
House vacation rentals in Cumberland County
Find and book unique houses on Airbnb
Top-rated house rentals in Cumberland County
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

LUX Designer Private Waterfront
Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

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!

Waterfront Gem walkable to Restaurants!
Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

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.

Distinctive Home & Garden
Beautiful renovated Victorian with artistic interior, hardwood floors, gourmet kitchen, patio, mature garden. Within minutes of downtown, restaurants, shopping & Back Cove. Comfortable & fully equipped. Our home was featured in Old Port magazine. Please search the article by inserting "oldport/people/urban-oasis" We have been inspected by the City of Portland and are in compliance with all safety and alarm requirements. Officially licensed to operate as an Airbnb site. # 20185315-ST

Higgins Beach *New* Beach Home & Private Offices
Custom designed contemporary at the beach. Perfect for a relaxing getaway, visiting family and friends or working remotely. Chef's kitchen w/ high end appliances, granite countertops, enclosed porch grill area. 3 bedrooms and 2 private offices Huge windows and amazing views from all of the rooms highlight the natural beauty of high tides, sun rises and sun sets. Wonderful beachfront walks and beautiful surroundings inside and out. Easy proximity to Portland's Old Port.

Beautiful Home In Gorham Maine
Well appointed, bright and sunny apartment for two people in a quiet neighborhood. Large private back yard, formal gardens and pond, elevated deck, well stocked kitchen. 25 mins. to downtown Portland and the seacoast area. Minutes to local nature trails, swimming, kayaking, dining, supermarket & bakeries. ** NO PROFILE/REVIEWS? please provide a little info about whose coming, ie, name/age/occupation, reason of visit, etc, and any other info you wish to provide. Thank you!

Dreamy Mountain Views w/ Hot Tub + Wood Stove
Dreamy mountainside home with views of Mt Washington and the White Mountains! Boasting 4 bedrooms and 2 bathrooms, this house is perfect for large groups seeking easy access to Pleasant Mountain Ski Area, Long Lake, Sebago Lake, and Saco River, along with nearby mountain biking, hiking, and snowmobile trails. After a long day of adventure, enjoy a soak in our 6-person hot tub, fully equipped kitchen, fire burning wood stove, and a cozy living room with a large screen TV!

Spacious Cozy Home in Freeport, ME
Come enjoy Freeport, Maine in this beautiful home. One mile from the downtown shopping district and the L.L. Bean flagship store. This two family home is being rented as a single family home, giving you the benefit of two kitchens and two living rooms. Perfect for families and groups of friends. The two sides are connected via a door similar to adjoining hotel rooms. For winter guests our pond is great for skating and we have a variety of skates available upon request.

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.

Birch Ledge Guesthouse--Four Season Maine Getaway
Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.
Popular amenities for Cumberland County house rentals
House rentals with a pool

Treehouse Farm - Sebago

Faith Lane with community pool

Pool|HotTub|1Acr FencedYard|Firepit|Garden|PETS OK

Moose Pond Cottage - 3 mins to Pleasant Mountain!

Our Beach House Getaway

Cozy Maine Church Retreat Near Portland • Fire Pit

Spacious 5BR Cottage w/Pool, Water & Resort Access

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
Weekly house rentals

Peaceful retreat in Yarmouth

Stylish Home in the Heart of the East End

Ocean Paradise Sunrise/Sunset Peaks Portland

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit

"Periwinkle" ~ a Charming Oceanfront Cottage

Cozy 1BR w/ water access

Moody Farm Retreat

Newly Renovated Barn, A Short Walk To Casco Bay
Private house rentals

Charming Coastal Home

Modern Cottage with Peeks of Ocean Views

Lakehouse Retreat on Jordan Bay, Sebago Lake

Maine Vacation Home on the Water

cozy 3 bedroom ranch with deck and screen porch

Forest House in Freeport Village

Sebago Lake Winter House • Near Windham • Family

Modern Chic Home in Windham
Destinations to explore
- Loft rentals Cumberland County
- Farmstay rentals Cumberland County
- Bed and breakfasts Cumberland County
- Tiny house rentals Cumberland County
- Rentals with beach access Cumberland County
- Cottage rentals Cumberland County
- Boutique hotels Cumberland County
- RV rentals Cumberland County
- Villa rentals Cumberland County
- Fitness-friendly rentals Cumberland County
- Pet-friendly rentals Cumberland County
- Rentals with pools Cumberland County
- Yurt rentals Cumberland County
- Rentals with a hot tub Cumberland County
- Smoking-friendly rentals Cumberland County
- Rentals with an accessible height toilet Cumberland County
- Family-friendly rentals Cumberland County
- Chalet rentals Cumberland County
- Hotel rooms Cumberland County
- Private suite rentals Cumberland County
- Guesthouse rentals Cumberland County
- Rentals with outdoor seating Cumberland County
- Rentals with a sauna Cumberland County
- Beachfront rentals Cumberland County
- Rentals with a kayak Cumberland County
- Cabin rentals Cumberland County
- Rentals with a patio Cumberland County
- Rentals with an EV charger Cumberland County
- Rentals with a fireplace Cumberland County
- Apartment rentals Cumberland County
- Rentals with a washer and dryer Cumberland County
- Serviced apartment rentals Cumberland County
- Rentals with breakfast Cumberland County
- Lakehouse rentals Cumberland County
- Rentals with a fire pit Cumberland County
- Townhouse rentals Cumberland County
- Condo rentals Cumberland County
- Waterfront rentals Cumberland County
- Rentals with lake access Cumberland County
- Ski-in/ski-out rentals Cumberland County
- Vacation home rentals Cumberland County
- House rentals Maine
- House rentals United States
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Story Land
- Scarborough Beach
- Long Sands Beach
- York Harbor Beach
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- King Pine Ski Area
- Cranmore Mountain Resort
- East End Beach
- Willard Beach
- Pemaquid Point Lighthouse
- Short Sands Beach
- Diana's Baths
- Gooch's Beach
- Coastal Maine Botanical Gardens
- Funtown Splashtown USA
- Cape Neddick Beach
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Palace Playland
- Things to do Cumberland County
- Sightseeing Cumberland County
- Sports activities Cumberland County
- Food and drink Cumberland County
- Things to do Maine
- Tours Maine
- Food and drink Maine
- Sports activities Maine
- Nature and outdoors Maine
- Things to do United States
- Sightseeing United States
- Food and drink United States
- Tours United States
- Entertainment United States
- Sports activities United States
- Nature and outdoors United States
- Wellness United States
- Art and culture United States




