Cumberland Area Rentals
From $189 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 $189 per night (USD)VRBO
From $403 per night (USD)Expedia
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 a waterfront park ...
From $403 per night (USD)Expedia
From $206 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 $206 per night (USD)VRBO
From $1737 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 $1737 per night (USD)VRBO
From $357 per night (USD)VRBO
Classic turn of the century Maine cottage
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Come experience Maine island living in this beautifully preserved turn of the century home. Libby Cottage is located in ...
From $357 per night (USD)VRBO
From $863 per night (USD)Expedia
Beautiful, spacious lake home w/mooring & swim raft. Walk to shops & restaurants
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Hi there, ACCEPTING RESERVATIONS NOW for Summer 2025--take a good look at our lake house because we have something for ...
From $863 per night (USD)Expedia
From $249 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 $249 per night (USD)VRBO
From $474 per night (USD)VRBO
Enjoy fabulous four season fun on Hancock Pond
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our spacious and welcoming home on Hancock Pond is a delightful spot for four season getaways. Enjoy summertime boating ...
From $474 per night (USD)VRBO
From $362 per night (USD)VRBO
Spacious Historic 1st Floor Apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
This is a charming art deco home built in 1915. The property has been recently renovated. There are many quirks of an ol ...
From $362 per night (USD)VRBO
From $541 per night (USD)VRBO
Charming Great Diamond Island Cottage w/Waterviews - Bus. Lic.# STHR-003849-2021
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This quintessential Maine cottage on Great Diamond Island is as charming as it gets. You get the best of all worlds here ...
From $541 per night (USD)VRBO
From $343 per night (USD)VRBO
Naples, ME- Spectacular views of Mt. Washington from dock, decks, cabin/cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Listen to the cries of the loons and enjoy beautiful sunset views over the Presidential Range in NH from your 100' of p ...
From $343 per night (USD)VRBO
From $397 per night (USD)VRBO
3 Bedroom Cozy Vacation Home on Beautiful Panther Pond in Raymond, Maine
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Nestled in the heart of Raymond, this charming 3-bedroom vacation home offers the perfect escape for your next getaway. ...
From $397 per night (USD)VRBO
From $609 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 $609 per night (USD)VRBO
From $285 per night (USD)VRBO
Howard Family Cottage with Casco Bay Sunset Views!
- 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 $285 per night (USD)VRBO
From $326 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 $326 per night (USD)VRBO
From $547 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 $547 per night (USD)VRBO
From $245 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 $245 per night (USD)VRBO
From $3550 per night (USD)VRBO
40-acre Luxury Beach Front Estate-Ideal for Reunions & Retreats
- Bedrooms:
- 9
- Bathrooms:
- 16
- Sleeps:
- 34
This spectacular, 40-acre estate is located on clear, warm Highland Lake in Bridgton, Maine, halfway between the Atlanti ...
From $3550 per night (USD)VRBO
From $205 per night (USD)VRBO
! Enjoy beautiful Orr's Island. .
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
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 $205 per night (USD)VRBO
From $454 per night (USD)VRBO
Ocean View Cottage Falmouth Foreside
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
PRIOR TO BOOKING, PLEASE NOTE STAIRCASE TO SECOND BEDROOM UPSTAIRS HAS STEEP STEPS FOR TODDLER AND ELDERLY GUESTS. Very ...
From $454 per night (USD)VRBO
From $258 per night (USD)VRBO
Charming Waterfront Cabin in the Woods
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Our cabin provides rustic simplicity and the tranquil charm of life in the Maine woods overlooking the water. In the MAS ...
From $258 per night (USD)VRBO
From $2471 per night (USD)VRBO
Fabulous Waters Edge with Sandy exclusive beach
- Bedrooms:
- 6
- Bathrooms:
- 10
- Sleeps:
- 25
To View a 3D Tour: https://my.matterport.com/show/?m=B5UnAeCTcEp&brand=0&mls=1& Nestled on the scenic shore of Long La ...
From $2471 per night (USD)VRBO
From $413 per night (USD)VRBO
Sebago Lake Summer Camp & Sandy Beach at Jordan Bay, Raymond, Maine
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Sebago Lake at its finest: SUMMER RENTAL---please see calendar This three bedroom, one bathroom knotty pine cottage is ...
From $413 per night (USD)VRBO
From $371 per night (USD)VRBO
Point Sebago Vacation Home
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Book your Summer Vacation at Point Sebago. 3BR and 1.5 Baths. Excellent condition home within a few minutes of the beac ...
From $371 per night (USD)VRBO
From $513 per night (USD)VRBO
Maine Oceanfront Home
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 11
Aberdeen is an elegant oceanfront home built in the style of coastal New England craftsman cottages. It greets the morni ...
From $513 per night (USD)VRBO
From $300 per night (USD)VRBO
Grace's Place, a Real Maine Cottage
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 7
Grace's Place is a real Maine cottage , with pine floors and a working stone fireplace. Walk down the path to a sand and ...
From $300 per night (USD)VRBO
From $405 per night (USD)VRBO
Brand new single family Munjoy Hill
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sunny, art filled, new single family on Munjoy Hill. This home has been totally renovated with it’s sunny new kitchen, l ...
From $405 per night (USD)VRBO
From $382 per night (USD)VRBO
Charming Cottage Steps From Pine Pt Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming cottage located on a historic peninsula. Enjoy the quiet neighborhood while listening to the ocean waves. Wal ...
From $382 per night (USD)VRBO
From $370 per night (USD)VRBO
Sunny Cottage on Private Oceanfront Point
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cozy Sunny Oceanfront Cottage on your own private point with 250ft of coastal frontage and unobstructed ocean views from ...
From $370 per night (USD)VRBO
From $916 per night (USD)VRBO
Bright, spacious home, new kitchen, hot tub, beautiful art, EV charger
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Get away to a comfortable, spacious and bright home in a quiet neighborhood with a brand new, gorgeous kitchen. A heat p ...
From $916 per night (USD)VRBO
From $539 per night (USD)VRBO
Stunning waterfront Chalet in Sebago Cove
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 15
Bring your extended family to enjoy our sun-filled chalet-style home nestled in tranquil Sebago Cove with 130 feet of pr ...
From $539 per night (USD)VRBO
From $719 per night (USD)VRBO
Beautiful Lakefront Family Compound With Dock And Moorings: Stunning Sunsets!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 14
New listing: Private Lakefront family compound on quiet Jordan Bay on Sebago Lake. This lovely property sits on a high ...
From $719 per night (USD)VRBO
From $292 per night (USD)VRBO
Charming Pine Point OOB Beach Cottage Tiny House, Steps away from the beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Come stay and enjoy your getaway at our adorable coastal cottage tiny house. Across the street from the 7 mile white ...
From $292 per night (USD)VRBO
From $494 per night (USD)VRBO
Private Waterfront Cottage on Pristine Coffee Pond in Maine’s Lakes Region
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
A perfect blend of privacy in a natural wooded setting on pristine Coffee Pond, yet close to the many attractions of Mai ...
From $494 per night (USD)VRBO
From $330 per night (USD)VRBO
Point Sebago Resort - Purple Rd - Summer 2026 Discount Until Oct.31!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summer - $2,100 (+ registration fee) per week (Sat-Sat) Spring or Fall weekends $230 per night (2 night minimum) Com ...
From $330 per night (USD)VRBO
From $273 per night (USD)VRBO
2 Bedroom Apartment Unit In Portland's Historic West End Neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
2 Bedroom Townhouse Style Unit Welcome to 255 Spring Street, Unit #10! Historic and lovingly maintained West End prope ...
From $273 per night (USD)VRBO
From $368 per night (USD)VRBO
Unique Historic House on Pristine Watchic Lake
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
This charming semi-historic house is truly unlike any other. Perfectly situated on the eastern shore of beautiful and c ...
From $368 per night (USD)VRBO
From $1144 per night (USD)Expedia
Waterfront Private Estate Located On 5-Acre Peninsula With Dock And Mooring
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Watch picturesque sunsets from our post-modern, shingle-style, 4100 sq. foot house with a wrap-around deck on Sebascodeg ...
From $1144 per night (USD)Expedia
From $781 per night (USD)VRBO
The Lodge - 6 bedroom/7 bathroom Family Friendly House with Lake Views
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 18
Updated 3,000 family friendly home. (Linens/towels not included) First floor has 2 bedrooms (each with a queen & twin), ...
From $781 per night (USD)VRBO
From $527 per night (USD)VRBO
Frye Island Outstanding Waterfront Property
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
WELCOME TO A WATERFRONT home designed as a lighthouse located on Frye Island, Sebago Lake! Sebago Lake is the second la ...
From $527 per night (USD)VRBO
From $482 per night (USD)VRBO
Turn-of-the-Century Classic Maine Cottage with Sweeping Southeasterly Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Spindrift! This wonderful Turn-of-the-Century New England-style cottage sits on the water's edge at the mout ...
From $482 per night (USD)VRBO
From $568 per night (USD)VRBO
Classic Turn of the Century Island Summer Cottage
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 8
'Evergreen Anchorage' has had many roles over the last century- a 1920's guest house, a tea room and an antique store. O ...
From $568 per night (USD)VRBO
From $1092 per night (USD)VRBO
Private Home on Thompson Point Sebago Lake with Private Beach
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 17
This knotty pine interior 4 Bedroom Home on 1 acre on the water on Big Sebago Lake has a full southern exposure of the e ...
From $1092 per night (USD)VRBO
From $241 per night (USD)VRBO
Charming Craftsman Retreat- 5 minute walk to Willard Beach- 30 night minimum
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
***We DO NOT list this house on Craigslist. The Angell House, located in the Willard Square area of South Portland, sit ...
From $241 per night (USD)VRBO
From $272 per night (USD)VRBO
Quaint antique island home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Roomy three bedroom house. Downstairs master bedroom (queen bed). Upstairs bedroom (queen), bedroom (2 twins). Large ...
From $272 per night (USD)VRBO
From $181 per night (USD)Expedia
Waterfront Private Apartment, minutes from LLBean!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Our guest studio apartment has a private entrance, a king bed, a pull out sofa, a kitchenette, a walk-in shower, and por ...
From $181 per night (USD)Expedia
From $395 per night (USD)VRBO
SUPERB VIEW BIG SEBAGO LAKE WESTERN SIDE OF LAKE
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
SCENIC MID CENTURY HOUSE, SLEEPS 6 WITH PRIVATE WATER ACCESS. WALKING DISTANCE TO STORE, RESTAURANT AND MARINA. 40 FT. D ...
From $395 per night (USD)VRBO
From $540 per night (USD)Expedia
Niblet Cottage by Bayley Vacation Rentals
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
**This rental is brought to you by Bayley Vacation Rentals! ** This seaside cottage exudes comfort with a recently reno ...
From $540 per night (USD)Expedia
From $878 per night (USD)VRBO
Hank's Hideaway by Bayley Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
**This rental is brought to you by Bayley Vacation Rentals! ** Experience Maine at Hank's Hideaway, a family haven near ...
From $878 per night (USD)VRBO
From $627 per night (USD)VRBO
Gorgeous lakefront home on Sebago Lake!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Beautiful 4 bedroom , 3 full bathroom home that comfortably sleeps 8. Bedroom1: 1 king Bedroom 2: 1 queen, Bedroom 3: 2 ...
From $627 per night (USD)VRBO
From $332 per night (USD)VRBO
Charming, Secluded, Island Getaway!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Charming, Secluded, Island Getaway for family and friends! This Down-front getaway has all the advantages to make your ...
From $332 per night (USD)VRBO
From $1001 per night (USD)VRBO
Bridgton, Maine, Long Lake, Luxury Lakefront Private Estate
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Built in 2001 with 151 feet of lake frontage, 1.4 acres! Very private and peaceful, yet close to many area attractions. ...
From $1001 per night (USD)VRBO
From $350 per night (USD)VRBO
Outstanding Pet Friendly Family Retreat on Frye Island in Sebago Lake sleeps 7
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Cabin is located on beautiful Frye Island Maine - just a ferry ride away from Island time. Beach 5 is a short ride by g ...
From $350 per night (USD)VRBO
From $1078 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 $1078 per night (USD)VRBO
From $981 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 $981 per night (USD)VRBO
From $331 per night (USD)VRBO
Unique Waterfront Experience
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Nestled above the only solar-powered, working waterfront, lobster wharf, this rental offers you a one of a kind experien ...
From $331 per night (USD)VRBO
From $631 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 $631 per night (USD)VRBO
From $588 per night (USD)VRBO
Spacious 4 bedroom waterfront home on Casco Bay
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
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 $588 per night (USD)VRBO
From $600 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 $600 per night (USD)VRBO
From $278 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 $278 per night (USD)VRBO
From $432 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 $432 per night (USD)VRBO
From $255 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 $255 per night (USD)VRBO
From $719 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 $719 per night (USD)VRBO
From $699 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 $699 per night (USD)VRBO
From $540 per night (USD)VRBO
Oceanfront Spectacular Views & All Tide Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Exceptional location near the end of Mere Point Peninsula, 25 feet from the ocean. Incredible southwesterly views of Cas ...
From $540 per night (USD)VRBO
From $1798 per night (USD)VRBO
700' OCEANFRONT RETREAT, FIRE PIT, 10 ACRES, 6 BR, 8 KAYAKS, 2 PDL BRDS,
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 16
This spectacular oceanfront property, situated on Quahog Bay, offers a truly unique level of privacy, water access and o ...
From $1798 per night (USD)VRBO
From $1993 per night (USD)VRBO
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 $1993 per night (USD)VRBO
From $289 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 $289 per night (USD)VRBO
From $521 per night (USD)VRBO
Lakefront Log Home 12 feet Away from Lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
I want to make sure my home and surroundings are going to be a perfect fit for your vacation needs. Please start a conve ...
From $521 per night (USD)VRBO
From $335 per night (USD)VRBO
Lakeside cottage, pretty view of Trickey Pond. #gladview#trickeypond
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Open concept living/dining area w/cathedral ceiling overlooking the water with stunning sunrise views. Beautiful rustic ...
From $335 per night (USD)VRBO
From $300 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 $300 per night (USD)VRBO
From $763 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 $763 per night (USD)Expedia
From $682 per night (USD)VRBO
Tranquil, Spacious, Family Vacation Home, Private Waterfront, 6 BR, 3.5 BA
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 15
Are you headed to Maine and looking for a home away from home? Look no further than this well-loved, memory-filled, no-f ...
From $682 per night (USD)VRBO
From $276 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 $276 per night (USD)VRBO
From $230 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? This charming, newly remodeled one-bedroom cottage is locate ...
From $230 per night (USD)VRBO
From $2203 per night (USD)VRBO
Beach, 10 bedrooms, 20 lovely acres, large gathering spaces, fun activities
- Bedrooms:
- 5
- Bathrooms:
- 10
- Sleeps:
- 18
Quality time with loved ones is precious. Make the most of it at Nawandyn Estate where everyone can relax in the bucoli ...
From $2203 per night (USD)VRBO
From $1699 per night (USD)VRBO
Spacious Superstar's home on 20 acres, private beach, boathouse & piano
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
This home was built for New York Metropolitan Opera superstar Olivia Fremstad in 1915-16 and named "Nawandyn." In 1926, ...
From $1699 per night (USD)VRBO
From $480 per night (USD)VRBO
Luxury Pleasant Mountain Townhouse across from Moose Pond
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Vacation in Maine at this beautiful Shawnee Peak / Pleasant Mountain condo/townhouse. Located on Pleasant Mountain and ...
From $480 per night (USD)VRBO
From $476 per night (USD)VRBO
Private sandy beach, clean quiet lake, AC in all bedrooms
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Your own private sandy beach (no rocks) on clean, highly-rated 1-mile long Raymond Pond. This home is recently renovated ...
From $476 per night (USD)VRBO
From $367 per night (USD)VRBO
Hollywood meets seaside charm in the former cottage of famed director, John Ford
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
You'll feel you've got one foot in the present and the other in the past when you step over the threshold of this sweet, ...
From $367 per night (USD)VRBO
From $1090 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 $1090 per night (USD)VRBO
From $887 per night (USD)Expedia
Luxurious, 4 Season Waterfront Home On Long Lake, Sebago Lake Regions In Maine
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Luxurious, modern, waterfront home on beautiful Long Lake in North Bridgton across a non busy street is a grassy area ...
From $887 per night (USD)Expedia
From $184 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 $184 per night (USD)VRBO
From $365 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 $365 per night (USD)VRBO
From $1006 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 $1006 per night (USD)VRBO
From $381 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 $381 per night (USD)Expedia
From $471 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 $471 per night (USD)VRBO
From $802 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 $802 per night (USD)Expedia
From $1056 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 $1056 per night (USD)VRBO
From $545 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 $545 per night (USD)Expedia
From $289 per night (USD)VRBO
Lakefront Log Cabin!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Newly purchased lakefront log cabin with 300 + ft of private lakefront and 4 acres of wooded land. Located at the end of ...
From $289 per night (USD)VRBO
From $137 per night (USD)VRBO
Henry's HideaWay Harpswell 2 Person Saturday to Saturday
- 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 $137 per night (USD)VRBO
From $352 per night (USD)VRBO
Highland Lake House - Epic Lake Views, Easy Lake Access, Fully Appointed Home!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Highland Lake House is a rare example of a private lakeside retreat, sited on level, natural terrain with over 250' of w ...
From $352 per night (USD)VRBO
From $919 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 $919 per night (USD)VRBO
From $437 per night (USD)VRBO
Elegant condo - walk to Portland's best restaurants & Old Port
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A Foodie’s Delight Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $437 per night (USD)VRBO
From $468 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 $468 per night (USD)VRBO
From $336 per night (USD)VRBO
Embrace \"Maine - the Way Life Should be\" at this cabin on Long Lake-Bridgton
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Located in Bridgton the place for all seasons this recently renovated cabin has the best Maine has to offer. Lovely ca ...
From $336 per night (USD)VRBO
From $543 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 $543 per night (USD)VRBO
Click For PricingVRBO
Sebago Lake Retreat, Large Sand Beach on Jordan Bay - Boat Mooring Available
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Sebago Lake Modern Lake House on Jordan Bay with quick walk to large association sand beach and boat mooring available ...
Click For PricingVRBO
From $208 per night (USD)VRBO
The Nook At Higgins Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The "Nook" is a cozy, furnished year round one bedroom apartment at Higgins Beach, Scarborough, Maine, just a two minute ...
From $208 per night (USD)VRBO