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

Condo

4.89 out of 5 average rating, 202 reviews

Discover Dock Square…Surfs Up!

Free onsite parking for 1 car. Beautiful coastal décor and modern amenities makes this a perfect choice for your vacation. Walking distance to EVERYTHING! Dock Square is a 1 minutes walk. Music, Art and Fine Dining surrounds you. Lots of windows and a slider to the deck make this location bright and airy 2 private decks for your enjoyment, two bedrooms, 2 full bathrooms. Perfect for couples or families. Parking for one car in lot, added public park across s NO PARTIES Pets considered

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Condo

4.88 out of 5 average rating, 51 reviews

Cozy Contemporary River's Edge Retreat

Escape with your special someone or reconnect with the family at this beautiful getaway! Our charming retreat is within walking distance to downtown, where you can explore local shops and savor delightful meals. Additionally, we're just a few minutes' drive from the breathtaking Maine beaches, offering the perfect blend of convenience and coastal tranquility. Book your stay now and create cherished memories in this idyllic setting. We have a similar apartment in the same unit.(4 units building)

Guest favorite

Home

4.91 out of 5 average rating, 116 reviews

Cottage style home 2 blocks from the beach!

Comfortable Cottage style home with 3 bedrooms, private baths. Many amenities. Two living areas for everyone's comfort, a beautiful kitchen, a large private outdoor patio with multiple seating, a fire pit and a gas grill. Backyard is partially shared. We are close to the Portland nightlife, airport, shopping, restaurants and family-friendly activities. We are in a community that offers biking , running routes, parks and History. Warm, welcoming home. In law attached with private entrance.

Guest favorite

Apartment

4.96 out of 5 average rating, 152 reviews

Falmouth Waterfront Carriage House Apt

Waterviews! This 1 bedroom apt has a new “purple”mattress, above our detached garage in classic Maine waterfront neighborhood. Next door to the iconic Town Landing Market and Town Landing pier/beach. In beautiful Falmouth Foreside neighborhood. Walkable to Dockside Restaurant and marina, and 10 minute drive or bus to downtown Portland. 20 minute drive to Freeport shopping. We only accept well- behaved and house- trained dogs, no other pets are allowed for a fee of $75.00 per dog per stay.

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Apartment

4.78 out of 5 average rating, 118 reviews

Munjoy Hill House - Pet Friendly !

1st floor spacious home on Munjoy Hill- 5 minute walk to Eastern promenade ocean front park, 15 minute walk to downtown. Two private bedrooms with queen beds, brand new bedding and pillows and living room with a large couch. Dog bed in the living room and brand new 60 inch flat screen with all premium streaming channels , live TV with sports package. Full kitchen, newly remodeled bathroom and you have access to a large porch with plenty of seating and a fire pit in the front yard.

Guest favorite

Apartment

4.99 out of 5 average rating, 112 reviews

Comfortable Winter Getaway, Walk downtown

Looking for a winter escape? We’re walking distance to great restaurants and 5 minutes from the brand new Waterstruck Nordic Spa and Sauna (read my Google review / book sessions at waterstruckwellness / discount codes available). Enjoy fast Wi-Fi, a great bathroom with heated towel rack, full laundry and kitchen plus two bedrooms with queen beds. Pet friendly and handicap accessible, single floor design with parking right in front. Experience the Midcoast during locals' season!

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Home

4.8 out of 5 average rating, 10 reviews

Pet-Friendly Cottage in OOB

Welcome to our inviting pet-friendly cottage nestled in Old Orchard Beach! Perfect for up to 5 guests, this cozy retreat features a warm living space, a well-appointed kitchen, a grill, and an electric outdoor firepit among many other amenities. With comfortable sleeping arrangements, a modern bathroom, and a fenced yard for your furry companions, it's an ideal spot for a coastal getaway. Located a short walk from beach and attractions it is sure to be a memorable stay!

Guest favorite

Home

4.93 out of 5 average rating, 75 reviews

Cross Farm

1910s farmhouse less than a mile from Mt. Abram main lodge, and 6 miles from Bethel and Sunday river. 3 private bedrooms sleep up to 6, with one full bath (with tub) on the first floor and a small half bath on the second floor. First floor laundry room. A back deck off of the kitchen has seating and a gas grill. Large full eat-in kitchen. Access to 80 acres (for walking and biking, but no motorized off-road vehicles are allowed), and approved pets are welcome!

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Apartment

4.79 out of 5 average rating, 348 reviews

Studio w/ Patio, Sauna & Onsite Massage

Cozy daylight basement studio in the center of Rosemont. Relax with your own private patio, sauna, on-site massage & facial. Just minutes to Portland's extensive trail system. Delicious restaurants and markets within a short walk and just 2.5 miles from the historical Old Port and artsy downtown! Perfect for business and leisure! Conveniently located just 10 minutes from the Portland Jetport and less than five minutes from I-295 and I-95. STHR-000170-2018

Guest favorite

Cabin

4.94 out of 5 average rating, 249 reviews

Cozy Cabin, Close to everything

Charming Cabin located on a dead end road in a wooded setting. Walk to Long Lake for a swim or 15 minute drive to ski slopes, 30 miles to North Conway, 60 minutes to Portland or just walk the town of Bridgton to visit the restaurants and antique shops. If you like to snowmobile the (ITS) trail is 200 feet outside the back door. The Perfect vacation spot. The house has Wi-Fi (400mb) which is plenty of bandwidth for work or play. Please read House Rules

Superhost

Guest suite

4.9 out of 5 average rating, 160 reviews

Captain Cookie's sea cottage

It’s the most wonderful type of the year in Maine. The leaves are red, the crowds are gone, the lobsters are still fresh. The suite is newly renovated with off street parking and a private entrance - Pet friendly! We have all the amenities you’ll need for your vacation including heatpumps in each room as the nights get colder. Set in a peaceful neighborhood, 10 mins to beach, 15 to pier and Old Orchard street. Off leash allowed at all times on the beach!

Guest favorite

Cottage

4.95 out of 5 average rating, 193 reviews

#7 Family Cottage Minutes from the Beach

3 night Min. stay 6/1 to Labor Day. The Perfect 2 Bedroom Family Beach Cottage. Just a short walk to the pier and 7 miles of sandy beach, shopping and more. This cottage features a queen master bedroom and bunk beds in the second bedroom. Full size washer dryer and full size bathroom with tub and shower. Take advantage of the essentials stocked kitchen or grill outside on your private, fenced in patio. Heat and AC are included. Pets are welcome.