Holiday Rentals in Montauk, NY

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Montauk, NY holiday rentals
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689 Holiday rentals and Airbnb in Montauk, NY

Best family friendly Montauk, NY holiday rentals

Among the 689 accommodations in Montauk, NY, here are the 4 best family friendly rentals

Price Reduced Family Friendly, 3bd Centrally Located Home With Fenced In Yard - Montauk, NY
10 21 reviews
Montauk, NY
29/08 – 05/09
1070 €/nighttotal: 7490 € (7 )

Price Reduced Family Friendly, 3bd Centrally Located Home With Fenced In Yard

3 4
apartment , Montauk
This Montauk lakefront property is situated less than 2km from Shadmoor State Park and the Hamptons beaches, also close to Fort Pond and Navy Park Road.
This 84 square metre house sleeps six guests in three bedrooms, two bathrooms, and boasts a jacuzzi, spa, tennis court, BBQ, and private garden, all within easy reach of local attractions.
Summerlight Estate By Rove Travel - Villa With Pool - Montauk, NY
Montauk, NY
18/09 – 21/09
1930 €/nighttotal: 5790 € (3 )

Summerlight Estate By Rove Travel - Villa With Pool

1 7
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.
Montauk Modern Bungalow W/ Pool Minutes To Beach! - Montauk, NY
10 9 reviews
Montauk, NY
05/09 – 08/09
1464 €/nighttotal: 4392 € (3 )

Montauk Modern Bungalow W/ Pool Minutes To Beach!

4 5
bungalow , Montauk
The McKinley Bungalow, a spacious ranch-style house in a residential Montauk neighbourhood, offers convenient proximity to a local golf course and preserved land.
This four-bedroom, two-bathroom property (177 sq m) sleeps six, boasting a large deck, Shinola bikes for guest use, and a unique interior design blending vintage and mid-century styles; nearby attractions in Montauk are a short drive away (distances unspecified).
Brand New Waterfront - Chic & Sophisticated - Montauk, NY
9.8 6 reviews
Montauk, NY
05/09 – 08/09
1146 €/nighttotal: 3438 € (3 )

Brand New Waterfront - Chic & Sophisticated

2 5
apartment , Montauk
This "Brand New Waterfront - Chic & Sophisticated" resort is located in Culloden Shores, a short walk from Montauk's harbour, town docks, restaurants, and bay beaches. The resort is highly rated, receiving excellent reviews from previous guests.
This two-bedroom, three-bathroom property can comfortably accommodate up to six guests. The resort offers modern amenities, including a fully equipped kitchen, a private deck with harbour views, and a family-friendly layout with bunk beds featuring media centres.

Best Montauk, NY holiday rentals with a pool

Among the 689 accommodations in Montauk, NY, here are the 4 best rentals with a pool

Montauk Rough Riders - Montauk, NY
Montauk, NY
28/07 – 30/07
445 €/nighttotal: 890 € (2 )

Montauk Rough Riders

1 2
apartment , Montauk
This Montauk flat boasts direct waterview sunsets and is a short walk to Duryea's, Navy Beach, and Montauk town, offering a prime location for enjoying the local scene.
This one-bedroom flat accommodates four guests with a queen bed and a pullout sofa, featuring a full kitchen, air conditioning, a swimming pool, hot tub, tennis courts, and fishing from the dock.
Brand Newly Renovated Resort Style One Bedroom Luxury Suite Simplex - Montauk, NY
Montauk, NY
29/08 – 05/09
774 €/nighttotal: 5418 € (7 )

Brand Newly Renovated Resort Style One Bedroom Luxury Suite Simplex

1 4
apartment , Montauk
This newly renovated 1-bedroom simplex condominium is located within the Historic Montauk Manor, offering direct views of Fort Pond and the Ocean, and is situated a short distance from The Hamptons Beaches and Montauk Point.
This accommodation sleeps four guests and features two bathrooms, air conditioning, a microwave oven, and access to indoor/outdoor swimming pools, a hot tub, and a gym.
3 Br/pool. Walk To Beach & Town! - Montauk, NY
10 119 reviews
Montauk, NY
06/12 – 10/12
480 €/nighttotal: 1920 € (4 )

3 Br/pool. Walk To Beach & Town!

3 2
apartment , Montauk
This charming apartment in Montauk is located just a short walk from the beach and downtown, offering easy access to the town's attractions and restaurants. The property has consistently received excellent ratings for location, cleanliness and user experience.
The apartment comfortably accommodates up to six guests in its three bedrooms and two bathrooms. Enjoy the fully equipped kitchen, private backyard with a swimming pool, and the added benefit of pet-friendly accommodations.
Serene Montauk Condo With Stunning Bay View & Pool - Montauk, NY
10 5 reviews
Montauk, NY
27/06 – 04/07
382 €/nighttotal: 2674 € (7 )

Serene Montauk Condo With Stunning Bay View & Pool

1 2
apartment , Montauk
This one-bedroom apartment is located just under 1.6 kilometres from Montauk's town centre, offering stunning views of Fort Pond Bay. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment comfortably sleeps up to four guests with a double bed and a double sofa bed. It also features a well-equipped kitchen, air conditioning, and access to a shared swimming pool, sauna, and hot tub.

Frequently asked questions about holiday rentals in Montauk, NY

  • What are some interesting places to visit in or near Montauk, NY?

    Montauk Point Lighthouse is a must-see, offering stunning views of the Atlantic Ocean. For a taste of local history, visit the Montauk Historical Society Museum. If you're looking for a beach day, Ditch Plains is a popular spot for surfing and sunbathing.
  • What are the best Airbnb and holiday rentals in Montauk, NY?

    Duffy's On Lake Montauk 2, Ditch Plains Surf House and Starboard Fort Pond Montauk are among the best Airbnb and holiday rentals in Montauk, NY.

  • Which walking or cycling routes are the best in Montauk, NY?

    The Montauk Point State Park Loop Trail offers a scenic 8km walk or cycle with beautiful views. For a shorter ride, try the paved path along the Montauk Highway, which runs past the ocean and offers access to several beaches.
  • What are the most popular Airbnbs in Montauk, NY?

    Among the Airbnbs in Montauk, NY, Duffy's On Lake Montauk 2, Ditch Plains Surf House and Starboard Fort Pond Montauk are the most popular ones.

  • What sports or outdoor activites can visitors enjoy in and around Montauk, NY?

    Montauk is a haven for outdoor enthusiasts. You can go surfing at Ditch Plains, kayaking in the calm waters of the bay, or hiking the trails in the Montauk Point State Park. In the summer, you can even go whale watching.
  • What are the best holiday rentals with a pool in Montauk, NY?

  • What other towns or cities can be easily accessed from Montauk, NY?

    Montauk is located on the eastern tip of Long Island, so you can easily drive to other towns like East Hampton, Southampton, and Sag Harbor. You can also take a ferry to Shelter Island, a charming island with beautiful beaches.
  • What are the best rentals for families and kids in Montauk, NY?

  • What amenities are commonly available in vacation rentals in Montauk, NY?

    Most vacation rentals in Montauk offer basic amenities like Wi-Fi, air conditioning, and laundry facilities. Many also include kitchens, outdoor space, and private parking. Some even have hot tubs, swimming pools, and stunning ocean views.
  • What are the best rentals or Airbnbs with a jacuzzi in Montauk, NY?

  • What time of year is best to rent a vacation rental Montauk, NY?

    The best time to visit Montauk depends on your preferences. Summer is the most popular time, with warm weather and plenty of sunshine. However, if you prefer cooler temperatures and fewer crowds, spring or autumn is a good option.

Destinations nearby

Best Montauk, NY holiday rentals with a balcony

Gurney's Montauk Resort & Seawater Spa - Montauk, NY
8.1 1028 reviews
Montauk, NY
28/06 – 29/06
1323 €/nightfor 1 night

Gurney's Montauk Resort & Seawater Spa

1 4
resort , Montauk
Gurney's Montauk Resort & Seawater Spa is situated on the beachfront in Montauk, just 8.3 miles from Montauk Point Lighthouse and 2.3 miles from Hither Hills State Park. The resort has consistently received very good ratings for its cleanliness and user experience, with excellent reviews for its location.
The resort offers a range of rooms and suites, all with stunning ocean views. Guests can enjoy a variety of amenities, including a seawater pool, a full-service spa, multiple dining options, and a fitness centre.
Fantastic Open Layout 4-bedroom House With Ac & Hottub In Charming Montauk - Montauk, NY
Montauk, NY
06/07 – 13/07
1669 €/nighttotal: 11683 € (7 )

Fantastic Open Layout 4-bedroom House With Ac & Hottub In Charming Montauk

4 2
apartment , Montauk
This Montauk flat on West Lake Drive is conveniently located near The Hamptons Beaches and Montauk Point, offering easy access to local attractions.
This accommodation sleeps eight guests across four bedrooms, featuring a Jacuzzi, terrace, garden, and a bright, open-concept kitchen, with nearby opportunities for motor boating, fishing, horse riding, and hiking.
Windward Shores - Montauk, NY
8.4 92 reviews
Montauk, NY
18/09 – 21/09
852 €/nighttotal: 2556 € (3 )

Windward Shores

2 7
resort , Napeague
Windward Shores is a family-friendly resort located on Napeague Harbor, just a 10-minute drive from both East Hampton and Montauk, offering easy access to the area's attractions. It has consistently received very good ratings for its cleanliness, location, and overall experience.
The resort features spacious apartments with full kitchens and private patios, perfect for families or groups. Guests can enjoy a range of amenities, including two tennis courts, an outdoor pool, free Wi-Fi, and seasonal cabana service.
Brand New Waterfront - Chic & Sophisticated Unit # 703 - Montauk, NY
10 7 reviews
Montauk, NY
06/07 – 13/07
997 €/nighttotal: 6979 € (7 )

Brand New Waterfront - Chic & Sophisticated Unit # 703

2 2
resort , Montauk
Brand New Waterfront - Chic & Sophisticated Unit # 703 is situated in the Culloden Shores neighbourhood of Montauk, just a short walk from the harbour, town docks, and restaurants, with easy access to the bay beaches, ocean surfing, and Montauk Point Lighthouse. This property has received excellent reviews from previous guests, highlighting its comfortable and luxurious amenities.
The apartment has two bedrooms and three bathrooms, accommodating up to six guests. This modern apartment features a gourmet kitchen with European appliances, a private deck with lake views, and a kids' bedroom with a custom-designed bunk bed, ensuring a comfortable and enjoyable stay for the whole family.

Best Montauk, NY holiday rentals with parking

Gorgeous East Hampton Hideaway With Privacy And Full Amenity Suite - Montauk, NY
10 5 reviews
Montauk, NY
04/08 – 06/08
3928 €/nighttotal: 7856 € (2 )

Gorgeous East Hampton Hideaway With Privacy And Full Amenity Suite

3 4
apartment , Springs
This Springs property, a spacious three-bedroom house, is located less than 3.2km from Three Mile Harbour, the Hamptons beaches, and the Pollock-Krasner House and Study Center.
The 232 square metre dwelling boasts a private pool, garden, jacuzzi, sauna, and gas grills; sleeping up to seven guests and including a fully equipped kitchen, arcade games room, and fireplace.
Cozy Sun Drenched Beach Cottage Private Beach, Walk To Town, Hot Tub - Montauk, NY
10 29 reviews
Montauk, NY
26/07 – 01/08
2119 €/nighttotal: 12714 € (6 )

Cozy Sun Drenched Beach Cottage Private Beach, Walk To Town, Hot Tub

3 2
apartment , Montauk
This Hither Hills cottage is located 500 meters from a private beach and 1.2 kilometers from Montauk town centre, with Gurneys also within walking distance.
This 84 square meter holiday home accommodates up to six guests in three bedrooms, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, a jacuzzi, a terrace, a garden, a spa, and parking.
Private Montauk Retreat W/ New Pool  Minutes To Beach  Summer-ready - Montauk, NY
10 1 review
Montauk, NY
29/08 – 05/09
1142 €/nighttotal: 7994 € (7 )

Private Montauk Retreat W/ New Pool Minutes To Beach Summer-ready

4 4
apartment , Montauk
This apartment is situated on a peaceful street in Montauk, just a short walk from the beach, town centre, LIRR train station, restaurants and entertainment options. It has received excellent ratings for user experience, location and cleanliness.
This spacious home can accommodate up to eight guests and features two large living areas, a well-equipped kitchen and a wrap-around deck with a Weber grill, hammock and outdoor shower. Enjoy convenient amenities like WiFi, streaming services, a washer and dryer, air conditioning, a swimming pool, a garden and a spa, as well as access to public tennis courts and golf courses.
Endless Summer Studio Condo W Balcony Bayview - Montauk, NY
9.8 10 reviews
Montauk, NY
26/07 – 01/08
570 €/nighttotal: 3420 € (6 )

Endless Summer Studio Condo W Balcony Bayview

1 2
apartment , Montauk
This waterfront studio apartment in Montauk offers direct access to Fort Pond Bay and breathtaking sunset views, a short distance from Montauk Point Lighthouse.
The stylishly renovated 1-bedroom apartment sleeps up to three guests, boasting a fully equipped kitchen with Carrara marble countertops, a private deck, and access to a gated complex with a swimming pool, jacuzzi, tennis courts, and on-site parking.
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