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Holiday Rentals in Montauk

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Our top choices for Montauk holiday rentals

1. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (448 reviews)
"It was wonderful"
United States
christopher
The price is €149
includes taxes & fees
28 Sept - 29 Sept
Montauk Oceanside Suites

2. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (248 reviews)
"Best value and bang for your buck in Montauk other than Wavecrest in Amagansett."
United States
William
The price is €193
includes taxes & fees
21 Sept - 22 Sept
Driftwood Resort

3. The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (295 reviews)
"Found mold under the pull-out couch"
United States
Anna
The price is €277
includes taxes & fees
30 Sept - 1 Oct
The Surf Club

4. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,398 reviews)
"Beautiful property"
United States
John
The price is €261
includes taxes & fees
10 Sept - 11 Sept
Montauk Manor

5. Offshore Spa & Residences

Offshore Spa & Residences
4.5 star property
Downtown Montauk
9.0 out of 10, Wonderful, (4 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 €648
includes taxes & fees
1 Oct - 2 Oct
Offshore Spa & Residences

6. Montauk Beach Retreat — 3BR, Steps to Beach, BBQ, Patio & Outdoor Shower

Montauk Beach Retreat — 3BR, Steps to Beach, BBQ, Patio & Outdoor Shower
Culloden Shores
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful house and great location! "
United States
John C.
Montauk Beach Retreat — 3BR, Steps to Beach, BBQ, Patio & Outdoor Shower

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

Safari Tent Glamping,S4-CedarPt, East Hampton, NY
East Hampton
The price is €287
includes taxes & fees
7 Sept - 8 Sept
Safari Tent Glamping,S4-CedarPt, East Hampton, NY

8. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (322 reviews)
"Easy access to the beach. Perfect weather. Nicely furnished and updated rooms and bathrooms. The gym is tiny- not much equipment. The location is perfect for Montauk and Amagansett. The staff were very nice and hard working."
United States
Gaurang J
The price is €177
includes taxes & fees
4 Oct - 5 Oct
Windward Shores Ocean Resort

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, (186 reviews)
"Fantastic location, great stay as always. Perfect for a weekend getaway."
United States
Jaime M.
The price is €256
includes taxes & fees
7 Sept - 8 Sept
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

10. Unit 1713: 1-Bedroom | 1st Floor-Ocean Front | Ocean Edge

Unit 1713: 1-Bedroom | 1st Floor-Ocean Front | Ocean Edge
Napeague
Unit 1713: 1-Bedroom | 1st Floor-Ocean Front | Ocean Edge

11. The Sea Shanty Suite · walk Mystic-Train/EV Lvl-2

The Sea Shanty Suite · walk Mystic-Train/EV Lvl-2
Stonington
10.0 out of 10, Exceptional, (1 review)
"Very clean, easily accessible to downtown whether by car or foot."
United States
Andrew D.
The price is €252
includes taxes & fees
9 Sept - 10 Sept
The Sea Shanty Suite · walk Mystic-Train/EV Lvl-2

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

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
9.0 out of 10, Wonderful, (2 reviews)
"Absolutely Beautiful view The vibe and food was great. Just beware of the tics."
United States
Christina V.
The price is €287
includes taxes & fees
8 Sept - 9 Sept
Safari Tent Glamping,S10-CedarPt, East Hampton, NY

13. 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, (9 reviews)
"Great stay with friends! "
United States
Danielle V.
The price is €308
includes taxes & fees
9 Sept - 10 Sept
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

14. Beach Cottage 1 Mile From Weekapaug & Misquamicut

Beach Cottage 1 Mile From Weekapaug & Misquamicut
Westerly
8.8 out of 10, Excellent, (196 reviews)
"This place met all our needs. "
United States
Andrea G.
Beach Cottage 1 Mile From Weekapaug & Misquamicut

15. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (52 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is €317
includes taxes & fees
8 Sept - 9 Sept
North Fork Resort

16. 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 €399
includes taxes & fees
9 Sept - 10 Sept
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

17. Riverbed, Romantic Waterfront Suite, walk to town<br><br>

Riverbed, Romantic Waterfront Suite, walk to town<br><br>
Mystic River Historic District
9.8 out of 10, Exceptional, (49 reviews)
"Lovely, quaint, cozy, beautifully appointed and close to the heart of town."
United States
Maryann
The price is €328
includes taxes & fees
8 Sept - 9 Sept
Riverbed, Romantic Waterfront Suite, walk to town<br><br>

18. The Blue Anchor House · walk Mystic-Train/Aquarium

The Blue Anchor House · walk Mystic-Train/Aquarium
Stonington
10.0 out of 10, Exceptional, (10 reviews)
"The house was clean, spacious and the location was perfect for all of our needs. Host was responsive when we reached out. Would definitely stay here again, and plan to in the future. "
United States
Bethany M.
The price is €418
includes taxes & fees
9 Sept - 10 Sept
The Blue Anchor House · walk Mystic-Train/Aquarium

19. Unit 1311: Cottage | Garden View | Deuce

Unit 1311: Cottage | Garden View | Deuce
Napeague
8.0 out of 10, Very good, (2 reviews)
"Great location a few steps always from the ocean and a few minutes away from town"
United States
Jessica S.
The price is €649
includes taxes & fees
8 Sept - 9 Sept
Unit 1311: Cottage | Garden View | Deuce

20. Charming 1845 Home in the Heart of Mystic – Walk to Everything!

Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Mystic River Historic District
9.8 out of 10, Exceptional, (176 reviews)
"Great location "
United States
Brian S.
The price is €334
includes taxes & fees
30 Sept - 1 Oct
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
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, 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. 

Explore a world of travel with Expedia

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 popular beaches 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 Cozy sun drenched beach cottage private beach & hot tub. Year round beach escape as a favourite home for rent in Montauk.

How many holiday rentals are there in Montauk?

Choose from 337 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.