Montauk Vacation Rentals

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Check prices for these dates

Our top choices for Montauk vacation rentals

1. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,419 reviews)
"Excellent service, beautiful property, accommodating staff."
United States
Maria
The price is AEDĀ 509
AEDĀ 654 total
includes taxes & fees
30 Nov - 1 Dec
Montauk Manor

2. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.4 out of 10, Very good, (460 reviews)
"The room was very clean and well taken care of."
United States
Mitchell
The price is AEDĀ 500
AEDĀ 611 total
includes taxes & fees
8 Nov - 9 Nov
Montauk Oceanside Suites

3. 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 AEDĀ 803
AEDĀ 1,149 total
includes taxes & fees
10 Nov - 11 Nov
The Surf Club

4. 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 AEDĀ 965
AEDĀ 1,312 total
includes taxes & fees
1 Dec - 2 Dec
Offshore Spa & Residences

5. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (332 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.šŸ’œšŸ™"
United States
Banessa
The price is AEDĀ 484
AEDĀ 653 total
includes taxes & fees
8 Nov - 9 Nov
Windward Shores Ocean Resort

6. Year round Jacuzzi - Blackberry East Hampton Home

Year round Jacuzzi - Blackberry East Hampton Home
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 AEDĀ 269
AEDĀ 4,731 total
includes taxes & fees
8 Nov - 9 Nov
Year round Jacuzzi - Blackberry East Hampton Home

7. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (73 reviews)
"Everything was perfect šŸ’ž"
United States
Altynai
The price is AEDĀ 1,141
AEDĀ 1,303 total
includes taxes & fees
22 Nov - 23 Nov
North Fork Resort

8. 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 AEDĀ 367
AEDĀ 911 total
includes taxes & fees
7 Dec - 8 Dec
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

9. 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 AEDĀ 632
AEDĀ 1,129 total
includes taxes & fees
30 Nov - 1 Dec
Cliffside Resort Condominiums

10. 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 AEDĀ 552
AEDĀ 1,521 total
includes taxes & fees
9 Nov - 10 Nov
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

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

The Oar Cottage (24) Ā· 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 AEDĀ 438
AEDĀ 922 total
includes taxes & fees
9 Nov - 10 Nov
The Oar Cottage (24) Ā· walk Mystic-Train/EV Lvl-2

12. Harbor Heights

Harbor Heights
Pipes Cove
10.0 out of 10, Exceptional, (28 reviews)
"Perfect spot to stay on the North Fork!"
United States
Steven R.
The price is AEDĀ 314
AEDĀ 846 total
includes taxes & fees
8 Nov - 9 Nov
Harbor Heights

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

The Sea Shanty Suite Ā· 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 AEDĀ 375
AEDĀ 904 total
includes taxes & fees
9 Nov - 10 Nov
The Sea Shanty Suite Ā· walk Mystic-Train/EV Lvl-2

14. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (57 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 AEDĀ 314
AEDĀ 846 total
includes taxes & fees
10 Nov - 11 Nov
The SandPiper

15. Charming Accommodations in the Hamptons

Charming Accommodations in the Hamptons
Sag Harbor
The price is AEDĀ 826
AEDĀ 1,737 total
includes taxes & fees
9 Nov - 10 Nov
Charming Accommodations in the Hamptons

16. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (52 reviews)
"Great location and nice spot."
United States
Kerri L.
The price is AEDĀ 349
AEDĀ 890 total
includes taxes & fees
9 Nov - 10 Nov
Aqua Vista

17. 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 AEDĀ 479
AEDĀ 1,278 total
includes taxes & fees
8 Nov - 9 Nov
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

18. 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, (52 reviews)
"Lovely, quaint, cozy, beautifully appointed and close to the heart of town."
United States
Maryann
The price is AEDĀ 826
AEDĀ 1,409 total
includes taxes & fees
11 Nov - 12 Nov
Riverbed, Romantic Waterfront Suite, walk to town<br><br>

19. The Blue Anchor House Ā· walk Mystic-Train/Aquarium

The Blue Anchor House Ā· 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 AEDĀ 829
AEDĀ 1,771 total
includes taxes & fees
19 Nov - 20 Nov
The Blue Anchor House Ā· walk Mystic-Train/Aquarium

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, (43 reviews)
"We had a great stay and the proximity to downtown Mystic was unbeatable!"
United States
Jason K.
The price is AEDĀ 731
AEDĀ 1,267 total
includes taxes & fees
9 Nov - 10 Nov
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.

Find vacation rentals that suit your style

Top Montauk Hotel Reviews

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.