Pet-friendly vacation rentals in Winter Harbor

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Top-rated pet-friendly home rentals in Winter Harbor

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Guest favorite

Home in Gouldsboro

4.94 out of 5 average rating, 119 reviews

Schoodic Loft Cabin "The Roost" with Kayaks

This playful cabin offers a unique spot to unwind and explore the Schoodic peninsula and Downeast Maine. Kayaks are provided to explore island studded 462 acre Jones pond, a 10 minute walk down a trail. A 10 minute drives brings you to the less visited Schoodic section of Acadia NP, where a network of hiking and biking trails lace the coastal forests and dramatic rocky coast. Nearby Winter Harbor has shops and restaurants and even a ferry across the bay to Bar Harbor and Mount Desert Island.

Oct 25 – Nov 1

G$48,057 GYD per night

Guest favorite

Cottage in Sullivan

4.94 out of 5 average rating, 106 reviews

Edgewater Cabins

Edgewater is centrally located off of Route 1 (Schoodic Scenic By-way) in Sullivan Harbor. You can enjoy our beach and picnic tables on the wharf while surrounded by amazing views. You will find a tennis court just a short walk up our driveway. Nearby there are restaurants and dining, local hiking trails, and Acadia National Park. There are 2 other small cabins plus larger ones available that can accommodate families. In July and August there is a 7 night minimum stay from Sat. to Sat.

Jun 4 – 11

G$25,344 GYD per night

Guest favorite

Guesthouse in Lincolnville

4.97 out of 5 average rating, 328 reviews

"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.

Apr 1 – 8

G$28,460 GYD per night

Guest favorite

Guesthouse in Orland

4.99 out of 5 average rating, 105 reviews

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!

Jan 17 – 24

G$20,534 GYD per night

Guest favorite

Apartment in Ellsworth

4.94 out of 5 average rating, 254 reviews

Coastal Studio in Ellsworth

This comfortable, furnished, studio apartment is located close to Acadia National Park. Come enjoy a peaceful destination with beautiful, distant views of the mountains. Includes some outdoor living with your own fire pit area, a bundle of wood, and a propane grill. Sleeping arrangements include 2 queen size beds and/or Pack N Play. We are pet friendly, but ask that you notify us if you are bringing your pet.

Apr 11 – 18

G$18,106 GYD per night

Superhost

Dome in Tremont

4.82 out of 5 average rating, 197 reviews

Little Frog at The Howling Woods

There is an airiness to this dome-shaped hut. Light streams in from the skylight directly overhead. It is located in a sunny clearing across the creek from the other homes, a short walk from the outhouse and a well where you can fill your water bottles with fresh spring water. There is a bonfire pit with a swivel grill and an outdoor kitchenette with a propane stove, frying pan, kettle and french press.

Dec 9 – 16

G$15,519 GYD per night

Guest favorite

Chalet in Gouldsboro

4.94 out of 5 average rating, 262 reviews

Great Timbers Retreat Minutes from Schoodic Park

This private newly renovated log home is nestled right next to the ocean front. Radiant floors with all new appliances and granite countertops. Spa showers in both bathrooms. One large bedroom with king bed and two Queen luxury futon beds for guest. Stone fireplace. Brand new washer and dryer. Charcoal grill outside and picnic table with ocean views. Pet Friendly there are pet beds and crate available

May 8 – 15

G$60,493 GYD per night

Guest favorite

Cabin in Roque Bluffs

4.9 out of 5 average rating, 217 reviews

Elva P. Cabin at Welch Farm

Drink your morning coffee as you walk the farm's picturesque blueberry fields and shoreline. At night, enjoy sitting around a cozy campfire toasting marshmallows. As you enjoy the scent of fir trees, salt air, and the unspoiled beauty of Downeast Maine, Relax. Spend several days with us exploring the farm or as a home base to venture to other locations around Downeast Maine and Canada.

Mar 17 – 24

G$19,327 GYD per night

Guest favorite

Home in Gouldsboro

4.94 out of 5 average rating, 123 reviews

The Adventure House

Our house was named “The Adventure House” by a family of houseguests with 3 fun and lively children. They told us that their time in Maine was filled with fun adventures so the kids started calling the house “The Adventure House” during their stay. We thought that was fitting as we are so close to Acadia National Park and many other pathways to adventures!

Jan 7 – 14

G$33,031 GYD per night

Guest favorite

Apartment in Hancock

4.97 out of 5 average rating, 404 reviews

7 Harbor view Dr

We have an open, airy studio apartment with a queen bed, twin bed, and twin trundle under the twin, private bathroom and full kitchen, located approximately 25 miles, or about a 40 minute drive, from Acadia National Park. Pets are welcome as we have a small fenced in area in the backyard. Bring home a lobster and cook it in the fully furnished kitchen.

Nov 20 – 27

G$38,793 GYD per night

Guest favorite

Home in sullivan

5.0 out of 5 average rating, 138 reviews

Plovers Cottage, Waterfront

Plovers Cottage on Taunton Bay near Bar Harbor and Acadia Ntl Park provides waterfront living to enjoy swimming, kayaking, and nature up close! Shorefront home with fireplace for cool evenings, spectacular sunset views, all 1linens, kitchen, laundry..... type this in to Youtube search box for arial video! -q9pfaODbcY.

Apr 15 – 22

G$60,366 GYD per night

Guest favorite

Place to stay in Owls Head

4.98 out of 5 average rating, 162 reviews

A comforting sweet off grid cabin near the beach!

Get away from it all when you stay at our sweet little off grid cabin in the woods. A place where sleep and peace meet! Surrounded by 15 acres of woods and fields and within walking distance to Birch Point State Park, you'll have a perfect little getaway - all while being only a few minutes away from Rockland.

Mar 21 – 28

G$30,092 GYD per night