Tuckahoe Holiday Rentals from €229: Search Short-Term Rentals

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Our top choices for Tuckahoe holiday rentals

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

1. Newly Renovated Pristine Southampton Colonial

Southampton

Brian M.

includes taxes & fees

19 Oct - 20 Oct

A modern living room with a sofa, armchairs, a coffee table, and a TV.

2. Minutes from the beach, brand new 3 bedroom

Southampton

Kathy B.

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

Southampton

Okito H.

includes taxes & fees

19 Oct - 20 Oct

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!

Southampton

Justin

includes taxes & fees

25 Oct - 26 Oct

A beach with footprints leading to the water, a sunset in the background, and a clear sky.

5. Walk to Beach | Seabreeze Cottage #4

Hampton Bays

Weston B.

includes taxes & fees

25 Oct - 26 Oct

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

Southampton

Serina R.

includes taxes & fees

25 Oct - 26 Oct

A wooden gate partially covered by lush green ivy.

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

Southampton

Deborah V.

includes taxes & fees

25 Oct - 26 Oct

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...

Southampton

Melissa

includes taxes & fees

19 Oct - 20 Oct

A modern kitchen with a central island, white cabinetry, and a dining area with a table set for two.

9. Immaculate Waterfront 2 bedroom!

Hampton Bays

Michael L.

includes taxes & fees

25 Oct - 26 Oct

10. Cliffside Resort Condominiums

Greenport

William

includes taxes & fees

12 Nov - 13 Nov

A modern building with large windows overlooking a beach.

11. Beachfront Jacuzzi All Year - Black Swan Home

Hampton Bays

Donald J.

includes taxes & fees

27 Oct - 28 Oct

A modern house with a deck, outdoor seating, and a fire pit.

12. North Fork Resort

Greenport

Harold

includes taxes & fees

19 Oct - 20 Oct

13. Steps to the beach | Seabreeze Cottage #3

Hampton Bays

"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...

Lydia

includes taxes & fees

25 Oct - 26 Oct

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

Hampton Bays

Judith M.

includes taxes & fees

25 Oct - 26 Oct

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

Hampon Bays

Annie B.

includes taxes & fees

28 Oct - 29 Oct

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!

Hampton Bays

Taylor H.

includes taxes & fees

19 Oct - 20 Oct

A modern kitchen with a stainless steel refrigerator, white cabinets, a window with a view, and a chandelier.

17. Charming Accommodations in the Hamptons

Sag Harbor

includes taxes & fees

19 Oct - 20 Oct

A backyard with a swimming pool, wicker lounge chairs, and potted plants.

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

Sag Harbor

maria m.

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

Katie B.

includes taxes & fees

9 Nov - 10 Nov

A beach with people relaxing on chairs and sunbathing.

20. Harbor Heights

Pipes Cove

Steven R.

includes taxes & fees

2 Nov - 3 Nov

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Top Tuckahoe Hotel Reviews

Hilton Garden Inn Riverhead

10/10 Excellent

"Great clean property close to outlets and farms.. can’t wait to return!"

Silver Sands Motel & Beach Bungalows

10/10 Excellent

"We had a great mid-October stay. The property was beautiful and peaceful. Location was perfect. All of the on-sites food options were fun and delicious. Room was clean and cute. The staff, especially David at the front desk, were extremely kind and helpful. Very glad we chose to stay at Silver Sands."

Greenview Inn Riverhead

10/10 Excellent

"Inn is in a rural areas, along scenic country nestled in nature-immersed Riverhead town.Close to Riverheads amazing stores and popular eatery s They offer a more personal, relaxed atmosphere, often featuring a cozy bed rather than a corporate polish.. Great for a short business trip or as a overnite . Unique Inn atmosphere."

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, apart-hotels, 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 favorite 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 depends 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 €229 per night. Entering your travel dates in the search wizard you might find 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 63 holiday 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 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.

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Check prices for these dates

Our top choices for Tuckahoe holiday rentals

1. Newly Renovated Pristine Southampton Colonial

2. Minutes from the beach, brand new 3 bedroom

3. Minutes from the beach, brand new 4 bedroom