Holiday Rentals in Montauk

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Our top choices for Montauk holiday rentals

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,281 reviews)
"Very beautiful place, staff are amazing. Thank you"
United States
Frank
The price is €153
includes taxes & fees
12 Jan - 13 Jan
Montauk Manor

Offshore Residences

Offshore Residences
4.5 star property
Downtown Montauk
The price is €567
includes taxes & fees
11 Jan - 12 Jan
Offshore Residences

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 €398
includes taxes & fees
11 Jan - 12 Jan
Waverly Suite 1 on the Beach

Harbor Point Haven Su

Harbor Point Haven Su
New Shoreham
8.0 out of 10, Very good, (1 review)
"We had an amazing time, and the view from this property could not be beat! The apartment was clean and the decor was lovely. Beach chairs and towels were provided. The dirt road was difficult to navigate with bikes, and was a bit more removed from town than I had expected. I would stay here again if I had a car on the island. "
United States
Barbara V.
The price is €561
includes taxes & fees
1 Feb - 2 Feb
Harbor Point Haven Su

Waverly Suite 2 on the Beach

Waverly Suite 2 on the Beach
New Shoreham
10.0 out of 10, Exceptional, (6 reviews)
"Very nicely, close to beach, room nicely appointed. Welcome basket was a nice touch. Would love to stay again. "
United States
Anita C.
The price is €410
includes taxes & fees
11 Jan - 12 Jan
Waverly Suite 2 on the Beach

Waverly Suite 3 on the Beach

Waverly Suite 3 on the Beach
New Shoreham
9.4 out of 10, Exceptional, (6 reviews)
"Clean and bright rental near the beach. Great deck overlooking the water. "
United States
Bill S.
The price is €457
includes taxes & fees
11 Jan - 12 Jan
Waverly Suite 3 on the Beach

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 €751
includes taxes & fees
4 Feb - 5 Feb
Walk to Mansion Beach, Large Yard!

Stevedore Landing-#3 · walk downtown Mystic · train · aquarium

Stevedore Landing-#3 · walk downtown Mystic · train · aquarium
Stonington
10.0 out of 10, Exceptional, (4 reviews)
"We enjoyed our stay. The apartment is in excellent condition."
United States
Marcell
The price is €187
includes taxes & fees
12 Jan - 13 Jan
Stevedore Landing-#3 · walk downtown Mystic · train · aquarium

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, (159 reviews)
"Beautiful charming house , walking distance to Mystic shops and eateries. "
United States
Elizabeth M.
The price is €228
includes taxes & fees
12 Jan - 13 Jan
Charming 1845 Home in the Heart of Mystic – Walk to Everything!

Super Cute & Cozy Apartment in Downtown Mystic!

Super Cute & Cozy Apartment in Downtown Mystic!
Mystic
9.6 out of 10, Exceptional, (82 reviews)
"Beautiful, cozy, little apartment walking distance from downtown Mystic! Well kept and perfect for a quick 2 night trip!Thank you - would definitely stay here again! "
United States
Clayton H.
The price is €155
includes taxes & fees
11 Jan - 12 Jan
Super Cute & Cozy Apartment in Downtown Mystic!

Unbeatable Downtown Mystic Location

Unbeatable Downtown Mystic Location
Groton
10.0 out of 10, Exceptional, (9 reviews)
"Location was amazing! We walked everywhere. "
United States
Meagan M.
The price is €200
includes taxes & fees
11 Jan - 12 Jan
Unbeatable Downtown Mystic Location

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)
"We were here to meet up with family and thought the apartment was gorgeous! Great stay and would recommend in Mystic."
United States
Lydia D.
The price is €238
includes taxes & fees
1 Feb - 2 Feb
Upscale Apartment in Mystic 7 Minute Walk to Drawbridge

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 €196
includes taxes & fees
28 Jan - 29 Jan
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

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, (8 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 €312
includes taxes & fees
12 Jan - 13 Jan
The Mystic Harbor House · walk downtown Mystic · train · aquarium

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 €305
includes taxes & fees
12 Jan - 13 Jan
The Blue Anchor House · walk Mystic-Train/Aquarium

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 €322
includes taxes & fees
11 Jan - 12 Jan
Riverbed, Romantic Waterfront Suite, walk to town<br><br>

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 €222
includes taxes & fees
11 Jan - 12 Jan
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage

Stonington borough 2 bedroom, Sleeps 6 guests, close to beach,

Stonington borough 2 bedroom, Sleeps 6 guests, close to beach,
The Borough
10.0 out of 10, Exceptional, (71 reviews)
"Very quiet neighborhood was a very enjoyable stay would highly recommend "
United States
Jennifer S.
The price is €709
includes taxes & fees
29 Jan - 30 Jan
Stonington borough 2 bedroom, Sleeps 6 guests, close to beach,

"Ashby-Randall": Riverview Getaway Downtown Mystic

"Ashby-Randall": Riverview Getaway Downtown Mystic
Mystic
9.8 out of 10, Exceptional, (13 reviews)
"We had a very nice stay. Perfect location. "
United States
Sandy R.
The price is €366
includes taxes & fees
9 Feb - 10 Feb
"Ashby-Randall": Riverview Getaway Downtown Mystic

Bowline Landing-#1 · walk Mystic-Train/EV Lvl-2 · aquarium

Bowline Landing-#1 · walk Mystic-Train/EV Lvl-2 · aquarium
Stonington
9.4 out of 10, Exceptional, (6 reviews)
"We stayed one night and it was very nice. "
United States
Bonnie R.
The price is €186
includes taxes & fees
11 Jan - 12 Jan
Bowline Landing-#1 · walk Mystic-Train/EV Lvl-2 · aquarium
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

Everything you need to know about Montauk holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Montauk holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Montauk holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Montauk holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montauk. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montauk holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Montauk holiday rentals we have selected for you start as low as €153 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Montauk rentals

At Expedia, we put the best Montauk holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Montauk rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Montauk holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montauk. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Montauk?

Yes, there are holiday rentals close to the most popular sights in Montauk, or you can select a more secluded option if you're looking for a relaxing stay. 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 are some of the best holiday rentals that Montauk has to offer?

Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages: This holiday home rental outside of Montauk has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Montauk?

Choose from 332 Expedia holiday rentals in Montauk for a memorable holiday.

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 Montauk Downs State Park.

What are holiday rentals like in Montauk?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Montauk. Holiday rentals provide amenities like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for family trips or small group gatherings.