Tuckahoe Vacation Rentals

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Our top choices for Tuckahoe vacation rentals

Cottage on Beach front Estate with Dockage .Walk to Village

Cottage on Beach front Estate with Dockage .Walk to Village
Pipes Cove
10.0 out of 10, Exceptional, (75 reviews)
"Wonderful stay at such a special spot. "
United States
Meg B.
The price is CA $368
CA $478 total
includes taxes & fees
Feb 28 - Mar 1
Cottage on Beach front Estate with Dockage .Walk to Village

Cozy&Chic Beach Cottage - wineries, beach and perfect for all seasons

Cozy&Chic Beach Cottage - wineries, beach and perfect for all seasons
Southold
The price is CA $224
CA $606 total
includes taxes & fees
Mar 1 - Mar 2
Cozy&Chic Beach Cottage - wineries, beach and perfect for all seasons

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Calverton
8.6 out of 10, Excellent, (8 reviews)
"This was a great place to stay! Nice house, great backyard on a river and the house was well stocked with essentials. Owner was accommodating and easy to communicate with."
United States
Nicole A.
The price is CA $399
CA $873 total
includes taxes & fees
Feb 18 - Feb 19
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Cozy Hamptons Escape 3BR Minutes From Beach!

Cozy Hamptons Escape 3BR Minutes From Beach!
Hampton Bays
9.2 out of 10, Wonderful, (5 reviews)
"Great place. It's exactly like the listing! Would stay again!"
United States
Taylor H.
The price is CA $1,634
CA $2,125 total
includes taxes & fees
Mar 10 - Mar 11
Cozy Hamptons Escape 3BR Minutes From 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 CA $362
CA $791 total
includes taxes & fees
Feb 18 - Feb 19
Renovated Townhouse walk to all

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 CA $380
CA $813 total
includes taxes & fees
Feb 18 - Feb 19
Northfork Townhouse walk to all

Immaculate Waterfront 2 bedroom!

Immaculate Waterfront 2 bedroom!
Hampton Bays
10.0 out of 10, Exceptional, (5 reviews)
"Clean and fully updated home situated on a canal with a partial view of the bay . A perfect location ."
United States
Michael L.
The price is CA $443
CA $876 total
includes taxes & fees
Feb 22 - Feb 23
Immaculate Waterfront 2 bedroom!

Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Black Swan: Beachfront Home w/ Year-Round Jacuzzi
Hampton Bays
9.6 out of 10, Exceptional, (15 reviews)
"Nice house. Photos and descriptions represent it very accurately. "
United States
Will K.
The price is CA $170
CA $1,690 total
includes taxes & fees
Feb 24 - Feb 25
Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Breakwater Estate… perfect for Large Group Getaways!

Breakwater Estate… perfect for Large Group Getaways!
Mattituck
10.0 out of 10, Exceptional, (35 reviews)
"Beautiful property. Great pool, We had a great time."
United States
william p.
The price is CA $735
CA $1,689 total
includes taxes & fees
Feb 27 - Feb 28
Breakwater Estate… perfect for Large Group Getaways!

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Greenport
10.0 out of 10, Exceptional, (1 review)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
The price is CA $368
CA $788 total
includes taxes & fees
Mar 2 - Mar 3
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

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 CA $162
CA $272 total
includes taxes & fees
Feb 22 - Feb 23
American Beech in Greenport - Petite King Room 7

Beach cottage, private road, private beach, private mooring, private parking.

Beach cottage, private road, private beach, private mooring, private parking.
Laurel
10.0 out of 10, Exceptional, (1 review)
Beach cottage, private road, private beach, private mooring, private parking.

4-bedroom beach house minutes from Hamptons

4-bedroom beach house minutes from Hamptons
Calverton
10.0 out of 10, Exceptional, (1 review)
"Beautiful home and location. Owner was very helpful. Would love to rent again!"
United States
Evelyn D.
The price is CA $466
CA $944 total
includes taxes & fees
Mar 2 - Mar 3
4-bedroom beach house minutes from Hamptons

Cozy 5 Bedroom With Wi-fi And Air Condition

Cozy 5 Bedroom With Wi-fi And Air Condition
Wainscott
The price is CA $2,034
CA $2,648 total
includes taxes & fees
Feb 20 - Feb 21
Cozy 5 Bedroom With Wi-fi And Air Condition

Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom
Southampton
10.0 out of 10, Exceptional, (3 reviews)
"perfect for families"
United States
Okito H.
The price is CA $614
CA $1,504 total
includes taxes & fees
Feb 27 - Feb 28
Minutes from the beach, brand new 4 bedroom

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 CA $1,841
CA $3,100 total
includes taxes & fees
Feb 24 - Feb 25
Sag Harbor Water View w Dock 1.5ml from town

5 Bedrooms! 4 Min to the Beach! HEATED POOL!

5 Bedrooms! 4 Min to the Beach! HEATED POOL!
Westhampton Beach
10.0 out of 10, Exceptional, (2 reviews)
"awesome house and awesome host"
United States
Matthew M.
The price is CA $1,958
CA $2,978 total
includes taxes & fees
Feb 18 - Feb 19
5 Bedrooms! 4 Min to the Beach! HEATED POOL!

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Southampton
9.0 out of 10, Wonderful, (10 reviews)
"Great location. Great host. Easy house, pool and private back yard. It's modest but has it all."
United States
Harry V.
The price is CA $362
CA $989 total
includes taxes & fees
Feb 18 - Feb 19
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
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 Tuckahoe Hotel Reviews

Find out more about Tuckahoe

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Tuckahoe. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Tuckahoe?

Yes, you can find vacation rentals close to top points of interest in Tuckahoe, or you can go with a more secluded option if you're looking for a relaxing stay. Visitors to Tuckahoe speak positively about the beaches and coffeehouses in this destination. Make sure you have time to check out the golf courses and monuments during your trip.

What are some of the best vacation rentals in Tuckahoe?

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping: Visitors like this Tuckahoe vacation home rental. It offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals will I find in Tuckahoe?

Expedia has 65 vacation rentals for your stay in Tuckahoe.

What can I see and do in Tuckahoe?

While exploring the area, visit family-friendly sights like Children's Museum of The East End, or get outside and enjoy nature at The Hamptons Beaches. Other places in town to visit include Shinnecock Hills Golf Course and National Golf Club.

What are vacation rentals like in Tuckahoe?

Vacation rentals are private properties you can stay in for several days or more in Tuckahoe. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for family gatherings.