Owls Head holiday rentals

We found 472 holiday rentals — enter your dates for availability

Select from 36 homes, 19 cottages and other holiday rentals in Owls Head to find one that's perfect for your trip. Holiday rentals provide the best amenities for you and your friends, family or even pets, such as Wi-Fi and a hot tub. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
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Explore the oceanfront setting in Owls Head

Enjoy the area's museums, history and wineries with a rental holiday home in Owls Head. Well known for its seaside, cycling and snowmobile riding, this romantic city won't disappoint. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Owls Head

Are you hoping to discover attractions to see in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Owls Head a fun place to get away to. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Samoset Resort Golf Course (2.9 mi / 4.7 km)
  • Owls Head State Park (0.7 mi / 1.2 km)
  • Maine State Prison Store (6.7 mi / 10.7 km)
  • Cellardoor Winery (13.2 mi / 21.2 km)
  • Breakwater Vineyards (2.2 mi / 3.6 km)
  • Savage Oakes Vineyard and Winery (13.8 mi / 22.2 km)

Exploring the natural features in Owls Head

Whether you're looking for adventure or just want to take in the scenery, Owls Head is a great spot to appreciate mother nature. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Sandy Beach (2.6 mi / 4.2 km)
  • Rockland Harbor Park (2.8 mi / 4.6 km)
  • Rockport Marine Park (7.2 mi / 11.6 km)
  • Megunticook Lake (8.8 mi / 14.2 km)
  • Camden Harbor Park and Amphitheatre (8.9 mi / 14.3 km)
  • Mount Battie (9.1 mi / 14.6 km)

Transport options to and around Owls Head

Fly into Rockland, ME (RKD-Knox County Regional), the closest airport, located 2.3 mi (3.7 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Wiscasset, ME (ISS), which is 33.6 mi (54 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Owls Head?
Houses are the most popular style of holiday home in Owls Head, according to our data. Even if you have something a little different in mind, Stayz has properties in a variety of sizes and shapes. Browse our options to find your perfect Owls Head pad.
How much does it cost to rent a holiday home in Owls Head?
Length of stay, property type and season are some factors that can affect the price of a holiday home. Simply add your dates of travel to find the ultimate escape. From comfy cottages to expansive villas, all Stayz holiday homes provide amazing value.
How much does it cost to rent a beach house in Owls Head?
When you travel and the style and size of the property will influence the cost of your beachside escape. Click on your Owls Head travel dates to view your available options on Stayz. Can’t live without a hot tub? Use the filters to choose the features and amenities you need.
Are there pet-friendly holiday homes in Owls Head?
Pack a suitcase for your beloved pooch because Owls Head has 45 holiday homes that throw open their doors to pets. Let your furriest friend enjoy fun with the family at one of our pet-friendly holiday homes on Stayz. Simply enter your destination and dates, then check the “Pets allowed” filter box.
Can I rent a house with a pool in Owls Head?
Add an extra layer of fun to your getaway by booking your family into one of the two houses with a private pool in Owls Head. Use our search filter to find properties with pools on Stayz, then spend your days splashing and playing in a swimming pool that’s exclusively for you.
What are popular home amenities in Owls Head?
Some of the most popular home amenities people prefer in Owls Head are tennis, a nearby waterfront and mountain views. Whether you’re hitting the road with your besties, family or even pets, Stayz holiday homes include the best amenities for hanging out with your loved ones.
Are there large group holiday homes in Owls Head?
Owls Head has three holiday homes that can fit 10 or more guests. These properties come with the space you need to enjoy good times with family and friends.
Are there holiday homes in Owls Head that welcome kids?
Bring the whole family together for a fun-packed adventure in Owls Head at one of our 45 family-friendly holiday homes. Many of these stays feature conveniences that are just perfect for trips with youngsters, such as full kitchens, living rooms and outdoor spaces. Just click on the “Properties good for families” filter and choose your favourite.
What are the top attractions for families in Owls Head?
Keeping the kids entertained during your stay in Owls Head is a snap with these leading family-friendly attractions:

  • Sandy Beach
  • Laite Memorial Beach
  • Owls Head Transportation Museum

Are there one-bedroom holiday homes in Owls Head?
Owls Head has six one-bedroom homes available. Often situated in prime spots because of their compact size, a one-bedroom holiday home is perfect if you’re getting away with a friend or your partner. And with home comforts like kitchens and more privacy than a standard hotel, you’ll be able to kick back and relax while sightseeing around this fantastic destination.
Can I find two-bedroom holiday homes in Owls Head?
Gather your loved ones and relax in total privacy and comfort in one of the five two-bedroom holiday properties Owls Head has to offer.
Are there holiday homes with WiFi in Owls Head?
Owls Head has 17 holiday homes with WiFi, so you can stay connected while you’re travelling. Simply check the “WiFi” box in our handy search filter to find the perfect property. From streaming movies with the family to posting pics on social media, these Stayz homes make it a breeze to get online.
How can I find holiday homes with air conditioning in Owls Head?
You’ll have your pick of 16 holiday homes with air conditioning in Owls Head offering that gentle, cool breeze and extra bit of comfort. Just enter your preferred dates of travel and then use our filters to find stays with air conditioning.
How old do you have to be to rent a holiday home in Owls Head?
The minimum age is normally 16, 18 or 21. It can change from one property to another on Stayz, so look at the rules of your chosen Owls Head holiday home before making a booking.
How long can I rent a holiday home in Owls Head for?
The amount of time you can rent an Owls Head holiday home for is down to the property. Just put in your dates of travel to view options that offer long-term stays. They feature all you require to make your extended holiday more convenient and enjoyable, like air conditioning and laundries. Some Stayz holiday homes may also offer discounted weekly or monthly prices, so you can hang around longer for less.

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