Montauk Vacation Rentals

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Check prices for these dates

In two weeks
Apr 10 - Apr 12
In two months
May 22 - May 24
In three months
Jun 19 - Jun 21
In four months
Jul 17 - Jul 19

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, (1,309 reviews)
"Great property "
United States
brian
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, (420 reviews)
"Great spot- walkable and nice accommodations! "
United States
Lesley
The price is ￥21,815
￥26,666 total
includes taxes & fees
Apr 23 - Apr 24
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 ￥88,010
￥118,867 total
includes taxes & fees
Mar 30 - Mar 31
Offshore Residences
Apartment | Living area

The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (280 reviews)
"Quiet, relaxing place to stay, great access to the beach and town!"
United States
Erica
The price is ￥34,627
￥48,279 total
includes taxes & fees
Apr 15 - Apr 16
The Surf Club
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 ￥24,968
￥33,748 total
includes taxes & fees
Apr 26 - Apr 27
Driftwood Resort
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, (310 reviews)
"Amazing stay! Place was perfect and staff was so friendly."
United States
Heather
The price is ￥23,763
￥31,509 total
includes taxes & fees
Apr 6 - Apr 7
Windward Shores Ocean Resort
Cottage, 2 Bedrooms, Patio | Free WiFi, bed sheets

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 ￥26,653
￥30,451 total
includes taxes & fees
Apr 6 - Apr 7
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, (249 reviews)
"Great stay - beautiful place"
United States
Rebecca
The price is ￥23,085
￥33,340 total
includes taxes & fees
Apr 29 - Apr 30
Cliffside Resort Condominiums
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, (172 reviews)
"Very welcoming, clean, comfortable and responsive. It was perfectly what we needed for a little get away. "
United States
Sylvia R.
The price is ￥15,229
￥40,117 total
includes taxes & fees
Mar 31 - Apr 1
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
1 bedroom, iron/ironing board, free WiFi, bed sheets

Carriage House at 26 Pearl: Private Suite, 3 Min Walk Downtown, Pet Friendly

Carriage House at 26 Pearl: Private Suite, 3 Min Walk Downtown, Pet Friendly
Groton
10.0 out of 10, Exceptional, (1 review)
"lovely spot! Beautifully done, and the walkability to downtown is unparalleled! "
United States
James H.
The price is ￥48,093
￥77,790 total
includes taxes & fees
Mar 30 - Mar 31
Carriage House at 26 Pearl: Private Suite, 3 Min Walk Downtown, Pet Friendly
Property grounds

Harbor View Landing Mystic CT - The Bluffs Waterfront House - Second Floor Only

Harbor View Landing Mystic CT - The Bluffs Waterfront House - Second Floor Only
West Mystic
10.0 out of 10, Exceptional, (3 reviews)
"We had a lovely experience in West Mystick at the Harbor House. The rental was lovely, clean, and contained enough of the necessary amenities. The view of the harbor was lovely. There were renters below us that had small children and at times that was very noisy. You could hear them running back and forth most of the evening. If they were playing music you could hear that as well. It was very cold during our time in Mystic so the heat was necessary. The baseboard heat was sufficient to keep...
United States
Suzanne S.
The price is ￥63,964
￥82,696 total
includes taxes & fees
Mar 31 - Apr 1
Harbor View Landing Mystic CT - The Bluffs Waterfront House - Second Floor Only
1 bedroom, iron/ironing board, internet, bed sheets

Harbor View Landing Mystic, CT - The Nantucket Waterfront Cottage

Harbor View Landing Mystic, CT - The Nantucket Waterfront Cottage
West Mystic
10.0 out of 10, Exceptional, (5 reviews)
"The cottage was beautifully decorated, cozy and made our stay very comfortable. The scenery was spectacular. We will definitely be going back!"
United States
Janet R.
The price is ￥47,933
￥62,016 total
includes taxes & fees
Apr 1 - Apr 2
Harbor View Landing Mystic, CT - The Nantucket 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
9.8 out of 10, Exceptional, (164 reviews)
"Very welcoming, clean, lots of personality"
United States
Christine B.
The price is ￥23,453
￥50,353 total
includes taxes & fees
Apr 2 - Apr 3
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Exterior

Riverbed, Romantic Waterfront Suite, walk to town<br><br>

Riverbed, Romantic Waterfront Suite, walk to town<br><br>
Stonington
9.8 out of 10, Exceptional, (43 reviews)
"The property was very nice, well appointed, Just what we were looking for."
United States
Karen B.
The price is ￥31,741
￥58,745 total
includes taxes & fees
Mar 30 - Mar 31
Riverbed, Romantic Waterfront Suite, walk to town<br><br>
Exterior detail

Unbeatable Downtown Mystic Location

Unbeatable Downtown Mystic Location
Groton
10.0 out of 10, Exceptional, (11 reviews)
"This is hands down one of the nicest places we have stayed. Very updated, all the kitchen amenities we needed and communication was great. We will definitely be retiring! "
United States
Anonymous traveler
The price is ￥28,215
￥54,466 total
includes taxes & fees
Apr 29 - Apr 30
Unbeatable Downtown Mystic Location
Exterior

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

Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!
Mystic
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 ￥35,821
￥106,540 total
includes taxes & fees
Mar 31 - Apr 1
Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!
Living area

Newly Renovated Sag Harbor Beach House with Pool

Newly Renovated Sag Harbor Beach House with Pool
Sag Harbor
The price is ￥42,476
￥106,956 total
includes taxes & fees
Mar 30 - Mar 31
Newly Renovated Sag Harbor Beach House with Pool
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)
"Cute,clean and quiet"
United States
jaclyn k.
The price is ￥20,040
￥44,035 total
includes taxes & fees
Apr 2 - Apr 3
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
Terrace/patio

Waverly Suite 1 on the Beach

Waverly Suite 1 on the Beach
New Shoreham
9.8 out of 10, Exceptional, (8 reviews)
"Cottage was adorable and just as advertised. Great location and steps to Baby Beach. The views were lovely. Host was super responsive and even accommodated us when the ferries were canceled due to TV r hurricane. A great little gem downtown! "
United States
Lee Ann F.
The price is ￥22,924
￥67,984 total
includes taxes & fees
Mar 30 - Mar 31
Waverly Suite 1 on the Beach
Fridge, microwave, oven, stovetop

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, (21 reviews)
"Beautiful, quiet, close to town!! Really enjoyed our stay. "
United States
Maureen F.
The price is ￥20,840
￥43,364 total
includes taxes & fees
Mar 30 - Mar 31
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.
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Top Montauk Hotel Reviews

Montauk Manor

Montauk Manor

10/10 Excellent
"Went for a quick one both stay with my kids to go hiking. We picked this place because they had a pool. Everything was clean and nice. The rooms were cool the kids loved it "
Alicia 1-night trip
Posted 1 day ago
Montauk Manor

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:

  • View our selection of featured holiday rentals in Montauk
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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 popular beaches 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 335 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 Montauk Downs State Park.

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.