Cumberland Area Rentals
From $287 per night (USD)VRBO
SEBAGO LAKE SHOREFRONT WITH DOCK
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
OCCUPANCY LIMIT 6 - SEBAGO LAKE SHOREFRONT. Maine Log Cabin located on the west shore of Sebago Lake. Pine paneled livi ...
From $287 per night (USD)VRBO
From $727 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 $727 per night (USD)VRBO
From $659 per night (USD)VRBO
Newly Renovated 2nd Floor Apt near USM
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This gorgeous apartment features 3 bedrooms plus a bonus room off master bedroom, one with king size bed, two queen size ...
From $659 per night (USD)VRBO
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Classic New England Waterfront Cottage
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 12
Our beach house is a classic, turn of the century beach front cottage nestled on Pine Point Beach. It’s been in our fami ...
Click For PricingExpedia
From $467 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 $467 per night (USD)VRBO
From $313 per night (USD)VRBO
Waterfront Camp on Sebago Lake!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Waterfront cabin on Sebago Lake! Interior remodel was completed April 2023. The camp features a fully stocked kitchen, ...
From $313 per night (USD)VRBO
From $603 per night (USD)VRBO
TWO Waterfront Camps on Sebago Lake
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Newly remodeled waterfront cabins on Sebago Lake available for weekly rentals! Updates include new kitchen in the green ...
From $603 per night (USD)VRBO
From $209 per night (USD)Expedia
1200 Sq Ft ♦ West End Gem ♦ Perfect Location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy spacious accommodations and two floor living with 1200 square feet of living space. Walk to the local markets and ...
From $209 per night (USD)Expedia
From $784 per night (USD)VRBO
Private Beach Sunset Views Getaway on Sebago Lake
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Newly renovated lake front cabin / house with private beach and private dock, two person kayak, single person kayak and ...
From $784 per night (USD)VRBO
From $633 per night (USD)Expedia
Njoy Luxury - MUST experience this exclusive and stunning lakeview home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 15
Welcome to Luxury! Nested in Western Maine Lakes Region area, this magnificent 4500 sqft home is as comfortable as it is ...
From $633 per night (USD)Expedia
From $289 per night (USD)VRBO
The Nest ~ Quiet location close to shops, dining and Downtown Freeport.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Nest is a newly renovated apartment with attention to detail showing exposed beams, vaulted ceiling, and hardwood th ...
From $289 per night (USD)VRBO
From $353 per night (USD)VRBO
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 $353 per night (USD)VRBO
From $355 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 $355 per night (USD)VRBO
From $605 per night (USD)Expedia
2 Bedroom Apartment on Top Floor in Portland's West End
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Come stay in the heart of Portland's West End. Located just steps away from some of the best restaurants, cafes and bars ...
From $605 per night (USD)Expedia
From $436 per night (USD)VRBO
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 $436 per night (USD)VRBO
From $600 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 $600 per night (USD)VRBO
From $652 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 $652 per night (USD)VRBO
From $757 per night (USD)VRBO
Seaside 4 bed, 1 bath cottage- minutes to Portland
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 7
Beautiful, 4 bedroom, 1 bath seaside cottage in Falmouth, Maine just steps to the beach & Town Landing Market & 6 minute ...
From $757 per night (USD)VRBO
From $393 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 $393 per night (USD)VRBO
From $236 per night (USD)VRBO
Beautiful Cape Elizabeth Home just a Short Walk to the Beach & Restaurants!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 4
Welcome to your home away from home! This lovely four bedroom, two bathroom multi-level home has been newly renovated, f ...
From $236 per night (USD)VRBO
From $661 per night (USD)VRBO
Brand New Lake Home with Great Sandy beach on Sebago’s Basin
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 11
Brand new (completely rebuilt in 2023, completion April 2024) 3 bedroom (including kids bunk room) and 3 bath w/ large k ...
From $661 per night (USD)VRBO
From $722 per night (USD)Expedia
Morningside. Waterfront, newly renovated, dock and float, Pet friendly!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Located on Gun Point Road in picturesque Harpswell, set back from the bustle of summer traffic, "Morningside" awaits yo ...
From $722 per night (USD)Expedia
From $669 per night (USD)VRBO
Highland Dream: All Season Beauty! 5BR/2BA, Lakefront, Stay and Play. 4 Season
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 12
If you’re looking for the perfect private getaway you found it here. Highland Dream is a 5 bedroom waterfront home featu ...
From $669 per night (USD)VRBO
From $262 per night (USD)VRBO
Juniper Cottage on Bailey Island – A Peaceful, Relaxing, CLEAN Vacation
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Juniper Cottage on Bailey Island is ready to be your oasis in the coming summer months. This charming shake shingle summ ...
From $262 per night (USD)VRBO
From $539 per night (USD)VRBO
Simonson Lakeside on Highland Lake
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This is the first level of our home on Highland Lake. The house has been in my family since 1954. In 1983, the first ...
From $539 per night (USD)VRBO
From $341 per night (USD)Expedia
Point Sebago Resort, 30 Purple Road, Walking distance to beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy an amazing family vacation at a lakeside cottage. Point Sebago Resort is a great family vacation spot with endles ...
From $341 per night (USD)Expedia
From $227 per night (USD)VRBO
Perfect spot for a couples get-away, ocean views from the balcony and sitting area
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Goldsmith Apartment! Escape to the serene beauty of coastal Maine at Goldsmith Apartment, a charming studio ...
From $227 per night (USD)VRBO
From $1287 per night (USD)Expedia
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 14
Welcome to your home away from home in Portland, Maine! This charming six-bedroom, three-bath Craftsman-style house offe ...
From $1287 per night (USD)Expedia
From $461 per night (USD)VRBO
Lakefront Cottage - private dock, large decks, large fire pit
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Your family and friends will love this lakefront retreat on the shores of Watchic Lake! Enjoy lazy afternoons on the wat ...
From $461 per night (USD)VRBO
From $935 per night (USD)Expedia
Sunrise Catcher with a Panoramic View!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy all that Maine has to offer in this 3900+sq ft contemporary home located on 180 ft of ocean front property. This ...
From $935 per night (USD)Expedia
From $389 per night (USD)VRBO
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy spacious accommodations and two floor living with 1200 square feet of living space. Amenities Include a well equip ...
From $389 per night (USD)VRBO
From $421 per night (USD)Expedia
Njoy Charm - Gorgeous Family and Pet Friendly Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
You will fall in love with this charming log sided chalet style home! Warm pine interior, large open concept living, won ...
From $421 per night (USD)Expedia
From $430 per night (USD)VRBO
Victorian architecture dipped in refined modernity. May-June-July special!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Aged and sturdy, yet eminently modernized, this two bedroom boutique loft is perfectly situated in the heart of Portland ...
From $430 per night (USD)VRBO
From $194 per night (USD)Expedia
Stunning - modern 2 bedroom Victorian mansion pad
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
If it isn't the ten feet ceilings or the humongous French doors complimented by the heated radiant floors or the cozines ...
From $194 per night (USD)Expedia
From $502 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 $502 per night (USD)VRBO
From $182 per night (USD)Expedia
Ultra cool new modern flat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
“This is the best basement apartment I have seen, wow!" This historic unique one of a kind 1600sqft boutique basement a ...
From $182 per night (USD)Expedia
From $643 per night (USD)VRBO
Spacious yet cozy 3 bedroom unit close to it all
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
The perfect place to drop after you shop! Groups of friends and families alike can comfortably sprawl out in our 3 bedro ...
From $643 per night (USD)VRBO
From $1324 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 $1324 per night (USD)Expedia
From $585 per night (USD)VRBO
Panoramic Sea Views • Oceanic Hot Tub • Epic Food Scene
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Minimum stay: 7 nights in Summer, 2 nights year round, and 3+ nights for holidays. Checkin 10a/checkout 4p (but not on S ...
From $585 per night (USD)VRBO
From $449 per night (USD)VRBO
Walk to beach! Three bedrooms! BOOK 2027 NOW
- 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 $449 per night (USD)VRBO
From $493 per night (USD)VRBO
Brand New 1 Bedroom Apartment in Portland
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Come and enjoy this fully remodeled 1 bedroom apartment located on the 2nd floor of a historic brownstone row house in P ...
From $493 per night (USD)VRBO
From $473 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. Large 3 floor, lakefront house, with a private dock and 8x8 float ...
From $473 per night (USD)VRBO
From $509 per night (USD)VRBO
Nature with in-town living that feels a world away. May-June-July special!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Immerse in the tranquility of nature while allowing your comfort be seduced by this architect's successful attempt at a ...
From $509 per night (USD)VRBO
From $871 per night (USD)VRBO
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 $871 per night (USD)VRBO
From $519 per night (USD)VRBO
Private Beach! Kayak, Swim, Fish! Hot Tub, Sauna & Boat Dock. Year-Round Fun!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
A private sandy beach is your backyard! Step outside to swim, boat, fish, or kayak on the lake. Relax in the hot tub and ...
From $519 per night (USD)VRBO
From $843 per night (USD)Expedia
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 $843 per night (USD)Expedia
From $498 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 $498 per night (USD)VRBO
From $231 per night (USD)Expedia
The Outlet House, Comfortable Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Conveniently and perfectly located! Our cottage is located on a quiet dead end street yet walking distance to shops, res ...
From $231 per night (USD)Expedia
From $363 per night (USD)VRBO
Beautiful Oceanfront Apartment, scenic views and water access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Truly get away from it all on Little John Island in Yarmouth, ME. Accessible by car from Cousins Island, Little John Isl ...
From $363 per night (USD)VRBO
From $1069 per night (USD)Expedia
Cabin on the Lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy the entire beautiful Cabin tucked away on Crystal Lake with a fireplace! You will have water views from our large ...
From $1069 per night (USD)Expedia
From $472 per night (USD)VRBO
LOVELY, LUXURY, NEW BIG SEBAGO HOUSE, WATER ACCESS, INCLUDES DOCK & MOORING
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
NEW CONSTRUCTION BEAUTIFUL SEBAGO LAKE HOUSE, SLEEPS 6 WITH DOCK AND MOORING. 2 FULL BATHS. GAS FIREPLACE. HEAT PUMPS FO ...
From $472 per night (USD)VRBO
From $361 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 $361 per night (USD)VRBO
From $581 per night (USD)VRBO
Breathtaking Lake Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Take the ferry across to this waterfront, 4 bedroom (1 is a sunroom with a pullout couch) 2 bath home on the sunset side ...
From $581 per night (USD)VRBO
From $436 per night (USD)Expedia
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 $436 per night (USD)Expedia
From $479 per night (USD)VRBO
Spacious Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Friendly Cottage on Oceanside, Bailey Island is now available for your seaside vacation, no matter the season. This well ...
From $479 per night (USD)VRBO
From $1835 per night (USD)Expedia
Family Tides by Bayley Vacation Rentals
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
Family Tides is a uniquely beautiful retreat. Open living-dining area features dining for 10, plus a cozy breakfast nook ...
From $1835 per night (USD)Expedia
From $239 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 $239 per night (USD)VRBO
From $265 per night (USD)Expedia
1 room luxury ocean front studio cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Studio cottage, newly renovated with granite countertops, granite shower enclosure, beautiful wood floors overlooking th ...
From $265 per night (USD)Expedia
From $112 per night (USD)VRBO
Kayak, Paddleboard, or Boat to Restaurants & Ice Cream on Long Lake
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wake up on Long Lake to spectacular sunrises and the serenading of loons. This newly renovated, charming cottage faces E ...
From $112 per night (USD)VRBO
From $342 per night (USD)Expedia
Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Come enjoy New England vibes in this qaint Cottage in Pine Point Beach, Maine. This super cute home is located 20 miles ...
From $342 per night (USD)Expedia
From $654 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 $654 per night (USD)VRBO
From $661 per night (USD)Expedia
On the water, 35' DOCK SPACE! CENTER OF NAPLES! Access to Sebago and Long Lakes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious 1,500 square ft on the lake. The living space is on the second floor of a large house, overlooking the lake. ...
From $661 per night (USD)Expedia
From $778 per night (USD)VRBO
Stunning Views from Spacious Oceanfront Home on Freeport's Wolfe's Neck
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This bright and spacious, comfortable home offers sweeping ocean views from nearly every window. Two master bedrooms at ...
From $778 per night (USD)VRBO
From $278 per night (USD)VRBO
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 $278 per night (USD)VRBO
From $960 per night (USD)VRBO
Paradise On Brandy Pond - Sleeps 8 - 10. Booking for 2026 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 $960 per night (USD)VRBO
From $517 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 $517 per night (USD)Expedia
From $493 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 $493 per night (USD)VRBO
From $329 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 $329 per night (USD)VRBO
From $308 per night (USD)VRBO
Waterfront Family Bungalow on Beautiful Potts Harbor
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Step out of the stress of everyday life and into this little bit of paradise. This family owned cottage is attached to t ...
From $308 per night (USD)VRBO
From $223 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 $223 per night (USD)VRBO
From $462 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 $462 per night (USD)VRBO
From $282 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 $282 per night (USD)VRBO
From $307 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 $307 per night (USD)VRBO
From $590 per night (USD)VRBO
Cozy All Season Beach House, only mins to Beaches, 12 mins to downtown Portland
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Relax in this spacious coastal retreat home, just minutes from Maine’s BEST beaches and only 12 minutes to downtown Port ...
From $590 per night (USD)VRBO
From $542 per night (USD)VRBO
Cabin Over the Pond
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful cabin in Casco, Maine with 3 bedrooms and 2 bathrooms. Tucked away in the hemlocks overlooking Parker Pond, it ...
From $542 per night (USD)VRBO
From $572 per night (USD)VRBO
4 bedrooms 2 bath Knights Hill Association
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
OCCUPANCY LIMIT 10. PETS OKAY WITH $125 FEE. Located in the Knights Hill Association with convenient access to swimming ...
From $572 per night (USD)VRBO
From $413 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 $413 per night (USD)VRBO
From $1328 per night (USD)Expedia
NICEST LAKEHOUSE IN MAINE -- PRIVATE BEACH -- LUXURY!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Crescent Lake is situated in the beautiful Sebago Lakes Region and this elegant, modern home is located on the desirable ...
From $1328 per night (USD)Expedia
From $283 per night (USD)VRBO
Private w/ waterfront <5 min to Pleasant Mt & town. Dock, pool table, ping-pong
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
July 23rd Update - last-minute 2026 summer dates - 5 nights remaining! - Sun. Aug 30th - Fri. Sept 4th - 3 night minimum ...
From $283 per night (USD)VRBO
From $493 per night (USD)VRBO
Charming summer cottage with all the comforts of home. Fabulous covered porch overlooking Card Cove!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Card Cove! Here at Card Cove, you can enjoy a serene waterfront escape where classic island living meets mod ...
From $493 per night (USD)VRBO
From $490 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 $490 per night (USD)VRBO
From $492 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 $492 per night (USD)VRBO
From $238 per night (USD)VRBO
Quiet & Remote Cottage on Panther Pond!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Plan your escape with family and friends to this 3-bedroom, 1-bath cottage in Raymond! Nestled on 6 private acres and fi ...
From $238 per night (USD)VRBO
From $294 per night (USD)Expedia
Studio Apt by beach - unit #14
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Newly renovated studio apartment, right across the street from Pine Point! Stroll the seven miles of quiet, sandy, resi ...
From $294 per night (USD)Expedia
From $143 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 $143 per night (USD)VRBO
From $272 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 $272 per night (USD)VRBO
From $209 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 $209 per night (USD)VRBO
From $663 per night (USD)Expedia
Labor Day is still open! Sept Oct and Nov open as well!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Come stay at this newer ski chalet. Features quality craftmanship throughout - Maine ski lodge designed contemporary ch ...
From $663 per night (USD)Expedia
From $273 per night (USD)VRBO
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 $273 per night (USD)VRBO
From $420 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 $420 per night (USD)Expedia
From $335 per night (USD)VRBO
Cheerful Single Level Home w/ Shared Beach on Sebago Lake!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Cozy cottage just completely renovated, with sandy beach access and fourwheeling trails, available for rent. House righ ...
From $335 per night (USD)VRBO
From $522 per night (USD)Expedia
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to our new modern singe family 3BR+office house in a safe and welcoming neighborhood, 3 minutes to Maine St and ...
From $522 per night (USD)Expedia
From $335 per night (USD)VRBO
Newly Updated 2-Story Home w/ Shared Beach on Sebago Lake
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful vacation home available for rent. Cottage right next door also for rent if you need more space (51 Ossippee S ...
From $335 per night (USD)VRBO
From $481 per night (USD)Expedia
Silent Nights Moose Pond Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy summer in Bridgton! Just minutes from Pleasant Mountain, this Knights Hill rental is perfectly located for warm-we ...
From $481 per night (USD)Expedia
From $173 per night (USD)VRBO
Large suite/private bath/private entrance on quiet street near Thomas Bay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Large 470 square foot guest suite with king bed, wicker sitting area, TV, large closet with Keurig, Refrigerator, and Mi ...
From $173 per night (USD)VRBO
From $561 per night (USD)Expedia
Amazing Ocean View Summer Cottage Rental w/ Boat Mooring on Great Diamond Island
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Vacation summer house on Great Diamond Island, with a boat mooring. Our 4 bedroom house sports a grand view of Casco Ba ...
From $561 per night (USD)Expedia
From $237 per night (USD)VRBO
Panoramic Ocean Views, Private Beach, next to Portland.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Enjoy UNOBSTRUCTED OCEAN VIEWS and a PRIVATE BEACH at Shipwreck Cottage (2100 square feet) in Cape Elizabeth, Maine. Bui ...
From $237 per night (USD)VRBO
From $4109 per night (USD)Expedia
BOOKING 2027! 5STAR CLEAN rustic lakefront luxury! We’ll take good care of you!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 22
NOW BOOKING SUMMER/AUTUMN SEASONS! PERFECT FOR MICRO WEDDINGS AND INTIMATE CELEBRATIONS! 22 overnight guests max, plus ...
From $4109 per night (USD)Expedia
From $806 per night (USD)VRBO
The Hidden Cove by Bayley Vacation Rentals
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
**This rental is brought to you by Bayley Vacation Rentals!** The Hidden Cove is a stylish, coastal retreat for up to f ...
From $806 per night (USD)VRBO
From $880 per night (USD)Expedia
The Cove by Bayley Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
**This rental is brought to you by Bayley Vacation Rentals!** The Cove is your ideal vacation home for a relaxing getaw ...
From $880 per night (USD)Expedia