Owls Head vacation rentals

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Top-rated vacation rentals in Owls Head

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Guest favorite

Guest suite in Thomaston

4.86 out of 5 average rating, 111 reviews

Private Top Floor Waterfront Apartment

Welcome to Gabriel's Anchor! 10 min walk to Main St, 10 min drive to Rockland, 2 min walk to public overlook, across the street from the lively Slipway Restaurant, on the waterfront. Gabriel's Anchor is great for couples, families, and solo adventurers looking to stay in the heart of the wonderful coastal Thomaston, Maine. 2 bdrm/1bath. 1 king bed & 1 double. kitchenette has a stovetop, fridge (no freezer, but feel free to use ours if needed), cooking utensils, dishes, coffee maker & coffee.

Nov 23 – 30

$81 per night

Guest favorite

Apartment in Rockport

4.96 out of 5 average rating, 231 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.

Jan 14 – 21

$125 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.

Dec 25 – Jan 1

$119 per night

Guest favorite

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

Apr 8 – 15

$122 per night

Guest favorite

Apartment in Rockport

4.94 out of 5 average rating, 193 reviews

Centrally Located Apartment! Rockport, Maine

GREAT LOCATION BETWEEN CAMDEN AND ROCKLAND. Walking distance (.5 mile) to Rockport Harbor and restaurants. 5 minutes driving distance from downtown shops and the harbor in Camden. 10 minutes driving distance to Rockland for art galleries, shops and the Lobster Festival in August. Walking trails, kayak rentals and Camden Hills State Park are all close by. Camden Snow Bowl ski area is 3 miles away. Sorry, no pets. Much more to do and see from this central location!

Dec 22 – 29

$115 per night

Guest favorite

Cottage in Rockport

4.95 out of 5 average rating, 165 reviews

Designer’s Coastal Retreat with Simple Luxuries

A designer’s stunning retreat just a short walk to Rockport harbor. This newly renovated 1920’s one bedroom cottage is tucked into a forested granite hillside with oversized windows to take in the view. Artfully furnished with a minimalist sensibility, the space has been fully winterized in order to be a year round sanctuary. A top of the line steam shower, heated bathroom floor, modern gas fire place, and pigmented plaster walls add touches of luxury.

Feb 28 – Mar 7

$131 per night

Guest favorite

Home in Owls Head

4.94 out of 5 average rating, 186 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.

Jan 15 – 22

$250 per night

Guest favorite

Home in Rockport

4.95 out of 5 average rating, 261 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 16 – 23

$150 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.

Nov 18 – 25

$144 per night

Guest favorite

Guest suite in Rockland

4.96 out of 5 average rating, 157 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.

Dec 8 – 15

$128 per night

Guest favorite

Guest suite in Rockland

4.98 out of 5 average rating, 349 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

Oct 11 – 18

$86 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

$124 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Owls Head vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Owls Head's top sights

Harbor Park5 locals recommend

Maine Lobster Festival13 locals recommend

Owls Head Lighthouse73 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

Guest favorite

Home in Appleton

4.96 out of 5 average rating, 123 reviews

The Barn

Oct 18 – 25

$124 per night

Guest favorite

Apartment in Rockland

4.93 out of 5 average rating, 195 reviews

Sunny New England House Apartment STR24-42

Jan 5 – 12

$132 per night

Guest favorite

Cottage in South Thomaston

4.93 out of 5 average rating, 116 reviews

Timeless Tides Cottage

Apr 19 – 26

$221 per night

Guest favorite

Apartment in Rockport

4.96 out of 5 average rating, 353 reviews

ONE BIG ROOM Studio in Rockport

Feb 7 – 14

$122 per night

Guest favorite

Cottage in Lincolnville

4.91 out of 5 average rating, 333 reviews

Eco-friendly studio - ocean views, close to beach

Nov 13 – 20

$112 per night

Guest favorite

Home in Camden

5.0 out of 5 average rating, 157 reviews

Quaint 3 Bedroom In Town Camden Home

Feb 15 – 22

$120 per night

Guest favorite

Guesthouse in Lincolnville

4.96 out of 5 average rating, 121 reviews

Cabin with beautiful ocean views

Oct 12 – 19

$148 per night

Guest favorite

Apartment in Camden

4.98 out of 5 average rating, 181 reviews

Mount Battie Studio

Nov 28 – Dec 5

$100 per night

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Other great vacation rentals in Owls Head

Guest favorite

Apartment in Belfast

4.99 out of 5 average rating, 262 reviews

Room with a Brew

Dec 18 – 25

$113 per night

Guest favorite

Guest suite in Owls Head

4.92 out of 5 average rating, 98 reviews

Private Maine Farmhouse Suite

Jun 23 – 30

$105 per night

Guest favorite

Apartment in Owls Head

4.93 out of 5 average rating, 70 reviews

Oceanview Escape near Maine Beaches

Oct 30 – Nov 6

$182 per night

Guest favorite

Cottage in Owls Head

4.96 out of 5 average rating, 68 reviews

Owl Glass Cottage

Jan 15 – 22

$217 per night

Guest favorite

Tiny home in Rockland

4.96 out of 5 average rating, 48 reviews

Simplicity-Just what you need! STR24-20

Jun 10 – 17

$109 per night

Guest favorite

Guesthouse in Rockport

4.9 out of 5 average rating, 49 reviews

Peaceful Guesthouse in Rockport

Dec 29 – Jan 5

$89 per night

Guest favorite

Home in Owls Head

4.94 out of 5 average rating, 36 reviews

Extreme Oceanfront House

Feb 14 – 21

$425 per night

Guest favorite

Home in Owls Head

4.98 out of 5 average rating, 60 reviews

Modern farmhouse with harbor views

Jan 11 – 18

$500 per night

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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
$40 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 house rentals in Owls Head have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Owls Head. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly cottage rentals in Owls Head?
Owls Head has more than 10 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Owls Head have a bbq area?
Absolutely! We offer over 30 house 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 Cottage Rentals in Owls Head?
Enhance your stay in our Cottage Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a bbq area, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Owls Head vacation rentals

Top-rated vacation rentals in Owls Head

Vacation rentals for every style

Chalets

Houses

Hotels

Popular amenities for Owls Head vacation rentals

Stay near Owls Head's top sights

Other great vacation rentals in Owls Head

Home in Appleton

Apartment in Rockland

Cottage in South Thomaston

Apartment in Rockport

Cottage in Lincolnville

Home in Camden

Guesthouse in Lincolnville

Apartment in Camden

Other great vacation rentals in Owls Head

Apartment in Belfast

Guest suite in Owls Head

Apartment in Owls Head

Cottage in Owls Head

Tiny home in Rockland

Guesthouse in Rockport

Home in Owls Head

Home in Owls Head

Quick stats about vacation rentals in Owls Head

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Owls Head?

Are there pet-friendly vacation rentals in Owls Head?

Do house rentals in Owls Head have wifi?

How much does it cost to stay in house rentals in Owls Head?

Do house rentals in Owls Head have air conditioning?

Are there family-friendly cottage rentals in Owls Head?

Do house rentals in Owls Head have a bbq area?

What are the most popular amenities for Cottage Rentals in Owls Head?

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