Montauk Vacation Rentals

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Our top choices for Montauk vacation rentals

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,324 reviews)
"Great property "
United States
brian
The price is CA $230
CA $289 total
includes taxes & fees
Apr 19 - Apr 20
Montauk Manor

Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (423 reviews)
"Great spot- walkable and nice accommodations! "
United States
Lesley
The price is CA $186
CA $228 total
includes taxes & fees
Apr 21 - Apr 22
Montauk Oceanside Suites

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 CA $213
CA $288 total
includes taxes & fees
May 17 - May 18
Driftwood Resort

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 CA $230
CA $337 total
includes taxes & fees
May 11 - May 12
The Surf Club

Offshore Residences

Offshore Residences
4.5 star property
Downtown Montauk
10.0 out of 10, Exceptional, (1 review)
The price is CA $752
CA $1,016 total
includes taxes & fees
Apr 20 - Apr 21
Offshore Residences

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, (174 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 CA $130
CA $343 total
includes taxes & fees
Apr 19 - Apr 20
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington

A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington
Stonington
10.0 out of 10, Exceptional, (1 review)
"We visited here for a weekend in the Mystic area. Our daughter joined us for an evening and the home was cozy and comfortable for 3 adults. The check in process was seamless and communication with the host was always timely. They thought of everything to make our stay enjoyable and everything was within arms reach. The home is located in a great spot and enabled us to enjoy many surrounding areas. Pawcatuck/Westerly, Mystic, Watch Hill... all were very close so this was a perfect base of...
United States
Kerri P.
The price is CA $208
CA $445 total
includes taxes & fees
Apr 18 - Apr 19
A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington

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 CA $255
CA $291 total
includes taxes & fees
Apr 19 - Apr 20
North Fork Cottages & RV Resort

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 CA $180
CA $389 total
includes taxes & fees
Apr 21 - Apr 22
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

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 CA $197
CA $285 total
includes taxes & fees
Apr 29 - Apr 30
Cliffside Resort Condominiums

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 CA $273
CA $349 total
includes taxes & fees
Apr 19 - Apr 20
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage

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, (166 reviews)
"Great stay no problems. Awesome location, good communication. Would stay again!"
United States
Sherry B.
The price is CA $198
CA $429 total
includes taxes & fees
Apr 21 - Apr 22
Charming 1845 Home in the Heart of Mystic – Walk to Everything!

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 CA $196
CA $590 total
includes taxes & fees
May 4 - May 5
Waverly Suite 1 on the Beach

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 CA $327
CA $936 total
includes taxes & fees
Apr 20 - Apr 21
Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!

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, (22 reviews)
"Beautiful, quiet, close to town!! Really enjoyed our stay. "
United States
Maureen F.
The price is CA $219
CA $422 total
includes taxes & fees
Apr 20 - Apr 21
Upscale Apartment in Mystic 7 Minute Walk to Drawbridge

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, (45 reviews)
"The property was very nice, well appointed, Just what we were looking for."
United States
Karen B.
The price is CA $271
CA $497 total
includes taxes & fees
Apr 28 - Apr 29
Riverbed, Romantic Waterfront Suite, walk to town<br><br>

Unbeatable Downtown Mystic Location

Unbeatable Downtown Mystic Location
Groton
10.0 out of 10, Exceptional, (12 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 traveller
The price is CA $226
CA $448 total
includes taxes & fees
May 12 - May 13
Unbeatable Downtown Mystic Location

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 CA $204
CA $270 total
includes taxes & fees
Apr 20 - Apr 21
Windward Shores Ocean Resort

Charming Historic House in Downtown Mystic

Charming Historic House in Downtown Mystic
Mystic
10.0 out of 10, Exceptional, (172 reviews)
"Super cute house! Perfect for a stay to view the area! "
United States
Rocky &amp; Jessica V.
The price is CA $321
CA $589 total
includes taxes & fees
Apr 28 - Apr 29
Charming Historic House in Downtown Mystic

"Shepherdess": Mystic Blue Salon With River View

"Shepherdess": Mystic Blue Salon With River View
Mystic
9.8 out of 10, Exceptional, (14 reviews)
"Great property! We would definitely stay there again!"
United States
Brooke D.
The price is CA $322
CA $571 total
includes taxes & fees
Apr 19 - Apr 20
"Shepherdess": Mystic Blue Salon With River View
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

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.

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 334 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.

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.