Vacation 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

Huge Private 4bdrm, 5 Bath, House W/pool.  Sleeps 10, Near Gurneys! Pet Friendly - Montauk, NY
9.7 56 reviews
Montauk, NY
18/09 – 21/09
A$2408/nightTotal: A$7224 (3 )

Huge Private 4bdrm, 5 Bath, House W/pool. Sleeps 10, Near Gurneys! Pet Friendly

1 7
apartment , Montauk
This four-bedroom apartment is situated in a private area close to the beach in Montauk, just a short distance from the iconic Montauk Point Lighthouse.
The property boasts a private in-ground pool, spacious outdoor decking, a fire pit, and an outdoor shower, perfect for enjoying the warm summer days.
Lake House - Brand New, Renovation Just Completed - Montauk, NY
9.6 14 reviews
Montauk, NY
01/10 – 01/01
A$3431/nightTotal: A$315652 (92 )

Lake House - Brand New, Renovation Just Completed

4 1
apartment , Montauk
This waterfront property is situated just a short 15-minute walk from Lake Montauk and The Hamptons Beaches, with Theodore Roosevelt County Park and Montauk Point State Park within a mile. The house enjoys excellent user ratings, reflecting its comfortable and convenient location.
This four-bedroom home spans 223 square meters, comfortably accommodating up to eight guests. The house offers a range of amenities, including a swimming pool, spa, fitness centre, and a garden, providing ample opportunities for relaxation and enjoyment.
Montauk Sunset At Your Fingertip! - Montauk, NY
10 5 reviews
Montauk, NY
21/07 – 28/07
A$1266/nightTotal: A$8862 (7 )

Montauk Sunset At Your Fingertip!

1 2
apartment , Montauk
This waterfront flat is situated in Montauk, directly on Fort Pond Bay, just a short walk from the fishing pier and gazebo, offering a peaceful retreat close to the bay's scenic beauty. The property has received excellent ratings for its location, cleanliness, and overall experience.
The apartment sleeps up to four guests and features a queen bed, a pull-out couch, and a daybed. You'll have access to a fully equipped kitchen, a laundry room, a community pool and tennis court, and a spacious deck with stunning views of the bay.
Culloden Beach House|private Beach|sleeps 6 + Pup - Montauk, NY
10 47 reviews
Montauk, NY
29/08 – 05/09
A$1754/nightTotal: A$12278 (7 )

Culloden Beach House|private Beach|sleeps 6 + Pup

3 4
apartment , Montauk
This three-bedroom apartment is situated in Montauk, just a short walk from the private beach access at Culloden Shores and Gosman's Dock, a popular spot for fishing and boating. The apartment features a private garden, a deck for relaxing, an outdoor shower, and a ping pong table for entertainment, making it ideal for families or groups of up to five guests.

Best Montauk, NY holiday rentals with a pool

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

Remarkable Montauk Views: 4 Bedroom, Pool - Montauk, NY
9.8 26 reviews
Montauk, NY
05/09 – 08/09
A$5114/nightTotal: A$15342 (3 )

Remarkable Montauk Views: 4 Bedroom, Pool

1 5
apartment , Montauk
This spacious apartment is situated on Kettle Hole Road in Montauk, a short walk from the popular restaurants Duryea's and Montauket, and offering water views of Fort Pond Bay. It has received excellent ratings for its location, cleanliness, and overall user experience.
The property is a large, four-bedroom home with three bathrooms, comfortably accommodating up to eight guests. Enjoy the private pool, outdoor shower, and two bikes included for exploring the scenic bike paths and beaches of Montauk.
Enjoy Montauk - "The End" With A Pool - Montauk, NY
9.9 31 reviews
Montauk, NY
29/08 – 05/09
A$2578/nightTotal: A$18046 (7 )

Enjoy Montauk - "The End" With A Pool

4 4
apartment , Montauk
This apartment is situated in a peaceful location on a secluded acre, just a short drive from Montauk Point Lighthouse and the lively town centre. Guests have consistently praised the apartment for its excellent location, cleanliness, and overall experience.
The spacious home has four bedrooms and two bathrooms, comfortably accommodating up to eight guests. Enjoy a private pool, a well-equipped kitchen, and a garden, perfect for relaxing and enjoying the beautiful Montauk surroundings.
New 5 Bdrm With Pool - Walk To Gosman's - Montauk, NY
10 55 reviews
Montauk, NY
29/08 – 05/09
A$3644/nightTotal: A$25508 (7 )

New 5 Bdrm With Pool - Walk To Gosman's

5 4
apartment , Montauk
This apartment is situated in the Soundview section of Montauk, just a short walk from Gosman's Dock and the harbour area, offering easy access to both the beach and the town centre. The property has received excellent user ratings, making it a popular choice for travellers.
This spacious five-bedroom home, spanning 279 square metres, comfortably accommodates up to 10 guests. The apartment boasts a range of amenities, including a private pool, a screened-in porch, an outdoor kitchen, and a chef's dream kitchen with stainless steel appliances, making it perfect for families or groups looking for a luxurious and relaxing getaway.
Block From Ditch Plains - Montauk, NY
10 26 reviews
Montauk, NY
05/09 – 08/09
A$3707/nightTotal: A$11121 (3 )

Block From Ditch Plains

4 5
apartment , Montauk
This Montauk house is a short 10-minute walk from two popular beaches, The Hamptons Beaches and Ditch Plains Beach, and is close to Amsterdam Beach State Park and Lake Montauk. The property has received excellent ratings for location, cleanliness, and overall user experience.
The house has four bedrooms and two bathrooms, making it suitable for families or groups of friends. It comes equipped with a fully equipped kitchen, a terrace, a garden, and parking, providing all the comforts of home and offering opportunities for outdoor enjoyment.

Frequently asked questions about holiday rentals in Montauk, NY

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

    Montauk Point State Park is a must-see, with its lighthouse and stunning views. You can also visit the Montauk Lighthouse Museum for a bit of history. For a bit of art and culture, check out the Guild Hall in East Hampton, just a short drive away.
  • 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 is a great walk or cycle, offering scenic views of the coastline. For a longer ride, try the Napeague State Park trail, which stretches along the beach and offers stunning views of the ocean. You can also cycle along the Montauk Highway, which runs through the heart of Montauk.
  • 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 water sports enthusiasts. You can go surfing at Ditch Plains, windsurfing at the Montauk Harbor, or kayaking in the calm waters of the bay. If you're looking for something on land, there are plenty of hiking trails in Montauk Point State Park and the surrounding area.
  • 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 end of Long Island, so it's easy to get to other towns and cities by car. You can easily reach East Hampton, Southampton, and Sag Harbor, all of which offer a variety of attractions and activities.
  • What are the best rentals for families and kids in Montauk, NY?

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

    Vacation rentals in Montauk typically offer a range of amenities, including kitchens, bathrooms, bedrooms, and living areas. Many also have outdoor space, such as patios or decks, and some even have private pools or hot tubs.
  • 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 is during the summer months, from June to August, when the weather is warm and sunny. However, you can also enjoy a more peaceful visit during the shoulder seasons, from April to May or September to October, when the crowds are smaller and the prices are lower.

Destinations nearby

Best Montauk, NY holiday rentals with a balcony

Montauk Manor -1 Br 925 Sq. Ft. Loft In Resort Overlooking Block Island Sound - Montauk, NY
9.7 85 reviews
Montauk, NY
22/11 – 27/12
A$497/nightTotal: A$17395 (35 )

Montauk Manor -1 Br 925 Sq. Ft. Loft In Resort Overlooking Block Island Sound

1 2
apartment , Montauk
Montauk Manor - 1 Br 925 Sq. Ft. Loft In Resort Overlooking Block Island Sound is a short 15-minute walk from Shadmoor State Park and the Hamptons Beaches, with Fort Pond and Navy Park Road within a mile. The property has received excellent ratings for location, cleanliness, and overall user experience.
This spacious apartment offers 86 square metres of living space and can accommodate up to four guests. The apartment boasts a modern kitchen, two bathrooms, a washing machine, and a fireplace, as well as access to a private pool, fitness centre, sauna, spa tub, garden, and tennis court.
Amazing Location 2-bedroom Townhouse - Sleeps 8 - Montauk, NY
10 27 reviews
Montauk, NY
01/10 – 01/01
A$2451/nightTotal: A$225492 (92 )

Amazing Location 2-bedroom Townhouse - Sleeps 8

2 1
apartment , Montauk
This townhouse is situated in Montauk, just a short distance from the beach and the town centre, making it an ideal location for exploring all that Montauk has to offer. The apartment has received excellent ratings for location, cleanliness, and overall user experience, ensuring a comfortable and enjoyable stay.
The spacious property spans 93 square metres and comfortably accommodates up to 8 guests in its two bedrooms, each with two queen-size beds. Guests can enjoy a range of amenities including a fully equipped kitchen, air conditioning, a terrace, a garden, and parking.
Brand New Waterfront - Chic & Sophisticated - Montauk, NY
9.8 6 reviews
Montauk, NY
05/09 – 08/09
A$1884/nightTotal: A$5652 (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.
Newly Built 3 Story Home With Beach Parking Pass - Montauk, NY
9.8 41 reviews
Montauk, NY
27/09 – 09/10
A$2089/nightTotal: A$25068 (12 )

Newly Built 3 Story Home With Beach Parking Pass

6 2
apartment , Montauk
This three-storey house is located in Montauk, a short walk from the fishing harbour and restaurants, and just a two-minute drive from the beach. The property has an excellent user rating and is perfect for families or groups of friends looking for a luxurious and comfortable stay. This spacious home spans 409 square metres and comfortably accommodates up to 12 guests. The house provides a range of amenities, including a swimming pool, jacuzzi, spa, bar, garden, and parking, as well as a fully equipped kitchen, a billiard room, and a 3D 70-inch flat screen TV.

Best Montauk, NY holiday rentals with parking

Georgia Place: Newly Renovated Kitchen, Fire Pit, Close To Montauk Downs... - Montauk, NY
9.6 5 reviews
Montauk, NY
30/06 – 02/07
A$3077/nightTotal: A$6154 (2 )

Georgia Place: Newly Renovated Kitchen, Fire Pit, Close To Montauk Downs...

4 2
apartment , Montauk
This charming house is located just 1.6 kilometres from both Lake Montauk and the Hamptons Beaches, as well as Montauk Downs State Park and its golf course, offering easy access to the area's best attractions. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The house spans 167 square metres and comfortably sleeps up to eight guests across its four bedrooms. Guests can enjoy a fully equipped kitchen, a cosy fireplace, a terrace, a garden, and parking, making it an ideal choice for families or groups of friends.
Ocean Vista Resort - Montauk, NY
8.8 919 reviews
Montauk, NY
27/07 – 29/07
A$755/nightTotal: A$1510 (2 )

Ocean Vista Resort

1 2
resort , Napeague
Ocean Vista Resort is located in the dunes between East Hampton and Montauk, a short distance from Napeague, with Montauk Downs State Park Golf Course 6.2 miles away. The resort has received very good ratings for cleanliness and user experience, and an excellent rating for its location.
The resort features a range of accommodation options, each equipped with cable TV, air conditioning, and a seating area. Guests have access to a swimming pool, sauna, tennis court, and a private beach with amenities such as chairs, umbrellas, and towels.
Cozy & Relaxing 2-bedroom - Montauk, NY
9.9 35 reviews
Montauk, NY
06/07 – 17/07
A$870/nightTotal: A$9570 (11 )

Cozy & Relaxing 2-bedroom

1 2
apartment , Montauk
This apartment is ideally located in central Montauk, just a short walk from the town centre, beaches, and Fort Pond Bay. It has received excellent ratings for location, cleanliness, and overall guest experience.
The self-catering property has a private patio and can accommodate up to four guests. It is fully equipped with a kitchen, laundry facilities, air conditioning, and a private parking space for two vehicles.
First Studio Cottage - Montauk, NY
10 13 reviews
Montauk, NY
12/09 – 14/09
A$1006/nightTotal: A$2012 (2 )

First Studio Cottage

1 2
apartment , Montauk
This dog-friendly Montauk waterfront cottage offers direct beach access and is within walking distance of Duryea's Lobster Deck & Market, The Montauket, the LIRR station, and The Surf Lodge.
The self-catering studio sleeps two, features a full kitchen, private deck with grill, and on-site laundry facilities, plus access to shared lawn and beach path.
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