Pet-friendly holiday rentals in Bailey Island

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)

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.

Haven on the Hill

Registration #2018-4091. On top of a quiet, leafy street in Portland's East End, our hippest neighborhood! Short walk to popular destinations like the Old Port, the ferry terminal, breweries and award-winning restaurants...plus water views, sea gulls, fog horns, running trails, sunrises and sunsets! NOTE: Please *do not book this space* if you can't honestly live by our House Rules. All guests must confirm that their group will abide by House Rules w/in 24 hours of booking to be confirmed.

Cottage by the sea

Breathtaking oceanfront private cottage. Spiral staircase to second floor bedroom. Sliding glass doors open to wrap-around deck and lawn that slopes to Ocean. 300 + feet of deep water frontage. Separated from lawn by broad rock ledge. Perfect spot for sunbathing or having a campfire in the evening. Enjoy your morning coffee watching lobster and sailboats in the Mussel Ridge Channel. Unbelievable and peaceful views out to ocean and north to the Camden Hills. Unparalleled views everywhere.

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!

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 (GIG Access) which is plenty of bandwidth for work or play. Please read House Rules

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

Comfortable Spring Getaway, Walk downtown

Looking for a Midcoast escape? Beat the summer crowds! We’re walking distance to great restaurants and 5 minutes from the brand new Waterstruck Nordic Spa and Sauna. 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 before the ice melts and mud dries up!

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!