Montauk Vacation Rentals

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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Montauk vacation rentals

Front of property - evening/night
Montauk Manor

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1274)
"The room was very clean, comfortable and quiet. The hotel was decorated beautifully for the holidays. The pool area with hot tub was clean and enjoyable "
United States
Kathleen
The price is ￥21,701
￥27,858 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Montauk Manor
One Bedroom Condo King with Ocean view | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu
Offshore Residences

Offshore Residences

Offshore Residences
4.5 star property
Downtown Montauk
The price is ￥74,997
￥103,573 total
includes taxes & fees
Dec 29 - Dec 30
Offshore Residences
Interior
Waverly Suite 1 on the Beach

Waverly Suite 1 on the Beach

Waverly Suite 1 on the Beach
New Shoreham
9.8 out of 10, Exceptional, (8)
"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 ￥25,834
￥69,902 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Waverly Suite 1 on the Beach
On the beach, sun loungers
Mansion Beach- October to May Available!

Mansion Beach- October to May Available!

Mansion Beach- October to May Available!
New Shoreham
9.4 out of 10, Exceptional, (28)
"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.
Mansion Beach- October to May Available!
Dining
Waverly Suite 2 on the Beach

Waverly Suite 2 on the Beach

Waverly Suite 2 on the Beach
New Shoreham
10.0 out of 10, Exceptional, (6)
"What a great host and an amazing property! Best in class! "
United States
jennifer h.
The price is ￥27,556
￥73,096 total
includes taxes & fees
Dec 29 - Dec 30
Waverly Suite 2 on the Beach
Property grounds
Waverly Suite 3 on the Beach

Waverly Suite 3 on the Beach

Waverly Suite 3 on the Beach
New Shoreham
9.4 out of 10, Exceptional, (6)
"Fabulous location! Host arranged for us to be there on short notice which as great. The furniture and rugs were showing lots of wear but overall a great spot!"
United States
Tammy C.
The price is ￥31,001
￥78,960 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Waverly Suite 3 on the Beach
Smart TV, books
Stevedore Landing-#3 · walk downtown Mystic · train · aquarium

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

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 ￥11,906
￥33,287 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Stevedore Landing-#3 · walk downtown Mystic · train · aquarium
Beach
1 Mile To Beach, 2BR, 1 BA, sleeps 6

1 Mile To Beach, 2BR, 1 BA, sleeps 6

1 Mile To Beach, 2BR, 1 BA, sleeps 6
Westerly
8.8 out of 10, Excellent, (170)
"Very relaxing in a nice neighborhood! Great communication!"
United States
Adam N.
The price is ￥56,365
￥92,495 total
includes taxes & fees
Dec 31 - Jan 1, 2026
1 Mile To Beach, 2BR, 1 BA, sleeps 6
Fridge, microwave, stovetop, coffee/tea maker
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

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)
"Great stay with friends! "
United States
Danielle V.
The price is ￥14,126
￥36,144 total
includes taxes & fees
Jan 8 - Jan 9, 2026
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
Fridge, microwave, oven, stovetop
Stonington borough 2 bedroom, Sleeps 6 guests, close to beach,

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)
"Very quiet neighborhood was a very enjoyable stay would highly recommend "
United States
Jennifer S.
The price is ￥28,042
￥86,814 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Stonington borough 2 bedroom, Sleeps 6 guests, close to beach,
Beach
Beach Cottage 1 Mile From Weekapaug & Misquamicut

Beach Cottage 1 Mile From Weekapaug & Misquamicut

Beach Cottage 1 Mile From Weekapaug & Misquamicut
Westerly
8.8 out of 10, Excellent, (188)
"Perfect place for us and our two dogs!"
United States
Stacy S.
The price is ￥70,457
￥115,662 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Beach Cottage 1 Mile From Weekapaug & Misquamicut
Dining
2-bedroom apartment with Ocean Views in Stonington Borough

2-bedroom apartment with Ocean Views in Stonington Borough

2-bedroom apartment with Ocean Views in Stonington Borough
2.0 star property
The Borough
The price is ￥16,784
￥45,879 total
includes taxes & fees
Dec 30 - Dec 31
2-bedroom apartment with Ocean Views in Stonington Borough
Exterior detail
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage

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)
"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 ￥31,157
￥40,215 total
includes taxes & fees
Dec 30 - Dec 31
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
Fridge, microwave, oven, stovetop
Unbeatable Downtown Mystic Location

Unbeatable Downtown Mystic Location

Unbeatable Downtown Mystic Location
Groton
10.0 out of 10, Exceptional, (9)
"Very easy check in. Place is clean and comfortable. Def recommend"
United States
Tammy R.
The price is ￥19,978
￥42,444 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Unbeatable Downtown Mystic Location
Fridge, microwave, oven, stovetop
Super Cute & Cozy Apartment in Downtown Mystic!

Super Cute & Cozy Apartment in Downtown Mystic!

Super Cute & Cozy Apartment in Downtown Mystic!
Mystic
9.6 out of 10, Exceptional, (82)
"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 ￥8,878
￥26,846 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Super Cute & Cozy Apartment in Downtown Mystic!
Terrace/patio
The Blue Anchor House · walk 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)
"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 ￥16,950
￥55,230 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Blue Anchor House · walk Mystic-Train/Aquarium
Fridge, microwave, oven, stovetop
Upscale Apartment in Mystic 7 Minute Walk to Drawbridge

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, (17)
"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 ￥21,920
￥44,466 total
includes taxes & fees
Dec 30 - Dec 31
Upscale Apartment in Mystic 7 Minute Walk to Drawbridge
Dining
The Mystic Harbor House · walk downtown Mystic · train · aquarium

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)
"Great house in a fantastic location. Very clean and well supplied. We would definitely stay here again."
United States
David C.
The price is ￥17,960
￥56,545 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Mystic Harbor House · walk downtown Mystic · train · aquarium
Property grounds
Charming 1845 Home in the Heart of Mystic – Walk to Everything!

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, (158)
"Nice spot - about as close as you can get to the restaurants and shops downtown, but still quiet. "
United States
Bryan M.
The price is ￥19,462
￥43,652 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Smart TV, fireplace
New for 2025 3 Bedroom Retreat 1 Mile from Westerly’s Beautiful Beaches!

New for 2025 3 Bedroom Retreat 1 Mile from Westerly’s Beautiful Beaches!

New for 2025 3 Bedroom Retreat 1 Mile from Westerly’s Beautiful Beaches!
Westerly
9.8 out of 10, Exceptional, (10)
"Property was amazing...plenty of room for the whole family and close to the beaches and aquarium! We will be staying again! "
United States
Erin f.
The price is ￥70,457
￥132,402 total
includes taxes & fees
Dec 31 - Jan 1, 2026
New for 2025 3 Bedroom Retreat 1 Mile from Westerly’s Beautiful Beaches!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Montauk Hotel Reviews

Find out more about Montauk

Search for holiday rentals in Montauk on Expedia! You can easily find your home rentals, villas, holiday apartments in Montauk using one of the methods below:

  • View our selection of featured holiday rentals in Montauk
  • Use the map to find apartments and other holiday homes in the Montauk neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Montauk while they last

Look no further and take a look at our great range of rental properties in Montauk!

Frequently asked questions

Are there vacation rentals in Montauk?

Yes, you can find vacation rentals close to popular points of interest in Montauk, or you can go with a more remote option if you're looking for relaxation. 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's the top vacation rental that Montauk has to offer?

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

How many vacation rentals are there in Montauk?

Choose from 336 Expedia vacation rentals in Montauk for a memorable vacation.

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 vacation rentals like in Montauk?

Vacation rentals are privately owned accommodations you can reserve for several days or more in Montauk. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a family getaway.