Default HTG hotel image

Tuckahoe Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Tuckahoe vacation rentals

A modern kitchen with white cabinets, a stainless steel sink, and a dishwasher.

1. Newly Renovated Pristine Southampton Colonial

Newly Renovated Pristine Southampton Colonial
Southampton
9.8 out of 10, Exceptional, (12 reviews)
"Great property, worked perfectly for my crew that was in town for an event. Great communication with Brian the owner and very easy stay. Would stay again!"
United States
Brian M.
The price is ￥142,076
￥243,202 total
includes taxes & fees
Oct 20 - Oct 21
Newly Renovated Pristine Southampton Colonial
A modern living room with a sofa, armchairs, a coffee table, and a TV.

2. Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
10.0 out of 10, Exceptional, (5 reviews)
"Great location. Loved the yard but for small pets the fence has some areas they could get under but overall it worked out. Just kept an eye on them.House very clean, comfortable. Host communication was excellent and would highly recommend for a visit to Southampton. Easy walk into town."
United States
Kathy B.
The price is ￥79,010
￥185,594 total
includes taxes & fees
Nov 2 - Nov 3
Minutes from the beach, brand new 3 bedroom
A spacious living room with a grey sectional sofa, a round coffee table, and a white armchair.

3. Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom
Southampton
10.0 out of 10, Exceptional, (6 reviews)
"perfect for families"
United States
Okito H.
The price is ￥71,109
￥175,303 total
includes taxes & fees
Oct 20 - Oct 21
Minutes from the beach, brand new 4 bedroom
A room with a large window, a wooden bookshelf, a stone wall, and a white sofa.

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

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Southampton
9.2 out of 10, Wonderful, (11 reviews)
"Great house with lots of space. Perfect location! The host is extremely accommodating. Definitely recommend!"
United States
Justin
The price is ￥30,024
￥99,117 total
includes taxes & fees
Oct 25 - Oct 26
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
A beach with footprints leading to the water, a sunset in the background, and a clear sky.

5. Walk to Beach | Seabreeze Cottage #4

Walk to Beach | Seabreeze Cottage #4
Hampton Bays
8.6 out of 10, Excellent, (8 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is ￥12,010
￥71,184 total
includes taxes & fees
Oct 25 - Oct 26
Walk to Beach | Seabreeze Cottage #4
A modern two-story house with a swimming pool, a covered deck, and a well-maintained lawn.

6. Amazing Southampton Home with Private Heated Pool

Amazing Southampton Home with Private Heated Pool
Southampton
9.0 out of 10, Wonderful, (2 reviews)
"Very cozy house in a great location!"
United States
Serina R.
The price is ￥79,124
￥184,168 total
includes taxes & fees
Oct 20 - Oct 21
Amazing Southampton Home with Private Heated Pool
A wooden gate partially covered by lush green ivy.

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

Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Southampton
10.0 out of 10, Exceptional, (16 reviews)
"We loved our stay here it was a lovely, warm and beautifully appointed home with a great pool and walkable to town. We hope to be able to return here again soon!"
United States
Deborah V.
The price is ￥337,120
￥456,319 total
includes taxes & fees
Oct 20 - Oct 21
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
A wooden house with a front porch, white railings, and a double door.

8. COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
Southampton
9.2 out of 10, Wonderful, (29 reviews)
"Nice property with its of space."
United States
Carmela D.
The price is ￥337,815
￥461,502 total
includes taxes & fees
Oct 20 - Oct 21
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
A modern kitchen with a central island, white cabinetry, and a dining area with a table set for two.

9. 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 ￥42,665
￥90,270 total
includes taxes & fees
Oct 20 - Oct 21
Immaculate Waterfront 2 bedroom!
Terrace/patio

10. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (297 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is ￥26,709
￥48,047 total
includes taxes & fees
Nov 12 - Nov 13
Cliffside Resort Condominiums
A modern building with large windows overlooking a beach.

11. Beachfront Jacuzzi All Year - Black Swan Home

Beachfront Jacuzzi All Year - Black Swan Home
Hampton Bays
9.4 out of 10, Exceptional, (21 reviews)
"Views are incredible. Lucky enough to have had great weather before Memorial Day weekend! Our family loved it! Hot tub was wonderful."
United States
Donald J.
The price is ￥17,856
￥188,058 total
includes taxes & fees
Oct 27 - Oct 28
Beachfront Jacuzzi All Year - Black Swan Home
A modern house with a deck, outdoor seating, and a fire pit.

12. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (67 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
The price is ￥46,259
￥52,849 total
includes taxes & fees
Oct 21 - Oct 22
North Fork Resort
A beach with footprints leading to the water, a sunset in the background, and a clear sky.

13. Steps to the beach | Seabreeze Cottage #3

Steps to the beach | Seabreeze Cottage #3
Hampton Bays
6.0 out of 10, (3 reviews)
"The property needs a major cleaning and repairs. The floors were sticky, and the carpet was dirty. Furniture was dirty and soiled. There was dried food on the utensils. The pipes groaned at all hours, several times an hour. The bed creaked with every movement. Bedroom blinds were broken and wouldn’t close all the way. The bedside lamp on the wall was falling off. The last straw was the huge spider that jumped down from the closet onto me. We ended up leaving after less than 24 hours and...
United States
Lydia
The price is ￥12,010
￥71,364 total
includes taxes & fees
Oct 25 - Oct 26
Steps to the beach | Seabreeze Cottage #3
A swimming pool with a white deck, surrounded by lush greenery and a swan inflatable float.

14. Elegant 5-Bedroom Hamptons Home with Private Pool

Elegant 5-Bedroom Hamptons Home with Private Pool
Hampton Bays
9.4 out of 10, Exceptional, (43 reviews)
"The house was great. Pool was beautiful and everything was a 10 minute drive! Great place to relax"
United States
Judith M.
The price is ￥71,109
￥154,721 total
includes taxes & fees
Oct 20 - Oct 21
Elegant 5-Bedroom Hamptons Home with Private Pool
A landscaped garden with a tree in a rectangular planter, surrounded by trimmed hedges and a wooden fence in the background.

15. Jacuzzi year-round - Villa Luz Private Home

Jacuzzi year-round - Villa Luz Private Home
Hampon Bays
9.6 out of 10, Exceptional, (27 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is ￥17,698
￥263,621 total
includes taxes & fees
Oct 29 - Oct 30
Jacuzzi year-round - Villa Luz Private Home
A modern kitchen with white cabinets, a dining area with a round table, and a living area with a sofa and decorative pillows.

16. Cozy Hamptons Escape 3BR Minutes From Beach!

Cozy Hamptons Escape 3BR Minutes From Beach!
Hampton Bays
9.2 out of 10, Wonderful, (7 reviews)
"Great place. It's exactly like the listing! Would stay again!"
United States
Taylor H.
The price is ￥189,624
￥246,614 total
includes taxes & fees
Oct 20 - Oct 21
Cozy Hamptons Escape 3BR Minutes From Beach!
A modern kitchen with a stainless steel refrigerator, white cabinets, a window with a view, and a chandelier.

17. Charming Accommodations in the Hamptons

Charming Accommodations in the Hamptons
Sag Harbor
The price is ￥35,555
￥80,520 total
includes taxes & fees
Oct 20 - Oct 21
Charming Accommodations in the Hamptons
A backyard with a swimming pool, wicker lounge chairs, and potted plants.

18. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
10.0 out of 10, Exceptional, (1 review)
"excellent and convenient stay!! located close into town, perfect for the small family group I was traveling with. home was very clean, cozy, had everything we needed! backyard with pool was a dream, beautifully landscaped, plenty of seating, very clean pool, would stay again! thanks for a delightful escape!"
United States
maria m.
The price is ￥85,117
￥183,366 total
includes taxes & fees
Oct 20 - Oct 21
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
A driveway with a parked car, surrounded by trees and illuminated pathway lights.

19. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
Bridgehampton
10.0 out of 10, Exceptional, (2 reviews)
"The property was great for our Hamptons trip! Very clean and comfortable and communication was great"
United States
Katie B.
The price is ￥45,036
￥92,798 total
includes taxes & fees
Nov 1 - Nov 2
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
A beach with people relaxing on chairs and sunbathing.

20. Harbor Heights

Harbor Heights
Pipes Cove
10.0 out of 10, Exceptional, (28 reviews)
"Perfect spot to stay on the North Fork!"
United States
Steven R.
The price is ￥15,012
￥39,360 total
includes taxes & fees
Nov 2 - Nov 3
Harbor Heights
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Tuckahoe Hotel Reviews

Sound View Greenport

Sound View Greenport

8/10 Good
"This was our third stay at Soundview. We stay there because all of the rooms face the sound and the natural view can’t be beat. The rooms are lodgy but spacious and depending on your room, there are public/private balconies."
Danielle 1-night trip
Posted 5 hours ago
Sound View Greenport

Find out more about Tuckahoe

Search for holiday rentals in Tuckahoe on Expedia! You can easily find your home rentals, villas, holiday apartments in Tuckahoe using one of the methods below:

  • View our selection of featured holiday rentals in Tuckahoe
  • Use the map to find apartments and other holiday homes in the Tuckahoe neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Tuckahoe while they last

Look no further and take a look at our great range of rental properties in Tuckahoe!

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 63 vacation rentals for your stay in Tuckahoe.

What can I see and do in Tuckahoe?

While exploring the area, visit family-friendly sights like Safari Adventure, or get outside and enjoy nature at The Hamptons Beaches. Other places in town to visit include Shinnecock Hills Golf Course and Sebonack Golf Course.

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.