A rocky beach with a lighthouse on a hill.

Shinnecock Hills Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Shinnecock Hills vacation rentals

A spacious living room with a large sofa, a round coffee table, and a television. A kitchen with a refrigerator and cabinets is visible in the background.

1. 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 ￥9,446
￥67,969 total
includes taxes & fees
Oct 4 - Oct 5
Steps to the beach | Seabreeze Cottage #3
A beach with footprints leading to the water, a sunset in the background, and a clear sky.

2. 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 ￥13,539
￥72,827 total
includes taxes & fees
Oct 12 - Oct 13
Walk to Beach | Seabreeze Cottage #4
A covered patio with a table and chairs, large windows, and a view of greenery.

3. 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, (10 reviews)
"Very nice place and super responsive host. "
United States
Angelo D.
The price is ￥55,101
￥92,451 total
includes taxes & fees
Oct 4 - Oct 5
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
A spacious living room with a grey sectional sofa, a round coffee table, and a white armchair.

4. 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 ￥70,844
￥174,649 total
includes taxes & fees
Oct 4 - Oct 5
Minutes from the beach, brand new 4 bedroom
A modern kitchen with a central island, white cabinetry, and a dining area with a table set for two.

5. 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 ￥42,506
￥90,473 total
includes taxes & fees
Oct 8 - Oct 9
Immaculate Waterfront 2 bedroom!
A modern kitchen with white cabinets, a stainless steel sink, and a dishwasher.

6. 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 ￥317,237
￥471,440 total
includes taxes & fees
Oct 4 - Oct 5
Newly Renovated Pristine Southampton Colonial
A swimming pool with a white deck, surrounded by lush greenery and a swan inflatable float.

7. 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)
"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 ￥70,844
￥154,143 total
includes taxes & fees
Oct 4 - Oct 5
Elegant 5-Bedroom Hamptons Home with Private Pool
A modern kitchen with white cabinets, a dining area with a round table, and a living area with a sofa and decorative pillows.

8. 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 ￥188,916
￥246,594 total
includes taxes & fees
Oct 3 - Oct 4
Cozy Hamptons Escape 3BR Minutes From Beach!
A landscaped garden with a tree in a rectangular planter, surrounded by trimmed hedges and a wooden fence in the background.

9. 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 ￥17,632
￥264,256 total
includes taxes & fees
Oct 4 - Oct 5
Jacuzzi year-round - Villa Luz Private Home
A modern two-story house with a swimming pool, a covered deck, and a well-maintained lawn.

10. 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 ￥111,253
￥225,581 total
includes taxes & fees
Oct 26 - Oct 27
Amazing Southampton Home with Private Heated Pool
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, (20 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 ￥22,198
￥194,178 total
includes taxes & fees
Oct 5 - Oct 6
Beachfront Jacuzzi All Year - Black Swan Home
A wooden house with a front porch, white railings, and a double door.

12. 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)
"I loved the area and the home was beautiful and very spacious."
United States
Melissa
The price is ￥336,554
￥459,779 total
includes taxes & fees
Oct 6 - Oct 7
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
A room with a large window, a wooden bookshelf, a stone wall, and a white sofa.

13. 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 ￥70,844
￥150,368 total
includes taxes & fees
Oct 21 - Oct 22
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
A wooden gate partially covered by lush green ivy.

14. 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 ￥335,861
￥442,025 total
includes taxes & fees
Nov 1 - Nov 2
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Terrace/patio

15. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (295 reviews)
"Great place!"
United States
Christine
The price is ￥26,712
￥48,050 total
includes taxes & fees
Nov 1 - Nov 2
Cliffside Resort Condominiums
A modern house with a deck, outdoor seating, and a fire pit.

16. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (62 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
The price is ￥38,677
￥44,189 total
includes taxes & fees
Oct 12 - Oct 13
North Fork Resort
A dining area with a wooden table, chairs, and a decorative wall with a cityscape picture.

17. Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,
Flanders
10.0 out of 10, Exceptional, (6 reviews)
"The host was very welcoming and the house was very clean"
United States
James W.
The price is ￥22,670
￥50,184 total
includes taxes & fees
Oct 6 - Oct 7
Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,
Terrace/patio

18. 5th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

5th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Aquebogue
10.0 out of 10, Exceptional, (3 reviews)
"Fantastic experience. Cabin was clean and quiet. Beautiful mornings on the water."
United States
Leah O.
The price is ￥95,513
￥133,898 total
includes taxes & fees
Oct 3 - Oct 4
5th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
A modern kitchen with a stainless steel refrigerator, white cabinets, a window with a view, and a chandelier.

19. Charming Accommodations in the Hamptons

Charming Accommodations in the Hamptons
Sag Harbor
The price is ￥35,422
￥80,219 total
includes taxes & fees
Oct 5 - Oct 6
Charming Accommodations in the Hamptons
A backyard with a swimming pool, wicker lounge chairs, and potted plants.

20. 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 ￥89,263
￥175,369 total
includes taxes & fees
Oct 3 - Oct 4
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
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 Shinnecock Hills Hotel Reviews

Zey Hotel

Zey Hotel

10/10 Excellent
"Had a great stay here. James was very welcoming and a great host. The town is great with nice shops and restaurants."
Michael 1-night trip
Posted 5 hours ago
Zey Hotel

Find out more about Shinnecock Hills

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

  • View our selection of featured holiday rentals in Shinnecock Hills
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Look no further and take a look at our great range of rental properties in Shinnecock Hills!

Frequently asked questions

Can I find a vacation rental in Shinnecock Hills?

Yes, we give you a choice of vacation rentals near top local attractions in Shinnecock Hills, or you can choose a secluded option if you'd like a relaxing place to stay. Shinnecock Hills is known for its seaside and university setting.

What are some of the best vacation home rentals in Shinnecock Hills?

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly: This vacation home rental near Shinnecock Hills offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals will I find in Shinnecock Hills?

Expedia has 118 vacation rentals for your stay in Shinnecock Hills.

What’s there to see and do in Shinnecock Hills?

While exploring the area, visit family-friendly sights like Safari Adventure, or get outside and enjoy nature at The Hamptons Beaches. Shinnecock Hills Golf Course and Meschutt Beach are a couple of places you'll find in the larger area.

What’s a vacation rental in Shinnecock Hills like?

Vacation rentals are private properties you can stay in for short or long periods in Shinnecock Hills. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for family trips or small group gatherings.