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
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Owls Head holiday rentals

Lobby sitting area

1. Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (509 reviews)
"the views were incredible, staff friendly and accommodations comfortable."
United States
Allene
The price is S$114
includes taxes & fees
20 Oct - 21 Oct
Trade Winds on the Bay
A coastal town with boats docked at a marina, surrounded by lush greenery and hills.

2. 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 S$335
includes taxes & fees
13 Oct - 14 Oct
Pine Grove Cottages
A grassy yard with a small table and chairs, a house, and a lake in the background.

3. 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
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

8/10 Good
"Loved the history of the inn. Our unit, one the front of the building, was overwhelmed by the sound of traffic during the day. not so bad at night."
Robert 2-night trip
Posted less than an hour ago
Whitehall

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.

How many holiday rentals will I find in Owls Head?

Choose from 40 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.