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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Montauk vacation rentals

1. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,405 reviews)
"We loved the room and views. Will definitely come back."
United States
miwha
The price is CA $180
CA $234 total
includes taxes & fees
Oct 12 - Oct 13
Montauk Manor

2. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (451 reviews)
"The room was very clean and spacious."
United States
Jadana
The price is CA $165
CA $204 total
includes taxes & fees
Oct 20 - Oct 21
Montauk Oceanside Suites

3. The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (297 reviews)
"Found mold under the pull-out couch"
United States
Anna
The price is CA $267
CA $392 total
includes taxes & fees
Sep 22 - Sep 23
The Surf Club

4. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
8.8 out of 10, Excellent, (251 reviews)
"Best value and bang for your buck in Montauk other than Wavecrest in Amagansett."
United States
William
The price is CA $229
CA $307 total
includes taxes & fees
Oct 4 - Oct 5
Driftwood Resort

5. Offshore Spa & Residences

Offshore Spa & Residences
4.5 star property
Downtown Montauk
8.4 out of 10, Very good, (5 reviews)
"⭐⭐⭐⭐⭐ We had such a wonderful stay at Offshore Montauk! The hotel is beautifully designed, incredibly clean, and the location couldn’t be better—just steps from the beach and an easy walk to Montauk’s restaurants and shops. The rooms are stylish, comfortable, and so peaceful. We especially loved the pool, sauna, and cold plunge—they were the perfect way to relax and recharge after a day at the beach. Most importantly, the staff was genuinely welcoming and made us feel at home from the moment we...
United States
Iryna
The price is CA $753
CA $1,020 total
includes taxes & fees
Oct 22 - Oct 23
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
8.6 out of 10, Excellent, (4 reviews)
"Definitely more space than expected, and super close to everything in Montauk. Planning on coming back next year!"
United States
Nick M.
The price is CA $573
CA $1,405 total
includes taxes & fees
Oct 19 - Oct 20
Montauk Beach Retreat — 3BR, Steps to Beach, BBQ, Patio & Outdoor Shower

7. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (323 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 CA $166
CA $228 total
includes taxes & fees
Oct 12 - Oct 13
Windward Shores Ocean Resort

8. 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.
The price is CA $227
CA $586 total
includes taxes & fees
Sep 27 - Sep 28
Unit 1021: Studio | 2nd Floor-Pool View | Starfish

9. BlackBerry Private home with jacuzzi yearlong

BlackBerry Private home with jacuzzi yearlong
East Hampton
9.2 out of 10, Wonderful, (7 reviews)
"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "
United States
Suzanne R.
The price is CA $158
CA $1,849 total
includes taxes & fees
Sep 22 - Sep 23
BlackBerry Private home with jacuzzi yearlong

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 CA $453
CA $903 total
includes taxes & fees
Sep 22 - Sep 23
Unit 1311: Cottage | Garden View | Deuce

11. 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 CA $271
CA $416 total
includes taxes & fees
Sep 24 - Sep 25
Safari Tent Glamping,S10-CedarPt, East Hampton, NY

12. Charming Accommodations in the Hamptons

Charming Accommodations in the Hamptons
Sag Harbor
The price is CA $343
CA $749 total
includes taxes & fees
Sep 22 - Sep 23
Charming Accommodations in the Hamptons

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

Safari Tent Glamping,S4-CedarPt, East Hampton, NY
East Hampton
The price is CA $271
CA $416 total
includes taxes & fees
Sep 24 - Sep 25
Safari Tent Glamping,S4-CedarPt, East Hampton, NY

14. 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, (188 reviews)
"Fantastic location, great stay as always. Perfect for a weekend getaway."
United States
Jaime M.
The price is CA $175
CA $404 total
includes taxes & fees
Sep 22 - Sep 23
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

15. 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, (178 reviews)
"Great location "
United States
Brian S.
The price is CA $228
CA $470 total
includes taxes & fees
Oct 21 - Oct 22
Charming 1845 Home in the Heart of Mystic – Walk to Everything!

16. 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, (39 reviews)
"Lovely and clean apartment that was very close to town by foot."
United States
Eugene N.
The price is CA $252
CA $466 total
includes taxes & fees
Sep 22 - Sep 23
Upscale Apartment in Mystic 7 Minute Walk to Drawbridge

17. East Hampton Estate for 10, Pool Open through October, Sauna, Chef`s Kitchen, Outdoor Fireplace

East Hampton Estate for 10, Pool Open through October, Sauna, Chef`s Kitchen, Outdoor Fireplace
East Hampton North
10.0 out of 10, Exceptional, (3 reviews)
"This house is absolutely wonderful and in a great location. It is beautifully decorated and the grounds are immaculate. The host has paid close attention to detail; everything we could ever need was there! We loved our stay, highly highly recommend ....."
United States
Carolyn C.
The price is CA $363
CA $1,364 total
includes taxes & fees
Sep 24 - Sep 25
East Hampton Estate for 10, Pool Open through October, Sauna, Chef`s Kitchen, Outdoor Fireplace

18. Unbeatable Downtown Mystic Location

Unbeatable Downtown Mystic Location
Mystic River Historic District
9.8 out of 10, Exceptional, (20 reviews)
"Great location and many comfortable touches. As someone who has balance challenges, I would have appreciated a mote about the uneven floors. Host was very responsive when we had questions about heating. A good stay."
United States
Susan C.
The price is CA $208
CA $440 total
includes taxes & fees
Sep 23 - Sep 24
Unbeatable Downtown Mystic Location

19. Spacious house in East Hampton with heated pool + WFH

Spacious house in East Hampton with heated pool + WFH
East Hampton
10.0 out of 10, Exceptional, (2 reviews)
"Great clean beautiful property."
United States
ANGELA S.
The price is CA $629
CA $1,472 total
includes taxes & fees
Oct 19 - Oct 20
Spacious house in East Hampton with heated pool + WFH

20. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (57 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
The price is CA $396
CA $452 total
includes taxes & fees
Oct 19 - Oct 20
North Fork Resort
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Montauk Hotel Reviews

Find out more about Montauk

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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. Other favorite homes for rent in Montauk are Fall getaway 🍁 sun drenched cottage walk to beach, hot tub under the stars. and Private access Ocean beach.Perfect home for families!.

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 Golf Course 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.