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

Total vacation rentals
Explore 90 vacation rentals in Cumberland

Nightly prices starting at
Cumberland vacation rentals start at G$10,460 GYD per night before taxes and fees

Verified guest reviews
Over 3,740 verified reviews to help you choose

Family-friendly vacation rentals
70 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
90 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.

Explore Portland from a 18th-Century Victorian
*Covid-Clean* Cook breakfast in a bright kitchen with robust hardwood floors in this calm Victorian home. Sit down at a traditional dining table in an open-plan room featuring vivid wood-paneled walls, serene decor, and a geometric rug with pops of blue. Bright and spacious with entire top floor privacy. ** NO SHARED SPACE** This is a dedicated Airbnb apartment with no shared space whatsoever. Ultimate privacy. This apartment can be rented as (1) bedroom for up to (2) guests or as (2) bedroom for up to (4) guests. It is $50/night additional cost for the (2) bedroom. Please confirm the second bedroom is available if interested. Either option has a full bathroom with claw foot tub and shower. Full service kitchen with stove, refrigerator and microwave for your private use. Large living room with (2) couches and flat screen. The very large master bedroom with the ultra comfortable king size mattress also has cable tv. . Both the one bedroom and two bedroom option have their own private entrance, private kitchen and bath on the third floor. No shared space with anyone else with either the one or two bedroom rental options. Private entrance. Spacious one or two bedroom apartment with full kitchen, bath and living room as well as other amenities. We are available for any questions or concerns but as a rule we give the guests their privacy. The house is steps away from some of Portland’s most popular eateries including the Knotted Apron, Woodfords Bar and Grill, Bird and Co., The Treehouse, and Elsmere BBQ. Not far to the Old Port area to browse seafood markets and shops. Visit the Portland Observatory to explore a historic lighthouse. Close to all public transportation and Portland International Airport Parking in the driveway is a possibility, please ask if interested. Street parking is available, it is based on an odd /even system of the street address. You want to be parked on the same side as the date would be at 12:01 AM on any given day. You are staying at 32 Lawn Ave

Amazing Bay View Home with Hot Tub
This enchanting 2-bedroom home is a coastal dream come true! Luxurious and well-appointed, Casco Bay House sleeps up to six, provides a five-star stay, offers all of the comforts of home AND a relaxing hot tub spa. With stunning views of the water, the house also has easy access to dining, shopping, and sightseeing in Portland's lively Old Port district (just 5 minutes away). Whether you seek quiet tranquility or want to hit the town, this waterside house is the perfect home away from home!

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.

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.

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!

Great Modern Space and House
Beautiful house, updated and renovated by the owners. Very nice, quiet and friendly neighborhood on a dead end street. Clean, simple and modern home. Natural light in every space. Nice Bathrooms and updated Ikea kitchen. Open space in living room, very nice fence yard to watch from the living room and for kids to play. Wood and tile floors on the first floor. Carpet only on the bedrooms in the second floor. A lot of Storage and closets to make your stay very comfortable.

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.

Freeport Escape – LLBean | Fire Pit | 3 King | A/C
The Freeport Escape – A charming early 1900s home with modern amenities. Located in the heart of Freeport, walkable to shopping, restaurants, breweries, and the Amtrak station. Set on a private corner lot, enjoy the fire pit, porch grilling, and spacious outdoor area. Cozy up by the indoor fireplace in cooler months. Perfect for families, couples, and friends. 🛏️ 3 King Beds | Family-Friendly | ❄️ A/C | 🔥 Fire Pit | 🪵 Indoor Fireplace 📍 STRR-2022-82

Sunny Artist’s Home Filled with Plants
A classic 1920s Maine bungalow lovingly renovated. Our plant-filled home is an Auburn favorite. Guests love the original artwork and cozy touches that make this a home. Unwind in our sunlit yoga studio - ideal for meditation, painting, or movement. Whisper-quiet heat-pump HVAC plus a hybrid water heater for eco-friendly year-round comfort. 5 min to Bates, 40 min to Portland, Brunswick, Bath, and Freeport - the ideal central Maine retreat.

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.

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.

Beautiful +Nostalgic + Coastal Maine Cottage
Conveniently located 15 minutes from Portland Jetport and 10 minutes from Old Port in downtown Portland, this newly renovated, charming, and sunny historic home is perfect for your Maine getaway. It is a fantastic home-base for exploring Southern and Midcoastal Maine while enjoying close proximity to Portland's award-winning restaurants and attractions as well as beautiful beaches, islands, museums, lighthouses, and much more.
Popular amenities for Cumberland house rentals
House rentals with a pool

Faith Lane with community pool

Bubbles & Pines - Pool, HotTub, Lg Deck, ME Coast

Cottage on 50 Acres | Lakeside + Pool + Hot Tub

Unique Church Accommodation • Sebago Lake • Pool • Fire Pit

Farmhouse: Hot Tub, Mini Golf, Pickleball, POOL

Designers Dream Home with Pool!

Downtown North Conway -private 18' pool & hot tub!

There's No Place Like Home
Weekly house rentals

Peaceful retreat in Yarmouth

Mary J. Eastburn House - Eastburn Suite

Cozy Maine Cottage • Near Jetport & Coast

Forest Lake Cottage

Water views, privacy, decks, minutes to Portland

Modern & Sunny East End House. Private Parking!

Beautiful Home In Gorham Maine

Charming Historic Freeport House
Private house rentals

Charming Coastal Home

Maine Vacation Home on the Water

Coastal Maine Waterfront Retreat

cozy 3 bedroom ranch with deck and screen porch

The Good Bones Abode

Whole house on a great island in Casco Bay!

Modern Peaks Island Getaway | Ocean Views + Decks

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit
When is the best time to visit Cumberland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$60,877 GYD | G$60,668 GYD | G$59,204 GYD | G$40,376 GYD | G$52,300 GYD | G$59,622 GYD | G$77,613 GYD | G$67,990 GYD | G$53,555 GYD | G$53,346 GYD | G$62,760 GYD | G$65,689 GYD |
| 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 |
Destinations to explore
- New York Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- Québec City Vacation rentals
- Newark Vacation rentals
- Jersey City Vacation rentals
- Portland Vacation rentals
- Mont-Tremblant Vacation rentals
- Providence Vacation rentals
- Newport Vacation rentals
- York County Vacation rentals
- Cambridge Vacation rentals
- Rentals with outdoor seating Cumberland
- Waterfront rentals Cumberland
- Apartment rentals Cumberland
- Beachfront rentals Cumberland
- Family-friendly rentals Cumberland
- Rentals with a kayak Cumberland
- Fitness-friendly rentals Cumberland
- Rentals with breakfast Cumberland
- Rentals with a fireplace Cumberland
- Pet-friendly rentals Cumberland
- Rentals with a patio Cumberland
- Rentals with an EV charger Cumberland
- Cottage rentals Cumberland
- Rentals with pools Cumberland
- Condo rentals Cumberland
- Rentals with beach access Cumberland
- Rentals with a hot tub Cumberland
- Rentals with a fire pit Cumberland
- Rentals with a washer and dryer 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
- York Harbor Beach
- Willard Beach
- Short Sands Beach
- Scarborough Beach
- Pemaquid Beach
- East End Beach
- Pemaquid Point Lighthouse
- Footbridge Beach
- Popham Beach State Park
- Cape Neddick Beach
- Coastal Maine Botanical Gardens
- Gooch's Beach
- Cranmore Mountain Resort
- King Pine Ski Area
- Conway Scenic Railroad
- Hills Beach
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- Pleasant Mountain Ski Area





