Owls Head vacation rentals

We found 490 vacation rentals — enter your dates for availability

Select from 37 homes, 20 cottages, and other vacation rentals in Owls Head to find one that's perfect for your trip. Vacation rentals provide the best amenities for you and your friends, family, or even pets, like cable TV and a washer and dryer. You'll be sure to find a rental that has what everyone needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Owls Head

Showing deals for:Nov 7 - Nov 14
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Find out more about Owls Head

Find out more about Owls Head

Why visit Owls Head

  1. Historic Lighthouses: Discover the charm of Owls Head by visiting its iconic lighthouses, which offer stunning coastal views.
  2. Breathtaking Beaches: Enjoy the serene atmosphere at local beaches, perfect for relaxation and family outings.
  3. Outdoor Adventures: Experience thrilling activities at the nearby Owl's Head Ski Resort, ideal for adventure seekers.
  4. Community Vibe: Embrace the friendly and welcoming atmosphere of the local community, enhancing your vacation experience.
  5. Charming Accommodations: Choose from a variety of cozy cottages and vacation rentals for a memorable stay.

Popular types of accommodation in Owls Head

Planning a getaway to Owls Head? You’re in for a treat! Discover a range of vacation rentals, from charming houses and cozy cottages to convenient apartments. Whether you’re seeking an oceanfront cottage or a tranquil retreat, Owls Head has the perfect rental to suit your needs. Explore the best options for cottage rentals in Owls Head and enjoy a memorable stay in this beautiful coastal destination.

  • Houses: The top choice for visitors in Owls Head, offering spacious and comfortable settings ideal for families or groups.
  • Cottages: A charming option that provides a cozy atmosphere, perfect for a peaceful getaway by the sea.
  • Apartments: A convenient choice for those seeking a more urban feel, combining comfort with accessibility.
  • Cabins: Rustic hideaways nestled in nature, ideal for a serene escape.
  • Condos: A modern lodging option with amenities, appealing to those who enjoy a community setting.**

Top attractions in Owls Head

Owls Head, Maine, is an ideal destination for those seeking outdoor adventures and breathtaking scenery. Visitors can explore historic lighthouses, relax on beautiful beaches, and stop by the local visitor centre. The area's attractions provide diverse experiences, catering to cultural interests and family-friendly activities, ensuring that every traveller can enjoy the charm of this coastal gem.

  1. Maine Coastal Islands National Wildlife Refuge Visitor Center: Experience the beauty of Maine's coastal ecosystems with outdoor adventures and family-friendly activities. This center offers educational exhibits and access to stunning wildlife viewing opportunities, perfect for nature enthusiasts.
  2. Rockland Harbor Park: A vibrant urban park that combines city vibes with outdoor fun. Enjoy family picnics, scenic waterfront views, and recreational activities in a beautifully landscaped setting.
  3. Maine Lighthouse Museum: Immerse yourself in the maritime heritage of Maine. This museum showcases the rich culture and history of lighthouses, featuring fascinating exhibits and artefacts that celebrate the region's nautical past.

Things to do recommended for couples

For a romantic getaway in Owls Head, visit Breakwater Vineyards for a delightful wine tasting amidst enchanting vibes. Alternatively, head to Cellardoor Winery, just 20.9km away, for more exquisite wines. For a touch of fun, try Golfer's Crossing Mini Golf, located 12.9km away, perfect for couples seeking adventure.

Things to do recommended for families

Families vacationing in Owls Head can enjoy a fun-filled day at Oakland Park Bowling Lanes, an exciting arcadeAdventureZone located 8.0km away. With its vibrant atmosphere, it's perfect for creating lasting memories together in a family-friendly environment.

Things to do recommended for groups

Groups visiting Owls Head can enjoy a round of golf at the scenic Samoset Resort Golf Course, catch a show at the charming Strand Theater, or shop for unique souvenirs at the Maine State Prison Store. Each experience captures the local culture and outdoor charm of the area.

What do I need to keep in mind when booking a vacation in Owls Head

If you're planning a trip with a group, family, or pets, or if you're considering an extended stay, be sure to refine your search according to your specific priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Owls Head with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Owls Head with young kids: Travelling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, you might want to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Owls Head: For many, a family getaway isn't truly fulfilling without their furry companion by their side. If you can relate to this, take a look at Vrbo listings that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that all members of your family feel comfortable and at home.
  • Planning for a long term stay visiting Owls Head: If you're searching for vacation rentals that offer savings for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Owls Head

Owls Head, Maine, offers a delightful blend of outdoor adventures and stunning ocean views. Explore the charming town's historical sites and enjoy the romantic atmosphere at local beaches. Nearby, the Owl's Head Ski Resort promises thrilling excursions for adventure seekers. With its friendly community and family-friendly vibe, this picturesque area is perfect for a tranquil getaway. Discover the beauty and serenity of Owls Head and its surroundings for an unforgettable vacation experience.

  • Rockland: Located a mere 4.8km from Owls Head, Rockland is a vibrant city that beckons outdoor enthusiasts and adventure seekers alike. Renowned for its stunning scenery, visitors can enjoy hiking trails that wind through picturesque landscapes, as well as golf courses that offer beautiful views of the region. Not to be missed are the local landmarks, including the nearby national state park and tranquil lakes. Rockland's artsy vibe is complemented by its charming downtown, where you can explore galleries, shops, and delightful eateries.
  • Rockport: Just 11.3km away from Owls Head, Rockport is a quaint city perfect for those seeking a mix of outdoor adventures and scenic beauty. Visitors can engage in activities such as hiking and golfing amidst breathtaking natural surroundings. The area is home to notable attractions including national parks and serene lakes, making it an ideal spot for nature lovers. Strolling through Rockport's charming streets, you'll find a welcoming community with local shops and cafes that invite relaxation after a day of exploration.
  • South Thomaston: Located 6.4km from Owls Head, South Thomaston is a delightful city that offers a wonderful blend of outdoor experiences and scenic vistas. Known for its recreational areas and hiking trails, this locale is perfect for those looking to immerse themselves in nature. Golf enthusiasts will also find excellent facilities nearby. Key attractions include serene lakes and national parks, all of which enhance the area’s natural charm. With its friendly atmosphere, South Thomaston invites visitors to unwind and enjoy the beauty of Maine.

Best time to go to Owls Head

If you're planning a trip to Owls Head, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from June to August, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January27.1°F (-2.7°C)Light RainMostly SunnyLowSlightly Low
February27.7°F (-2.4°C)Light RainMostly CloudyAverageAverage
March33.4°F (0.8°C)Light RainMostly CloudyAverageSlightly Low
April42.3°F (5.7°C)Light RainMostly CloudyAverageSlightly Low
May51.3°F (10.7°C)Light RainMostly SunnyAverageAverage
June58.6°F (14.8°C)Light RainMostly SunnyHighSlightly High
July65.5°F (18.6°C)Light RainMostly SunnyHighSlightly High
August65.7°F (18.7°C)Light RainMostly SunnyHighSlightly High
September60.3°F (15.7°C)Light RainMostly SunnyAverageAverage
October51.8°F (11.0°C)Light RainMostly SunnyAverageAverage
November41.9°F (5.5°C)Light RainMostly SunnyLowAverage
December33.8°F (1.0°C)Light RainMostly CloudyLowAverage

Booking with Vrbo is simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate. Plus, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that suits your budget, take advantage of our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform for planning your travel. You can easily create new trips, resume from where you last stopped, or manage your existing plans all in one place. Your saved or booked properties will be neatly organized under categories like Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Explore the oceanfront setting in Owls Head

Enjoy the area's museums, history and wineries and make a vacation rental your home during your stay in Owls Head. Well known for its seaside, biking and snowmobile riding, this romantic city won't disappoint. Whether you're planning a family holiday, romantic stay or friends trip, vacation 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 find top things to see and do in the city? Venture out of your vacation home and experience everything that makes Owls Head a one-of-a-kind vacation spot. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • 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)
  • Cellardoor Winery (13.2 mi / 21.2 km)
  • Morse's Sauerkraut (18.2 mi / 29.2 km)
  • Breakwater Vineyards (2.2 mi / 3.6 km)

Exploring the natural features in Owls Head

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Owls Head is a great spot to appreciate mother nature. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • 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)

Transportation 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 center. If you can't find a flight that works for your travel itinerary, 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 vacation rental accommodation in Owls Head?
Houses are the most popular style of vacation rental in Owls Head, according to our data. Even if you have something a little different in mind, Vrbo 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 vacation rental in Owls Head?
Length of stay, property type and season are some factors that can affect the price of a vacation home. Simply add your dates of travel to find the ultimate escape. From comfy cottages to expansive villas, all Vrbo vacation rentals 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 Vrbo. Can't live without a hot tub? Use the filters to choose the features and amenities you need.
Are there pet-friendly vacation rentals in Owls Head?
Pack a suitcase for your beloved pooch because Owls Head has 45 vacation homes that throw open their doors to pets. Let your furriest friend enjoy fun with the family at one of our pet-friendly vacation rentals on Vrbo. 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 Vrbo, then spend your days splashing and playing in a swimming pool that's exclusively for you.
What are popular rental amenities in Owls Head?
Some of the most popular rental 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, Vrbo vacation rentals include the best amenities for hanging out with your loved ones.
Are there large group vacation rentals in Owls Head?
Owls Head has three vacation rentals 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 vacation rentals 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 vacation rentals. 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 favorite.
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 vacation rentals in Owls Head?
Owls Head has six one-bedroom rentals available. Often situated in prime spots because of their compact size, a one-bedroom vacation rental 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 vacation rentals in Owls Head?
Gather your loved ones and relax in total privacy and comfort in one of the five two-bedroom vacation properties Owls Head has to offer.
Are there vacation rentals with WiFi in Owls Head?
Owls Head has 17 vacation rentals with WiFi, so you can stay connected while you're traveling. 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 Vrbo homes make it a breeze to get online.
How can I find vacation rentals with air conditioning in Owls Head?
You'll have your pick of 16 vacation rentals 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 vacation rental in Owls Head?
The minimum age is normally 16, 18 or 21. It can change from one property to another on Vrbo, so look at the rules of your chosen Owls Head vacation rental before making a booking.
How long can I rent a vacation rental in Owls Head for?
The amount of time you can rent an Owls Head vacation rental 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 vacation more convenient and enjoyable, like air conditioning and laundries. Some Vrbo vacation homes may also offer discounted weekly or monthly prices, so you can hang around longer for less.

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