Book Holiday Homes in Owls Head

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Featured Holiday Homes in Owls Head

Gorgeous new mid-coast listing! Large, family friendly home, perfect location!

Gorgeous new mid-coast listing! Large, family friendly home, perfect location!

Rockport
Located in Rockport, this vacation home is within a 5-minute drive of Chickawaukee Lake and Chickawaukie Pond.
Gorgeous new mid-coast listing! Large, family friendly home, perfect location!
The Perch - A cozy cottage minutes from Tenants Harbor, with water access!

The Perch - A cozy cottage minutes from Tenants Harbor, with water access!

Saint George
Located in Tenants Harbor, this vacation home is within a 15-minute drive of Tenants Harbor Marina and Marshall Point Lighthouse.
The Perch - A cozy cottage minutes from Tenants Harbor, with water access!
Stay in this beautiful home: ocean views and access to midcoast Maine's charm!

Stay in this beautiful home: ocean views and access to midcoast Maine's charm!

Lincolnville
With a stay at this vacation home in Lincolnville, you'll be a 1-minute walk from Windsor Chairmakers and 8 minutes by foot from Lincolnville Beach.
Stay in this beautiful home: ocean views and access to midcoast Maine's charm!
Save an average of 15% on thousands of hotels when you're signed in
“Otter Getaway”
Cozy Damariscotta Lake Year Round Cottage

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

Nobleboro
The price is AU$700 per night from 23 Dec to 24 Dec
AU$700
includes taxes & fees
23 Dec - 24 Dec
When you stay at this vacation home in Nobleboro, you'll be steps from Damariscotta Lake.
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Waterfront home with beautiful bay views - near shops & dining

Waterfront home with beautiful bay views - near shops & dining

Owls Head
Located in Owls Head, this vacation home is by the ocean, within a 15-minute walk of Sail Power and Steam Museum and Snow Marine Park.
Waterfront home with beautiful bay views - near shops & dining
Peace in Pemaquid - Ocean Sunsets & Stargazing

Peace in Pemaquid - Ocean Sunsets & Stargazing

Bristol
When you stay at this vacation home in Pemaquid, you'll be by the sea, within a 5-minute drive of Pemaquid Craft Co-op and Colonial Pemaquid State Historic ...
Peace in Pemaquid - Ocean Sunsets & Stargazing
The RiverView

The RiverView

Thomaston
The price is AU$494 per night from 26 Dec to 27 Dec
AU$494
includes taxes & fees
26 Dec - 27 Dec
Located in Thomaston, this vacation home is within a 5-minute drive of General Henry Knox Museum and Maine State Prison Store.
The RiverView
Breathtaking views, total relaxation, do as much or as little as you choose

Breathtaking views, total relaxation, do as much or as little as you choose

Owls Head
Located in Owls Head, this vacation home is by the ocean, within a 10-minute drive of Lucia Beach and Breakwater Vineyards.
Breathtaking views, total relaxation, do as much or as little as you choose
Welcome to Alva’s Retreat located in the heart of Mid-Coast Maine

Welcome to Alva’s Retreat located in the heart of Mid-Coast Maine

Searsmont
When you stay at this vacation home in Searsmont, you'll be in the mountains and 7 minutes by car from St. George River.
Welcome to Alva’s Retreat located in the heart of Mid-Coast Maine
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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.

Owls Head Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Owls Head vacation homes are the perfect way for you to wing it.

Holiday houses in Owls Head let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Owls Head in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Owls Head adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Owls Head with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Owls Head vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Owls Head Holiday Homes essential information

Accommodation
251 Holiday Homes
Lowest Price
AU$494
Highest Price
AU$700
Popular accommodation
Gorgeous new mid-coast listing! Large, family friendly home, perfect location!, The Perch - A cozy cottage minutes from Tenants Harbor, with water access!, Stay in this beautiful home: ocean views and access to midcoast Maine's charm! , “Otter Getaway” Cozy Damariscotta Lake Year Round Cottage, Waterfront home with beautiful bay views - near shops & dining, Peace in Pemaquid - Ocean Sunsets & Stargazing , The RiverView, Breathtaking views, total relaxation, do as much or as little as you choose, Welcome to Alva’s Retreat located in the heart of Mid-Coast Maine

Top trending hotels in Owls Head

Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.

Owls Head
The price is AU$573 per night from 1 Jan to 2 Jan
AU$573
includes taxes & fees
1 Jan - 2 Jan 2025
When you stay at this vacation home in Owls Head, you'll be by the sea, within a 5-minute drive of Breakwater Vineyards and Coastal Children's Museum.
Comfortable, Close to Town Home, with Oceanview.
Owls Head Village Post Office

Owls Head Village Post Office

Owls Head
When you stay at this apartment in Owls Head, you'll be by the sea, within a 5-minute drive of Owls Head State Park and Owls Head Lighthouse.
Owls Head Village Post Office
Waterfront home with beautiful bay views - near shops & dining

Waterfront home with beautiful bay views - near shops & dining

Owls Head
Located in Owls Head, this vacation home is by the ocean, within a 15-minute walk of Sail Power and Steam Museum and Snow Marine Park.
Waterfront home with beautiful bay views - near shops & dining
Save an average of 15% on thousands of hotels when you're signed in
Beautiful Private beach house on 2 acres Located in Owls Head❤️

Beautiful Private beach house on 2 acres Located in Owls Head❤️

Owls Head
When you stay at this vacation home in Owls Head, you'll be on the beach, within a 5-minute drive of Breakwater Vineyards and Coastal Children's Museum.
Beautiful Private beach house on 2 acres Located in Owls Head❤️
Don't see what you're looking for?
See all available properties in Owls Head
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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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^Subject to availability and chosen travel dates.