Cumberland Area Rentals
- Click For Pricing
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 ...
Click For PricingVRBO
- Click For Pricing
VRBO
Lakeside Retreat
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Sebago Lake! This beautiful custom built home has it all! You are sure to be impressed from the moment you w ...
Click For PricingVRBO
- From $321 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 $321 per night (USD)VRBO
- From $595 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 $595 per night (USD)VRBO
- From $540 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 n ...
From $540 per night (USD)VRBO
- From $140 per night (USD)
VRBO
Adorable cottage with million dollar view and short walk to stunning beach.
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $140 per night (USD)VRBO
- Click For Pricing
VRBO
Your home away from home - cozy cabin on Sebago Lake in quiet Jordan Bay region
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This adorable 3-bedroom cabin is rustic, but with modern necessities to ensure your comfort. Nestled in a peaceful commu ...
Click For PricingVRBO
- From $215 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 $215 per night (USD)VRBO
- From $384 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. WINTER-House is open all winter long. Dock and swim float are in f ...
From $384 per night (USD)VRBO
- From $305 per night (USD)
VRBO
Sebago Woods Way! Walk to beach!
- Bedrooms:
- 2
- 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 $305 per night (USD)VRBO
- From $717 per night (USD)
VRBO
Stylish & Spacious Townhouse w\/Garden, Family-friendly, walk to downtown!
- Bedrooms:
- 3
- 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 $717 per night (USD)VRBO
- From $668 per night (USD)
VRBO
Peaks Island Maine Seaside Cottage: hot tub\/roof decks\/4 season
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
9a checkout, 5p checkin for extra COVID cleaning and airing out. Summer 7 day minimm (year-round 2 night min except holi ...
From $668 per night (USD)VRBO
- From $295 per night (USD)
VRBO
Point Sebago Beach & Golf Resort - 2 Bed\/2 Bath Vacation Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come stay in a wonderful 2 bedroom, 2 bath (Both bathrooms have been newly remodeled), 4 season vacation home available ...
From $295 per night (USD)VRBO
- Click For Pricing
VRBO
Lakefront Home on Beautiful Crescent Lake
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Beautiful lakefront home on pristine Crescent Lake in the Sebago Lakes Region. Open floor plan makes for optimal enjoym ...
Click For PricingVRBO
- From $468 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 $468 per night (USD)VRBO
- From $164 per night (USD)
VRBO
Stunning - modern 2 bedroom Victorian mansion pad
- Bedrooms:
- 2
- 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 $164 per night (USD)VRBO
- From $512 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 $512 per night (USD)VRBO
- From $165 per night (USD)
VRBO
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 $165 per night (USD)VRBO
- From $315 per night (USD)
VRBO
Relax, Reconnect and 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 $315 per night (USD)VRBO
- From $386 per night (USD)
VRBO
Sunsets, Waterfront, Sleeps 9,
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Located at the tip of Cape Monday, this house provides expansive views up and down Long Lake. House is located 50 feet ...
From $386 per night (USD)VRBO
- From $186 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 $186 per night (USD)VRBO
- Click For Pricing
VRBO
Luxury Coastal Home w2 Living Rooms, Pool, Rooftop
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 13
Architect designed, 4254 Square feet home with 6 Bedrooms 4 full bathrooms, 2 large living rooms, partial ocean views, n ...
Click For PricingVRBO
- From $615 per night (USD)
VRBO
Waterfront Home on Long Island with Golf Cart Included in Rental
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
* Saturday-Saturday rentals only from Late June through Mid-September ** Golf cart included in rental price! Hop on the ...
From $615 per night (USD)VRBO
- From $255 per night (USD)
VRBO
Simonson Lakeside on Highland Lake
- Bedrooms:
- 2
- 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 $255 per night (USD)VRBO
- From $385 per night (USD)
VRBO
Morningside. Waterfront home with seasonal dock and float, Pet friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located on Gun Point Road in picturesque Harpswell, set back from the bustle of summer traffic, "Morningside" awaits yo ...
From $385 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Three Bedroom Cottage in Point Sebago
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
GREAT LOCATION!!!!! This rental is for 6 people. Cottage, 3 Bedrooms, 1 Baths - .Address: 1027 Club Sebago Way. We a ...
From $200 per night (USD)VRBO
- From $459 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 $459 per night (USD)VRBO
- From $299 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 $299 per night (USD)VRBO
- From $290 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 $290 per night (USD)VRBO
- From $285 per night (USD)
VRBO
Tranquil Sandy beach, launch and dock, firepit, hammock 1 week open 7\/13-7\/20
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Cabin has been 7/8 completely rebuilt from inground up. The bedroom has a queen bed, (7/2020) Second bedroom has a ful ...
From $285 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Well Appointed House on a Secluded Sandy Beach Cove - West Shore - Sebago Lake
- Bedrooms:
- 3
- 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 $350 per night (USD)VRBO
- From $275 per night (USD)
VRBO
Cozy Year-round House right outside Portland Maine on Highland Lake.
- Bedrooms:
- 2
- 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 $275 per night (USD)VRBO
- From $193 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 $193 per night (USD)VRBO
- From $459 per night (USD)
VRBO
Cozy Lakefront Cabin Portland - Windham Area
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Relax and enjoy the "Rustic Luxury" of a brand new custom 9 room lakefront cabin. Escape and experience the best vacat ...
From $459 per night (USD)VRBO
- From $199 per night (USD)
VRBO
Beautiful little camp (seasonal cottage) on Highland Lake in Falmouth, Maine.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This beautiful little cottage (camp if you are from Maine) is situated on Highland Lake (Duck Pond) in Falmouth, Maine ...
From $199 per night (USD)VRBO
- From $375 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 $375 per night (USD)Expedia
- From $350 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 $350 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Waterfront Camp on Sebago Lake!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
3 Night Min. For May & June 2024! Now booking Friday to Friday for July & August! Waterfront cabin on Sebago Lake! Inte ...
From $350 per night (USD)VRBO
- From $575 per night (USD)
VRBO
TWO Waterfront Camps on Sebago Lake
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
3 Night Min. Available for May & June 2024 ! Newly remodeled waterfront cabins on Sebago Lake available for weekly rent ...
From $575 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Cozy Waterfront Home
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A two bedroom home located on the water's edge perfect for a family of four on vacation. Bring your kayaks and float a ...
From $500 per night (USD)VRBO
- From $517 per night (USD)
VRBO
Knotty Nauti | Steps to Beach | Sun Room | Pet Friendly |Bayley Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
**This rental is brought to you by Bayley Vacation Rentals!** At Knotty Nauti, the cozy beach cottage, natural wood and ...
From $517 per night (USD)VRBO
- From $693 per night (USD)
Expedia
+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 $693 per night (USD)Expedia
- From $309 per night (USD)
VRBO
Sunny Oceanside Home, Steps to our semi-private beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly built New England style home with modern furnishings in quiet seaside neighborhood. Sleeps six. Two minute walk to ...
From $309 per night (USD)VRBO
- From $549 per night (USD)
VRBO
Andy's Retreat - Heated outdoor pool, hot tub, central AC, fire pit, bbq
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Our single story, private residence is located in a quiet, residential neighborhood so we do not allow parties or outsid ...
From $549 per night (USD)VRBO
- From $197 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 $197 per night (USD)VRBO
- From $242 per night (USD)
VRBO
Waterfront Coastal Cottage with Private Beach on Summerwinds Compound
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Harborwinds and Summerwinds are the two homes on the compound and please refer to our other listing, 3098242, for more d ...
From $242 per night (USD)VRBO
- From $521 per night (USD)
VRBO
Long Lake Maine - Create Your Family Vacation Memories Here at Flatrock!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful home directly on Long Lake east shore (you get incredible sunsets) with a private beach area, private dock and ...
From $521 per night (USD)VRBO
- From $299 per night (USD)
VRBO
Golfers Island Paradise
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This historic cozy cottage perched on a cliff overlooking a 9 hole golf course has been in my family for 100 years. It h ...
From $299 per night (USD)VRBO
- From $173 per night (USD)
VRBO
Charming Retro 3BR+Office Home in Town
- Bedrooms:
- 2
- 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 $173 per night (USD)VRBO
- From $248 per night (USD)
Expedia
Back Cove Charmer Close to Everything
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sunny Fresh Newly Renovated 1 Bedroom Apt w/Queen (and separate "full" size pullout couch in living room). Well appointe ...
From $248 per night (USD)Expedia
- From $365 per night (USD)
VRBO
Classic Maine Cottage on Water's Edge
- Bedrooms:
- 2
- 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 $365 per night (USD)VRBO
- From $160 per night (USD)
VRBO
Charming 1 Bedroom Coastal Cottage. Steps Away From Stovers Point Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Come and enjoy your stay at our charming cottage on Stovers Point in Harpswell. You will experience a true Maine vacatio ...
From $160 per night (USD)VRBO
- From $295 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 $295 per night (USD)VRBO
- From $200 per night (USD)
VRBO
The Nugget- Perfect 1 bedroom cottage. Across from Mackerel Cove, Johnson Field.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Nugget is a fully renovated 1 bedroom cottage with bathroom, kitchen and washer/dryer. Perfect for 2 people. Views o ...
From $200 per night (USD)VRBO
- From $600 per night (USD)
VRBO
Sebago Lake Waterfront Rentals
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Outstanding Waterfront Property on the shores of Frye Island, Maine in pristine Sebago Lake. Cottage sleeps 9 with 4 bed ...
From $600 per night (USD)VRBO
- From $333 per night (USD)
VRBO
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Brand New two bedroom apartment located right on downtown Brunswick at Noble street, 1 minute walk away from Maine stree ...
From $333 per night (USD)VRBO
- From $135 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 $135 per night (USD)VRBO
- From $636 per night (USD)
VRBO
Private Lake Front Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Great veiws of Mount Washington and Shawnee Peak! Quiet lake front home with 3 floors, 3 bedrooms, 2 bathrooms, den, la ...
From $636 per night (USD)VRBO
- From $410 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 $410 per night (USD)VRBO
- From $643 per night (USD)
VRBO
NEW LISTING ☼ Unique Oceanfront Home. Separate boat rental available.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Panoramic Oceanfront and island view direct sunrise. Nature preserves and hiking trail next door and nearby. Away from ...
From $643 per night (USD)VRBO
- From $450 per night (USD)
VRBO
Charming, Spacious Remodeled Pine Point Beach House Steps To Sandy Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Spend your vacation at our charming beach house which has been completely remodeled. Beautiful Pine Point beach and Main ...
From $450 per night (USD)VRBO
- From $825 per night (USD)
VRBO
Sebago Lake Home with Sandy Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
New Sebago Lake home with a great lawn to a wonderful sandy beach. First floor master suite with master bathroom. Open c ...
From $825 per night (USD)VRBO
- From $185 per night (USD)
VRBO
Waterfront home on scenic cove.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
General Description (Please note: Our rental period for 2024 is May 31 to August 4. However, we have tentatively bloc ...
From $185 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Seascape Cottage- Presenting Ocean Views, Resort amenities, Sleeps 10
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
This turn of the century quintisential Maine cottage has been fully renovated. While it maintains it's period architectu ...
From $500 per night (USD)VRBO
- From $2066 per night (USD)
VRBO
Stunning Entire Three Units Apts (USM AREA)
- Bedrooms:
- 6
- Bathrooms:
- 9
- Sleeps:
- 22
This 4200 sq.ft newly renovated entire three units apartments are located in a quiet Oakdale neighborhood, short walk to ...
From $2066 per night (USD)VRBO
- From $395 per night (USD)
VRBO
Peaceful Lakefront Cabin on Crystal Lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
You will love this cozy, versatile year round cabin that sleeps 8, with newly remodeled kitchen & bath. Listen to the Lo ...
From $395 per night (USD)VRBO
- Click For Pricing
VRBO
Long Beach Sebago Lake Cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Quaint cottage a 90 second walk away from sandy long beach on the quiet side of Lake Sebago. Three bed rooms, living roo ...
Click For PricingVRBO
- From $1200 per night (USD)
VRBO
Private Oceanfront Island Estate
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 20
Beautiful private oceanfront property on Long Island, ME! This property has 3 buildings: the main house, the stand alo ...
From $1200 per night (USD)VRBO
- From $276 per night (USD)
VRBO
Get away at Crystal Lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape the lake region crowds on the calm water of Crystal Lake. Watch the sunset from the private waterfront/dock, kay ...
From $276 per night (USD)VRBO
- From $200 per night (USD)
Expedia
4 bedroom home in Bridgton, Maine. 3 min to Pleasant Mtn. 2 min to Moose Pond.
- Bedrooms:
- 2
- 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 $200 per night (USD)Expedia
- Click For Pricing
VRBO
Seasonal Home in the Heart of the Lakes & Mountains
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful, spacious home in Harrison, Maine, available for seasonal rent from November 1, 2021, to April 1, 2022. Close ...
Click For PricingVRBO
- From $495 per night (USD)
VRBO
Perfect Year-Round Getaway Location For Those Who Enjoy The Outdoors.
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
With unspoiled forests and waterways, the Greater Bridgton Lakes Region is a year-round outdoor playground and sportsman ...
From $495 per night (USD)VRBO
- From $668 per night (USD)
VRBO
Lovely, Sprawling Log Home On Pretty, Pristine Trickey Pond.
- Bedrooms:
- 3
- 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 $668 per night (USD)VRBO
- From $293 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 $293 per night (USD)VRBO
- From $301 per night (USD)
VRBO
Cozy Getaway In The City
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Please note: We are not considering any long-term rentals Newly-built unit at end of dead-end street in quiet residen ...
From $301 per night (USD)VRBO
- From $360 per night (USD)
Expedia
Luxury, Spacious, 4 BR Chalet - Minutes to Beach, Pool, Skiing -ski season avail
- 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 $360 per night (USD)Expedia
- From $850 per night (USD)
VRBO
Spectacular Lake\/Ski House in Bridgton Maine!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
New home on Woods Pond in Bridgton, Maine. Built in 2014, this home has 5 bedrooms, 3 full baths, and a large mudroom o ...
From $850 per night (USD)VRBO
- From $340 per night (USD)
VRBO
Classic turn of the century Maine cottage
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Come experience Maine island living in this beautifully preserved turn of the century home. Libby Cottage is located in ...
From $340 per night (USD)VRBO
- From $1200 per night (USD)
VRBO
Beautiful, private, spacious lake house w\/mooring. Walk to shops & restaurants
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
29 Larrabees Run is a handsome, spacious, two-story lakeside home situated on the sparkling shores of Highland Lake in t ...
From $1200 per night (USD)VRBO
- From $1214 per night (USD)
VRBO
3 WEEKS LEFT - Waterfront home with beautiful views - 2 min walk to beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Beautiful riverfront home on the Scarborough river in Pine Point Maine. New dates just opened up! July 13th - Aug 3rd ...
From $1214 per night (USD)VRBO
- From $700 per night (USD)
VRBO
Pine Point Home in Quiet Neighborhood
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
A 3 floor house with bedroom on each floor. Steps away from one of the nicest beaches in the State of Maine. Take long w ...
From $700 per night (USD)VRBO
- From $425 per night (USD)
VRBO
Enjoy fabulous spring fishing and summer fun on Hancock Pond
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our lovely, newly renovated home Hancock Pond is a delightful spot for four season getaways. Enjoy summertime boating, ...
From $425 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Classic Maine Beach Cottage **** Fabulous location!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Enjoy a delightful getaway in one of Maine's best locations, with direct walking access to local community beach, town d ...
From $400 per night (USD)VRBO
- From $215 per night (USD)
VRBO
Sea Smoke Cottage Adorable Beachy Cottage Perfect Getaway For Two
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
WELCOME TO Sea Smoke Cottage located at Tween Water Cottages this adorable cottage is perfect for a getaway to the beach ...
From $215 per night (USD)VRBO
- From $285 per night (USD)
VRBO
City Amenities, Casco Bay Sunrises and Natural Beauty
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Martin's Point high end home. This is a unique space that includes a beautiful view of Casco Bay with waterfront park ac ...
From $285 per night (USD)VRBO
- From $210 per night (USD)
VRBO
Quaint Maine Farmhouse near Portland
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
One hundred year old restored Maine farmhouse located in Gorham, Maine (15-20 minutes from Portland). Beautiful propert ...
From $210 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Lg. Arts and Crafts, Willard Beach, Dana Cove, 2 BD, 2Bath, Stone FP,
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Built in 1910 by John Calvin Stevens, the 7 room house is well appointed with upstairs bathroom walk in shower and separ ...
From $300 per night (USD)VRBO
- From $357 per night (USD)
VRBO
New Cozy Lakeside Home on Panther Pond in Raymond, Maine
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
New waterfront, cozy, four season home with the touches of a country Maine cottage on Panther Pond, Raymond, Maine. Air ...
From $357 per night (USD)VRBO
- Click For Pricing
VRBO
Private cottage in Cundy's Harbor, walk to ocean - discount for month-long stays
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
An affordable getaway within easy walking distance of the ocean and a boat launch on Quahog Bay which is popular for sea ...
Click For PricingVRBO
- Click For Pricing
VRBO
Charming, Downtown, Walk Everywhere, Spacious, Clean, 70\" TV, Sleep Number Beds
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
Beautiful 2 story, 3 bedroom rental, private, Walk everywhere Very Kid/teen friendly, romantic, charming , cozy,clean,re ...
Click For PricingVRBO
- From $2529 per night (USD)
VRBO
40-acre Luxury Beach Front Estate-Ideal for Reunions & Retreats
- Bedrooms:
- 10
- Bathrooms:
- 15
- Sleeps:
- 34
This spectacular, 40-acre estate is located on clear, warm Highland Lake in Bridgton, Maine, halfway between the Atlanti ...
From $2529 per night (USD)VRBO
- From $150 per night (USD)
VRBO
! Enjoy beautiful Orr's Island. .
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
The Rose House is a quaint New England Cape located on the southerly end of Orr's Island in the Town of Harpswell, Maine ...
From $150 per night (USD)VRBO
- From $518 per night (USD)
VRBO
Beautiful waterfront home, multiple decks, expansive views, private dock, large yard, and more!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to Bolton's Hideaway! This renovated waterfront home has it all! Admire gorgeous views of scenic Gun Point Cove ...
From $518 per night (USD)VRBO
- From $475 per night (USD)
VRBO
Waterfront Home with Sandy Beach, Just 200 Yds from Pleasant Mountain Skiing
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
This charming rustic contemporary home is the ideal four season getaway. Enjoy 1.7 acres on the middle basin of beautif ...
From $475 per night (USD)VRBO
- From $261 per night (USD)
VRBO
Howard Family Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Located right on the water of the deep water side of Basin Point Road, this cottage features spectacular sunsets across ...
From $261 per night (USD)VRBO
- Click For Pricing
VRBO
Cozy Beach Cottage Just Minutes Walk From South Beach, Private, Screened Porch
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Note: Getting to this property requires travel via Casco Bay Ferry Lines or water taxi. These are passenger ferries, not ...
Click For PricingVRBO
- From $279 per night (USD)
VRBO
Charming Oceanfront Cottage with Spectacular Sunset Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Turn-of-the-century cottage situated directly on Maine coast waterfront in a secluded clearing. Enjoy evenings on the de ...
From $279 per night (USD)VRBO
- From $449 per night (USD)
VRBO
On Moose Pond: Lake\/ski house with mountain views!!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
4 bedroom, 2 full bathroomMoose Pond lake house that overlooks Pleasant Mountain. Enjoy the unique view of a pristine l ...
From $449 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Shady Potts Point Cottage Cooled by Ocean Breezes
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Quaint, old fashioned and lovely cottage, shaded by huge trees and cooled by off-shore breezes in historic Potts Point. ...
From $200 per night (USD)VRBO
- From $215 per night (USD)
VRBO
House in exceptional condition on Thomas Pond
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Spacious, sun-lit home has picture windows throughout! Nestled atop the hill and designed to maximize the amount of na ...
From $215 per night (USD)VRBO