Cumberland Area Rentals
From $446 per night (USD)VRBO
Stunning White Water Ocean Views From This Peaks Island Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escaping to Valhalla by the Sea is like escaping to a simpler time, an experience not marked by time, but by your spirit ...
From $446 per night (USD)VRBO
From $529 per night (USD)Expedia
Classic Maine waterfront cottage on pristine Highland Lake Windham\/Falmouth
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Highland Lake is a beautiful private pristine lake located in Windham/Falmouth Maine. Our lake is fed by springs and str ...
From $529 per night (USD)Expedia
From $2220 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 $2220 per night (USD)VRBO
From $1732 per night (USD)Expedia
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 $1732 per night (USD)Expedia
From $387 per night (USD)VRBO
Urban studio in an amazing, central location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Location, location! And of the best locations in town! This is such a great place to stay while in Portland. I have no d ...
From $387 per night (USD)VRBO
From $1455 per night (USD)Expedia
Upscale large 3 bedroom unit within walking distance to everything!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Designer inspired spacious, modern home where detailed patterns and vibrant colors intertwine to create a space that fee ...
From $1455 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 $2259 per night (USD)Expedia
THE LIGHTSHIP-MOOSE POND\/PLEASANT MOUNTAIN
- Bedrooms:
- 5
- Bathrooms:
- 12
- Sleeps:
- 30
The quintessential Maine lake house retreat! This property provides a spacious private waterfront including a smooth, sa ...
From $2259 per night (USD)Expedia
From $218 per night (USD)VRBO
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 $218 per night (USD)VRBO
From $272 per night (USD)Expedia
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)Expedia
From $324 per night (USD)VRBO
Full Moon on the Harraseeket, Freeport, Maine
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the Fish House; a small home on the Harraseeket River, near South Freeport Harbor that comes well stocked and ...
From $324 per night (USD)VRBO
From $546 per night (USD)Expedia
Lakefront Log Home with Outdoor Movie Theater
- 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 $546 per night (USD)Expedia
From $370 per night (USD)VRBO
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)VRBO
From $301 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 $301 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 $422 per night (USD)VRBO
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 $422 per night (USD)VRBO
From $230 per night (USD)Expedia
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)Expedia
From $470 per night (USD)VRBO
Spacious single-story cottage with ocean views, large screen porch, and a quiet location.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Camp Bullwinkle! Nestled on a lightly wooded lot is this well-kept waterfront home conveniently located only ...
From $470 per night (USD)VRBO
From $354 per night (USD)Expedia
Waterfront cottage situated at the mouth of Mackerel Cove. Amazing sunset views!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Sea Scent! Take in Maine's coast in this tastefully decorated updated cottage right on the water's edge of ...
From $354 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 $206 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 $206 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
Spend your vacation at our charming beach house completely remodeled in 2007. Beautiful Pine Point beach and Maine's fam ...
From $681 per night (USD)Expedia
From $236 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 $236 per night (USD)VRBO
From $228 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 $228 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 $450 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 $450 per night (USD)Expedia
From $1798 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 $1798 per night (USD)VRBO
Click For PricingExpedia
Luxury Modern Home with a View
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the good life in this elegant and bold modern home on Portland’s coveted Munjoy Hill. Newly constructed and d ...
Click For PricingExpedia
From $631 per night (USD)VRBO
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 $631 per night (USD)VRBO
From $579 per night (USD)Expedia
The best place for the money!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Heart of the West End, which is on the peninsula and part of the downtown. Quiet neighborhood, but nice bars and restaur ...
From $579 per night (USD)Expedia
From $857 per night (USD)VRBO
Adorable Beach House Across the Street From Beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Time for a beach vacation! Cozy home right across the street from Pine Point! Stroll the seven miles of quiet, sandy, ...
From $857 per night (USD)VRBO
From $303 per night (USD)Expedia
Private Ocean Front property with bathing cove and deep water swimming
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Check THIS one out! What a spot! Situated almost at the tip of the peninsula Gun Point on Great Island, this location ...
From $303 per night (USD)Expedia
From $770 per night (USD)VRBO
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)VRBO
From $981 per night (USD)Expedia
Pine Point Beach House
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 16
Spend your vacation at our charming beach house which has been completely remodeled and is a duplex. Beautiful Pine Poin ...
From $981 per night (USD)Expedia
From $272 per night (USD)VRBO
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)VRBO
From $328 per night (USD)Expedia
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)Expedia
From $308 per night (USD)VRBO
Inviting Countryside Home: 4 Mi to Long Lake!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 11
Leave behind the noise of the city and escape to this 3-bedroom, 2-bathroom vacation rental in rural Maine! Outdoor enth ...
From $308 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 $320 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 $320 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 $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 $1792 per night (USD)VRBO
Waterfront Spacious Luxury Home, 5 min to LL Bean!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Spacious Maine coastal retreat, nestled between forest and sea, fully stocked home for the ultimate family getaway! Fast ...
From $1792 per night (USD)VRBO
From $280 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 $280 per night (USD)Expedia
From $454 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 $454 per night (USD)VRBO
From $383 per night (USD)Expedia
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)Expedia
From $398 per night (USD)VRBO
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 $398 per night (USD)VRBO
From $765 per night (USD)Expedia
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 $765 per night (USD)Expedia
From $581 per night (USD)VRBO
Waterfront home with furnished deck, ocean views, & full kitchen
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
By the Sea Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $581 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 $377 per night (USD)VRBO
Memorial Day Stay at FI Sebago Lake! Adorable cottage with mooring for your boat
- 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 $377 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 $271 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 $271 per night (USD)VRBO
From $368 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 $368 per night (USD)Expedia
From $268 per night (USD)VRBO
Sebago Lake Cottage w\/ Patio + Beach Access!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Gather the family for a lakeside retreat to this 2-bedroom, 1-bath Sebago cottage! A perfect place to reconnect with the ...
From $268 per night (USD)VRBO
From $273 per night (USD)Expedia
Beachfront Sebago Cottage w\/ Deck + Grill!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a break from the daily routine at this 1-bedroom, 1-bath cottage on Lake Sebago! Perfect for couples, this vacatio ...
From $273 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 $278 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 $278 per night (USD)Expedia
From $921 per night (USD)VRBO
Maine Coast Experience. Full 180 Degree Ocean View. 275ft of frontage.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
If you need an escape for the whole family (or perhaps from the whole family), a couples retreat, or simply the solitud ...
From $921 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 $1512 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 $1512 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 $548 per night (USD)Expedia
Classic Family Cottage, Ocean View from Porch, Peaceful Rural Location
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Available May 1 - Columbus Day. Full-week rentals only, Saturday-Saturday July 1 - Labor Day. Three-day minimum otherwis ...
From $548 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 $635 per night (USD)Expedia
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 $635 per night (USD)Expedia
From $3574 per night (USD)VRBO
Beautiful oceanside Castle with private beach and seasonal swimming pool
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
The Castle at Garrison Field, was built as a Cotswolds, England style country manor house. The residence and elegant gro ...
From $3574 per night (USD)VRBO
From $739 per night (USD)Expedia
Beautiful Lakefront Family Compound With Dock And Moorings: Stunning Sunsets!
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 14
New listing: Private Lakefront family compound on quiet Jordan Bay on Sebago Lake. This lovely property sits on a high ...
From $739 per night (USD)Expedia
From $398 per night (USD)VRBO
Vacation Creation Downtown Brunswick 2King Beds
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Completely Newly Renovated 2 Bedroom (KING SIZE BEDS!) Private Apartment Located 5 Minute Walk From Maine Street In Brun ...
From $398 per night (USD)VRBO
From $294 per night (USD)Expedia
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 $294 per night (USD)Expedia
From $237 per night (USD)VRBO
Immaculate Cottage On Beautiful Panther Pond
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful, bright two bedroom house on desirable Panther Pond. Cottage sits on 65 feet of unobstructed private waterfro ...
From $237 per night (USD)VRBO
From $456 per night (USD)Expedia
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 $456 per night (USD)Expedia
From $385 per night (USD)VRBO
Sunny, modern, family home w large yard. Summer on beautiful Peaks Island!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Last minute cancellation - August 17 to 24. Full week or partial (4 day minimum). Full week is discounted to $250/night, ...
From $385 per night (USD)VRBO
From $229 per night (USD)Expedia
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)Expedia
From $367 per night (USD)VRBO
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)VRBO
From $294 per night (USD)Expedia
Spacious and Modern One Bedroom Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Modern 1st floor one bedroom apartment in a walk up apt building which has been recently fully renovated. The apartment ...
From $294 per night (USD)Expedia
From $408 per night (USD)VRBO
'Osprey Cottage' South Freeport Home on Casco Bay!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy a cool bay breeze with your morning coffee when you book this quaint Freeport vacation rental. The 2-bedroom, 1-ba ...
From $408 per night (USD)VRBO
From $557 per night (USD)Expedia
WATERFRONT 20' from Lake Private EndofRoad Float KayaksFirepit 2026 is Booking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Consider the shoulder months of June and September, which are lovely with less traffic and easier to get into restaurant ...
From $557 per night (USD)Expedia
From $561 per night (USD)VRBO
Enjoy the Fall Colors on the Coast of Maine!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
The moment you arrive to this warm and inviting cottage, you will feel worlds away from the hectic everyday life. This c ...
From $561 per night (USD)VRBO
From $460 per night (USD)Expedia
Beautiful Lakefront Escape - Book Your Fall Foliage GetAway!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Need a change of scenery? Come relax, fish, kayak, roast smores, hike nearby Rattlesnake Mountain or just light a fire ...
From $460 per night (USD)Expedia
From $338 per night (USD)VRBO
Little Sebago Lakefront: Enjoy simple life & all year fun in SUMMER\/FALL\/WINTER!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This is the perfect unpretentious cottage for family fun with 100 feet of frontage on Little Sebago Lake! Enjoy a large ...
From $338 per night (USD)VRBO
From $420 per night (USD)Expedia
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 $420 per night (USD)Expedia
From $337 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 $337 per night (USD)VRBO
From $291 per night (USD)Expedia
Charming Bayview Cottage with Deck, Firepit, Garden - 200' from the Water
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Harpswell Bay House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $291 per night (USD)Expedia
From $441 per night (USD)VRBO
Lakeside Cottage with all the amenities
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful lakeside cottage situated in a quiet private sandy cove on Crescent Lake. Our home has an open concept kitchen ...
From $441 per night (USD)VRBO
From $405 per night (USD)Expedia
Brand new single family Munjoy Hill
- Bedrooms:
- 3
- 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)Expedia
From $343 per night (USD)VRBO
Naples, ME- Spectacular views of Mt. Washington from dock, decks, cabin\/cottage
- Bedrooms:
- 2
- 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 $763 per night (USD)Expedia
Luxury Lakefront Living in Lake Sebago Area
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 10
25 Years New Quality Custom 5 bedroom Lakeside Rabbit Ear Colonial. Pool table, 3 fireplaces & recreation and kitchen b ...
From $763 per night (USD)Expedia
From $355 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 $355 per night (USD)VRBO
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Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Little Sebago Lake is a perfect destination to escape to if you're looking for a relaxing time in Maine. The lake is kno ...
Click For PricingExpedia
From $408 per night (USD)VRBO
'Heron Cottage' on Casco Bay w\/ Deck & Boat Dock!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The quintessential “Downeast” Maine experience awaits at ‘Heron Cottage,’ a 1-bedroom, 1-bath South Freeport vacation re ...
From $408 per night (USD)VRBO
From $1325 per night (USD)Expedia
PORTLAND PENINSULA-SPACIOUS WALKABLE EAST END SPOT
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 12
You will not find a more ideal location for your stay In Portland! Beautifully renovated and designed with all of the am ...
From $1325 per night (USD)Expedia