Holiday Homes in Montauk

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Featured Holiday Homes in Montauk

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

10.0 out of 10, Exceptional, (9)
"Open concept home beautiful with private yard space. It was perfect for our stay"
The price is AU$552
includes taxes & fees
3 Nov - 4 Nov
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 star property
9.6 out of 10, Exceptional, (15)
"Tucked away in a quiet residential area. Rooms were clean and kitchenette was well equipped. Private parking spot in the driveway next to the cottage was a bonus. Highly recommended!"
The price is AU$601
includes taxes & fees
6 Oct - 7 Oct
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington

10.0 out of 10, Exceptional, (1)
"We visited here for a weekend in the Mystic area. Our daughter joined us for an evening and the home was cozy and comfortable for 3 adults. The check in process was seamless and communication with the host was always timely. They thought of everything to make our stay enjoyable and everything was within arms reach. The home is located in a great spot and enabled us to enjoy many surrounding areas. Pawcatuck/Westerly, Mystic, Watch Hill... all were very close so this was a perfect base of...
The price is AU$542
includes taxes & fees
28 Oct - 29 Oct
A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington

The Blue Anchor House · walk Mystic-Train/Aquarium

10.0 out of 10, Exceptional, (5)
"This was an adorable house with great access to downtown Mystic. The house is well updated and very clean. We would stay here again for sure. It was a very comfortable experience. "
The price is AU$555
includes taxes & fees
7 Oct - 8 Oct
The Blue Anchor House · walk Mystic-Train/Aquarium

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

9.8 out of 10, Exceptional, (153)
"Very cute stay in a historic house. Great location for downtown and great to have a parking spot. LOVED the porch. Location is louder as the walls are thin. Would stay here again!"
The price is AU$501
includes taxes & fees
4 Nov - 5 Nov
Charming 1845 Home in the Heart of Mystic – Walk to Everything!

Unique Retreat w/ Private Patio, 4 King Beds & BBQ

10.0 out of 10, Exceptional, (124)
"Excellent stay! Where else could you accommodate 8 people with 4 king size beds and all the kitchen and housekeeping supplies you need. Well thought out and very comfortable outside and interior areas to relax in.Just a great experience"
The price is AU$1,016
includes taxes & fees
6 Oct - 7 Oct
Unique Retreat w/ Private Patio, 4 King Beds & BBQ

Charming Historic House in Downtown Mystic

10.0 out of 10, Exceptional, (155)
"Such a unique home in the lovely town! Much to see and do. We need a longer stay. Thank you. "
The price is AU$611
includes taxes & fees
6 Oct - 7 Oct
Charming Historic House in Downtown Mystic

American Beech in Greenport - Petite King Room 7

9.0 out of 10, Wonderful, (4)
"Great job "
The price is AU$469
includes taxes & fees
7 Oct - 8 Oct
American Beech in Greenport - Petite King Room 7

Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.

10.0 out of 10, Exceptional, (50)
"The house is adorable and so nicely appointed. It was a perfect location for a quick walk to downtown or to the Museum. Chris is a fabulous host and so accommodating. We would definitely stay again!"
The price is AU$972
includes taxes & fees
6 Oct - 7 Oct
Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.

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

9.8 out of 10, Exceptional, (7)
The price is AU$1,105
includes taxes & fees
23 Oct - 24 Oct
New for 2025 3 Bedroom Retreat 1 Mile from Westerly’s Beautiful Beaches!

Mansion Beach- October to May Available!

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."
The price is AU$1,323
includes taxes & fees
13 Oct - 14 Oct
Mansion Beach- October to May Available!

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

10.0 out of 10, Exceptional, (5)
"Loved the area. Loved the house. Very clean "
The price is AU$739
includes taxes & fees
5 Nov - 6 Nov
The Mystic Harbor House · walk downtown Mystic · train · aquarium

Beach Cottage 1 Mile From Weekapaug & Misquamicut

9.0 out of 10, Wonderful, (183)
"Good location, had lots of fun with a group of friends, beautiful neighborhood. Overall just a great stay."
The price is AU$839
includes taxes & fees
23 Oct - 24 Oct
Beach Cottage 1 Mile From Weekapaug & Misquamicut

Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!

10.0 out of 10, Exceptional, (90)
"Great location responsive hosts fully stocked cozy accommodations "
The price is AU$1,024
includes taxes & fees
13 Oct - 14 Oct
Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!

Harbor View Landing Mystic CT - The Bluffs Waterfront House - Second Floor Only

10.0 out of 10, Exceptional, (3)
The price is AU$790
includes taxes & fees
6 Oct - 7 Oct
Harbor View Landing Mystic CT - The Bluffs Waterfront House - Second Floor Only

Downtown Mystic Waterfront Oasis

2.0 star property
10.0 out of 10, Exceptional, (14)
"Great stay within minutes from downtown Mystic. Definitely coming back!"
Downtown Mystic Waterfront Oasis

Block Island The Way It Used To Be!!! Steps From Everything!!!

10.0 out of 10, Exceptional, (36)
"This charming cottage was the ideal home base for our family’s unforgettable week on Block Island! Steps from shops, restaurants, and pristine beaches, the location couldn’t be better. The cottage was spotlessly clean, cozy, and well-equipped, making our stay a breeze. The owner was incredibly responsive, ensuring everything was perfect. Highly recommend this gem for your island getaway!"
The price is AU$1,536
includes taxes & fees
6 Oct - 7 Oct
Block Island The Way It Used To Be!!! Steps From Everything!!!

Gorgeous Greenport Beach House right on the Sound! Breathtaking views

9.8 out of 10, Exceptional, (8)
"We came for a girls trip and this property was perfect, had beautiful views and was close to everything...we very much enjoyed our stay!"
The price is AU$2,048
includes taxes & fees
6 Oct - 7 Oct
Gorgeous Greenport Beach House right on the Sound! Breathtaking views

6 Bedroom Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches

10.0 out of 10, Exceptional, (43)
"Catherine was a great homeowner and made sure everything was organized prior to our arrival. She was very kind and easy to communicate with. She also was able to make sure we could have an early check in. "
The price is AU$5,299
includes taxes & fees
15 Oct - 16 Oct
6 Bedroom Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches

Charming Northfork Townhouse- walk to all

10.0 out of 10, Exceptional, (5)
"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"
The price is AU$1,109
includes taxes & fees
8 Oct - 9 Oct
Charming Northfork Townhouse- walk to all
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

Find out more about Montauk

Find out more about Montauk

Montauk Holiday Homes information

Number of reviews
859
Accommodation
120 Holiday Homes
Lowest Price
AU$469
Highest Price
AU$5,299

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