Discover Your Perfect Owls Head Vacation Homes

Best Vacation Homes in Owls Head

10.0
Exceptional
(54 Reviews)
6 Guests 3 Bedrooms 1 Bathroom
Ocean View Cabin
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $344/Night For 7 Nights US $2,406
10.0
Exceptional
(2 Reviews)
1194.79 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Balcony/Terrace
  • View
  • Parking
US $446/Night For 7 Nights US $3,119
New
6 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Child Friendly
  • Laundry
US $223/Night For 7 Nights US $1,558
10.0
Exceptional
(23 Reviews)
9 Guests 2 Bedrooms 1 Bathroom
Ocean View Cottage
  • Ocean View
  • Balcony/Terrace
  • View
US $350/Night For 7 Nights US $2,452
New
2152.78 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Free Cancellation House
  • Hot Tub
  • Fireplace/Heating
  • Pet Friendly
US $335/Night For 7 Nights US $2,347
10.0
Exceptional
(22 Reviews)
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $223/Night For 7 Nights US $1,563
10.0
Exceptional
(20 Reviews)
6 Guests 3 Bedrooms 1 Bathroom
Ocean View Apartment
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $208/Night For 7 Nights US $1,455
10.0
Exceptional
(12 Reviews)
532 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $161/Night For 7 Nights US $1,128

Owls Head Luxury Rentals

10.0
Exceptional
(6 Reviews)
6500 ft² 24 Guests 11 Bedrooms 7 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • View
US $1,346/Night For 7 Nights US $9,422
10.0
Exceptional
(15 Reviews)
3000 ft² 15 Guests 6 Bedrooms 3 Bathrooms
Family Friendly Cabin
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $910/Night For 7 Nights US $6,368
7.0
Very Good
(2 Reviews)
12 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $597/Night For 7 Nights US $4,179
10.0
Exceptional
(2 Reviews)
8 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $574/Night For 7 Nights US $4,015
10.0
Exceptional
(12 Reviews)
22 Guests 5 Bedrooms 2 Bathrooms
Family Friendly Cabin
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $560/Night For 7 Nights US $3,922
10.0
Exceptional
(1 Review)
2000 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $556/Night For 7 Nights US $3,889
New
8 Guests 3 Bedrooms 1 Bathroom
Ocean View Cabin
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $541/Night For 7 Nights US $3,789
9.4
Exceptional
(3 Reviews)
10 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $533/Night For 7 Nights US $3,729

Owls Head Pet Friendly Vacation Rentals

10.0
Exceptional
(12 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $159/Night For 7 Nights US $1,115
10.0
Exceptional
(7 Reviews)
1128 ft² 6 Guests 2 Bedrooms 1 Bathroom
Ocean View House
  • Hot Tub
  • Fireplace/Heating
  • Ocean View
US $424/Night For 7 Nights US $2,966
10.0
Exceptional
(1 Review)
720 ft² 6 Guests 2 Bedrooms 1 Bathroom
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $240/Night For 7 Nights US $1,683
9.8
Exceptional
(80 Reviews)
1000 ft² 6 Guests 2 Bedrooms 1 Bathroom
Ocean View Cabin
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $232/Night For 7 Nights US $1,622
9.4
Exceptional
(3 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
US $432/Night For 7 Nights US $3,023
10.0
Exceptional
(104 Reviews)
2160 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Hot Tub
  • Fireplace/Heating
  • Ocean View
US $272/Night For 7 Nights US $1,905
10.0
Exceptional
(71 Reviews)
8 Guests 5 Bedrooms 2 Bathrooms
Ocean View Cottage
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $249/Night For 7 Nights US $1,746
10.0
Exceptional
(20 Reviews)
2140 ft² 8 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $512/Night For 7 Nights US $3,583

Owls Head Large Vacation Homes

New
8 Guests 5 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $305/Night For 7 Nights US $2,133
10.0
Exceptional
(10 Reviews)
8 Guests 5 Bedrooms 1 Bathroom
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $497/Night For 7 Nights US $3,478
10.0
Exceptional
(3 Reviews)
12 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $514/Night For 7 Nights US $3,600
10.0
Exceptional
(2 Reviews)
12 Guests 5 Bedrooms 2 Bathrooms
Ocean View Cabin
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $446/Night For 7 Nights US $3,124
9.6
Exceptional
(51 Reviews)
5000 ft² 26 Guests 8 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $472/Night For 7 Nights US $3,303
10.0
Exceptional
(5 Reviews)
10 Guests 3 Bedrooms 3 Bathrooms
Family Friendly House
  • Breakfast
  • Internet
  • Child Friendly
US $400/Night For 7 Nights US $2,800
5.0
Average
(2 Reviews)
13 Guests 5 Bedrooms 5 Bathrooms
Family Friendly House
  • Balcony/Terrace
  • Kitchen
  • Internet
US $535/Night For 7 Nights US $3,745
New
400 ft² 10 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Cabin
  • Kitchen
  • Parking
  • Security/Safety
US $347/Night For 7 Nights US $2,429

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

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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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

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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
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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.
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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.
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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.

Owls Head Vacation Rental Frequently Asked Questions

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

10.0
Exceptional
(70 Reviews)
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Hot Tub
  • Spa
  • Fireplace/Heating
US $176/Night For 7 Nights US $1,232
9.8
Exceptional
(111 Reviews)
2200 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Cabin
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $328/Night For 7 Nights US $2,294