Montauk Holiday Rentals

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Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 Jun - 7 Jun
In four months
3 Jul - 5 Jul

Our top choices for Montauk holiday rentals

Lobby

Aparthotel in Montauk

Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1,300 reviews)
"Nice pool, great restaurant "
United States
April
The price is HK$1,183
HK$1,505 total
includes taxes & fees
30 Mar - 31 Mar
Montauk Manor
Iron/ironing board, free WiFi

Aparthotel in Downtown Montauk

Montauk Oceanside Suites
3.0 star property
8.6 out of 10, Excellent, (420 reviews)
"Great spot- walkable and nice accommodations! "
United States
Lesley
Montauk Oceanside Suites
Living area

Condo in Downtown Montauk

Offshore Residences
4.5 star property
10.0 out of 10, Exceptional, (1 review)
The price is HK$3,748
HK$5,175 total
includes taxes & fees
12 Mar - 13 Mar
Offshore Residences
Smart TV, books

Holiday Home in Stonington

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
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 HK$743
HK$1,974 total
includes taxes & fees
15 Mar - 16 Mar
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Terrace/patio

Apartment in New Shoreham

Waverly Suite 1 on the Beach
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$1,118
HK$3,352 total
includes taxes & fees
22 Mar - 23 Mar
Waverly Suite 1 on the Beach
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cottage in Groton

Carriage House at 26 Pearl: Private Suite, 3 Min Walk Downtown, Pet Friendly
The price is HK$2,347
HK$3,796 total
includes taxes & fees
12 Mar - 13 Mar
Carriage House at 26 Pearl: Private Suite, 3 Min Walk Downtown, Pet Friendly
Individually decorated, individually furnished, iron/ironing board

Aparthotel in Napeague

Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (310 reviews)
"Quiet place, went off season, cooked all meals in the room, good home base to explore the area."
United States
Jerry
Windward Shores Ocean Resort
Interior

Cottage in Stonington

The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
10.0 out of 10, Exceptional, (5 reviews)
"Great stay with friends! "
United States
Danielle V.
The price is HK$835
HK$1,931 total
includes taxes & fees
12 Mar - 13 Mar
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
Exterior detail

Cottage in West Mystic

Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
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$1,369
HK$1,731 total
includes taxes & fees
12 Mar - 13 Mar
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
Private kitchen

Holiday Home in Stonington

Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.
10.0 out of 10, Exceptional, (58 reviews)
"The place was conveniently located , clean and comfortable. "
United States
Lori L.
The price is HK$2,738
HK$5,408 total
includes taxes & fees
15 Mar - 16 Mar
Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.
Property grounds

Holiday Home in Mystic

Charming 1845 Home in the Heart of Mystic – Walk to Everything!
9.8 out of 10, Exceptional, (162 reviews)
"Beautiful charming house , walking distance to Mystic shops and eateries. "
United States
Elizabeth M.
The price is HK$878
HK$2,127 total
includes taxes & fees
25 Mar - 26 Mar
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Exterior detail

Apartment in Groton

Unbeatable Downtown Mystic Location
10.0 out of 10, Exceptional, (11 reviews)
"Location was amazing! We walked everywhere. "
United States
Meagan M.
The price is HK$861
HK$1,947 total
includes taxes & fees
12 Mar - 13 Mar
Unbeatable Downtown Mystic Location
Interior

Holiday Home in Mystic

Charming Historic House in Downtown Mystic
10.0 out of 10, Exceptional, (168 reviews)
"Super cute house! Perfect for a stay to view the area! "
United States
Rocky & Jessica V.
The price is HK$1,338
HK$2,743 total
includes taxes & fees
12 Mar - 13 Mar
Charming Historic House in Downtown Mystic
Exterior

Holiday Home in Mystic

Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!
10.0 out of 10, Exceptional, (92 reviews)
"Great location responsive hosts fully stocked cozy accommodations "
United States
dolly o.
The price is HK$1,646
HK$5,051 total
includes taxes & fees
12 Mar - 13 Mar
Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!
Fridge, microwave, oven, stovetop

Apartment in Stonington

Upscale Apartment in Mystic 7 Minute Walk to Drawbridge
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful, quiet, close to town!! Really enjoyed our stay. "
United States
Maureen F.
The price is HK$1,017
HK$2,115 total
includes taxes & fees
18 Mar - 19 Mar
Upscale Apartment in Mystic 7 Minute Walk to Drawbridge
Exterior

Apartment in Stonington

Riverbed, Romantic Waterfront Suite, walk to town<br><br>
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$1,548
HK$2,866 total
includes taxes & fees
18 Mar - 19 Mar
Riverbed, Romantic Waterfront Suite, walk to town<br><br>
Free WiFi, bed sheets

Cottage in Greenport

North Fork Cottages & RV Resort
3.0 star property
8.6 out of 10, Excellent, (11 reviews)
"great place to stay, clean and quiet....loved it"
United States
Darlin
The price is HK$1,866
HK$2,132 total
includes taxes & fees
1 Apr - 2 Apr
North Fork Cottages & RV Resort
Exterior

Apartment in Mystic

"Shepherdess": Mystic Blue Salon With River View
9.8 out of 10, Exceptional, (14 reviews)
"Great property! We would definitely stay there again!"
United States
Brooke D.
The price is HK$1,380
HK$2,581 total
includes taxes & fees
17 Mar - 18 Mar
"Shepherdess": Mystic Blue Salon With River View
Smart TV, fireplace, video games, DVD player

Holiday Home in Groton

Unique Retreat w/ Private Patio, 4 King Beds & BBQ
10.0 out of 10, Exceptional, (129 reviews)
"Beautiful home away from home! Clean, spacious, just perfect!! "
United States
Paula L.
The price is HK$1,593
HK$4,084 total
includes taxes & fees
22 Mar - 23 Mar
Unique Retreat w/ Private Patio, 4 King Beds & BBQ
Smart TV, fireplace, books

Holiday Home in Waterford

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful home, we enjoyed our stay. Clean, modern and had everything there we needed. Host was very attentive to our needs and was quick to respond. Looking forward to spend another long weekend there. Highly recommend!"
United States
Brenda W.
The price is HK$906
HK$3,023 total
includes taxes & fees
12 Mar - 13 Mar
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
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

Offshore Montauk

Offshore Montauk

10/10 Excellent
"room in front of the street"
Nancy 1-night trip
Posted 3 days ago
Offshore Montauk

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
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  • 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 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.