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Owls Head vacation rentals

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Top-rated vacation rentals in Owls Head

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Apartment in Rockport

4.96 out of 5 average rating, 232 reviews

The perfect getaway - Camden/Rockport/Rockland

Bayview Suite is the perfect getaway! Centrally located in Rockport, allowing easy access to Camden, Rockland & Bar Harbor. Country living, yet close to downtown (2.5 miles) without the busy traffic and noise. Located on 20 acres with farmland and live stock surrounding this peaceful and beautiful property. Fresh local farm stands within walking distance. Mountain bike trail on property to reach the area ski lodge & swimming pond. Great for swimming, boating, fishing, biking, hiking & skiing.

Guesthouse in Lincolnville

4.97 out of 5 average rating, 334 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.

Guesthouse in Orland

4.99 out of 5 average rating, 109 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!

Cottage in Owls Head

4.99 out of 5 average rating, 139 reviews

Coastal Maine contemporary cottage

Our cottage is meant to be both contemporary and rustic. It is where we go to get away from the hustle and bustle of the modern world and slow down. There is no TV or internet, even our phone is an old rotary one. You will see that we have a good radio, and games and books to read, and plenty of things to do outside. We hope you will take the time at our cottage to comfortably reconnect with yourself, and each other, while enjoying what Maine is renowned for, our quality of life

Home in Appleton

4.96 out of 5 average rating, 124 reviews

The Barn

I call my place "The Barn" because as I was finishing it it took the shape and feel of a barn. It's not a barn. It's a quiet post and beam open concept building (a Jamaica Cottages kit) set among the fields of Appleton Maine. You'll sleep in the loft or on a futon on the main floor. The bathroom is huge, 10X10, with a heated floor. It's an open concept kitchen and living space. From Appleton you are 20 miles away from the tourist destinations of Camden, Rockland, and Belfast.

Cottage in South Thomaston

4.93 out of 5 average rating, 118 reviews

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.

Home in Rockport

4.95 out of 5 average rating, 265 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.

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.

Guest suite in Rockland

4.96 out of 5 average rating, 158 reviews

Salty Dog Hilltop Guest Suite (permit #SDR22-18)

This guest suite is located in the lower level of our NetZero post & beam home which sits on a mountain overlooking the Penobscot Bay. The over 600 sq. ft. large open floor plan is spacious & clean with a large private patio. The location is quiet and peaceful while only 5 minutes from the action in downtown Rockland and only 15 minutes from Camden. This is a great home base to explore all that the Midcoast area has to offer.

Guest suite in Rockland

4.98 out of 5 average rating, 354 reviews

5 Laurel Studio private entrance STR20-69

Open concept small studio, private patio and entrance, full kitchen. 2 minute walk to the ocean , Lobster and Blues Festivals. A small swimming beach is a 5 minute walK, 5-10 minutes gets you to the Farnsworth and CMCA museums, Strand Theater, restaurants, antiques shops & galleries. ALSO NOTE we do not have television. We have wifi but you must bring your own device . EXEMPT FROM ACCEPTING SERVICE DOGS

Place to stay in Owls Head

4.98 out of 5 average rating, 167 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.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Chalets

Adventure-ready homes with après-ski style

Hotels

Stylish accommodations and amenities

Popular amenities for Owls Head vacation rentals

Laptop-friendly workspace

Air conditioning

Stay near Owls Head's top sights

Harbor Park5 locals recommend

Owls Head Lighthouse73 locals recommend

Maine Lobster Festival13 locals recommend

Maine Lighthouse Museum22 locals recommend

Archer’s on the Pier41 locals recommend

Owls Head Transportation Museum70 locals recommend

Other great vacation rentals in Owls Head

Guesthouse in Rockland

4.88 out of 5 average rating, 315 reviews

Sweet Willow Suite, Rockland, private 1st floor

Home in Owls Head

4.94 out of 5 average rating, 188 reviews

Comfortable, Close to Town Home, with Oceanview.

Home in Camden

5.0 out of 5 average rating, 159 reviews

Quaint 3 Bedroom In Town Camden Home

Apartment in Rockland

4.93 out of 5 average rating, 197 reviews

Sunny New England House Apartment STR24-42

Cottage in Rockport

4.95 out of 5 average rating, 167 reviews

Designer’s Coastal Retreat with Simple Luxuries

Apartment in Rockport

4.96 out of 5 average rating, 355 reviews

ONE BIG ROOM Studio in Rockport

Guest suite in Thomaston

4.86 out of 5 average rating, 111 reviews

Private Top Floor Waterfront Apartment

Guesthouse in Lincolnville

4.96 out of 5 average rating, 126 reviews

Cabin with beautiful ocean views

Other great vacation rentals in Owls Head

Apartment in Camden

4.99 out of 5 average rating, 111 reviews

Sunny In-Town Camden Studio, 15% weekly discount

Apartment in Belfast

4.99 out of 5 average rating, 263 reviews

Room with a Brew

Apartment in Rockport

4.93 out of 5 average rating, 228 reviews

Breathtaking Views Secluded Quiet Retreat

Guesthouse in Camden

4.99 out of 5 average rating, 152 reviews

In-town Private Suite.

Guesthouse in Lincolnville

4.98 out of 5 average rating, 161 reviews

Peaceful Suite - Hiking, Beach, Nature

Guest suite in Owls Head

4.92 out of 5 average rating, 98 reviews

Private Maine Farmhouse Suite

Cottage in Owls Head

4.96 out of 5 average rating, 68 reviews

Owl Glass Cottage

Apartment in Owls Head

4.93 out of 5 average rating, 70 reviews

Oceanview Escape near Maine Beaches

Quick stats about vacation rentals in Owls Head

Total rentals
110 properties
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
5.4K reviews
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Owls Head?
Yes! Work meets play with ease at over 50 vacation rentals in Owls Head featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Owls Head?
Four-legged friends are welcome in Owls Head. Choose from more than 40 vacation rentals for guests traveling with pets.
Do house rentals in Owls Head have wifi?
Absolutely! We offer over 50 house rentals with wifi in Owls Head. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Owls Head?
Experience the best of Owls Head with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Owls Head have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Owls Head. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Owls Head?
Owls Head has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do cottage rentals in Owls Head have a bbq area?
Absolutely! We offer over 10 cottage rentals with a bbq area in Owls Head. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Owls Head?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with air conditioning, over 30 homes with a bbq area, over 50 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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