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

Montauk Private Beach Bungalow - Montauk, NY
9.7 109 reviews

Montauk Private Beach Bungalow

apartment, Montauk
This charming cottage is located in the exclusive beach community of Culloden, just a short walk from Montauk's lively waterfront dining and bars, and a 3-minute stroll from a private beach. The property boasts excellent user, location, and cleanliness ratings, making it a perfect choice for a relaxing getaway.
The two-bedroom holiday home comfortably accommodates up to six guests and offers a fully equipped kitchen, a spacious patio with a barbecue, and a cosy fire pit. You'll also find a range of amenities including beach chairs, towels, bicycles, surfboards, and a paddleboard, making it easy to explore the area.
Private Access Ocean Beach.perfect Home For Families! - Montauk, NY
10 66 reviews

Private Access Ocean Beach.perfect Home For Families!

apartment, Montauk
This beachfront property is located in the heart of Montauk, just 3km from The Hamptons Beaches, Kirk Park Beach, and the Second House Museum, offering easy access to the area's attractions. The property has received excellent user ratings, making it a popular choice for travellers.
This spacious 3-bedroom house can comfortably accommodate up to 6 guests and features a 241 square meter floor area. The property offers a range of amenities, including a fully equipped kitchen, a terrace, a garden, a spa, a tennis court, and parking.
Montauk Beach Bungalow East Apt. - Montauk, NY
9.9 112 reviews

Montauk Beach Bungalow East Apt.

bungalow, Montauk
This charming bungalow is situated just 0.8 kilometres from the sandy ocean beach in Montauk, a short walk from the village with its restaurants, shops, and attractions. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The two-bedroom bungalow comfortably accommodates up to four guests and features a fully equipped kitchen, a private outdoor area with a lawn, an outdoor shower, a BBQ, and a fire pit. It also boasts stunning ocean views from the living room, convenient storage for bikes, and flexible sleeping arrangements.
Wave Crest Oceanfront Cottage. - Montauk, NY
9.5 65 reviews

Wave Crest Oceanfront Cottage.

house, 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.

Best Montauk, NY holiday rentals with a pool

Among the 881 accommodations in Montauk, NY, here are the 4 best rentals with a pool

Brand Newly Renovated Resort Style One Bedroom Luxury Suite Simplex - Montauk, NY
9.8 7 reviews

Brand Newly Renovated Resort Style One Bedroom Luxury Suite Simplex

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.
Wavecrest Resort - Montauk, NY
8.2 67 reviews

Wavecrest Resort

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.
Montauk Beach House With Heated Pool! - Montauk, NY
10 26 reviews

Montauk Beach House With Heated Pool!

apartment, Montauk
This four-bedroom house is situated on Montauk Downs, a short 2.4km drive from Ditch Plains beach, offering easy access to the area's attractions. The property features a private, heated saltwater pool, a fully equipped kitchen, and a spacious garden, perfect for families and groups of up to eight guests.
Mtk Family Friendly Oasis With Private Pool And Views Of Lake Montauk - Montauk, NY
10 62 reviews

Mtk Family Friendly Oasis With Private Pool And Views Of Lake Montauk

apartment, Montauk
This Montauk dwelling is ideally situated less than 800 metres from Montauk Downs State Park and a five-minute drive from Montauk village, the harbour, and Ditch Plains beach.
This family-friendly property sleeps ten and features a private fenced pool, a spacious wraparound deck with lake views, and high-speed WiFi, offering an indoor-outdoor living experience.

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.

Popular destinations

Best Montauk, NY holiday rentals with a balcony

Summerlight Estate By Rove Travel - Villa With Pool - Montauk, NY
No reviews

Summerlight Estate By Rove Travel - Villa With Pool

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.
Unit 1923: 1-bedroom With Loft | 2nd Floor-ocean View | Dunes West - Montauk, NY
No reviews

Unit 1923: 1-bedroom With Loft | 2nd Floor-ocean View | Dunes West

apartment, Napeague
This Napeague apartment, near Hither Hills State Park and offering easy access to Montauk via ferry, provides direct beach access and proximity to cultural attractions such as the Second House Museum.
The three-bedroom, two-bathroom property sleeps six guests and boasts a fully equipped kitchen with dishwasher, air conditioning, a swimming pool, tennis court, and a terrace; enjoy on-site amenities and nearby opportunities for fishing, whale watching, and water sports.
Hero Beach Club - Montauk, NY
8.9 471 reviews

Hero Beach Club

resort, Montauk
Hero Beach Club is situated directly on the Montauk beachfront, a short drive from the historic Montauk Point Lighthouse and the charming town centre. The hotel has received very good user ratings and excellent ratings for location and cleanliness.
The hotel offers a range of amenities and activities, including a swimming pool, a spa, and a restaurant. Guests can also enjoy stunning ocean views from their rooms, many of which have balconies or decks.
Secluded Oasis In Montauk Designed By Mtk Mdrn With Private Pool And... - Montauk, NY
10 2 reviews

Secluded Oasis In Montauk Designed By Mtk Mdrn With Private Pool And...

apartment, Montauk
This luxurious Montauk residence, situated at the highest point in town at the end of a private drive, is a 5-minute drive (8 km) from Montauk's town centre and close to Montauk Point.
This 279-square-metre (3000 sq ft) property boasts three bedrooms, three bathrooms, and sleeps six, featuring a private heated saltwater pool, expansive patio, Viking Pro appliances, Sonos sound system, 90" media room TV, and cabana with bar.

Best Montauk, NY holiday rentals with parking

Montauk Surf Cottage - Montauk, NY
10 3 reviews

Montauk Surf Cottage

apartment, Montauk
This Montauk flat offers exclusive beach access via a private road, just 500 metres from the shore, and is a 5-minute drive to Montauk's town centre.
This accommodation for four guests features two bathrooms, a kitchen, air conditioning, and internet, providing a peaceful base for exploring Montauk's beaches and local amenities.
Montauk Yacht Club - Montauk, NY
8.6 1315 reviews

Montauk Yacht Club

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.
Sun N Sound Resort, Montauk, Ny - Montauk, NY
9.8 37 reviews

Sun N Sound Resort, Montauk, Ny

apartment, Montauk
This one-bedroom apartment is situated in the Soundview Estates area of Montauk, just a short walk from Montauk Harbour and the beach, offering peaceful surroundings and easy access to local attractions. The apartment is ideal for a family or group of four, featuring a queen bed and a pull-out queen sofa bed, perfect for a comfortable stay.
The apartment comes equipped with a kitchenette, a full bathroom, free Wi-Fi, on-site parking, and access to a private pool, sun deck, and barbecue facilities. Guests can also enjoy nearby activities such as cornhole, shuffleboard, a skate park, baseball fields, and a soccer field, making it an ideal choice for families with children.
Beach Lovers Paradise, Ditch Plains Steps To Beach - Montauk, NY
10 20 reviews

Beach Lovers Paradise, Ditch Plains Steps To Beach

apartment, Montauk
This Montauk holiday flat is located just a short walk from a life-guarded beach and steps from a surfing beach, with Montauk Point and the Hamptons Beaches a short distance away.
Offering 204 square metres of space for up to 12 guests, this property boasts five bedrooms, two bathrooms, a full kitchen, two living rooms, a wrap-around deck with a barbecue, an upstairs deck with an ocean view, and a garden with a tennis court.
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