
Cumberland Area Rentals

- From $229 per night (USD)
VRBO
Log Cabin on Pristine Quiet Maine Pond
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Come and enjoy this cozy log cabin with private waterfront, relax on the covered porch or down on the dock and enjoy a b ...
From $229 per night (USD)VRBO
- From $367 per night (USD)
Expedia
Charming Point Sebago Resort Home - Booking for 2025 & 2026!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ideal for entertaining, 4-season getaway for friends or family! Well-maintained, 2 bedroom, 1.5 bathroom, with queen siz ...
From $367 per night (USD)Expedia
- From $1008 per night (USD)
VRBO
Bright, spacious home, new hot tub, beautiful art, fiber internet, EV charger
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Get away to a comfortable, spacious and bright home in a quiet neighborhood. A brand new heat pump/air conditioning sys ...
From $1008 per night (USD)VRBO
- From $349 per night (USD)
Expedia
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 $349 per night (USD)Expedia
- From $681 per night (USD)
VRBO
Stunning waterfront Chalet in Sebago Cove
- Bedrooms:
- 2
- Bathrooms:
- 6
- 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 $681 per night (USD)VRBO
- From $442 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 $442 per night (USD)Expedia
- From $797 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 $797 per night (USD)VRBO
- From $781 per night (USD)
Expedia
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)Expedia
- From $465 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 $465 per night (USD)VRBO
- From $369 per night (USD)
Expedia
Lakeside living! Shawnee Peak across the lake- with kayaks & paddle board
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This charming lakefront house is located on Moose pond across the boat launch with private access to the lake in the bac ...
From $369 per night (USD)Expedia
- From $1690 per night (USD)
VRBO
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 $1690 per night (USD)VRBO
- From $654 per night (USD)
Expedia
Knit 1, Purl 2: Fabulous Turn Of The Century Cottage, Peaks Island, ME
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
There is a 7 night minimum. One of the largest and finest cottages on the less populated side of the island, it is a fu ...
From $654 per night (USD)Expedia
- From $384 per night (USD)
VRBO
Stay for Memorial Day at FI Sebago Lake! Adorable cottage with mooring!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Adorable A-frame cottage, with a tree-house vibe, is just steps from the best beach on Frye Island! Enjoy vacationing on ...
From $384 per night (USD)VRBO
- From $330 per night (USD)
Expedia
Point Sebago Resort - Purple Rd - Summer Booking Fast
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summer - $1,885 (includes registration fee) per week (Sat-Sat) Spring or Fall weekends $230 per night (2 night minimum) ...
From $330 per night (USD)Expedia
- From $290 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 $290 per night (USD)VRBO
- From $417 per night (USD)
Expedia
Unique Historic House on Pristine Watchic Lake
- Bedrooms:
- 3
- 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 $417 per night (USD)Expedia
- From $568 per night (USD)
VRBO
Classic Turn of the Century Island Summer Cottage
- Bedrooms:
- 3
- 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 $955 per night (USD)
Expedia
Private Home on Thompson Point Sebago Lake with Private Beach
- Bedrooms:
- 4
- 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 $955 per night (USD)Expedia
- From $545 per night (USD)
VRBO
Newly Renovated Craftsman Home Walking Distance To Willard Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
***We DO NOT list this house on Craigslist. The Angell House, located in the Willard Square area of South Portland, sit ...
From $545 per night (USD)VRBO
- From $286 per night (USD)
Expedia
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 $286 per night (USD)Expedia
- From $304 per night (USD)
VRBO
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 $304 per night (USD)VRBO
- From $458 per night (USD)
Expedia
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 $458 per night (USD)Expedia
- From $383 per night (USD)
VRBO
Frye Island, Sebago Lake, Maine - Available Monday-Friday - Single Family
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Sleeps 8 • 3 Bedrooms + Loft • 2 Bath • Large Deck • Fire Ring • Ping Pong + Cornhole • Golf Cart • Beaches • Pop Commu ...
From $383 per night (USD)VRBO
- From $661 per night (USD)
Expedia
Oceanfront Cottage with Spectacular Views of Casco Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront cottage with spectacular views of Casco Bay available for weekly rental June through September. Just 30' fr ...
From $661 per night (USD)Expedia
- From $1001 per night (USD)
VRBO
Bridgton, Maine, Long Lake, Luxury Lakefront Private Estate
- Bedrooms:
- 4
- Bathrooms:
- 5
- 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 $273 per night (USD)
VRBO
Cozy Waterfront Cabin On Raymond Pond
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Recently renovated camp with rustic appeal on the waterfront of pristine Raymond Pond in the Sebago Lakes Region. Camp f ...
From $273 per night (USD)VRBO
- From $627 per night (USD)
VRBO
Gorgeous lakefront home on Sebago Lake!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
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 $397 per night (USD)
Expedia
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 $397 per night (USD)Expedia
- From $638 per night (USD)
VRBO
Private Beach with the best views on Long Lake!
- Bedrooms:
- 2
- Bathrooms:
- 4
- 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 $638 per night (USD)VRBO
- From $436 per night (USD)
Expedia
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 $436 per night (USD)Expedia
- From $288 per night (USD)
VRBO
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 $288 per night (USD)VRBO
- From $770 per night (USD)
Expedia
Amazing Ocean Views. Steps To The Beach & Fantastic Restaurants.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to your perfect Maine beach getaway! This historic home, built in 1875 has been updated throughout, and has brea ...
From $770 per night (USD)Expedia
- From $1017 per night (USD)
VRBO
Pine Point Beach House
- Bedrooms:
- 5
- 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 $1017 per night (USD)VRBO
- From $272 per night (USD)
Expedia
Lake Cottage 3 Bd\/2 Ba\/ FREE Rnd.Trip FERRY TICKET! Two Weeks Left! See Below.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Weeks of July 5th to July 12, 2025 and July 26th to Aug. 2nd have opened up. Short walk to the lake. Frye Island is a pr ...
From $272 per night (USD)Expedia
- From $328 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 $328 per night (USD)VRBO
- From $432 per night (USD)
Expedia
WATERFRONT, dock, secluded property offering amazing wildlife and recreation !
- 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)Expedia
- From $255 per night (USD)
VRBO
Spend a relaxing time on Orr's Island
- Bedrooms:
- 2
- 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 $726 per night (USD)
Expedia
Executive Home on Scarboro Beach, Vacation or Turn Work into A Vacation
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 8
Furnished, well-appointed, spacious 3800 sq foot “executive home” on exclusive Scarborough Beach. The beach is a one-min ...
From $726 per night (USD)Expedia
- From $207 per night (USD)
VRBO
Harpswell, Maine, Seascape, Honeymoon Retreat, Writer's Paradise, On the Water
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
We rent weekly minimum Saturday to Saturday Seascape is your quintessential Maine Camp. Situated at the end of the road ...
From $207 per night (USD)VRBO
- From $681 per night (USD)
Expedia
Spacious Charming Remodeled Pine Point Beach House Steps to Sandy Beach
- Bedrooms:
- 3
- 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 $681 per night (USD)Expedia
- From $234 per night (USD)
VRBO
Very private waterfront getaway, close to tourist attractions, time to refresh
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Come to Casco, Maine, a quaint town with a population of 3750. We offer a picturesque and idyllic setting off Thompson ...
From $234 per night (USD)VRBO
- From $230 per night (USD)
Expedia
Charming Peaks Island Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
City of Portland license # STHR 000153 2021 2021 updates: New queen memory foam mattress , new large shower, new Rinn ...
From $230 per night (USD)Expedia
- From $627 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 $627 per night (USD)VRBO
- From $425 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 $425 per night (USD)Expedia
- From $1817 per night (USD)
VRBO
700' OCEANFRONT RETREAT, FIRE PIT, 10 ACRES, 6 BR, 8 KAYAKS, 2 PDL BRDS,
- Bedrooms:
- 4
- Bathrooms:
- 8
- Sleeps:
- 16
This spectacular oceanfront property, situated on Quahog Bay, offers a truly unique level of privacy, water access and o ...
From $1817 per night (USD)VRBO
- From $219 per night (USD)
Expedia
Beautifully Spacious with Charm
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful spacious place located 9 minutes from downtown Portland. The property is a restored 120 year old American four ...
From $219 per night (USD)Expedia
- From $272 per night (USD)
VRBO
Wooded Highland Lake Waterfront Cabin - Great Beach and Dock
- Bedrooms:
- 1
- Bathrooms:
- 3
- 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 $272 per night (USD)VRBO
- From $365 per night (USD)
Expedia
Lakefront modern house--privacy, deck, screened porch; dock & fireplace sleeps 8
- Bedrooms:
- 2
- 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 $365 per night (USD)Expedia
- From $244 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 $244 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Cozy Log Cabin Retreat in Bridgton, Maine – Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 4
- 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)Expedia
- From $702 per night (USD)
VRBO
Sunsets await you! Boat Mooring! Game room for everyone to have fun!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Why do families choose Jordan Bay Breeze for their summer vacation? Entire home has air-conditioning Kid friendly with ...
From $702 per night (USD)VRBO
- From $682 per night (USD)
Expedia
Tranquil, Spacious, Family Vacation Home, Private Waterfront, 6 BR, 3.5 BA
- Bedrooms:
- 4
- 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)Expedia
- From $578 per night (USD)
VRBO
Lakefront Log Home 12 feet Away from Lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
SUMMER 2025: My next-door neighbor is building a home this summer and there will be some noise throughout the day and wi ...
From $578 per night (USD)VRBO
- From $370 per night (USD)
Expedia
Lakeside cottage, pretty view of Trickey Pond. #gladview#trickeypond
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Open concept living/dining area w/cathedral ceiling overlooking the water with stunning sunrise views. Beautiful rustic ...
From $370 per night (USD)Expedia
- From $1993 per night (USD)
VRBO
Art Filled East End Home a short walk to waterfront, restaurants and shops
- Bedrooms:
- 3
- 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 $464 per night (USD)
Expedia
Private sandy beach, clean quiet lake, 1 week remains avail for 2025: 8\/2-8\/9
- 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 $464 per night (USD)Expedia
- From $399 per night (USD)
VRBO
Hollywood meets seaside charm in the former cottage of famed director, John Ford
- Bedrooms:
- 2
- 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 $399 per night (USD)VRBO
- From $2220 per night (USD)
Expedia
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 $2220 per night (USD)Expedia
- From $1724 per night (USD)
VRBO
Spacious historic home on 20 acres with beach, boathouse activity center & piano
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
This home was built for New York Metropolitan Opera superstar Olivia Fremstad in 1915-16 and named "Nawandyn." In 1926, ...
From $1724 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Private and Quiet Lakefront Unit With Private Beach & Dock
- Bedrooms:
- 4
- 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 $500 per night (USD)Expedia
- From $397 per night (USD)
VRBO
Luxury Pleasant Mountain Townhouse across from Moose Pond
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Vacation in Maine at this beautiful Shawnee Peak / Pleasant Mountain condo/townhouse. Located on Pleasant Mountain and ...
From $397 per night (USD)VRBO
- From $768 per night (USD)
Expedia
Bright and Fresh Back Cove4 Bedroom, Sleeps 8. Airmatress for additional 2.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Just renovated 4 bedroom off of Back Cove Portland. Sunny, bright and open plan. Great common areas for family or reunio ...
From $768 per night (USD)Expedia
- From $1036 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 $1036 per night (USD)VRBO
- Click For Pricing
Expedia
Luxurious, 4 Season Waterfront Home On Long Lake, Sebago Lake Regions In Maine
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Luxurious, modern, waterfront home on beautiful Long Lake in North Bridgton across a non busy street is a grassy area ...
Click For PricingExpedia
- From $772 per night (USD)
VRBO
The Captain York House
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
The Historic Captain York House in a unique New England home that was originally one home built along side another. Thi ...
From $772 per night (USD)VRBO
- From $186 per night (USD)
Expedia
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 $186 per night (USD)Expedia
- From $592 per night (USD)
VRBO
Ocean Front House with large wharf and dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This ocean front home, sleeps 6 comfortably and can accommodate more but we prefer no more than 6 due to our well. Thi ...
From $592 per night (USD)VRBO
- From $443 per night (USD)
Expedia
Spacious 4 bedroom waterfront home on Casco Bay
- Bedrooms:
- 4
- 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 $443 per night (USD)Expedia
- From $1133 per night (USD)
VRBO
Exceptional, classic Lakefront House on Big Sebago Lake
- Bedrooms:
- 3
- 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 $1133 per night (USD)VRBO
- From $336 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 $336 per night (USD)Expedia
- From $544 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 $544 per night (USD)VRBO
- From $238 per night (USD)
Expedia
Oceanfront Property
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Middle Bay Bungalow, build in 1935, has been family owned for 4 generations and is located on Wood Landing Cove off of M ...
From $238 per night (USD)Expedia
- From $400 per night (USD)
VRBO
Shorefront Peabody Pond
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
PEABODY POND SHOREFRONT LIMIT 8 - NO PETS DUE TO ALLERGIES. NO SMOKING. Comfortable 2+ bedroom cottage on peaceful Peab ...
From $400 per night (USD)VRBO
- From $970 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 $970 per night (USD)Expedia
- From $818 per night (USD)
VRBO
Large, light filled 4 bedroom house - walk to ocean and ferry
- Bedrooms:
- 2
- Bathrooms:
- 5
- 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 $818 per night (USD)VRBO
- From $1151 per night (USD)
Expedia
Kayak, swim, fish, walk to restaurants, breweries, 19 min to Old Port
- Bedrooms:
- 5
- 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 $1151 per night (USD)Expedia
- From $1676 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 $1676 per night (USD)VRBO
- From $1318 per night (USD)
Expedia
Classic Maine cottage set on its own peninsula with stunning views
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Uniquely set on its own peninsula, rests this classic Maine Cottage offering meticulously maintained grounds, a ramp and ...
From $1318 per night (USD)Expedia
- From $409 per night (USD)
VRBO
Highland Lake House
- 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 $409 per night (USD)VRBO
- From $919 per night (USD)
Expedia
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)Expedia
- From $839 per night (USD)
VRBO
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 14
Available for weekly rentals during the summer season and two night and more stays in the off seasons.The house is also ...
From $839 per night (USD)VRBO
- From $430 per night (USD)
Expedia
Elegant condo - walk to Portland's best restaurants & Old Port
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A Foodie’s Delight Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $430 per night (USD)Expedia
- From $472 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 $472 per night (USD)VRBO
- From $1090 per night (USD)
Expedia
Pine Point-Old Orchard Beach \/ Scarborough
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 15
This beautiful single-family split-level house is located in Scarborough Pine Point area on the Old Orchard Beach line. ...
From $1090 per night (USD)Expedia
- From $489 per night (USD)
VRBO
Eagles Nest Preserve Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled on 8 acres overlooking Casco Bay, the cottage has 1 bedroom, 1 bathroom and amazing water views. The guest house ...
From $489 per night (USD)VRBO
- From $849 per night (USD)
Expedia
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 $849 per night (USD)Expedia
- From $572 per night (USD)
VRBO
Quiet Cove On Pristine Sebago Lake, 5 BR, Beach, Dock
- Bedrooms:
- 3
- 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 $572 per night (USD)VRBO
- From $240 per night (USD)
Expedia
Orchard Hill Farmhouse c. 1794: Between the Atlantic Coast and the White Mts.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Orchard Hill Farmhouse (Circa 1794), a Classic High-Posted New England Cape (with WiFi Internet) is Picturesquely Situat ...
From $240 per night (USD)Expedia
- From $444 per night (USD)
VRBO
Family & dog friendly historic 4BR farmhouse near Sebago Lake w\/ boat launch!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
"The Farmhouse" has been in our family since it was built 235 years ago and has been home to nine generations. It has be ...
From $444 per night (USD)VRBO
- From $660 per night (USD)
Expedia
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 $660 per night (USD)Expedia
- From $646 per night (USD)
VRBO
Waterfront log cabin nestled in the woods providing unparalleled privacy
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Enjoy your Maine vacation in this traditional waterfront log cabin. The summer home for one of the area's shipbuilding ...
From $646 per night (USD)VRBO
- From $705 per night (USD)
Expedia
Attractive Oceanfront Home in Harmonious and Tranquil Setting , Brunswick,ME
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Bring the whole family to this three bedroom home overlooking sweeping gardens with magnificent views of and access to h ...
From $705 per night (USD)Expedia
- From $776 per night (USD)
VRBO
A Waterfront Retreat with Private Deep Water Dock. Dogs allowed upon request
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Tucked away on a private 1.5 acre property, this beautiful oceanfront retreat, just across the Cousins Island bridge, is ...
From $776 per night (USD)VRBO
- From $647 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 $647 per night (USD)Expedia
- From $679 per night (USD)
VRBO
Sebago Lake Retreat, Large Sand Beach on Jordan Bay - Boat Mooring Available
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Sebago Lake Modern Lake House on Jordan Bay with quick walk to large association sand beach and boat mooring available ...
From $679 per night (USD)VRBO
- From $208 per night (USD)
Expedia
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)Expedia
- From $468 per night (USD)
VRBO
Family Friendly, Secluded and Peaceful Beachfront Home with Beautiful Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- 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 $341 per night (USD)
Expedia
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 $341 per night (USD)Expedia
- From $398 per night (USD)
VRBO
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 $398 per night (USD)VRBO
- From $237 per night (USD)
Expedia
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 $237 per night (USD)Expedia