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

Windward Shores - Montauk, NY
8.4 92 reviews
Montauk, NY
18/09 – 21/09
£735/nighttotal: £2205 (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.
Mini Compound Mtk Jewel - Montauk, NY
10 15 reviews
Montauk, NY
18/09 – 21/09
£1462/nighttotal: £4386 (3 )

Mini Compound Mtk Jewel

1 7
apartment , Montauk
This charming property is situated in a peaceful neighbourhood in Montauk, just a short distance from the town centre and the beach. It has consistently received excellent ratings for location, cleanliness and user experience.
This unique mini-compound comprises two cottages, accommodating up to seven guests, with a private pool and a large, beautiful garden. The cottages are fully equipped with modern amenities, including outdoor spaces for relaxing and enjoying the Montauk sunshine, plus bikes for exploring the area.
Breathtaking Ocean View Home With New Pool, Jacuzzi, Sauna, Playground And Gym - Montauk, NY
10 2 reviews
Montauk, NY
11/07 – 18/07
£1977/nighttotal: £13839 (7 )

Breathtaking Ocean View Home With New Pool, Jacuzzi, Sauna, Playground And Gym

3 4
apartment , Montauk
This Montauk house is situated on a 4,000 square metre plot, a kilometre from the beach and within walking distance of the renowned Rushmeyer's restaurant.
The house offers three king-sized bedrooms, sleeping up to seven guests, and boasts a private pool, jacuzzi, sauna, and a cold plunge, as well as a fully equipped kitchen and gym equipment.
Wavecrest Resort - Montauk, NY
8.3 68 reviews
Montauk, NY
02/08 – 03/08
£490/nightfor 1 night

Wavecrest Resort

1 4
resort , Montauk
Wavecrest Resort is situated 5 kilometres from Montauk's town centre, close to the Hither Woods Preserve, offering a peaceful escape from the bustle of the town. The resort has received excellent ratings for its location and cleanliness, and very good ratings overall.
This hotel offers a range of amenities including a swimming pool, barbecue area, and a garden. Guests also benefit from free Wi-Fi, parking, and room service, as well as the option to rent a car directly from the resort.

Top Holiday Rentals with a Pool in Montauk, NY

Dip in whenever you like as our holiday rentals near the water in Montauk, NY come with a swimming pool on-site.

Standard Unit At Mtk Breakers! - Montauk, NY
8.6 10 reviews
Montauk, NY
12/09 – 14/09
£246/nighttotal: £492 (2 )

Standard Unit At Mtk Breakers!

1 2
apartment , Montauk
This Montauk apartment boasts direct private beach access and is conveniently located near the ocean.
The self-catering unit sleeps two guests, features a luxurious bathroom, a Leesa mattress, complimentary Wi-Fi, and access to an on-site swimming pool and restaurant.
Montauk Cottage 5 - Montauk, NY
9.8 321 reviews
Montauk, NY
24/06 – 26/06
£360/nighttotal: £720 (2 )

Montauk Cottage 5

1 1
apartment , Montauk
This charming cottage is located in the Hither Hills neighbourhood of Montauk, just a short distance from the beach and the Montauk Point Lighthouse. The cottage has received excellent ratings for location, cleanliness and overall experience.
The cottage is perfect for couples or solo travellers, with a queen-size bed and a kitchenette for preparing light meals. Guests can enjoy the ocean views, relax by the fireplace, and take advantage of the amenities including a swimming pool, air conditioning, Wi-Fi, and parking.
Montauk House With Pool, Walk To Private Beach - Montauk, NY
10 14 reviews
Montauk, NY
01/10 – 01/01
£617/nighttotal: £56764 (92 )

Montauk House With Pool, Walk To Private Beach

1 1
apartment , Montauk
This Culloden Shores house in Montauk offers private beach access and is conveniently located near the docks and their restaurants.
The two-bedroom property sleeps six, boasting an open-plan layout with a renovated kitchen, dining area, living room with fireplace, private pool with waterslide, fenced backyard with BBQ, and central air conditioning, Wi-Fi and laundry facilities.
Newly Renovated Montauk Condo With Ocean Views! - Montauk, NY
9.8 87 reviews
Montauk, NY
12/09 – 14/09
£547/nighttotal: £1094 (2 )

Newly Renovated Montauk Condo With Ocean Views!

1 2
apartment , Montauk
This excellent one-bedroom apartment is located just a 15-minute walk from the Hamptons Beaches and other attractions in Montauk. It's situated in a peaceful area, perfect for those seeking a relaxing getaway. The property has been highly rated by previous guests, who have praised its amenities and location.
This comfortable flat sleeps up to four people and features a fully equipped kitchen, a private balcony, and a shared swimming pool. Guests can enjoy the on-site spa, garden, and barbecue facilities, as well as free Wi-Fi and parking.

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. The Montauk Historical Society Museum gives a glimpse into the area's rich history. For something different, visit the Montauk Marine Basin, where you can see the boats and the working harbour.
  • 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 Lighthouse Trail is a popular choice, offering beautiful views of the coast. For cycling, the Ditch Plains Beach path is a scenic route, taking you past the famous surfing spot.
  • 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 watersports enthusiasts, with surfing, kayaking, and fishing being popular activities. You can also go hiking in the state park, or try horseback riding on the beach.
  • What are the best holiday rentals with a pool in Montauk, NY?

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

    You can easily reach the Hamptons, a string of villages on Long Island's South Shore, from Montauk. A short drive will get you to Southampton, known for its upscale boutiques and restaurants.
  • 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 come equipped with kitchens, laundry facilities, and outdoor spaces like patios or decks. Some even have private pools or hot tubs. You can find rentals with different levels of luxury to suit your budget.
  • 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 peak season, with warm weather and plenty of outdoor activities. Spring and autumn are also popular, offering milder temperatures and fewer crowds.
  • What are the local dishes in Montauk, NY region?

    Montauk is known for its fresh seafood, so you'll find plenty of options for lobster rolls, clam chowder, and grilled fish. Local bakeries also offer delicious pastries and pies.

Destinations nearby

Best Montauk, NY holiday rentals with a balcony

Very Large Private House With Pool, Fire Pit, Outdoor Shower Near Beaches - Montauk, NY
Montauk, NY
24/06 – 26/06
£1197/nighttotal: £2394 (2 )

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.
Ocean Surf Resort - Montauk, NY
8.2 571 reviews
Montauk, NY
27/07 – 29/07
£524/nighttotal: £1048 (2 )

Ocean Surf Resort

1 2
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.
Spacious Montauk Home With Water Views, Private Pool, Perfect For Families,... - Montauk, NY
Montauk, NY
26/07 – 01/08
£3603/nighttotal: £21618 (6 )

Spacious Montauk Home With Water Views, Private Pool, Perfect For Families,...

5 2
apartment , Montauk
This five-bedroom, five-bathroom Montauk house boasts breathtaking Lake Montauk views and is located minutes from Montauk town centre, Ditch Plains Beach, and Montauk Point Lighthouse.
Offering a heated pool, hot tub, extensive decking, and a range of amenities including a tennis court and parking, this spacious property sleeps up to ten guests and provides a perfect base for exploring the area.
Apartment In Royal Atlantic Beach Resort - Montauk, NY
9.6 280 reviews
Montauk, NY
12/09 – 14/09
£215/nighttotal: £430 (2 )

Apartment In Royal Atlantic Beach Resort

1 2
apartment , Montauk
This apartment is conveniently located in Montauk, just 0.5km from Kirk Park Beach, 1.1km from Second House Museum, and 1.4km from Shadmoor State Park. The area offers a peaceful and relaxing atmosphere, perfect for a beach getaway. The apartment has received excellent ratings for its cleanliness, location, and overall user experience.
The apartment is a comfortable one-bedroom property, spanning 84 square meters. Guests can enjoy a range of amenities including a swimming pool, a terrace, a garden, a restaurant, a bar, and free parking, making it an ideal choice for families and groups.

Choose the Right Self-Catering Rentals with Parking in Montauk, NY

A car park at your holiday rental in Montauk, NY makes reaching the coast and local beaches easy every day with no extra faff.

Montauk Vacation Homes - Montauk, NY
9.3 45 reviews
Montauk, NY
22/11 – 27/12
£325/nighttotal: £11375 (35 )

Montauk Vacation Homes

1 2
house , Montauk
This Montauk house, situated near the beaches (exact distance unspecified), offers a spacious five-bedroom property sleeping seven guests.
The three-bathroom residence boasts app-controlled air conditioning, a private balcony, and an outdoor shower; towels are provided, although removal from the property is prohibited.
5br Home W/pool & Outdoor Space - Montauk, NY
9.9 56 reviews
Montauk, NY
26/07 – 01/08
£2491/nighttotal: £14946 (6 )

5br Home W/pool & Outdoor Space

5 2
apartment , Montauk
This spacious five-bedroom house is located just off West Lake Drive in Montauk, a short two-minute drive from the beach, town, and harbour, and close to Montauk Downs Golf Course. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This large holiday home spans 279 square metres and comfortably accommodates up to 12 guests. Amenities include a private pool, a cedar deck, an outdoor shower, a fire pit, a covered front porch with surfboard storage, a country kitchen, a dining room table that seats twelve, two living rooms, and ample yard space for children to play.
Duryea's Sunset Cottages - Montauk, NY
Montauk, NY
21/07 – 28/07
£2249/nighttotal: £15743 (7 )

Duryea's Sunset Cottages

1 2
resort , Montauk
Duryea's Sunset Cottages, a resort in Montauk, is located within 1 kilometre of the town centre, offering easy access to Shadmoor State Park and Fort Pond Bay Beach, with parking provided.
This accommodation offers a capacity for two guests, featuring air conditioning and Wi-Fi, and is situated near Navy Park Road, making it a convenient base for exploring the area.
Ditch Plains Retreat - Walk To The Beach! - Montauk, NY
10 16 reviews
Montauk, NY
18/09 – 21/09
£1845/nighttotal: £5535 (3 )

Ditch Plains Retreat - Walk To The Beach!

5 7
apartment , Montauk
This five-bedroom house is located just one block from Ditch Plains Beach, a popular surfing spot, and a five-minute drive from Montauk's town centre. The property has consistently received excellent ratings for location, cleanliness, and user experience.
The house comfortably sleeps 12 guests and features two living rooms, an open-plan kitchen, and a dedicated workspace. Amenities include a Jacuzzi, a garden with a fire pit and grill, and a large driveway for multiple vehicles, as well as a washer and dryer, air conditioning, and WiFi.
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