Pet-friendly holiday rentals in Chebeague Island

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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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Guest favourite

Condo in Kennebunk

4.89 out of 5 average rating, 203 reviews

Over 1000 Five Star Reviews! Walk to Dock Square !

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

Guest favourite

Home in Ogunquit

4.73 out of 5 average rating, 128 reviews

Walk to Everything!

Our location is fantastic! From here, walk to restaurants, shops, the beach, everything! We have ample parking, too. We ask guests to keep in mind that this is an older home, last remodeled in 1969! Please consider this when booking, while staying, & when reviewing. While the location can't be beat, expect to be staying in an older home if you choose our place. Due to COVID-19, please bring your own towels, sheets & pillows. We provide bedspreads. ALLERGIES: A dog & cat lived here recently.

Top Guest favourite

Home in South Portland

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.

Top Guest favourite

Home in Lebanon

4.96 out of 5 average rating, 250 reviews

Tranquility, Relaxation, Family, Romance

Bring your family or have a romantic getaway in this beautiful 2 bedroom, 2 private baths located in this quiet country setting. Pet friendly. Big fenced in wooded back yard for your pets to roam. Big back yard deck w/ seating, grill. Minutes away to boat launching area to rent party boats, kayaks, paddle boats, Swimming, winter sports on Milton 3 ponds. Seasonal blueberry, peach, apple picking in town. Park your boat or snowmobile trailors. Skydive New England right in town. Fall leaves.

Superhost

Condo in East End

4.87 out of 5 average rating, 157 reviews

Pet-friendly brewery lovers dream w/fenced yard

Nestled in the historic East End, this remodeled condo is a stones throw away from Oxbow and minutes from Rising Tide and Austin Street Brewing. You’re just a 10min walk to the water and minutes from some of the best dining Portland has to offer! We welcome all furry friends and have free driveway parking on site with fenced in backyard and patio. PLEASE NOTE! The backyard is no longer grass and has been replaced with crushed stone. Short Term Rental License: STHR-003855-2021

Superhost

Home in Old Orchard Beach

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!

Top Guest favourite

Apartment in Newcastle

4.99 out of 5 average rating, 116 reviews

Historic charm, Modern amenities, Walk downtown

Newcastle historic district charm, modern amenities, walking distance to restaurants. Fast Wi-Fi, A/C, great bathroom, full laundry and kitchen plus two bedrooms with queen beds. Pet friendly and handicap accessible, single floor design with parking right in front. Ideal for a MidCoast escape or remote work change of scenery. Three individually adjustable heat pumps in each of the bedrooms and the main living space provide cooling and heating for four season pampering.

Guest favourite

Cabin in Bridgton

4.94 out of 5 average rating, 254 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 (GIG Access) which is plenty of bandwidth for work or play. Please read House Rules

Top Guest favourite

Home in Greenwood

4.93 out of 5 average rating, 76 reviews

The Farmhouse at The 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!

Superhost

Guest suite in Old Orchard Beach

4.9 out of 5 average rating, 162 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 favourite

Cottage in Old Orchard Beach

4.95 out of 5 average rating, 209 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.

Guest favourite

Home in Conway

4.96 out of 5 average rating, 28 reviews

Wagging Tails Meet Hot Trails!

Welcome to our luxurious alpine escape, where every member of the family, including your furry friend, is invited to indulge in the ultimate ski getaway experience. Family-friendly luxury is our specialty, and that means your beloved dog is more than welcome to join in on the fun. Create unforgettable memories together in this idyllic retreat, where every moment is filled with warmth, laughter, and the undeniable magic of the mountains.