
Pet-friendly holiday rentals in Cumberland County
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Cumberland County
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

LUX Designer Private Waterfront Hot Tub - Secluded
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.

Cozy East End Apartment -Great location near Ocean
Location Location Location plus thoughtful character! 3 blocks from the ocean we are in a very quiet but very central part of Munjoy hill. Just 3 blocks up the street from the eastern promenade park and east end beach and only a block away to restaurants, cafes, and markets. As good as location gets for your stay in Portland! Our apt is quiet and cozy and we hope you enjoy its character. 2 Queen bedrooms on the first floor, full kitchen, dining room, and a full bath. Come enjoy its charm!!!!

Large Loft—Walk to Breweries— Coffee Bar—King Bed
Located on outer Forest Avenue in Portland, Maine, Forest Loft is an impressive, custom built, 1 bedroom / 2 bathroom apartment with vaulted ceilings and plenty of space. Due to its close proximity to the breweries on Industrial Way, Forest Loft commonly welcomes craft beer fans from all over the world. Enjoy the proximity to popular amenities while only a short ride from downtown Portland. MAINE'S TOP HOST OF 2022 https://news.airbnb.com/celebrating-our-top-new-hosts-in-each-us-state-for-2022

Luxury Year-round Treehouse with private hot tub
Skyframe is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Oak Leaf
Take it easy at this unique and tranquil getaway. This sweet cottage offers scenic water views and much more. Overlooking the New Meadows river, it is nestled in a quiet area and surrounded by 100 yr old oak trees. It is loaded with charm yet offers modern amenities. You feel tucked away, yet the place is only 10 to 20 minutes from beautiful beaches, hiking, fine dining, and shopping opportunities. Enjoy beautiful sunsets from the back porch and cozy up to fire pit while you make memories.

Yurt on Chebeague Island
Imagine staying in a yurt in the woods of Chebeague Island, nestled in a private clearing in the woods. Explore island beaches and hidden trails. This yurt is “glampy” inside with leather chairs and a substantial log bed. The yurt has a rusticator kitchen with all of the basics for cooking: fridge, stovetop, sink, water, firepit & firewood. Outdoor shower. WiFi . Heater for cool spring nights. Ferry options on Casco Bay Lines or CTC Ferry. Host provides transport to/from ferry to the yurt.

The Loons' Nest: Lakefront oasis w/ private dock
Welcome to Maine. Enjoy the peace and tranquility of Maines pristine lakes, at our modern Scandinavian lakefront home. On a PRIVATE lake, nestled in the heart of the Maine countryside. This charming retreat offers a peaceful getaway, perfect for those looking to escape the hustle and bustle of city life. The whole group will enjoy easy access to Maines world famous food scene. Enjoy a private dock with stunning views where you can swim, fish, or launch a host-provided kayak or canoe.

Writers Cabin in the Woods with Sauna!
Nestled in the woods and on Adams Pond with new wood fired sauna! The cabin feels totally hidden away but is less than 10 minutes to Bridgton and Naples, hiking, beaches and restaurants. The woods are beautiful and peaceful and the pond is just down a mossy path. Great for couples or a weekend away. Large deck with grill and outdoor shower, firepit. There is a shared dock on the pond for swimming, fishing, or just enjoying the view as well as a canoe and 2 kayaks, and a paddle board.

Deja Blue~Guest Beach House
Our year round beach guest house is an oceanfront dream for a single or couple's retreat. Come relax by the sea. Listen to the waves crashing right outside your door. Disconnect or work while here we have fast WiFi for you. Enjoy this gem of a place on the coast of Maine as a year round escape. Come make some memories to cherish for a lifetime. Pro tip: Wake up early and observe the beautiful sunrise over the ocean. It is totally worth getting up early and will not disappoint.

Completely Private Guest Suite Near Higgins Beach
Completely private, newly renovated, sparkling clean, bright, stunning guest suite is waiting just for you! Located just 2 miles from beautiful Higgins Beach and just 5 miles to Portland, your private entrance is just steps away from your parked car. The guest suite is completely private including a private entrance, front porch, bedroom and bathroom. Old meets new in our charming antique house with modern design and decor. Our location is perfect for your Maine vacation!

Private Hill Top Apartment/w One Car Driveway
Cover photo is a view of Eastern Prom, a 5 minutes walk. Two bdrm apartment. 1 Queen, 1 full. Private entrance,sitting room/kitchenette w/sink, fridge , toaster & microwave. Bath w/tub&shower, Up to four adults, children and infants welcome. Rate based on two adults. A $30 up charge per night for each additional adult, 4 maximum. Pet(s) not to be left alone in the apartment. $60 charge per pet,per night. Babysitting available by arrangement. Note: No TV.

open concept Guest Suite in southern Maine
A short distance to many nature trails, Bradbury Mountain, state parks and the rocky coastline. This North Yarmouth guest suite is nestled between all the breweries and restaurants Portland has to offer as well as the famous outlet shopping in Freeport. We are located in a unique location where you are able to go from the rocky coast to the hiking trails all within 30 minutes. The guest suite is perfect for quiet lodging after a day of exploring or visiting.
Popular amenities for Cumberland County pet-friendly home rentals
Pet-friendly house rentals

Lakefront Getaway

Stone Isle. 8 acres next 2 little john preserve.

Forest Lake Cottage

2 bed house w/king bed, pets & off-street parking!

3 bedroom house in the heart of Portland

LongLake-PrivateDockSandyBeach/PaddleBoards/SUPs

Charming Portland Home Near Back Cove & Downtown

Lake Region Comfort, Close to Everything!
Pet-friendly home rentals with a pool

Treehouse Farm - Sebago

Family Fun with Community Pool

Condo in Old Orchard Beach

Charming Chalet 3 min to SKIING & PVT beach access

Secluded Rustic Log Cabin on Beautiful Frye Island

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Heron's Hide-Away

Steep Falls Escape, river & falls just steps away
Private, pet-friendly home rentals

Studio Apartment in Freeport

Cedar Sauna+Fireplace South Portland Spacious

Peaceful Barn Loft

Chickadee A-Frame

Lakefront Getaway Cabin/Private Sandy Beach!

Poet's Nook: Cozy and Private 1BR Apartment

Sunset Haven - Little Sebago Lake

Large, luxurious geodesic dome - 06
Destinations to explore
- Rentals with a sauna Cumberland County
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- Rentals with a hot tub Cumberland County
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- Tiny house rentals Cumberland County
- Serviced apartment rentals Cumberland County
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- Lakehouse rentals Cumberland County
- Villa rentals Cumberland County
- Rentals with beach access Cumberland County
- Fitness-friendly rentals Cumberland County
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- Rentals with a fireplace Cumberland County
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- Townhouse rentals Cumberland County
- Pet-friendly rentals Maine
- Pet-friendly rentals United States
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Story Land
- Long Sands Beach
- Scarborough Beach
- Popham Beach, Phippsburg
- York Harbor Beach
- Popham Beach State Park
- Pemaquid Beach
- Cranmore Mountain Resort
- Willard Beach
- King Pine Ski Area
- Short Sands Beach
- Cape Neddick Beach
- Pemaquid Point Lighthouse
- Gooch's Beach
- East End Beach
- Diana's Baths
- Funtown Splashtown USA
- Crescent Beach State Park
- Coastal Maine Botanical Gardens
- Pleasant Mountain Ski Area
- Footbridge Beach
- Things to do Cumberland County
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- Sightseeing Cumberland County
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- Nature and outdoors Cumberland County
- Things to do Maine
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