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, (1,283 reviews)
"We had a great stay at the Montauk Manor to celebrate my birthday. The room was nice, really comfortable bed and loved the kitchenette. The best part was the view of the sunset in the evening. We enjoyed the restaurant on site as well, Monte’s at the Manor. The heated indoor pool and jacuzzi were perfect, especially due to the cold weather outside. Definitely will return!"
United States
Christine
The price is €150
includes taxes & fees
9 Feb - 10 Feb
Montauk Manor

Offshore Residences

Offshore Residences
4.5 star property
Downtown Montauk
The price is €559
includes taxes & fees
22 Feb - 23 Feb
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 €384
includes taxes & fees
26 Jan - 27 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.
Harbor Point Haven Su

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 €727
includes taxes & fees
31 Jan - 1 Feb
Walk to Mansion Beach, Large Yard!

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 €402
includes taxes & fees
25 Jan - 26 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 €448
includes taxes & fees
25 Jan - 26 Jan
Waverly Suite 3 on the Beach

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
26 Jan - 27 Jan
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

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 €197
includes taxes & fees
1 Feb - 2 Feb
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, (160 reviews)
"Beautiful charming house , walking distance to Mystic shops and eateries. "
United States
Elizabeth M.
The price is €212
includes taxes & fees
27 Jan - 28 Jan
Charming 1845 Home in the Heart of Mystic – Walk to Everything!

Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage

Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage
West Mystic
10.0 out of 10, Exceptional, (19 reviews)
"Cute, clean, and perfect little place for an overnight visit :)"
United States
Anonymous traveller
The price is €249
includes taxes & fees
26 Jan - 27 Jan
Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage

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
26 Jan - 27 Jan
The Blue Anchor House · walk Mystic-Train/Aquarium

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 €168
includes taxes & fees
25 Jan - 26 Jan
Private Room in Capt Burrows Home~ not just a place to stay but an experience!

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 €203
includes taxes & fees
26 Jan - 27 Jan
Unbeatable Downtown Mystic Location

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 €309
includes taxes & fees
29 Jan - 30 Jan
Riverbed, Romantic Waterfront Suite, walk to town<br><br>

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)
"A very nice recently renovated apartment that is within walking distance to downtown Mystic. "
United States
Andy
The price is €232
includes taxes & fees
24 Feb - 25 Feb
Upscale Apartment in Mystic 7 Minute Walk to Drawbridge

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 €313
includes taxes & fees
26 Jan - 27 Jan
The Mystic Harbor House · walk downtown Mystic · train · aquarium

Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.

Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.
Stonington
10.0 out of 10, Exceptional, (57 reviews)
"Property was in a great location we were able to walk everywhere. House was clean and had everything we needed. Would definitely stay there again"
United States
Michele P.
The price is €477
includes taxes & fees
25 Jan - 26 Jan
Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.

Charming Historic House in Downtown Mystic

Charming Historic House in Downtown Mystic
Mystic
10.0 out of 10, Exceptional, (163 reviews)
"Perfect location, adorable historic house that has been well maintained and very comfortable. Easy walk to downtown Mystic!"
United States
Kate N.
The price is €296
includes taxes & fees
25 Jan - 26 Jan
Charming Historic House in Downtown Mystic

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 €298
includes taxes & fees
28 Jan - 29 Jan
Captain Holmes Carriage House in historic downtown Mystic newly renovated
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 333 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.