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Browse Select Tuckahoe Vacation Homes

Chic Southampton Getaway w/Heated Pool. Minutes away from village & beach.

10.0 out of 10, Exceptional, (1)
"We had a great time in Southampton! The house is beautiful and we had everything we needed to cook Thanksgiving dinner. My hard to please family were all happy with everyone having their own king en suites! Mark and Mike were extremely fast with communication even during the holiday. Thank you so much!!!"
The price is CA $1,248
CA $2,533 total
includes taxes & fees
Sep 3 - Sep 4
Chic Southampton Getaway w/Heated Pool. Minutes away from village & beach.

Stunning Southampton Village Modern Home

The price is CA $18,631
CA $22,884 total
includes taxes & fees
Aug 21 - Aug 22
Stunning Southampton Village Modern Home

Sag Harbor Water View w Dock 1.5ml from town

The price is CA $7,591
CA $10,624 total
includes taxes & fees
Sep 10 - Sep 11
Sag Harbor Water View w Dock 1.5ml from town

Luxury 7BR Hamptons Estate – Prime Central Location, Mins to Beach & Horse Show

10.0 out of 10, Exceptional, (6)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
The price is CA $3,744
CA $7,599 total
includes taxes & fees
Sep 3 - Sep 4
Luxury 7BR Hamptons Estate – Prime Central Location, Mins to Beach & Horse Show

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 star property
9.6 out of 10, Exceptional, (13)
"Great place! Great communication with property owner!"
The price is CA $410
CA $779 total
includes taxes & fees
Aug 21 - Aug 22
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Aqua by American Beech - Rooftop Suite

10.0 out of 10, Exceptional, (1)
"Quick stay after a day at the wineries. Location is is set in a beautiful quiet area and the view is just amazing. The staff could truly not be any better, any request or issue was dealt with in literally a minute. Room was perfect, clean and made you feel at home with anything you needed. Will definitely be back!"
The price is CA $545
CA $773 total
includes taxes & fees
Sep 9 - Sep 10
Aqua by American Beech - Rooftop Suite

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2.0 star property
9.0 out of 10, Wonderful, (4)
"Large open first floor for a large family stay. Great back patio with a nice view of the river. Don't miss the morning swans. "
The price is CA $689
CA $1,260 total
includes taxes & fees
Aug 28 - Aug 29
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Stunning Private Sunny Modern Southampton home-5 beds Last minute discounts

9.8 out of 10, Exceptional, (19)
"House was perfectly appointed in Southampton! Close to all the spots--Southampton town, Bridgehampton shopping and quaint Sag Harbor"
Stunning Private Sunny Modern Southampton home-5 beds Last minute discounts

Beautifully farmhouse

10.0 out of 10, Exceptional, (2)
"good experience"
The price is CA $828
CA $1,621 total
includes taxes & fees
Aug 25 - Aug 26
Beautifully farmhouse

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

The price is CA $5,520
CA $8,901 total
includes taxes & fees
Aug 24 - Aug 25
Spacious 5-bedroom house with water views and 2 houses from the bay.

Huge Island Getaway Pool Hot Tub Walk To Beach

10.0 out of 10, Exceptional, (7)
"Property great. Beautiful home with great amenities"
The price is CA $2,759
CA $3,784 total
includes taxes & fees
Aug 31 - Sep 1
Huge Island Getaway Pool Hot Tub Walk To Beach

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

10.0 out of 10, Exceptional, (42)
"the property was lovely and well equipped with all amenties. Comfortable and located in an area which is accessible for all towns in the Hamptons"
The price is CA $3,742
CA $5,983 total
includes taxes & fees
Sep 19 - Sep 20
6 Bedroom Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches

Cozy quiet gem, private & fenced in backyard

9.4 out of 10, Exceptional, (3)
"good times"
The price is CA $827
CA $2,160 total
includes taxes & fees
Aug 24 - Aug 25
Cozy quiet gem, private & fenced in backyard

Seashell – Short Walk to Long Beach, Heated Pool & Best Sunsets in the Hamptons

10.0 out of 10, Exceptional, (57)
"We had a very nice stay at Stan's house. We spent the majority of our time relaxing in the beautiful backyard. The pool is amazing!"
The price is CA $1,408
CA $3,024 total
includes taxes & fees
Aug 25 - Aug 26
Seashell – Short Walk to Long Beach, Heated Pool & Best Sunsets in the Hamptons

Work and Play Special! Extended Stay Discount

10.0 out of 10, Exceptional, (49)
"we were pleased to find a beautiful, quiet place to stay and so close to the Vine Street Cafe we could walk"
The price is CA $1,109
CA $1,991 total
includes taxes & fees
Sep 14 - Sep 15
Work and Play Special! Extended Stay Discount

Bay Access Cottage + Pilates Gym

2.0 star property
The price is CA $627
CA $974 total
includes taxes & fees
Sep 9 - Sep 10
Bay Access Cottage + Pilates Gym

Hidden gem! Southampton beach cottage

10.0 out of 10, Exceptional, (1)
The price is CA $415
CA $993 total
includes taxes & fees
Aug 21 - Aug 22
Hidden gem! Southampton beach cottage

Contemporary Southampton Village Home Walking Distance to Town, Pool,...

10.0 out of 10, Exceptional, (14)
"We loved our stay! The place is beautiful, quiet and located very close to Main St in Southampton. The host was extremely helpful and responsive."
The price is CA $2,167
CA $3,107 total
includes taxes & fees
Sep 4 - Sep 5
Contemporary Southampton Village Home Walking Distance to Town, Pool,...

American Beech in Greenport - Petite King Room 7

9.0 out of 10, Wonderful, (4)
"Great job "
The price is CA $330
CA $494 total
includes taxes & fees
Aug 28 - Aug 29
American Beech in Greenport - Petite King Room 7

Aqua by American Beech - Superior King

10.0 out of 10, Exceptional, (5)
"Very clean, flexible, great communication and exceptional view"
The price is CA $413
CA $593 total
includes taxes & fees
Sep 4 - Sep 5
Aqua by American Beech - Superior King
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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