Holiday Rentals in Montauk, NY

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Montauk, NY holiday rentals
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Best Holiday rentals and Airbnb offers 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

Ocean Vista Resort - Montauk, NY
8.8 919 reviews
Montauk, NY
27/07 – 29/07
SG$682/nightTotal: SG$1364 (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.
Beach Plum Resort - Montauk, NY
9.4 440 reviews
Montauk, NY
26/07 – 01/08
SG$943/nightTotal: SG$5658 (6 )

Beach Plum Resort

1 2
resort , Montauk
Beach Plum Resort is situated in Montauk, just half a mile from Kirk Park Beach, three miles from Montauk Downs, and a 10-minute drive from the Montauk Point Lighthouse Museum, offering a convenient base to explore the area's natural beauty and historical landmarks. The resort has received consistently high ratings for its excellent location, cleanliness, and overall experience.
The resort's comfortable apartments are around 60 square metres and feature living areas with sofa beds and flat-screen TVs. Guests can enjoy a range of amenities, including a seasonal outdoor pool, gardens with barbecue facilities, a children's play area, and free Wi-Fi throughout the resort.
Montauk Seaside Hideaway - Montauk, NY
10 15 reviews
Montauk, NY
25/07 – 01/08
SG$2574/nightTotal: SG$18018 (7 )

Montauk Seaside Hideaway

1 3
apartment , Montauk
This three-bedroom apartment is located just a short walk from Montauk's Ditch Plains surfing beach and only 500 yards from the ocean beach and hiking trails of Shadmoor State Park, offering a peaceful escape in a prime location. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The property features a spacious living area, expansive decking, and a grape arbor off the front porch, providing ample space for relaxing and enjoying the outdoors. Guests can also make use of the screened-in back porch, sun room with a hot tub, large outdoor shower, and ample storage for surfboards and bikes, making it ideal for families and active travellers.
Montauk 4bd/3.5ba Ocean, Pool Spa & Private Beach. - Montauk, NY
9.9 14 reviews
Montauk, NY
18/09 – 21/09
SG$2005/nightTotal: SG$6015 (3 )

Montauk 4bd/3.5ba Ocean, Pool Spa & Private Beach.

1 7
apartment , Montauk
This apartment is situated in Hither Hills, a desirable area in Montauk, directly across from a private beach on the Atlantic Ocean, just a short distance from the town centre. It consistently receives excellent ratings for its cleanliness, location, and overall experience.
The spacious property comfortably accommodates up to 10 guests with four bedrooms and three and a half bathrooms. Guests can enjoy a range of amenities, including a private garden, a swimming pool, a jacuzzi, and a fitness centre, as well as a fully equipped kitchen and a basement suite.

Best Montauk, NY holiday rentals with a pool

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

Sprawling Waterviews- Spacious Luxury Designer Home- Pool - Montauk, NY
10 2 reviews
Montauk, NY
18/09 – 21/09
SG$2737/nightTotal: SG$8211 (3 )

Sprawling Waterviews- Spacious Luxury Designer Home- Pool

6 7
apartment , Montauk
This luxury apartment is situated in Montauk, just a short distance from the ocean and within easy reach of the village's bustling downtown area. It has received excellent user ratings, making it a popular choice for travellers.
This spacious home can accommodate up to 12 guests and features five bedrooms, an office/sixth bedroom, three bathrooms, and a large backyard with a swimming pool. The apartment comes with a range of amenities, including a fully equipped kitchen, air conditioning, a terrace, and parking.
Montauk Stunner, Pool & Hot Tub - Montauk, NY
Montauk, NY
05/09 – 08/09
SG$3434/nightTotal: SG$10302 (3 )

Montauk Stunner, Pool & Hot Tub

1 5
apartment , Montauk
This Montauk apartment enjoys a prime central location, close to the town centre, beaches, and the harbour.
The four-bedroom, two-and-a-half-bathroom dwelling boasts a private pool, hot tub, outdoor kitchen, and rooftop deck with water views, comfortably sleeping eight guests.
Spacious Home Near Beach, W Pool - Montauk, NY
9.5 12 reviews
Montauk, NY
05/09 – 08/09
SG$3935/nightTotal: SG$11805 (3 )

Spacious Home Near Beach, W Pool

1 5
apartment , Montauk
This spacious five-bedroom house, sleeping ten, is located in the desirable Hither Hills area of Montauk, close to Hither Hills State Park and Gurney's Star Island Resort & Marina.
The property boasts a private pool (open Memorial Day to 30 September), a fully equipped kitchen including a dishwasher, and bikes for exploring, alongside a sunroom and ample space for families or large groups.
Montauk Tower  - Center Of Town, Beautiful 1 Bedroom Condo - Montauk, NY
10 3 reviews
Montauk, NY
22/11 – 27/12
SG$436/nightTotal: SG$15260 (35 )

Montauk Tower - Center Of Town, Beautiful 1 Bedroom Condo

1 2
apartment , Montauk
This Montauk apartment, situated in the historic Carl Fisher building – The Montauk Tower, offers easy walking access to the ocean, restaurants, nightlife, MTK Brewery, and SoulCycle.
The 56-square-metre (603 square-foot) flat comprises one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, swimming pool, garden, spa, parking, on-site laundry facilities, beach chairs, bikes, and excellent Wi-Fi; 30-day minimum summer rentals (Memorial Day to Labor Day) are available.

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 of the Atlantic. The Montauk Lighthouse Museum is also worth a visit, and you can even climb to the top for panoramic views. If you're looking for something a bit different, check out the Montauk Marine Basin, a working harbour where you can see fishing boats and yachts.
  • What are the best Airbnb and vacation rentals in Montauk, NY?

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

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

    The Montauk Point State Parkway is a great option for a scenic walk or bike ride. You can also take a stroll along the beach or explore the trails in the Montauk Downs State Park. For a more challenging ride, try the Montauk Highway, which stretches for about 16 km along the coast.
  • 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 paradise for outdoor enthusiasts. You can go surfing, kayaking, paddleboarding, fishing, or even take a boat trip to see whales. There are also plenty of opportunities for hiking, biking, and birdwatching. The Montauk Point State Park is a great place to go for all of these activities.
  • What are the best vacation 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 it's easy to get to other towns and cities in the area. You can take the Long Island Rail Road to New York City, which is about a 2-hour train ride. You can also drive to other towns on Long Island, such as Southampton, East Hampton, and Sag Harbor.
  • 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 spaces, such as patios or balconies, and some even have private pools or hot tubs. You can also find rentals with amenities like laundry facilities, Wi-Fi, and cable TV.
  • 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, the area is also popular in the spring and fall, when the crowds are smaller and the prices are lower. If you're looking for a quieter experience, you can also visit during the winter months.

Destinations nearby

Best Montauk, NY holiday rentals with a balcony

Gurney's Montauk Resort & Seawater Spa - Montauk, NY
8.1 1028 reviews
Montauk, NY
12/09 – 14/09
SG$1731/nightTotal: SG$3462 (2 )

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.
Montauk Blue Hotel - Montauk, NY
8.9 1710 reviews
Montauk, NY
25/07 – 01/08
SG$2239/nightTotal: SG$15673 (7 )

Montauk Blue Hotel

2 3
resort , Montauk
The Montauk Blue Hotel is located in Montauk, a short walk from the village centre and directly next to Main Town Beach. The hotel has received very good ratings for cleanliness, user experience, and location, making it an excellent choice for travellers looking for a comfortable and convenient stay.
Each studio at the Montauk Blue Hotel offers 23 square metres of space and can accommodate up to two guests. The hotel boasts a range of amenities including a swimming pool, jacuzzi, terrace, garden, and free Wi-Fi, as well as convenient features like room service, parking, and vending machines.
New 5 Bdrm With Pool - Walk To Gosman's - Montauk, NY
10 55 reviews
Montauk, NY
29/08 – 05/09
SG$3293/nightTotal: SG$23051 (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.
Montauk Panoramic-  Luxury Home With Heated Pool -Game Room- Large Deck - Montauk, NY
10 21 reviews
Montauk, NY
22/11 – 27/12
SG$1879/nightTotal: SG$65765 (35 )

Montauk Panoramic- Luxury Home With Heated Pool -Game Room- Large Deck

4 2
apartment , Montauk
This four-bedroom Montauk property is situated near the Long Island Sound, a short cycle from Gosman's Restaurant and the Viking Ferry to Block Island.
The 279 square metre (approx. 2997 square feet) house boasts a heated pool, terrace, garden, parking, and sleeps eight guests, with amenities including a fully equipped kitchen, and is close to Montauk Point Lighthouse.

Best Montauk, NY holiday rentals with parking

Very Large Private House With Pool, Fire Pit, Outdoor Shower Near Beaches - Montauk, NY
Montauk, NY
23/06 – 24/06
SG$2061/nightfor 1 night

Very Large Private House With Pool, Fire Pit, Outdoor Shower Near Beaches

1 1
house , Montauk
This Montauk holiday home is situated a three-minute walk from Hither Hills State Park, 4.5km from Montauk Point Lighthouse, and within 8km of Fort Pond Bay Park, offering easy access to several local attractions.
The 21-square-metre property features one bedroom, one bathroom, and accommodates one guest, boasting a private pool, fire pit, outdoor shower, fully equipped kitchen, air conditioning, Wi-Fi, parking, and a terrace with garden views.
Fantastic Open Layout 4-bedroom House With Ac & Hottub In Charming Montauk - Montauk, NY
Montauk, NY
06/07 – 17/07
SG$2500/nightTotal: SG$27500 (11 )

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.
Montauk Harbour Beach House - 1st Floor       An Ideal Montauk Location - Montauk, NY
9.9 42 reviews
Montauk, NY
02/08 – 07/08
SG$873/nightTotal: SG$4365 (5 )

Montauk Harbour Beach House - 1st Floor An Ideal Montauk Location

2 3
apartment , Montauk
This luxurious Montauk yacht is superbly located within walking distance of Gosman's Dock, West Jetty Beach, and the Block Island Ferry, with Montauk town centre a short 5-minute (8 km) drive away.
The newly renovated vessel boasts two bedrooms, one bathroom, a gourmet kitchen with granite counters and stainless steel appliances, plus a private patio with a grill and outdoor shower, comfortably accommodating up to four guests and offering excellent amenities for a memorable stay.
Warm, Inviting Beachhouse With Spa In Great Location Of Gorgeous Montauk! - Montauk, NY
10 1 review
Montauk, NY
25/07 – 01/08
SG$2438/nightTotal: SG$17066 (7 )

Warm, Inviting Beachhouse With Spa In Great Location Of Gorgeous Montauk!

6 3
apartment , Montauk
This six-bedroom house, situated in the Culloden Shores neighbourhood of Montauk, offers easy walking access to Block Island Sound, the docks, ferries, and local amenities including restaurants, bars, and shops.
The 215 square metre (2314 square feet) property boasts six bedrooms sleeping up to eleven guests, three bathrooms, a deck with grill, outdoor shower, a Caldera spa, and modern conveniences including Wi-Fi, multiple TVs with streaming capabilities, and a washing machine and dryer.
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