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 $588 per night (USD)
VRBO
East End Guesthouse
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Newly renovated in 2023! The East End guesthouse is a stylish 1 bedroom apartment located parkside directly at the top ...
From $588 per night (USD)
VRBO
From $415 per night (USD)
Expedia
New Ocean-front, Peaks Island, Portland home, Beaches,
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Wonderful Ocean-front location w/ broad, breathtaking views from every room. Well appointed ,furnished, 1100 sf. year ro ...
From $415 per night (USD)
Expedia
From $858 per night (USD)
VRBO
WATERFRONT WITH A LEVEL 1 ACRE LOT. ASSOCIATION SANDY BEACH
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
OCCUPANCY LIMIT 12 This 4 bedroom 2 bath home is on a deep water inlet, the end of a peninsula with 600' of waterfront a ...
From $858 per night (USD)
VRBO
From $433 per night (USD)
Expedia
Modern, Luxurious Cabin in the Woods - 03
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: The Haven is a modern, luxurious cabin that lets you experience the outdoors in exquisite comfort. It features ...
From $433 per night (USD)
Expedia
From $434 per night (USD)
VRBO
Modern, Luxurious, Cabin in the Woods - 17 (ADA)
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: The Haven is a modern, luxurious cabin that lets you experience the outdoors in exquisite comfort. This particu ...
From $434 per night (USD)
VRBO
From $432 per night (USD)
Expedia
Modern, Luxurious Cabin in the Woods - 01
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: The Haven is a modern, luxurious cabin that lets you experience the outdoors in exquisite comfort. It features ...
From $432 per night (USD)
Expedia
Click For Pricing
VRBO
WittsEnd in Knights Hill, Bridgton Maine. Moose Pond, Pleasant Mountain
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Large, Comfortable, Quiet, well appointed home. 4 Bedrooms, 2 full bathrooms, library, large dining room, cozy living ro ...
Click For Pricing
VRBO
From $316 per night (USD)
Expedia
Pet-friendly Quintessential Maine Cottage with Easterly Views of Casco Bay
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
This charming 2BR, 1BA quintessential Maine cottage is perfectly located on a quiet road, close to all Bailey Island has ...
From $316 per night (USD)
Expedia
From $208 per night (USD)
VRBO
Cozy Loft In The Heart Of Maine's Lake Region Minutes from The Naples Causeway
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Keep it simple.. At this peaceful and centrally located spot. Come stay at this lovely.. cozy 400 Sf. loft apartment in ...
From $208 per night (USD)
VRBO
From $985 per night (USD)
VRBO
Sunsets over Sebago Lake
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
View the beauty of Sebago Lake’s sunsets from your own private deck at this stunning property! This spacious lakefront h ...
From $985 per night (USD)
VRBO
$Waterfront Raymond Vacation Rental w\/ Boat Dock!$
Click For Pricing
VRBO
Waterfront Raymond Vacation Rental w\/ Boat Dock!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Escape to Maine with your family or friends and book this 3-bed, 1.5-bath Raymond vacation rental! This cozy cottage fea ...
Click For Pricing
VRBO
From $285 per night (USD)
VRBO
Lake View Cottage: Water access to Sebago Lake; Cozy winter escape
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Enjoy all that Sebago Lake & Maine's Lakes Region has to offer! Our cozy cottage is just across the street from water ac ...
From $285 per night (USD)
VRBO
From $581 per night (USD)
VRBO
SEBAGO LAKE ACCESS
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
OCCUPANCY LIMIIT 12 - SEBAGO LAKE - ONE COTTAGE BACK FROM BEACH. Nicely remodeled and spacious two story cottage just st ...
From $581 per night (USD)
VRBO
From $554 per night (USD)
Expedia
SEBAGO LAKE WATERFRONT. Frontage is on Northwest River with views of Sebago Lake
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
OCCUPANCY LIMIT 8 This completely remodeled waterfront cottage has 2 bedroom 2 bath and a bunkhouse. The large flat yar ...
From $554 per night (USD)
Expedia
Click For Pricing
VRBO
Oceanfront Condo on Bailey Island with Ocean Views
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to a newly renovated 4 bed condo on the water in a complex called Cribstone Commons. Located directly after the ...
Click For Pricing
VRBO
From $225 per night (USD)
VRBO
Cozy and roomy Maine family retreat 5 mins from Pleasant Mountain
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: This beautiful house is nestled in the picturesque lakes region in the town of Bridgton, Maine located at Moos ...
From $225 per night (USD)
VRBO
$The Portland Getaway\n$
From $262 per night (USD)
VRBO
The Portland Getaway\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Newly renovated 3bd apt with historic charm and all the amenities to explore Portland's Restaurants, Arts, Coastline, Pa ...
From $262 per night (USD)
VRBO
From $356 per night (USD)
VRBO
Quiet Family Vacation Home in Portland, Maine 7 minutes to the Old Port
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
7 minutes from downtown Old Port, accommodating 4 guests in comfort with 2 bedrooms, a/c, wifi, full bath, half bath, ki ...
From $356 per night (USD)
VRBO
From $535 per night (USD)
VRBO
Munjoy Hill, Park Views, Off Street Parking
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Summary: Everyone will enjoy easy access to everything from this centrally located place. Enjoy stunning city views fr ...
From $535 per night (USD)
VRBO
From $499 per night (USD)
Expedia
The Blueberry House - Spacious, Family & Pet-Friendly Retreat near Sebago Lake
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Welcome to The Blueberry House, a spacious and well-equipped farmhouse near Sebago Lake. Whether you're creating family ...
From $499 per night (USD)
Expedia
From $714 per night (USD)
VRBO
Big Birch | Lakefront house with private beach, firepit, dock, 4 kayaks, grill
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Big Birch Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $714 per night (USD)
VRBO
From $272 per night (USD)
Expedia
Updated Cottage - Steps to Pine Point Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Fully renovated and updated coastal cottage, just a few steps from Pine Point Beach. This thoughtfully remodeled 2 bedr ...
From $272 per night (USD)
Expedia
From $1156 per night (USD)
VRBO
Quirky home located downtown Portland
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Welcome to our home! This classic 1,800 square foot home is perfect for large groups. Centrally located in the heart of ...
From $1156 per night (USD)
VRBO
From $357 per night (USD)
VRBO
5 BRD Log Cabin close to lake, skiing and snowmobile trails
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Beautiful log cabin located a short walk to Long Lake and a quick drive to Pleasant Mountain for skiing and winter fun. ...
From $357 per night (USD)
VRBO
From $198 per night (USD)
VRBO
4 Bedroom Lake House with Sandy Entrance & Boat Dock
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Welcome to your slice of lakeside paradise! This comfortable 4 bedroom Lakehouse in Maine boasts breathtaking views of a ...
From $198 per night (USD)
VRBO
From $341 per night (USD)
VRBO
Beautiful Victorian Home
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Bring the whole family to this great place with lots of room for fun. Baby gate installed, crib available. 4 bedrooms, 3 ...
From $341 per night (USD)
VRBO
From $386 per night (USD)
VRBO
Tranquil cottage near beach with private dock, spacious patio & modern comforts
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Chickadee Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $386 per night (USD)
VRBO
From $280 per night (USD)
Expedia
The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The perfect seaside retreat, The Bailey Island Condo is conveniently located on Bailey Island overlooking scenic Mackere ...
From $280 per night (USD)
Expedia
From $175 per night (USD)
VRBO
Cozy cottage fully renovate with open concept on Forest Lake close to I95
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This peaceful small but cozy and centrally-located camp with boat house on a private 50' sandy beach on Forest Lake. Enj ...
From $175 per night (USD)
VRBO
$Vibrant and stylish pet-friendly 2 BR apt w\/king bed, downtown w\/parking!$
Click For Pricing
Expedia
Vibrant and stylish pet-friendly 2 BR apt w\/king bed, downtown w\/parking!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This 2 bedroom downtown apartment has vibrant, modern & stylish decor, yet is cozy and comfortable with a 'jungle paradi ...
Click For Pricing
Expedia
From $146 per night (USD)
VRBO
2nd Floor of home in the country 2Bdrm lots of parking, Spacious & peaceful
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Forget your worries in this spacious and serene space. located 45 minutes from Portland and 20 minutes from Lewiston/Aub ...
From $146 per night (USD)
VRBO
From $647 per night (USD)
Expedia
Brandy Pond oasis with sprawling lawn leading to expansive sandy beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Experience this newly renovated ultimate waterfront experience at this stunning cottage located in Naples, in the Sebago ...
From $647 per night (USD)
Expedia
From $433 per night (USD)
VRBO
Cozy A frame cabin minutes from Sebago Lake and the Naples Causeway
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
A quiet, peaceful getaway for 2-4 guests, this charming cabin features a spacious deck with propane grill for outdoor di ...
From $433 per night (USD)
VRBO
From $409 per night (USD)
VRBO
Lovely and relaxing lakefront 3 BR home with privacy and stunning lake views.
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
Walk in and quickly feel the tension subside in our bright and cozy 3 BR home at Quick Escape. Situated less than 20 fee ...
From $409 per night (USD)
VRBO
From $401 per night (USD)
VRBO
Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Walk to downtown!Discover the best of Freeport Maine from the comfort and convenience of this centrally located townhome ...
From $401 per night (USD)
VRBO
$Cozy Cabin on Long Lake w\/private Hot Tub$
From $523 per night (USD)
Expedia
Cozy Cabin on Long Lake w\/private Hot Tub
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Welcome to our exquisite lakefront retreat, a hidden gem nestled on the eastern pristine shores of Long Lake. This VRBO ...
From $523 per night (USD)
Expedia
From $234 per night (USD)
VRBO
Walking distance to Square, Portland Maine Downtown, and the Old Port
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
A little cute 1 bath, 1 bedroom Apt, good for 2 or 3 people to stay within walking distance to Square, Portland Maine Do ...
From $234 per night (USD)
VRBO
From $240 per night (USD)
Expedia
USM Area. Great location.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Totally renovated.) Two new bathrooms, new kitchen, granite tops everywhere, new windows, new electric, hardwood and til ...
From $240 per night (USD)
Expedia
Click For Pricing
VRBO
Cozy Portland Apartment with parking and backyard!
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
This trendy place is perfect for long term stays in Portland. Located just behind the Other Side Deli, the smells of fre ...
Click For Pricing
VRBO
From $247 per night (USD)
Expedia
Location⭐️⭐️Lake Access, Sebago Cove, Screen Porch, Fire Pit, Downtown 2.7miles!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to Wildflower Cabin! Newly renovated summer 2023. Four season classic family cabin keeping the wonderful charm. ...
From $247 per night (USD)
Expedia
From $351 per night (USD)
VRBO
Private Hilltop Cabin, Lakes and Trails Abound
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
The ideal getaway in the heart of Sebago Lakes Region. One of a kind, end of a private road, no traffic here. Sleeps 8 c ...
From $351 per night (USD)
VRBO
From $673 per night (USD)
VRBO
Coastal 3 bedroom, 2 bath with pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful 3 bedroom, 2 bath coastal home in Yarmouth, Maine with pool and gorgeous outdoor oasis. Walking distance to to ...
From $673 per night (USD)
VRBO
From $452 per night (USD)
VRBO
Walnut Hill Townhouse
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This centrally located townhouse is just minutes to several restaurants (brickyard hollow brewpub is a personal favorite ...
From $452 per night (USD)
VRBO
From $686 per night (USD)
Expedia
Cundy’s Harbor
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
A Cundy’s Harbor Village GEM! Close to it all, recently renovated and neatly nestled within a working Maine coast fishi ...
From $686 per night (USD)
Expedia
From $395 per night (USD)
VRBO
The Barnhaus | Unique 5-Star Experience | Luxe
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to The Barnhaus. This brand-new construction custom-built home was finished in June 2022. Built specifically to ...
From $395 per night (USD)
VRBO
From $327 per night (USD)
Expedia
Classic Maine camp on Little Sebago Lake. Pet-friendly!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This classic Maine camp is the perfect escape from the hustle and bustle of everyday life. Unplug from the internet and ...
From $327 per night (USD)
Expedia
From $540 per night (USD)
VRBO
Sunny spot minutes from Portland
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This house resides in a tranquil & scenic neighborhood and is a short drive to Portland's Eastern Promenade, the Downtow ...
From $540 per night (USD)
VRBO
From $427 per night (USD)
Expedia
Beachside Condo with Private Terrace
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Beachy walkable neighborhood near restaurants and parks, as well as Fort Williams State Park featuring Portland Headligh ...
From $427 per night (USD)
Expedia
$Charming Orr's Island Cottage w\/ Ocean Views$
From $225 per night (USD)
VRBO
Charming Orr's Island Cottage w\/ Ocean Views
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Find your new happy place 'on island time' at this 3-bedroom, 2-bath vacation rental. Situated just steps from an inlet ...
From $225 per night (USD)
VRBO
From $147 per night (USD)
Expedia
Sweet studio downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A simple, clean & cozy studio a short walk to all downtown Portland amenities, 2 blocks from the Arts District & a 10 mi ...
From $147 per night (USD)
Expedia
From $206 per night (USD)
VRBO
2 Bedroom Downtown Portland
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A simple, clean 2 bedroom unit in a 3 story building w/ full bath, kitchen & living room. This property is located in ...
From $206 per night (USD)
VRBO
From $468 per night (USD)
Expedia
Sebago Lake Retreat | Sleeps 10 | Lakefront Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Welcome to your magnificent retreat on Sebago Lake! This isn't just a home that sleeps 10; it's a haven for unforgettabl ...
From $468 per night (USD)
Expedia
Click For Pricing
VRBO
Pine Point Beach Getaway - Steps From the Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to your quintessential New England beach retreat! This charming beach house offers classic coastal vibes with mo ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Closed Listing - Not Bookable
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Take it easy at this unique and tranquil getaway– the ultimate destination for unforgettable experiences! Dive into awar ...
Click For Pricing
Expedia
From $206 per night (USD)
VRBO
Cozy Comfort & Indoor Pool | Breakfast | 24h Fitness Center | Pet-Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Discover the charm of our waterfront stay in the heart of Old Port, Portland. Your room will be a tranquil space to come ...
From $206 per night (USD)
VRBO
$Modern Amenities in Historic Area | 2 Units w\/ Pool | Breakfast | 24h Gym$
From $446 per night (USD)
VRBO
Modern Amenities in Historic Area | 2 Units w\/ Pool | Breakfast | 24h Gym
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
Discover the charm of our waterfront stay in the heart of Old Port, Portland. Your room will be a tranquil space to come ...
From $446 per night (USD)
VRBO
$Classic Comfort in the Heart of the City | 2 Units w\/ Pool & Breakfast$
From $440 per night (USD)
VRBO
Classic Comfort in the Heart of the City | 2 Units w\/ Pool & Breakfast
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Discover the charm of our waterfront stay in the heart of Old Port, Portland. Your room will be a tranquil space to come ...
From $440 per night (USD)
VRBO
$Portland's Best Accommodation w\/ Breakfast, 24h Fitness Center & Indoor Pool$
From $449 per night (USD)
VRBO
Portland's Best Accommodation w\/ Breakfast, 24h Fitness Center & Indoor Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Discover the charm of our waterfront stay in the heart of Old Port, Portland. Your room will be a tranquil space to come ...
From $449 per night (USD)
VRBO
From $424 per night (USD)
VRBO
Little Sebago Lake Home with Boat Slip
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our new 3-bed, 2-bath home near Little Sebago Lake! Pine tongue and groove accents, open concept living area ...
From $424 per night (USD)
VRBO
From $307 per night (USD)
Expedia
Local Landmark! Gorgeous Historic Home
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
This exceptional landmark property is your home away from home while visiting the Port City! The home is #46 on Greater ...
From $307 per night (USD)
Expedia
From $423 per night (USD)
VRBO
New England Charm, Portland - Parking included
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Tucked in trendy Oakdale, this chic renovated apartment blends Portland's quintessential charm with modern style blocks ...
From $423 per night (USD)
VRBO
From $778 per night (USD)
VRBO
Sleeps 18! Large Waterfront Camp on Big Sebago with Two Docks & Sandy Beach
Bedrooms:
3
Bathrooms:
7
Sleeps:
18
🌊🏡 Your Ultimate Waterfront Escape Awaits! 🏡🌊Discover the epitome of lakeside living with two cottages nestled side ...
From $778 per night (USD)
VRBO
From $531 per night (USD)
VRBO
Serene oasis in Falmouth
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Gorgeous home nestled on a vast, private lot surrounded by nature in Falmouth, Maine, close to Portland and 11 miles fro ...
From $531 per night (USD)
VRBO
From $450 per night (USD)
VRBO
Dog Friendly, 3 Bedroom Home in Kettle Cove on Sebago Lake Maine, Boat Access
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Built in 2004, Lakeshore Landing is a beautiful 1800 sq ft lake house offering water views, knotty pine interior, cathed ...
From $450 per night (USD)
VRBO
From $321 per night (USD)
VRBO
Ocean View, a 2 BR cottage on Bailey Island
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Modern, sunny cottage with sparkling open ocean views and lovely sunrises. Enjoy coffee and beverages on the deck while ...
From $321 per night (USD)
VRBO
$35 Acre Waterfront Estate w\/ Tennis, Basketball, Small Pool & 300 sqft Treehouse$
From $1559 per night (USD)
VRBO
35 Acre Waterfront Estate w\/ Tennis, Basketball, Small Pool & 300 sqft Treehouse
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Gather at this secluded 4600 sq ft. waterfront home, affectionately known as the "Bunkhouse" which is very privately sit ...
From $1559 per night (USD)
VRBO
From $439 per night (USD)
VRBO
The Coastal Farmhouse
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to this four bedroom, 2.5 bath Ocean and lighthouse view farmhouse in Hannaford Cove. A real coastal experience ...
From $439 per night (USD)
VRBO
$Private home, quiet wooded area in Bridgton, near NConway, 1\/2 mile off 302$
From $399 per night (USD)
Expedia
Private home, quiet wooded area in Bridgton, near NConway, 1\/2 mile off 302
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Bridgton lake region has activities for all seasons. Live music downtown, public beaches, art shows, twin drive-in movi ...
From $399 per night (USD)
Expedia
$Island View House BnB Self Check-in # 3 \/ Free Parking$
Click For Pricing
VRBO
Island View House BnB Self Check-in # 3 \/ Free Parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to Island View House BnB, self-check-in apartment # 3. Free parking. Located in the most desirable area of Port ...
Click For Pricing
VRBO
From $489 per night (USD)
Expedia
Lakefront Living. Kayak while bald eagles soar above and loons call out.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
If you love all that Maine lake life has to offer, this is the place for you. Enjoy being waterfront with a flat, sandy ...
From $489 per night (USD)
Expedia
From $261 per night (USD)
VRBO
Enchanting 3BR Farmhouse Retreat Nature Getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
10 Min Drive to Maine Mall 25 Min Drive to Pine Point Beach Escape to our newly built three-bedroom, two-full-bath have ...
From $261 per night (USD)
VRBO
From $720 per night (USD)
Expedia
The Pilot & Plover Lakeside Retreat
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Experience the ultimate Sebago Lake oasis with this extraordinary waterfront property. Nestled on one of Maine's largest ...
From $720 per night (USD)
Expedia
From $226 per night (USD)
VRBO
Newly Constructed Two-BR Retreat Near Portland
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
10 Min Drive to Maine Mall 20 Min Drive to Old Port Indulge in luxury at our recently constructed two-bedroom, one-bat ...
From $226 per night (USD)
VRBO
From $508 per night (USD)
Expedia
Luxurious Penthouse with Modern Design in Downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
1 min walk to historic Old Port Tavern area 3 min walk to Portland Peaks Ferry Station 3 min walk to Downtown Portland ...
From $508 per night (USD)
Expedia
From $320 per night (USD)
VRBO
Latitude Adjustment – Brand-New 3 BDR in Scarborough! Walk to Beach & Dining
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Have you been seeking a peaceful, coastal Maine beach vacation away from the hustle and bustle of the crowds but within ...
From $320 per night (USD)
VRBO
$THE RALEIGH BnB APARTMENT SELF CHECK-IN\n\n$
Click For Pricing
Expedia
THE RALEIGH BnB APARTMENT SELF CHECK-IN\n\n
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Raleigh BnB # 6. located in the most desirable area of Portland, Munjoy Hill. The entire one-bedroom apar ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Island View House BnB Self Check-In # 4
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Island View House BnB, self-check-in apartment # 4. Located in the most desirable area of Portland, Munjoy Hi ...
Click For Pricing
VRBO
$Island View House BnB Self Check-In # 5 \/ free parking\n\n$
Click For Pricing
Expedia
Island View House BnB Self Check-In # 5 \/ free parking\n\n
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to Island View House BnB, self-check-in apartment # 5. Located in the most desirable area of Portland, Munjoy Hi ...
Click For Pricing
Expedia
From $579 per night (USD)
VRBO
Entire 3 Bedroom House with Large Fenced in Backyard and Hot Tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Relax in my quiet, pet-friendly home. You'll have access to an entire 3 bedroom 1800 sq ft Colonial with driveway and st ...
From $579 per night (USD)
VRBO
Click For Pricing
Expedia
New for 2024! Spacious 3-Bedroom Home and Guest Cabin on Beautiful Long Lake!
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
** DOCK NOW AVAILABLE ** New for 2024! Experience waterfront living at its finest on Long Lake at this incredible rental ...
Click For Pricing
Expedia
From $695 per night (USD)
VRBO
5 BEDROOM 3 BATH JUST 2 MILES FROM THE CAUSEWAY
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Stunning custom-built home in the Sebago Cove Estates neighborhood. Large yard with over 3 acers. 0.5 mile walk to the a ...
From $695 per night (USD)
VRBO
Click For Pricing
Expedia
Waterfront estate near Portland with pool, dock and sweeping views of Casco Bay.
Bedrooms:
7
Bathrooms:
5
Sleeps:
12
Incomparable waterfront home 15 miles from Portland. Dramatic new construction with sweeping views of Casco Bay and isla ...
Click For Pricing
Expedia
From $219 per night (USD)
VRBO
Gorgeous cottage with all the comforts of home situated on 3.5 acres of Card Cove
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Homeport! Looking for the perfect getaway on Great Island in Harpswell, Maine? Well look no further. Homepor ...
From $219 per night (USD)
VRBO
From $311 per night (USD)
VRBO
Recently renovated 3 bedroom, 2 bathroom home with elevated views into Lowell`s Cove
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Watson's Landing! This sweet cottage is perched on the hill overlooking Lowell's Cove. It offers 3 bedrooms, ...
From $311 per night (USD)
VRBO
From $225 per night (USD)
VRBO
Charming cottage perfect for two, with views of Quahog Bay!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Shackteau! Enjoy staying at this newly built one-bedroom cottage that offers views of Quahog Bay! The ...
From $225 per night (USD)
VRBO
From $379 per night (USD)
Expedia
PET FRIENDLY WITH A SANDY BEACH AND A MOORING
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
OCCUPANCY LIMIT 8 - SEBAGO LAKE BEACHFRONT. Spacious, chalet style shorefront cottage with eat in kitchen, livingroom o ...
From $379 per night (USD)
Expedia
From $150 per night (USD)
VRBO
Apartment on Boody Street, walk to Bowdoin College. Pet-friendly!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
We renovated a pottery studio behind our garage to create this unique apartment space. Guests have off-street parking an ...
From $150 per night (USD)
VRBO
From $497 per night (USD)
VRBO
Large contemporary home with expansive open ocean views!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Saronole! Enjoy fantastic ocean frontage and the rocky beach area located right off the deck of this home. I ...
From $497 per night (USD)
VRBO
From $1670 per night (USD)
VRBO
Peaks Island Oceanfront Escape with Private Pool
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Escape to island life at this breathtaking Peaks Island retreat! Known locally as "Big Daddy," this 4-bed, 4.5-bath ho ...
From $1670 per night (USD)
VRBO
From $300 per night (USD)
VRBO
Waterfront Cottage in Freeport
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located at the quiet end of Flying Point, this waterfront cottage has beautiful eastern views of Casco Bay and its islan ...
From $300 per night (USD)
VRBO
From $352 per night (USD)
VRBO
Perched perfectly with views of Cundy's Harbor.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Coastal Cottage! Perched perfectly above beautiful Cundy's Harbor rests the adorable 3 bedroom, one and a ha ...
From $352 per night (USD)
VRBO
From $872 per night (USD)
Expedia
Beautiful new modern cabin with 100 feet of shoreline on Long Lake
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome to our family lake house, a newly listed gem on VRBO where modern amenities meet old-world charm. Nestled on two ...
From $872 per night (USD)
Expedia
From $980 per night (USD)
VRBO
Entire Historic Home - Portland West End
Bedrooms:
4
Bathrooms:
7
Sleeps:
16
Summary: Perfect for large groups - Family Trips & Wedding Groups in Portland West End Stay in this very special fully r ...
From $980 per night (USD)
VRBO
From $1212 per night (USD)
Expedia
Historic Downtown Home for the Holidays
Bedrooms:
4
Bathrooms:
7
Sleeps:
14
Summary: Experience Portland's rich architectural history staying in the exquisitely restored c.1800 Thomas Delano house ...
From $1212 per night (USD)
Expedia
From $381 per night (USD)
VRBO
Kettle Cove Cabin. Lake Sebago Beach Access. Fire pit. Grill. Blackstone. Games
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Welcome to Kettle Cove Cabin! Located just steps from beautiful Lake Sebago, our charming cabin offers a serene escape f ...
From $381 per night (USD)
VRBO
Click For Pricing
Expedia
Sunny historic home on quiet street. Walk to all of Freeport Village!
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
This is a comfortable family home, with a New England artsy-academic feel. Original art in every room, a baby grand pian ...
Click For Pricing
Expedia
$Stunning South Portland Apartment w\/Pool$
From $144 per night (USD)
VRBO
Stunning South Portland Apartment w\/Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Beautiful renovated South Portland 1 bed, 1 bath apartment in the Meeting House Hill neighborhood. This unit has incredi ...
From $144 per night (USD)
VRBO
$Waterfront Cottage w\/ Fireplace & Deck - Minutes to Downtown$
From $379 per night (USD)
Expedia
Waterfront Cottage w\/ Fireplace & Deck - Minutes to Downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Beach Rose Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $379 per night (USD)
Expedia
From $331 per night (USD)
VRBO
Poet's Nook 1 Bedroom
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to your home away from home in the heart of Scarborough, Maine! Step into a cozy and inviting 1-bedroom cottage ...
From $331 per night (USD)
VRBO
From $628 per night (USD)
Expedia
Waterfront Property with Hot Tub, Sauna & Stunning Views!
Bedrooms:
4
Bathrooms:
5
Sleeps:
11
Welcome to our stunning lakefront property on Sebago Lake, Maine! This spacious and private retreat is perfect for up to ...
From $628 per night (USD)
Expedia

Search Your Destination Now!

Cumberland Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals