Montauk Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

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, (1,343 reviews)
"Had a wonderful stay"
United States
Meghan
The price is ￥23,829
￥30,313 total
includes taxes & fees
May 27 - May 28
Montauk Manor
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 ￥26,417
￥38,752 total
includes taxes & fees
May 18 - May 19
The Surf Club
Property grounds

Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (237 reviews)
"Wonderful location, right on the beach. The staff was kind and welcoming. The property was beautiful with a pool, playground, tennis and basketball courts, cornhole, etc. Very family friendly. Some walkable restaurants nearby and a quick 5-10 minute drive into town where a lot of the restaurants and shops are. We did have ants all in our food one day but the staff addressed it quickly "
United States
John
The price is ￥24,482
￥33,091 total
includes taxes & fees
May 19 - May 20
Driftwood Resort
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 ￥25,914
￥31,322 total
includes taxes & fees
May 14 - May 15
Montauk Oceanside Suites
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 ￥82,976
￥112,804 total
includes taxes & fees
May 14 - May 15
Offshore Residences
1 bedroom, bed sheets

Safari Tent Glamping,S5-CedarPt, East Hampton, NY

Safari Tent Glamping,S5-CedarPt, East Hampton, NY
East Hampton
8.6 out of 10, Excellent, (4 reviews)
"We loved our tent, the view was great. The bed was super comfortable. We will definitely come back and hopefully stay longer. Also, the pizza is so good as was the watermelon Margherita."
United States
Jennifer
The price is ￥33,783
￥51,171 total
includes taxes & fees
May 25 - May 26
Safari Tent Glamping,S5-CedarPt, East Hampton, NY
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 ￥33,783
￥51,171 total
includes taxes & fees
May 25 - May 26
Safari Tent Glamping,S6-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, (178 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 ￥14,972
￥39,755 total
includes taxes & fees
May 14 - May 15
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)
"We always stay at the Windward Shores when we go to Montauk. It is a beautiful, clean and comfortable place, and the price is great!"
United States
Joseph
The price is ￥25,091
￥32,954 total
includes taxes & fees
May 14 - May 15
Windward Shores Ocean Resort
Flat-screen TV

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
9.0 out of 10, Wonderful, (14 reviews)
"Great stay & great staff!"
United States
James
The price is ￥42,126
￥48,129 total
includes taxes & fees
Jun 1 - Jun 2
North Fork Cottages & RV Resort
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 ￥30,091
￥41,227 total
includes taxes & fees
Jun 7 - Jun 8
Cliffside Resort Condominiums
Exterior detail

Harbor View Landing, Mystic CT - The Cove Waterfront Cottage

Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
West Mystic
9.8 out of 10, Exceptional, (18 reviews)
"We had a wonderful time, great place which was like a small resort. Beautiful views and it was quiet and so peaceful there. We’re looking forward to staying again."
United States
Michael V.
The price is ￥67,592
￥87,477 total
includes taxes & fees
May 28 - May 29
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
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 River Historic District
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 ￥23,689
￥50,012 total
includes taxes & fees
May 20 - May 21
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Exterior detail

Unbeatable Downtown Mystic Location

Unbeatable Downtown Mystic Location
Mystic River Historic District
9.8 out of 10, Exceptional, (13 reviews)
"It was clean! Great location to every thing! Bring your own pillows! Definitely historic house with a few eccentricities!"
United States
Susan K.
The price is ￥29,645
￥56,527 total
includes taxes & fees
May 21 - May 22
Unbeatable Downtown Mystic Location
Smart TV, fireplace, books

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, (11 reviews)
"Beautiful home, we enjoyed our stay. Clean, modern and had everything there we needed. Host was very attentive to our needs and was quick to respond. Looking forward to spend another long weekend there. Highly recommend!"
United States
Brenda W.
The price is ￥25,389
￥70,018 total
includes taxes & fees
May 14 - May 15
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
1 bedroom, iron/ironing board, WiFi, bed sheets

Waverly Suite 2

Waverly Suite 2
New Shoreham
10.0 out of 10, Exceptional, (7 reviews)
"Very friendly host. Lovely place with everything needed for a wonderful stay. Because it was April not a lot of restaurants or shops open but the Chamber of Commerce website had a listing of all the open places. Very comfy bed. Will stay here again if we get back to Block Island. "
United States
Margaret F.
The price is ￥24,207
￥69,349 total
includes taxes & fees
May 14 - May 15
Waverly Suite 2
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 ￥33,871
￥50,944 total
includes taxes & fees
Jun 4 - Jun 5
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
Exterior

Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!

Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!
Mystic River Historic District
10.0 out of 10, Exceptional, (92 reviews)
"House was well appointed and very clean and comfortable. Really appreciated the extras...coffee supplies and toiletries."
United States
Stephanie P.
The price is ￥39,854
￥111,398 total
includes taxes & fees
May 14 - May 15
Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!
Property grounds

Sherman Cottage

Sherman Cottage
New Shoreham
10.0 out of 10, Exceptional, (4 reviews)
"Quaint, clean cottage, perfectly situated among shops, restaurants, beach, and ferry - all accessible on foot. "
United States
Kathleen P.
Sherman Cottage
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 ￥34,916
￥85,857 total
includes taxes & fees
May 18 - May 19
Unique Retreat w/ Private Patio, 4 King Beds & BBQ
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

Ocean Surf Resort

Ocean Surf Resort

10/10 Excellent
"Had a great stay here! Nice location just off the beach, conveniently in the middle of town. The room was spotless (it was in the first week or two of the season) on the small side but has everything you need including a tiny kitchen."
Nick 1-night trip
Posted 5 hours ago
Ocean Surf Resort

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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Look no further and take a look at our great range of rental properties 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 : This Montauk vacation home rental 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 339 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.