Pet-friendly vacation 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

Superhost
Home in Harpswell
4.81 out of 5 average rating, 43 reviews

Orchid Harbor, Bailey Island 3BR

NikkiRating, 5 stars2 weeks ago
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.
Guest favorite
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!
Superhost
Home in West Bath
4.86 out of 5 average rating, 118 reviews

Oak Leaf

KayRating, 5 stars1 day ago
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!
Top guest favorite
Home in Hallowell
4.98 out of 5 average rating, 129 reviews

Hilltop Retreat with Hot Tub & Sauna near Downtown

BryceRating, 5 stars4 days ago
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.
Guest favorite
Home in Peaks Island
4.86 out of 5 average rating, 170 reviews

Booking Now: Year-Round Peaceful Island Getaway

CatherineRating, 5 stars1 week ago
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
Top guest favorite
Home in West End
4.97 out of 5 average rating, 123 reviews

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

KellyRating, 5 stars5 days ago
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!
Guest favorite
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).
Guest favorite
Home in Bridgton
4.95 out of 5 average rating, 211 reviews

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

LaurenRating, 5 stars2 weeks ago
This place was super clean with incredible views. Highly recommend.

Pet-friendly home rentals with a pool

Guest favorite
Home in Sebago
5 out of 5 average rating, 18 reviews

Treehouse Farm - Sebago

HollyRating, 5 stars1 month ago
Great backyard with a pool, hot tub, fire pit and privacy with the woods.
Guest favorite
Cabin in Bethel
4.98 out of 5 average rating, 47 reviews

POOL+HotTub+Sauna / Privacy+9miles to Sunday River

BrittanyRating, 5 stars4 days ago
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!
Superhost
Home in Windham
5 out of 5 average rating, 5 reviews

Nature, Pool, Hot tub&Lakes! Mins to Sebago &More

KimRating, 5 stars2 weeks ago
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!
Guest favorite
Home in Biddeford
4.97 out of 5 average rating, 32 reviews

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

Morgon-AshliRating, 5 stars1 week ago
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!!
Guest favorite
Apartment in Portland
4.95 out of 5 average rating, 62 reviews

Portland Sweet Escape

ChloeRating, 5 stars2 weeks ago
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!
Guest favorite
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!
Guest favorite
Guest suite in Standish
4.93 out of 5 average rating, 104 reviews

Steep Falls Escape, river & falls just steps away

BobbyRating, 5 stars8 months ago
great accommodation, thoughtfully decorated, clean with everything you need. Perfect as a hiking base, lots of recommendations from the wonderful hosts
Guest favorite
Cabin in West Paris
4.95 out of 5 average rating, 113 reviews

Cabin on the hill!

SharonRating, 5 stars3 days ago
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

Top guest favorite
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.
Superhost
Apartment in Scarborough
5 out of 5 average rating, 3 reviews

Higgins Beach studio

WillRating, 5 stars3 days ago
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.
Top guest favorite
Home in Long Island
4.98 out of 5 average rating, 65 reviews

Whole house on a great island in Casco Bay!

AnneRating, 5 stars2 weeks ago
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.
Superhost
Cabin in Greenwood
5 out of 5 average rating, 4 reviews

Luxury Nordic Cabin | Lakefront w Hot Tub + Sauna

MarianRating, 5 stars2 months ago
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.
Top guest favorite
Place to stay in West Bath
5 out of 5 average rating, 35 reviews

Cozy Coastal Cabin -in the woods

SaraRating, 5 stars1 week ago
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.
Guest favorite
Cabin in Hope
5 out of 5 average rating, 15 reviews

Cozy Lakefront Cabin - Hope Floats

WillRating, 5 stars2 weeks ago
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!
Top guest favorite
Apartment in Cape Elizabeth
4.99 out of 5 average rating, 73 reviews

Crescent Beach Gardens

AmyRating, 5 stars1 week ago
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!
Guest favorite
Guesthouse in Georgetown
4.94 out of 5 average rating, 34 reviews

The Beach Pea

JacobRating, 5 stars7 months ago
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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