Holiday houses in Shinnecock Hills

4.9 out of 5 average rating, 21 reviews

Southampton Shinnecock Hills SummerFall 25 rentals

Southampton Shinnecock Hills Summer Rental 2024. Lovely brick home with private parking with a wrap around deck. 3 bedrooms, 6 beds, 2.5 baths, living room, dining room, and kitchen. Huge T.V., fireplace, and indoor barbecue. Brand new washer and clothes dryer. Big backyard. Near Coopers Beach, Tiana Beach, Ponguogue Beach, and Meshutt Beach. Plenty of parking for 4 cars. Vis NOTE: PLEASE REFER TO "OTHER THINGS TO NOTE" REGARDING NYS SALES TAX/SUFFOLK COUNTY HOTEL/MOTEL OCCUPANCY TAX

4.91 out of 5 average rating, 47 reviews

Summer in the Hamptons! SH Gem mins from the Beach

Welcome to your perfect Hamptons getaway! This sun-filled, architecturally unique home is ideal for a summer retreat or a cozy weekend escape. Offering modern furnishings, and an open floor plan, this space is perfect for small groups. Whether you're enjoying the crisp evenings of early spring, sun-drenched summer days, or the vibrant fall season, this home is a serene escape year-round. Cozy up by the fire, relax on the sun-soaked balconies, or unwind in the beautifully renovated pool house.

4.95 out of 5 average rating, 60 reviews

Villa in Southampton

Just renovated Southampton retreat w/ heated pool

JUST RENOVATED! INQUIRE ABOUT MONTHLY RENTALS! Come and enjoy with family and friends your own beautiful house in Southampton. 5-minute drive to Cooper’s Beach and to Southampton Village. Enjoy beautiful ocean beaches, have brunch in the Village, swim in your 32’ heated salt water pool, enjoy a BBQ on your patio under the shadow of a Japanese Maple, indulge in a quiet evening with a book by the fireplace, or take advantage of the home office while your family & friends enjoy the property.

Superhost

4.87 out of 5 average rating, 39 reviews

Amazing Hamptons Home with 6 BR w saltwater Pool

POOL OPENS May 31, 2025 Situated on an acre of land, updated, modern residence offers a peaceful and quiet Hamptons getaway. 6 wonderful bedrooms 4 modern bathrooms and a heated pool with landscaping offers a relaxing escape. The house has 3 decks and is very private and quiet. The home is kid friendly. The house is 5 minutes away from town and best beaches in Hamptons . Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking – no exceptions!

5 out of 5 average rating, 46 reviews

Luxury Hamptons Poolside Paradise w/ Outdoor Sauna

Chic, 5-bedroom, 3.5 half-bath home is close to the water and the village of Southampton. The sparkling pool has a beautiful backdrop of a lushly landscaped garden. Southern exposure in the backyard brings an abundance of sunshine inside and out. The home includes an outdoor sauna, fire pit and rock garden perched above the pool for your very own spa retreat. The inside of the home is thoughtfully designed with a relaxed, chic & luxury feel making it the perfect Hamptons getaway.

4.96 out of 5 average rating, 143 reviews

Cottage in Southampton

Charming Southampton Light filled Cottage

Escape and relax in this beautiful tranquil Southampton retreat! Newly remodeled cottage just blocks from the water. The home is nestled on 1/2acre quiet park-like setting located at the end of a long gravel driveway. Enjoy the private outdoor space with a fire pit, outdoor dining table, new dual BBQ and lounge chairs. Inside, the large dining room table easily sits 8. This stylish Coastal farmhouse has all new beds and furniture. Complete with Wifi, Cable, AC and Nespresso maker!

4.93 out of 5 average rating, 30 reviews

Charming Village home in the heart of Southampton

Designer decorated home in the heart of Southampton Village. Conveniently located minutes to town and ocean beaches, this sun-drenched gem offers a primary ensuite and two guest rooms with shared bathroom. Eat-in kitchen features Viking and Sub-Zero appliances. Dining room is adjacent to the open concept living room. Separate TV room is furnished with a sofa that converts to a double-sized bed. Outdoor oasis is surrounded by mature landscaping and gunite pool with waterfall.

4.84 out of 5 average rating, 25 reviews

Cottage in Southampton

Enchanting Cottage in the Heart of Southampton Vil

Enchanting Cottage in the Heart of Southampton Village Escape to this delightful cottage nestled in the heart of Southampton Village, offering a perfect blend of charm, comfort, and convenience. Situated just moments away from the beach, restaurants, and entertainment, this retreat boasts private gardens and access to a refreshing pool. 🛏️ Bedrooms: Studio 🛁 Bathrooms: 1 🌳 Outdoor Space: Private gardens 🏊 Pool Access: Available (open MDW -LDW) 🚘 Two Parking Spaces

4.96 out of 5 average rating, 171 reviews

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes

Beachy casual feel-good home easily located at the entrance to The Hamptons. Lovely views of the Bay, Nightly Sunsets & birds! Launch our Kayaks at street's tiny beach flowing from Cold Spring Pond into Bay. Or cuddle by the fireplace and play our many available games. We provide soft sheets & towels for the showers and & beach...priding ourselves on your comfort! Our Private-Pool is heatable & plant-surrounded with Outdoor Shower.

Apartment in Hampton Bays

4.97 out of 5 average rating, 111 reviews

Walk to Bay and Ocean-Newly Renovated

Newly renovated! Walking distance to beautiful bays , ocean beaches, restaurants and bars. Perfect Hamptons vacation getaway. Wine Country and Montauk are great day trips from this centrally located spot. Easily access Hampton Bays with public transportation via LIRR or Hampton Jitney, than a 3-5 minute Uber to apartment. Monthly stays will have cleaning service provided every two weeks.

4.96 out of 5 average rating, 209 reviews

Sunny Southampton Studio

Newly renovated sun drenched, spacious studio in Southampton. Five minute drive to Main Street, while still in close proximity to some of the most beautiful beaches. Queen size bed and queen size pull out couch. Full kitchen with new appliances and full bathroom. BEACH PASS for Coopers beach is available upon advanced request—please let me know the day before you arrive

5 out of 5 average rating, 76 reviews

Southampton Dream Home | Relax | Heated Pool

Beautiful three bedroom-three bathroom house situated on almost an acre. This newly renovated stylish home is located in North Sea - 1 mile drive to the Bay. Perfect for a relaxing get-away this Fall/Winter and for the upcoming Spring/Summer. Heated Pool is available/open from May 16th to October 14 - 2025)

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Other great holiday rentals in Shinnecock Hills

Guest suite in Hampton Bays

5 out of 5 average rating, 29 reviews

Living the Dream

LisaRating, 5 stars10 months ago

Small one room cabin with a comfortable bed and a perfect assortment of kitchen items, GREAT beach amenities, outdoor shower was interesting change but clean and secure. Weather dependent however as there is no roof, but we had sun all weekend. Nice backyard with plenty of areas to sit and relax. Great for a short weekend away!

5 out of 5 average rating, 3 reviews

Southampton waterfront, minutes to town and beach

MayaRating, 5 stars2 days ago

This was the perfect Southampton getaway! The home is beautifully updated—spotless, spacious, and thoughtfully laid out. We especially loved relaxing on the peaceful deck looking out at the water. The living area / kitchen is open and airy, and we appreciated the extra side room with clothing racks, which worked perfectly as a wardrobe and changing space. The interior seems brand new.. spotless and modern kitchen and bathrooms 👌 Check-in and check-out were seamless with Ben’s instructions, and having access to a washer and dryer was a huge plus. The only thing we could’ve used was a clothes iron, but everything else was spot-on. While the location isn’t walkable, it’s quiet and serene—just be sure to have a car to get around. Better than the pictures and felt like home! Overall, a 10/10 stay. We can’t wait to come back.

Bungalow in Hampton Bays

New place to stay

Seaside Bungalow 2 Near the Beach

BriannaRating, 5 stars3 weeks ago

It was a nice peaceful place to unwind. I didn’t expect the parking situation (it was a busy weekend in a parking lot shared with a restaurant) so the valet drivers wanted to know if they could block me in for the night but they were nice/easy to communicate with. The restaurant is closer than I expected but closes at 10pm even on the weekends which surprised me. I was bummed the fire pits were mentioned in the listing but not functional although I guess that was in the restaurant’s control too. My only criticism is I think the rug should be replaced… but bed linens bathroom etc was all really clean and I would come back.

5 out of 5 average rating, 8 reviews

Southampton apt walk to village

RoshniRating, 5 stars2 weeks ago

Had a lovely stay! Beautiful apartment with private entrance. The living spaces, bathroom, kitchen and bedroom were modern, very clean and had all the necessary amenities for a comfortable stay. The place is within walking distance of the train station and village. Would absolutely stay here again.

4.64 out of 5 average rating, 69 reviews

Shinnecock Hills house

LeannaRating, 5 stars20 months ago

This host was simply amazing. My group had an amazing time in a beautiful place and couldn’t have asked for a better host.

4.72 out of 5 average rating, 18 reviews

Cozy Hideout

OlaRating, 5 stars10 months ago

Had a great night in this AirBNB. It was just what we needed for a quick stay. The bathroom was great including the shower. The bed was very comfortable. We didn’t make much use of the kitchenette but it had the basics. Some pots and pans would have been helpful or microwaveable cups (I wanted to boil water for tea). The host was communicative and even gave us some recommendations. I’d definitely stay here again!