Montauk Vacation Rentals from $166: Search Short-Term Rentals

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Our top choices for Montauk vacation rentals

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

1. Montauk Manor

Montauk

Maria

$156 nightly

Nov 30 - Dec 1

Total with taxes and fees

2. Montauk Oceanside Suites

Downtown Montauk

Mitchell

$146 nightly

Nov 22 - Nov 23

Total with taxes and fees

A modern living room with a sofa, a coffee table, and a view of the outdoors through large glass doors.

3. Offshore Spa & Residences

Downtown Montauk

"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...

Frank

$297 nightly

Nov 15 - Nov 16

Total with taxes and fees

4. The Surf Club

Montauk

na

$301 nightly

Nov 9 - Nov 10

Total with taxes and fees

5. Driftwood Resort

Montauk

Julian

$828 nightly

Nov 8 - Nov 9

Total with taxes and fees

6. Windward Shores Ocean Resort

Napeague

Banessa

$167 nightly

Nov 22 - Nov 23

Total with taxes and fees

A modern house with a deck, outdoor seating, and a fire pit.

7. North Fork Resort

Greenport

Altynai

$299 nightly

Nov 11 - Nov 12

Total with taxes and fees

A dining area with a round table, six chairs, and a chandelier.

8. Year round Jacuzzi - Blackberry East Hampton Home

East Hampton

Suzanne R.

$1,286 nightly

Nov 10 - Nov 11

Total with taxes and fees

A two-story house with a porch and a wooden picnic table in the front yard.

9. Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Stonington

Jaime M.

$219 nightly

Dec 7 - Dec 8

Total with taxes and fees

A balcony with a view of the ocean, a lawn, and a house in the background.

10. Cliffside Resort Condominiums

Greenport

William

$269 nightly

Nov 30 - Dec 1

Total with taxes and fees

A modern living room with a fireplace, a dining area with a long table, and a TV mounted on the wall.

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

East Hampton

$1,009 nightly

Nov 8 - Nov 9

Total with taxes and fees

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.

12. The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

Stonington

Danielle V.

$215 nightly

Nov 9 - Nov 10

Total with taxes and fees

A small cabin with a porch, surrounded by trees and a fenced area.

13. Lovely studio with AC in charming Sag Harbor

Sag Harbor

"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...

Emily t.

$414 nightly

Nov 9 - Nov 10

Total with taxes and fees

A two-story house with a white staircase, a covered patio with outdoor furniture, and a fenced yard.

14. Harbor Heights

Pipes Cove

Steven R.

$197 nightly

Nov 8 - Nov 9

Total with taxes and fees

A covered patio with outdoor furniture, a door, and a view of a residential area.

15. The SandPiper

Pipes Cove

Manuela C.

$197 nightly

Nov 10 - Nov 11

Total with taxes and fees

A metal compass sign with the words "AQUA VISTA GREENPORT" on a building's exterior wall.

16. Aqua Vista

Pipes Cove

Kerri L.

$206 nightly

Nov 9 - Nov 10

Total with taxes and fees

A living room with a fireplace, a grey armchair, and a large window.

17. Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Waterford

Elaine A.

$350 nightly

Nov 9 - Nov 10

Total with taxes and fees

A white house with a porch, number 22, and hanging flower baskets.

18. Unbeatable Downtown Mystic Location

Mystic River Historic District

Justin M.

$241 nightly

Nov 8 - Nov 9

Total with taxes and fees

A brick building with a prominent lighthouse tower, large windows, and a porch.

19. Historic Block Island Suite

New Shoreham

Anne G.

$280 nightly

Nov 7 - Nov 8

Total with taxes and fees

A porch with a white railing, a small blue house decoration, and a 'Gone' sign.

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

Pipes Cove

Callie E.

$297 nightly

Nov 8 - Nov 9

Total with taxes and fees

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Top Montauk Hotel Reviews

Beachcomber Resort at Montauk

10/10 Excellent

"We enjoyed the amazing views from our balcony, and even saw whales and dolphins! Although our room was missing something we needed in the kitchen, the staff was very accommodating and delivered what we needed in a timely fashion. The attendant at the pool was both friendly and helpful. We had a very pleasant experience!"

Hotel Corduroy

10/10 Excellent

"loved this place. Beautiful room with furniture and accessories you'd kill to have at home. From manager Chip to front desk staff, this place really takes care of its guests. And the room was styled out with really worthy snacks and mini bar (and the coolest tea kettle and tea selection). Steps from the beach and all the fun bars and restaurants near the marina. Would go again (bonus, they love dogs; the double queen room was super comfortable for my wife and me, 11yr old and two active dogs)."

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."

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.

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Things to do in Montauk

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.

Room 1

Check prices for these dates

Our top choices for Montauk vacation rentals

1. Montauk Manor

2. Montauk Oceanside Suites

3. Offshore Spa & Residences

4. The Surf Club

5. Driftwood Resort

6. Windward Shores Ocean Resort

7. North Fork Resort

8. Year round Jacuzzi - Blackberry East Hampton Home

9. Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

10. Cliffside Resort Condominiums

11. 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

13. Lovely studio with AC in charming Sag Harbor

14. Harbor Heights

15. The SandPiper

16. Aqua Vista

17. Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

18. Unbeatable Downtown Mystic Location

19. Historic Block Island Suite

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

Find vacation rentals that suit your style

Top Montauk Hotel Reviews

Beachcomber Resort at Montauk

Hotel Corduroy

Montauk Oceanside Suites

Montauk Yacht Club

Marram

Find out more about Montauk

Explore a world of travel with Expedia

Frequently asked questions

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