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Owls Head Holiday Rentals

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Our top choices for Owls Head holiday rentals

Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (85)
"Convenient location; host responsive; good towel supply. "
United States
Connie K.
The price is NZ$573
includes taxes & fees
2 Jan - 3 Jan 2026
Comfortable, Close to Town Home, with Oceanview.

Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.4 out of 10, Very good, (325)
"Very nice place to stay. Staff helpful and friendly."
Canada
Dan
Trade Winds on the Bay

Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
10.0 out of 10, Exceptional, (3)
"Very comfortable and convenient location. Super comfortable beds and living room furniture. Host was very quick to clean up the snow that fell overnight!"
United States
tom w.
The price is NZ$366
includes taxes & fees
3 Jan - 4 Jan 2026
Bright 2-Bedroom Apartment Near Downtown Thomaston

Romantic Coastal Escape near Harbor

Romantic Coastal Escape near Harbor
2.0 star property
Rockport
The price is NZ$331
includes taxes & fees
3 Jan - 4 Jan 2026
Romantic Coastal Escape near Harbor

Ferry Cottage | Eco-Chic Escape, Ocean Views, Steps to Beach

Ferry Cottage | Eco-Chic Escape, Ocean Views, Steps to Beach
Lincolnville
9.4 out of 10, Exceptional, (9)
"Great view. Very enjoyable stay. "
United States
Jerry C.
The price is NZ$381
includes taxes & fees
1 Jan - 2 Jan 2026
Ferry Cottage | Eco-Chic Escape, Ocean Views, Steps to Beach

Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.4 out of 10, Exceptional, (29)
"Amazing little house tucked away close to the river. It was very clean and nicely furnished. I had a great time staying here and it was very close to downtown Thomaston."
United States
Avery W.
The price is NZ$473
includes taxes & fees
6 Jan - 7 Jan 2026
Peaceful, Centrally Located Home with Seasonal River Views

2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (45)
"We loved our stay here! Check-in was easy and the host was responsive!"
United States
Jessica H.
The price is NZ$427
includes taxes & fees
4 Jan - 5 Jan 2026
2 Bedroom Close to Town Home

Charming 1-bedroom apartment in Downtown Camden

Charming 1-bedroom apartment in Downtown Camden
2.0 star property
Camden
The price is NZ$337
includes taxes & fees
2 Jan - 3 Jan 2026
Charming 1-bedroom apartment in Downtown Camden

Cozy cottage -Close to Downtown Camden!

Cozy cottage -Close to Downtown Camden!
2.0 star property
Camden
9.8 out of 10, Exceptional, (21)
"Charming property with many nice touches. Excellent location between the lake and town.We truly enjoyed staying there!"
United States
Susan B.
The price is NZ$1,189
includes taxes & fees
2 Jan - 3 Jan 2026
Cozy cottage -Close to Downtown Camden!

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, (4)
"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 NZ$1,173
includes taxes & fees
4 Jan - 5 Jan 2026
Beautiful newly decorated and centrally located home minutes from Camden Harbor.

Cheerful Two Bedroom Cabin - 10 minutes to Camden!

Cheerful Two Bedroom Cabin - 10 minutes to Camden!
Lincolnville
10.0 out of 10, Exceptional, (13)
"This is a great place, nice and quiet, very clean and cozy. Loved it here!!"
United States
Lorna W.
The price is NZ$983
includes taxes & fees
2 Jan - 3 Jan 2026
Cheerful Two Bedroom Cabin - 10 minutes to Camden!

Relaxing Two Bedroom Cabin - 10 minutes to Camden!

Relaxing Two Bedroom Cabin - 10 minutes to Camden!
Lincolnville
8.0 out of 10, Very good, (5)
"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 NZ$983
includes taxes & fees
2 Jan - 3 Jan 2026
Relaxing Two Bedroom Cabin - 10 minutes to Camden!

The Entire Waldoboro Inn

The Entire Waldoboro Inn
Waldoboro
The price is NZ$2,241
includes taxes & fees
4 Jan - 5 Jan 2026
The Entire Waldoboro Inn
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

Find out more about Owls Head

Everything you need to know about Owls Head holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Owls Head holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Owls Head holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Owls Head holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Owls Head holiday rentals we have selected for you start as low as NZ$573 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Owls Head rentals

At Expedia, we put the best Owls Head holiday 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 holiday.

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. 

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?

Comfortable, Close to Town Home, with Oceanview.: This highly rated holiday home rental in Owls Head offers a patio, a private garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Owls Head?

Choose from 27 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 Maine Coastal Islands National Wildlife Refuge.

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.