Vacation rentals in Shinnecock Hills

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Top-rated vacation rentals in Shinnecock Hills

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

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Top guest favourite
The image showcases a spacious outdoor area featuring a heated gunite pool surrounded by manicured grass. Four loungers with umbrellas are positioned near the pool, while a cozy seating arrangement is visible on the patio. A charming cottage is seen in the background.
Cottage in The Hamptons
4.96 out of 5 average rating, 100 reviews

Modern Southampton Cottage | Heated Pool & Peloton

Modern Hamptons cottage with mid-century modern interior, our 3 bedroom/ 2 bathroom cottage is set on manicured grounds and perfectly equipped for your stay. Heated gunite pool (summer months only) with retractable cover, Peloton bike and Central Air throughout. Newly renovated kitchen with high end appliances, large outdoor deck perfect for entertaining with new Weber grill. Private driveway accommodates 4 cars. 4 adult bicycles. 8 min ride to Southampton village. 15 min to Coopers Beach.

Guest favourite
A bright living area features a light grey sofa paired with two black chairs, positioned around a glass coffee table. Large windows allow natural light to fill the space, while a minimalist fireplace offers visual interest. A small desk is visible against the wall.
Home in The Hamptons
4.95 out of 5 average rating, 476 reviews

Silver House: 3BR Home with Private Beach Access

Located on a half-acre property surrounded by tall oak trees, this three-bedroom, two-bathroom home is the perfect getaway. The house is part of the Clearwater Beach community with private beach access. The recently renovated kitchen and bathrooms are modern and minimal. Natural light floods the space throughout the entire house. Here is your perfect getaway from the chaos of city life The fireplace is NOT available for guest use. Early check-in and late check-out are NOT available in season

Top guest favourite
A bright living room area features a sectional sofa and a coffee table set on light carpet. A smart TV is positioned on a low stand, and natural light enters through a skylight. Decorative curtains frame the window, adding a touch of style.
Apartment in Medford
4.88 out of 5 average rating, 161 reviews

Cozy Apartment with King Bed - Separate Entrance

Enjoy your stay in this private, clean and comfy environment. Space offers a bedroom with a king size bed and a desk for at-home work. Living room includes a smart TV and a sectional. Unleash your inner chef! Access to kitchen utensils, dinnerware, and pots/pans. Free parking on premises. Convenient location with many necessities nearby (mall/gas station/restaurants). We are located 2 mins from I-495 and 15 mins from Macarthur airport. Great for visiting family in Port Jefferson, Patchogue, etc!

Superhost
A serene pool area is surrounded by lush greenery and colorful hydrangea flowers. Lounge chairs offer relaxation under large umbrellas, while the inviting pool reflects the clear blue sky. A charming home stands in the background, adding to the peaceful setting.
Home in The Hamptons
4.92 out of 5 average rating, 118 reviews

Southampton Charmer, 5 bedrooms w pool - Location

This 5-bedroom home boasts en-suite baths and elegant furnishings. The gourmet kitchen features marble countertops and stainless steel appliances, leading to a dining area. The lower level includes a spacious seating area and a game room with toys. The second floor houses a master suite with stunning views and three additional en-suite bedrooms. Located minutes from the village center, with restaurants, shops, and beaches nearby. A heated pool invites you to relax and enjoy the comfort of home.

Guest favourite
Home in The Hamptons
4.88 out of 5 average rating, 113 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!

Superhost
A spacious outdoor area features a clean blue pool surrounded by lounge chairs. The three-story yellow house, with a modern design, showcases multiple balconies that overlook the pool, providing natural light and views of the garden.
Home in The Hamptons
4.88 out of 5 average rating, 60 reviews

Elegant East End Fall Escape

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.

Guest favourite
The airy living space features white shiplap walls and a high ceiling, accented by natural light from multiple windows. A gray sofa is paired with a glass coffee table, while a decorative fireplace adds charm. A ceiling fan provides airflow, enhancing the inviting atmosphere.
Home in The Hamptons
4.9 out of 5 average rating, 287 reviews

PICTURE PERFECT SOUTHAMPTON HOME-

Picture Perfect 3 bedroom 1.5 Bath Cottage located in the heart of Southampton. The home is conveniently located close to Southampton, Bridgehampton and Sag Harbor towns. Additionally, there is close access to both Bay and Ocean Beaches. The Newly renovated home gives you a peaceful and serene feeling everyday. Dogs are accepted on a case by case basis. Cats are not permitted. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking –

Top guest favourite
A charming single-story home is surrounded by a well-maintained lawn and manicured shrubs. The entrance features a welcoming front door, flanked by large windows, while French doors lead to a small patio area with seating. Lush greenery enhances the tranquil outdoor setting.
Home in The Hamptons
5 out of 5 average rating, 6 reviews

Lovely Sanctuary in Southampton

Welcome to your private Hamptons retreat. This light-filled 3-bedroom, 3-bath home offers an airy open-concept kitchen and dining area, perfect for gathering. French doors open to an expansive backyard, where mature trees frame a large heated gunite pool and plenty of space for lounging or entertaining in total privacy. Enjoy the entire home, located just minutes from the charming village of Southampton, you’ll have easy access to world-class beaches, boutiques, and dining.

Guest favourite
A bright living space is featured, furnished with two light-colored chairs and a dark coffee table. A flat-screen television is mounted on the wall. A doorway leads to a bedroom, while natural light filters in through the windows, illuminating the neutral decor.
Home in North Fork
4.97 out of 5 average rating, 247 reviews

Aqua Vista

Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney. My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).

Top guest favourite
A bright and airy living space features large windows allowing natural light to fill the room. Wooden dining chairs surround a rectangular table, while comfortable seating is arranged in a cozy arrangement. Indoor plants add a touch of greenery, enhancing the inviting atmosphere.
Home in The Hamptons
4.93 out of 5 average rating, 124 reviews

Classic Southampton Village Home w/ Pool

Newly renovated Southampton village home with great light, offering the best of indoor-outdoor living. A beautiful backyard with a pool surrounded by lush privet hedges for privacy. Perfectly situated in the heart of the village, one block from restaurants, shopping, and one mile from the ocean beaches. Perfect with space to spread out, play or work remotely! Ask about special rates for long-term summer rental!

Superhost
A bright living area features a white sofa adorned with patterned blue pillows, positioned beside a rustic wooden coffee table. Large glass doors open to reveal a glimmering pool and lush outdoor landscaping, enhanced by vibrant potted plants and a shaded seating area.
Home in The Hamptons
4.89 out of 5 average rating, 134 reviews

Serene 3 Bed 2.5 Bath House w/Heated Pool

Situated off a quiet lane on a half-acre, this designer, updated, modern residence offers a peaceful and quiet Hamptons getaway. 3 wonderful bedrooms 2 modern bathroom and a heated saltwater pool ( See Pool heat and Pool Closure Details ) with mature landscaping offers a relaxing escape. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking – no exceptions!

Guest favourite
A wide sandy beach stretches towards the horizon, where soft waves gently lap at the shore. Tall lifeguard stands are positioned along the beach, with a few distant figures walking. The sky features a gradient of muted colors as the sun sets, creating a serene atmosphere.
Apartment in The Hamptons
4.95 out of 5 average rating, 224 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

Popular amenities for Shinnecock Hills vacation rentals

When is the best time to visit Shinnecock Hills?

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Avg. price$705 CAD$705 CAD$705 CAD$818 CAD$891 CAD$1,248 CAD$1,279 CAD$1,680 CAD$915 CAD$811 CAD$705 CAD$793 CAD
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Frequently Asked Questions

  • How much does it cost to stay in villa rentals in Shinnecock Hills?

    Experience the best of Shinnecock Hills with our villa rentals, starting at about $240 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Shinnecock Hills?

    Four-legged friends are welcome in Shinnecock Hills. Choose from more than 90 vacation rentals for guests traveling with pets.

  • Do house rentals in Shinnecock Hills have wifi?

    Absolutely! We offer over 180 house rentals with wifi in Shinnecock Hills. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in Shinnecock Hills have free parking?

    Absolutely! We offer over 10 villa rentals with free parking in Shinnecock Hills. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Shinnecock Hills?

    Shinnecock Hills has more than 200 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there vacation rentals with a dedicated workspace in Shinnecock Hills?

    Yes! Work meets play with ease at over 130 vacation rentals in Shinnecock Hills featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Shinnecock Hills vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 170 vacation homes with pools in Shinnecock Hills, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Shinnecock Hills have air conditioning?

    Absolutely! We offer over 180 house rentals with air conditioning in Shinnecock Hills. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Villa Rentals in Shinnecock Hills?

    Enhance your stay in our Villa Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with air conditioning, over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Shinnecock Hills have a kitchen?

    Absolutely! We offer over 170 house rentals with a kitchen in Shinnecock Hills. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Shinnecock Hills

  • Total vacation rentals

    Explore 210 vacation rentals in Shinnecock Hills

  • Nightly prices starting at

    Shinnecock Hills vacation rentals start at $155 CAD per night before taxes and fees

  • Verified guest reviews

    Over 3,060 verified reviews to help you choose

  • Family-friendly vacation rentals

    200 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 90 rentals that welcome pets

  • Vacation rentals with a pool

    170 properties feature pools

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wifi availability

    210 of Shinnecock Hills vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Shinnecock Hills rentals

  • 4.8 Average rating

    Shinnecock Hills stays are highly rated by guests—averaging 4.8 out of 5!