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Check prices for these dates

In two weeks
Oct 24 - Oct 26
In one month
Nov 7 - Nov 9
In two months
Dec 5 - Dec 7
In three months
Jan 2 - Jan 4

Vacation Homes in Montauk

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

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 ￥14,064
￥53,382 total
includes taxes & fees
Nov 3 - Nov 4
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Outdoor pool, a heated pool

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 star property
9.6 out of 10, Exceptional, (15)
"We had a one-night stay at this location. It was perfect for us from many perspectives and we enjoyed staying there. Very nice place!Thanks! "
The price is ￥25,881
￥59,896 total
includes taxes & fees
Oct 8 - Oct 9
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington
2 bedrooms, iron/ironing board, free WiFi, bed sheets

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 ￥19,614
￥44,087 total
includes taxes & fees
Oct 8 - Oct 9
A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington
The Blue Anchor House · walk Mystic-Train/Aquarium
Terrace/patio

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 ￥18,055
￥54,710 total
includes taxes & fees
Oct 8 - Oct 9
The Blue Anchor House · walk Mystic-Train/Aquarium
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Property grounds

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 ￥22,873
￥48,550 total
includes taxes & fees
Oct 13 - Oct 14
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Unique Retreat w/ Private Patio, 4 King Beds & BBQ
Sun loungers, beach towels

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

10.0 out of 10, Exceptional, (125)
"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 ￥46,298
￥97,926 total
includes taxes & fees
Oct 8 - Oct 9
Unique Retreat w/ Private Patio, 4 King Beds & BBQ
Charming Historic House in Downtown Mystic
Smart TV, video games, books, stereo

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 ￥30,792
￥58,858 total
includes taxes & fees
Oct 9 - Oct 10
Charming Historic House in Downtown Mystic
American Beech in Greenport - Petite King Room 7
Terrace/patio

American Beech in Greenport - Petite King Room 7

9.0 out of 10, Wonderful, (4)
"Great job "
The price is ￥29,347
￥45,156 total
includes taxes & fees
Oct 8 - Oct 9
American Beech in Greenport - Petite King Room 7
Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.
Exterior

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

10.0 out of 10, Exceptional, (51)
"One of the best VRBO rentals we have had. Host was communicative. House was prepared, clean, comfortable, and centrally located, just steps from the Seaport and 5 minutes from town. Would recommend highly."
The price is ￥45,126
￥93,592 total
includes taxes & fees
Oct 8 - Oct 9
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!
Smart TV, fireplace

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

9.8 out of 10, Exceptional, (7)
The price is ￥51,615
￥106,391 total
includes taxes & fees
Oct 23 - Oct 24
New for 2025 3 Bedroom Retreat 1 Mile from Westerly’s Beautiful Beaches!
Mansion Beach- October to May Available!
On the beach, sun loungers

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 ￥51,615
￥126,937 total
includes taxes & fees
Oct 13 - Oct 14
Mansion Beach- October to May Available!
The Mystic Harbor House · walk downtown Mystic · train · aquarium
Dining

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 ￥31,169
￥71,647 total
includes taxes & fees
Nov 5 - Nov 6
The Mystic Harbor House · walk downtown Mystic · train · aquarium
Beach Cottage 1 Mile From Weekapaug & Misquamicut
Beach

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 ￥44,241
￥80,908 total
includes taxes & fees
Oct 23 - Oct 24
Beach Cottage 1 Mile From Weekapaug & Misquamicut
Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!
Terrace/patio

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

10.0 out of 10, Exceptional, (91)
"Great location responsive hosts fully stocked cozy accommodations "
Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!
Harbor View Landing Mystic CT - The Bluffs Waterfront House - Second Floor Only
Property grounds

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

10.0 out of 10, Exceptional, (3)
The price is ￥51,615
￥66,731 total
includes taxes & fees
Oct 8 - Oct 9
Harbor View Landing Mystic CT - The Bluffs Waterfront House - Second Floor Only
Downtown Mystic Waterfront Oasis
Outdoor dining

Downtown Mystic Waterfront Oasis

2.0 star property
10.0 out of 10, Exceptional, (15)
"Great stay within minutes from downtown Mystic. Definitely coming back!"
The price is ￥95,856
￥141,203 total
includes taxes & fees
Oct 10 - Oct 11
Downtown Mystic Waterfront Oasis
Block Island The Way It Used To Be!!! Steps From Everything!!!
Property grounds

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 ￥81,109
￥148,438 total
includes taxes & fees
Oct 8 - Oct 9
Block Island The Way It Used To Be!!! Steps From Everything!!!
Gorgeous Greenport Beach House right on the Sound! Breathtaking views
Interior

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!"
Gorgeous Greenport Beach House right on the Sound! Breathtaking views
6 Bedroom Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches
Outdoor pool, a heated pool

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

10.0 out of 10, Exceptional, (44)
"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 ￥287,080
￥504,561 total
includes taxes & fees
Oct 27 - Oct 28
6 Bedroom Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches
Charming Northfork Townhouse- walk to all
Fridge, microwave, oven, stovetop

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 ￥52,352
￥101,768 total
includes taxes & fees
Oct 8 - Oct 9
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

Montauk Manor

Montauk Manor

10/10 Excellent
"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. "
Lydia 1-night trip
Posted 1 day ago
Montauk Manor

Find out more about Montauk

Find out more about Montauk

Montauk Vacation Homes information

Number of reviews
859
Accommodation
125 Vacation Homes
Lowest Price
￥44,087
Highest Price
￥504,561

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