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Pet-friendly vacation rentals in Cumberland

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Cumberland pet-friendly home rentals

Pet-friendly house rentals

Superhost
A fire pit is positioned near the water's edge, surrounded by two adirondack chairs. The setting sun reflects off the river, casting warm hues across the sky and water. Green trees frame the tranquil scene, creating a peaceful atmosphere.
Home in West Bath
4.85 out of 5 average rating, 116 reviews

Oak Leaf

PaulineRating, 5 stars2 weeks ago
Très bon séjour dans ce petit chalet au bord de la rivière.
Guest favorite
An outdoor fire pit is surrounded by eight colorful chairs, providing a cozy gathering spot amidst nature. The chalet-style house in the background features a metal roof and is set against a backdrop of trees, enhancing the tranquil ambiance.
Home in Sumner
4.96 out of 5 average rating, 135 reviews

Quiet and Private in Oxford Hills – Dog Friendly!

RaijueneaRating, 5 stars2 weeks ago
Amazing place, host was super kind and accommodated my family’s last minute booking since we were cancelled on twice that week! We are super happy we found this adorable beautiful place that ended up being better than the other places would have been anyway!
Top guest favorite
A spacious bedroom features a large bed with blue bedding against a dark blue accent wall. Two bedside lamps provide soft lighting. A comfortable leather armchair is positioned next to a small nightstand, which holds a tissue box and a framed print.
Home in Hallowell
4.98 out of 5 average rating, 128 reviews

Hilltop Retreat with Hot Tub & Sauna near Downtown

Hannah E.Rating, 5 stars3 weeks ago
My friend and I spent our momcation here and it was perfect! The sauna and hot tub felt relaxing. The lilacs were in bloom and smelled heavenly. The birds sang for us every morning while we enjoyed our coffee on the deck. I love to cook and the kitchen had what I needed. The house was clean and was the sweetest little set-up.
Guest favorite
A charming white cottage with a sloped roof is situated near the water's edge. Orange window boxes add a pop of color to the exterior, while a stone patio features several wooden chairs. Lush greenery surrounds the property, providing a natural backdrop.
Home in Bath
4.91 out of 5 average rating, 344 reviews

Gorgeous Studio on the Kennebec

JamesRating, 5 stars1 week ago
Perfect weekend retreat for a small family with a young one. Close to downtown, museum, and the firepit was so nice at night. 5 stars all around and will return in the future. Thanks Phillip!
Guest favorite
An inviting living area features a comfortable sofa facing a large television mounted on the wall. A rustic trunk serves as a coffee table on a patterned area rug. Natural light enters through double doors with sheer curtains, adding warmth to the space.
Home in Downtown Portland
4.95 out of 5 average rating, 111 reviews

East End Unit

JamesRating, 5 stars2 weeks ago
My wife, myself and our pup loved our time at Christine’s. Thought it was a great value for the area and we appreciated how many little extras were included (snacks, beer, wine, seltzer, toiletries). Location is great for walks to East Prom or Old Port, and parking is a breeze with the dedicated driveway. It is a cozy fit if you’re a bigger person (I’m 6’ and I had just a few inches of clearance from the ceiling).
Top guest favorite
Home in Bridgton
4.96 out of 5 average rating, 210 reviews

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

AnnalisaRating, 5 stars1 week ago
Bellissimo soggiorno in luogo incantevole. la casa è calda, accogliente, spaziosa, bene arredata, con gusto e classe. La vista è meravigliosa. Siamo stati benissimo!!!
Guest favorite
A private pool area features a colorful inflatable parrot floating in clear water. Surrounding the pool are several lounge chairs arranged for relaxation. Lush trees provide shade, and a fence ensures privacy for the space, which is brightly illuminated by natural sunlight.
Home in Portland
4.95 out of 5 average rating, 126 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

RondaRating, 5 stars3 weeks ago
We had a wonderful stay in Angela’s beautiful home. It had great amenities, was super clean, and had everything we needed. Loved the pool and fire pit. The kitchen was roomy for cooking too. 5 stars!
Superhost
A scenic view of the ocean framed by green trees and a grassy area. A distant lighthouse is visible on the horizon, while the sky is partly cloudy, creating a peaceful atmosphere. The landscape includes several large rocks scattered across the lawn.
Home in Peaks Island
4.9 out of 5 average rating, 101 reviews

Stunning Ocean Views From This Peaks Island Home

JacobRating, 5 stars4 weeks ago
Such a great little spot in one of the nicest corners of Peaks Island! John was great, being flexible with me when my arrival time needed to be changed up. Would visit again and again!

Pet-friendly home rentals with a pool

Guest favorite
An indoor pool area features a rectangular pool with smooth edges, surrounded by a spacious deck. Lounge chairs are arranged along the walls. Large windows provide ample natural light, and wooden paneling adds warmth to the setting.
Apartment in Bartlett
4.8 out of 5 average rating, 119 reviews

Storyland, golf, hiking, kayak and more

CindyRating, 5 stars3 months ago
We had a lovely stay at the condo. It was the most comfy place to get snowed in. We received about a foot of snow the night we checked in and Seasons was very helpful to continually plow and shovel walkways. We explored the property and had fun sledding down hills with our tube. The condo is very clean and comfortable and has everything you may need. It was still decorated for the holidays which was a nice touch as well. The electric fireplaces worked great and were so pretty to look at. All of the furniture was very cozy and comfortable. The carpet throughout is great on cold days. We highly recommend a sleigh ride at Nestlenook farm if staying in the winter. Living Shores Aquarium is down the block and a great place to visit with kids. Diana’s Baths is a short drive away and beautiful to explore in the snow. Our daughter loved seeing the frozen waterfall. There are lots of restaurants nearby. We can’t wait to come back and see it during the summer months.
Guest favorite
A spacious room features a large bed with plush bedding against a warm-toned wall. A relaxing jetted tub is positioned beside it, with soft lighting provided by bedside lamps. A window allows natural light to enter, enhancing the overall calm and comfortable ambiance.
Apartment in Bartlett
4.89 out of 5 average rating, 261 reviews

Attitash Retreat

ZaneRating, 5 stars1 week ago
Had a great time peaceful get-away with great mountain views. Climbing,swimming,snowboarding, and all outdoor sports within close distance. I would definitely stay again
Guest favorite
An indoor pool area is showcased with a spacious layout featuring large windows that allow natural light to fill the room. Several lounge chairs are arranged around the pool, providing a relaxing environment. The wooden ceiling adds warmth to the setting.
Condo in Bartlett
4.87 out of 5 average rating, 149 reviews

Spacious Condo-Attitash Ski-Storyland-Saco & More!

CristinRating, 5 stars2 days ago
Beautiful place to stay! Great amenities for the kids ! Will definitely go back ❤️
Superhost
A serene natural landscape features a gently flowing stream surrounded by vibrant autumn foliage. Tall trees in shades of yellow, orange, and green frame the scene, while smooth rocks line the water's edge, leading toward a distant building nestled in the greenery.
Apartment in Bartlett
4.82 out of 5 average rating, 123 reviews

Cozy Top Floor-1 King, Mtn View, Jetted Tub, Pools

TynanRating, 5 stars2 weeks ago
The place was so clean, quiet and peaceful. Secluded but so much to do in a short area. Can’t say enough good things. Will be coming back.
Guest favorite
An indoor swimming pool area features a spacious swimming pool with clear water, surrounded by lounge chairs. Large windows allow natural light to fill the room, enhancing the inviting ambiance. The surroundings are well-maintained, contributing to a relaxing environment for guests.
Condo in Bartlett
4.9 out of 5 average rating, 106 reviews

Bartlett N. Conway, NH condo ski near Storyland

GiovannaRating, 5 stars3 months ago
We loved our stay and couldn't have felt more at home. Condo has everything you need and the hosts were so kind. Plenty of space for our family of 4 but could easily fit 6. Location is ideal for families to explore all Bartlett has to offer. Highly recommend and can't wait to come back!
Guest favorite
Townhouse in Bartlett
4.91 out of 5 average rating, 163 reviews

Spacious N Conway Retreat | Hike, Ski, Swim, Bike

michaelRating, 5 stars2 months ago
Perfect for our group of 4, plenty of space. Much bigger than I thought after viewing the pictures. Everything was clean and worked great. We took full advantage of the kitchen and there were plenty of cook and eat ware. Quick 4 minute drive to Attitash, close enough to go home for lunch. Loved that we were able to bring our dog too! Check in and check out were super easy. We will certainly be back next Winter for our Attitash weekend. Highly recommend staying with Lory for your North Conway, Attitash, Storyland, or Wildcat vacation. Thank you Lory!
Guest favorite
A seasonal outdoor pool is surrounded by landscaped gardens and lounge chairs, showcasing stunning mountain views. Lush greenery and colorful flowers frame the area, while a cozy seating area is visible in the distance beneath the clear blue sky.
Condo in Bartlett
4.93 out of 5 average rating, 267 reviews

An Amazing Mountain Getaway!

KelseyRating, 5 stars1 week ago
My family and I had an amazing weekend. Melissa was very responsive and flexible with checking in/out. Everything was clean, plenty of linens and towels, great location, comfy beds. 10/10. We can’t wait to be back!
Guest favorite
An outdoor pool is surrounded by a patio and bordered by lush greenery and trees displaying autumn colors. The clear water of the pool reflects the overcast sky, and a nearby structure featuring a sloped roof can be seen in the background.
Cabin in West Paris
4.95 out of 5 average rating, 112 reviews

Cabin on the hill!

AmandaRating, 5 stars3 weeks ago
Loved this cabin! The family and I enjoyed our trip to Maine. Eric was an incredible host, clear instructions for check in & check out. Will definitely book again when we head up north. Thank you ☺️

Private, pet-friendly home rentals

Top guest favorite
A single-story house features a gray-shingled exterior with a red roof and front steps leading to a central door. Surrounding landscaping includes neatly trimmed shrubs and vibrant flowers. A gravel driveway provides access to the home, complemented by a lawn area and a few trees in the background.
Home in Falmouth
5 out of 5 average rating, 27 reviews

Charming Coastal Home

KatharineRating, 5 stars1 week ago
Central location, but was surprisingly very quiet and private. Kelsey is an excellent communicator and host.
Top guest favorite
A serene pond reflects the warm colors of a sunset, surrounded by trees and open meadows. Patches of grass and small animals can be seen near the water's edge, contributing to a tranquil rural landscape.
Farm stay in North Yarmouth
4.97 out of 5 average rating, 143 reviews

Hobby Farm Guesthouse-17 acre trails-1 good dog OK

MauraRating, 5 stars1 month ago
This was a lovely place to stay. We traveled with our dog, and it was the perfect place to visit with a four-legged friend. Heather's property is beautiful, and there are fun, quiet trails to traverse. It is only a short drive from Portland, Freeport, and amazing outdoor adventures. The apartment is clean and spacious. I highly recommend for your next Maine adventure.
Top guest favorite
A covered porch is featured, surrounded by a lush green landscape. Two individuals sit comfortably in rocking chairs, enjoying the serene environment. Stairs lead down to the grassy area, with a small gravel pathway visible on the ground.
Guest suite in North Yarmouth
5 out of 5 average rating, 39 reviews

Quiet, Comfy & Spacious Studio & Private BA

HaileyRating, 5 stars8 months ago
We really enjoyed our stay here! It was close to Caswell farms which we were at for a wedding. Alison was so kind and helpful. She went above and beyond to make sure we had what we needed! Would absolutely stay here again.
Guest favorite
A tranquil lakeside scene is depicted, featuring a wooden dock extending into serene waters. A small boat is moored nearby, with lush green trees lining the far bank. A dog stands on the grassy shore, gazing towards the water.
Home in Cumberland
4.93 out of 5 average rating, 42 reviews

Forest Lake Cottage

LoriRating, 5 stars2 weeks ago
GREAT FIND!! Don & Nina were fantastic hosts! We LOVED the location. We were welcomed with fresh flowers in a vase on the dining table, and we enjoyed our meals together there as well. We greatly appreciate how CLEAN the entire place was. The setup of their place was just perfect for us and our parents! We love to coo k, and the kitchen is well-appointed! The beds and pillows were very comfortable giving us a good night's sleep each night. The full-sized bedroom has a mini split which adds to the warmth or cool (whichever is needed). The master bedroom with a queen bed is large and comfortable. Our parents loved the two rocking chairs, and we enjoyed the comfy couch and chair. Even though we didn't have the greatest weather during our stay, we were able to get out on a kayak and enjoy the lake. The house is nestled in a very quiet cove on the lake and, because there is no public access to the lake, the entire lake is a fantastic find! This will be an annual stay for us now!
Superhost
An inviting living area features a teal sofa and decorative pillows on a plush area rug. A coffee table and wooden sideboard complement the space, while natural light fills the room through multiple windows. A television is positioned on a low, textured console against the wall.
Apartment in Brunswick
4.75 out of 5 average rating, 255 reviews

King Size Bed - Little House On Lincoln Street

DavidRating, 5 stars10 months ago
Great place and a great location! Really easy to walk to downtown and some local restaurants and pubs. Would definitely recommend it for anyone wanting to stay in the area. So many good books to read if you have an extended stay.
Top guest favorite
A wooden coffee table displays a white mug filled with a warm beverage and stacked books. A small potted plant adds a touch of greenery. In the background, a dog is partially visible, blending into the natural tones of the yurt's interior.
Yurt in Woodstock
5 out of 5 average rating, 212 reviews

Cozy Private Luxury Yurt Mt View/HOT TUB / Wi-Fi

SarahRating, 5 stars4 days ago
This was the first time we’ve ever rented a yurt. We would definitely go back to see Shari. She did not miss a beat. It was everything that we needed right there. Even bathrobes. I highly recommend going to stay here. We will definitely be back. If I could give 100 stars I would.
Top guest favorite
The modern chalet is framed by lush greenery, presenting a welcoming entrance. The large windows offer views of the water in the distance, while the surrounding landscape features a blend of trees and shrubs. The well-maintained exterior reflects a serene, natural setting.
Home in Cumberland
4.98 out of 5 average rating, 55 reviews

Water views, privacy, decks, minutes to Portland

HannahRating, 5 stars1 week ago
Haj was the best host. Giving us (and the dog that didn’t come) the nicest welcome. The house is beautiful, clean, well-equipped in a gorgeous private setting. Many thanks to our hosts for a memorable family weekend!
Top guest favorite
A modern kitchen is featured with deep blue cabinetry and stainless steel appliances. A light wooden dining table is surrounded by four matching chairs, complemented by a light rug. Bright natural light streams through the large windows, creating an airy atmosphere.
Apartment in Falmouth
4.95 out of 5 average rating, 21 reviews

Modern space w private entrance, garage & laundry

IrinaRating, 5 stars3 months ago
Rachel’s place was extremely clean and comfortable. It was the perfect place to spend a snowy and stormy day with our pup. Very convenient to get to Portland. Close to grocery store and anything you might need. Rachel was very quick to respond when we had questions and had ice melt delivered for us same day which was a huge help in the storm.

Quick stats about vacation rentals that are pet-friendly in Cumberland

  • Total rentals

    50 properties

  • Total number of reviews

    2.2K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 properties include access to wifi

Destinations to explore