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, (1,299 reviews)
"Nice pool, great restaurant "
United States
April
The price is €164
includes taxes & fees
31 Mar - 1 Apr
Montauk Manor

Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (420 reviews)
"Great spot- walkable and nice accommodations! "
United States
Lesley
The price is €142
includes taxes & fees
5 Mar - 6 Mar
Montauk Oceanside Suites

Offshore Residences

Offshore Residences
4.5 star property
Downtown Montauk
The price is €566
includes taxes & fees
5 Mar - 6 Mar
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 €366
includes taxes & fees
5 Mar - 6 Mar
Waverly Suite 1 on the Beach

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, (172 reviews)
"Very welcoming, clean, comfortable and responsive. It was perfectly what we needed for a little get away. "
United States
Sylvia R.
The price is €215
includes taxes & fees
12 Mar - 13 Mar
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

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, (58 reviews)
"House was clean - close to downtown Mystic. Will stay again!"
United States
Mary D.
The price is €585
includes taxes & fees
5 Mar - 6 Mar
Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.

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
5 Mar - 6 Mar
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage

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 €220
includes taxes & fees
5 Mar - 6 Mar
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

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 €327
includes taxes & fees
5 Mar - 6 Mar
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (309 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 €163
includes taxes & fees
5 Mar - 6 Mar
Windward Shores Ocean Resort

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 €255
includes taxes & fees
1 Apr - 2 Apr
North Fork Cottages & RV Resort

"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 €293
includes taxes & fees
9 Mar - 10 Mar
"Shepherdess": Mystic Blue Salon With River View

Walk to Mansion Beach, Large Yard!

Walk to Mansion Beach, Large Yard!
New Shoreham
9.4 out of 10, Exceptional, (28 reviews)
"This place is great. Great location. Clean."
United States
Jason A.
The price is €1,297
includes taxes & fees
16 Mar - 17 Mar
Walk to Mansion Beach, Large Yard!

Carriage House at 26 Pearl: Private Suite, 3 Min Walk Downtown, Pet Friendly

Carriage House at 26 Pearl: Private Suite, 3 Min Walk Downtown, Pet Friendly
Groton
The price is €411
includes taxes & fees
5 Mar - 6 Mar
Carriage House at 26 Pearl: Private Suite, 3 Min Walk Downtown, Pet Friendly

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)
"Great location responsive hosts fully stocked cozy accommodations "
United States
dolly o.
The price is €537
includes taxes & fees
5 Mar - 6 Mar
Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!

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 €215
includes taxes & fees
5 Mar - 6 Mar
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, (21 reviews)
"Beautiful, quiet, close to town!! Really enjoyed our stay. "
United States
Maureen F.
The price is €306
includes taxes & fees
6 Mar - 7 Mar
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, (43 reviews)
"The property was very nice, well appointed, Just what we were looking for."
United States
Karen B.
The price is €310
includes taxes & fees
5 Mar - 6 Mar
Riverbed, Romantic Waterfront Suite, walk to town<br><br>

Charming Historic House in Downtown Mystic

Charming Historic House in Downtown Mystic
Mystic
10.0 out of 10, Exceptional, (167 reviews)
"Super cute house! Perfect for a stay to view the area! "
United States
Rocky &amp; Jessica V.
The price is €294
includes taxes & fees
5 Mar - 6 Mar
Charming Historic House in Downtown Mystic

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 €183
includes taxes & fees
5 Mar - 6 Mar
Private Room in Capt Burrows Home~ not just a place to stay but an experience!
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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 €142 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 popular beaches 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?

Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready: This highly rated holiday home rental in Montauk is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

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 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 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.