Pet-friendly vacation rentals in Owls Head

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Top-rated pet-friendly home rentals in Owls Head

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Guest favorite

Home in Rockland

4.92 out of 5 average rating, 163 reviews

Rockland Relaxing Retreat/Walk to Town (STR24-16)

Come enjoy the natural beauty of Coastal Maine as well as lobster, art, and wine in Rockland, Maine. Stroll to Rockland’s restaurants, bakeries, shops, museums, breweries, and ferry terminal from this comfortable 3-bedroom, 1.5 bath house. The house has 1 King bed, 1 Queen bed, and 1 twin/trundle bed. It is kid-friendly with a large back yard and a fully-equipped kitchen and smart TV, (but no cable and no AC), and PS3 with games. Camden is nearby and has a ski resort. 10% military discount.

Nov 13 – 20

G$62,920 GYD per night

Guest favorite

Guesthouse in Appleton

4.95 out of 5 average rating, 351 reviews

BRAEBURN at The Appleton Retreat

The Appleton Retreat is a short scenic drive to Belfast, Camden and Rockland. Braeburn at The Appleton Retreat is down a 1/2 mile driveway, on 120 acres of private land, bordered by a 1,300 acre Nature Conservancy reserve. A 25 minute trail leads to a large secluded pond, perfect for a refreshing swim. Braeburn feels like a treehouse, with expansive windows, overlooking woods and wildlife. After a hike, grilling on the porch or dinner out, indulge in your private therapeutic year round hot tub.

Apr 23 – 30

G$35,786 GYD per night

Superhost

Home in Owls Head

4.78 out of 5 average rating, 112 reviews

Updated Bayview- Lobster Dinner included!

Come enjoy this newly updated house! This rental includes a lobster dinner for all guests, caught by a local fisherman and delivered to your door in the same day! Seasonal water views of Rockland Lighthouse. With expansive backyard and deck, great for grilling, lounging and visiting. Local artwork decorate the walls and wood floors run throughout. The kitchen is well stocked for your needs. The rooms are equipped with flatscreen smart TVs with Roku and Amazon Prime. Come experience real Maine!

Aug 28 – Sep 4

G$50,099 GYD per night

Guest favorite

Guesthouse in Lincolnville

4.97 out of 5 average rating, 331 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.

Mar 24 – 31

G$28,400 GYD per night

Guest favorite

Guesthouse in Orland

4.99 out of 5 average rating, 106 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!

Dec 20 – 27

G$22,919 GYD per night

Superhost

Guest suite in Union

4.83 out of 5 average rating, 134 reviews

Farmhouse Suite w/ Private Entrance—Midcoast

Enjoy the beauty of rural living only a 20-minute scenic drive from Coastal towns Camden, Rockland and Rockport on Route 1. This unique craftman's suite is attached to the main home and has a private entrance, full kitchenette, full bathroom, and cozy queen-sized bed. Includes wireless internet and has a dedicated parking spot. Our farm offers easy access to many outdoor adventures and coastal explorations. It is a comfortable place to retreat alone or with a travel companion.

Dec 21 – 28

G$17,395 GYD per night

Guest favorite

Guesthouse in Camden

4.99 out of 5 average rating, 160 reviews

The "Crystal Palace"

The "Crystal Palace" is a small semi-detached cottage connected by a bridge to the main house on our property. The property sits on 10 acres of land at the foot of Mt. Battie and there are hiking opportunities right out the back door. The kitchenette has cooking facilities available to cook breakfast and the occasional meal. (No dishwasher) There is a queen bed in the bedroom and a fold out bed in the living room, but it is definitely a one bedroom dwelling.

Apr 13 – 20

G$32,349 GYD per night

Guest favorite

Guest suite in Damariscotta

4.93 out of 5 average rating, 149 reviews

Cozy Carriage House in Downtown Damariscotta

Welcome to Damariscotta, Maine! Our carriage house apartment has the rustic, romantic feel of a classic Maine cabin, but is located a short walk from downtown Damariscotta. Guests have a private studio that includes sleeping accommodations, a bathroom, a small kitchen area, and closet space. This is the perfect spot for adventurous travelers who want to explore the Midcoast of Maine like a local or for creative folks to unplug and focus on their craft.

Mar 14 – 21

G$21,876 GYD per night

Guest favorite

Home in Owls Head

4.94 out of 5 average rating, 187 reviews

Comfortable, Close to Town Home, with Oceanview.

This conveniently located home is 1.5 miles from downtown Rockland and all the local festivals. It is a short drive to Camden & Thomaston and only minutes to the Farnsworth Art Museum & Transportation Museum . Centrally located, about 1.5 hours from both Portland and Bangor and only 2 hours from Acadia National Park. Local amenities include, beaches, scenic hiking trails, light houses, lakes, golf, skiing, art galleries, and of course lobsters.

Mar 31 – Apr 7

G$59,986 GYD per night

Guest favorite

Guesthouse in Unity

5.0 out of 5 average rating, 194 reviews

Modern Home on Working Farm

Modern duplex built recently across the street from a small berry and vegetable farm. This fully furnished home has a large deck with a great view. It is located 2.5 miles from Freedom village and the Lost Kitchen restaurant. It is also 8 miles from Unity College, and the Common Ground Fair fairgrounds. This single story building has a ramp, but it is slightly steeper then current standards. The inside is also laid out for wheelchair access.

Jan 2 – 9

G$20,490 GYD per night

Guest favorite

Home in Rockport

4.95 out of 5 average rating, 262 reviews

Sweet home away (pet friendly)

Single floor living at its finest. Conveniently located to both Camden and Rockland, enjoy this 3 bdrm 1.5 bath home in a great country setting. Just 1/2 mile to route 1 and very close to the ocean. Come enjoy the large back deck over looking the peaceful maine woods. The front door in about 50’ from the road, which can be busy at certain time of the day. There is 1 ring doorbell for everyone’s security outside the front door of the house.

Oct 26 – Nov 2

G$35,448 GYD per night

Guest favorite

Apartment in Owls Head

4.97 out of 5 average rating, 130 reviews

Coastal Vintage Living

This is a spacious 1000 sq. ft. apartment in my childhood home that has been renovated in Spring 2020 with a modern coastal theme and well appointed with vintage items. We have a well stocked kitchen, cozy dining/living room with a 43" Roku TV, and full laundry. Try a pastry from the professional baker across the road, take a walk down the street to Crockett's Beach, or go for a stroll in downtown Rockland. Remote check-in available.

Oct 31 – Nov 7

G$34,517 GYD per night