Montauk Holiday Rentals

  • 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
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Montauk holiday rentals

Lobby

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,290 reviews)
"Nice pool, great restaurant "
United States
April
The price is HK$1,083
HK$1,390 total
includes taxes & fees
4 Feb - 5 Feb
Montauk Manor
Living area

Offshore Residences

Offshore Residences
4.5 star property
Downtown Montauk
The price is HK$3,743
HK$5,169 total
includes taxes & fees
2 Feb - 3 Feb
Offshore Residences
Fridge, microwave, oven, stovetop

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 HK$704
HK$1,778 total
includes taxes & fees
5 Feb - 6 Feb
Stevedore Landing-#3 · 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!
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 HK$616
HK$1,762 total
includes taxes & fees
2 Feb - 3 Feb
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Smart TV, fireplace, books

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 HK$885
HK$2,996 total
includes taxes & fees
5 Feb - 6 Feb
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Interior

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 HK$774
HK$1,859 total
includes taxes & fees
4 Feb - 5 Feb
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
Terrace/patio

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 HK$584
HK$1,502 total
includes taxes & fees
2 Feb - 3 Feb
Private Room in Capt Burrows Home~ not just a place to stay but an experience!
Terrace/patio

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 HK$1,289
HK$3,563 total
includes taxes & fees
5 Feb - 6 Feb
Waverly Suite 1 on the Beach
Exterior detail

Unbeatable Downtown Mystic Location

Unbeatable Downtown Mystic Location
Groton
10.0 out of 10, Exceptional, (10 reviews)
"Location was amazing! We walked everywhere. "
United States
Meagan M.
The price is HK$641
HK$1,694 total
includes taxes & fees
2 Feb - 3 Feb
Unbeatable Downtown Mystic Location
Fridge, microwave, oven, stovetop

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 HK$915
HK$2,835 total
includes taxes & fees
5 Feb - 6 Feb
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
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 HK$1,016
HK$2,106 total
includes taxes & fees
2 Feb - 3 Feb
Upscale Apartment in Mystic 7 Minute Walk to Drawbridge
Fridge, microwave, oven, stovetop

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 HK$774
HK$7,642 total
includes taxes & fees
8 Feb - 9 Feb
Blackberry: Private home with jacuzzi year-round
Exterior detail

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 HK$1,555
HK$1,968 total
includes taxes & fees
2 Feb - 3 Feb
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
Smart TV, fireplace, video games, DVD player

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, (128 reviews)
"Beautiful home away from home! Clean, spacious, just perfect!! "
United States
Paula L.
The price is HK$1,666
HK$3,947 total
includes taxes & fees
5 Feb - 6 Feb
Unique Retreat w/ Private Patio, 4 King Beds & BBQ
Dining

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 HK$975
HK$2,912 total
includes taxes & fees
10 Feb - 11 Feb
The Mystic Harbor House · walk downtown Mystic · train · aquarium
Interior

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 HK$1,231
HK$3,370 total
includes taxes & fees
2 Feb - 3 Feb
2BR 2BA Condo Minutes to DT Mystic!
Terrace/patio

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 HK$852
HK$1,464 total
includes taxes & fees
2 Feb - 3 Feb
American Beech in Greenport - Petite King Room 7
Exterior

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 HK$1,547
HK$2,863 total
includes taxes & fees
2 Feb - 3 Feb
Riverbed, Romantic Waterfront Suite, walk to town<br><br>
Fridge, microwave, oven, stovetop

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 HK$1,807
HK$3,133 total
includes taxes & fees
2 Feb - 3 Feb
Captain Holmes Carriage House in historic downtown Mystic newly renovated
Interior

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 HK$1,406
HK$2,829 total
includes taxes & fees
2 Feb - 3 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.
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

Montauk Manor

Montauk Manor

10/10 Excellent
"Everyone was perfect for our stay at the Montauk Manor!!! The lobby is beautiful and clean. The staff was friendly and very welcoming. We enjoyed massages with Amy, which I highly recommend. Breakfast was delicious at Monte’s (restaurant in the lobby). We loved our room it was immaculate and had everything we needed for a perfect weekend getaway!! We are looking forward to returning again in the spring. "
Phyllis 2-night trip
Posted 7 days ago
Montauk Manor

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 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.