Shinnecock Hills holiday lettings

We found 2,952 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

Heated pool with gorgeous water and natural wetland view
Dining table and picnic table
water view
Main Entrance
2nd floor deck with additional dining and leisure seating.
Exceptional
(35 reviews)

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

Southampton

7% off
£9,041
for 7 nights, 1 home
£1,292 per night
includes taxes & fees
Luxurious Waterfront Retreat in Southampton: Breathtaking Views, Pool, and More!
Living area
Living area
Private kitchen
Children’s area
Exceptional
(15 reviews)

Beautiful Hamptons Family Escape.

Westhampton

7% off
£5,436
for 7 nights, 1 home
£777 per night
includes taxes & fees
Beautiful Hamptons Family Escape.
Exterior
Pool
Dining
Private kitchen
Exceptional
(6 reviews)

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

Hampton Bays

8% off
£7,821
for 7 nights, 1 home
£1,117 per night
includes taxes & fees
Newly Built Hamptons House, Pool, Beach Access + Easy Access off Montauk Highway
Exterior
Private kitchen
Patio
The Harbor
Exceptional
(97 reviews)

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

Sag Harbor

15% off
£6,529
for 7 nights, 1 home
£933 per night
includes taxes & fees
Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town
Pool
Terrace/patio
Living area
Exterior
Exceptional
(8 reviews)

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

Water Mill

8% off
£30,313
for 7 nights, 1 home
£4,330 per night
includes taxes & fees
Stunning fall sunsets, coveted location on Mecox Bay - recently furnished
Lower deck With Pool, 9 Loungers, plus 6 pool-chairs. Upper deck dining seats 10
Living area
Front entrance, park-like grounds
An elegant dining room (to 10 ppl, joins kitchen +8 and outdoor dining  +10,)
Exceptional
(26 reviews)

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

Southampton

28% off
£7,819
for 7 nights, 1 home
£1,117 per night
includes taxes & fees
Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool
Living area
Exterior
Interior
Pool
Exceptional
(34 reviews)

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

Center Moriches

12% off
£2,907
for 7 nights, 1 home
£415 per night
includes taxes & fees
40-Foot Pool Retreat Near the Hamptons — Easy NYC Access, Total Relaxation
Exterior
Dining
Room
Dining
Exceptional
(10 reviews)

Southampton Village Charmer - South of Highway

Southampton

8% off
£16,968
for 7 nights, 1 home
£2,424 per night
includes taxes & fees
Southampton Village Charmer - South of Highway
Dining room seating 12 leading to chef's kitchen and doors 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
View from entry foyer into double height living room, skylights, leading to pool
Exceptional
(6 reviews)

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

Wainscott

7% off
£12,852
for 7 nights, 1 home
£1,836 per night
includes taxes & fees
Completely Renovated Home on ~2 Private Acres, Near Beach/Town
outdoor shower
Dining
Pool
living room
Exceptional
(60 reviews)

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

Southampton

8% off
£10,749
for 7 nights, 1 home
£1,536 per night
includes taxes & fees
Southampton Village Renovated Sun-filled Charming Home, Heated Salt water Pool
Room
Property grounds
Interior
Interior
Very good
(34 reviews)

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

Mastic Beach

7% off
£1,981
for 7 nights, 1 home
£283 per night
includes taxes & fees
Waterfront Home With Recreational Dock! Great For Rafting, And Close To Beaches
Living area
Pool
Terrace/patio
Private kitchen
Exceptional
(17 reviews)

PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH

East Hampton

8% off
£12,627
for 7 nights, 1 home
£1,804 per night
includes taxes & fees
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
Dining
Pool
Exterior
Private kitchen
Wonderful
(20 reviews)

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

Riverhead

7% off
£3,249
for 7 nights, 1 home
£464 per night
includes taxes & fees
2-Acre Modern Estate in Southampton. Beach, winery, farm, pool, and hot tub
Living area
Dining
Resort inspired backyard with heated pool, outdoor seating, and complete privacy
Interior
Exceptional
(16 reviews)

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

Westhampton

7% off
£4,873
for 7 nights, 1 home
£696 per night
includes taxes & fees
NEW DECK! Private 1 Acre Family Friendly Home - Heated Pool, Home Office & Gym
Crushpad of Charming Boutique vineyard nearby-  Rosehill
Living area
8 Hands Farm
Exceptional
(30 reviews)

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

Laurel

9% off
£2,835
for 7 nights, 1 home
£405 per night
includes taxes & fees
North Fork Ranch Home in Wine Country with Pool- 2 Beaches 5 Min Walk
Pool, gazebo, fire table
Exterior
Hot tub open all year
Dining area
Exceptional
(44 reviews)

Westhampton Beach Town and Country

Westhampton Beach

8% off
£6,196
for 7 nights, 1 home
£885 per night
includes taxes & fees
Westhampton Beach Town and Country
Exterior detail
Living area
Interior
Pool
Exceptional
(10 reviews)

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

Sag Harbor

8% off
£11,556
for 7 nights, 1 cottage
£1,651 per night
includes taxes & fees
Secluded Sag Harbor Cottage - HUGE pool and separate bungalow/pool house
Living area
Terrace/patio
Pool
Living area
Exceptional
(11 reviews)

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

East Hampton

12% off
£9,796
for 7 nights, 1 home
£1,399 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
Night time at the pool
Exceptional
(28 reviews)

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

Sag Harbor

8% off
£11,299
for 7 nights, 1 home
£1,614 per night
includes taxes & fees
9BR Sag Harbor PRIVATE w/ Pool-Tennis- B-ball- HotTub
Living area
Outdoor dining
Private kitchen
Interior
Exceptional
(30 reviews)

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

Mastic Beach

9% off
£2,305
for 7 nights, 1 home
£329 per night
includes taxes & fees
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
Outdoor dining
Exterior
Interior
Interior
Exceptional
(8 reviews)

Beautiful Colonial Mint Condition Summer House Walking Distance to Beach

Jamesport

11% off
£3,839
for 7 nights, 1 home
£548 per night
includes taxes & fees
Beautiful Colonial Mint Condition Summer House Walking Distance to Beach
Terrace/patio
Pool
Large wrap-around lawn
Stairs to the upstairs living room, kitchen and dining room
Exceptional
(27 reviews)

Modern Family Retreat with Heated Pool, Playground and Peloton

Hampton Bays

8% off
£6,338
for 7 nights, 1 home
£905 per night
includes taxes & fees
Modern Family Retreat with Heated Pool, Playground and Peloton
Dining area
Large pool heated pool
Kitchen
Main living area
Exceptional
(20 reviews)

Charming, spacious 3 bedroom, 3 bath East Hampton Springs house

East Hampton

7% off
£3,919
for 7 nights, 1 home
£560 per night
includes taxes & fees
Charming, spacious 3 bedroom, 3 bath East Hampton Springs house
Pool
Interior
Private kitchen
Exterior
Exceptional
(25 reviews)

Cedargate the East End's 1830's Seaside Farmhouse

East Moriches

8% off
£3,787
for 7 nights, 1 home
£541 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, 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

How much does it cost to rent a holiday home in Shinnecock Hills?
Prices for holiday rentals in Shinnecock Hills vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Shinnecock Hills to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Shinnecock Hills holiday house rentals?
You can find great discounts on house rentals in Shinnecock Hills on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay holiday rentals in Shinnecock Hills?
A long-stay holiday rental in Shinnecock Hills is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any Shinnecock Hills holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Shinnecock Hills with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
How early should I book a Shinnecock Hills holiday rental?
Book your Shinnecock Hills holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Shinnecock Hills?
In Shinnecock Hills, visitors can enjoy a range of attractions that highlight the area's natural beauty and cultural offerings. The Shinnecock Hills Golf Club is a renowned destination for golf enthusiasts, known for its historic course and picturesque views. Nearby, the stunning beaches of Southampton are easily accessible, providing opportunities for sunbathing, swimming, and water sports.Art lovers can explore the Parrish Art Museum, located not far from Shinnecock Hills, which showcases a diverse collection of American art, particularly from the East End of Long Island. The area is also close to the charming village of Southampton, where visitors can stroll through boutique shops, dine at local restaurants, and enjoy the quaint architecture.
Can I change or cancel my Shinnecock Hills home rental booking on Vrbo?
To find Shinnecock Hills holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Shinnecock Hills holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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