A lighthouse on a rocky cliff surrounded by dense forest.

Owls Head Holiday 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
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Owls Head holiday 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, (80 reviews)
"Beautiful house with a beautiful location!"
United States
Angel H.
The price is HK$1,646
HK$3,928 total
includes taxes & fees
23 Sept - 24 Sept
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, (70 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 HK$1,411
HK$4,444 total
includes taxes & fees
3 Sept - 4 Sept
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, (97 reviews)
"Great location close to town"
United States
Rich W.
The price is HK$1,929
HK$3,478 total
includes taxes & fees
28 Sept - 29 Sept
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, (466 reviews)
"Great stay, great location."
United States
Jerold
The price is HK$1,110
HK$1,209 total
includes taxes & fees
31 Aug - 1 Sept
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, (48 reviews)
"Great location, great house! It was a perfect getaway for us, highly recommend."
United States
Rob J.
The price is HK$2,799
HK$5,444 total
includes taxes & fees
20 Sept - 21 Sept
In-town, coastal + relaxing in Rockland

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, (1 review)
"Perfect stay"
United States
Kayla G.
The price is HK$2,604
HK$5,684 total
includes taxes & fees
28 Sept - 29 Sept
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, (32 reviews)
"Very nice tiny house in a quiet neighborhood. Easy walk to downtown"
United States
sarah
The price is HK$847
HK$1,282 total
includes taxes & fees
15 Sept - 16 Sept
Simplicity-Just what you need! STR24-20
A coastal town with boats docked at a marina, surrounded by lush greenery and hills.

8. Pine Grove Cottages

Pine Grove Cottages
2.5 star property
Lincolnville
9.8 out of 10, Exceptional, (90 reviews)
"Wonderful quiet place, The Host was a great person."
United States
clinch
The price is HK$1,880
HK$2,152 total
includes taxes & fees
3 Sept - 4 Sept
Pine Grove Cottages
A modern kitchen with a central island, built-in appliances, and a dining area with a high chair.

9. 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, (39 reviews)
"Great place at a great price! I look forward to staying there again. "
United States
Stephen H.
The price is HK$2,078
HK$4,051 total
includes taxes & fees
23 Sept - 24 Sept
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
A wooden deck with Adirondack chairs and a grill.

10. Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
8.8 out of 10, Excellent, (10 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 HK$1,286
HK$2,333 total
includes taxes & fees
30 Sept - 1 Oct
Bright 2-Bedroom Apartment Near Downtown Thomaston

11. Romantic Coastal Escape near Harbor

Romantic Coastal Escape near Harbor
Rockport
10.0 out of 10, Exceptional, (4 reviews)
"The home is clean and very well stocked with anything you might need. Ty reached out to me to make sure everything was good and offered to bring anything I might need while staying there. Property is very well kept. I love the neighbors too. Bed was comfortable. We will be back next year."
United States
Sheila D.
The price is HK$1,231
HK$2,265 total
includes taxes & fees
28 Sept - 29 Sept
Romantic Coastal Escape near Harbor
A spacious living room with a black leather sofa, a glass coffee table, and large windows offering a view of greenery.

12. Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.6 out of 10, Exceptional, (38 reviews)
The price is HK$1,380
HK$2,649 total
includes taxes & fees
1 Sept - 2 Sept
Peaceful, Centrally Located Home with Seasonal River Views
A living room with a brown leather sofa, a wooden coffee table, and a window with curtains.

13. 2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (51 reviews)
"We loved our stay here! Check-in was easy and the host was responsive!"
United States
Jessica H.
The price is HK$1,239
HK$2,470 total
includes taxes & fees
1 Sept - 2 Sept
2 Bedroom Close to Town Home
A two-story house with a front porch, a chimney, and a garage.

14. Cozy cottage -Close to Downtown Camden!

Cozy cottage -Close to Downtown Camden!
Camden
9.6 out of 10, Exceptional, (27 reviews)
The price is HK$3,332
HK$5,615 total
includes taxes & fees
7 Sept - 8 Sept
Cozy cottage -Close to Downtown Camden!
A living room with a sofa, a coffee table, a TV, a fireplace, and a window with curtains.

15. Fully Updated Airy Historic Home in West Rockport

Fully Updated Airy Historic Home in West Rockport
Rockport
The price is HK$1,513
HK$5,059 total
includes taxes & fees
2 Sept - 3 Sept
Fully Updated Airy Historic Home in West Rockport
A kitchen with a window overlooking a house and trees.

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

Beautiful newly decorated and centrally located home minutes from Camden Harbor.
Camden
10.0 out of 10, Exceptional, (14 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 HK$3,528
HK$6,350 total
includes taxes & fees
31 Aug - 1 Sept
Beautiful newly decorated and centrally located home minutes from Camden Harbor.
A small cabin with a front porch and a covered deck area, surrounded by tall trees.

17. 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, (11 reviews)
"Great owner and quick night stay. "
United States
Jeanean W.
The price is HK$1,803
HK$2,247 total
includes taxes & fees
1 Sept - 2 Sept
Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly
A waterfront marina with boats docked, a large tree in the foreground, and a building with a gabled roof.

18. Maine Coast Mountain Retreat

Maine Coast Mountain Retreat
Camden
10.0 out of 10, Exceptional, (11 reviews)
"The house is beautiful, with tons of wonderful decorations. The owners are very welcoming and great to deal with. The house is located very close to downtown Camden, so we got to take a relaxing walk every day to see the sights. We had a great stay and hope to visit again. "
United States
Danielle W.
The price is HK$3,899
HK$5,198 total
includes taxes & fees
31 Aug - 1 Sept
Maine Coast Mountain Retreat
A small house with a patio, a table with chairs, and a door.

19. Cozy Maine Cottage with Outdoor Dining & Modern Comforts near Camden

Cozy Maine Cottage with Outdoor Dining & Modern Comforts near Camden
Lincolnville
The price is HK$2,598
HK$3,242 total
includes taxes & fees
31 Aug - 1 Sept
Cozy Maine Cottage with Outdoor Dining & Modern Comforts near Camden
A grassy yard with a small table and chairs, a house, and a lake in the background.

20. 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 HK$1,035
HK$3,062 total
includes taxes & fees
31 Aug - 1 Sept
Rustic Retreat Across From Lake; Family Friendly!
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

Whitehall

Whitehall

10/10 Excellent
"Lovely stay in a historic Inn . Room was small but clean and well appointed . Breakfast was good and staff was top notch . Would highly recommend !"
Susan 1-night trip
Posted less than an hour ago
Whitehall

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 holiday rentals in Owls Head?

Yes, there are holiday rentals close to the most popular sights in Owls Head, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Owls Head has to offer?

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

How many holiday rentals will I find in Owls Head?

Choose from 45 Expedia holiday rentals in Owls Head for a memorable holiday.

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 State Park and Owls Head Lighthouse.

What’s a holiday rental in Owls Head like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Owls Head. Holiday rentals offer extras like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for a small group gathering.