Holiday Rentals in Montauk

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Montauk

Montauk Manor

3.5 star property
Montauk
9.2 out of 10, Wonderful, (1260)
"Idillic property, very relaxing, with a wonderful view. We stayed only one night so we did not try the restaurant or the pool but we enjoyed the stay. "
United States
Lydia
The price is €154
includes taxes & fees
1 Dec - 2 Dec
Montauk Manor

Offshore Residences

4.5 star property
Downtown Montauk
The price is €572
includes taxes & fees
10 Nov - 11 Nov
Offshore Residences

Waverly Suite 1 on the Beach

New Shoreham
9.8 out of 10, Exceptional, (7)
"Great experience "
United States
Michael
The price is €444
includes taxes & fees
10 Nov - 11 Nov
Waverly Suite 1 on the Beach

Mansion Beach- October to May Available!

New Shoreham
9.2 out of 10, Wonderful, (26)
"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 €670
includes taxes & fees
10 Nov - 11 Nov
Mansion Beach- October to May Available!

Sherman Cottage on the Beach

New Shoreham
10.0 out of 10, Exceptional, (4)
"New, nicely decorated, clean, quiet, comfortable beds, very convenient location in the downtown area. Can walk to all the restaurants, very close to the beach."
United States
Anita H.
The price is €909
includes taxes & fees
21 Nov - 22 Nov
Sherman Cottage on the Beach

Waverly Suite 2 on the Beach

New Shoreham
10.0 out of 10, Exceptional, (4)
"What a great host and an amazing property! Best in class! "
United States
jennifer h.
The price is €458
includes taxes & fees
10 Nov - 11 Nov
Waverly Suite 2 on the Beach

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

Stonington
10.0 out of 10, Exceptional, (4)
"We enjoyed our stay. The apartment is in excellent condition."
United States
Marcell
The price is €189
includes taxes & fees
10 Nov - 11 Nov
Stevedore Landing-#3 · walk downtown Mystic · train · aquarium

Waverly Suite 3 on the Beach

New Shoreham
9.4 out of 10, Exceptional, (6)
"Overall, we had a really excellent stay. The apartment was very clean with a lot of items that looked brand new. The king bed was very comfortable, and we appreciated access to linens, towels, and a washer and dryer. The location was ideal, except for hearing some loud music, from nearby bars, on weekend nights."
United States
Katherine B.
Waverly Suite 3 on the Beach

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

Stonington
10.0 out of 10, Exceptional, (5)
"This cottage/guest house is walking distance to all downtown Mystic has to offer. The property is immaculate and has everything you need to make a weekend getaway be a breeze!"
United States
Anonymous traveller
The price is €202
includes taxes & fees
10 Nov - 11 Nov
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

Super Cute & Cozy Apartment in Downtown Mystic!

Mystic
9.6 out of 10, Exceptional, (79)
"Host was very accommodating!!"
United States
Loree H.
The price is €167
includes taxes & fees
11 Nov - 12 Nov
Super Cute & Cozy Apartment in Downtown Mystic!

The Blue Anchor House · walk Mystic-Train/Aquarium

Stonington
10.0 out of 10, Exceptional, (5)
"Beautiful property. Easy to walk to the seaside, shopping and dining. "
United States
Amy K.
The price is €313
includes taxes & fees
11 Nov - 12 Nov
The Blue Anchor House · walk Mystic-Train/Aquarium

Unbeatable Downtown Mystic Location

Groton
10.0 out of 10, Exceptional, (8)
"Less than a minute walk from activities and less than two minute walk than Main St, Kevin's place was excellently located both for our family to rest and relax but also for us to explore. Parking is right across the street in the marina with a special tag, but there are available spots on the street as well. Others have commented that all the floors in this older house are slanted, but the location and the size of the rooms absolutely make up for it. You get used to the floors and layout pretty...
United States
Aikaterini V.
The price is €227
includes taxes & fees
11 Nov - 12 Nov
Unbeatable Downtown Mystic Location

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

Stonington
9.8 out of 10, Exceptional, (6)
"Loved the area. Loved the house. Very clean "
United States
Kathy G.
The price is €319
includes taxes & fees
10 Nov - 11 Nov
The Mystic Harbor House · walk downtown Mystic · train · aquarium

Charming 1845 Home in the Heart of Mystic – Walk to Everything!

Mystic
9.8 out of 10, Exceptional, (158)
"Great Location! Within walking distance to all the sights in Mystic!"
United States
Jamye B.
The price is €219
includes taxes & fees
12 Nov - 13 Nov
Charming 1845 Home in the Heart of Mystic – Walk to Everything!

Cozy quiet gem, private & fenced in backyard

East Hampton
9.4 out of 10, Exceptional, (3)
"Just hubby & I. Great fireplace and deck with very clean bubbly hot tub. Comfy king-sized bed. Kitchen was clean & functional with basics. Backyard appeared larger in pictures. Rental could use extra couch in living room to comfortably fit eight ppl. The living room couch is just for sitting, appears larger in pictures. Couch is"
United States
STEPHANIE C.
The price is €781
includes taxes & fees
10 Nov - 11 Nov
Cozy quiet gem, private & fenced in backyard

Harbor View Landing, Mystic CT - The Cove Waterfront Cottage

West Mystic
9.8 out of 10, Exceptional, (17)
"Everything was perfecf"
United States
tom H.
The price is €228
includes taxes & fees
10 Nov - 11 Nov
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage

Upscale Apartment in Mystic 7 Minute Walk to Drawbridge

Stonington
10.0 out of 10, Exceptional, (15)
"A very nice recently renovated apartment that is within walking distance to downtown Mystic. "
United States
Andy
The price is €263
includes taxes & fees
10 Nov - 11 Nov
Upscale Apartment in Mystic 7 Minute Walk to Drawbridge

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

Stonington
10.0 out of 10, Exceptional, (10)
"Spent one night here on our NE trip. Dining options within walking distance. Walked to downtown as well. Space is sparkling clean and neatly decorated. It’s a bit of a tight fit getting around the bed. Laundry was handy too. Lots of nice amenities as well. Highly recommended!"
United States
Lisa and Tim G.
The price is €172
includes taxes & fees
10 Dec - 11 Dec
Flemish Landing-#2 · walk Mystic-Train/EV Lvl-2 · aquarium

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Waterford
10.0 out of 10, Exceptional, (10)
"Open concept home beautiful with private yard space. It was perfect for our stay"
United States
Berlyne S.
The price is €320
includes taxes & fees
17 Nov - 18 Nov
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Carrick Landing-#4 · walk Mystic-Train/EV Lvl-2 · aquarium

Stonington
10.0 out of 10, Exceptional, (2)
"Clean, brand new, very easy. The sleep sofa was even comfortable!"
United States
Maria S.
The price is €187
includes taxes & fees
10 Dec - 11 Dec
Carrick Landing-#4 · 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.
Save an average of 15% on thousands of hotels when you're signed in

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 €154 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?

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 356 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 Ditch Plains Beach.

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.