A lighthouse on a rocky cliff surrounded by dense forest.

Owls Head Vacation Rentals

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Our top choices for Owls Head vacation rentals

1. Oceanview Bungalow Style Home in Owls Head

Oceanview Bungalow Style Home in Owls Head
Owls Head
9.8 out of 10, Exceptional, (67 reviews)
"Perfect home away from home. Very well stocked kitchen, the beds were very comfy and everything was just overall cozy. Such a serene location. We will definitely stay again next time we come to visit our grandkids. "
United States
Tina B.
The price is CA $251
CA $786 total
includes taxes & fees
Aug 20 - Aug 21
Oceanview Bungalow Style Home in Owls Head

2. 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 CA $309
CA $715 total
includes taxes & fees
Aug 18 - Aug 19
Harbor/🦞 Pound Access & Views from Large Deck

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 CA $348
CA $622 total
includes taxes & fees
Aug 18 - Aug 19
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, (454 reviews)
"Great stay, great location."
United States
Jerold
The price is CA $263
CA $286 total
includes taxes & fees
Aug 17 - Aug 18
Trade Winds on the Bay

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

Simplicity-Just what you need! STR24-20
Rockland
9.6 out of 10, Exceptional, (29 reviews)
"Very clean and allows for easy access around the area! "
United States
Sarah V.
The price is CA $153
CA $231 total
includes taxes & fees
Sep 6 - Sep 7
Simplicity-Just what you need! STR24-20

6. In-town, coastal + relaxing in Rockland

In-town, coastal + relaxing in Rockland
Rockland
10.0 out of 10, Exceptional, (47 reviews)
"Great location, great house! It was a perfect getaway for us, highly recommend."
United States
Rob J.
The price is CA $326
CA $750 total
includes taxes & fees
Aug 14 - Aug 15
In-town, coastal + relaxing in Rockland

7. Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
9.8 out of 10, Exceptional, (7 reviews)
"Host was fast in responding to all questions and concerns. Location was good for being close to all shopping and eating. "
United States
Kim W.
The price is CA $202
CA $381 total
includes taxes & fees
Sep 1 - Sep 2
Bright 2-Bedroom Apartment Near Downtown Thomaston

8. 2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (51 reviews)
"We enjoyed staying at this site but we had difficulty with the address. I would recommend putting the number 67 on the outside of the mud room door, which would make it much easier to find the location A member of our party had difficulty sleeping on the pull out couch and recommended a thicker mattress. We also smelled cigarettes upon entry into the building but once the door was open for a short time the smell went away. I would definitely stay at this site again when I the area."
United States
April
The price is CA $209
CA $422 total
includes taxes & fees
Aug 13 - Aug 14
2 Bedroom Close to Town Home

9. Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.6 out of 10, Exceptional, (35 reviews)
"Great Stay!"
United States
Pastor Heidi G.
The price is CA $244
CA $464 total
includes taxes & fees
Sep 9 - Sep 10
Peaceful, Centrally Located Home with Seasonal River Views

10. 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, (38 reviews)
"Great place at a great price! I look forward to staying there again. "
United States
Stephen H.
The price is CA $334
CA $674 total
includes taxes & fees
Sep 1 - Sep 2
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

11. Romantic Coastal Escape near Harbor

Romantic Coastal Escape near Harbor
Rockport
10.0 out of 10, Exceptional, (3 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 CA $269
CA $463 total
includes taxes & fees
Sep 1 - Sep 2
Romantic Coastal Escape near Harbor

12. Fully Updated Airy Historic Home in West Rockport

Fully Updated Airy Historic Home in West Rockport
Rockport
Fully Updated Airy Historic Home in West Rockport

13. Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine

Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine
Lincolnville
7.6 out of 10, Good, (15 reviews)
"The cabin is exactly as advertised. The dogs were happy there and we enjoyed our stay. "
United States
Becki C.
The price is CA $112
CA $221 total
includes taxes & fees
Sep 2 - Sep 3
Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine

14. Cozy cottage -Close to Downtown Camden!

Cozy cottage -Close to Downtown Camden!
Camden
9.6 out of 10, Exceptional, (24 reviews)
"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 CA $300
CA $630 total
includes taxes & fees
Aug 28 - Aug 29
Cozy cottage -Close to Downtown Camden!

15. 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 CA $334
CA $382 total
includes taxes & fees
Aug 16 - Aug 17
Pine Grove Cottages

16. Rustic Retreat Across from Lake; Family Friendly!

Rustic Retreat Across from Lake; Family Friendly!
Union
8.8 out of 10, Excellent, (19 reviews)
"Great location for visiting the coast."
United States
Sallie S.
The price is CA $138
CA $557 total
includes taxes & fees
Aug 18 - Aug 19
Rustic Retreat Across from Lake; Family Friendly!

17. Charming Retreat for a Romantic Getaway near Penobscot Bay, Maine

Charming Retreat for a Romantic Getaway near Penobscot Bay, Maine
Lincolnville
The price is CA $351
CA $435 total
includes taxes & fees
Aug 13 - Aug 14
Charming Retreat for a Romantic Getaway near Penobscot Bay, Maine

18. Pine Grove Cottages: Cottage 4: Studio Cottage - Pet Friendly

Pine Grove Cottages: Cottage 4: Studio Cottage - Pet Friendly
Lincolnville
10.0 out of 10, Exceptional, (2 reviews)
"Cozy and quaint cottage in the woods! The cabin was very comfortable. The host provided some awesome local eating options. Would highly recommend to others and will stay here again!"
United States
Taylor B.
The price is CA $335
CA $413 total
includes taxes & fees
Aug 13 - Aug 14
Pine Grove Cottages: Cottage 4: Studio Cottage - Pet Friendly

19. Private Cottage for Romantic Vacations near West Penobscot Bay, Maine

Private Cottage for Romantic Vacations near West Penobscot Bay, Maine
Lincolnville
The price is CA $393
CA $487 total
includes taxes & fees
Aug 13 - Aug 14
Private Cottage for Romantic Vacations near West Penobscot Bay, Maine

20. Maine Coast Mountain Retreat

Maine Coast Mountain Retreat
Camden
10.0 out of 10, Exceptional, (11 reviews)
"We loved your home. A great location and a beautiful home. "
United States
joey b.
The price is CA $766
CA $1,006 total
includes taxes & fees
Sep 2 - Sep 3
Maine Coast Mountain Retreat
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Owls Head. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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?

Comfortable, Close to Town Home, with Oceanview.: Visitors give good reviews to this Owls Head vacation home rental, which offers a patio, a private yard, and a barbecue grill 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 you can cook with friends or family.

How many vacation rentals will I find in Owls Head?

Choose from 46 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 Birch Point Beach State Park.

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.