Cumberland Area Rentals
From $380 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 $380 per night (USD)VRBO
From $1105 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 $1105 per night (USD)VRBO
From $399 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 $399 per night (USD)VRBO
From $1031 per night (USD)VRBO
Long Lake, Lakefront Luxury, Bridgton, Maine, Naples, Long Lake, Private Estate
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
A beautiful multilevel home with 151 feet of lake frontage, perfectly set on 1.4 forested and landscaped acres! Very pri ...
From $1031 per night (USD)VRBO
From $473 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 $473 per night (USD)VRBO
From $726 per night (USD)Expedia
Coastal Waterfront Retreat with Sauna, Kayaks & Fire Pit, Freeport, Near LL Bean
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Wake up to waterfront views, spend afternoons along Maine’s scenic coast, and end the day relaxing in the sauna or aroun ...
From $726 per night (USD)Expedia
From $364 per night (USD)VRBO
Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Escape to the coast of Maine and enjoy this private waterfront guest apartment tucked away on 8 wooded acres overlooking ...
From $364 per night (USD)VRBO
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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 ...
Click For PricingExpedia
From $401 per night (USD)VRBO
Frye Island in Sebago Lake, Maine•Single Family•Car Ferry Access
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
*Please Read Description Carefully* Sleeps 8•3 Bedrooms+Loft•2 Bath•Only Accessible by Car Ferry•Large Deck•Fire Ring•Pi ...
From $401 per night (USD)VRBO
From $513 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 $513 per night (USD)Expedia
From $654 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 $654 per night (USD)VRBO
From $377 per night (USD)VRBO
Point Sebago Resort - Purple Rd - Summer 2026! Booking Fast!
- 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 $377 per night (USD)VRBO
From $331 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 $331 per night (USD)VRBO
From $417 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 $417 per night (USD)VRBO
From $336 per night (USD)VRBO
Sebago Lake Cottage w/ Patio + Beach Access!
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $336 per night (USD)VRBO
From $335 per night (USD)Expedia
Beachfront Sebago Cottage w/ Deck + Grill!
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $335 per night (USD)Expedia
From $1287 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 $1287 per night (USD)VRBO
From $829 per night (USD)VRBO
Maine Coast Experience. Full 180 Degree Ocean View. 275ft of frontage.
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 8
If you need an escape for the whole family (or perhaps from the whole family), a couples retreat, or simply the solitud ...
From $829 per night (USD)VRBO
From $1219 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, 4500 sq. foot house with a wrap-around deck on Sebascodeg ...
From $1219 per night (USD)VRBO
From $982 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 $982 per night (USD)VRBO
From $514 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 $514 per night (USD)VRBO
From $367 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! Experience the quintessential Maine coastal getaway at Spindrift, a turn-of-the-century New Engla ...
From $367 per night (USD)VRBO
From $882 per night (USD)VRBO
Classic Family Cottage, Ocean View from Porch, Peaceful Rural Location
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Available May 1 - Columbus Day. Full-week rentals only, Saturday-Saturday July 1 - Labor Day. Three-day minimum otherwis ...
From $882 per night (USD)VRBO
From $1167 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 $1167 per night (USD)VRBO
From $667 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 $667 per night (USD)VRBO
From $206 per night (USD)Expedia
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 $206 per night (USD)Expedia
From $237 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 $237 per night (USD)VRBO
From $273 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 $273 per night (USD)VRBO
From $540 per night (USD)VRBO
A Sweet Private Waterfront Cottage. Happy loons and hummingbirds complementary!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
A perfect blend of privacy in a natural wooded setting on pristine Coffee Pond( smaller lakes are called ponds here) yet ...
From $540 per night (USD)VRBO
From $261 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 $261 per night (USD)VRBO
From $415 per night (USD)VRBO
Charming Point Sebago Resort Home - Booking for 2025 & 2026!
- Bedrooms:
- 1
- 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 $415 per night (USD)VRBO
From $646 per night (USD)Expedia
'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 $646 per night (USD)Expedia
From $471 per night (USD)VRBO
Beautiful Lakefront Escape - Book Your Fall Foliage GetAway!
- Bedrooms:
- 1
- 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 $471 per night (USD)VRBO
From $456 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 $456 per night (USD)VRBO
From $467 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 $467 per night (USD)VRBO
From $558 per night (USD)Expedia
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 $558 per night (USD)Expedia
From $511 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 $511 per night (USD)VRBO
From $400 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 $400 per night (USD)VRBO
From $1012 per night (USD)VRBO
Luxury Lakefront Living in Lake Sebago Area
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
25 Years New Quality Custom 5 bedroom Lakeside Rabbit Ear Colonial. Pool table, 3 fireplaces & recreation and kitchen b ...
From $1012 per night (USD)VRBO
From $348 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 $348 per night (USD)VRBO
From $295 per night (USD)VRBO
Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout
- Bedrooms:
- 2
- Bathrooms:
- 1
- 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 ...
From $295 per night (USD)VRBO
From $540 per night (USD)Expedia
'Heron Cottage' on Casco Bay w/ Deck & Boat Dock!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The quintessential “Downeast” Maine experience awaits at ‘Heron Cottage,’ a 1-bedroom, 1-bath South Freeport vacation re ...
From $540 per night (USD)Expedia
From $1210 per night (USD)VRBO
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 $1210 per night (USD)VRBO
From $498 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 $498 per night (USD)VRBO
From $294 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 $294 per night (USD)VRBO
From $3112 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 $3112 per night (USD)VRBO
From $464 per night (USD)VRBO
Sebago Lake Camp Sandy Beach Jordan Bay Raymond Maine Rental Saturday-Saturday
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Sebago Lake at its finest: SUMMER RENTAL--- This three bedroom, one bathroom knotty pine cottage is 20 miles from Port ...
From $464 per night (USD)VRBO
From $431 per night (USD)VRBO
Lovely Long Lake Cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
This Long Lake cottage is very nicely furnished and welcoming. It is located off Route 302 on the western shore of Long ...
From $431 per night (USD)VRBO
From $430 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 $430 per night (USD)VRBO
From $666 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 $666 per night (USD)VRBO
From $563 per night (USD)VRBO
Stover's Cove Beach Coastal Retreat
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 14
Loaded with amenities: plenty of room to sleep. The main house has 5 comfortable bedrooms and 2 full baths; there is a s ...
From $563 per night (USD)VRBO
From $358 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 $358 per night (USD)VRBO
From $211 per night (USD)VRBO
Sunny Seaside Cottage with Beautiful Sunset Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
West facing newly renovated cottage located on Cousins Island in picturesque Yarmouth, Maine. Enjoy the quiet, peaceful ...
From $211 per night (USD)VRBO
From $706 per night (USD)VRBO
Nautical themed Oceanfront Cottage located at the Mouth of picturesque Mackerel Cove!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Nautical Nest! One of three charming sister cottages on Bailey Island, each offering unforgettable sunsets a ...
From $706 per night (USD)VRBO
From $294 per night (USD)VRBO
Charming cottage on Basin Cove just a short drive to the Dolphin Marina
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Tidewatch! Nestled on the serene shores of Basin Cove, Tidewatch is a charming 2-bedroom, 1-bathroom cottage ...
From $294 per night (USD)VRBO
From $259 per night (USD)VRBO
Classic Maine Cottage with astonishing views located within walking distance to Cedar Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Blue Heron! Breathe in the fresh Atlantic air and start your day with easterly sunrise views from the spaciou ...
From $259 per night (USD)VRBO
From $707 per night (USD)VRBO
Spacious 5 bedroom home just a short walk to local beach and ocean views from the upper decks!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 11
Welcome to Tree Tops House! Perched at the end of a quiet island road and surrounded by whispering pines, Tree Tops Hou ...
From $707 per night (USD)VRBO
From $824 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! Discover coastal Maine at its finest from this beautiful 4-bedroom, 3-bath retreat perche ...
From $824 per night (USD)VRBO
From $307 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 $307 per night (USD)VRBO
From $666 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 $666 per night (USD)VRBO
From $342 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 $342 per night (USD)VRBO
From $366 per night (USD)Expedia
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 $366 per night (USD)Expedia
From $323 per night (USD)VRBO
Charming Retreat w/ Deck ~ 4 Mi From Casco Bay!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Take a break from the hustle and bustle of everyday life and escape to the Northeast! Situated outside of Portland, this ...
From $323 per night (USD)VRBO
From $232 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 $232 per night (USD)VRBO
From $453 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, Maine, this charming 3 bedroom , four year old year round home provides you with a brea ...
From $453 per night (USD)VRBO
From $633 per night (USD)Expedia
Little Sebago Lake, Gray, Maine Lakefront water surrounds you.
- Bedrooms:
- 0
- Bathrooms:
- 2
- Sleeps:
- 8
Paradise Point is located on a small peninsula in the Upper Lake of Little Sebago Lake, Gray Maine, yielding privacy all ...
From $633 per night (USD)Expedia
From $321 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 $321 per night (USD)VRBO
From $481 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 $481 per night (USD)VRBO
From $404 per night (USD)VRBO
Luxury, Spacious, 4 BR Chalet, 1 Minute walk to beach, lakefront, pools, skiing
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
SPECIAL WINTER-LONG SKI ENTHUSIAST/RENTER AVAILABLE FROM DECEMBER 6, 2026 THROUGH APRIL 6, 2027 (4-MONTH STAY) FOR A T ...
From $404 per night (USD)VRBO
From $276 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 $276 per night (USD)VRBO
From $429 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 a waterfront park ...
From $429 per night (USD)VRBO
From $957 per night (USD)Expedia
Hip & Luxurious Garden Retreat for Families, Foodies & Adventurers
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
We call this first floor of our modified 1890`s Victorian the `Garden SWEET` because it`s a huge suite that is so attrac ...
From $957 per night (USD)Expedia
From $174 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 $174 per night (USD)VRBO
From $486 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 $486 per night (USD)VRBO
From $1203 per night (USD)VRBO
Private, spacious lakefront home: mooring & floating dock & walk to quaint town
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Haven on HIghland Lake! We are accepting reservations for Summer 2026--please take a good look at our lake ...
From $1203 per night (USD)VRBO
From $441 per night (USD)VRBO
Perfect Year-Round Getaway Location For Those Who Enjoy The Outdoors.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
With unspoiled forests and waterways, the Greater Bridgton Lakes Region is a year-round outdoor playground and sportsman ...
From $441 per night (USD)VRBO
From $986 per night (USD)VRBO
Lovely, Sprawling Log Home On Pretty, Pristine Trickey Pond.
- Bedrooms:
- 2
- 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 $986 per night (USD)VRBO
From $1092 per night (USD)VRBO
Sebago Lake Home with Sandy Beach
- Bedrooms:
- 2
- 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 $1092 per night (USD)VRBO
From $2239 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 $2239 per night (USD)VRBO
From $604 per night (USD)Expedia
Completely remodeled 2 bedroom apartment in Portland's West End
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Come stay in this brand new 2 bedroom 1.5 bath apartment in the heart of Portland's West End. Located just steps away f ...
From $604 per night (USD)Expedia
From $308 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 $308 per night (USD)VRBO
From $711 per night (USD)VRBO
Sebago Lake Waterfront Rental on Frye Island
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 13
Outstanding Waterfront Property on the shores of Frye Island, Maine in pristine Sebago Lake. Main cottage sleeps 9 with ...
From $711 per night (USD)VRBO
From $233 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 $233 per night (USD)VRBO
From $809 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 $809 per night (USD)VRBO
From $594 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 $594 per night (USD)VRBO
From $441 per night (USD)Expedia
NEW LISTING ☼ Unique Oceanfront Home. Separate boat rental available.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Panoramic Oceanfront and island view direct sunrise. Nature preserves and hiking trail next door and nearby. Away from ...
From $441 per night (USD)Expedia
From $716 per night (USD)VRBO
Charming, Spacious Remodeled Pine Point Beach House Steps to the Sandy Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Bright, spacious, and tastefully decorated, featuring stunning hardwood and tile floors throughout. With 3 large bedroom ...
From $716 per night (USD)VRBO
From $537 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 $537 per night (USD)VRBO
From $427 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 $427 per night (USD)VRBO
From $460 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 $460 per night (USD)VRBO
From $608 per night (USD)VRBO
Knotty Nauti by Bayley Vacation Rentals
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
**This rental is brought to you by Bayley Vacation Rentals!** At Knotty Nauti, the cozy beach cottage, natural wood and ...
From $608 per night (USD)VRBO
From $914 per night (USD)Expedia
The Otis House by Bayley Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
**This rental is brought to you by Bayley Vacation Rentals! ** Step into the Otis House and be charmed by the elegant f ...
From $914 per night (USD)Expedia
From $1099 per night (USD)VRBO
Elegant & Quiet Maine Escape w/ Sauna & Deck
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 100
Gather your loved ones and whisk them away to this light-filled, expansive Harrison home. The 7-bedroom, 4-bath vacation ...
From $1099 per night (USD)VRBO
From $280 per night (USD)Expedia
Romantic getaway for Great fall foliage!!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Small camp on Trickeypond only 1.3 miles to the center of Naples ...
From $280 per night (USD)Expedia
From $317 per night (USD)VRBO
Midcentury Modern 2 Bedroom Village Oasis
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
1st Floor. Updated and fully furnished 2 bedroom, living room, kitchen one bath apartment in the heart of Yarmouth Villa ...
From $317 per night (USD)VRBO
From $464 per night (USD)VRBO
Classic Maine Cottage on Water's Edge
- Bedrooms:
- 1
- 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 $464 per night (USD)VRBO
From $477 per night (USD)VRBO
Dream Lakefront Modern Cabin
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Everything for your perfect Maine getaway on Moose Pond during any season! Our immaculate lakefront cabin is the perfect ...
From $477 per night (USD)VRBO
From $480 per night (USD)Expedia
Backyard Paradise
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Wake up to the sounds of chickadees (Maine’s state bird), as you sip your coffee in this furnished family home. With exc ...
From $480 per night (USD)Expedia
From $1213 per night (USD)VRBO
Nicest Waterfront in Maine w/ Private Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Beautiful, classic, recently built luxury home located at the center of Mackerel Cove, known as the most photographed wa ...
From $1213 per night (USD)VRBO
From $417 per night (USD)Expedia
Five miles from the beach, newly remodeled home with lots of privacy.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This handicap accessible private home is 5 miles from the beach, 12 miles from downtown Portland, and 9 miles from Portl ...
From $417 per night (USD)Expedia