Discover Your Perfect Owls Head Vacation Homes

Best Vacation Homes in Owls Head

Cabin
Map-icon
like-icon10.0
Exceptional
(55 Reviews)
3 Bedrooms 1 Bath 6 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $396/Night 7 Nights - US $2,769
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 6 Guests 1194.79 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
More amenities
US $446/Night 7 Nights - US $3,119
Cabin
Map-icon
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Child Friendly
    Child Friendly
More amenities
US $223/Night 7 Nights - US $1,558
Cottage
Map-icon
like-icon10.0
Exceptional
(23 Reviews)
2 Bedrooms 1 Bath 9 Guests
  • Ocean View
    Ocean View
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $359/Night 7 Nights - US $2,511
star-icons-3
House
Map-icon
3 Bedrooms 2 Baths 6 Guests 2098.96 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $218/Night 7 Nights - US $1,526
House
Map-icon
like-icon10.0
Exceptional
(22 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $242/Night 7 Nights - US $1,691
Apartment
Map-icon
like-icon10.0
Exceptional
(20 Reviews)
3 Bedrooms 1 Bath 6 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $210/Night 7 Nights - US $1,470
Cabin
Map-icon
like-icon10.0
Exceptional
(18 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $228/Night 7 Nights - US $1,598

Owls Head Luxury Rentals

House
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
11 Bedrooms 7 Baths 24 Guests 6500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $1,346/Night 7 Nights - US $9,422
Cabin
Map-icon
like-icon10.0
Exceptional
(15 Reviews)
6 Bedrooms 3 Baths 15 Guests 3000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $910/Night 7 Nights - US $6,368
House
Map-icon
like-icon9.6
Exceptional
(52 Reviews)
8 Bedrooms 3 Baths 26 Guests 5000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $714/Night 7 Nights - US $5,000
House
Map-icon
4 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $706/Night 7 Nights - US $4,944
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $662/Night 7 Nights - US $4,636
Cottage
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 6 Guests 2000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $616/Night 7 Nights - US $4,311
House
Map-icon
like-icon10.0
Exceptional
(20 Reviews)
4 Bedrooms 2 Baths 8 Guests 2140 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $570/Night 7 Nights - US $3,988
Cabin
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
5 Bedrooms 2 Baths 22 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $564/Night 7 Nights - US $3,945

Owls Head Pet Friendly Vacation Rentals

Cottage
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $180/Night 7 Nights - US $1,258
Cottage
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
1 Bedroom 1 Bath 4 Guests 532 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $162/Night 7 Nights - US $1,137
House
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
2 Bedrooms 1 Bath 6 Guests 1128 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $424/Night 7 Nights - US $2,966
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 6 Guests 720 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $240/Night 7 Nights - US $1,683
Cabin
Map-icon
like-icon9.8
Exceptional
(80 Reviews)
2 Bedrooms 1 Bath 6 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $232/Night 7 Nights - US $1,622
Cabin
Map-icon
like-icon9.4
Exceptional
(3 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $433/Night 7 Nights - US $3,032
Cottage
Map-icon
like-icon10.0
Exceptional
(71 Reviews)
5 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $226/Night 7 Nights - US $1,582
Cabin
Map-icon
like-icon10.0
Exceptional
(10 Reviews)
3 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $296/Night 7 Nights - US $2,072

Owls Head Large Vacation Homes

Cabin
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
5 Bedrooms 2 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $254/Night 7 Nights - US $1,780
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
4 Bedrooms 2 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $482/Night 7 Nights - US $3,373
House
Map-icon
like-icon9.4
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $533/Night 7 Nights - US $3,729
House
Map-icon
5 Bedrooms 1 Bath 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $504/Night 7 Nights - US $3,525
House
Map-icon
5 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $260/Night 7 Nights - US $1,819
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
3 Bedrooms 3 Baths 10 Guests
  • Breakfast
    Breakfast
  • Internet
    Internet
More amenities
US $400/Night 7 Nights - US $2,800
House
Map-icon
like-icon5.0
Average
(2 Reviews)
5 Bedrooms 5 Baths 13 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
US $535/Night 7 Nights - US $3,745
Cabin
Map-icon
2 Bedrooms 2 Baths 10 Guests 400 ft²
  • Kitchen
    Kitchen
  • Parking
    Parking
More amenities
US $347/Night 7 Nights - US $2,429

Why Choose Rent By Owner for your Owls Head Vacation Rental Homes?

What makes our Vacation Rentals special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Owls Head

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as seasonal changes and local events influence the best periods for enjoying the region’s natural beauty and outdoor activities.

Peak Season Highlights

summer
Summer (June to August)

During the warm summer months, you can enjoy long daylight hours and pleasant weather, making it ideal for exploring the area's scenic views and outdoor activities.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 65°F
autumn
Fall (September to October)

Autumn offers vibrant foliage and comfortable temperatures, perfect for experiencing this destination's natural beauty at its peak.

Average Temperature Daytime: 65°F to 70°F - Nighttime: 50°F to 55°F

Off-Season Highlights

image
Winter (December to February)

The winter months bring cooler temperatures and quieter surroundings, providing a peaceful retreat away from the crowds while still offering seasonal charm.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 25°F
image
Spring (March to May)

Early spring offers fewer visitors and mild weather, allowing you to enjoy the area’s renewal and blooming landscapes at a relaxed pace.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 35°F to 40°F

Weekly Weather Forecast for Owls Head

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining with a private patio or deck, perfect for relaxing in the fresh air.
  • Make the most of spacious yards for outdoor activities or gatherings with family and friends.
  • Take advantage of scenic views from a screened-in porch or outdoor seating area.
  • Utilize a barbecue grill for convenient outdoor cooking during your stay.
  • Relax by a fire pit in the evenings to unwind while enjoying the natural surroundings.
  • Explore nearby hiking trails or nature walks right from this destination’s outdoor spaces.
  • Benefit from access to outdoor recreational equipment such as kayaks, paddleboards, or bikes, enhancing your experience in the region.
image
image

Family Activities

  • Owls Head Lighthouse Tour: Explore the iconic lighthouse that offers families a chance to learn about maritime history while enjoying stunning coastal views.
  • Seafood Dining Experiences: Savor fresh, local seafood at family-friendly restaurants that showcase the region’s culinary traditions.
  • Harbor Kayaking Adventures: Rent kayaks and paddle through calm waters, providing a fun and active way for your family to experience the scenic shoreline.
  • Wildlife Watching Tours: Join guided excursions to observe seabirds, marine mammals, and other native wildlife in their natural habitat along the coast.
image

Adult Activities

  • Exploring the Owls Head Light Station: Discover this historic lighthouse, offering guided tours and panoramic views of the region's scenic coastline.
  • Hiking along the Owls Head Trail: Enjoy a leisurely walk on well-maintained trails that provide breathtaking vistas of the surrounding waters and natural beauty.
  • Fishing in the local waters: Cast your line in prime fishing spots known for their abundance of marine life, perfect for a relaxing day outdoors.
  • Browsing local maritime museums: Immerse yourself in the area's rich nautical history through engaging exhibits and displays at nearby maritime museums.

Other Places to Stay in Owls Head, NY

Owls Head Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining and Markets: Take advantage of the region's fresh produce and local eateries to experience authentic flavors unique to Owls Head.
  • Plan Outdoor Activities: Make the most of the area's natural beauty by scheduling outdoor pursuits like hiking, fishing, or boating to fully enjoy your stay.
  • Visit Off-the-Beaten-Path Spots: Discover hidden gems and peaceful spots around here that offer a more intimate connection with this destination's charm.
  • Choose Well-Located Vacation Rentals: Opt for accommodations that provide easy access to key attractions and scenic areas within the region for a convenient visit.

Transportation Options

  • Owls Head Transportation Services: This local shuttle service offers convenient transportation throughout the area, making it easy to explore your surroundings without hassle.
  • Renting a Car in Owls Head: Car rental options provide the flexibility to visit nearby attractions at your own pace, ideal for discovering all that this region has to offer.
  • Public Transit Options: Local buses connect key points within the area, offering an affordable way to travel around and access popular destinations.
  • Taxi and Rideshare Services: On-demand taxis and rideshare apps are readily available here, providing quick and reliable transport for your comfort and convenience.

Local Customs Options

  • Local Seafood Festivals: You can enjoy the region’s rich maritime traditions during seasonal seafood festivals that celebrate fresh catches and community spirit.
  • Traditional Craftsmanship: Engaging with local artisans offers a glimpse into the area's craftsmanship, showcasing handmade goods that reflect its cultural heritage.
  • Religious Celebrations: Participating in regional religious festivities provides insight into the area's spiritual customs and communal gatherings.
  • Community Parades: Watching or joining in community parades highlights the region's festive spirit and close-knit neighborhood events.

Frequently Asked Questions About Owls Head?

2. Which vacation homes in Owls Head are best for families?

If you are looking for a family-friendly vacation home in Owls Head, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Owls Head:

3. How many Rentbyowner vacation rentals are available in Owls Head?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 88 in the Owls Head area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Owls Head. 

4. What is the cancellation policy for vacation rentals in Owls Head, New York?

Cancellation policies vary depending on the property. It’s best to review the specific listing details or contact the property owner directly for information about refunds and cancellation deadlines.

5. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or security deposits may apply. Please check the listing description or communicate with the owner to understand all costs involved before confirming your reservation.

6. How can I find the most suitable vacation rental in Owls Head for my stay?

Utilize the search filters to narrow down options based on dates, number of guests, amenities, and budget. Reading guest reviews and viewing the property photos can also help you choose the best fit for your needs.

7. What is the check-in and check-out process for properties in this destination?

Check-in and check-out procedures are typically outlined in the listing details. Contact the host if you need specific instructions or have special requests to ensure a smooth arrival and departure.

8. Is there a secure payment system for booking vacation rentals in Owls Head?

Yes, bookings are handled through a reliable platform that offers secure payment methods. For additional peace of mind, verify the payment process details within the listing or contact the owner directly.

Owls Head Top Rated Vacation Rentals

Cabin
Map-icon
like-icon9.8
Exceptional
(111 Reviews)
3 Bedrooms 2 Baths 8 Guests 2200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $339/Night 7 Nights - US $2,373
House
Map-icon
like-icon7.0
Very Good
(2 Reviews)
3 Bedrooms 2 Baths 8 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $122/Night 7 Nights - US $857
Cabin
Map-icon
like-icon10.0
Exceptional
(70 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
US $176/Night 7 Nights - US $1,232