Pet-friendly holiday rentals in Chebeague Island

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Chebeague Island pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Bethel
4.96 out of 5 average rating, 116 reviews

Sunday River Bethel Village ! Walk to Restaurants

JillianRating, 5 stars1 month ago
Scott's place was perfect for our small family's ski trip! It was exactly as pictured, had everything we needed for our stay, and was so close to Sunday River (~10 minutes) and right down the road from restaurants in Bethel Village. We would love to stay again on our next ski trip!
Top guest favourite
Home in Old Orchard Beach
4.99 out of 5 average rating, 243 reviews

Walk to Beach from Spacious 1920 Home

JohnRating, 5 stars5 months ago
This home is amazing! It was perfect for our group of ten family members that were in the area to celebrate a wedding for the weekend. Our hosts could not have been more accommodating and we were so impressed with their hospitality!! So many nice touches and such a spacious, comfortable home - no detail overlooked. Enjoyed our stay immensely and would definitely return.
Superhost
Home in Brunswick
4.85 out of 5 average rating, 119 reviews

King beds-Charming Retro 3BR+Office House

JaneRating, 5 stars17 months ago
This was our first experience with an Air B&B and happy that it was with Spencer. Our main reason for the East Coast trip was to see our grandsons football games at Bowdoin College and it was a perfect location. We stayed for seven weeks and loved the experience.
Top guest favourite
Home in York
4.94 out of 5 average rating, 111 reviews

York River's Private Escape

TonjaRating, 5 stars6 months ago
We had a lovely weekend at Debbie's home! It was immaculate and very welcoming. The place is located right off the main road but is secluded. The weather wasn't great so we didn't get to enjoy the grill or outdoor setup but it looked very nice. The kitchen was amazing! All the equipment was in great condition and as a cook, was everything I wanted. Close to everything York has to offer! Great for families or a couple with a dog like us. Highly recommend!
Guest favourite
Home in Auburn
4.94 out of 5 average rating, 103 reviews

Cheerful spacious updated 1825 Maine Farmhouse!

JoeRating, 5 stars1 month ago
Clean and comfortable
Guest favourite
Home in Wakefield
4.98 out of 5 average rating, 160 reviews

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

SteveRating, 5 stars3 days ago
Great house for large family. Lots of games and entertainment inside, and plenty of outdoor activities for both kids and adults. The covered hot tub was a big hit as well! Julie provides a great house manual with all of the necessary info, as well as recommendations and tips for local restaurants, entertainment, etc. We would definitely stay here again and recommend it to others.
Top guest favourite
Home in Pittston
4.99 out of 5 average rating, 144 reviews

Riverside

BradleyRating, 5 stars1 month ago
We had an amazing time over valentines day weekend. There was a snow storm and Kent snow blowed around our vehicle to make sure we could get out. The house is very comfortable and peaceful, amazing view of the river and just off the road enough to not be bothered by passing traffic. Definitely recommend!!!!
Top guest favourite
Home in Bethel
4.99 out of 5 average rating, 109 reviews

Cozy house located in West Bethel

OlgaRating, 5 stars2 weeks ago
This home was so charming. Once we were inside, we felt right at home - everything was so wisely laid out, clean, and fit my family of 4 plus 2 furry animals perfectly. The decor is beautiful! The outside had a good size yard with a runner for my dogs which was so thoughtful. The house is only 12 minutes away from Sunday River and very easy to get to. Our host was wonderful, I really appreciate her flexibility and accommodation to my several requests!! We had a blast - thank you so much!!!!

Pet-friendly home rentals with a pool

Guest favourite
Flat in Conway
4.89 out of 5 average rating, 132 reviews

NoCo Village 1-Bedroom

JenniferRating, 5 stars2 months ago
Perfect stay for 4 adults, 1 infant, and 1 dog! Love the two-bedroom, two-bathroom layout, plus the kitchenette to make oatmeal and toast in the morning before hitting the ski trails. Clear check-in instructions, no hassle at all even when we arrived around midnight.
Superhost
Home in Conway
4.9 out of 5 average rating, 84 reviews

Blissful Mountain Getaway Cabin | Private Pool

ChadRating, 5 stars5 months ago
Cabin is absolutely beautiful, very clean, welcoming, and beds are comfortable. Highly recommended, and we’ll be back for sure! Thanks for being awesome!
Guest favourite
Home in Portland
4.96 out of 5 average rating, 121 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Kathleen AudreyRating, 5 stars1 week ago
My stay was very comfortable. The property was well kept and updated. The beds and furniture were were in perfect condition. Both the house and the grounds were exceptionally clean and well maintained. I would visit again!
Superhost
Tiny home in Harrison
4.89 out of 5 average rating, 302 reviews

Million $ views, Hot Tub, Crooked River- Private

CaitlinRating, 5 stars3 weeks ago
Very beautiful place. Loved the privacy. Jon was very quick to respond to any questions we had. Our pup loved it too. House was clean and had everything we needed. Plan on booking again this summer.
Superhost
Home in Wells
4.88 out of 5 average rating, 24 reviews

Summertime Oasis with Inground Pool!

MelindaRating, 5 stars6 months ago
Great place to stay for a big family and kid-friendly! We had a fantastic trip and the host was super responsive. The living room area is even more beautiful in person. Highly recommend this place.
Guest favourite
Guest suite in Standish
4.93 out of 5 average rating, 104 reviews

Steep Falls Escape, river & falls just steps away

BobbyRating, 5 stars6 months ago
great accommodation, thoughtfully decorated, clean with everything you need. Perfect as a hiking base, lots of recommendations from the wonderful hosts
Guest favourite
Cabin in Wakefield
4.93 out of 5 average rating, 42 reviews

Lakeside cabin in the woods

NicoleRating, 5 stars4 months ago
Spent Thanksgiving at the cabin and it was absolutely perfect! Jim met us upon check-in with a welcome basket full of homemade baked goods—they were delicious! Home was stocked with board games and puzzles as well. 10/10 stay.
Guest favourite
Cabin in West Paris
4.94 out of 5 average rating, 107 reviews

Cabin on the hill!

AdrienneRating, 5 stars2 weeks ago
Eric was a great host. He was very responsive and friendly in all communications. The home was perfect for our family of 5 and three dogs. After long days of hiking we really enjoyed the hot tub! We had a great time.

Private, pet-friendly home rentals

Superhost
Home in Wells
4.88 out of 5 average rating, 34 reviews

2 BDR| Fenced in Yard| Hot Tub| Bring your pup

GeorgeRating, 5 stars6 months ago
Actually rented both units A & B of this property for my wife's birthday to have some room for additional family (surprise). Unit A was awesome! 2 beds and a bath, BIG kitchen that had everything you would need, dog friendly with a fenced in yard which is always a plus, super comfortable living room/dining room combo that had plenty of room for everyone to gather, private courtyard (shared with unit B) with room for outdoor dining and a grill PLUS hot tub! I could go on but to summarize, it was perfect for our plans. The addition of unit B gave us the whole place and I couldn't be more pleased! Centrally located. Anywhere we wanted to explore, from Kennebunkport to Ogunquit and beyond, was never more than 20 - 30 minutes away. Even the neighbors were amazing (friendly)! 100% I would (and plan to) stay here again!
Guest favourite
Home in Conway
4.87 out of 5 average rating, 130 reviews

Hot tub with country setting, close to village.

HarrisonRating, 5 stars1 month ago
House was as listed, great location in a beautiful area. Plenty of amenities and host was helpful and responsive leading up to and during my stay.
Superhost
Home in Conway
4.86 out of 5 average rating, 98 reviews

Private & Spacious, 9 Miles to downtown N. Conway

CynthiaRating, 5 stars2 months ago
This was our second stay and we are planning to make it an annual event. The house is beautiful, comfortable, cozy and well stocked. I loved cooking in the kitchen surrounded by my family. The fireplace is amazing and the location is perfect. We ski Canmore and Bretton Woods and down town North Conway is filled with great bars and restaurants and 10 minutes from the house. Perfect spot.
Superhost
Home in Wells
4.65 out of 5 average rating, 37 reviews

All Season Wells Beach Retreat attractions close

KarenRating, 5 stars5 months ago
This is the second time I’ve stayed at this house. Spacious and a lot of light. You can see the marsh from the windows, which is lovely. Near the beach. Recommend!
Top guest favourite
Flat in Portland
4.98 out of 5 average rating, 111 reviews

The Yankee Dugout

TinaRating, 5 stars5 months ago
Host was great and friendly. Beautiful neighborhood. Apt was very clean and comfortable. Many extras like Keurig, coffee, tea hot chocolate and water bottles. Cozy extra blankets, fans and fireplace. Bathroom was clean and had liquid soaps, shampoo etc. Not a full kitchen, but all you need. Would definitely stay again.
Guest favourite
Home in Freeport
4.88 out of 5 average rating, 59 reviews

Waterfront Private Home, 8 Acres, 5 min to LLBean

LauraRating, 5 stars8 months ago
Amazing $1M+ house. Everything you need, especially in the kitchen. Everything is high-end and perfect. Beautiful house and land. Great deck with fire table. Upstairs shower is amazing! Left doggie treats for my Labrador! The property is on the water; the house is on the hill, so it is a steep hike down to the river. Beautiful Maine woods surrounding the house. It is private, no neighbors to worry about. This host has made this house a dream vacation home with everyone one would possibly need. Farmer’s markets are close by, as well as Freeport and LL Bean. Couldn’t recommend more!
Guest favourite
Flat in East End
4.94 out of 5 average rating, 300 reviews

Monument SWEET!

LaurenRating, 5 stars2 months ago
It was the perfect location for a group of 6. Plenty of space and comfortable common area with a nice large dining table. Wonderful location and very walkable. Host was proactive with communication and very responsive. Highly recommend! Thanks for a wonderful stay and would absolutely return!
Top guest favourite
Guest suite in Eliot
4.97 out of 5 average rating, 383 reviews

Eliot Hideaway Lodge - Southern Maine Relaxation

SamanthaRating, 5 stars5 months ago
Had a lovely stay, really nice apartment and a great backyard. My dog and I felt very welcome!

Quick stats about holiday rentals that are pet-friendly in Chebeague Island

  • Total rentals

    70 properties

  • Nightly prices starting at

    £45 before taxes and fees

  • Total number of reviews

    2.3K reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 properties include access to wifi

Destinations to explore