Tuckahoe Holiday Rentals

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Holiday Rentals in Tuckahoe

Seabreeze #3: Cozy Cottage by the beach

Hampton Bays
10.0 out of 10, Exceptional, (1)
The price is AU$677
includes taxes & fees
14 Dec - 15 Dec
Seabreeze #3: Cozy Cottage by the beach

Blackberry: Private home with jacuzzi year-round

East Hampton
9.0 out of 10, Wonderful, (4)
"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 AU$1,341
includes taxes & fees
15 Dec - 16 Dec
Blackberry: Private home with jacuzzi year-round

Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

Hampon Bays
9.6 out of 10, Exceptional, (22)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is AU$1,936
includes taxes & fees
4 Jan - 5 Jan 2026
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

Seabreeze #4: Charming Cottage Footsteps to the Beach

Hampton Bays
8.8 out of 10, Excellent, (3)
"Great stay. Would stay again. "
United States
Weston B.
The price is AU$696
includes taxes & fees
4 Jan - 5 Jan 2026
Seabreeze #4: Charming Cottage Footsteps to the Beach

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

Greenport
10.0 out of 10, Exceptional, (1)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
The price is AU$778
includes taxes & fees
14 Dec - 15 Dec
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

American Beech in Greenport - Petite King Room 7

Greenport
9.0 out of 10, Wonderful, (4)
"Great job "
United States
emilio
The price is AU$421
includes taxes & fees
11 Dec - 12 Dec
American Beech in Greenport - Petite King Room 7

Canoe Place Waterfront Residences

4.0 star property
Hampton Bays
10.0 out of 10, Exceptional, (1)
The price is AU$3,093
includes taxes & fees
24 Dec - 25 Dec
Canoe Place Waterfront Residences

Designer East Hampton Farmhouse

East Hampton North
The price is AU$1,717
includes taxes & fees
3 Jan - 4 Jan 2026
Designer East Hampton Farmhouse

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2.0 star property
Calverton
8.6 out of 10, Excellent, (8)
"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 AU$1,012
includes taxes & fees
10 Dec - 11 Dec
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Immaculate Waterfront 2 bedroom!

Hampton Bays
10.0 out of 10, Exceptional, (5)
"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 AU$977
includes taxes & fees
10 Dec - 11 Dec
Immaculate Waterfront 2 bedroom!

Charming Northfork Townhouse- walk to all

Greenport
10.0 out of 10, Exceptional, (5)
"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 AU$1,033
includes taxes & fees
10 Dec - 11 Dec
Charming Northfork Townhouse- walk to all

Beachfront Greenport Villa

Greenport
9.6 out of 10, Exceptional, (10)
"We came for a girls trip and this property was perfect, had beautiful views and was close to everything...we very much enjoyed our stay!"
United States
Melissa F.
The price is AU$1,659
includes taxes & fees
10 Dec - 11 Dec
Beachfront Greenport Villa

4-bedroom beach house minutes from Hamptons

2.0 star property
Calverton
The price is AU$939
includes taxes & fees
10 Dec - 11 Dec
4-bedroom beach house minutes from Hamptons

Upscale Hamptons Home: 1 Mi to Sammys Beach!

East Hampton
9.4 out of 10, Exceptional, (3)
"Wonderful property. Lisette was a fantastic host and her home updated and modern. "
United States
Joanna D.
The price is AU$1,887
includes taxes & fees
31 Dec - 1 Jan 2026
Upscale Hamptons Home: 1 Mi to Sammys Beach!

Northfork Townhouse- walk to all/ newly renovated

Greenport
9.6 out of 10, Exceptional, (9)
"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 AU$1,103
includes taxes & fees
10 Dec - 11 Dec
Northfork Townhouse- walk to all/ newly renovated

Cozy Hamptons Escape 3BR Minutes From Beach!

Hampton Bays
9.2 out of 10, Wonderful, (5)
"Great place. It's exactly like the listing! Would stay again!"
United States
Taylor H.
The price is AU$1,377
includes taxes & fees
10 Dec - 11 Dec
Cozy Hamptons Escape 3BR Minutes From Beach!

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

Water Mill
10.0 out of 10, Exceptional, (6)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
United States
Stephanie M.
The price is AU$11,048
includes taxes & fees
10 Dec - 11 Dec
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

Minutes from the beach, brand new 4 bedroom

Southampton
10.0 out of 10, Exceptional, (3)
"perfect for families"
United States
Okito H.
The price is AU$1,689
includes taxes & fees
12 Dec - 13 Dec
Minutes from the beach, brand new 4 bedroom

4-bedroom 3-bathroom house in fabulous East Hampton with AC, WiFi

East Hampton
The price is AU$2,583
includes taxes & fees
31 Dec - 1 Jan 2026
4-bedroom 3-bathroom house in fabulous East Hampton with AC, WiFi
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

Everything you need to know about Tuckahoe holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Tuckahoe holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Tuckahoe holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Tuckahoe holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Tuckahoe. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Tuckahoe holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Tuckahoe holiday rentals we have selected for you start as low as AU$939 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Tuckahoe rentals

At Expedia, we put the best Tuckahoe holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Tuckahoe rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Tuckahoe holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Tuckahoe. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping: This highly rated holiday home rental in Tuckahoe offers an outdoor pool, a patio and a BBQ 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 that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Tuckahoe?

Expedia has 61 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.