
Pet-friendly vacation rentals in Chebeague Island
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Chebeague Island
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
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Popular amenities for Chebeague Island pet-friendly home rentals
Pet-friendly house rentals

Orchid Harbor, Bailey Island 3BR
We really enjoyed the view of the water from the cottage. It had ample sleeping space for 8 people. We enjoyed the provided chairs by the water to relax in the evening.

Quiet and Private in Oxford Hills – Dog Friendly!
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!

Oak Leaf
Enjoyed our stay very much! Lovely location on the water. Some white traffic noise but worth it watching the boats and wildlife! Comfy bed. We slept very well. Well-stocked kitchen. The location is perfect for lots of little day trips. Our only disappointment was the size of the smallest room. It’s very tiny. Great for a child but pretty tight for our adult son. Host was attentive. We will be back!

Hilltop Retreat with Hot Tub & Sauna near Downtown
Just about as perfect as it gets for an Air BnB. Host has thought of just about everything when it comes to accommodations. So much attention to details.

Booking Now: Year-Round Peaceful Island Getaway
Can’t say enough about how great our stay was! Andrew was incredibly responsive, let us check in early and check out late without even asking. It was a great location on the island, very walkable, even for my mother with a bad knee (she was exhausted after the first day though). Would absolutely stay again!! 10/10

2 bed house w/king bed, pets & off-street parking!
Had a short but lovely stay here. Awesome location and Kathleen was very responsive and gave us great recommendations. Only wish we had planned to stay longer!

East End Unit
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).

Dreamy Mountain Home w/ Hot Tub, Firepit, + Views!
This place was super clean with incredible views. Highly recommend.
Pet-friendly home rentals with a pool

Treehouse Farm - Sebago
Great backyard with a pool, hot tub, fire pit and privacy with the woods.

POOL+HotTub+Sauna / Privacy+9miles to Sunday River
We loved this location!! We were there for a girls trip, and Jessica was very accommodating and allowed us to check in a little early since we were going to be in the area. She was very detailed with the check-in and check-out instructions as well. We loved the pool and hot tub, as well as the games in the basement. We always had something to do and will definitely be coming back!

Nature, Pool, Hot tub&Lakes! Mins to Sebago &More
We would 100% recommend Dina’s place to ANYONE (and we hope to be back)! The place is beautiful and would accommodate a small to large family. The pool and hot tub are incredibly nice and peaceful surrounded by trees. The furniture is incredibly comfortable and the kitchen great to use. Dina is also incredibly thoughtful and quick with her replies. We got a little turned around arriving at night (the GPS lead us up the road a bit), but we found it!

Pool|HotTub|1Acr FencedYard|Firepit|Garden|PETS OK
Gorgeous house, peaceful area, a great back deck with pool and hot tub! Jey was a great host, very helpful and quick response time. The house was very clean and put together. I would totally recommend staying at jeys house!!

Portland Sweet Escape
this house was perfect for a girls weekend getaway!! spacious and beautiful, still super close to all the activities in portland, but wonderfully peaceful! it was too cold to use the pool but it looks great and I would love to book this house again later in there summer to be able to use it! the beds were super comfortable and easy off street parking. thanks for a great stay!

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
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!

Steep Falls Escape, river & falls just steps away
great accommodation, thoughtfully decorated, clean with everything you need. Perfect as a hiking base, lots of recommendations from the wonderful hosts

Cabin on the hill!
I was meeting with family for a graduation. Four of us were staying here. The place was exactly what we needed in our lives and hoped for. It was country, quiet, peaceful and beautiful. It was so beautiful sitting on the back porch that we never once sat in the living room. We had lots of coffee and laughs sitting out there. We never even went into the hot tub or sauna. Would definitely recommend if this is what you need for your soul.
Private, pet-friendly home rentals

Charming Coastal Home
Central location, but was surprisingly very quiet and private. Kelsey is an excellent communicator and host.

Higgins Beach studio
Kerry was very sweet. And brought over an iron that saved my suit for a wedding. :) The home was very beautiful and on my list for future visits to Maine.

Whole house on a great island in Casco Bay!
We love Long Island and the view from Nona’s View was phenomenal! The house was clean and tidy and had everything we needed! Bridget was extremely responsive and we would go back for another visit in a heartbeat.

Luxury Nordic Cabin | Lakefront w Hot Tub + Sauna
An absolute gem if you want to reconnect with family/nature, relax and unplugg. It was so peaceful and tranquil. my 5 year old son loved being in the loft stargazing at night. we would be sitting in the deck by the firepit for smores and some snacks every night. Truly, one of our best family trips. Kendra is also very responsive.

Cozy Coastal Cabin -in the woods
First time renting on Airbnb, it couldn’t have been a more perfect experience. The cozy cabin on the cliffs of Maine was beyond anything I could’ve imagined. Stephanie & Heather thought of everything; welcome snacks, dog treats, water, things to do,etc. They even had binoculars, we used on a bald eagle diving into water. Being able to use their kayaks (no charge), made packing & planning much easier. The peaceful surroundings & natural beauty made it easy to disconnect & relax. We saw so many jellyfish in the ocean and they were beautiful! On check-out morn, Stephanie messaged us to say we stay later in day because no one was checking in today, it was the nicest day. That extra time meant everything, we ended up leaving around 4pm with no extra charge. The level of kindness & hospitality is rare & so appreciated. This stay was absolutely unforgettable, we will 100% be coming back. Thank you, Stephanie & Heather, for creating such a peaceful, thoughtful, & welcoming escape.

Cozy Lakefront Cabin - Hope Floats
Spent a relaxing long weekend at the cabin. Idyllic location right on the water with plenty to do outside. We enjoyed making fires, fishing, and exploring in the canoe. Inside, the cabin was thoughtfully decorated and very comfortable. Camden is nearby for a nice dinner or a stroll and shopping downtown. Acadia is also close enough for a day trip. Checkin/checkout was very straightforward, and the host was helpful and quick to answer any questions. Hope to visit again!

Crescent Beach Gardens
The views were amazing and the place was perfect! They’ve thought of everything (beach chairs, extra linens, coffee) and the flowers and birds make the property even more lovely. I stayed with my daughter and there is privacy within the space. The beach is a five minute walk from the house. We will definitely stay again!

The Beach Pea
Comfortable bed in a cute well-organized tiny house! Anne and Doug were very responsive and friendly!
Quick stats about vacation rentals that are pet-friendly in Chebeague Island
Total rentals
70 properties
Nightly prices starting at
G$12,549 GYD 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
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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Long Beach
- Popham Beach State Park
- Surfside Beach
- Long Sands Beach
- Pemaquid Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Coastal Maine Botanical Gardens
- East End Beach
- Ferry Beach
- Palace Playland
- Cliff House Beach
- Pemaquid Point Lighthouse
- King Pine Ski Area
- Purity Spring Resort
- Ogunquit Playhouse
- Parsons Beach
- Laudholm Beach
- Dunegrass Golf Club