBO
GREAT LOCATION IN PINE POINT NICE 4 bedrooms 4 baths, sleeps 10, Central Air
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Summer Place is an exciting newly renovated beach house that brings the old and new together with 9'6" high bead board c ...
From $580 per night (USD)VRBO
From $1015 per night (USD)VRBO
Breathtaking Views, Amazing Waterfront Lakehouse, 100' of Private Sandy Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
There are four bedrooms, starting with the master which includes a king size bed, AC, full bathroom, walk-in closet, and ...
From $1015 per night (USD)VRBO
From $1232 per night (USD)VRBO
Spacious Luxury Retreat on 2 Acres - Beach, Dock, Kayaks & A/C
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to Sebago Retreat, a haven of tranquility nestled along the serene Peninsula Canal on Sebago Lake in Standish, M ...
From $1232 per night (USD)VRBO
From $882 per night (USD)VRBO
Spacious 4 Bedroom Waterfront Home on Moose Pond/Lake & Pleasant Mountain
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Kid friendly, 3 level, all-season lakeside resort home has water-front views with a sandy beach for swimming just a few ...
From $882 per night (USD)VRBO
From $685 per night (USD)VRBO
Brand New 6 Bedrooms, 5.5 baths, with water views, sleeps 18
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 18
All the amenities needed for a great, pleasing and comfortable vacation. Central air conditioning, gas stone fireplace, ...
From $685 per night (USD)VRBO
From $856 per night (USD)VRBO
Three Bedroom Ocean Home At Scarborough Beach On Prouts Neck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Well appointed, fully furnished with dishes, linens, Internet and t.v. Also has a large multi purpose room. Also equip ...
From $856 per night (USD)VRBO
From $903 per night (USD)Expedia
Songo River Lodge: A retreat with access to Sebago Lake, Brandy Pond, Long Lake.
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 15
Large Lodge with 6 bedrooms, 3 baths, 2 living rooms, 1w/ a wood stove & 2nd w/ fireplace, large screened rec room w/pin ...
From $903 per night (USD)Expedia
From $458 per night (USD)VRBO
Family & dog friendly historic 4BR farmhouse near Sebago Lake w/ boat launch!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
"The Farmhouse" has been in our family since it was built 236 years ago and has been home to nine generations. It has be ...
From $458 per night (USD)VRBO
From $412 per night (USD)Expedia
Pleasant Mountain Condo Ski in Ski out
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Pleasant Mountain Ski In Ski Out Condo (formerly Shawnee Peak) Enjoy the luxury of being slopeside at our beautiful, 3 ...
From $412 per night (USD)Expedia
From $686 per night (USD)VRBO
Eagles Nest Preserve Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled on 8 acres overlooking Casco Bay, the cottage has 1 bedroom, 1 bathroom and amazing water views. The guest house ...
From $686 per night (USD)VRBO
From $280 per night (USD)Expedia
GREAT Newly Renovated Sebago Lake- short walk to Nason`s beach🏠🏖🚗
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located on the West Side of Sebago Lake, in the town of Sebago just short walk from Nasons Beach. You're sure to find ...
From $280 per night (USD)Expedia
From $909 per night (USD)VRBO
8 acres overlooking casco bay
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Nestled on 8 acres overlooking Casco Bay, the Stone Isle guest house has 2 bedrooms, 1 bathroom and amazing water views. ...
From $909 per night (USD)VRBO
From $734 per night (USD)VRBO
Quiet Cove On Pristine Sebago Lake, 5 BR, Beach, Dock
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Beautiful year round home with 2 bedrooms on main floor, open kitchen, living room, office, laundry,and full bath. Lowe ...
From $734 per night (USD)VRBO
From $403 per night (USD)VRBO
Assoc beach, Lakes, Naples Causeway, restaurants, shops, boat- jet ski rentals.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Location, Location, Location: This Unique Caboose style Park home is centrally located in the beautiful and picturesque ...
From $403 per night (USD)VRBO
From $893 per night (USD)VRBO
Beautiful, Private Lakefront Home on Crescent Lake in Raymond, Maine
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
3 Large Bedroom, 3 Bathroom, Sleeps 8+ on peaceful lake in the Sebago Lakes Region 1st floor has bedroom with Queen and ...
From $893 per night (USD)VRBO
From $660 per night (USD)VRBO
Waterfront log cabin nestled in the woods providing unparalleled privacy
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Enjoy your Maine vacation in this traditional waterfront log cabin. The summer home for one of the area's shipbuilding ...
From $660 per night (USD)VRBO
From $773 per night (USD)VRBO
Attractive Oceanfront Home in Harmonious and Tranquil Setting , Brunswick,ME
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Attractive Oceanfront Home in a Peaceful Cove — Brunswick, Maine Welcome to your coastal Maine getaway, a peaceful cove ...
From $773 per night (USD)VRBO
From $870 per night (USD)VRBO
A Waterfront Retreat with Private Deep Water Dock. Dogs allowed upon request
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Tucked away on a private 1.5 acre property, this beautiful oceanfront retreat, just across the Cousins Island bridge, is ...
From $870 per night (USD)VRBO
From $573 per night (USD)Expedia
Spectacular waterfront home with panoramic views on 4 private acres !
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
3 beds and 2 baths home with modern gourmet kitchen on 4 private waterfront acres. This quintessential Maine home is nam ...
From $573 per night (USD)Expedia
From $496 per night (USD)VRBO
Fresh East End Apartment Walkable to Downtown Portland
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Kick back on the glossy green Chesterfield at this sunlit, loft-style retreat in Munjoy Hill with open shelving bursting ...
From $496 per night (USD)VRBO
From $533 per night (USD)VRBO
Family Friendly, Secluded and Peaceful Beachfront Home with Beautiful Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This house is on a peninsula, on Raymond Cape, in the middle of beautiful Sebago Lake. It sits on cove side making for a ...
From $533 per night (USD)VRBO
From $354 per night (USD)VRBO
Discover the Perfect Maine Escape on Long Lake, Bridgton. The Way Life Should Be
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled among the trees on beautiful Long Lake, this recently renovated cabin offers the very best of Maine living in Br ...
From $354 per night (USD)VRBO
From $420 per night (USD)Expedia
Peaceful Lakefront 3 bedroom Cottage On Quiet Forest Lake
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Comfortable cottage situated in a quiet area right at the waters edge! Bring your family and make some memories. You’l ...
From $420 per night (USD)Expedia
From $384 per night (USD)VRBO
Small Cottage just steps away from Sebago Lake
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
OCCUPANCY LIMIT 4 - ( 4 Day Guests) - SEBAGO LAKE ACCESS.This rustic little camp will help make big memories of your st ...
From $384 per night (USD)VRBO
From $965 per night (USD)VRBO
Waterfront Island Getaway w/two cottages perfect for Multiple or Large Families
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 14
Cindy's Place is a hidden gem located on the rocky shoreline of Peaks Island overlooking the Casco Bay and the Portland ...
From $965 per night (USD)VRBO
From $174 per night (USD)VRBO
Henry's HideaWay Harpswell
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
2 Person efficiency cottage in historic Harpswell. Saturday to Saturday rental only. Not shore front but is a short walk ...
From $174 per night (USD)VRBO
From $364 per night (USD)VRBO
Sebago Waterfront Naples Maine--Dog Friendly-Sleeps 10
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Our Home is located on beautiful Lake Sebago Cove in Naples, Maine. It sleeps 10 with 2 overnight guests. Large 85 plus ...
From $364 per night (USD)VRBO
From $491 per night (USD)VRBO
Spacious country house near lakes and skiing, convenient to downtown Bridgton.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Come enjoy everything the beautiful Lakes Region has to offer! Skiing, hiking, boating, shopping, and more. Downtown Bri ...
From $491 per night (USD)VRBO
From $836 per night (USD)VRBO
Highland Lake House - Epic Lake Views, Easy Lake Access, Fully Appointed Home!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Highland Lake House is a rare example of a private lakeside retreat, sited on level, natural terrain with over 250' of w ...
From $836 per night (USD)VRBO
From $1237 per night (USD)VRBO
Beautiful Lakefront 6 bedroom home in Bridgton Maine on Highland Lake!
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 15
Beautiful Lakefront home in Bridgton Maine on Highland Lake! Gorgeous 6 Bedroom home that has been stunningly renovated ...
From $1237 per night (USD)VRBO
From $1036 per night (USD)Expedia
Amazing Views, and Comfortable Spaces in this Well Appointed Island Home
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
The well-appointed Captain Lawrence E. Johnson House is available for weekly rentals during the summer season and two-ni ...
From $1036 per night (USD)Expedia
From $401 per night (USD)VRBO
Brunswick Downtown Sugar Cube next to Bowdoin
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
his is another bright and beautiful apartment @ Page St/Maine St, if you want to be in downtown Brunswick, if you want t ...
From $401 per night (USD)VRBO
From $401 per night (USD)Expedia
Downtown Brunswick New Look Old Charm Next to Bowdoin
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
his is another bright and beautiful apartment @ Page St/Maine St, if you want to be in downtown Brunswick, if you want t ...
From $401 per night (USD)Expedia
From $1437 per night (USD)VRBO
Classic Maine cottage set on its own peninsula with stunning views
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Uniquely set on its own peninsula, rests this classic Maine Cottage offering meticulously maintained grounds, a ramp and ...
From $1437 per night (USD)VRBO
From $1357 per night (USD)VRBO
Brand new year-round oceanfront home with beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
You will find the best of coastal Maine right here at the tip of Potts Point. New construction completed July 2019. This ...
From $1357 per night (USD)VRBO
From $988 per night (USD)VRBO
Kayak, swim, fish, walk to restaurants, breweries, 19 min to Old Port
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 20
Seven house kayaks are waiting for you to take them down to our dock on the Presumpscot river. Visit Portland then rela ...
From $988 per night (USD)VRBO
From $737 per night (USD)Expedia
Large, light filled 4 bedroom house - walk to ocean and ferry
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Heron's Perch on Peaks' Island has space to hold everyone and cozy spots to curl up on your own. Just steps to the marke ...
From $737 per night (USD)Expedia
From $716 per night (USD)VRBO
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Open the door and enter a large, high ceilinged, energy efficient, charming home with wonderful water views of the islan ...
From $716 per night (USD)VRBO
From $478 per night (USD)Expedia
Sunny Modern Oasis in Portland’s Trendy East End
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Escape to this brand new modern space with views of the back cove and skyline. Walk to award winning restaurants, one o ...
From $478 per night (USD)Expedia
From $558 per night (USD)VRBO
Shorefront Peabody Pond
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
PEABODY POND SHOREFRONT LIMIT 8 - NO PETS DUE TO ALLERGIES. NO SMOKING. Comfortable 2+ bedroom cottage on peaceful Peab ...
From $558 per night (USD)VRBO
From $1045 per night (USD)Expedia
Frye Island Paradise - Renovated cabin on Sebago Lake - Just a ferry ride away
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Beautiful Log Cabin, built in 2006, situated on the one of the cleanest lakes in New England, Sebago Lake, in Maine. 4 B ...
From $1045 per night (USD)Expedia
From $400 per night (USD)VRBO
Panoramic Views & Crashing Waves
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Direct ocean front apartment. Only 20 steps to the sand. 2 br/one with twin beds and one with a queen size bed. (sleeps4 ...
From $400 per night (USD)VRBO
From $416 per night (USD)Expedia
On the Rocks - One-of-a-kind setting on the Reversing Falls of Basin Point!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to On the Rocks, offering a one-of-a-kind setting on the Reversing Falls of Basin Point! This one bedroom, one b ...
From $416 per night (USD)Expedia
From $788 per night (USD)VRBO
Amazing Oceanfront Private Cottage Deep H2O Dock
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Thinking about a getaway in Maine on the ocean? Look no further! You will love the unobstructed panoramic views across Q ...
From $788 per night (USD)VRBO
From $992 per night (USD)Expedia
Dramatic Oceanfront House w/ Private Swimming Cove & Dock
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 10
Sweeping Ocean Views from Three Suites, Private Swimming Cove and Dock Gather your family and friends for an authentic ...
From $992 per night (USD)Expedia
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Enjoy breathtaking sunsets from this newly renovated studio on Bailey Island
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Perched overlooking Merriconeag Sound, this newly renovated studio apartment offers an elevated deck to watch the breath ...
Click For PricingVRBO
From $1484 per night (USD)VRBO
Exceptional, classic Lakefront House on Big Sebago Lake
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
View the sunset overlooking Sebago Lake from your own private dock! This stunning 4 bedroom 2.5 bathroom, lakefront hom ...
From $1484 per night (USD)VRBO
From $283 per night (USD)VRBO
West End 2nd Floor Apartment 762 Congress Street
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Regards, Brad 203-258-1301 [email protected] STHR-002903-2021 This is a furnished second-floor apartment loc ...
From $283 per night (USD)VRBO
From $986 per night (USD)VRBO
Spacious waterfront home on Casco Bay
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Are you looking to relax or for a great place to go with your pets? This house is at the end of the road, a peaceful and ...
From $986 per night (USD)VRBO
From $405 per night (USD)VRBO
Summers in Maine.... Whip O'Will Lake House on Sabbathday Lake in New Gloucester
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Located directly on the coast is this enchanting two-bedroom getaway house in New Gloucester. Nestled just a 19-minute d ...
From $405 per night (USD)VRBO
From $1187 per night (USD)VRBO
Gorgeous Home with Lake Views to Match
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This spectacularly designed modern Maine home has everything for your getaway, and then some: lakefront living, open-con ...
From $1187 per night (USD)VRBO
From $1350 per night (USD)VRBO
Spectacular Oceanfront House on Maine Coast
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 10
This is a spectacular summer house on the Maine coast with 180 degree view of ocean. The house, built in 1902, has tre ...
From $1350 per night (USD)VRBO
From $804 per night (USD)VRBO
The Captain York House
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 12
The Historic Captain York House in a unique New England home that was originally one home built along side another. Thi ...
From $804 per night (USD)VRBO
From $188 per night (USD)VRBO
HARPSWELL MAINE - The Cottage @ AshPoint
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
ABOUT THE ACCOMODATIONS: In an ideal location on the Mid Coast of Maine, lies The Cottage @ AshPoint. This home away ...
From $188 per night (USD)VRBO
From $801 per night (USD)VRBO
Enjoy Sweeping Waterfront View, Watch Lobster Boats from Porch
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
We close up the cottage during the winter months. Available May 1 - Columbus Day. One-week minimum, Saturday - Saturday ...
From $801 per night (USD)VRBO
From $537 per night (USD)VRBO
Private and Quiet Lakefront Unit With Private Beach & Dock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful, air-conditioned, townhouse set on private sandy beach of Long Lake in Bridgton, Maine. Modern 4 BR, 3 1/2 bat ...
From $537 per night (USD)VRBO
From $685 per night (USD)VRBO
Luxury Pleasant Mountain Townhouse across from Moose Pond
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Vacation in Maine at this beautiful condo townhouse. Located on Pleasant Mountain across from Moose Pond, enjoy hiking, ...
From $685 per night (USD)VRBO
From $537 per night (USD)VRBO
Weekly Discounts Charming Beach House at Pine Point straight walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Location Location Location!!! This newly renovated charming beach house provides the best of everything the Sou ...
From $537 per night (USD)VRBO
From $629 per night (USD)VRBO
Your own private sandy beach, new whole house AC, serene quiet locale
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Your own private sandy beach (no rocks) on clean, highly-rated 1-mile long Raymond Pond. Lake quality ratings per Lakeso ...
From $629 per night (USD)VRBO
From $391 per night (USD)VRBO
Stunning Ocean Views From This Peaks Island Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Completely remodeled classic Peaks Island home with stunning Atlantic Ocean white water views. Welcome to the newly reno ...
From $391 per night (USD)VRBO
From $267 per night (USD)Expedia
Location, location! Prime- West End Studio. Walkable to entire city!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Location, location, location! If you’re looking for the perfect home base to experience everything Portland has to offer ...
From $267 per night (USD)Expedia
From $857 per night (USD)VRBO
Spacious West End Retreat, 3BR/2BA, Walk Everywhere + Private Deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Serene and spacious, this historic but modernized home blends natural textures and calming tones to create a unique re ...
From $857 per night (USD)VRBO
From $2588 per night (USD)Expedia
Art Filled East End Home a short walk to waterfront, restaurants and shops
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Exquisitely decorated, art-filled home on Portland's highly sought after East End. Stunning water views from the master ...
From $2588 per night (USD)Expedia
From $2877 per night (USD)VRBO
THE LIGHTSHIP ON MOOSE POND & PLEASANT MOUNTAIN - Sleeps 30!
- Bedrooms:
- 5
- Bathrooms:
- 12
- Sleeps:
- 30
A lakeside retreat sleeping 30 adults! This property provides a spacious private waterfront including a smooth, sandy en ...
From $2877 per night (USD)VRBO
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Beautifully Spacious with Charm
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Weekends are 2 night minimum. Beautiful spacious place located 9 minutes from downtown Portland. The property is a resto ...
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From $329 per night (USD)VRBO
Wooded Highland Lake Waterfront Cabin - Great Beach and Dock
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Relax in our charming 2 bedroom 'Maine Camp' lakefront cottage, which sits on 1 and 1/2 heavily wooded and secluded acre ...
From $329 per night (USD)VRBO
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Full Moon on the Harraseeket, Freeport, Maine
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the Fish House; a small home on the Harraseeket River, near South Freeport Harbor that comes well stocked and ...
Click For PricingExpedia
From $683 per night (USD)VRBO
Closest Lakefront Log Cabin with Stunning Views & Expansive Private Lawn
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
WHY GUESTS LOVE THIS CABIN • One of the closest true log homes to the water, offering breathtaking panoramic lake views ...
From $683 per night (USD)VRBO
From $439 per night (USD)VRBO
Lakeside cottage, pretty view of Trickey Pond. #gladview#trickeypond
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Open concept living/dining area w/cathedral ceiling overlooking the water with stunning sunrise views. Beautiful rustic ...
From $439 per night (USD)VRBO
From $371 per night (USD)VRBO
Cozy Log Cabin Retreat in Bridgton, Maine – Sleeps 8
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Cozy Log Cabin Retreat in Bridgton, Maine – Sleeps 8 Escape to our charming log cabin, nestled on a peaceful, tree-fill ...
From $371 per night (USD)VRBO
From $670 per night (USD)Expedia
Sunsets await you! Boat Mooring! Game room for everyone to have fun!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Why Do Families Choose Jordan Bay Breeze for their Summer Vacation? Don’t just take our word for it—check out our guest ...
From $670 per night (USD)Expedia
From $711 per night (USD)VRBO
Sebago Lake • Sleeps 15 • Private Waterfront/Dock • Family-Friendly • 6BD/3.5BA
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 15
Baldwin Lodge is a classic Maine lakefront (across the street) home on Sebago Lake designed for families. With space for ...
From $711 per night (USD)VRBO
From $388 per night (USD)VRBO
Lakefront modern house--privacy, deck, screened porch; dock & fireplace sleeps 8
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Modern house in Casco, ME has view of Parker Pond & 160 ft. of waterfront. Lake is clear, clean and perfect for swimming ...
From $388 per night (USD)VRBO
From $252 per night (USD)VRBO
Charming Maine cottage overlooking the working waterfront.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Drake! Looking for a romantic couple's getaway? Drake is a charming, newly remodeled one-bedroom cottage nes ...
From $252 per night (USD)VRBO
From $788 per night (USD)VRBO
Private Beach with the best views on Long Lake!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Jamieson Pines is located right in the heart of Maines Lake Region. Placed on a peninsula of a natural sand bar, you wil ...
From $788 per night (USD)VRBO
From $412 per night (USD)VRBO
Classic Island Cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious, charming 1896 cottage at the top of quiet, magical footpath. Has a secluded, peaceful feel but is only a 2-3 ...
From $412 per night (USD)VRBO
From $293 per night (USD)Expedia
a rustic log cabin
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
We are located on beautiful Big Sebago Lake in Raymond, Maine. The property is on a double lot with approximately 150 f ...
From $293 per night (USD)Expedia
From $499 per night (USD)VRBO
WATERFRONT, deep water dock, secluded property with amazing views and nature
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Exceptional property: Oceanfront Private guest house on 4 acre estate. Our peninsula has 2 secluded coves on either side ...
From $499 per night (USD)VRBO
From $295 per night (USD)VRBO
Spend a relaxing time on Orr's Island
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 4
The Bea House is a spacious 4 bedroom Dutch Colonial style home located on Harpswell Sound at the southerly end of Orr's ...
From $295 per night (USD)VRBO
From $776 per night (USD)VRBO
Executive Home on Scarboro Beach, Vacation or Turn Work into A Vacation
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Furnished, well-appointed, spacious 3800 sq foot “executive home” on exclusive Scarborough Beach. The beach is a one-min ...
From $776 per night (USD)VRBO
From $840 per night (USD)VRBO
Spacious Charming Remodeled Pine Point Beach House Steps to Sandy Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Beautiful Pine Point beach and Maine's famous 7 miles of sandy beach is just a 4-minute leisurely walk from our quiet, f ...
From $840 per night (USD)VRBO
From $241 per night (USD)VRBO
Charming Peaks Island Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
City of Portland license # STHR 000153 2021 Located in a quiet island neighborhood, this one bedroom, open concept cott ...
From $241 per night (USD)VRBO
From $459 per night (USD)Expedia
Johnson Homestead. One level living, ocean view with semi-private beach access.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The Johnson Homestead is located on the south end of Bailey Island looking out at the entrance to Mackerel Cove. With on ...
From $459 per night (USD)Expedia
From $726 per night (USD)VRBO
Oceanfront Cottage with Spectacular Views of Casco Bay
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront cottage with spectacular views of Casco Bay available for weekly rental June through September. Just 30' fr ...
From $726 per night (USD)VRBO
From $642 per night (USD)Expedia
The best place for the money!!!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Heart of the West End, which is on the peninsula and part of the downtown. Quiet neighborhood, but nice bars and restaur ...
From $642 per night (USD)Expedia
From $1189 per night (USD)VRBO
Adorable Beach House Across the Street From Beach!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Time for a beach vacation! Cozy home right across the street from Pine Point! Stroll the seven miles of quiet, sandy, ...
From $1189 per night (USD)VRBO
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Private Ocean Front property with bathing cove and deep water swimming
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Check THIS one out! What a spot! Situated almost at the tip of the peninsula Gun Point on Great Island, this location ...
Click For PricingExpedia
From $1009 per night (USD)VRBO
Amazing Ocean Views. Steps To The Beach & Fantastic Restaurants.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to your perfect Maine beach getaway! This historic home, built in 1875 has been updated throughout, and has brea ...
From $1009 per night (USD)VRBO
From $1245 per night (USD)VRBO
Pine Point Beach House
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 16
Our duplex beach house is located on Maine's famous 7 miles of Sandy Beach Pine Point and is just a 3-4 minute leisurely ...
From $1245 per night (USD)VRBO