Shinnecock Hills holiday homes

We found 2,953 holiday rentals — enter your dates for availability
Discover a selection of 121 homes and other holiday rentals in Shinnecock Hills that are perfect for your trip. Holiday rentals offer the amenities that you expect for you and your friends, family or even pets, such as parking and a fireplace. You're sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Shinnecock Hills

Showing deals for:20 Nov - 27 Nov

2nd floor deck with additional dining and leisure seating.
Dining table and picnic table
water view
Heated pool with gorgeous water and natural wetland view
Chef kitchen with breakfast area on 2nd floor
Exceptional
(35 reviews)

Luxurious Waterfront Retreat in Southampton: Breathtaking Views, Pool, and More!

Southampton

7% off
NZ$19,699
for 7 nights, 1 home
NZ$2,814 per night
includes taxes & fees
Luxurious Waterfront Retreat in Southampton: Breathtaking Views, Pool, and More!
Dining
Living area
Private kitchen
Living area
Exceptional
(15 reviews)

Beautiful Hamptons Family Escape.

Westhampton

7% off
NZ$12,478
for 7 nights, 1 home
NZ$1,783 per night
includes taxes & fees
Beautiful Hamptons Family Escape.
Exterior
Pool
Exterior
Dining
Exceptional
(6 reviews)

Newly Built Hamptons House, Pool, Beach Access + Easy Access off Montauk Highway

Hampton Bays

8% off
NZ$17,167
for 7 nights, 1 home
NZ$2,452 per night
includes taxes & fees
Newly Built Hamptons House, Pool, Beach Access + Easy Access off Montauk Highway
Patio
Private kitchen
The Harbor
Exterior
Exceptional
(97 reviews)

Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town

Sag Harbor

15% off
NZ$14,844
for 7 nights, 1 home
NZ$2,121 per night
includes taxes & fees
Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town
Terrace/patio
Exterior
Interior
Living area
Exceptional
(34 reviews)

40-Foot Pool Retreat Near the Hamptons — Easy NYC Access, Total Relaxation

Center Moriches

12% off
NZ$6,594
for 7 nights, 1 home
NZ$942 per night
includes taxes & fees
40-Foot Pool Retreat Near the Hamptons — Easy NYC Access, Total Relaxation
Front entrance, park-like grounds
Living area
Lower deck With Pool, 9 Loungers, plus 6 pool-chairs. Upper deck dining seats 10
park-like grounds
Exceptional
(26 reviews)

Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool

Southampton

30% off
NZ$17,162
for 7 nights, 1 home
NZ$2,452 per night
includes taxes & fees
Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool
Living area
Terrace/patio
Pool
Living area
Exceptional
(8 reviews)

Stunning fall sunsets, coveted location on Mecox Bay - recently furnished

Water Mill

8% off
NZ$66,087
for 7 nights, 1 home
NZ$9,441 per night
includes taxes & fees
Stunning fall sunsets, coveted location on Mecox Bay - recently furnished
Exterior
Dining
Dining
Living area
Exceptional
(10 reviews)

Southampton Village Charmer - South of Highway

Southampton

8% off
NZ$37,024
for 7 nights, 1 home
NZ$5,289 per night
includes taxes & fees
Southampton Village Charmer - South of Highway
Private kitchen
Pool
Dining
Terrace/patio
Exceptional
(17 reviews)

PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH

East Hampton

8% off
NZ$28,108
for 7 nights, 1 home
NZ$4,015 per night
includes taxes & fees
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
View from entry foyer into double height living room, skylights, leading to pool
Thermador chefs kitchen with expansive island open to dining room & family room
Open entry foyer with wall of windowed doors to Zen Garden
Dining room seating 12 leading to chef's kitchen and doors leading to pool
Exceptional
(6 reviews)

Completely Renovated Home on ~2 Private Acres, Near Beach/Town

Wainscott

8% off
NZ$28,151
for 7 nights, 1 home
NZ$4,022 per night
includes taxes & fees
Completely Renovated Home on ~2 Private Acres, Near Beach/Town
Dining
Outdoor dining
Living area
Interior
Exceptional
(30 reviews)

“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath

Mastic Beach

9% off
NZ$5,379
for 7 nights, 1 home
NZ$768 per night
includes taxes & fees
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
75 inch TV w/ Bose Soundbar
Dining
Resort inspired backyard with heated pool, outdoor seating, and complete privacy
Living area
Exceptional
(16 reviews)

NEW DECK! Private 1 Acre Family Friendly Home - Heated Pool, Home Office & Gym

Westhampton

7% off
NZ$11,108
for 7 nights, 1 home
NZ$1,587 per night
includes taxes & fees
NEW DECK! Private 1 Acre Family Friendly Home - Heated Pool, Home Office & Gym
outdoor shower
Dining
kitchen
Pool
Exceptional
(60 reviews)

Southampton Village Renovated Sun-filled Charming Home, Heated Salt water Pool

Southampton

8% off
NZ$23,907
for 7 nights, 1 home
NZ$3,415 per night
includes taxes & fees
Southampton Village Renovated Sun-filled Charming Home, Heated Salt water Pool
Living room
Pool
Stairs to the upstairs living room, kitchen and dining room
Large wrap-around lawn
Exceptional
(27 reviews)

Modern Family Retreat with Heated Pool, Playground and Peloton

Hampton Bays

8% off
NZ$14,331
for 7 nights, 1 home
NZ$2,047 per night
includes taxes & fees
Modern Family Retreat with Heated Pool, Playground and Peloton
Interior
Exterior
Outdoor dining
Private kitchen
Exceptional
(8 reviews)

Beautiful Colonial Mint Condition Summer House Walking Distance to Beach

Jamesport

12% off
NZ$8,441
for 7 nights, 1 home
NZ$1,206 per night
includes taxes & fees
Beautiful Colonial Mint Condition Summer House Walking Distance to Beach
Dining area
Exterior
Living area
Pool, gazebo, fire table
Exceptional
(44 reviews)

Westhampton Beach Town and Country

Westhampton Beach

8% off
NZ$14,112
for 7 nights, 1 home
NZ$2,016 per night
includes taxes & fees
Westhampton Beach Town and Country
Room
Property grounds
Interior
Interior
Very good
(34 reviews)

Waterfront Home With Recreational Dock! Great For Rafting, And Close To Beaches

Mastic Beach

8% off
NZ$4,381
for 7 nights, 1 home
NZ$626 per night
includes taxes & fees
Waterfront Home With Recreational Dock! Great For Rafting, And Close To Beaches
Crushpad of Charming Boutique vineyard nearby-  Rosehill
Kitchen Fireplace Eat In Kitchen & in the next photo includes new kitchen table
8 Hands Farm
Exceptional
(30 reviews)

North Fork Ranch Home in Wine Country with Pool- 2 Beaches 5 Min Walk

Laurel

9% off
NZ$6,512
for 7 nights, 1 home
NZ$930 per night
includes taxes & fees
North Fork Ranch Home in Wine Country with Pool- 2 Beaches 5 Min Walk
Pool
Living area
Interior
Exterior detail
Exceptional
(10 reviews)

Secluded Sag Harbor Cottage - HUGE pool and separate bungalow/pool house

Sag Harbor

8% off
NZ$24,848
for 7 nights, 1 cottage
NZ$3,550 per night
includes taxes & fees
Secluded Sag Harbor Cottage - HUGE pool and separate bungalow/pool house
Exterior
Pool
Dining
Interior
Wonderful
(20 reviews)

2-Acre Modern Estate in Southampton. Beach, winery, farm, pool, and hot tub

Riverhead

7% off
NZ$7,358
for 7 nights, 1 home
NZ$1,051 per night
includes taxes & fees
2-Acre Modern Estate in Southampton. Beach, winery, farm, pool, and hot tub
Living area
Terrace/patio
Living area
Interior
Exceptional
(11 reviews)

Large East Hampton house with heated pool and home gym - fully fenced

East Hampton

12% off
NZ$21,378
for 7 nights, 1 home
NZ$3,054 per night
includes taxes & fees
Large East Hampton house with heated pool and home gym - fully fenced
Main living room and dining room
Dining
Interior
Interior
Exceptional
(28 reviews)

9BR Sag Harbor PRIVATE w/ Pool-Tennis- B-ball- HotTub

Sag Harbor

8% off
NZ$24,720
for 7 nights, 1 home
NZ$3,531 per night
includes taxes & fees
9BR Sag Harbor PRIVATE w/ Pool-Tennis- B-ball- HotTub
Living area on 1st floor with wood burning fireplace
Featured as one of most beautiful poolsides
Hydrangeas blooming all summer.these are the August bloomers
Couches on covered porch and outdoor dining table for 8
Exceptional
(7 reviews)

IN THE ViILLAGE OF SOUTHAMPTON POOL,TENNIS,PICKLEBALL COURTS BEACH CHAIRS&BIKES

Southampton

8% off
NZ$31,091
for 7 nights, 1 home
NZ$4,442 per night
includes taxes & fees
IN THE ViILLAGE OF SOUTHAMPTON POOL,TENNIS,PICKLEBALL COURTS BEACH CHAIRS&BIKES
Exterior
Interior
Pool
Dining
Exceptional
(25 reviews)

Cedargate the East End's 1830's Seaside Farmhouse

East Moriches

8% off
NZ$8,366
for 7 nights, 1 home
NZ$1,195 per night
includes taxes & fees
Cedargate the East End's 1830's Seaside Farmhouse
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why people love visiting scenic Shinnecock Hills

The ocean views and surrounding scenery provide a peaceful ambience to your holiday home in Shinnecock Hills. Travellers to this scenic city praise the boating, university setting and windsurfing. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in and around Shinnecock Hills

Are you hoping to find top things to see and do while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Shinnecock Hills has to offer. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Shinnecock Hills Golf Course (1.3 mi / 2 km)
  • Duck Walk Vineyards (5.1 mi / 8.3 km)
  • Jamesport Vineyards (8 mi / 12.9 km)
  • Paumanok Vineyards (8.3 mi / 13.4 km)
  • Macari Vineyards (8.6 mi / 13.8 km)
  • Peconic Bay Winery (8.9 mi / 14.3 km)

Exploring the natural features in Shinnecock Hills

Whether you're looking for adventure or just want to spend some time taking in the scenery, Shinnecock Hills is a great spot to appreciate mother nature. These are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Meschutt Beach (1.9 mi / 3.1 km)
  • Shinnecock East County Park (3.2 mi / 5.2 km)
  • Cooper's Beach (3.6 mi / 5.7 km)
  • Ponquogue Beach (4.2 mi / 6.7 km)
  • Tiana Beach (4.5 mi / 7.3 km)
  • Sandbar Beach (5.9 mi / 9.6 km)

Transport to and around Shinnecock Hills

Fly into Westhampton, NY (FOK-Francis S. Gabreski), the closest airport, located 9.9 mi (15.9 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to East Hampton, NY (HTO), which is 12.3 mi (19.8 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Shinnecock Hills?
According to our research, houses are the most popular type of holiday home in Shinnecock Hills. But naturally, everyone's idea of the perfect stay isn't the same. Bookabach has holiday homes of all sizes, shapes and budgets, and we'll help you discover the best fit for your needs.
How much does it cost to rent a holiday home in Shinnecock Hills?
Length of stay, property type and season are some factors that can determine the price of a holiday home. Simply add your travel dates to find your ideal fit. From homey country cottages to plush villas, all Bookabach holiday homes provide amazing value.
How much does it cost to rent a beach house in Shinnecock Hills?
Prices for beach houses in Shinnecock Hills vary depending on the size and style of the property and when you're travelling. Simply enter your travel dates into Bookabach and the number of guests to view available options and prices. From there you can use our filters to narrow down your search by ratings, nearby activities, amenities and more.
Are there pet-friendly holiday homes in Shinnecock Hills?
Yes. You can pick from 95 holiday homes that cater to pets in Shinnecock Hills. Several of our pet-friendly holiday homes even come with a backyard for your furry pal to run around in, complimentary treats, special dog beds and proximity to parks. Apply the "Pets allowed" filter to find your pawfect holiday home on Bookabach.
Can I rent a house with a pool in Shinnecock Hills?
Tick the "pool" box in our handy filter tool and choose from 72 houses with private pools in Shinnecock Hills on Bookabach. Ball games, gentle soak or noodle joust? How you spend your leisure time is up to you when your holiday home has its own pool.
What are popular home amenities in Shinnecock Hills?
When it comes to home amenities that guests are looking for in Shinnecock Hills, an ocean view, a sauna and a garden are at the top of the list. With Bookabach holiday homes, you'll find options to suit your style and taste, whether you're travelling with your partner, your friends or even pets.
Are there large group holiday homes in Shinnecock Hills?
Choose from 22 holiday homes in Shinnecock Hills that can sleep 10 or more guests. Whether you're planning a trip with extended family or an event like a birthday party, there's plenty of room to get your favourite people together under the same roof.
Are there holiday homes in Shinnecock Hills that welcome kids?
Bring the entire family together for fun-filled adventures in Shinnecock Hills at one of our 95 family-friendly holiday properties. These stays come with conveniences that are great for getaways with children, like kitchens, extra bedrooms and swimming pools. Simply click on the "Properties good for families" filter box and select your favourite.
What are the top attractions for families in Shinnecock Hills?
Keep the kids occupied at these leading family-friendly attractions in Shinnecock Hills:
  • Coopers Beach
  • Shinnecock Nation Cultural Centre and Museum
  • Southampton Historical Museum
Are there one-bedroom holiday homes in Shinnecock Hills?
You can pick from four one-bedroom homes in Shinnecock Hills. Whether you want a cosy cottage or a cabin, our one-bedroom homes are great if you don't require huge amounts of space. One of the best parts about having your own place? You'll never have to share your holiday with strangers.
Can I find two-bedroom holiday homes in Shinnecock Hills?
Shinnecock Hills has seven two-bedroom holiday properties that you can choose from. Experience a holiday home with all the privacy and comfort you want at a fantastic price on Bookabach.
Are there holiday homes with WiFi in Shinnecock Hills?
Whether you want to keep up to date with the news, write a few emails or surf your social networks, there are 34 holiday homes with WiFi in Shinnecock Hills. Check the "WiFi" box when searching on Bookabach and stay connected on your holiday.
How can I find holiday homes with air conditioning in Shinnecock Hills?
You can choose from 93 Bookabach holiday homes with air conditioning in Shinnecock Hills providing that cool, cool breeze and extra touch of comfort. Enter your preferred travel dates and then use our filters to find stays with air conditioning.
How old do you have to be to rent a holiday home in Shinnecock Hills?
The minimum age permitted can differ across properties on Bookabach, so be sure to check the rules of the holiday home in Shinnecock Hills you want to book. But typically, it's 16, 18 or 21.
How long can I rent a holiday home in Shinnecock Hills for?
How long you can book a holiday home in Shinnecock Hills is up to the property. Just enter your desired dates to view a list of options offering extended stays. With many features like washing machines and air conditioning, as well as some offering weekly or monthly discounts, you're sure to get someplace just right to call your home away from home in Shinnecock Hills.