A lighthouse on a rocky cliff surrounded by dense forest.

Owls Head Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

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, (85 reviews)
"Great place for a girls' weekend!! Had a wonderful stay!"
United States
Jeanette Q.
The price is ￥22,499
￥62,123 total
includes taxes & fees
Nov 24 - Nov 25
Harbor/🦞 Pound Access & Views from Large Deck
A room with a large window offering a view of a snowy landscape and a body of water.

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

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (104 reviews)
"We weren’t even there for 24 hours. It was a great stop on the coast. Close to Rockland and a nice view of the ocean."
United States
Ted H.
The price is ￥26,522
￥51,897 total
includes taxes & fees
Dec 1 - Dec 2
Comfortable, Close to Town Home, with Oceanview.
Lobby sitting area

3. Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (543 reviews)
"A lovely view and location"
United States
Garrett
The price is ￥16,428
￥17,906 total
includes taxes & fees
Nov 15 - Nov 16
Trade Winds on the Bay
A compact bedroom with a bed, a small table, a bench, a TV, and a kitchenette.

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

Simplicity-Just what you need! STR24-20
Rockland
9.8 out of 10, Exceptional, (41 reviews)
"The perfect spot for quiet and privacy yet a short trip to town."
United States
jennifer
The price is ￥14,285
￥21,453 total
includes taxes & fees
Nov 14 - Nov 15
Simplicity-Just what you need! STR24-20
A white door with a glass panel, a white porch with a railing, and a framed picture on the wall.

5. Jenoalli Cozy one bedroom ap

Jenoalli Cozy one bedroom ap
Rockland
The price is ￥21,427
￥43,078 total
includes taxes & fees
Nov 19 - Nov 20
Jenoalli Cozy one bedroom ap
A living room with a brown leather sofa, a wooden coffee table, and a window with curtains.

6. 2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
8.8 out of 10, Excellent, (59 reviews)
"It was in a perfect location for our planned trip. Thank you"
United States
Nita S.
The price is ￥18,253
￥37,715 total
includes taxes & fees
Nov 16 - Nov 17
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.

7. Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.6 out of 10, Exceptional, (41 reviews)
"Great Stay!"
United States
Pastor Heidi G.
The price is ￥19,971
￥39,706 total
includes taxes & fees
Dec 1 - Dec 2
Peaceful, Centrally Located Home with Seasonal River Views
A wooden deck with Adirondack chairs and a grill.

8. Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
9.2 out of 10, Wonderful, (17 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 ￥19,332
￥35,352 total
includes taxes & fees
Dec 1 - Dec 2
Bright 2-Bedroom Apartment Near Downtown Thomaston
A modern kitchen with a stainless steel refrigerator, a coffee maker, and a sink.

9. In-town, coastal + relaxing in Rockland

In-town, coastal + relaxing in Rockland
Rockland
10.0 out of 10, Exceptional, (58 reviews)
"Great location, great house! It was a perfect getaway for us, highly recommend."
United States
Rob J.
The price is ￥40,474
￥85,465 total
includes taxes & fees
Nov 13 - Nov 14
In-town, coastal + relaxing in Rockland
A living room with a sofa, a coffee table, a TV, a fireplace, and a window with curtains.

10. Fully Updated Airy Historic Home in West Rockport

Fully Updated Airy Historic Home in West Rockport
Rockport
The price is ￥22,697
￥87,886 total
includes taxes & fees
Nov 13 - Nov 14
Fully Updated Airy Historic Home in West Rockport
Outdoor dining

11. Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.

Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.
Waldoboro
The price is ￥23,167
￥27,516 total
includes taxes & fees
Nov 17 - Nov 18
Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

12. 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, (22 reviews)
"Beautifully decorated, super clean home in a convenient location close to everything you’d want to explore."
United States
Megan H.
The price is ￥39,943
￥80,457 total
includes taxes & fees
Nov 15 - Nov 16
Beautiful newly decorated and centrally located home minutes from Camden Harbor.
A two-story house with a front porch, a chimney, and a garage.

13. Cozy cottage -Close to Downtown Camden!

Cozy cottage -Close to Downtown Camden!
Camden
9.6 out of 10, Exceptional, (35 reviews)
"The house was just as described, clean, and accessible to all the nearby areas. Would definitely book again when in the area. Also a few nice things left behind, coffee pot, coffee to start the day off before heading out. Great place to check out if your in the area"
United States
Anthony L.
The price is ￥44,776
￥80,675 total
includes taxes & fees
Nov 15 - Nov 16
Cozy cottage -Close to Downtown Camden!
A living room with a fireplace, a mounted TV, and bookshelves filled with books.

14. “Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Nobleboro
10.0 out of 10, Exceptional, (52 reviews)
"Enjoyed the property. The AC and laundry was great. Convenient for my purposes of visiting family. Calling was very helpful and responsive!"
United States
Jean D.
The price is ￥35,569
￥60,915 total
includes taxes & fees
Nov 13 - Nov 14
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
A wooden cabin-style kitchen with a central dining table, wooden cabinets, and a hanging light fixture.

15. Relaxing Two Bedroom Cabin - 10 minutes to Camden!

Relaxing Two Bedroom Cabin - 10 minutes to Camden!
Lincolnville
8.4 out of 10, Very good, (6 reviews)
"We booked this place for Memorial Weekend, and drove into Camden to explore the town. Host was so friendly and responsive, the cabin was so clean and quaint/cute, loved the location that we go that cabin feel but could drive a short distance to get into town/harbor, and overall had a great time! "
United States
Kimberly
The price is ￥49,005
￥82,308 total
includes taxes & fees
Nov 13 - Nov 14
Relaxing Two Bedroom Cabin - 10 minutes to Camden!
A covered porch with a grill, a potted plant, and a small table.

16. Cheerful Two Bedroom Cabin - 10 minutes to Camden!

Cheerful Two Bedroom Cabin - 10 minutes to Camden!
Lincolnville
9.8 out of 10, Exceptional, (16 reviews)
"Looking for a quick get-away - this is the place! The cabins are so cute and comfortable. Plenty of room for a couple or a family. It was our second time there and will definitely return!"
United States
Patricia T.
The price is ￥49,005
￥82,308 total
includes taxes & fees
Nov 13 - Nov 14
Cheerful Two Bedroom Cabin - 10 minutes to Camden!
A marina with boats docked, a building labeled 'LYMAN-MORSE', and a residential area in the background.

17. Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town

Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town
Camden
9.2 out of 10, Wonderful, (90 reviews)
"Very convenient and great beds!"
United States
Teresa O.
The price is ￥55,552
￥138,404 total
includes taxes & fees
Nov 15 - Nov 16
Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town
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.
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Top Owls Head Hotel Reviews

Strawberry Hill Seaside Inn

Strawberry Hill Seaside Inn

10/10 Excellent
"Well appointed room, beautiful views ad excellent location."
Tom 1-night trip
Posted 20 hours ago
Strawberry Hill Seaside Inn

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:

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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 State Park and Owls Head Lighthouse.

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.