Pet-friendly vacation rentals in Islesboro

Rustic Chic Maine Cabin @Diagonair

Woodsy cabin retreat is a favorite of couples visiting Maine for the first time. * Pet-friendly Maine cabin with luxurious appointments on 12 acres of woods and blueberry fields * 1 hour to Acadia National Park; 15 minutes to shopping, hiking, swimming * Open-plan kitchen/sitting room with new appliances and sleek gas fireplace * Large screened porch, rocking chairs, chaise * Loft bedroom with full bed, fluffy pillows, new linens * WIFI, streaming Roku TV, gas grill, stocked bar * EV charger

"The Lair" Guesthouse

"The Lair" is a just recently renovated small 200 square foot cabin with vaulted ceilings and plenty of natural sunlight. The building is located close to Green Tree Coffee and Tea, a coffee roaster, so the aroma of coffee will be in the air. We located about 400 yards South of the Islesboro Ferry and Lincolnville Beach and 2.4 milres North of Camden Hills State Park and Mount Battie. Free coffee and tea everyday, all day! We are closed for Winter, will re-open Mid-April. Thank you.

Cozy cottage in Orland Village-Penobscot Bay area

Charming cottage in Orland Village, 2 minutes from Bucksport, a short walk away from the Orland River and its estuary on the Penobscot Bay. Nestled on 3.5 acres of wooded land, 300 ft behind an 18th-century colonial house. Completely self-contained with equipped kitchen. Fast 400 Mbs cable internet/WiFi. 45 minutes to Acadia National Park, 30 min. to Belfast, 20 min. to Castine. Perfect base for hiking, kayaking, sailing, or discovering the maritime past of the area. Pet friendly!

Waterfront Tipi Glamping // Phoenix Landing

Majestic private waterfront Tipi * on a lake. Quiet nature oasis with hot tub, woodstove, firepit, modern grill, and all the essentials. Ice skate or xc-ski across the frozen lake and watch the bald eagles fly overhead, or relax in the Adirondack chairs in front of the bonfire while you make smores and cook dinner on the grill or over the open fire, then snuggle up inside the tipi while you listen to vintage vinyl and let the owls hoot you to sleep. *Tipi closed March-April.

Timeless Tides Cottage

This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own private point with 350 feet of waterfront! Cook out on the grill, lounge on the deck or dock while taking in the wildlife on a beautiful tidal river. Watch nesting Bald Eagles and Great Blue Herons fishing! There is plenty of sight-seeing in this picturesque area. Rockland is just 10-minutes away where you can enjoy shopping, restaurants, museums, galleries, lighthouses and festivals.

SNOW SWEET, A Yurt for All Seasons

Snow Sweet at The Appleton Retreat is very private, check out the Trail Map. This contemporary yurt faces the Field of Dreams and has a nice view of Appleton Ridge. It features a private therapeutic hot tub on the deck, a fire pit, and fast wifi. The Appleton Retreat encompasses 120 acres hosting six unique retreats. To the south is the Pettengill Stream, a resource protected area. To the north is the Nature Conservancy's 1300 acre reserve.

The Strawberry House

Passive house certified and winner of Leed project of the year, the Strawberry House (named by our daughter) has huge windows looking onto a field of milkweed and wildflowers. The property is 4 acres and very private; the road is walled off by a thick border of foliage. Behind us is only woods and there are miles of lovely nature trails accessed from the bottom of our field. It's only a 2 mile drive to the center of town Enjoy!

Modern Tiny House Coastal Retreat (Private Sauna)

★ Walking distance from downtown Stonington where you can enjoy local shops, artwork and restaurants. Our tiny home was constructed with high quality materials that are locally sourced and includes a mini split heat pump, full kitchen, walnut countertops and custom hardwood self-close cabinets. Modern yet cozy and situated in picturesque Stonington with a faint view of the harbor. ★Private Wood Fired Sauna

Belfast Ocean Front Cottage

This quaint ocean front cottage is surrounded by lovely flower gardens and a panoramic view of Belfast Harbor. You're 20 feet from the beach ,and a 10 min walk to town.We have recreational kayaks you can use to paddle about the bay and up the river. With a shabby-chic decor, lots of windows & light, the cottage will steal your heart & give you a Maine experience to remember!