Cumberland Area Rentals
- From $450 per night (USD)
VRBO
Charming Cottage - Great Diamond Island, Waterviews, Path to Beach, Sunset Side
- 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 $450 per night (USD)VRBO
- From $357 per night (USD)
VRBO
New Cozy Lakeside Home on Panther Pond in Raymond, Maine
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
New waterfront, cozy, four season home with the touches of a country Maine cottage on Panther Pond, Raymond, Maine. Air ...
From $357 per night (USD)VRBO
- From $383 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 $383 per night (USD)VRBO
- From $475 per night (USD)
VRBO
Waterfront Home with Sandy Beach, Just 200 Yds from Pleasant Mountain Skiing
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
This charming rustic contemporary home is the ideal four season getaway. Enjoy 1.7 acres on the middle basin of beautif ...
From $475 per night (USD)VRBO
- From $261 per night (USD)
VRBO
Howard Family Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Located right on the water of the deep water side of Basin Point Road, this cottage features spectacular sunsets across ...
From $261 per night (USD)VRBO
- Click For Pricing
VRBO
Cozy Beach Cottage Just Minutes Walk From South Beach, Private, Screened Porch
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Note: Getting to this property requires travel via Casco Bay Ferry Lines or water taxi. These are passenger ferries, not ...
Click For PricingVRBO
- From $279 per night (USD)
VRBO
Charming Oceanfront Cottage with Spectacular Sunset Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Turn-of-the-century cottage situated directly on Maine coast waterfront in a secluded clearing. Enjoy evenings on the de ...
From $279 per night (USD)VRBO
- From $449 per night (USD)
Expedia
On Moose Pond: Lake\/ski house with mountain views!!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
4 bedroom, 2 full bathroomMoose Pond lake house that overlooks Pleasant Mountain. Enjoy the unique view of a pristine l ...
From $449 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Shady Potts Point Cottage Cooled by Ocean Breezes
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Quaint, old fashioned and lovely cottage, shaded by huge trees and cooled by off-shore breezes in historic Potts Point. ...
From $200 per night (USD)VRBO
- From $223 per night (USD)
VRBO
House in exceptional condition on Thomas Pond
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Spacious, sun-lit home has picture windows throughout! Nestled atop the hill and designed to maximize the amount of na ...
From $223 per night (USD)VRBO
- From $475 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 $475 per night (USD)VRBO
- From $475 per night (USD)
VRBO
Beautiful coastal Maine home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Our home was built in 2001 with a stunning open-concept first floor that features beautiful hardwood floors. Natural lig ...
From $475 per night (USD)VRBO
- From $220 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 $220 per night (USD)VRBO
- From $250 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 $250 per night (USD)VRBO
- From $214 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 $214 per night (USD)VRBO
- From $2000 per night (USD)
VRBO
Fabulous Waters Edge with Sandy exclusive beach
- Bedrooms:
- 6
- Bathrooms:
- 10
- Sleeps:
- 25
https://my.matterport.com/show/?m=B5UnAeCTcEp&brand=0&mls=1& 3d Tour link above Our lake house on the edge of long la ...
From $2000 per night (USD)VRBO
- From $80 per night (USD)
VRBO
Brunswick home near Bowdoin College, 1 month min stay
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This compact ranch sits in a quiet wooded area. The deck offers a peaceful setting for morning coffee, or a great pla ...
From $80 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Perfect Sebago Lake Summer Camp & Sandy Beach (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 $350 per night (USD)VRBO
- From $1154 per night (USD)
VRBO
Families, Large Home-Sleeps18, Sandy Beach.
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 18
Bring the whole family or Multiple families. Renters love our Friday-Friday check in and check out , they get a full wee ...
From $1154 per night (USD)VRBO
- From $354 per night (USD)
VRBO
Lovely Long Lake Cottage, 3BR\/1BA
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
BOOK NOW! ONLY 3 PEAK WEEKS REMAINING FOR SUMMER 2024: July 13-20, August 3-10 August 17-24 This Long Lake cottage is v ...
From $354 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Point Sebago Vacation Home
- Bedrooms:
- 2
- 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 $300 per night (USD)VRBO
- From $630 per night (USD)
VRBO
Maine Oceanfront Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Aberdeen is an elegant oceanfront home built in the style of coastal New England craftsman cottages. It greets the morni ...
From $630 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Offering unparalleled views of the historic Cribstone Bridge and Casco Bay.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to The Rose Cottage offering unparalleled views of the historic Cribstone Bridge connecting Orr's and Bailey Isl ...
From $400 per night (USD)VRBO
- From $325 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 $325 per night (USD)VRBO
- From $244 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 $244 per night (USD)VRBO
- From $430 per night (USD)
VRBO
Lakefront property on little Sebago lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly renovated beautiful home on little sebago lake. Walkin shallow beach with boat launching. Enjoy incredible sunsets ...
From $430 per night (USD)VRBO
- From $300 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 $300 per night (USD)VRBO
- From $350 per night (USD)
VRBO
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 $350 per night (USD)VRBO
- From $477 per night (USD)
VRBO
Beautiful Lakefront Family Compound With Dock And Moorings: Stunning Sunsets!
- Bedrooms:
- 3
- 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 $477 per night (USD)VRBO
- From $248 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. Walk ...
From $248 per night (USD)VRBO
- From $289 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 $289 per night (USD)VRBO
- From $550 per night (USD)
VRBO
Mackerel Cove, Bailey Island. Fully Equipped Luxury Home. Sleeps v Comfortable 6
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Completed in 2019, 3 bedroom, 3 full ensuite bathroom cottage located directly across from Mackerel Cove (voted one of M ...
From $550 per night (USD)VRBO
- From $150 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 $150 per night (USD)VRBO
- From $285 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 $285 per night (USD)VRBO
- From $287 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 $287 per night (USD)VRBO
- From $325 per night (USD)
VRBO
Sunny, modern, family home w large yard. Summer on beautiful Peaks Island!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Newly remodeled home with a large sunny fenced-in yard. Extra large kitchen. Modern appliances with all the amenities. ...
From $325 per night (USD)VRBO
- From $210 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 $210 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Charming Point Sebago Resort Home - Booking for 2024 & 2025!
- 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 size ...
From $300 per night (USD)VRBO
- From $750 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 $750 per night (USD)VRBO
- From $855 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 $855 per night (USD)VRBO
- From $463 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 $463 per night (USD)VRBO
- From $339 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 $339 per night (USD)VRBO
- From $670 per night (USD)
VRBO
The Chalet~ 4 bed Lakefront Family Home w\/game room, all Seasons!
- 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 $670 per night (USD)VRBO
- From $333 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 $333 per night (USD)Expedia
- From $1450 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 $1450 per night (USD)VRBO
- From $261 per night (USD)
VRBO
Lake Front Cottage with Private Sandy Beach & Beautiful Sunsets
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Upstairs you will find 4 bedrooms -- 1 queen bed, 2 full beds, a crib, and twin bed. The crib and twin bed are in the ...
From $261 per night (USD)VRBO
- From $500 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 $500 per night (USD)VRBO
- From $902 per night (USD)
VRBO
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 $902 per night (USD)VRBO
- From $495 per night (USD)
VRBO
Newly Renovated Craftsman Home Walking Distance To Willard Beach!
- Bedrooms:
- 3
- 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 $495 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Quaint antique island home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Roomy three bedroom house. Master bedroom (queen bed), bedroom 2 (queen), bedroom 3 (2 twins). Large living room, form ...
From $225 per night (USD)VRBO
- From $495 per night (USD)
VRBO
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 $495 per night (USD)VRBO
- From $254 per night (USD)
VRBO
Steps to Lake Sebago Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Newly renovated finished basement with additional bedroom and family room. Water and beach access to beautiful Sebago La ...
From $254 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Point Sebago Resort - Purple Rd - Summer Booking Fast
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summer - $1,885 (includes registration fee) per week (Sat-Sat) Spring or Fall weekends $230 per night (2 night minimum) ...
From $300 per night (USD)VRBO
- From $230 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 $230 per night (USD)VRBO
- From $295 per night (USD)
VRBO
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 $295 per night (USD)VRBO
- From $328 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 $328 per night (USD)Expedia
- From $372 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 $372 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Frye Island, Sebago Lake, Maine, Single Family, Available Sunday - Friday
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Available Sunday - Friday • Sleeps 8 • 3 Bedrooms + Loft • 2 Bath • Large Deck • Fire Ring • Golf Cart • Beaches • Commu ...
From $250 per night (USD)VRBO
- Click For Pricing
VRBO
Cozy Waterfront Retreat - Large Deck, Close to Portland
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Lakefront 2 bedroom, 1 bath, amazing deck with peaceful views. Great swimming with a gradual entry 'beach' good for kids ...
Click For PricingVRBO
- From $358 per night (USD)
Expedia
Niblet | Pine Point | Pet Friendly | Steps to Beach | Bayley Vacation Rentals
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
**This rental is brought to you by Bayley Vacation Rentals! ** easide cottage Niblet exudes comfort with rustic decor a ...
From $358 per night (USD)Expedia
- From $683 per night (USD)
VRBO
Hank’s Hideaway | Pet Friendly | Steps to the Beach | 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 $683 per night (USD)VRBO
- From $925 per night (USD)
VRBO
Bridgton, Maine, Long Lake, Luxury Lakefront Private Estate
- Bedrooms:
- 4
- 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 $925 per night (USD)VRBO
- From $291 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 $291 per night (USD)VRBO
- Click For Pricing
VRBO
Spacious 2 Bedroom Summer Home on Picturesque Panther Pond
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Relax and enjoy the view of Panther Pond! Traditional Maine summer lake house updated with many modern conveniences, inc ...
Click For PricingVRBO
- From $643 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 $643 per night (USD)VRBO
- From $186 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 $186 per night (USD)VRBO
- From $525 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 $525 per night (USD)VRBO
- From $275 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 $275 per night (USD)VRBO
- From $900 per night (USD)
VRBO
Amazing Ocean Views. Steps To The Beach & Fantastic Restaurants.
- Bedrooms:
- 3
- 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 $900 per night (USD)VRBO
- From $814 per night (USD)
VRBO
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 $814 per night (USD)VRBO
- From $236 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 6th-13th, and July 27-Aug. 3rd. Short walk to the lake. Frye Island is a private, seasonal, island communi ...
From $236 per night (USD)VRBO
- From $275 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 $275 per night (USD)VRBO
- From $550 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 $550 per night (USD)VRBO
- Click For Pricing
VRBO
Ferris Lodge - Your Home Away From Home
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to Ferris Lodge, a spectacular summer house on the rugged Maine coast with a breathtaking view of the majestic C ...
Click For PricingVRBO
- From $190 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 $190 per night (USD)VRBO
- From $180 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 $180 per night (USD)VRBO
- From $250 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 $250 per night (USD)VRBO
- From $382 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 $382 per night (USD)VRBO
- From $185 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 $185 per night (USD)VRBO
- From $325 per night (USD)
VRBO
AVAIL NOW! BOWDOIN GRAD AND REUNION 2024-WATERFRONT-nature\/privacy\/swim\/dock
- 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 $325 per night (USD)VRBO
- From $195 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 $195 per night (USD)VRBO
- Click For Pricing
VRBO
Iconic Post and Beam Lake House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This open floor plan, tongue-in-groove, post & beam Maine lake house fronts on the large but tranquil cove at Cape Monda ...
Click For PricingVRBO
- From $600 per night (USD)
VRBO
Executive Home on Scarboro Beach, Vacation or Turn Work into A Vacation
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Furnished, well-appointed, spacious 3800 sq foot “executive home” on exclusive Scarborough Beach. The beach is a one-min ...
From $600 per night (USD)VRBO
- From $175 per night (USD)
VRBO
Harpswell, Maine, Seascape, Honeymoon Retreat, Writer's Paradise, On the Water
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
We only rent weekly minimum Sunday to Sunday Seascape is your quintessential Maine Camp. Situated at the end of the roa ...
From $175 per night (USD)VRBO
- From $575 per night (USD)
VRBO
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 $575 per night (USD)VRBO
- From $200 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 $200 per night (USD)VRBO
- From $193 per night (USD)
VRBO
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 $193 per night (USD)VRBO
- From $550 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 $550 per night (USD)VRBO
- From $315 per night (USD)
VRBO
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 $315 per night (USD)VRBO
- From $1299 per night (USD)
VRBO
700' OCEANFRONT RETREAT, FIRE PIT, 10 ACRES, 6 BR, 8 KAYAKS, 2 PDL BRDS,
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
This spectacular oceanfront property, situated on Quahog Bay, offers a truly unique level of privacy, water access and o ...
From $1299 per night (USD)VRBO
- From $799 per night (USD)
VRBO
Lakefront Log Home with the only 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, so please Do Not sel ...
From $799 per night (USD)VRBO
- From $348 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 $348 per night (USD)VRBO
- From $240 per night (USD)
VRBO
Quiet Getaway! Spacious Cabin - Close to Summer and Winter Fun!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our Maine Cabin is a log home on a quiet, treed, 2 acre lot in Bridgton, Maine. We can sleep 8 people comfortably in 3 b ...
From $240 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Frye Island, Sebago Lake, Maine-Large Open Concept Chalet Sleeps 8+
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
We are now booking for the 2023 Fall Season and 2024! Please send us a message to secure your vacation today! 4 bedro ...
From $300 per night (USD)VRBO
- From $671 per night (USD)
VRBO
Rainy days? Game room for everyone to have fun! Sunsets await you! Boat Mooring
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Why do families choose Jordan Bay Breeze for their summer vacation? Kid friendly with sandy beach gradual entry Full g ...
From $671 per night (USD)VRBO
- From $385 per night (USD)
VRBO
Oceanfront Dog Friendly Apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This unique ocean side two-bedroom unit in a lovely Victorian home at The Willard Beach House is just 20 feet from the ...
From $385 per night (USD)VRBO
- From $640 per night (USD)
VRBO
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 $640 per night (USD)VRBO
- From $2000 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 $2000 per night (USD)VRBO
- From $399 per night (USD)
VRBO
Listen to the waves rolling the treasures of the beach outside of your windows~
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape into a tranquil & unforgettable world, right on the beach of Ram Island Way. Located on a private road, this ...
From $399 per night (USD)VRBO
- From $315 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 $315 per night (USD)VRBO