Cumberland Area, Maine Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Cumberland Area, Maine on RentalSaver.com!

Cumberland Area Rentals

From $293 per night (USD)
VRBO
Modern, Spacious Guest Suite Near the Ocean
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our neighborhood is picturesque, woodsy, and charming. Our home is modern, clean, and comfortable. Your private guest su ...
From $293 per night (USD)
VRBO
From $1152 per night (USD)
Expedia
Historic Officer's Quarters House on Great Diamond Island Near Beaches
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Gorgeous 5 BR, 3.5 BA Historic Officer’s Quarters at Diamond Cove. This island home is situated in a prime location righ ...
From $1152 per night (USD)
Expedia
From $220 per night (USD)
VRBO
~Maine Glamping at its Finest~
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Robins Nest! Bathed in sunlight, this freshly renovated 784 square foot, 2 bedroom apartment is conveniently ...
From $220 per night (USD)
VRBO
From $1003 per night (USD)
Expedia
Sunny Waterfront Family Friendly Little Sebago Home
Bedrooms:
3
Bathrooms:
5
Sleeps:
16
***September 2024 update*** There are only 4 nights available for the remainder of 2024: September 3rd to 7th. This is t ...
From $1003 per night (USD)
Expedia
Click For Pricing
VRBO
Waterfront home in Tide Mill Cove
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
A delightful vintage Maine cottage on quiet Tide Mill Cove. Deck overlooks the bay with room for sunbathing, birdwatchi ...
Click For Pricing
VRBO
From $380 per night (USD)
Expedia
Views! Cozy, Private 3BR Condo minutes to Pleasant Mtn, 30 miles to Sunday River
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Enjoy this Beautiful, Modern 4-season Condo with 3 Bedrooms, 2.5 Baths. Gorgeous Views of Crystal Lake and mountains fro ...
From $380 per night (USD)
Expedia
From $371 per night (USD)
VRBO
Great Vacation Home, Heart of Lakes/Ski Region in Bridgton Me
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Perfect home to spend your vacation... Whether its spring, summer, fall, or winter, Bridgton has it all; boating, water ...
From $371 per night (USD)
VRBO
From $1042 per night (USD)
Expedia
Beautiful rental with private roof deck
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
One of the best locations in town! Walk to downtown and waterfront. Unit has just undergone a full renovation and includ ...
From $1042 per night (USD)
Expedia
From $263 per night (USD)
VRBO
Condo at Pleasant Mountain
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Looking for a seasonal escape all year round ? Come and witness a breathtaking view and relax. End unit condo with balc ...
From $263 per night (USD)
VRBO
Click For Pricing
Expedia
The Backshore House Family friendly Oasis on Peaks Island
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Enjoy island living in our Peaks Island getaway. Private, furnished house featuring over 2600 square feet of living spac ...
Click For Pricing
Expedia
From $1176 per night (USD)
VRBO
Blue Doors By The Sea by Bayley Vacation Rentals
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
**This rental is brought to you by Bayley Vacation Rentals! ** Discover a spacious modern retreat, perfect for beach-lo ...
From $1176 per night (USD)
VRBO
From $236 per night (USD)
VRBO
Moose Pond Mountain Escape 3BR/2BA and much to enjoy!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to this spacious, all-season getaway—perfect for the whole family! Featuring 3 large bedrooms & 2 full baths, the ...
From $236 per night (USD)
VRBO
From $392 per night (USD)
VRBO
Charming 2-bedroom steps from the Eastern Promenade
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Portland's East End has the charm of a small town, amazing views of the ocean, delicious restaurants, and is just a shor ...
From $392 per night (USD)
VRBO
From $354 per night (USD)
Expedia
Sebago Lake... charming 2 bedroom WATERFRONT cottage. Dock, mooring, & SUNSETS
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
"Twin Rocks" cottage is a charming 2 Bdrm/1 Bath retreat on Sebago Lake w/ gorgeous views of The White Mtns. Enjoy breat ...
From $354 per night (USD)
Expedia
Click For Pricing
VRBO
Cozy Historic Home on Great Diamond Island
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Cute and cozy, the historic radio shack sits atop a knoll on a private lot. This little gem is ideal for 1-2 people. Gal ...
Click For Pricing
VRBO
From $398 per night (USD)
Expedia
Convenient, Modern Thompson s Point 3-Bed Flat
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Only a short walk to the newest hot spot in Portland, Thompson s Point (boasting world-class craft breweries like Bissel ...
From $398 per night (USD)
Expedia
From $798 per night (USD)
VRBO
The Great Escape - Picturesque Sebago Lake
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Experience this intimate beautiful vacation home in Raymond, Maine, offering a stunning view of Sebago Lake. This inviti ...
From $798 per night (USD)
VRBO
From $759 per night (USD)
Expedia
Spectacular Oceanfront Estate with Beautiful Sunsets on 8 acres
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
The “Big House” is part of an incredible 8-acre private estate with a shared private beach, walking trails, cliff views, ...
From $759 per night (USD)
Expedia
$AUGUST 22 -AUGUST 29th AVAIL; \nDue to cancellation$
From $1417 per night (USD)
VRBO
AUGUST 22 -AUGUST 29th AVAIL; \nDue to cancellation
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
FOR 2025 RENTING FRIDAY TO FRIDAY ONLY SALE LAST WEEK AUGUST Come stay at our beautiful Lakeview Lodge. We have en ...
From $1417 per night (USD)
VRBO
From $1494 per night (USD)
VRBO
Lake front on Sebago
Bedrooms:
3
Bathrooms:
5
Sleeps:
16
This stunning lakeside retreat is ready to be the backdrop of your most favorite Maine vacation memories. Enjoy the newl ...
From $1494 per night (USD)
VRBO
From $999 per night (USD)
VRBO
Two Beautiful apartment
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Two spacious apartments just minutes from everything! Bright colors, perfect for large families, group of friends, and P ...
From $999 per night (USD)
VRBO
From $5489 per night (USD)
Expedia
Ocean front estate. 15 min to Portland.
Bedrooms:
8
Bathrooms:
5
Sleeps:
10
Offering the best of both worlds with crashing surf and popular Higgins Beach within sight. This property offers panoram ...
From $5489 per night (USD)
Expedia
From $266 per night (USD)
VRBO
☼ Maine Lakefront Getaway ☼
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our beautiful Maine lakefront getaway offers all the modern conveniences in a traditional camp-style three bedroom home ...
From $266 per night (USD)
VRBO
From $569 per night (USD)
Expedia
Glorious getaway on Portland's Eastern Promenade.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This first-floor apartment is just steps from beautiful Casco Bay! On a quiet residential street, there is plenty of on ...
From $569 per night (USD)
Expedia
From $199 per night (USD)
VRBO
Beautifully updated short walk to the beach and 5-7 min to Portland.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This property is located .2 miles from cliff house beach and a 10 minute walk to Willard Beach or a 2 minute drive. Yo ...
From $199 per night (USD)
VRBO
From $688 per night (USD)
VRBO
Ocean House: Stunning Oceanfront Views, Spectacular Sunrises Peaks Island, Maine
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
**2025 DATES WILL BE OPENED MID-TO-LATE JANUARY, 2025** <b>Ocean House: A Peaks Island (Portland, Maine) Oceanfront Hav ...
From $688 per night (USD)
VRBO
From $310 per night (USD)
VRBO
The Beach House Bailey Island Maine
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Cottage style apartment located at the Beach. With two designated parking spots and a private entrance leading into a t ...
From $310 per night (USD)
VRBO
From $393 per night (USD)
VRBO
Waterfront Cabin on Sebago Lake!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
You can't get any closer to the water! Remodeled (Spring 2019) waterfront cabin on Sebago Lake available for weekly ren ...
From $393 per night (USD)
VRBO
From $463 per night (USD)
VRBO
Sebago Lake - Point Sebago 2 bedroom home
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
2 Bedroom 2 bath home in Point Sebago Resort. Enjoy all that this family resort has to offer. 775-Acre Resort, 1-Mile of ...
From $463 per night (USD)
VRBO
Click For Pricing
Expedia
A classic Maine family home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Classic Maine home with electric vehicle charger. It is located close to three sandy beaches ( Higgins, Scarborough Stat ...
Click For Pricing
Expedia
From $208 per night (USD)
VRBO
Beaches, Boating, Cool Ocean Breezes, Trails & Incredible Views! Max 2 people.
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
YOUR SAFETY IS OUR PRIORITY. WE FOLLOW ALL US CDC GUIDELINES and APPROVED PRODUCTS TO ASSURE YOUR SAFETY. Dear Guests, ...
From $208 per night (USD)
VRBO
From $840 per night (USD)
VRBO
4 bedroom cottage 1 minute walk to Higgins Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
enjoy a summer week or two at our beautiful cottage. Features 4 bedrooms for sleeping up to 10 guests. A very short walk ...
From $840 per night (USD)
VRBO
Click For Pricing
VRBO
Wonderful Home nestled in Wolfe's Neck Woods “The Eagles Nest”
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A one of a kind beautiful custom home nestled in Wolfe’s Neck Woods along the Harraseeket River. You have to stay here t ...
Click For Pricing
VRBO
From $644 per night (USD)
Expedia
Luxury English Country Home
Bedrooms:
4
Bathrooms:
5
Sleeps:
13
In the Long Lake and Sebago Lake region, this luxurious 5,000 sq. foot country style home is minutes away from the Naple ...
From $644 per night (USD)
Expedia
From $435 per night (USD)
VRBO
Amazing modern west end retreat with stunning city views
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Very simple 2bed/1bath apartment which sits one block from Hadlock stadium, and only a hop skip and a jump to the Old Po ...
From $435 per night (USD)
VRBO
Click For Pricing
Expedia
Sea Forever! Waterfront, Seasonal dock, Pet friendly, 20 min to Bowdoin College
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Sea Forever! This 3 Bedroom and 2.5 Bath waterfront home awaits you. This stunning property on an inlet in Cundy’s Harbo ...
Click For Pricing
Expedia
From $354 per night (USD)
VRBO
Island Home Minutes Away from beaches, hiking, kayaking, or seaside dining
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
This is an adorable 4 bedroom, 2 bathroom home located on a quaint island in Maine. We are a quick walk to the beach and ...
From $354 per night (USD)
VRBO
From $779 per night (USD)
Expedia
Waterfront Retreat on Jordan Bay - Sebago Lake
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Welcome to Bully's Landing - Jordan Bay - Sebago Lake, Raymond, Maine! Freshly remodeled, ~2500 sqft 2 car garage, new ...
From $779 per night (USD)
Expedia
From $350 per night (USD)
VRBO
Lakefront house located on Little Sebago lake ~ 2,500 Sf. Ft.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spacious year-round lakefront house located on Little Sebago Lake. Two Kayaks and a small fishing paddle boat. Great loc ...
From $350 per night (USD)
VRBO
From $331 per night (USD)
VRBO
Morrill Mansion Inn | 7 | Self Check In | Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Morrill Mansion Inn! This 1800's era townhouse has been meticulously restored to its original Italianate ...
From $331 per night (USD)
VRBO
From $313 per night (USD)
VRBO
Morrill Mansion Inn | 6 | Self Check In | Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Morrill Mansion Inn! This 1800's era townhouse has been meticulously restored to its original Italianate ...
From $313 per night (USD)
VRBO
From $337 per night (USD)
VRBO
Morrill Mansion Inn | 5 | Self Check In | Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Morrill Mansion Inn! This 1800's era townhouse has been meticulously restored to its original Italianate ...
From $337 per night (USD)
VRBO
From $333 per night (USD)
VRBO
Morrill Mansion Inn | 8 | Self Check In | Parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Welcome to The Morrill Mansion Inn! This 1800's era townhouse has been meticulously restored to its original Italianate ...
From $333 per night (USD)
VRBO
From $396 per night (USD)
Expedia
2 min walk to beach. New home in high end private beach community. Very walkable
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This coastal, high end farmhouse in a private waterfront community is newly constructed and boasts an elegant yet casual ...
From $396 per night (USD)
Expedia
From $316 per night (USD)
VRBO
Little Lincoln beautiful home
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This is our first apartment that we put on airbnb when we move back to the U.S. We love the location and we love this ap ...
From $316 per night (USD)
VRBO
From $584 per night (USD)
VRBO
Moose Pond, Lake Front, sandbar swimming, plenty of space, Base of Pleasant Mt
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
MOOSE POND, BRIDGTON, MAINE SUMMER 2024 SPECIAL OFFER. Rent week of August 24-31 and can stay till Sunday Sept 1st at ...
From $584 per night (USD)
VRBO
From $341 per night (USD)
VRBO
Morrill Mansion Inn | 4 | Self Check In | Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Morrill Mansion Inn! This 1800's era townhouse has been meticulously restored to its original Italianate ...
From $341 per night (USD)
VRBO
From $405 per night (USD)
VRBO
Morrill Mansion | 3 | Self Check In | Parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome! This 1800's era townhouse has been meticulously restored to its original Italianate elegance. Formerly the Morr ...
From $405 per night (USD)
VRBO
From $1239 per night (USD)
VRBO
NEWLY RENOVATED WATERFRONT HOME WITH TWO PRIMARY SUITES
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Enjoy the spectacular lake views from nearly every room in this newly renovated private home. Relax on the balcony, enjo ...
From $1239 per night (USD)
VRBO
From $366 per night (USD)
VRBO
Skolfield Inn | Parking | Self-check-in | Garden 2
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Skolfield Inn! ROOM 2: In this room you can relax on the couch with a book or snuggle up in bed to watch ...
From $366 per night (USD)
VRBO
From $352 per night (USD)
VRBO
Skolfield Inn | Parking | Self-check-in | Garden 1
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Skolfield Inn! ROOM 1: This north east corner room gets plenty of morning light through its beautiful ba ...
From $352 per night (USD)
VRBO
From $347 per night (USD)
VRBO
Long Lake Escape; FUN in all seasons! A family home that's pet friendly!
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
****Summer 2024 vacation weeks July-Sept will be booked from Fri-Fri**** The house is cozy and comfortable, it's easy t ...
From $347 per night (USD)
VRBO
From $196 per night (USD)
VRBO
Lovely intown cottage close to college, shops, coast, in leafy ,tranquil setting
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Spacious studio on a quiet, leafy street, detached, with its own entrance, high beamed ceiling, small fully-equipped kit ...
From $196 per night (USD)
VRBO
From $344 per night (USD)
VRBO
Fun family Sebago Lake get away
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Lake front access on Sebago Lake. Home is centrally located in a safe family friendly neighborhood. The home has central ...
From $344 per night (USD)
VRBO
From $370 per night (USD)
VRBO
Perfect Pine Point beach house with rooftop deck and private yard!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Pine Point Beach!! Only a short distance to the pristine white sands, this fantastic property offers two living spaces! ...
From $370 per night (USD)
VRBO
From $368 per night (USD)
Expedia
Historic Condo w/ Casco Bay Views, Fireplace, WiFi & 2 Bikes - Walk Everywhere
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Morning on the Atlantic Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $368 per night (USD)
Expedia
From $340 per night (USD)
VRBO
Charming Log Cabin w/ Free WiFi plus a Community Pool, Tennis, & Clubhouse
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Moose Cabin Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $340 per night (USD)
VRBO
From $305 per night (USD)
VRBO
Sunset Landing 286 Oceanfront
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Sunset Landing Villa #286. Long Island, Maine Waterfront! Say no more, this is paradise. This is Casco Bay's best kept s ...
From $305 per night (USD)
VRBO
From $270 per night (USD)
VRBO
Post and Beam House with access to acres of land. Ample parking & new kitchen.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This is a family friendly beautiful 2,300 square foot post and beam home with access to acres of land for you to enjoy o ...
From $270 per night (USD)
VRBO
From $910 per night (USD)
VRBO
Private Beach, Panoramic Ocean Views. Monthly Rentals.
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Enjoy the private beach (3 minutes walk)! RENOVATED in 2021 this Cape Elizabeth home (2800 square feet) offers PANORAMI ...
From $910 per night (USD)
VRBO
From $277 per night (USD)
VRBO
Beachcomber’s paradise
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
A quintessential Full season rented beach house located steps from a 5 mile long sandy beach. Come experience the charm ...
From $277 per night (USD)
VRBO
From $400 per night (USD)
Expedia
Walk to Old Port ♦ West End Condo ♦ Parking
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Renovated building with old school charm (100 year old pumpkin pine floors) and updated amenities. Features include: ra ...
From $400 per night (USD)
Expedia
From $118 per night (USD)
VRBO
Rosemont 1st Fl: 2BR: Sunny Spacious Convenient 21-day rental March & April '23
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
First Fl in Victorian 2-family. Your home away from home. This apartment features 1 large bedroom with queen bed and a c ...
From $118 per night (USD)
VRBO
From $970 per night (USD)
Expedia
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
JAQUISH LANE Perched on a stretch of rocky Maine coast, Jaquish Lane is a fully renovated oceanfront compound with stun ...
From $970 per night (USD)
Expedia
From $313 per night (USD)
VRBO
Recently updated cottage featuring beautiful easterly views of Casco Bay
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Cedar Ledge Cottage! This recently updated, bright cottage features beautiful easterly views of Casco Bay, op ...
From $313 per night (USD)
VRBO
From $480 per night (USD)
Expedia
Classic Maine Beach Cottage! Steps to Pine Point Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy our newly renovated beach cottage just steps from Pine Point Beach! Coastal vibes in this quintessential classi ...
From $480 per night (USD)
Expedia
From $775 per night (USD)
VRBO
Special beachfront property
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
This uniquely scenic property rests on 1/2+ acre of land, from the street to the beach, peppered with shade provided ...
From $775 per night (USD)
VRBO
From $754 per night (USD)
Expedia
The Chalet - Family-Friendly Waterfront Vacation Home on Crystal Lake
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
WATERFRONT on Crystal Lake! This quintessential chalet-style home sits on quiet Crystal Lake with 150 feet of private s ...
From $754 per night (USD)
Expedia
From $1929 per night (USD)
VRBO
Stunning home w/private beach and hot tub. Sleeps 12. 9 mins to DT Portland.
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
IMPORTANT: PLEASE NOTE that the VRBO site is presently having technical challenges and is not quoting our reservations ...
From $1929 per night (USD)
VRBO
Click For Pricing
Expedia
Stylish walk-in private one bedroom apt
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Cozy downtown Portland one bedroom walk in apt next to Maine Medical Center, Sea dogs stadium, Portland Expo, and Deeri ...
Click For Pricing
Expedia
From $430 per night (USD)
VRBO
Lakefront cabin with spectacular sunsets included
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
How is this property different? Quite simply, it is our home, not a generic cookie-cutter house, but a unique log cabin ...
From $430 per night (USD)
VRBO
From $545 per night (USD)
Expedia
Waterfront, BIG SEBAGO LAKE, 30 Minutes to Shawnee Peak Near Sebago State Park!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Experience luxury lakeside living in this modern camp located at the end of the protected cove right next to the Sebago ...
From $545 per night (USD)
Expedia
From $599 per night (USD)
VRBO
The sunrise is waiting for you...
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Our sunrise oasis is perfect for entertaining and having fun! Bring the whole family and enjoy the serene cove, crystal ...
From $599 per night (USD)
VRBO
From $339 per night (USD)
Expedia
House at Sunshine- Long Lake, 5 min walk to causeway
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This property is in a prime location, walking distance to the causeway and sandy waterfront access! We are located on Lo ...
From $339 per night (USD)
Expedia
From $504 per night (USD)
VRBO
Lakefront House with Private Sandy Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Now available for winter rentals! 15 minutes from great skiing at Pleasant Mountain Ski Resort. Direct access to ice fis ...
From $504 per night (USD)
VRBO
From $334 per night (USD)
VRBO
Inn at Park Spring 6 - Private entrance - Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Location, Location, Location! Welcome to The Inn at Park Spring! Formerly the Park Spring Bed & Breakfast, we dropped th ...
From $334 per night (USD)
VRBO
From $392 per night (USD)
VRBO
Inn at Parkspring 5 - Self Check In - Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Location, Location, Location! Welcome to The Inn at Park Spring! Formerly the Park Spring Bed & Breakfast, we dropped th ...
From $392 per night (USD)
VRBO
From $381 per night (USD)
VRBO
Inn at Parkspring 4 - Self Check In - Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Location, Location, Location! Welcome to The Inn at Park Spring! Formerly the Park Spring Bed & Breakfast, we dropped th ...
From $381 per night (USD)
VRBO
From $347 per night (USD)
VRBO
Inn at Park Spring 3 - Self Check In - Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Location, Location, Location! Welcome to The Inn at Park Spring! Formerly the Park Spring Bed & Breakfast, we dropped th ...
From $347 per night (USD)
VRBO
From $438 per night (USD)
VRBO
Inn at Park Spring 2 - Self Check In - Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Location, Location, Location! Welcome to The Inn at Park Spring! Formerly the Park Spring Bed & Breakfast, we dropped th ...
From $438 per night (USD)
VRBO
From $872 per night (USD)
VRBO
Waterfront Home on Long Lake
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Come Experience one of Maine's most popular lakes! Beautifully renovated, lake-front two-story house in Bridgton, ME., o ...
From $872 per night (USD)
VRBO
From $434 per night (USD)
VRBO
Pleasant Mountain Slope side Chalet! Moose Pond 3 bed 2.5 baths
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
This is such a wonderful unit located directly on Pleasant Mountain (Shawnee Peak) located on the East Slope trail and ...
From $434 per night (USD)
VRBO
From $405 per night (USD)
VRBO
Inn at Park Spring 1 - Self Check In - Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Location, Location, Location! Welcome to The Inn at Park Spring! Formerly the Park Spring Bed & Breakfast, we dropped th ...
From $405 per night (USD)
VRBO
Click For Pricing
Expedia
Long Lake Waterfront Cabin
Bedrooms:
1
Bathrooms:
0
Sleeps:
4
Waterfront cabin with gorgeous views of Long Lake! Cabin is 20 feet from waters edge! Perfect getaway for a couple or a ...
Click For Pricing
Expedia
From $383 per night (USD)
VRBO
Spectacular 270 Degree View of Bustling Ocean Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Located at the edge of Gun Point Cove, The Studio, is a rare property. The highest tides flow under the deck and from th ...
From $383 per night (USD)
VRBO
From $954 per night (USD)
VRBO
Stunning waterfront home with boat dock on Long Lake! Accommodates 10 guests!
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
Beautiful Long Lake waterfront home ready for summer enjoyment! This 4-bedroom, 2.5-bathroom property sleeps 10 and offe ...
From $954 per night (USD)
VRBO
From $348 per night (USD)
VRBO
Quiet, Pristine Setting On Long Lake
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Recharge for a week at this elegant & relaxing Maine cottage, with an amazing view & access to Long Lake seen from the l ...
From $348 per night (USD)
VRBO
From $921 per night (USD)
Expedia
Oceanview Victorian Retreat in Pott’s Point
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Experience Coastal Elegance at Our Victorian Hilltop Estate in Pott’s Point Welcome to your perfect coastal getaway! Ne ...
From $921 per night (USD)
Expedia
From $697 per night (USD)
VRBO
Lakefront house
Bedrooms:
1
Bathrooms:
4
Sleeps:
13
Amazing Ranch on 1/2 acre flat lot w/100' walled frontage in protected cove of Sebago Lake, close to sand bar for swimm ...
From $697 per night (USD)
VRBO
From $408 per night (USD)
Expedia
Beautifully landscaped, Spacious home, conveniently located in Harpswell
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Charming , comfortable home, 3 bedroom, 2.5 bath, Fresh Maine seafood! Now accepting long term bookings for winter month ...
From $408 per night (USD)
Expedia
From $605 per night (USD)
VRBO
BIG First floor 3 bedroom in the East End, close to ocean, parks, and downtown.
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Live like a native! Comfortable and sunny first floor 3 bedroom apartment is at the top of Munjoy Hill, walking distanc ...
From $605 per night (USD)
VRBO
From $925 per night (USD)
VRBO
The Christmas Tree Inn
Bedrooms:
11
Bathrooms:
12
Sleeps:
30
Rustic Maine lakefront lodge built in 1938 in Bridgton, ME. Great for family reunions and large get togethers. Once a ...
From $925 per night (USD)
VRBO
From $743 per night (USD)
VRBO
Little Sebago Home Newly Remodeled with Sandy Beach and Sunsets
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Newly remodeled 4 bedroom, 2 bath home. Sleeps 10. Over 250 feet on waterfrontage on Little Sebago Lake with 2 sandy bea ...
From $743 per night (USD)
VRBO
From $826 per night (USD)
Expedia
Casco Bay Getaway
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Swim in the warm waters of Maquoit Bay, view sunsets from the hot tub, sip cocktails on the large deck, and in the eveni ...
From $826 per night (USD)
Expedia
Click For Pricing
VRBO
Clearwater by the Sea
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
"Clearwater by the Sea" is a beautiful and spacious 2nd floor 1-bedroom apartment located 2 miles from 3 magnificent bea ...
Click For Pricing
VRBO
From $204 per night (USD)
Expedia
Willard Beach Bungalow
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Enjoy nights on the back patio grilling, sitting around the dining table that seats 6, watching movies with the large co ...
From $204 per night (USD)
Expedia
From $394 per night (USD)
VRBO
Cottage on the Cove
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Enjoy a private, year-round beachfront cottage on Sebago Cove. This serene retreat offers 100 feet of sandy beach and d ...
From $394 per night (USD)
VRBO
Click For Pricing
VRBO
Crystal Lake Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
3 bedroom 2 bath cottage in the heart of Harrison Maine on Crystal Lake. Enjoy the tranquility of this classic Maine cot ...
Click For Pricing
VRBO
From $382 per night (USD)
VRBO
Charming 110-year former Inn 10' from the Ocean!
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
This is the Extremely rare. "On the Beach" Beach house. Over 100 years old. This charming Old Ocean Front Inn was conver ...
From $382 per night (USD)
VRBO
From $226 per night (USD)
Expedia
Sebago Lake Haven: Water Views, Steps to Shoreline
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Take a romantic couple's getaway to Southern Maine in this cozy vacation rental cottage. This 1-bath Sebago studio boast ...
From $226 per night (USD)
Expedia

Search Your Destination Now!

Cumberland Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals