A lighthouse on a rocky cliff surrounded by dense forest.

Owls Head Vacation Rentals

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 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, (83 reviews)
"Great place for a girls' weekend!! Had a wonderful stay!"
United States
Jeanette Q.
$397 nightly
The price is $433
Nov 1 - Nov 2
Total with taxes and fees
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, (102 reviews)
"Great location close to town"
United States
Rich W.
$328 nightly
The price is $358
Nov 9 - Nov 10
Total with taxes and fees
Comfortable, Close to Town Home, with Oceanview.
A two-story house with a dark exterior, a balcony, and a well-maintained garden with rocks and plants.

3. Oceanview Bungalow Style Home in Owls Head

Oceanview Bungalow Style Home in Owls Head
Owls Head
9.8 out of 10, Exceptional, (85 reviews)
"The property was wonderful! Our group of 5 adults were very comfortable and satisfied with our stay of 3 nights. We were in town for a family reunion, and enjoyed the great amenities of the property as we spent cherished time with our extended family. Comfortable beds, relaxing common areas and great location."
United States
christoohey1
Oceanview Bungalow Style Home in Owls Head
Lobby sitting area

4. Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (518 reviews)
"the views were incredible, staff friendly and accommodations comfortable."
United States
Allene
$96 nightly
The price is $105
Nov 1 - Nov 2
Total with taxes and fees
Trade Winds on the Bay
A compact bedroom with a bed, a small table, a bench, a TV, and a kitchenette.

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

Simplicity-Just what you need! STR24-20
Rockland
9.8 out of 10, Exceptional, (37 reviews)
"This was such a super cute place. Great little get away. Very clean! I would definitely recommend this place if you are in the area!"
United States
Beth
$139 nightly
The price is $152
Oct 18 - Oct 19
Total with taxes and fees
Simplicity-Just what you need! STR24-20
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
9.0 out of 10, Wonderful, (57 reviews)
"It was in a perfect location for our planned trip. Thank you"
United States
Nita S.
$240 nightly
The price is $262
Oct 27 - Oct 28
Total with taxes and fees
2 Bedroom Close to Town Home
A modern kitchen with a stainless steel refrigerator, a coffee maker, and a sink.

7. In-town, coastal + relaxing in Rockland

In-town, coastal + relaxing in Rockland
Rockland
10.0 out of 10, Exceptional, (55 reviews)
$529 nightly
The price is $576
Oct 20 - Oct 21
Total with taxes and fees
In-town, coastal + relaxing in Rockland
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, (15 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.
$230 nightly
The price is $251
Nov 9 - Nov 10
Total with taxes and fees
Bright 2-Bedroom Apartment Near Downtown Thomaston
Exterior

9. 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.
$225 nightly
The price is $245
Oct 21 - Oct 22
Total with taxes and fees
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.

10. 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.
$270 nightly
The price is $294
Nov 16 - Nov 17
Total with taxes and fees
Peaceful, Centrally Located Home with Seasonal River Views
A modern kitchen with a central island, built-in appliances, and a dining area with a high chair.

11. 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, (44 reviews)
$360 nightly
The price is $392
Nov 9 - Nov 10
Total with taxes and fees
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
A coastal town with boats docked at a marina, surrounded by lush greenery and hills.

12. 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
$229 nightly
The price is $249
Oct 21 - Oct 22
Total with taxes and fees
Pine Grove Cottages
Outdoor dining

13. 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
$166 nightly
The price is $181
Oct 17 - Oct 18
Total with taxes and fees
Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.
A cabin surrounded by tall trees and vibrant purple flowers.

14. Pine Grove Cottages: Cottage 3: Studio Cottage - Pet Friendly

Pine Grove Cottages: Cottage 3: Studio Cottage - Pet Friendly
Lincolnville
9.6 out of 10, Exceptional, (5 reviews)
"Incredibly clean cabin! The hosts were very helpful with suggestions on places to eat with our dog. Would definitely go back. "
United States
Sara
$251 nightly
The price is $274
Oct 17 - Oct 18
Total with taxes and fees
Pine Grove Cottages: Cottage 3: Studio Cottage - Pet Friendly
A cozy cabin interior with a wooden ceiling, a television mounted on the wall, a dining area with a table and chairs, and a kitchen with wooden cabinets.

15. Pine Grove Cottages: Cottage 11

Pine Grove Cottages: Cottage 11
Lincolnville
10.0 out of 10, Exceptional, (1 review)
"Great stay! Cabin was clean and very comfortable, would definitely recommend!!"
United States
Jack S.
$287 nightly
The price is $313
Oct 17 - Oct 18
Total with taxes and fees
Pine Grove Cottages: Cottage 11
A modern living room with a large window, a wooden ceiling, and a view of a green landscape.

16. Come Spring Farm Airstream , Lake & farm animals

Come Spring Farm Airstream , Lake & farm animals
Union
8.4 out of 10, Very good, (5 reviews)
"Pet Friendly, Great surroundings, close to popular tourist towns in Maine"
United States
Thomas W.
$235 nightly
The price is $256
Oct 18 - Oct 19
Total with taxes and fees
Come Spring Farm Airstream , Lake & farm animals
A two-story house with a front porch, a chimney, and a garage.

17. Cozy cottage -Close to Downtown Camden!

Cozy cottage -Close to Downtown Camden!
Camden
9.6 out of 10, Exceptional, (34 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.
$509 nightly
The price is $555
Oct 23 - Oct 24
Total with taxes and fees
Cozy cottage -Close to Downtown Camden!
A spacious tent with a large skylight, a bed, a sofa, a lamp, and a fireplace.

18. Dome 3 at Come Spring Farm Glamping - Alpaca Farm

Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Union
8.8 out of 10, Excellent, (16 reviews)
"Beautiful location and a unique stay."
United States
Sabrina D.
$263 nightly
The price is $284
Oct 20 - Oct 21
Total with taxes and fees
Dome 3 at Come Spring Farm Glamping - Alpaca Farm
A small cabin with a porch, surrounded by trees.

19. Cozy Cottage with Private Deck near West Penobscot Bay, Maine

Cozy Cottage with Private Deck near West Penobscot Bay, Maine
Lincolnville
$258 nightly
The price is $281
Oct 20 - Oct 21
Total with taxes and fees
Cozy Cottage with Private Deck near West Penobscot Bay, Maine
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

20. 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)
"Very welcoming home from the minute you pull into the drive. Beautiful view of mount Battie and walking distance “all down hill” to shopping and harbor. Very beautiful town!!"
United States
Tosha R.
$677 nightly
The price is $738
Nov 2 - Nov 3
Total with taxes and fees
Beautiful newly decorated and centrally located home minutes from Camden Harbor.
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
"This was such an adorable place to stay with a stunning view. I would stay here again in a heartbeat."
Heather 2-night trip
Posted 9 hours ago
Strawberry Hill Seaside Inn

Find out more about Owls Head

Everything you need to know about Owls Head vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Owls Head vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Owls Head vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Owls Head vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Owls Head. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Owls Head in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $105 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Owls Head rentals

At Expedia, we put the best Owls Head vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Owls Head rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Owls Head vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Owls Head. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.