Montauk Vacation Rentals

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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Montauk vacation rentals

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Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,340 reviews)
"Had a wonderful stay"
United States
Meghan
The price is ￥43,895
￥53,210 total
includes taxes & fees
May 14 - May 15
Montauk Manor
Apartment | Iron/ironing board, free WiFi

Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (426 reviews)
"Awesome room!!! Wish I could come back in the summer"
United States
Nicki
The price is ￥31,022
￥37,142 total
includes taxes & fees
May 10 - May 11
Montauk Oceanside Suites
Apartment | Living area

The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (281 reviews)
"Quiet, relaxing place to stay, great access to the beach and town!"
United States
Erica
The price is ￥31,938
￥45,067 total
includes taxes & fees
May 13 - May 14
The Surf Club
One Bedroom Condo King with Ocean view | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu

Offshore Residences

Offshore Residences
4.5 star property
Downtown Montauk
10.0 out of 10, Exceptional, (1 review)
The price is ￥91,447
￥122,337 total
includes taxes & fees
May 14 - May 15
Offshore Residences
Apartment | Individually decorated, individually furnished, free WiFi, bed sheets

Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (236 reviews)
"Great place to stay for small family "
United States
DongHo
The price is ￥24,565
￥33,204 total
includes taxes & fees
May 18 - May 19
Driftwood Resort
1 bedroom, bed sheets

Safari Tent Glamping,S6-CedarPt, East Hampton, NY

Safari Tent Glamping,S6-CedarPt, East Hampton, NY
East Hampton
9.0 out of 10, Wonderful, (4 reviews)
"We loved the surroundings, the pizza restaurant with live music and ping pong, and the friendly, warm atmosphere and kind staff. We do wish the bathrooms and especially the showers were cleaner."
United States
Lorraine
The price is ￥33,596
￥50,888 total
includes taxes & fees
Jun 7 - Jun 8
Safari Tent Glamping,S6-CedarPt, East Hampton, NY
1 bedroom, bed sheets

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

Safari Tent Glamping,S4-CedarPt, East Hampton, NY
East Hampton
The price is ￥33,596
￥50,888 total
includes taxes & fees
Jun 7 - Jun 8
Safari Tent Glamping,S4-CedarPt, East Hampton, NY
Smart TV, books

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, (177 reviews)
"A bright and cozy vibe as well as being thoroughly equipped with everything to make our stay comfortable.We appreciated the winter escape and enjoyed Stonington, Mystic, and Westerly. A lovely stay!"
United States
Dawn R.
The price is ￥14,850
￥39,119 total
includes taxes & fees
May 13 - May 14
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Individually decorated, individually furnished, iron/ironing board

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (312 reviews)
"Amazing stay! Place was perfect and staff was so friendly."
United States
Heather
The price is ￥24,888
￥32,686 total
includes taxes & fees
May 10 - May 11
Windward Shores Ocean Resort
Property grounds

Charming 1845 Home in the Heart of Mystic – Walk to Everything!

Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Mystic
9.8 out of 10, Exceptional, (169 reviews)
"Great stay no problems. Awesome location, good communication. Would stay again!"
United States
Sherry B.
The price is ￥21,838
￥47,914 total
includes taxes & fees
May 20 - May 21
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Interior

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, (5 reviews)
"Great stay with friends! "
United States
Danielle V.
The price is ￥21,139
￥44,480 total
includes taxes & fees
May 11 - May 12
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
Beach

Beach Cottage 1 Mile From Weekapaug & Misquamicut

Beach Cottage 1 Mile From Weekapaug & Misquamicut
Westerly
8.8 out of 10, Excellent, (189 reviews)
"This place met all our needs. "
United States
Andrea G.
The price is ￥39,430
￥80,371 total
includes taxes & fees
Jun 5 - Jun 6
Beach Cottage 1 Mile From Weekapaug & Misquamicut
Beach

1 Mile To Beach, 2BR, 1 BA, sleeps 6

1 Mile To Beach, 2BR, 1 BA, sleeps 6
Westerly
8.8 out of 10, Excellent, (173 reviews)
"Overall, nice place."
United States
Barbara B.
The price is ￥42,584
￥79,292 total
includes taxes & fees
May 29 - May 30
1 Mile To Beach, 2BR, 1 BA, sleeps 6
Outdoor dining

Fully-renovated beach cottage next to golf and bike to beach and Watch Hill

Fully-renovated beach cottage next to golf and bike to beach and Watch Hill
Westerly
The price is ￥55,202
￥91,159 total
includes taxes & fees
Jun 3 - Jun 4
Fully-renovated beach cottage next to golf and bike to beach and Watch Hill
Beach/ocean view

Island Manor Resort

Island Manor Resort
2.5 star property
Block Island
7.6 out of 10, Good, (9 reviews)
"there was no beach view"
United States
noreen
Island Manor Resort
Flat-screen TV

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.6 out of 10, Excellent, (11 reviews)
"great place to stay, clean and quiet....loved it"
United States
Darlin
The price is ￥31,269
￥35,725 total
includes taxes & fees
May 14 - May 15
North Fork Cottages & RV Resort
Smart TV, fireplace, video games, DVD player

Unique Retreat w/ Private Patio, 4 King Beds & BBQ

Unique Retreat w/ Private Patio, 4 King Beds & BBQ
Groton
10.0 out of 10, Exceptional, (131 reviews)
"The house was very clean. We thoroughly enjoyed our stay. The host was very communicative and provided everything we needed. Thank you!"
United States
Karolina Z.
The price is ￥34,943
￥85,923 total
includes taxes & fees
May 11 - May 12
Unique Retreat w/ Private Patio, 4 King Beds & BBQ
Exterior detail

In Town Hideaway for a Block Island Getaway!!!

In Town Hideaway for a Block Island Getaway!!!
New Shoreham
9.6 out of 10, Exceptional, (38 reviews)
"We had a great stay!"
United States
Jack B.
The price is ￥110,404
￥205,333 total
includes taxes & fees
Jun 1 - Jun 2
In Town Hideaway for a Block Island Getaway!!!
1 bedroom, bed sheets

Safari Tent Glamping,S10-CedarPt, East Hampton, NY

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
The price is ￥33,596
￥50,888 total
includes taxes & fees
Jun 7 - Jun 8
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
Condo | Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (252 reviews)
"Convenient parking and proximity to all."
United States
Rosemaria
The price is ￥31,478
￥42,758 total
includes taxes & fees
Jun 7 - Jun 8
Cliffside Resort Condominiums
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.
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Top Montauk Hotel Reviews

Montauk Yacht Club

Montauk Yacht Club

2/10 Terrible
"Unhinged wacko"
Jacqueline 2-night trip
Posted 8 hours ago
Montauk Yacht Club

Find out more about Montauk

Search for holiday rentals in Montauk on Expedia! You can easily find your home rentals, villas, holiday apartments in Montauk using one of the methods below:

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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 like this Montauk vacation home rental. It 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.

How many vacation rentals are there in Montauk?

Choose from 336 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 Shadmoor State Park and Montauk Downs State Park Golf Course.

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.