Owls Head holiday lettings

We found 454 holiday rentals — enter your dates for availability

Select from 27 homes, 13 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.

Holiday rentals with weekly discounts - Owls Head

Showing deals for:22 May - 29 May

Image gallery for Quiet Ocean Front Cottage With Stunning Views & Private Beach Close To Rockland

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9.6 out of 10, Exceptional, (93 reviews)
Exceptional
(93 reviews)

Quiet Ocean Front Cottage With Stunning Views & Private Beach Close To Rockland

South Thomaston

8% off
Price is £1,686
for 7 nights, 1 cottage
£241 per night
includes taxes & fees
Quiet Ocean Front Cottage With Stunning Views & Private Beach Close To Rockland

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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:

  • Owls Head State Park (0.7 mi / 1.2 km)
  • Samoset Resort Golf Course (2.9 mi / 4.7 km)
  • Maine State Prison Store (6.7 mi / 10.7 km)
  • Breakwater Vineyards (2.2 mi / 3.6 km)
  • Cellardoor Winery (13.2 mi / 21.2 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)
  • Camden Harbor Park and Amphitheatre (8.9 mi / 14.3 km)
  • Mount Battie (9.1 mi / 14.6 km)
  • St. George River (9.7 mi / 15.6 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 best area to stay in Owls Head when booking a holiday rental?
When considering a holiday rental in Owls Head, Maine, the best area to stay in is near the picturesque coastline. This charming neighbourhood offers a serene atmosphere, ideal for those looking to unwind and enjoy nature. With a variety of properties available, from quaint cottages to larger homes, visitors can find accommodations that suit their needs.

One of the top attractions in the area is the Owls Head Lighthouse, which not only boasts stunning views of the surrounding waters but also serves as a lovely spot for a leisurely stroll. Additionally, the nearby Owls Head State Park provides opportunities for hiking and enjoying the beautiful coastal scenery, making it a great destination for outdoor enthusiasts.

Staying in this coastal neighbourhood allows for easy access to the charming town of Rockland, just a short drive away, where visitors can explore local shops, galleries, and restaurants.
How much does it cost to rent a holiday home in Owls Head?
Prices for holiday rentals in Owls Head vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Owls Head to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Owls Head holiday house rentals?
You can find great discounts on house rentals in Owls Head on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Owls Head?
For renting a beach house in Owls Head, consider the scenic areas near Owls Head State Park, where you can find charming properties with stunning views of the coastline and easy access to sandy beaches. Many of the beach houses in this vicinity come equipped with amenities such as spacious decks, outdoor grills, and fully stocked kitchens, making them superb for families or groups looking to enjoy a seaside retreat.

Additionally, the waterfront properties along the Rockland Harbor offer fantastic opportunities for those wanting to be near the vibrant town of Rockland, which is just a short drive away. Here, travellers can expect rentals with features like private beach access, fire pits, and cozy living areas, ideal for relaxing after a day spent exploring the local attractions or enjoying water activities.

For those seeking a mix of relaxation and adventure, the nearby harbor area provides access to boating, kayaking, and even whale watching tours. Rentals in this area often include modern amenities such as Wi-Fi, air conditioning, and laundry facilities, ensuring a comfortable stay.
Where are the best Owls Head ski resort rentals?
For renting near the Owls Head ski resort in Maine, the nearby town of Rockland offers a variety of accommodation options that cater to winter sports enthusiasts. Visitors can choose from charming lodges and rental homes that often feature amenities such as fireplaces, hot tubs, and spacious living areas great for unwinding after a day on the slopes. Many properties also come with full kitchens, allowing guests to prepare meals and enjoy family gatherings.

In addition, the scenic coastal surroundings enhance the experience, with some rentals providing stunning views of the ocean and easy access to local attractions. The area boasts a vibrant arts scene, with galleries and museums nearby, while the local eateries offer a taste of Maine's renowned seafood.

For those who prefer a more secluded experience, accommodations in the nearby town of Camden are also popular. Here, visitors can find quaint cabins and larger homes set against the backdrop of the Camden Hills, often featuring outdoor spaces for enjoying the fresh air. Many properties in this region offer proximity to both skiing and the charming downtown area, where shops and cafes abound.
What is the most popular type of holiday rental accomodation in Owls Head?
In Owls Head, holiday houses are the most popular type of holiday rental, with around 100 available throughout the area. These properties typically offer spacious living arrangements, multiple bedrooms, fully equipped kitchens, and outdoor spaces, making them ideal for families or groups looking to enjoy the scenic coastal surroundings. Additionally, there are about 48 cottages that provide a charming, rustic experience, often featuring unique architectural elements and cozy interiors. For those seeking a compact stay, approximately 12 apartments are also available, offering convenient amenities for shorter visits. Although there are only a few cabins, these can provide a more secluded, nature-focused getaway, allowing guests to immerse themselves in the beautiful landscape of Owls Head.
Are there any family house rentals in Owls Head?
In Owls Head, Maine, there are numerous family-friendly house rentals available—specifically, around 31 options. This picturesque coastal town is ideal for families looking to enjoy both relaxation and adventure. Many of the homes feature spacious living areas, full kitchens that are superb for preparing family meals, and outdoor spaces where children can play and explore.

Visitors to this charming locale can take advantage of nearby attractions such as Owls Head State Park, which offers stunning views, hiking trails, and picnic areas. Additionally, the area is close to the beautiful beaches of the Midcoast, ideal for a day out in the sun. Families will also appreciate the amenities commonly found in these rentals, including Wi-Fi, laundry facilities, and often, backyards or decks for gathering together after a day of activities.
Can I rent a holiday home with a pool or hot tub in Owls Head?
In Owls Head, there are several holiday homes available for rent that feature pools and hot tubs, making it a delightful destination for those seeking relaxation. This picturesque coastal town offers a tranquil atmosphere, great for unwinding after a day of exploring the beautiful Maine coastline.

Travellers can expect a range of amenities in these properties, including private pools for a refreshing dip, hot tubs ideal for evening relaxation, and outdoor spaces for al fresco dining or lounging. Many rentals also come equipped with fully furnished kitchens, allowing guests to prepare their own meals and enjoy family time together.
Can I find long-stay holiday rentals in Owls Head?
A long-stay holiday rental in Owls Head is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Owls Head?
In Owls Head, there are several pet-friendly house rentals available, with around 15 options to choose from. Many of these holiday homes offer amenities that cater to both human and pet guests, including spacious yards, outdoor patios, and fully equipped kitchens for convenient meal preparation.

The area is known for its picturesque coastal scenery and proximity to beautiful parks, making it an ideal location for pet owners. Nearby, the Owls Head State Park features lovely walking trails and scenic views, great for leisurely strolls with pets. Additionally, the local beaches provide opportunities for fun days out, where pets can enjoy the fresh ocean air.
Are there any remote work holiday rentals in Owls Head?
In Owls Head, Maine, there are numerous holiday rentals suitable for remote work, with around 152 options available. This picturesque coastal town offers a serene environment, superb for those looking to balance work and leisure. Many properties come equipped with essential amenities such as high-speed internet and Wi-Fi, ensuring a reliable connection for all your work needs.

Travellers can expect a variety of accommodations, from charming cottages to spacious homes, often featuring comfortable workspaces and inviting living areas. The nearby coastal scenery provides a refreshing backdrop for breaks, with opportunities for outdoor activities like hiking and exploring local beaches. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Owls Head holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Owls Head with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Owls Head?
In Owls Head, popular rental amenities include fully equipped kitchens, allowing guests to prepare their own meals during their stay. Many properties feature decks or patios, providing outdoor space for relaxation and enjoying the beautiful surroundings. Onsite parking is also commonly available, making it convenient for those travelling by car. Additionally, rentals often come with coffee and tea makers, great for brewing a warm drink in the morning.
When is the best time to visit Owls Head for a holiday rental?
The peak travel season in Owls Head, Maine, spans from June to August, with July being the most popular month for holiday rentals. During this vibrant time, visitors flock to the area to indulge in the warm summer weather and enjoy a number of outdoor activities, from kayaking along the stunning coastline to exploring the picturesque local beaches.

With temperatures typically ranging from the low 20s to mid-30s Celsius, the summer months create an inclusive setting great for sightseeing and relaxation. The scenic beauty of Owls Head, with its charming lighthouses and coastal trails, offers plenty to keep you engaged while soaking up the sun.

For those seeking a more budget-friendly option, consider planning your visit in November. While this month may be quieter, it presents a unique opportunity to enjoy the tranquillity of the off-season, with fewer crowds and a chance to experience the local charm without haste.
How early should I book a Owls Head holiday rental?
Book your Owls Head holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Owls Head?
In Owls Head, Maine, visitors can enjoy a variety of attractions that highlight the area's natural beauty and maritime heritage. The Owls Head Lighthouse, perched on a rocky promontory, offers stunning views of the surrounding coastline and is a popular spot for photography. The nearby Owls Head State Park features hiking trails that wind through picturesque landscapes, with opportunities for birdwatching and enjoying the coastal scenery.

For those interested in local culture, the Owls Head Transportation Museum showcases vintage aircraft and automobiles, providing insight into the region's history of transportation. The charming coastal village atmosphere can be experienced by exploring the local shops and eateries, particularly those that offer fresh seafood.

Additionally, the area is known for its proximity to beautiful beaches, such as Owls Head Beach, where visitors can relax and take in the ocean views.
Can I change or cancel my Owls Head home rental booking on Vrbo?
To find Owls Head holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Owls Head holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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