A lighthouse on a rocky outcrop with a grassy area and buildings nearby.

Montauk Holiday Rentals

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Montauk holiday rentals

A spacious hallway with high ceilings, arched columns, and chandeliers.

1. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,389 reviews)
"Property and room very clean Friendly staff and plenty of parking"
United States
Amelia
The price is NZ$600
includes taxes & fees
7 Sept - 8 Sept
Montauk Manor

2. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (445 reviews)
"It was wonderful"
United States
christopher
The price is NZ$408
includes taxes & fees
8 Sept - 9 Sept
Montauk Oceanside Suites

3. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (247 reviews)
"Best value and bang for your buck in Montauk other than Wavecrest in Amagansett."
United States
William
The price is NZ$374
includes taxes & fees
21 Sept - 22 Sept
Driftwood Resort

4. The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (294 reviews)
"Found mold under the pull-out couch"
United States
Anna
The price is NZ$743
includes taxes & fees
9 Sept - 10 Sept
The Surf Club
A modern living room with a sofa, a coffee table, and a view of the outdoors through large glass doors.

5. Offshore Spa & Residences

Offshore Spa & Residences
4.5 star property
Downtown Montauk
10.0 out of 10, Exceptional, (3 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 NZ$1,823
includes taxes & fees
7 Sept - 8 Sept
Offshore Spa & Residences

6. 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 NZ$476
includes taxes & fees
21 Sept - 22 Sept
Windward Shores Ocean Resort
A spacious living area with a large bed, a dining table, and a kitchen in the background.

7. Unit 1021: Studio | 2nd Floor-Pool View | Starfish

Unit 1021: Studio | 2nd Floor-Pool View | Starfish
Napeague
9.8 out of 10, Exceptional, (6 reviews)
"Comfortable accommodations, easy access to pool and beach, close to restaurants, quiet."
United States
Liana T.
Unit 1021: Studio | 2nd Floor-Pool View | Starfish
A row of tents with a grassy field and trees in the background.

8. 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 NZ$492
includes taxes & fees
23 Aug - 24 Aug
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
A campground with several tents and trees, a grassy area, and a view of the water.

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

Safari Tent Glamping,D27-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (4 reviews)
"great"
United States
Fiona B.
The price is NZ$513
includes taxes & fees
25 Aug - 26 Aug
Safari Tent Glamping,D27-CedarPt, East Hampton, NY
A coastal hotel with multiple buildings, a swimming pool, and a beach view.

10. 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 NZ$1,682
includes taxes & fees
27 Aug - 28 Aug
Unit 1311: Cottage | Garden View | Deuce
A modern house with a deck, outdoor seating, and a fire pit.

11. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (50 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is NZ$587
includes taxes & fees
21 Sept - 22 Sept
North Fork Resort
A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

12. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (49 reviews)
"Lovely place, very clean, host was very responsive. Thanks so much!"
United States
Marie H.
The price is NZ$625
includes taxes & fees
10 Sept - 11 Sept
The SandPiper

13. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (285 reviews)
"Great place!"
United States
Christine
The price is NZ$735
includes taxes & fees
7 Sept - 8 Sept
Cliffside Resort Condominiums
A modern living room with a brown leather sofa, a white dining table with chairs, and a kitchen area with white cabinets and a window.

14. 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 NZ$581
includes taxes & fees
1 Sept - 2 Sept
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
A black building with gold trim and the number 15 on the front. It has signs for 'COCKTAILS' and 'THE PORT OF CALL RESTAURANT'.

15. "Shepherdess": Mystic Blue Salon With River View

"Shepherdess": Mystic Blue Salon With River View
Mystic River Historic District
9.8 out of 10, Exceptional, (17 reviews)
"Loved the location and communication we had with owner/staff. We would recommend having a TV in the apartment and a microwave. Other then that it was perfect."
United States
Elizabeth
The price is NZ$705
includes taxes & fees
2 Sept - 3 Sept
"Shepherdess": Mystic Blue Salon With River View
A living room with a fireplace, a grey armchair, and a large window.

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 NZ$814
includes taxes & fees
15 Sept - 16 Sept
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
A modern living room with a sofa, coffee table, and a small side table with a lamp. There is a kitchen area with a dining table and bar stools.

17. Upscale Apartment in Mystic 7 Minute Walk to Drawbridge

Upscale Apartment in Mystic 7 Minute Walk to Drawbridge
Stonington
10.0 out of 10, Exceptional, (36 reviews)
"Great location, quite area, walking to everything downtown highly recommended."
United States
Chad L.
The price is NZ$683
includes taxes & fees
20 Sept - 21 Sept
Upscale Apartment in Mystic 7 Minute Walk to Drawbridge
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

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 NZ$779
includes taxes & fees
9 Sept - 10 Sept
The Blue Anchor House · walk Mystic-Train/Aquarium
Two white Adirondack chairs on a grassy area by a body of water with boats and a dock in the background.

19. 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 NZ$620
includes taxes & fees
2 Sept - 3 Sept
Riverbed, Romantic Waterfront Suite, walk to town<br><br>
A beach with waves gently lapping onto the shore under a clear sky.

20. 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.
The price is NZ$753
includes taxes & fees
8 Sept - 9 Sept
Beach Cottage 1 Mile From Weekapaug & Misquamicut
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

Ocean Surf Resort

Ocean Surf Resort

8/10 Good
"The room was clean and up to date with an ocean view and balcony. The staff was very pleasant and helpful."
Jeffrey 4-night trip
Posted 5 hours ago
Ocean Surf Resort

Find out more about Montauk

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Montauk holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Montauk. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Montauk. Seeing all the best attractions is bound to make you fall in love with Montauk. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Montauk short-term rentals, that won’t be hard to do.

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?

Cozy sun drenched beach cottage private beach & hot tub. Year round beach escape: This highly rated holiday home rental in Montauk is located in the city centre, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with 1 hot tub and a selection of books. Our travellers also rate Unobstructed Ocean Views ! A Beautiful Montauk Getaway 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 Shadmoor State Park and Montauk Downs State Park Golf Course.

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.