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

Montauk Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Montauk vacation 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, (1,425 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 CA $197
CA $252 total
includes taxes & fees
Nov 30 - Dec 1
Montauk Manor
Room

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 CA $193
CA $236 total
includes taxes & fees
Nov 18 - Nov 19
Montauk Oceanside Suites
A modern living room with a sofa, a coffee table, and a view of the outdoors through large glass doors.

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 CA $366
CA $499 total
includes taxes & fees
Dec 13 - Dec 14
Offshore Spa & Residences
Living area

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 CA $764
CA $981 total
includes taxes & fees
Nov 15 - Nov 16
The Surf Club
Room

5. 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 CA $187
CA $252 total
includes taxes & fees
Nov 15 - Nov 16
Windward Shores Ocean Resort
A two-story house with a porch and a wooden picnic table in the front yard.

6. 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 CA $140
CA $347 total
includes taxes & fees
Nov 16 - Nov 17
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
A balcony with a view of the ocean, a lawn, and a house in the background.

7. 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 CA $274
CA $471 total
includes taxes & fees
Nov 26 - Nov 27
Cliffside Resort Condominiums
A modern house with a deck, outdoor seating, and a fire pit.

8. 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 CA $438
CA $500 total
includes taxes & fees
Nov 22 - Nov 23
North Fork Resort
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.

9. 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 CA $183
CA $384 total
includes taxes & fees
Nov 18 - Nov 19
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
A beach with people relaxing on chairs and sunbathing.

10. 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 CA $121
CA $323 total
includes taxes & fees
Nov 15 - Nov 16
Harbor Heights
A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

11. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (58 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 CA $135
CA $344 total
includes taxes & fees
Nov 30 - Dec 1
The SandPiper
A covered porch with wooden chairs and a bench, overlooking a street with cars and houses.

12. 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, (182 reviews)
"Great location "
United States
Brian S.
The price is CA $229
CA $479 total
includes taxes & fees
Nov 18 - Nov 19
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
A beach with people relaxing under umbrellas, a dock extending into the water, and a forested hill in the background.

13. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (53 reviews)
"Great property and location. So easily walkable to everything. The host was super responsive, we had a great stay!"
United States
Carey D.
The price is CA $135
CA $342 total
includes taxes & fees
Nov 18 - Nov 19
Aqua Vista
A modern kitchen with a stainless steel refrigerator, white cabinets, a window with a view, and a chandelier.

14. Charming Accommodations in the Hamptons

Charming Accommodations in the Hamptons
Sag Harbor
The price is CA $319
CA $705 total
includes taxes & fees
Nov 16 - Nov 17
Charming Accommodations in the Hamptons
A living room with a fireplace, a grey armchair, and a large window.

15. 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 CA $240
CA $620 total
includes taxes & fees
Nov 18 - Nov 19
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
A white house with a porch, number 22, and hanging flower baskets.

16. 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 CA $218
CA $461 total
includes taxes & fees
Nov 15 - Nov 16
Unbeatable Downtown Mystic Location
A wooden deck with Adirondack chairs and a white fence.

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

The Sea Shanty Suite · walk Mystic-Train/EV Lvl-2
Stonington
9.0 out of 10, Wonderful, (2 reviews)
"Very clean, easily accessible to downtown whether by car or foot."
United States
Andrew D.
The price is CA $164
CA $372 total
includes taxes & fees
Nov 30 - Dec 1
The Sea Shanty Suite · walk Mystic-Train/EV Lvl-2
A beach with people relaxing, a pier extending into the water, and a clear sky.

18. 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 CA $185
CA $494 total
includes taxes & fees
Nov 15 - Nov 16
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
An outdoor dining area with hanging lights, palm trees, and a bar.

19. American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"Great place! So nice."
United States
Paul F.
The price is CA $282
CA $412 total
includes taxes & fees
Nov 15 - Nov 16
American Beech in Greenport - Petite King Room 7
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.

20. 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, (44 reviews)
"We had a great stay and the proximity to downtown Mystic was unbeatable!"
United States
Jason K.
The price is CA $282
CA $489 total
includes taxes & fees
Nov 15 - Nov 16
Upscale Apartment in Mystic 7 Minute Walk to Drawbridge
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Montauk Hotel Reviews

Montauk Blue Hotel

Montauk Blue Hotel

10/10 Excellent
"Great stay! Quiet and peaceful! Wonderful view of the ocean!"
Benjamin 2-night trip
Posted 1 day ago
Montauk Blue Hotel
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"The room we stayed in definitely needed maintenance. Frayed carpet edges, unaligned tiles, excessive caulking, calcium buildup, etc. but it was spacious and aesthetically pleasing. However the stay was so relaxing and beautiful even in October. The view was just gorgeous and all the staff was extremely helpful and pleasant. As a nontraditional couple I was extremely pleased with the positive treatment we received. The grounds were well maintained and the spa was amazing. I just got glowing reviews from the people who received the massages and the masseuse really cares for her craft. The food was really fresh and filling. The smoothies were amazing and the vodka pasta met the hype from the reviews. It was an extremely relaxing stay with beautiful views. Will come again."
Ashley 1-night trip
Posted 2 weeks ago
Montauk Yacht Club

Find out more about Montauk

Everything you need to know about Montauk vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Montauk vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Montauk vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Montauk vacation rentals we have selected for you start as low as CA $236 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 vacation 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 vacation.

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 vacation rentals in Montauk?

Yes, you can find vacation rentals close to popular points of interest in Montauk, or you can go with a more remote option if you're looking for relaxation. 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's the top vacation rental that Montauk has to offer?

Unobstructed Ocean Views ! A Beautiful Montauk Getaway : Visitors give good reviews to this Montauk vacation home rental, which is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill 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 travelers also rate Private access Ocean beach.Perfect home for families! as a favorite home for rent in Montauk.

How many vacation rentals are there in Montauk?

Choose from 333 Expedia vacation rentals in Montauk for a memorable vacation.

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 vacation rentals like in Montauk?

Vacation rentals are privately owned accommodations you can reserve for several days or more in Montauk. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a family getaway.