A lighthouse on a rocky cliff surrounded by dense forest.

Owls Head Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Owls Head vacation rentals

An aerial view of a marina with numerous boats docked and a small island with houses and greenery.

1. Harbor/🦞 Pound Access & Views from Large Deck

Harbor/🦞 Pound Access & Views from Large Deck
Owls Head
9.6 out of 10, Exceptional, (82 reviews)
"Great place for a girls' weekend!! Had a wonderful stay!"
United States
Jeanette Q.
The price is ￥33,029
￥74,683 total
includes taxes & fees
Oct 13 - Oct 14
Harbor/🦞 Pound Access & Views from Large Deck
A two-story house with a dark exterior, a balcony, and a well-maintained garden with rocks and plants.

2. Oceanview Bungalow Style Home in Owls Head

Oceanview Bungalow Style Home in Owls Head
Owls Head
9.8 out of 10, Exceptional, (78 reviews)
"We really enjoyed staying at this house! It was in a good location and was cute and cozy!"
United States
Victoria S.
The price is ￥31,849
￥88,033 total
includes taxes & fees
Sep 29 - Sep 30
Oceanview Bungalow Style Home in Owls Head
A room with a large window offering a view of a snowy landscape and a body of water.

3. Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (99 reviews)
"Great location close to town"
United States
Rich W.
The price is ￥31,456
￥57,431 total
includes taxes & fees
Oct 26 - Oct 27
Comfortable, Close to Town Home, with Oceanview.

4. Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (499 reviews)
"Its a place to stay."
United States
Todd
The price is ￥12,886
￥14,046 total
includes taxes & fees
Oct 20 - Oct 21
Trade Winds on the Bay
A modern kitchen with a stainless steel refrigerator, a coffee maker, and a sink.

5. In-town, coastal + relaxing in Rockland

In-town, coastal + relaxing in Rockland
Rockland
10.0 out of 10, Exceptional, (51 reviews)
"Great location, great house! It was a perfect getaway for us, highly recommend."
United States
Rob J.
The price is ￥44,038
￥88,803 total
includes taxes & fees
Oct 5 - Oct 6
In-town, coastal + relaxing in Rockland
A living room with a flat-screen TV mounted on a wall with vertical wooden panels, a black entertainment unit below, a brown leather sofa, a glass coffee table with books and a sign, and a large green vase with white flowers.

6. Jenoalli cozy 3 bedrooms and 2 bathrooms STR26-58

Jenoalli cozy 3 bedrooms and 2 bathrooms STR26-58
Rockland
10.0 out of 10, Exceptional, (2 reviews)
"Perfect stay"
United States
Kayla G.
The price is ￥36,662
￥71,163 total
includes taxes & fees
Sep 29 - Sep 30
Jenoalli cozy 3 bedrooms and 2 bathrooms STR26-58
A compact bedroom with a bed, a small table, a bench, a TV, and a kitchenette.

7. Simplicity-Just what you need! STR24-20

Simplicity-Just what you need! STR24-20
Rockland
9.8 out of 10, Exceptional, (35 reviews)
"Very nice tiny house in a quiet neighborhood. Easy walk to downtown"
United States
sarah
The price is ￥15,288
￥23,864 total
includes taxes & fees
Oct 8 - Oct 9
Simplicity-Just what you need! STR24-20
A living room with a brown leather sofa, a wooden coffee table, and a window with curtains.

8. 2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (54 reviews)
"Perfect location to everything. Spacious house and clean. The directions for check in and check out where very clear and helpful!"
United States
Brianna M.
The price is ￥20,289
￥41,830 total
includes taxes & fees
Oct 27 - Oct 28
2 Bedroom Close to Town Home
A spacious living room with a black leather sofa, a glass coffee table, and large windows offering a view of greenery.

9. Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.6 out of 10, Exceptional, (40 reviews)
"Great Stay!"
United States
Pastor Heidi G.
The price is ￥23,435
￥45,431 total
includes taxes & fees
Oct 20 - Oct 21
Peaceful, Centrally Located Home with Seasonal River Views
A coastal town with boats docked at a marina, surrounded by lush greenery and hills.

10. Pine Grove Cottages

Pine Grove Cottages
2.5 star property
Lincolnville
9.8 out of 10, Exceptional, (93 reviews)
"Wonderful quiet place, The Host was a great person."
United States
clinch
The price is ￥35,994
￥41,195 total
includes taxes & fees
Sep 29 - Sep 30
Pine Grove Cottages
A wooden deck with Adirondack chairs and a grill.

11. Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
9.2 out of 10, Wonderful, (13 reviews)
"This place was nice and clean. The only thing was the service was spotty and WiFi was slow. Overall, great place and great location."
United States
Alexis H.
The price is ￥20,604
￥38,745 total
includes taxes & fees
Oct 27 - Oct 28
Bright 2-Bedroom Apartment Near Downtown Thomaston
A modern kitchen with a central island, built-in appliances, and a dining area with a high chair.

12. Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
Thomaston
10.0 out of 10, Exceptional, (42 reviews)
"Wonderful place at a great price!"
United States
Stephen H.
The price is ￥31,456
￥64,803 total
includes taxes & fees
Oct 26 - Oct 27
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

13. Romantic Coastal Escape near Harbor

Romantic Coastal Escape near Harbor
Rockport
10.0 out of 10, Exceptional, (6 reviews)
"My family of four greatly enjoyed our stay at this property. Location was very convenient to explore the mid coast towns of Rockport, Rockland, and Camden and all of their beautiful harbors. Having two bedrooms worked well for us along with the living room and a large open kitchen and full bathroom. The private entrance that leads up to the open top floor was easy to manage and appreciated. The quiet street was frequented by wild turkeys that roamed the yard and crossed the street on two...
United States
Christopher H.
The price is ￥21,862
￥40,116 total
includes taxes & fees
Oct 21 - Oct 22
Romantic Coastal Escape near Harbor
A living room with a sofa, a coffee table, a TV, a fireplace, and a window with curtains.

14. Fully Updated Airy Historic Home in West Rockport

Fully Updated Airy Historic Home in West Rockport
Rockport
The price is ￥24,536
￥88,975 total
includes taxes & fees
Sep 30 - Oct 1
Fully Updated Airy Historic Home in West Rockport
A two-story house with a front porch, a chimney, and a garage.

15. Cozy cottage -Close to Downtown Camden!

Cozy cottage -Close to Downtown Camden!
Camden
9.6 out of 10, Exceptional, (30 reviews)
"This property was clean, the kitchen was well appointed, it was close to downtown and the beds were very comfortable. I would stay here again or reccomend it to others."
United States
Abby S.
The price is ￥46,398
￥82,975 total
includes taxes & fees
Oct 23 - Oct 24
Cozy cottage -Close to Downtown Camden!
A grassy yard with a small table and chairs, a house, and a lake in the background.

16. Rustic Retreat Across From Lake; Family Friendly!

Rustic Retreat Across From Lake; Family Friendly!
3.0 star property
Union
8.0 out of 10, Very good, (3 reviews)
"The cottage is cute with a great view of the lake. Quiet and peaceful yet convenient to town. Plenty to see and do in the area. We had a wonderful time and I highly recommend staying here!"
United States
Lorraine
The price is ￥18,874
￥59,370 total
includes taxes & fees
Sep 29 - Sep 30
Rustic Retreat Across From Lake; Family Friendly!
A pond surrounded by trees, with two wooden chairs facing the water.

17. Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine

Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine
Lincolnville
8.0 out of 10, Very good, (17 reviews)
"The cabin is exactly as advertised. The dogs were happy there and we enjoyed our stay. "
United States
Becki C.
The price is ￥12,032
￥24,259 total
includes taxes & fees
Sep 29 - Sep 30
Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine
A small cabin with a front porch and a covered deck area, surrounded by tall trees.

18. Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly

Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly
Lincolnville
10.0 out of 10, Exceptional, (12 reviews)
"Great owner and quick night stay. "
United States
Jeanean W.
The price is ￥32,864
￥39,251 total
includes taxes & fees
Sep 29 - Sep 30
Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly
A kitchen with a window overlooking a house and trees.

19. Beautiful newly decorated and centrally located home minutes from Camden Harbor.

Beautiful newly decorated and centrally located home minutes from Camden Harbor.
Camden
9.8 out of 10, Exceptional, (19 reviews)
"Great home and location for those that want to enjoy Camden, ME. Town is a 4 minute drive, very quiet neighborhood and a well organized 3 bedroom/2 bath home with room for 2 couples or a family. Coffee service, a fire pit area and nice sized rooms. "
United States
Kevin M.
The price is ￥65,428
￥114,347 total
includes taxes & fees
Oct 29 - Oct 30
Beautiful newly decorated and centrally located home minutes from Camden Harbor.
A calm lake with boats docked at a pier, surrounded by trees and hills.

20. Peaceful 2-bedroom cottage in charming Lincolnville, near lake, winery & Camden

Peaceful 2-bedroom cottage in charming Lincolnville, near lake, winery & Camden
Lincolnville
9.6 out of 10, Exceptional, (15 reviews)
"This is an amazing little cabin in the woods! Kate is a great host and I highly recommend staying here if you are in the area. Lovely spot and if Lola the local pup is around to great you even better!"
United States
Julie
The price is ￥29,883
￥36,001 total
includes taxes & fees
Sep 30 - Oct 1
Peaceful 2-bedroom cottage in charming Lincolnville, near lake, winery & Camden
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Owls Head Hotel Reviews

Glen Cove Inn & Suites

Glen Cove Inn & Suites

8/10 Good
"Nice quaint hotel, convenient location between 2 cute towns. Room was nice and liked the small deck to sit outside and parking right in front of the room. Only issue was a very small shower stall. The hotel had an enclosed outdoor porch area where the breakfast was served in the morning."
Crystal 3-night trip
Posted 6 hours ago
Glen Cove Inn & Suites

Find out more about Owls Head

Search for holiday rentals in Owls Head on Expedia! You can easily find your home rentals, villas, holiday apartments in Owls Head using one of the methods below:

  • View our selection of featured holiday rentals in Owls Head
  • Use the map to find apartments and other holiday homes in the Owls Head neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Owls Head while they last

Look no further and take a look at our great range of rental properties in Owls Head!

Frequently asked questions

Are there vacation rentals in Owls Head?

Yes, you can find vacation rentals close to top sights in Owls Head, or you can select a more remote option if you're looking for relaxation. Owls Head is known for its museums and seaside. Make sure you have time to check out the wineries and forests during your trip.

What are some of the best vacation rentals in Owls Head?

Ocean Breeze: Visitors give good reviews to this Owls Head vacation home rental, which is near the beach and offers free WiFi to help you feel perfectly comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind. Some other top choices in Owls Head are Oceanview Bungalow Style Home in Owls Head and Comfortable, Close to Town Home, with Oceanview..

How many vacation rentals will I find in Owls Head?

Choose from 40 Expedia vacation rentals in Owls Head for a memorable vacation.

What’s there to see and do in Owls Head?

Crescent Beach and Lucia Beach are a couple of scenic spots to enjoy the outdoors, whereas Owls Head Transportation Museum is one of the cultural attractions. Other places in town to visit include Owls Head Lighthouse and Owls Head State Park.

What’s a vacation rental in Owls Head like?

Vacation rentals are private properties you can book for a couple of days or more in Owls Head. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.