Holiday Rentals in Montauk

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Check prices for these dates

Our top choices for Montauk holiday rentals

1. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,422 reviews)
"We’ve been to Montauk Manor many times. The inside pool area is updated and nice to use. Gavin a restaurant there is quite convenient. The units are comfortable and lovely with fully stocked kitchens."
United States
barbara
The price is €160
includes taxes & fees
30 Nov - 1 Dec
Montauk Manor

2. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.4 out of 10, Very good, (461 reviews)
"The room was very clean and well taken care of."
United States
Mitchell
The price is €149
includes taxes & fees
10 Nov - 11 Nov
Montauk Oceanside Suites

3. Offshore Spa & Residences

Offshore Spa & Residences
4.5 star property
Downtown Montauk
8.4 out of 10, Very good, (5 reviews)
"What a memorable way to celebrate America’s 250th Anniversary and the Fourth of July at Offshore Montauk. The festive atmosphere, beautiful weather, beach days, and fireworks made for an unforgettable getaway. The property is beautifully designed with thoughtful room layouts, high-end appliances, and quality finishes that create a luxurious yet comfortable experience. The attention to detail throughout the property is impressive, and it's exciting to see the continued improvements being...
United States
Frank
The price is €324
includes taxes & fees
15 Nov - 16 Nov
Offshore Spa & Residences

4. The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (305 reviews)
"Staff are nice"
United States
na
The price is €281
includes taxes & fees
10 Nov - 11 Nov
The Surf Club

5. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
8.8 out of 10, Excellent, (258 reviews)
"We took a look at the other rooms on the property, and this is by far the nicest. We had an incredible time!"
United States
Eva
Driftwood Resort

6. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (333 reviews)
"Omg so peaceful and beautiful. Felt like I was in paradise. My fiancee and I enjoyed every moment except checking out because we did not want to leave. Such beauty it was worth the 3 hour car ride. Perfect getaway.💜🙏"
United States
Banessa
The price is €159
includes taxes & fees
10 Nov - 11 Nov
Windward Shores Ocean Resort

7. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (73 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is €329
includes taxes & fees
10 Nov - 11 Nov
North Fork Resort

8. Year round Jacuzzi - Blackberry East Hampton Home

Year round Jacuzzi - Blackberry East Hampton Home
East Hampton
9.2 out of 10, Wonderful, (7 reviews)
"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "
United States
Suzanne R.
The price is €1,238
includes taxes & fees
10 Nov - 11 Nov
Year round Jacuzzi - Blackberry East Hampton Home

9. 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, (193 reviews)
"Fantastic location, great stay as always. Perfect for a weekend getaway."
United States
Jaime M.
The price is €224
includes taxes & fees
10 Nov - 11 Nov
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

10. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (299 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is €303
includes taxes & fees
10 Nov - 11 Nov
Cliffside Resort Condominiums

11. Serene, chic East Hampton home - minutes to beaches, Main St., and so much more

Serene, chic East Hampton home - minutes to beaches, Main St., and so much more
East Hampton
The price is €1,091
includes taxes & fees
10 Nov - 11 Nov
Serene, chic East Hampton home - minutes to beaches, Main St., and so much more

12. 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, (10 reviews)
"Great stay with friends! "
United States
Danielle V.
The price is €242
includes taxes & fees
10 Nov - 11 Nov
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

13. Lovely studio with AC in charming Sag Harbor

Lovely studio with AC in charming Sag Harbor
Sag Harbor
6.0 out of 10, (1 review)
"For a last minute trip, we couldn't beat the location. Less than 10 minutes from Sag Harbor and Bridgehampton main streets as well as from Sagaponack beaches. The space is quaint and offers everything you need, a small kitchenette, a work desk, outdoor space. There was several communications sent regarding privacy and not interacting with other guests on property which I can appreciate but felt excessive.My two biggest complaints and likely why I would not rebook was first the cleanliness of the...
United States
Emily t.
The price is €438
includes taxes & fees
10 Nov - 11 Nov
Lovely studio with AC in charming Sag Harbor

14. Harbor Heights

Harbor Heights
Pipes Cove
10.0 out of 10, Exceptional, (29 reviews)
"Perfect spot to stay on the North Fork!"
United States
Steven R.
The price is €210
includes taxes & fees
10 Nov - 11 Nov
Harbor Heights

15. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (57 reviews)
"Place was perfect ! Great location / clean/ everything we needed was there ! Would love to stay there again :)"
United States
Manuela C.
The price is €210
includes taxes & fees
10 Nov - 11 Nov
The SandPiper

16. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (53 reviews)
"Great location and nice spot."
United States
Kerri L.
The price is €216
includes taxes & fees
18 Nov - 19 Nov
Aqua Vista

17. 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, (13 reviews)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
The price is €389
includes taxes & fees
10 Nov - 11 Nov
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

18. Unbeatable Downtown Mystic Location

Unbeatable Downtown Mystic Location
Mystic River Historic District
10.0 out of 10, Exceptional, (24 reviews)
"Perfect location!"
United States
Justin M.
The price is €254
includes taxes & fees
10 Nov - 11 Nov
Unbeatable Downtown Mystic Location

19. Historic Block Island Suite

Historic Block Island Suite
New Shoreham
10.0 out of 10, Exceptional, (4 reviews)
"Perfect location, steps from the ferry and downtown area, while being tucked behind a beautiful pottery store. Nice cozy and quiet!"
United States
Anne G.
The price is €331
includes taxes & fees
21 Nov - 22 Nov
Historic Block Island Suite

20. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (35 reviews)
"We had a great stay!! "
United States
Callie E.
The price is €310
includes taxes & fees
10 Nov - 11 Nov
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
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.

Find holiday rentals that suit your style

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, apart-hotels, 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 €149 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 Private access Ocean beach.Perfect home for families! as a favourite home for rent in Montauk.

How many holiday rentals are there in Montauk?

Choose from 333 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 and Ditch Plains Beach.

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.

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