Villas and Holiday homes in Montauk, NY

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Montauk, NY holiday homes
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119 Villa rentals in Montauk, NY

Best Montauk, NY villas and holiday homes with air conditioning

North Harbor Montauk - Montauk, NY
8.6 61 reviews

North Harbor Montauk

house, Montauk
This charming house is located in Montauk, just a short walk from Gin Beach and a short drive from Navy Road Beach, offering easy access to the beautiful Montauk coastline. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The house has two bedrooms, offering enough space for a small family or group of friends. It features a fully equipped kitchen, a private patio, a balcony, and a barbecue, perfect for enjoying the warm Montauk weather and relaxing outdoors.
Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill - Montauk, NY
9.3 97 reviews

Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill

cottage, Montauk
This charming cottage is situated on a hill overlooking the ocean in Montauk, just a short walk from the beach and close to Gurney's Inn and a local cafe. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The two-bedroom cottage spans 93 square metres and comfortably accommodates up to six guests. Enjoy a range of amenities including a heated indoor pool, outdoor shower, a fully equipped kitchen, a garden, a spa, a fitness centre, a tennis court, and parking.
Montauk Beach Bungalow East Apt. - Montauk, NY
9.9 112 reviews

Montauk Beach Bungalow East Apt.

bungalow, Montauk
This charming bungalow is situated just 0.8 kilometres from the sandy ocean beach in Montauk, a short walk from the village with its restaurants, shops, and attractions. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The two-bedroom bungalow comfortably accommodates up to four guests and features a fully equipped kitchen, a private outdoor area with a lawn, an outdoor shower, a BBQ, and a fire pit. It also boasts stunning ocean views from the living room, convenient storage for bikes, and flexible sleeping arrangements.
Dockside 2br - Marina - Dining - Charter Access Unit A - Montauk, NY
No reviews

Dockside 2br - Marina - Dining - Charter Access Unit A

house, Montauk
This Montauk property offers a prime marina location with dining and charter access, situated a 19-minute walk from Gin Beach and 1.6 kilometres from Montauk Downs State Park Golf Course and Park.
This two-bedroom cottage, accommodating up to nine guests, features a fully equipped kitchen, air conditioning, free WiFi, and a washing machine across its 130 square metres of floor area.

Our Favourite Holiday Homes with a Hot Tub in Montauk, NY

Every holiday home with a jacuzzi in Montauk, NY provides a secluded sanctuary for a private hot tub soak each evening.

Summerlight Estate By Rove Travel - Villa With Pool - Montauk, NY
No reviews

Summerlight Estate By Rove Travel - Villa With Pool

house, Montauk
Summerlight Estate, a spacious residence in Montauk, is a 19-minute walk from Hither Hills State Park and 3.5 kilometres from the Second House Museum.
This air-conditioned dwelling offers 249 square metres of living space, accommodating up to nine guests with four bedrooms and five bathrooms, complete with a fully equipped kitchen, swimming pool, terrace, and garden.

Frequently asked questions about villa rentals in Montauk, NY

  • What are the must-see attractions in and around Montauk, NY?

    Montauk Point Lighthouse is a must-see, it's the oldest lighthouse in New York state. You can also visit the Montauk Downs State Park, which has great hiking trails and beautiful views. And of course, you can't miss the iconic Montauk Beach, perfect for swimming, sunbathing, and surfing.
  • What are the best holiday homes in Montauk, NY?

    Among the holiday homes in Montauk, NY, Montauk View Cottage, Montauk Oceanview and Montauk Oceanview With Fireplace are the most popular ones.

  • What types of wildlife can travelers expect to see in the area of Montauk, NY?

    You'll see lots of seabirds like gulls and terns, and if you're lucky, you might spot a seal or a dolphin. In the spring and summer, you might even see a whale or two off the coast. Keep your eyes peeled for deer in the woods, too.
  • What are the best holiday homes with a pool in Montauk, NY?

    Montauk View Cottage, Montauk Oceanview and Montauk Oceanview With Fireplace are the best holiday homes with a pool in Montauk, NY.

  • What is the best time to visit Montauk, NY?

    Summer is the most popular time to visit, with warm weather and plenty of sunshine. But if you prefer a quieter atmosphere and lower prices, spring or autumn are great alternatives. It's a beautiful place to visit any time of year, really.
  • What are the best holiday homes with a jacuzzi in Montauk, NY?

  • When is it easiest to book a villa rental in Montauk, NY?

    Booking a villa rental in Montauk is easiest outside of the peak summer season, from September to May. You'll find more availability and often better prices during these months.
  • What are the best holiday homes for families and kids in Montauk, NY?

    The best holiday homes for families and kids in Montauk, NY are Waterfront Cottage Perfection, Montauk Cottage Escape and Beach House W\/short Walk To Ditch Plains Beach.

  • What are the top hiking trails near Montauk, NY?

    The Montauk Point State Park has some great trails, including the Montauk Point Lighthouse Trail and the Fort Pond Bay Trail. If you're looking for something more challenging, try the Shadmoor State Park trails, which offer stunning views of the Atlantic Ocean.
  • What are the best pet friendly holiday homes in Montauk, NY?

    The best pet friendly holiday homes in Montauk, NY are Montauk View Cottage, Montauk Oceanview and Montauk Oceanview With Fireplace.

  • What are the advantages of renting a house or a villa in Montauk, NY

    Renting a house or villa gives you more space and privacy than a hotel. You'll have a fully equipped kitchen, so you can cook your own meals, and often have access to a private outdoor area, perfect for relaxing and enjoying the beautiful scenery.
  • What are the best holiday homes with parking in Montauk, NY?

    Montauk View Cottage, Montauk Oceanview and Montauk Oceanview With Fireplace are the best holiday homes with parking in Montauk, NY.

  • Are there popular destinations near Montauk, NY?

    Sure! You can easily visit the Hamptons, which are just a short drive away. There are also plenty of charming towns and villages on the eastern end of Long Island, each with its own unique character and attractions.

Popular destinations

Best Montauk, NY villas and holiday homes with a kitchen

Dockside 2br - Marina - Dining - Charter Access Unit A - Montauk, NY
No reviews

Dockside 2br - Marina - Dining - Charter Access Unit A

house, Montauk
This Montauk property offers a prime marina location with dining and charter access, situated a 19-minute walk from Gin Beach and 1.6 kilometres from Montauk Downs State Park Golf Course and Park.
This two-bedroom cottage, accommodating up to nine guests, features a fully equipped kitchen, air conditioning, free WiFi, and a washing machine across its 130 square metres of floor area.
Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill - Montauk, NY
9.3 97 reviews

Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill

cottage, Montauk
This charming cottage is situated on a hill overlooking the ocean in Montauk, just a short walk from the beach and close to Gurney's Inn and a local cafe. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The two-bedroom cottage spans 93 square metres and comfortably accommodates up to six guests. Enjoy a range of amenities including a heated indoor pool, outdoor shower, a fully equipped kitchen, a garden, a spa, a fitness centre, a tennis court, and parking.
Montauk Beach Bungalow East Apt. - Montauk, NY
9.9 112 reviews

Montauk Beach Bungalow East Apt.

bungalow, Montauk
This charming bungalow is situated just 0.8 kilometres from the sandy ocean beach in Montauk, a short walk from the village with its restaurants, shops, and attractions. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The two-bedroom bungalow comfortably accommodates up to four guests and features a fully equipped kitchen, a private outdoor area with a lawn, an outdoor shower, a BBQ, and a fire pit. It also boasts stunning ocean views from the living room, convenient storage for bikes, and flexible sleeping arrangements.
Summerlight Estate By Rove Travel - Villa With Pool - Montauk, NY
No reviews

Summerlight Estate By Rove Travel - Villa With Pool

house, Montauk
Summerlight Estate, a spacious residence in Montauk, is a 19-minute walk from Hither Hills State Park and 3.5 kilometres from the Second House Museum.
This air-conditioned dwelling offers 249 square metres of living space, accommodating up to nine guests with four bedrooms and five bathrooms, complete with a fully equipped kitchen, swimming pool, terrace, and garden.

Best Holiday Houses with a Swimming Pool in Montauk, NY

On-site pool access at your holiday home in Montauk, NY makes a refreshing dip the perfect way to complement a day by the water.

Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill - Montauk, NY
9.3 97 reviews

Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill

cottage, Montauk
This charming cottage is situated on a hill overlooking the ocean in Montauk, just a short walk from the beach and close to Gurney's Inn and a local cafe. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The two-bedroom cottage spans 93 square metres and comfortably accommodates up to six guests. Enjoy a range of amenities including a heated indoor pool, outdoor shower, a fully equipped kitchen, a garden, a spa, a fitness centre, a tennis court, and parking.
Summerlight Estate By Rove Travel - Villa With Pool - Montauk, NY
No reviews

Summerlight Estate By Rove Travel - Villa With Pool

house, Montauk
Summerlight Estate, a spacious residence in Montauk, is a 19-minute walk from Hither Hills State Park and 3.5 kilometres from the Second House Museum.
This air-conditioned dwelling offers 249 square metres of living space, accommodating up to nine guests with four bedrooms and five bathrooms, complete with a fully equipped kitchen, swimming pool, terrace, and garden.

Top-Rated Coastal Holiday Homes in Montauk, NY

Discover beautiful seaside walks from comfortable coastal holiday homes in Montauk, NY located a short drive from the beaches.

North Harbor Montauk - Montauk, NY
8.6 61 reviews

North Harbor Montauk

house, Montauk

Choose the Right 5-Star Holiday Houses in Montauk, NY

Sophistication and a prime location define these luxury holiday homes in Montauk, NY, offering premium amenities for a superior stay.

North Harbor Montauk - Montauk, NY
8.6 61 reviews

North Harbor Montauk

house, Montauk

Top Family-Friendly Holiday Homes in Montauk, NY

These family-friendly holiday homes in Montauk, NY provide generous living space and easy access to local lifeguarded beaches for a stress-free break.

Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill - Montauk, NY
9.3 97 reviews

Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill

cottage, Montauk
Summerlight Estate By Rove Travel - Villa With Pool - Montauk, NY
No reviews

Summerlight Estate By Rove Travel - Villa With Pool

house, Montauk
Montauk Beach Bungalow East Apt. - Montauk, NY
9.9 112 reviews

Montauk Beach Bungalow East Apt.

bungalow, Montauk

Top-Rated Dog-Friendly Holiday Houses in Montauk, NY

Your dog-friendly holiday home in Montauk, NY ensures stress-free beach days with dedicated pet-washing areas.

Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill - Montauk, NY
9.3 97 reviews

Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill

cottage, Montauk
Summerlight Estate By Rove Travel - Villa With Pool - Montauk, NY
No reviews

Summerlight Estate By Rove Travel - Villa With Pool

house, Montauk

Check Out Holiday Homes with Parking in Montauk, NY

On-site parking removes one more worry from your list, as these holiday homes in Montauk, NY include dedicated spaces for a stress-free arrival.

Luxury Montauk Waterfront Cottage With Private Spa & Sunset Views - Montauk, NY
No reviews

Luxury Montauk Waterfront Cottage With Private Spa & Sunset Views

cottage, Montauk
Montauk Beach Bungalow East Apt. - Montauk, NY
9.9 112 reviews

Montauk Beach Bungalow East Apt.

bungalow, Montauk
North Harbor Montauk - Montauk, NY
8.6 61 reviews

North Harbor Montauk

house, Montauk
Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill - Montauk, NY
9.3 97 reviews

Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill

cottage, Montauk
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