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Tuckahoe Holiday Rentals

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Tuckahoe holiday rentals

Outdoor dining

1. Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
Southampton
9.6 out of 10, Exceptional, (9 reviews)
"great experience"
United States
Jordan
The price is HK$2,746
HK$4,598 total
includes taxes & fees
13 Sept - 14 Sept
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
Interior

2. 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 HK$14,588
HK$21,679 total
includes taxes & fees
24 Aug - 25 Aug
Newly Renovated Pristine Southampton Colonial
Beach nearby, sun-loungers, beach towels

3. Heart of Hamptons Retreat/Southampton/4 Bedrooms/Beaches/5 Star Restaurants

Heart of Hamptons Retreat/Southampton/4 Bedrooms/Beaches/5 Star Restaurants
Southampton
10.0 out of 10, Exceptional, (2 reviews)
"Had a great stay for a long weekend in the Hamptons. House was cozy and comfortable and in a good location."
United States
Beverly J.
The price is HK$3,914
HK$8,183 total
includes taxes & fees
15 Sept - 16 Sept
Heart of Hamptons Retreat/Southampton/4 Bedrooms/Beaches/5 Star Restaurants
Living area

4. Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
10.0 out of 10, Exceptional, (4 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 HK$5,491
HK$11,024 total
includes taxes & fees
15 Sept - 16 Sept
Minutes from the beach, brand new 3 bedroom
Smart TV, fireplace, stereo

5. 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 HK$5,491
HK$11,212 total
includes taxes & fees
8 Sept - 9 Sept
Minutes from the beach, brand new 4 bedroom
Terrace/patio

6. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (284 reviews)
"Great place!"
United States
Christine
The price is HK$2,404
HK$3,446 total
includes taxes & fees
7 Sept - 8 Sept
Cliffside Resort Condominiums
Interior

7. 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 HK$6,121
HK$10,821 total
includes taxes & fees
9 Sept - 10 Sept
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Beach nearby

8. Seabreeze 4 Charming Cottage footsteps to beach

Seabreeze 4 Charming Cottage footsteps to beach
Hampton Bays
9.4 out of 10, Exceptional, (6 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is HK$2,119
HK$5,342 total
includes taxes & fees
7 Sept - 8 Sept
Seabreeze 4 Charming Cottage footsteps to beach
Flat-screen TV

9. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (48 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is HK$2,520
HK$2,880 total
includes taxes & fees
7 Sept - 8 Sept
North Fork Resort
Property grounds

10. 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 HK$14,363
HK$19,882 total
includes taxes & fees
17 Sept - 18 Sept
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Dining

11. 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 HK$4,314
HK$7,376 total
includes taxes & fees
15 Sept - 16 Sept
Immaculate Waterfront 2 bedroom!
Coffee/tea maker, fridge, microwave, oven

12. Best location! Cozy and Chic Retreat 5 min to beach and close to town, peaceful!

Best location! Cozy and Chic Retreat 5 min to beach and close to town, peaceful!
Hampton Bays
9.6 out of 10, Exceptional, (11 reviews)
"Great property with ease of access! Plenty of amenities and very kind host!"
United States
Travis A.
The price is HK$5,643
HK$10,660 total
includes taxes & fees
25 Aug - 26 Aug
Best location! Cozy and Chic Retreat 5 min to beach and close to town, peaceful!
Property grounds

13. 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, (1 review)
"We thoroughly enjoyed our stay. The property was exactly as described, very well maintained, comfortable, and welcoming. The location is ideal for exploring the Hamptons, with convenient access to Sag Harbor, East Hampton, and Bridgehampton. We would definitely recommend this property to others visiting the area."
United States
Robert R.
The price is HK$2,310
HK$4,710 total
includes taxes & fees
15 Sept - 16 Sept
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
Outdoor pool, a heated pool

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, (41 reviews)
"My family and I really enjoyed this home. Everything you can think of is provided for you. We would definitely stay here again!"
United States
Sarah A.
The price is HK$7,060
HK$12,287 total
includes taxes & fees
20 Aug - 21 Aug
Elegant 5-Bedroom Hamptons Home with Private Pool
Coffee/tea maker, fridge, microwave, oven

15. Charming Accommodations in the Hamptons

Charming Accommodations in the Hamptons
Sag Harbor
The price is HK$3,883
HK$6,695 total
includes taxes & fees
11 Sept - 12 Sept
Charming Accommodations in the Hamptons
Smart TV, offices

16. Seabreeze #3 Cozy Cottage steps to the beach

Seabreeze #3 Cozy Cottage steps to the beach
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,694
HK$4,928 total
includes taxes & fees
15 Sept - 16 Sept
Seabreeze #3 Cozy Cottage steps to the beach
Interior

17. Hamptons Tiana Bay Oasis

Hamptons Tiana Bay Oasis
Hampton Bays
10.0 out of 10, Exceptional, (4 reviews)
"We thoroughly enjoyed this newly renovated home and had a wonderful time. Beautiful pool and grounds. "
United States
Anonymous traveller
The price is HK$5,637
HK$10,201 total
includes taxes & fees
2 Sept - 3 Sept
Hamptons Tiana Bay Oasis
Property grounds

18. 4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Aquebogue
9.8 out of 10, Exceptional, (19 reviews)
"Great cottage on amazing grounds! We loved the screened in porch. Sandy and john are great hosts. We also loved using the kayaks and checking out the bay."
United States
Richard C.
The price is HK$5,332
HK$7,344 total
includes taxes & fees
19 Aug - 20 Aug
4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Outdoor pool, a heated pool

19. Villa Luz Family Home w/ heated pool & jacuzzi

Villa Luz Family Home w/ heated pool & jacuzzi
Hampon Bays
9.6 out of 10, Exceptional, (26 reviews)
"Everything was in order. When there were a couple of very minor glitches, the manager of the property was immediately responsive - and glitch gone, fast. This was one of the smoothest VRBO experiences we've had, and we've had many."
United States
Carola C.
The price is HK$3,350
HK$16,223 total
includes taxes & fees
15 Sept - 16 Sept
Villa Luz Family Home w/ heated pool & jacuzzi
Interior

20. 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 HK$9,413
HK$12,027 total
includes taxes & fees
17 Sept - 18 Sept
Cozy Hamptons Escape 3BR Minutes From Beach!
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

Zey Hotel

Zey Hotel

10/10 Excellent
"James was amazing"
ROBIN 3-night trip
Posted 1 hour ago
Zey Hotel

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 holiday rentals in Tuckahoe?

Yes, there are holiday rentals close to the most popular sights in Tuckahoe, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Tuckahoe speak positively about the beaches and coffee shops 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 holiday rentals that Tuckahoe has to offer?

Peaceful and Private 4-Bedroom Home in Southampton: This highly rated holiday home rental in Tuckahoe offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub. Another good choice for your trip to Tuckahoe is Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping.

How many holiday rentals will I find in Tuckahoe?

Expedia has 67 holiday rentals for your stay in Tuckahoe.

What can I see and do in Tuckahoe?

While exploring the area, visit family-friendly sights like Railroad Museum of Long Island, or get outside and enjoy nature at The Hamptons Beaches. Other places in town to visit include Shinnecock Hills Golf Course and Southampton Golf Range.

What are holiday rentals like in Tuckahoe?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Tuckahoe. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for a family getaway.