Vacation Rentals in Montauk, NY

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Montauk, NY holiday rentals
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881 Holiday rentals and Airbnb in Montauk, NY

Highly-Rated Holiday Rentals for Families in Montauk, NY, United States

Give the kids instant backyard beach fun and plenty of room to unwind at spacious family holiday rentals in Montauk, NY, United States.

Driftwood Resort On The Ocean - Montauk, NY
9.1 919 reviews

Driftwood Resort On The Ocean

resort, Napeague
Sea Crest, a resort in Amagansett, is located just a short drive from Montauk and Hither Hills, offering a peaceful escape from the hustle and bustle. The resort has received excellent ratings for its location and cleanliness, with very good feedback overall.
Each room at Sea Crest is equipped with a sofa, TV, kitchenette, balcony, and dining area, providing comfortable and well-equipped living spaces. Guests can enjoy a refreshing dip in the outdoor pool, play a game of tennis, or grab a snack from the vending machines, all within the resort.
Montauk Panoramic-  Luxury Home With Heated Pool -Game Room- Large Deck - Montauk, NY
10 23 reviews

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

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.
Serene Villa Pool & Montauk Lake Views 5500sqft - Montauk, NY
10 19 reviews

Serene Villa Pool & Montauk Lake Views 5500sqft

house, Montauk
This luxurious seven-bedroom Montauk waterfront property, less than 1.6km from Lake Montauk and under 8km from Gin and Ditch Plains beaches, offers a tranquil retreat near the town and harbour.
The 506 sq m house boasts a private pool, hot tub, extensive garden, fitness centre, parking for five-plus cars, and sleeps sixteen guests, with access to kayaks and paddleboards at the lake.
Ocean Surf Resort - Montauk, NY
8.3 637 reviews

Ocean Surf Resort

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.

Find the Best Holiday Rentals with a Swimming Pool in Montauk, NY, United States

Walk straight out of your kitchen and plunge into a crystal-clear, private swimming pool at island holiday rentals in Montauk, NY, United States.

Gurney's Montauk Resort & Seawater Spa - Montauk, NY
8.3 1084 reviews

Gurney's Montauk Resort & Seawater Spa

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.
Huge Private 4bdrm, 5 Bath, House W/pool.  Sleeps 10, Near Gurneys! Pet Friendly - Montauk, NY
9.8 42 reviews

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

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.
Beautiful  Condo On The Ocean Bluffs - Montauk, NY
9.7 112 reviews

Beautiful Condo On The Ocean Bluffs

apartment, Montauk
This one-bedroom apartment is located on Old Montauk Highway, just a short 10-minute walk from the bustling village centre, offering a peaceful retreat from the crowds. It has received excellent ratings for its location, cleanliness and overall experience.
The apartment is perfect for a group of four, and offers a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher. Guests can enjoy access to a private beach, a swimming pool, a garden and parking, as well as the exclusive facilities of the Atlantic Bluffs Club.
Secluded Montauk Beach Oasis - Heated Pool - Walk To Ocean Beach - Montauk, NY
10 39 reviews

Secluded Montauk Beach Oasis - Heated Pool - Walk To Ocean Beach

apartment, Montauk
This luxurious Montauk beach house, situated in Hither Hills, is a short walk from Hither Hills State Park beach and Gurney's Montauk Resort & Seawater Spa, and a 5-minute (approx. 3.2km) drive from Montauk's town centre.
The 3-bedroom, 3-bathroom property sleeps eight, boasting a heated saltwater pool, expansive patio, fully equipped kitchen with high-end appliances, four beach cruiser bikes, and Sonos sound system; nearby activities include exploring Hither Hills State Park and relaxing at Gurney's.

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.

Popular destinations

Find Holiday Rentals with Balconies in Montauk, NY, United States

Wake up to the soothing sight of the blue horizon right from your private rental balcony in Montauk, NY, United States.

Offshore Spa & Residences - Montauk, NY
No reviews

Offshore Spa & Residences

resort, Montauk
The Offshore Residences apartment in Montauk is a short walk from Kirk Park Beach, South Edison Beach and the Second House Museum.
This pet-friendly accommodation for two offers a kitchen with a dishwasher, air conditioning, a terrace, garden, spa, restaurant, and parking, with laundry services and Wi-Fi available.
Hither Hills Walk To Beach With Pool, Hot Tub, Firepit, Cozy Cottage And 5 Beds - Montauk, NY
10 11 reviews

Hither Hills Walk To Beach With Pool, Hot Tub, Firepit, Cozy Cottage And 5 Beds

apartment, Montauk
This five-bedroom, four-bathroom holiday home in Montauk's Hither Hills district offers prime positioning just 100 metres from a premier ocean beach, with convenient access to Montauk Point Lighthouse and The Hamptons Beaches.
This family-friendly property accommodates up to 14 guests, boasting a heated swimming pool with a safety cover, a hot tub, a fully fenced garden for pets and children, and a traditional Montauk beach house aesthetic complemented by a transformed attached cottage.
Hither Hills Beach House With Heated Pool And Private Ocean Beach Access - Montauk, NY
9.4 31 reviews

Hither Hills Beach House With Heated Pool And Private Ocean Beach Access

apartment, Montauk
This Hither Hills residence offers a 2-block stroll to a private ocean beach and is less than 3.2 kilometres from Montauk village, providing convenient access to its restaurants and nightlife, with a private beach parking pass included.
This spacious 195 square metre flat accommodates up to six guests across three bedrooms and two bathrooms, featuring a heated swimming pool, landscaped gardens, a wrap-around deck with a grill, a wood-burning fireplace, and a fully equipped kitchen with a fridge, microwave oven, and dishwasher.
Unit 1827: 1-bedroom With Loft | 2nd Floor-partial Ocean View | Dunes East - Montauk, NY
8.0 2 reviews

Unit 1827: 1-bedroom With Loft | 2nd Floor-partial Ocean View | Dunes East

apartment, Napeague
This Amagansett apartment, near Napeague, offers oceanfront access with private beach facilities for fishing and whale watching, and is conveniently located near attractions such as the Osborn-Jackson House Museum and Montauk Downs State Park Golf Course, with ferry access to Block Island and Newport.
The three-bedroom, two-bathroom dwelling boasts a fully furnished layout, including a loft, accommodating up to six guests and featuring a balcony, swimming pool, tennis court, parking and a well-equipped kitchen; pets are welcome.

Best Montauk, NY holiday rentals with parking

Montauk Rough Riders - Montauk, NY
10 6 reviews

Montauk Rough Riders

apartment, Montauk
This Montauk flat boasts direct waterview sunsets and is a short walk to Duryea's, Navy Beach, and Montauk town, offering a prime location for enjoying the local scene.
This one-bedroom flat accommodates four guests with a queen bed and a pullout sofa, featuring a full kitchen, air conditioning, a swimming pool, hot tub, tennis courts, and fishing from the dock.
Montauk Vacation Homes - Montauk, NY
9.3 50 reviews

Montauk Vacation Homes

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.
Roosevelt Two Bedroom Cottage - Montauk, NY
10 10 reviews

Roosevelt Two Bedroom Cottage

apartment, Montauk
This waterfront Roosevelt Cottage in Montauk, on Fort Pond Bay, offers direct private beach access and is within walking distance of the LIRR train station, Duryea's Lobster Deck & Market, The Montauket, and Surf Lodge.
The one-bedroom, one-bathroom holiday home sleeps four, features a fully equipped kitchen, air conditioning, indoor and outdoor showers, a garden with outdoor dining and a barbecue, on-site parking and laundry facilities, and allows one dog.
Charming Beach Cottage Perfect For Families - Montauk, NY
9.7 15 reviews

Charming Beach Cottage Perfect For Families

apartment, Montauk
This Montauk cottage is situated just a short walk from the harbour and a few kilometres from the town centre, offering easy access to the area's beaches and attractions.
The three-bedroom property boasts a spacious living area, a fully-equipped kitchen, and a private outdoor space with a dining table, grill and fire pit, ideal for relaxing evenings.

Your Pick of Premium Coastal Stays in Montauk, NY, United States

Bask in absolute tropical privacy with upscale coastal design at luxury holiday rentals in Montauk, NY, United States.

Montauk Ditch Plains Beach House - Montauk, NY
10 36 reviews

Montauk Ditch Plains Beach House

apartment, Montauk

Find Holiday Rentals in the CBD of Montauk, NY, United States

Stay steps away from local fish markets, surf shops, and seashore bars at holiday rentals in the heart of Montauk, NY, United States.

Beach Plum Resort - Montauk, NY
9.3 642 reviews

Beach Plum Resort

resort, Montauk
Newly Reno'd Modern Cape 3 Bedrooms 2 Bath 5 Beds - Montauk, NY
10 6 reviews

Newly Reno'd Modern Cape 3 Bedrooms 2 Bath 5 Beds

apartment, Montauk
Ocean End Apartments - Montauk, NY
9.7 43 reviews

Ocean End Apartments

apartment, Montauk
Montauk Blue Hotel - Montauk, NY
8.9 1667 reviews

Montauk Blue Hotel

resort, Montauk

Find Holiday Rentals by the Sea in Montauk, NY, United States

Open your glass doors and step directly from your living space onto the warm, powdery sand at seashore holiday rentals in Montauk, NY, United States.

Sea Crest - Montauk, NY
8.9 286 reviews

Sea Crest

resort, Napeague
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
Beautiful Waterfront Condo In Montauk! - Montauk, NY
10 12 reviews

Beautiful Waterfront Condo In Montauk!

apartment, Montauk
Hero Beach Club - Montauk, NY
8.9 471 reviews

Hero Beach Club

resort, Montauk

Find Holiday Rentals with a Jacuzzi in Montauk, NY, United States

Soak under a canopy of stars just steps from the ocean waves at holiday rentals with a hot tub in Montauk, NY, United States.

Shadmoor - Ocean View, Pool, Walk To Town & Beach - Montauk, NY
10 3 reviews

Shadmoor - Ocean View, Pool, Walk To Town & Beach

apartment, Montauk
Warm, Inviting Beachhouse With Spa In Great Location Of  Montauk!   Rr-26-911 - Montauk, NY
No reviews

Warm, Inviting Beachhouse With Spa In Great Location Of Montauk! Rr-26-911

apartment, Montauk
Brand New Construction On Private Street In Mtk - Montauk, NY
10 6 reviews

Brand New Construction On Private Street In Mtk

apartment, Montauk
Spacious Montauk Home With Water Views, Private Pool, Perfect For Families,... - Montauk, NY
No reviews

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

apartment, Montauk