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, (1,291 reviews)
"Nice pool, great restaurant "
United States
April
The price is €150
includes taxes & fees
4 Feb - 5 Feb
Montauk Manor

Offshore Residences

Offshore Residences
4.5 star property
Downtown Montauk
The price is €558
includes taxes & fees
4 Feb - 5 Feb
Offshore Residences

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

Stevedore Landing-#3 · walk downtown Mystic · train · aquarium
Stonington
10.0 out of 10, Exceptional, (5 reviews)
"We enjoyed our stay. The apartment is in excellent condition."
United States
Marcell
The price is €195
includes taxes & fees
2 Mar - 3 Mar
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, (161 reviews)
"Beautiful charming house , walking distance to Mystic shops and eateries. "
United States
Elizabeth M.
The price is €191
includes taxes & fees
4 Feb - 5 Feb
Charming 1845 Home in the Heart of Mystic – Walk to Everything!

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 €326
includes taxes & fees
2 Mar - 3 Mar
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

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 €208
includes taxes & fees
4 Feb - 5 Feb
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

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

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 €383
includes taxes & fees
8 Feb - 9 Feb
Waverly Suite 1 on the Beach

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.
Unbeatable Downtown Mystic Location

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 €304
includes taxes & fees
5 Feb - 6 Feb
The Blue Anchor House · walk Mystic-Train/Aquarium

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 €300
includes taxes & fees
2 Mar - 3 Mar
Upscale Apartment in Mystic 7 Minute Walk to Drawbridge

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 €816
includes taxes & fees
8 Feb - 9 Feb
Blackberry: Private home with jacuzzi year-round

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 €193
includes taxes & fees
4 Feb - 5 Feb
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage

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, (129 reviews)
"Beautiful home away from home! Clean, spacious, just perfect!! "
United States
Paula L.
The price is €440
includes taxes & fees
4 Feb - 5 Feb
Unique Retreat w/ Private Patio, 4 King Beds & BBQ

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 €313
includes taxes & fees
10 Feb - 11 Feb
The Mystic Harbor House · walk downtown Mystic · train · aquarium

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 €479
includes taxes & fees
5 Feb - 6 Feb
2BR 2BA Condo Minutes to DT Mystic!

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 €163
includes taxes & fees
4 Feb - 5 Feb
American Beech in Greenport - Petite King Room 7

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 €307
includes taxes & fees
4 Feb - 5 Feb
Riverbed, Romantic Waterfront Suite, walk to town<br><br>

Captain Holmes Carriage House in historic downtown Mystic newly renovated

Captain Holmes Carriage House in historic downtown Mystic newly renovated
Stonington
10.0 out of 10, Exceptional, (2 reviews)
"The host was great,property was immaculate, beautiful and stocked with all the amenities,definitely worth the trip.my wife and I will definitely recommend and return."
United States
ronald c.
The price is €358
includes taxes & fees
4 Feb - 5 Feb
Captain Holmes Carriage House in historic downtown Mystic newly renovated

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 €303
includes taxes & fees
8 Feb - 9 Feb
Charming Historic House in Downtown Mystic
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 €150 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 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 329 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 Lake Montauk.

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.