Holiday houses in Shinnecock Inlet

4.84 out of 5 average rating, 68 reviews

Hamptons Oceanfront Oasis

Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

Guesthouse in Hampton Bays

4.97 out of 5 average rating, 191 reviews

WELCOME TO THE LOVE SHACK BY THE SEA

Escape the city, work in nature! Totally private cottage with garden views , central air and heated floors. 1 mile from pristine beaches and center of town, LIRR, Hampton Jitney, 3 large grocery stores, Starbucks, organic market, shopping & restaurants. King bed, cable TV, refrigerator w/ice, microwave, outdoor grill, private yard, Perfect for couples, solo, 1-2 small kids. We welcome small dogs for a $100 fee. Please message us with the size and type. Working couple/owners in main house.

4.96 out of 5 average rating, 106 reviews

Stylish+Modern Cape w/Saltwater Pool-5min to Beach

Stylish+Modern Cape Beach House nestled in Hampton Bays South of the highway, 5 min drive to beaches. Heated Saltwater Pool. 4 Bedrooms+Crib room & Office. 2 Bathrooms. Outdoor deck w/family dining+BBQ. Fully fenced tree-lined back yard w/ beautiful sunsets. Upstairs King bedroom w/ensuite bthrm + Twin bedroom directly off master. Main floor has another King bedroom+Twin bedroom, master bath, lounge+kitchen w/huge sit-around island. TV Den. Central AC. 15 min walk/ 2 min drive to shops+train.

5 out of 5 average rating, 126 reviews

Hamptons Waterfront- Great Location- On the bay

Amazing Beachfront vacation home located directly on a private sandy beach on Shinnecock Bay. Stunning waterfront views- sunrises/sunsets. Have a bbq and relax right on the back deck and watch the boats pass by or take a quick walk or shuttle boat to some of the Hamptons best restaurants. No worries about having a drink and getting home. You’ll love my place because of the location and the ambiance. My place is good for couples, solo adventurers, business travelers, and families (with kids).

4.96 out of 5 average rating, 141 reviews

Cottage in Weston

The River Loft

Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

Apartment in Hampton Bays

4.96 out of 5 average rating, 385 reviews

Private & Cozy Cottage with short walk to beach!

Walking distance to Bay Beach & Rumba, & short drive to town & ocean. Quiet neighborhood, great for couples, King bed upstairs, bit of a steep staircase, so may not be suited for anyone with mobility challenges. Kayaks, paddle-boards, available to enjoy. Dog friendly with fenced in patio and doggy door. Private outdoor patio, with charcoal grill. A/C & Heat for year-round enjoyment. Easy to get in/out from the city. Close drive to visit Westhampton and Southampton Main Streets.

4.93 out of 5 average rating, 121 reviews

Apartment in Sag Harbor

PRIVATE BASEMENT APARTMENT WITH POOL IN SAG HARBOR

Beautiful basement apartment partially in-ground, with many windows and private entrance is located in Sag Harbor , 3 minutes from village and Heavens Bech by car or 15 minutes walking distance . The apartment has king size bed and comfortable sofa in the living room . In the kitchen you can find coffe maker , toaster , microwave, dishwasher, small fridge , hot plate for light cooking . Tv , WiFi , Airconditoining , access to pool from May till end of the September .

Guest suite in Hampton Bays

4.97 out of 5 average rating, 122 reviews

Beautiful, Bright 3 room suite w/private entrance

Private entrance with front porch You will have 2 private bedrooms, 1.5 private bathrooms, and a large bright and cheerful private entrance room with a large couch and TV with Roku. Mini Fridge stocked with water, beer, milk, and sodas. Coffee maker, hot water kettle, microwave, toaster, coffee, tea, and breakfast cereal provided This suite is private and not shared with hosts 4 guests maximum, after 2 guests there is a $40 fee per additional guest per night

4.96 out of 5 average rating, 170 reviews

Home in Southampton

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.

4.99 out of 5 average rating, 107 reviews

Full House Two miles from the Ocean

Entire House! Large fenced in yard, great for pets. Two bedrooms, less than two miles from Ponquogue Beach with great bars and restaurants on the water. Perfect beach vacation for a reasonable price. Serene and stylish, located on a quiet residential street close to the hamlet of Hampton Bays. Enjoy the patio and fire pit (use non-windy days) on 1/4 acre property. Come unwind with us for some low key relaxation!

Apartment in Hampton Bays

4.97 out of 5 average rating, 109 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.

4.88 out of 5 average rating, 665 reviews

Guest suite in Cutchogue

Walk to Vineyards, Beaches, Farms & Town

Private bungalow with a separate entrance in a historical tudor home. Spacious bedroom with king-sized bed, kitchenette and bathroom. Two bikes, cable TV, internet, AC, beach towels, parking, snacks, coffee and water all provided. Walking distance to the beach, restaurants, shops, vineyards, grocery, farms and fish market. Jitney stop is one block away!

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Other great holiday rentals in Shinnecock Inlet

5 out of 5 average rating, 7 reviews

Southampton hidden gem! Beach cottage, water views

BrandonRating, 5 stars1 day ago

Great location between Hampton Bays and Southampton. Place appears exactly as shown in photos; perfect for 2 people looking to enjoy the beach along the south fork.

4.98 out of 5 average rating, 48 reviews

Best View + Private Beach + Putting Green

NicolasRating, 5 stars3 weeks ago

Overall a very nice and pleasant stay. The house is very nice, super nicely decorated and amazing views. Really worth staying here.

5 out of 5 average rating, 27 reviews

The Hamptons Surf Cottage!

EdmarieRating, 5 stars2 weeks ago

I had an incredible stay at this beautiful Airbnb. The home was spotless, stylishly decorated, and had everything we needed for a relaxing getaway. The location was perfect—peaceful and private, yet close to the beaches and restaurants. The host was exceptionally welcoming and responsive, making check-in seamless and offered great recommendations throughout our stay. I especially loved the outdoor space—it was perfect for morning coffee and evening wine at the fire-pit. I would absolutely stay here again and highly recommend it to anyone looking for an escape to the Hamptons!

Superhost

Guesthouse in Hampton Bays

5 out of 5 average rating, 4 reviews

Hill Coast Cottage: Freshly Renovated

MelissaRating, 5 stars7 months ago

The pictures really don’t do it justice , the place is adorable. The kitchen has all new appliances, and it has every amenity you could need for a long or short stay.

4.95 out of 5 average rating, 86 reviews

Cottage in Southampton

Modern Southampton Cottage | Heated Pool & Peloton

JuuliaRating, 5 stars2 weeks ago

Fantastic memorial day weekend stay with family. Clean, stylish, comfortable and well located. Loved enjoying the heated pool even though it was a bit chilly outside. Highly recommend!

Luxe

Home in East Quogue

5 out of 5 average rating, 6 reviews

Charming, Modern Hamptons Gem

EmilyRating, 5 stars3 weeks ago

We had a lovely stay at Christine’s for a family wedding at the Westhampton Country Club. Our family is from out of town and had my mother and our kids in tow. The property was quiet and peaceful. Its location close to town was perfect. The house itself was adorable, nicely furnished and very clean. My kids loved the toys in the kids room and the swingset. Couldn’t ask for more. Thank you Christine!

5 out of 5 average rating, 40 reviews

Home in Southampton

Renovated Southampton Home+Pool

GhitaRating, 5 stars2 weeks ago

We had a wonderful stay with my family! Everything went smoothly from start to finish. The check-in process was easy and communication was clear and prompt. Anisha and Rob are great host, very friendly and responsive. The space was exactly as described—clean, comfortable, and well-equipped with everything I needed for a relaxing stay. The house is spacious. I really appreciated how well the place was maintained. I would definitely stay here again and highly recommend it to anyone visiting Southampton!