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

Montauk Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

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
$156 nightly
The price is $178
Nov 30 - Dec 1
Total with taxes and fees
Montauk Manor
Private kitchen

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
$146 nightly
The price is $166
Nov 29 - Nov 30
Total with taxes and fees
Montauk Oceanside Suites
A neatly arranged bedroom with a large bed, two bedside tables with lamps, a window with curtains, and a framed picture on the wall.

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
$302 nightly
The price is $345
Nov 18 - Nov 19
Total with taxes and fees
Offshore Spa & Residences
Room

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
$668 nightly
The price is $763
Nov 15 - Nov 16
Total with taxes and fees
The Surf Club
Terrace/patio

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
$170 nightly
The price is $194
Nov 15 - Nov 16
Total with taxes and fees
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.
$212 nightly
The price is $241
Nov 15 - Nov 16
Total with taxes and fees
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Terrace/patio

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
$301 nightly
The price is $344
Nov 29 - Nov 30
Total with taxes and fees
Cliffside Resort Condominiums
A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

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
$314 nightly
The price is $359
Nov 17 - Nov 18
Total with taxes and fees
North Fork Resort
A kitchen with white cabinets, a stainless steel microwave, a sink, and a window providing a view of the outdoors.

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.
$235 nightly
The price is $267
Nov 17 - Nov 18
Total with taxes and fees
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.
$194 nightly
The price is $221
Nov 15 - Nov 16
Total with taxes and fees
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.
$203 nightly
The price is $232
Nov 30 - Dec 1
Total with taxes and fees
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.
$281 nightly
The price is $318
Dec 14 - Dec 15
Total with taxes and fees
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, (54 reviews)
"Great property and location. So easily walkable to everything. The host was super responsive, we had a great stay!"
United States
Carey D.
$210 nightly
The price is $240
Nov 18 - Nov 19
Total with taxes and fees
Aqua Vista
A patio with a wooden table and chairs, a door with a number, and a mailbox.

14. Charming Accommodations in the Hamptons

Charming Accommodations in the Hamptons
Sag Harbor
$434 nightly
The price is $496
Nov 16 - Nov 17
Total with taxes and fees
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.
$386 nightly
The price is $439
Nov 30 - Dec 1
Total with taxes and fees
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
A covered porch with a table and chairs, overlooking a street with parked cars and trees.

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.
$244 nightly
The price is $278
Nov 15 - Nov 16
Total with taxes and fees
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.
$228 nightly
The price is $259
Nov 30 - Dec 1
Total with taxes and fees
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.
$305 nightly
The price is $348
Nov 15 - Nov 16
Total with taxes and fees
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.
$252 nightly
The price is $288
Nov 15 - Nov 16
Total with taxes and fees
American Beech in Greenport - Petite King Room 7
A modern kitchen with grey cabinets, a stainless steel refrigerator, and a central island with a bowl of lemons.

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.
$303 nightly
The price is $345
Nov 15 - Nov 16
Total with taxes and fees
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

Offshore Montauk

Offshore Montauk

10/10 Excellent
"Great stay at Offshore Hotel in Montauk. The king bed and pillows were most comfy! Edwardo got us beach chairs and we grabbed a bottle of wine to watch a perfect sunset, oceanside in November! Very close to restaurants and shopping. The sauna and red light therapy rooms in the wellness center a were a nice touch. Great spot for a 2 night getaway."
Jody 2-night trip
Posted 1 hour ago
Offshore Montauk

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Montauk in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $166 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.