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Our top choices for Montauk vacation homes

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 ¥17,846
¥59,666 total
includes taxes & fees
Feb 9 - Feb 10
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

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 ¥16,946
¥41,746 total
includes taxes & fees
Feb 8 - Feb 9
Charming 1845 Home in the Heart of Mystic – Walk to Everything!

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 ¥15,427
¥152,400 total
includes taxes & fees
Feb 22 - Feb 23
Blackberry: Private home with jacuzzi year-round

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 ¥18,577
¥57,166 total
includes taxes & fees
Feb 8 - Feb 9
The Blue Anchor House · walk 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, (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 ¥19,589
¥58,482 total
includes taxes & fees
Feb 10 - Feb 11
The Mystic Harbor House · walk downtown Mystic · train · aquarium

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 ¥16,985
¥29,201 total
includes taxes & fees
Feb 8 - Feb 9
American Beech in Greenport - Petite King Room 7

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

Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.
Stonington
10.0 out of 10, Exceptional, (57 reviews)
"It was a lovely home within walking distance of almost everything. The host was wonderful and so accommodating. "
United States
Valerie W.
The price is ¥38,958
¥82,006 total
includes taxes & fees
Feb 11 - Feb 12
Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.

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, (129 reviews)
"Beautiful home away from home! Clean, spacious, just perfect!! "
United States
Paula L.
The price is ¥33,610
¥83,999 total
includes taxes & fees
Feb 7 - Feb 8
Unique Retreat w/ Private Patio, 4 King Beds & BBQ

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 & Jessica V.
The price is ¥28,049
¥56,254 total
includes taxes & fees
Feb 9 - Feb 10
Charming Historic House in Downtown Mystic

Luxe Historic Bungalow in Heart of Downtown Mystic

Luxe Historic Bungalow in Heart of Downtown Mystic
Mystic
10.0 out of 10, Exceptional, (15 reviews)
"Great house and hosts! Would definitely go back again."
United States
Jason G.
The price is ¥32,859
¥87,293 total
includes taxes & fees
Feb 25 - Feb 26
Luxe Historic Bungalow in Heart of Downtown Mystic

Spacious 5-bedroom house with water views and 2 houses from the bay.

Spacious 5-bedroom house with water views and 2 houses from the bay.
Sag Harbor
The price is ¥623,320
¥1,004,835 total
includes taxes & fees
Mar 8 - Mar 9
Spacious 5-bedroom house with water views and 2 houses from the bay.

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

Harbor View Landing Mystic CT - The Bluffs Waterfront House - Second Floor Only
West Mystic
10.0 out of 10, Exceptional, (3 reviews)
"We had a lovely experience in West Mystick at the Harbor House. The rental was lovely, clean, and contained enough of the necessary amenities. The view of the harbor was lovely. There were renters below us that had small children and at times that was very noisy. You could hear them running back and forth most of the evening. If they were playing music you could hear that as well. It was very cold during our time in Mystic so the heat was necessary. The baseboard heat was sufficient to keep...
United States
Suzanne S.
The price is ¥54,919
¥71,002 total
includes taxes & fees
Feb 6 - Feb 7
Harbor View Landing Mystic CT - The Bluffs Waterfront House - Second Floor Only

Sag Harbor Water View w Dock 1.5ml from town

Sag Harbor Water View w Dock 1.5ml from town
Bay Point
The price is ¥210,371
¥355,893 total
includes taxes & fees
Feb 14 - Feb 15
Sag Harbor Water View w Dock 1.5ml from town

Walk to Mansion Beach, Large Yard!

Walk to Mansion Beach, Large Yard!
New Shoreham
9.4 out of 10, Exceptional, (28 reviews)
"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.
The price is ¥49,427
¥135,947 total
includes taxes & fees
Feb 28 - Mar 1
Walk to Mansion Beach, Large Yard!

Northfork Townhouse walk to all

Northfork Townhouse walk to all
Greenport
10.0 out of 10, Exceptional, (5 reviews)
"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"
United States
Beth R.
The price is ¥44,879
¥94,006 total
includes taxes & fees
Feb 10 - Feb 11
Northfork Townhouse walk to all

Rare costal home located in Stonington Borough.

Rare costal home located in Stonington Borough.
The Borough
10.0 out of 10, Exceptional, (4 reviews)
"We had a great time at this house - happy to have parking (no joke in the Boro) and the front porch was awesome for the foggy day we had. This place has the ambience of a real home, so the furniture was comfortable and the shower was great. Would stay again. "
United States
Thomas M.
The price is ¥60,306
¥107,452 total
includes taxes & fees
Feb 9 - Feb 10
Rare costal home located in Stonington Borough.

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, (12 reviews)
"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 ¥21,183
¥73,877 total
includes taxes & fees
Feb 22 - Feb 23
New for 2025 3 Bedroom Retreat 1 Mile from Westerly’s Beautiful Beaches!

Cozy 5 Bedroom With Wi-fi And Air Condition

Cozy 5 Bedroom With Wi-fi And Air Condition
Wainscott
The price is ¥232,810
¥301,059 total
includes taxes & fees
Feb 6 - Feb 7
Cozy 5 Bedroom With Wi-fi And Air Condition

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
Water Mill
10.0 out of 10, Exceptional, (6 reviews)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
United States
Stephanie M.
The price is ¥467,490
¥914,929 total
includes taxes & fees
Mar 7 - Mar 8
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

Renovated Townhouse walk to all

Renovated Townhouse walk to all
Greenport
9.6 out of 10, Exceptional, (10 reviews)
"What a wonderful spot! We could walk to town, and a beach. We loved our stay in Greenport! "
United States
Laura B.
The price is ¥38,568
¥85,903 total
includes taxes & fees
Feb 9 - Feb 10
Renovated 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

Montauk Vacation Homes information

Number of reviews
568
Accommodation
117 Vacation Homes
Lowest Price
¥29,201
Highest Price
¥1,004,835