Montauk Vacation Rentals

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Check prices for these dates

In two weeks
Feb 20 - Feb 22
In two months
Apr 3 - Apr 5
In three months
May 1 - May 3
In four months
May 29 - May 31

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, (1,292 reviews)
"Nice pool, great restaurant "
United States
April
The price is ￥21,554
￥27,669 total
includes taxes & fees
Feb 9 - Feb 10
Montauk Manor
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
The price is ￥74,489
￥102,870 total
includes taxes & fees
Feb 8 - Feb 9
Offshore Residences
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, (305 reviews)
"Quiet place, went off season, cooked all meals in the room, good home base to explore the area."
United States
Jerry
The price is ￥20,490
￥26,793 total
includes taxes & fees
Feb 5 - Feb 6
Windward Shores Ocean Resort
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 ￥15,405
￥37,467 total
includes taxes & fees
Feb 9 - Feb 10
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
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, (161 reviews)
"Beautiful charming house , walking distance to Mystic shops and eateries. "
United States
Elizabeth M.
The price is ￥12,092
￥35,031 total
includes taxes & fees
Feb 5 - Feb 6
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
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)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
The price is ￥17,608
￥59,624 total
includes taxes & fees
Feb 5 - Feb 6
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Exterior detail

Unbeatable Downtown Mystic Location

Unbeatable Downtown Mystic Location
Groton
10.0 out of 10, Exceptional, (11 reviews)
"Location was amazing! We walked everywhere. "
United States
Meagan M.
The price is ￥13,604
￥34,982 total
includes taxes & fees
Feb 5 - Feb 6
Unbeatable Downtown Mystic Location
Terrace/patio

Private Room in Capt Burrows Home~ not just a place to stay but an experience!

Private Room in Capt Burrows Home~ not just a place to stay but an experience!
Mystic
10.0 out of 10, Exceptional, (1 review)
"It's a very nice space. Very relaxing."
United States
Charis D.
The price is ￥11,656
￥29,961 total
includes taxes & fees
Feb 5 - Feb 6
Private Room in Capt Burrows Home~ not just a place to stay but an experience!
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, (18 reviews)
"Beautiful, quiet, close to town!! Really enjoyed our stay. "
United States
Maureen F.
The price is ￥20,216
￥41,910 total
includes taxes & fees
Feb 5 - Feb 6
Upscale Apartment in Mystic 7 Minute Walk to Drawbridge
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 ￥25,659
￥70,912 total
includes taxes & fees
Feb 8 - Feb 9
Waverly Suite 1 on the Beach
Interior

Beautiful Studio overlooking the Mystic River

Beautiful Studio overlooking the Mystic River
West Mystic
10.0 out of 10, Exceptional, (55 reviews)
"Great property and great hosts. "
United States
Peter A.
The price is ￥23,842
￥30,535 total
includes taxes & fees
Feb 5 - Feb 6
Beautiful Studio overlooking the Mystic River
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, (17 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 ￥27,270
￥34,789 total
includes taxes & fees
Feb 5 - Feb 6
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
Fridge, microwave, oven, stovetop

The Blue Anchor House · walk Mystic-Train/Aquarium

The Blue Anchor House · walk Mystic-Train/Aquarium
Stonington
10.0 out of 10, Exceptional, (6 reviews)
"Check-in was easy. We were delighted when we entered to find an immaculate home, beautifully furnished, with everything clean & easy to find. Very easy access to local attractions. "
United States
Norma B.
The price is ￥18,248
￥56,542 total
includes taxes & fees
Feb 5 - Feb 6
The Blue Anchor House · walk Mystic-Train/Aquarium
Interior

2BR 2BA Condo Minutes to DT Mystic!

2BR 2BA Condo Minutes to DT Mystic!
Stonington
10.0 out of 10, Exceptional, (1 review)
"The Net Loft was just what we were looking for. It was impeccably clean, updated, and cozy! We were minutes from downtown Mystic, which was super convenient. Tons of options for going out to eat or ordering in. The hosts were extremely responsive and made our stay effortless. Direction for everything were communicated clearly not only through messages, but there was a binder with all needed info upon arrival! 5/5 HIGHLY Recommend "
United States
Jessica D.
The price is ￥17,578
￥59,172 total
includes taxes & fees
Feb 5 - Feb 6
2BR 2BA Condo Minutes to DT Mystic!
Fridge, microwave, oven, stovetop

Blackberry: Private home with jacuzzi year-round

Blackberry: Private home with jacuzzi year-round
East Hampton
9.0 out of 10, Wonderful, (4 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 ￥15,427
￥152,400 total
includes taxes & fees
Feb 8 - Feb 9
Blackberry: Private home with jacuzzi year-round
Dining

The Mystic Harbor House · walk downtown Mystic · train · aquarium

The Mystic Harbor House · walk downtown Mystic · train · aquarium
Stonington
9.6 out of 10, Exceptional, (9 reviews)
"Great house in a fantastic location. Very clean and well supplied. We would definitely stay here again."
United States
David C.
The price is ￥19,253
￥57,693 total
includes taxes & fees
Feb 10 - Feb 11
The Mystic Harbor House · walk downtown Mystic · train · aquarium
Terrace/patio

American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.0 out of 10, Wonderful, (4 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is ￥16,951
￥29,141 total
includes taxes & fees
Feb 5 - Feb 6
American Beech in Greenport - Petite King Room 7
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 ￥30,791
￥56,987 total
includes taxes & fees
Feb 5 - Feb 6
Riverbed, Romantic Waterfront Suite, walk to town<br><br>
Interior

Charming Historic House in Downtown Mystic

Charming Historic House in Downtown Mystic
Mystic
10.0 out of 10, Exceptional, (164 reviews)
"Super cute house! Perfect for a stay to view the area! "
United States
Rocky &amp; Jessica V.
The price is ￥27,992
￥56,139 total
includes taxes & fees
Feb 9 - Feb 10
Charming Historic House in Downtown Mystic
On the beach, sun loungers

Walk to Mansion Beach, Large Yard!

Walk to Mansion Beach, Large Yard!
New Shoreham
9.4 out of 10, Exceptional, (28 reviews)
"This was a great place for an extended family. The space and yard were nice, with great proximity to the beach and Andy's Way."
United States
Lori W.
The price is ￥49,086
￥135,011 total
includes taxes & fees
Feb 28 - Mar 1
Walk to Mansion Beach, Large Yard!
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

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Room was spotless, staff were great and the resort is top notch!!"
Carrie 2-night trip
Posted 2 days ago
Gurney's Montauk Resort & Seawater Spa

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?

Charming Historic House in Downtown Mystic: This vacation home rental outside Montauk is located on a river and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Montauk?

Choose from 331 Expedia vacation rentals in Montauk for a memorable vacation.

What can I see and do in Montauk?

South Edison Beach and Ditch Plains 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 Lake Montauk.

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.