Montauk Holiday Rentals

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Our top choices for Montauk holiday rentals

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,348 reviews)
"Had a wonderful stay"
United States
Meghan
The price is NZ$296
includes taxes & fees
27 May - 28 May
Montauk Manor

Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (426 reviews)
"Awesome room!!! Wish I could come back in the summer"
United States
Nicki
The price is NZ$406
includes taxes & fees
26 May - 27 May
Montauk Oceanside Suites

Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (239 reviews)
"Very close to beach"
United States
Rabia
The price is NZ$382
includes taxes & fees
25 May - 26 May
Driftwood Resort

The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (281 reviews)
"Quiet, relaxing place to stay, great access to the beach and town!"
United States
Erica
The price is NZ$530
includes taxes & fees
26 May - 27 May
The Surf Club

Offshore Spa & Residences

Offshore Spa & Residences
4.5 star property
Downtown Montauk
10.0 out of 10, Exceptional, (1 review)
The price is NZ$1,354
includes taxes & fees
23 June - 24 June
Offshore Spa & Residences

Safari Tent Glamping,S4-CedarPt, East Hampton, NY

Safari Tent Glamping,S4-CedarPt, East Hampton, NY
East Hampton
The price is NZ$505
includes taxes & fees
25 May - 26 May
Safari Tent Glamping,S4-CedarPt, East Hampton, NY

Safari Tent Glamping,D27-CedarPt, East Hampton, NY

Safari Tent Glamping,D27-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (2 reviews)
"We loved the idea of "roughing it" while still sleeping in a cozy bed. It was nice to expose my children to nature. We took a long walk on the beach. Cooked hotdogs and hamburgers on the grill and made s'mores on the campfire."
United States
Brian
The price is NZ$526
includes taxes & fees
25 May - 26 May
Safari Tent Glamping,D27-CedarPt, East Hampton, NY

Safari Tent Glamping,S5-CedarPt, East Hampton, NY

Safari Tent Glamping,S5-CedarPt, East Hampton, NY
East Hampton
8.6 out of 10, Excellent, (4 reviews)
"We loved our tent, the view was great. The bed was super comfortable. We will definitely come back and hopefully stay longer. Also, the pizza is so good as was the watermelon Margherita."
United States
Jennifer
The price is NZ$505
includes taxes & fees
25 May - 26 May
Safari Tent Glamping,S5-CedarPt, East Hampton, NY

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (18 reviews)
"Great stay & great staff!"
United States
James
The price is NZ$484
includes taxes & fees
28 May - 29 May
North Fork Resort

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Stonington
9.8 out of 10, Exceptional, (178 reviews)
"A bright and cozy vibe as well as being thoroughly equipped with everything to make our stay comfortable.We appreciated the winter escape and enjoyed Stonington, Mystic, and Westerly. A lovely stay!"
United States
Dawn R.
The price is NZ$430
includes taxes & fees
25 May - 26 May
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Private chic waterfront retreat-newly renovated

Private chic waterfront retreat-newly renovated
Westerly
9.6 out of 10, Exceptional, (18 reviews)
"Enjoyed our stay."
United States
Daniel L.
The price is NZ$1,043
includes taxes & fees
25 May - 26 May
Private chic waterfront retreat-newly renovated

Safari Tent Glamping,S10-CedarPt, East Hampton, NY

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
The price is NZ$505
includes taxes & fees
25 May - 26 May
Safari Tent Glamping,S10-CedarPt, East Hampton, NY

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (253 reviews)
"Beautiful property- we would definitely stay there again"
United States
Allison
The price is NZ$451
includes taxes & fees
31 May - 1 June
Cliffside Resort Condominiums

The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
Stonington
10.0 out of 10, Exceptional, (5 reviews)
"Great stay with friends! "
United States
Danielle V.
The price is NZ$500
includes taxes & fees
26 May - 27 May
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

Harbor View Landing, Mystic CT - The Cove Waterfront Cottage

Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
West Mystic
9.8 out of 10, Exceptional, (18 reviews)
"We had a wonderful time, great place which was like a small resort. Beautiful views and it was quiet and so peaceful there. We’re looking forward to staying again."
United States
Michael V.
The price is NZ$437
includes taxes & fees
27 May - 28 May
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Waterford
10.0 out of 10, Exceptional, (12 reviews)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
The price is NZ$722
includes taxes & fees
26 May - 27 May
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!

Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!
Mystic River Historic District
10.0 out of 10, Exceptional, (92 reviews)
"House was well appointed and very clean and comfortable. Really appreciated the extras...coffee supplies and toiletries."
United States
Stephanie P.
The price is NZ$1,111
includes taxes & fees
26 May - 27 May
Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!

1 Mile To Beach, 2BR, 1 BA, sleeps 6

1 Mile To Beach, 2BR, 1 BA, sleeps 6
Westerly
8.8 out of 10, Excellent, (174 reviews)
"Our host left a doggie bowl for our pups. The fridge was very clean. The neighborhood is lovely! "
United States
LiReesa W.
The price is NZ$869
includes taxes & fees
29 May - 30 May
1 Mile To Beach, 2BR, 1 BA, sleeps 6

Unbeatable Downtown Mystic Location

Unbeatable Downtown Mystic Location
Mystic River Historic District
9.8 out of 10, Exceptional, (13 reviews)
"It was clean! Great location to every thing! Bring your own pillows! Definitely historic house with a few eccentricities!"
United States
Susan K.
The price is NZ$541
includes taxes & fees
26 May - 27 May
Unbeatable Downtown Mystic Location

WALK FROM FERRY!!! WALK TO TOWN !!! BIKE EVERYWHERE!!!

WALK FROM FERRY!!! WALK TO TOWN !!! BIKE EVERYWHERE!!!
New Shoreham
9.8 out of 10, Exceptional, (23 reviews)
"The property is perfect for a large group of people. There are many beds/rooms/bathrooms and great outdoor space. It’s an easy walk to the ferry/town so it’s a great location as well. The host was extremely responsive and made sure our stay was perfect. Highly recommend this property!"
United States
Sammy C.
The price is NZ$2,255
includes taxes & fees
26 May - 27 May
WALK FROM FERRY!!! WALK TO TOWN !!! BIKE EVERYWHERE!!!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Montauk Hotel Reviews

Find out more about Montauk

Everything you need to know about Montauk holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Montauk holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Montauk holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Montauk holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montauk. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montauk holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Montauk holiday rentals we have selected for you start as low as NZ$296 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Montauk rentals

At Expedia, we put the best Montauk holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Montauk rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Montauk holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montauk. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Montauk?

Yes, there are holiday rentals close to the most popular sights in Montauk, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Montauk speak positively about the scenic seaside and top-notch restaurants in this destination. Allow some time to check out the waterfront during your trip.

What are some of the best holiday rentals that Montauk has to offer?

Unobstructed Ocean Views ! A Beautiful Montauk Getaway : This highly rated holiday home rental in Montauk is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a patio and a garden. Our travellers also rate Georgia Place: Newly Renovated Kitchen, Fire pit, Close to Montauk Downs... as a favourite home for rent in Montauk.

How many holiday rentals are there in Montauk?

Choose from 340 Expedia holiday rentals in Montauk for a memorable holiday.

What can I see and do in Montauk?

South Edison Beach and Kirk Park Beach are a couple of scenic spots to enjoy the outdoors, whereas Second House Museum is one of the cultural attractions. Other places in town to visit include Montauk Downs State Park Golf Course and Montauk Downs State Park.

What are holiday rentals like in Montauk?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Montauk. Holiday rentals provide amenities like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for family trips or small group gatherings.