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

Mtk Designer Home Heated Saltwater Pool Open May 8 - Montauk, NY
10 33 reviews
Montauk, NY
18/09 – 21/09
NZ$2961/nightTotal: NZ$8883 (3 )

Mtk Designer Home Heated Saltwater Pool Open May 8

4 7
apartment , Montauk
This four-bedroom apartment is situated on a secluded half-acre property, just 5 kilometres from Montauk town centre, the harbour, and popular beaches such as Ditch Plains. The apartment has received excellent ratings for its location, cleanliness, and overall user experience.
The apartment comfortably accommodates eight guests with two bathrooms and features a range of amenities including a private swimming pool, a children's play area, a spacious deck, and access to luxury concierge services. Guests can also enjoy the use of electric bikes to explore the surrounding area.
Private Montauk Retreat W/ New Pool  Minutes To Beach  Summer-ready - Montauk, NY
10 1 review
Montauk, NY
01/10 – 01/01
NZ$1951/nightTotal: NZ$179492 (92 )

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

4 1
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.
Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill - Montauk, NY
9.3 89 reviews
Montauk, NY
05/09 – 08/09
NZ$3136/nightTotal: NZ$9408 (3 )

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

2 5
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.
Gurney's Montauk Resort & Seawater Spa - Montauk, NY
8.1 1028 reviews
Montauk, NY
22/11 – 27/12
NZ$1214/nightTotal: NZ$42490 (35 )

Gurney's Montauk Resort & Seawater Spa

1 2
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.

Best Montauk, NY holiday rentals with a pool

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

The Ocean Resort Inn - Montauk, NY
9.3 883 reviews
Montauk, NY
24/06 – 25/06
NZ$422/nightfor 1 night

The Ocean Resort Inn

1 2
resort , Montauk
The Ocean Resort Inn is situated in Montauk, just a short walk from the Atlantic Ocean and less than 5 miles from Montauk Harbor, offering easy access to the area's natural beauty and attractions. The inn is highly rated by guests for its excellent location, cleanliness, and overall experience.
The inn features comfortable rooms, each with a private bathroom, and boasts a range of amenities, including a heated saltwater pool, a terrace, a garden, and a spa. Guests can enjoy free Wi-Fi, room service, and parking, as well as access to nearby Montauk Downs State Park for golf, tennis, and swimming.
Montauk Ocean View One Bedroom - Montauk, NY
9.7 77 reviews
Montauk, NY
30/06 – 02/07
NZ$1233/nightTotal: NZ$2466 (2 )

Montauk Ocean View One Bedroom

1 2
apartment , Montauk
This oceanfront apartment is located just a short walk from the heart of Montauk village, offering easy access to restaurants, shops, and nightlife. It is also a short drive from the iconic Montauk Point Lighthouse, which provides stunning ocean views.
The apartment has one bedroom and one bathroom, and can accommodate up to four guests. It features a fully equipped kitchen, a private deck with ocean views, a heated pool, and direct beach access with complimentary lounge chairs and umbrellas.
Romantic And Unique Treat In Historic Montauk. - Montauk, NY
9.8 44 reviews
Montauk, NY
06/07 – 17/07
NZ$1171/nightTotal: NZ$12881 (11 )

Romantic And Unique Treat In Historic Montauk.

1 2
apartment , Montauk
This one-bedroom apartment is situated in Montauk, just 3km from the village and 6km from the Montauk Point Lighthouse, offering stunning sunset views over Long Island Sound. It has received excellent ratings for location, cleanliness, and user experience.
The apartment has a fully equipped kitchen, dining area, two TVs, and two couches, comfortably accommodating up to three guests. Enjoy the on-site amenities including a swimming pool, fitness centre, tennis courts, and barbecue grills.
Hilltop Bright Home W/new Pool Summer 2024 - Montauk, NY
10 11 reviews
Montauk, NY
30/06 – 02/07
NZ$2745/nightTotal: NZ$5490 (2 )

Hilltop Bright Home W/new Pool Summer 2024

1 2
apartment , Montauk
This centrally located Montauk house, registered under Rental Registry 23-780, is a short drive from Montauk town centre and beaches.
Sleeping eight guests across four bedrooms and three bathrooms, this family-friendly property boasts a swimming pool, garden, spacious deck with water views, outdoor dining area with grill, and free parking, plus a fully equipped kitchen including a dishwasher.

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. The Montauk Marine Biological Laboratory is great for those interested in marine life. For a bit of history, head to the Montauk Historical Society Museum. Just a short drive away, you'll find the Napeague State Park, a beautiful stretch of beach perfect for a relaxing afternoon.
  • 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 has a lovely 3.2km walking trail that follows the coastline. For a longer cycle, try the 16km Montauk Highway, which offers views of the ocean and charming villages. The Montauk Downs State Park is also great for a scenic cycle.
  • 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 famous for its surfing, with Ditch Plains being a popular spot. You can also go kayaking, stand-up paddleboarding, fishing, and hiking in the area. For something a little different, try the Montauk Playhouse Community Theatre for a fun evening out.
  • What are the best holiday rentals with a pool in Montauk, NY?

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

    Most vacation rentals in Montauk offer amenities like Wi-Fi, air conditioning, and laundry facilities. Many also have private decks or patios, and some even have swimming pools or hot tubs. You'll find a good selection of rentals with kitchens, so you can cook your own meals.
  • What are the best rentals for families and kids in Montauk, NY?

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

    Summer is the most popular time to visit Montauk, with warm weather and plenty of sunshine. However, if you prefer a quieter atmosphere, spring and autumn are also great times to visit. Just remember that the weather can be unpredictable in the shoulder seasons.
  • What are the best rentals or Airbnbs with a jacuzzi in Montauk, NY?

  • What are the local dishes in Montauk, NY region?

    Montauk is known for its fresh seafood, so be sure to try the local catch, such as fluke, sea bass, and tuna. The Montauk lobster roll is a must-try. For something a little different, try the clam chowder, which is a local favourite.

Destinations nearby

Best Montauk, NY holiday rentals with a balcony

Ocean Surf Resort - Montauk, NY
8.2 571 reviews
Montauk, NY
29/08 – 05/09
NZ$1113/nightTotal: NZ$7791 (7 )

Ocean Surf Resort

1 4
resort , Montauk
Ocean Surf Resort is situated directly on Kirk Park Beach in Montauk, just a short walk from Hither Hills State Park, offering a prime beachfront location with easy access to the sand and surf. This resort has received very good user ratings, an excellent location rating, and a very good cleanliness rating.
The resort offers a variety of rooms, some with balconies and kitchenettes. Guests can enjoy a range of amenities, including a swimming pool, terrace, garden, fitness centre, and concierge service, as well as free parking and Wi-Fi.
Cozy Sun Drenched Beach Cottage Private Beach, Walk To Town, Hot Tub - Montauk, NY
10 29 reviews
Montauk, NY
27/09 – 09/10
NZ$2250/nightTotal: NZ$27000 (12 )

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.
Brand New Waterfront - Chic & Sophisticated - Montauk, NY
9.8 6 reviews
Montauk, NY
21/07 – 28/07
NZ$2187/nightTotal: NZ$15309 (7 )

Brand New Waterfront - Chic & Sophisticated

2 2
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.
Fantastic Open Layout 4-bedroom House With Ac & Hottub In Charming Montauk - Montauk, NY
Montauk, NY
11/07 – 18/07
NZ$3540/nightTotal: NZ$24780 (7 )

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

4 4
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.

Best Montauk, NY holiday rentals with parking

Montauk Yacht Club - Montauk, NY
8.6 1277 reviews
Montauk, NY
30/06 – 05/07
NZ$3069/nightTotal: NZ$15345 (5 )

Montauk Yacht Club

1 2
resort , Montauk
The Montauk Yacht Club is situated on Star Island in Lake Montauk, a short distance from the Montauk Downs Golf Course, Rita's Horse Stables, and the Montauk Point Lighthouse and Museum. The resort has received very good user ratings, excellent location ratings, and very good cleanliness ratings.
The property features a nautical theme and offers a range of amenities, including a private beach, three restaurants, a spa, three swimming pools, tennis courts, a fitness centre, and boat rentals. Guests can enjoy a variety of activities, such as swimming, sunbathing, golfing, horseback riding, and exploring the surrounding coastline.
Hither Hills Beach Retreat; Walk To Ocean Beach & Town; Pool; Jacuzzi; Kid Ready - Montauk, NY
9.8 109 reviews
Montauk, NY
27/09 – 09/10
NZ$1708/nightTotal: NZ$20496 (12 )

Hither Hills Beach Retreat; Walk To Ocean Beach & Town; Pool; Jacuzzi; Kid Ready

4 2
apartment , Montauk
This beach house in Montauk is located just 1.6 kilometres from The Hamptons Beaches, Kirk Park Beach, and Second House Museum, offering easy access to the area’s attractions. The property has received excellent user ratings, indicating a high standard of comfort and service.
The house spans 223 square metres and comfortably accommodates up to 12 guests. It features a private pool, a fenced yard, a playground, barbecue grills, a fully equipped kitchen, free Wi-Fi, and a fireplace, ensuring a relaxing and enjoyable stay.
Luxury Montauk Waterfront Cottage With Private Spa & Sunset Views - Montauk, NY
Montauk, NY
27/07 – 29/07
NZ$4504/nightTotal: NZ$9008 (2 )

Luxury Montauk Waterfront Cottage With Private Spa & Sunset Views

1 2
cottage , Montauk
This waterfront holiday home in Montauk, located on the bluffs of Fort Pond Bay, is approximately 6 kilometres from Camp Hero State Park and 7 kilometres from Montauk Point Lighthouse.
This newly renovated one-bedroom, one-bathroom cottage accommodates two guests and offers contemporary indoor-outdoor living with floor-to-ceiling glass doors, a private spa on the deck, daily housekeeping, and exclusive access to Duryea's Lobster Deck, with kayaking and motor boating opportunities nearby.
Price Reduced Family Friendly, 3bd Centrally Located Home With Fenced In Yard - Montauk, NY
10 21 reviews
Montauk, NY
22/11 – 27/12
NZ$1301/nightTotal: NZ$45535 (35 )

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

3 2
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.
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