
House vacation rentals in Cumberland
Find and book unique houses on Airbnb
Quick stats about house rentals in Cumberland

Total vacation rentals
Explore 100 vacation rentals in Cumberland

Nightly prices starting at
Cumberland vacation rentals start at ﺩ.ﺇ 257 per night before taxes and fees

Verified guest reviews
Over 3,660 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
100 of Cumberland vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Cumberland rentals

4.9 Average rating
Cumberland stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Cumberland
Guests agree: these houses are highly rated for location, cleanliness, and more.

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
You will be close to everything when you stay at this centrally-located place with a pool and spacious yard! Enjoy the home and it is a quick 10 minute uber to downtown Portland to the most popular shops and restaurants. This home is located perfectly to explore greater Portland from beautiful parks/trials to the shopping outlets not far away. This is a family neighborhood and out of respect for my neighbor’s, quiet hours after 10 pm. No parties. City of Portland License #: STHR-004465-2022
LocationFamilySleep quality

Large Historic 7 Bedroom home with Pool & Hot Tub
Very Unique, large historial home in beautiful Falmouth, Maine. Originally built in 1725, this nearly Three-Hundred-Year old Federal-style farmhouse still retains some original features. In the early 1900's, this home served as a bootleg hard cider mill, and more recently, an oriental rug business. Great place for families with kids to stay while enjoying coastal Maine and Portland. Less than a mile from Portland and 4 miles from the historic Old Port district. (Hot tub open year-round)!
ValueLocationComfort

Moss House: A Modern Waterfront Cabin in the Woods
Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.
LocationFamilyIndoor spaces

Cozy Maine Cottage • Near Jetport & Coast
Cozy Cottage Retreat w/ Loft near Portland Welcome to your Maine escape. Reno barn offers a warm, cottage-inspired atmosphere with character, an open loft, and inviting spaces for rest and connection. Located mins from the airport and within walking distance to Allagash Brewing Company and other local favorites. A quick drive to downtown Portland, beaches, lighthouses, and live music. End your evenings on the private back deck — wine in hand, stars overhead, and nothing but quiet around you.
ValueFamilyDecor

The Outlet Studio, Rustic Comfort w Fireplace
Conveniently and perfectly located! Our studio is in a private building on a quiet dead end street yet walking distance to L.L. Bean, Bow Street Market, Leon Gorman Park, restaurants, breweries, live music, outlet shops, Freeport Farmers Market, the Amtrak station and all that downtown Freeport has to offer. A short drive to Wolfe's Neck State Park, Bradbury Mountain State Park, Mast Landing Audubon Sanctuary, the Desert of Maine, Winslow Park, farm stands and the beautiful mid-coast coast.
LocationValueAccuracy

Classic, calm river view & centrally located home
We are happy to share with you our coastal, colonial home set on eight acres along the Kennebunk River. Enjoy our quaint, warm home just 5 min to the beach and 3 minutes to Cape Arundel Golf Club. Our 4 bdrm, 2.5 bathroom suits short or long term stays. The location is ideal: 6 min from Kennebunkport, 15 min from Biddeford, and 30 min from Portland or Portsmouth! We hope to make you feel at home with the morning birds chirping and the calmness of the river just in back of the property.
ValueLocationCheck-in

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!
FamilyLocationSleep quality

The Barnhouse with hot tub
Get away with your whole family at this peaceful home in the country. Hear the frogs chirping in the pond, birds tweeting in the treetops and watch chickens roam around. Enjoy the clear, starry nights while relaxing in the hot tub or cozying up by the fire. Centrally located between coast and mountains. Head a hour north to take the family hiking or on the slopes to enjoy the mountains. Head 40 minutes south to take in the coast and see the iconic Maine lighthouse.
FamilyLocationCheck-in

Wren Cabin + Wood fired Sauna
We built the Wren Cabin to be a serene space filled with light and art and with lots of cozy details. Lofted ceilings, a spiral staircase and large open concept with lofted bedroom. The cabin also has a gorgeous wood-fired sauna for those colder days. Wren cabin has a large wraparound deck for relaxing and an outdoor fire pit, as well as shared access to Adams Pond. The space is modern Scandinavian, light and aery, and filled with thoughtful details.
LocationFamilyParks

Romantic Mirror cabin in the woods
Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.
ValueLocationWalkability

Rustic charm close to Portland
Peaceful and private. My home is a country getaway with unique charm and has a feeling like no other. Just voted the safest town to live in Maine, located close to downtown Portland, the Portland Jet Port, Freeport, beautiful Maine beaches, apple orchards, a Gorgeous wedding venue a mile away called Caswell Farm and close to trails for hiking, my home has many options. It's a great spot for a group of 6 or a couple of 2 to unwind.
ValueLocationQuiet

Close to Breweries, Outlets, and Portland Food!
Newly renovated and centrally located in charming Yarmouth Village! Enjoy a short walk to shops and restaurants, drive 15 minutes to Portland Old Port and renowned restaurants, or 5 minutes to Freeport Breweries/Outlets. Maine Beer Company, Mast Landing, LL Bean, Ottos, Royal River Grill all just minutes away. This is the perfect pit stop on your way to Acadia/ski mountains or to plan a day trip up the coast to Boothbay Harbor.
LocationFamilyComfort
Popular amenities for Cumberland house rentals
House rentals with a pool

Ogunquit Village 5 BDR, Heated Pool, Walk to Beach
ValueFamilyWifi

There's No Place Like Home
LocationFamilyNearby

Beach House w/ Pool · Fire Pit · Kennebunk
FamilyValueBackyard

Faith Lane with community pool
FamilyLocationOutdoor spaces

Gray Woodland Escape | Golf, Pool & Cinema
FamilyLocationKitchen

The Hurkle Durkle House
FamilyLocationLayout

Cottage on 50 Acres | Lakeside + Pool + Hot Tub
LocationFamilyAccess

Pool+Hot Tub+Sauna Near Beaches Spa Retreat
FamilyValueIndoor spaces
Weekly house rentals

Waterfront Cottage On Basin Cove - Amazing Sunsets
LocationFamilyParks

Higgins Beach *New* Beach Home & Private Offices
LocationFamilyGetting around

Amazing Bay View Home with Hot Tub
FamilyLocationOutdoor spaces

Top Deck - Portland Property with Views!
ValueFamilyParks

Waterfront 5 BR Home | On Casco Bay in Freeport!
ValueFamilyPets

Dreamy Mountain Home w/ Hot Tub, Firepit, + Views!
FamilyLocationAccuracy

Luxury Home w/HOT TUB & Fire Pit
ValueFamilyAmenities

Spacious Costal Home in Freeport, ME
LocationValueDecor
Private house rentals

Tranquil Home on Nature Preserve
LocationFamilyComfort

Mermaid's Chair | Private Beach | Hot Tub
ValueLocationAccuracy

Peaceful retreat in Yarmouth
LocationFamilyBathroom

Water views, privacy, decks, minutes to Portland
FamilyValueCheck-in

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit
FamilyLocationAccuracy

Maine Vacation Home on the Water
FamilyLocationCheckout

Casco Bay Beachfront Retreat
FamilyLocationNearby

Highland Lake Cottage/Waterfront/Dock/Kayaks
LocationValueKitchen
When is the best time to visit Cumberland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,069 | ﺩ.ﺇ 1,065 | ﺩ.ﺇ 1,039 | ﺩ.ﺇ 1,102 | ﺩ.ﺇ 808 | ﺩ.ﺇ 1,296 | ﺩ.ﺇ 1,362 | ﺩ.ﺇ 1,194 | ﺩ.ﺇ 940 | ﺩ.ﺇ 936 | ﺩ.ﺇ 1,102 | ﺩ.ﺇ 1,153 |
| Avg. temp | -6°C | -4°C | 1°C | 6°C | 12°C | 18°C | 21°C | 20°C | 16°C | 10°C | 4°C | -2°C |
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- Pet-friendly rentals Cumberland
- Rentals with pools Cumberland
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- Rentals with beach access Cumberland
- Rentals with a hot tub Cumberland
- Private suite rentals Cumberland
- House rentals Cumberland County
- House rentals Maine
- House rentals United States
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- Short Sands Beach
- Willard Beach
- York Harbor Beach
- Scarborough Beach
- Footbridge Beach
- Cape Neddick Beach
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- East End Beach
- Gooch's Beach
- Cranmore Mountain Resort
- Hills Beach
- Fortunes Rocks Beach
- King Pine Ski Area
- Conway Scenic Railroad
- Pleasant Mountain Ski Area
- Popham Beach State Park
- Crescent Beach State Park





