Holiday rentals in Shinnecock Canal

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Top-rated holiday rentals in Shinnecock Canal

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A bright and inviting living space features light blue walls and a comfortable sectional sofa adorned with decorative pillows. A small dining table with white chairs sits nearby, and a flat-screen TV is mounted on the wall. Natural light filters through large windows, enhancing the open atmosphere.
Home in Hampton Bays
4.89 out of 5 average rating, 235 reviews

Nautical Cottage Near Beach, Wineries, Golf, Shops

Coastal themed cottage located in the center of The Hamptons. Super Hosts! Great WiFi. Bright & comfortable space! Cowfish/Canoe Place Inn closeby! Near WINERIES, BEACHES, GOLF, WATERFRONT RESTAURANTS, & SHOPPING. 4 bedroom areas 2 full baths & outdoor shower. Spacious backyard w/ fire pit & deck w/ string lights. Lot's to do each season for couples, friends, coworkers & families. Everything you need & want in a Hampton's home. Large screen TVs/Roku, Foosball. Access to loft bedroom by ladder.

Guest favourite
Home in Hampton Bays
4.85 out of 5 average rating, 143 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!

Top guest favourite
A private outdoor space is showcased with a wooden deck, featuring two lounge chairs and a dining table shaded by an umbrella. Potted flowers add color, while a path leads through the well-maintained garden, enhancing the serene atmosphere of the yard.
Guest house in Hampton Bays
4.97 out of 5 average rating, 217 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.

Guest favourite
Cottage in Hampton Bays
5 out of 5 average rating, 7 reviews

Saltwater Pool + Hot Tub + Private Beach

Tucked away, high in the Shinnecock Hills, our property offers a private setting for a relaxed stay in the Hamptons. Located just a few minutes from world famous beaches, golf courses (SHINNECOCK) and the Villages of Southampton, Westhampton Beach & Sag Harbor, we're just a short ride away from everywhere you'd want to be. Our private beach on Shinnecock Bay is less than a 1/4 mile away, but with your own inground saltwater pool, hot tub and outdoor shower, you might not ever want to leave!

Top guest favourite
A spacious deck is furnished with comfortable seating and a dining table, overlooking a marina with various boats. The water reflects clear blue skies, creating a serene atmosphere. A patterned area rug adds a touch of style to the outdoor space.
Home in Hampton Bays
5 out of 5 average rating, 30 reviews

2.5 Miles from the 2026 U.S OPEN, Waterfront

Take a break and unwind at this peaceful oasis. Welcome to waterfront living in this beautifully renovated 4 bedroom, 2 bath home situated on .75 acre, adjacent to a marina. You'll be blown away by the unobstructed 180-degree water views over Shinnecock Bay all the way to the inlet. The main feature of this home is the wall-to-wall glass in the living room and dining area, offering panoramic views of the bay. The back two decks are the perfect spots for outdoor dining and relaxation.

Guest favourite
Home in Hampton Bays
5 out of 5 average rating, 17 reviews

Hamptons • Lincoln Log Getaway • Heated Pool

Quiet- Pristine- Lincoln Log Home with amazing amenities ✔Self Check-in ✔Heated Salt Water Pool ✔Sauna ✔Ping Pong ✔Bicycles ✔Outdoor Shower ✔Fast Wifi- Perfect for Working Remotely ✔24/7 Guest Support ✔Ideal for Longer Stays & Flexcations ✔Easy access to Ocean, Bay Beaches ✔Fully stocked Kitchen ✔Complimentary Netflix ✔King Bed ✔Fully Cleaned & Sanitized *Pool closed for the winter *There will be an extra charge for propane usage with the heated pool. it varies by the length of stay

Guest favourite
An outdoor dining area is visible, featuring a glass-top table surrounded by six chairs beneath a large umbrella. A grill sits nearby, with a view of the water and lush greenery in the background, creating a relaxing setting for meals and gatherings.
Home in Hampton Bays
4.98 out of 5 average rating, 121 reviews

Hamptons Beachfront- Relax & Getaway- On the bay

Awesome Beachfront vacation home located directly on a private sandy beach right on Shinnecock Bay. Suntan, swim, kayak or just chill and relax in a float right on the beach in the backyard. Hungry- no worries you can bbq right off the back deck or walk to one of the best Caribbean restaurants in the Hamptons. You’ll love my place because of the location and the ambiance- vacation vibes. My place is perfect for couples, solo adventurers, business travelers, and families (with kids).

Top guest favourite
A calm waterfront scene shows a serene body of water reflecting the sky. A sandy beach is visible, framed by natural vegetation, with a wooden barrier along the shoreline. The peaceful setting invites relaxation and enjoyment of the outdoors.
Flat in Hampton Bays
4.97 out of 5 average rating, 418 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.

Guest favourite
An open living space presents a large sectional sofa, accompanied by additional seating. A wall-mounted TV and a fireplace enhance the cozy atmosphere. The kitchen, featuring modern appliances and a dining area, is illuminated by natural lighting from multiple windows.
Home in Hampton Bays
4.94 out of 5 average rating, 65 reviews

NEW Hampton's Dream Beach, Wineries, Dining

Newly renovated and professionally decorated Hamptons home. Close to beaches, catering venues, waterfront restaurants, wineries, farms & golf. Open floor plan w/ space to gather. 4 bedrooms, 2 full baths, eat-in kitchen, spacious living room and lower level recreation area/pool table Enjoy amenities including smart TVs/appliances, fireplace, high speed WiFi, large deck w/ string lites, BBQ, firepit, & outdoor shower. Great for families, couples, coworkers and friends!

Top guest favourite
A sunset scene is captured over a sandy landscape, where vibrant shades of orange and pink fill the sky. Silhouettes of beach fencing and grassy dunes are visible in the foreground, complemented by a wooden structure to the right.
Home in Hampton Bays
4.99 out of 5 average rating, 130 reviews

Charming Retreat Near Ocean Beaches

Entire House! Large fenced in yard, great for pets. Two bedrooms, one song ride away from Ponquogue Beach. Have the beach to yourself for walks and exercise! Perfect place to get away and Unwind. The house is 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. Still plenty to do here, we are 20 minutes from Wine Country and Tanger Outlets.

Top guest favourite
Flat in Hampton Bays
5 out of 5 average rating, 11 reviews

At Home in the Hamptons

Enjoy easy access to everything from this perfectly located home. We offer you all the ammenities you would find at home. Walking distance to events at Canoe Place Inn and close to many local restaurants. Close to multiple beaches. Space is located on the lower level of the home with a private entrance, completely separated from the upper level and parking for 2 cars.

Top guest favourite
A bright bedroom features a spacious bed with soft bedding and coordinating pillows. A ceiling fan adds functionality, while light filters through the two windows. A wall art piece depicting a tranquil landscape is visible. Wood flooring is complemented by a light area rug beside the bed.
Flat in Hampton Bays
5 out of 5 average rating, 28 reviews

Hamptons Getaway

Escape to a bright and spacious 1-bedroom retreat in the heart of the Hamptons! Perfect for families, couples, or solo travelers, this sunny apartment is nestled in a quiet, wooded neighborhood just minutes from pristine beaches, top-rated restaurants, and shopping. It’s less than one mile to the Long Island Railroad Station and a mile to the Hampton Jitney bus stop.

Popular amenities for Shinnecock Canal holiday rentals