Pet-friendly vacation rentals in Bailey Island

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Bailey Island

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Naples

4.99 out of 5 average rating, 135 reviews

LUX Designer Private Waterfront

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.

Superhost

Treehouse in Sanford

4.9 out of 5 average rating, 529 reviews

Luxury Year-round Treehouse with private hot tub

The Canopy 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.

Top guest favorite

Yurt in Woodstock

5 out of 5 average rating, 220 reviews

Cozy Private Lux Yurt W/Mt View/HOT TUB /AC/WiFi

Birdsong yurt is a truly unique and special lodging experience you won’t forget. An ideal couple’s getaway or perfect place for friends and family to relax and connect with loved ones. Located on two private acres of land surrounded by trees, you will feel close to nature while still having the comforts of modern conveniences. The deck is the perfect place to enjoy the Mountain View, watch the sunsets and stargaze with a glass of wine by the gas fireplace! Relax in the Hot Tub to end the day!

Top guest favorite

Yurt in Chebeague Island

4.98 out of 5 average rating, 152 reviews

Yurt on Chebeague Island

Imagine staying in a yurt in the woods of Chebeague Island, nestled peacefully 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, small fridge, stovetop, sink. Water. Outdoor fire pit. WiFi . Check ferry options on Casco Bay Lines or Chebeague Transportation. Host will provide transport to/from ferry to the yurt.

Guest favorite

Cabin in Bridgton

4.94 out of 5 average rating, 145 reviews

Writers Cabin in the Woods on Adams Pond

Nestled in the woods and on Adams Pond next to a small farm. 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 gorgeous mossy path. Great for couples or a weekend away. Large deck with grill and outdoor shower, firepit. There is a dock on the pond for swimming, fishing, or just enjoying the view as well as a canoe and 2 kayaks, and a paddle board!

Guest favorite

Apartment in Orr's Island

4.95 out of 5 average rating, 101 reviews

Shore House, Leona Unit - Ocean Front Property

This is the ground level of a multi-unit house. It is wheelchair friendly, with cathedral ceilings, a modern kitchen, and wide plank pine floors. The expansive deck will only enhance you experience overlooking a working wharf on Garrison Cove and Casco Bay. Dogs allowed upon approval. Must not be big barkers and owners are responsible for any waste. We want to be courteous with all renters and their pets. Weekly rentals preferred in July and August months (Saturday - Saturday)

Guest favorite

Home in Bath

4.91 out of 5 average rating, 349 reviews

Gorgeous Studio on the Kennebec

Gorgeous riverside studio, the smaller of two AirBnB houses on the same property on the outskirts of beautiful and historic Bath, Maine. (The other, “Beautiful Summer River Retreat,” is a separate Airbnb rental.) Kitchenette, bathroom/shower, living room, and bedroom. Simple, modern decor. Close to great shops, restaurants, and beaches, and just a 20-minute drive from Bowdoin College. Adjacent to a boat launch, and a short walk from the Bath Marine Museum and a scenic dog park.

Top guest favorite

Cabin in Georgetown

4.99 out of 5 average rating, 145 reviews

Sauna+3min to Beach+Pond+Screen Porch+FirePit+A/C

Come relax at Pine Cabin, one of two cabins on 8 wooded acres with a pond. Unwind in your private cedar glass sauna w/forest views. Designed & Built by local craftsmen. * Minutes Reid State Park & 5 Island🦞 * Maine Family Run * Gas Grill * Outdoor Shower * Private Bedroom w/Queen Bed * Loft w/Queen Bed & Record Player * Cotton sheets/towels * Rain Shower Heads * Custom cabinets & couch * Screen porch * AC/Heat * EV charger * Fast Wifi * Beach Gear * SmartTV * Generator

Top guest favorite

Cottage in Edgecomb

4.98 out of 5 average rating, 294 reviews

Charming Cottage With Spectacular Water View

Find peace and serenity as you gaze at the glistening waters of the Sheepscot River. Our property sitting on Davis Island in Edgecomb, Maine overlooks the quaint town of Wiscasset, providing a calm atmosphere, stunning evening sunsets, and panoramic views. Located within the Sheepscot Harbour Village Resort, you are in a prime location to have access to local shops, antique markets, and restaurants. Take a stroll down to the Pier where you can experience the water up close.

Top guest favorite

Home in Harpswell

4.98 out of 5 average rating, 207 reviews

Waterfront Cottage On Basin Cove - Amazing Sunsets

Bright, airy cottage right on Basin Cove,a tidal cove in Harpswell Maine. Cool breezes with pristine views, especially for the sunsets over the cove. At the end of Harpswell Neck, so it feels like you're far away, but still only an hour from Portland, 1/2 hour from Freeport & 15 minutes from Brunswick. Use it as your hub to explore Midcoast Maine or hunker down and enjoy the screened in porch after a swim in the cove.

Guest favorite

Cottage in Harpswell

4.91 out of 5 average rating, 212 reviews

H and K Cove View Cottage LLC

New construction, full wood finish interior, open floor plan with kitchen living area facing cove. Master suite with private deck and full bath. Unique claw foot tub and pine slab breakfast bar. Located on quite coastal road moments from beaches, history and many coastal adventures. Beautiful sunsets and sunrises everywhere you go. Minutes from Brunswick,Freeport and Portland.

Guest favorite

Cabin in Kennebunk

4.97 out of 5 average rating, 147 reviews

HotTub/5min to K-port, Pet friendly, @anchorunwind

Follow us on IG @anchorunwind. Escape to a hidden gem nestled in the heart of the Kennebunkport area, where modern comfort meets nature's serenity. Our cabin offers an unforgettable vacation experience. ✭"...A must stay location. The host’s were very helpful and genuine..." ✭"...We’ve travelled all around the world and this is in our top 3 Airbnbs we’ve stayed in."