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The Hamptons, NY cottages
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317 Best cottages in The Hamptons, NY

Best family friendly The Hamptons, NY cottages

Among the 317 accommodations in The Hamptons, NY, here are the 4 best family friendly cottages

Fabulous Waterfront Property In The Heart Of Wine Country - The Hamptons, NY
10 185 reviews
The Hamptons, NY
07/21 – 07/23
$684/nighttotal: $1368 (2 )

Fabulous Waterfront Property In The Heart Of Wine Country

3 2
cottage , Southold
This charming Southold cottage is located just a short walk from the Long Island Sound and its sandy beach, offering a peaceful escape in a picturesque setting. It's also close to wineries, restaurants, and local attractions, making it a great base for exploring the North Fork. Guests consistently rate this vacation rental excellent.
The cottage has three bedrooms, one bathroom, and sleeps five comfortably. It features a fully equipped kitchen, air conditioning, a private garden, a spa, and parking, ensuring a comfortable and enjoyable stay.
1st Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork - The Hamptons, NY
9.0 7 reviews
The Hamptons, NY
07/03 – 07/05
$2344/nighttotal: $4688 (2 )

1st Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork

2 4
cottage , Aquebogue
This waterfront cottage in Aquebogue, situated on the North Fork of Long Island, offers 365 feet of Peconic Bay shoreline and is located within miles of Long Island's Wine Country.
This pet-friendly, family-friendly 600 square foot cottage sleeps 5 guests and features air conditioning, internet, a kitchen with a fridge and microwave, a screened-in porch, and complimentary use of kayaks, paddle boards, and canoes.
5th Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork - The Hamptons, NY
10 3 reviews
The Hamptons, NY
06/30 – 07/02
$661/nighttotal: $1322 (2 )

5th Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork

2 4
cottage , Aquebogue
This waterfront cottage in Aquebogue, located on the North Fork of Long Island, offers 365 feet of shoreline on the Peconic Bay and is situated within 10 miles of over 40 wineries.
This pet-friendly, 550-square-foot accommodation sleeps 5 guests and features two bedrooms, one bathroom, a full kitchen, air conditioning, internet, and complimentary use of kayaks, paddle boards, and canoes for exploring the bay.
The Bay Breeze - The Hamptons, NY
10 27 reviews
The Hamptons, NY
07/15 – 08/19
$475/nighttotal: $16625 (35 )

The Bay Breeze

1 2
cottage , Cutchogue
The Bay Breeze cottage is located in Cutchogue, overlooking East/Eugenes Creek, and is a short bike ride from local wineries, farms, and restaurants. The cottage has excellent user, location, and cleanliness ratings.
The cottage has a spacious open floor plan and can accommodate up to four guests. Amenities include a private dock, a boat slip, a large deck, a fire pit, a gas griddle, a luxurious outdoor shower, and a fully equipped kitchen.

Best The Hamptons, NY cottages with a garden

Hamptons Cottage Escape | 2 Acres | Lap Pool | Near Beach - The Hamptons, NY
The Hamptons, NY
06/30 – 07/02
$1596/nighttotal: $3192 (2 )

Hamptons Cottage Escape | 2 Acres | Lap Pool | Near Beach

3 4
cottage , Springs
This East Hampton cottage offers 2 acres of space with proximity to Hamptons Beaches, Napeague State Park, and attractions like Kaplan Meadows Sanctuary.
This 3-bedroom, 1-bathroom cottage accommodates up to 6 guests and features a full-sized lap pool, a separate studio/poolhouse, an outdoor dining and BBQ area, and a fully stocked kitchen.
Private Coastal Two Bedroom Cottage On The Water - The Hamptons, NY
9.9 115 reviews
The Hamptons, NY
06/30 – 07/02
$791/nighttotal: $1582 (2 )

Private Coastal Two Bedroom Cottage On The Water

1 4
cottage , Southold
This Southold vacation home sits near Goldsmith's Inlet, a five-minute walk from Long Island Sound and close to Greenport, Orient, and Southold villages.
The 6-guest house features a private backyard with Goldsmith's Inlet views, seasonal kayak access, a grill (May 1st-September 30th), a full kitchen with dishwasher, air conditioning, and a spa; nearby vineyards and farm stands offer local produce and wines.
Charming 3-bedroom Cottage In Fabulous Greenport - The Hamptons, NY
10 1 review
The Hamptons, NY
07/21 – 07/23
$989/nighttotal: $1978 (2 )

Charming 3-bedroom Cottage In Fabulous Greenport

3 2
cottage , Greenport
This Greenport, New York cottage, a converted 1870s schoolhouse, is conveniently located near Greenport village, Kontokosta Winery, and Safe Harbor Stirling.
This three-bedroom, two-bathroom house sleeps seven and boasts a fully equipped kitchen, a large fenced backyard with a deck, patio, fire pit, and hammock, plus entertainment options including a Roku TV, Xbox 360, and PlayStation 3.
Hamptons Vacation Rental W/ Seasonal Pool! - The Hamptons, NY
9.8 7 reviews
The Hamptons, NY
07/21 – 07/23
$1205/nighttotal: $2410 (2 )

Hamptons Vacation Rental W/ Seasonal Pool!

3 2
cottage , Hampton Bays
This 3-bedroom, 2-bathroom cottage is nestled in a quiet neighborhood in Hampton Bays, just ~3 miles from Meschutt Beach and other popular attractions. With an excellent user rating, this cottage offers a comfortable and convenient stay for families and pet owners.
The 1110-square-foot cottage features a fully equipped kitchen, a cozy living room with a wood-burning stove (decorative only), three smart TVs with cable, and a private backyard with a heated pool, trampoline, fire pit, and outdoor lounge furniture. The cottage also includes a washer and dryer, complimentary toiletries, and an EV charger for added convenience.

Frequently Asked Questions about cottages in The Hamptons, NY

  • What are the top must-see attractions in the Hamptons, New York?

    The Hamptons offer a variety of attractions. For stunning beaches, there's Main Beach in East Hampton, known for its wide expanse of sand, and Coopers Beach in Southampton, consistently ranked among the best. Art lovers should visit the Parrish Art Museum in Water Mill, showcasing significant works, and the Pollock-Krasner House and Study Center in Springs, the former home of renowned artists Jackson Pollock and Lee Krasner. Exploring the charming towns themselves is a must; Southampton's historic village with its shops and restaurants, and East Hampton's Main Street, with its upscale boutiques, are both delightful. Finally, a visit to the historic Sag Harbor Whaling and Historical Museum offers a glimpse into the area's rich maritime past.
  • What are the best cottages in The Hamptons, NY?

    Among the cottages in The Hamptons, NY, Carriage House - Cottage In East Hampton Village, Sag Harbor Cottage - Walk To The Beach and North Fork Cottage are the most popular ones.

  • How to spend a 5-day holiday in the Hamptons?

    A five-day Hamptons trip could look like this: Day 1: Explore Southampton Village, visit Coopers Beach, and enjoy dinner at a waterfront restaurant. Day 2: Spend the day at Main Beach in East Hampton, followed by exploring East Hampton's Main Street and its shops. Day 3: Visit the Parrish Art Museum in Water Mill and then relax at a local winery. Day 4: Take a bike ride along the scenic Jitney route, stopping at different beaches or towns. Day 5: Visit the Pollock-Krasner House and Study Center in Springs and enjoy a final seafood lunch before heading home. This is just a suggestion, of course; you can tailor it to your interests.
  • What are the best cottages with a pool in The Hamptons, NY?

  • Are the Hamptons a good destination to rent a cottage?

    Absolutely! The Hamptons are filled with charming cottages available for rent, ranging from cozy seaside bungalows to larger, more luxurious properties. Many are located near beaches or in quiet, picturesque villages. Websites and local real estate agencies offer a wide selection, allowing you to find the perfect cottage to suit your needs and budget. Keep in mind that rental prices vary greatly depending on the season and location.
  • What are the best cottages with a jacuzzi in The Hamptons, NY?

  • What weather, wildlife, or natural hazards might affect travelers in the Hamptons?

    Summers in the Hamptons are warm and sunny, ideal for beach days, but occasional summer storms can bring heavy rain and strong winds. In the off-season, expect cooler temperatures and potential for nor'easters, which can bring high winds and coastal flooding. Wildlife encounters are generally limited to birds and the occasional deer. Mosquitoes can be prevalent in summer months, so insect repellent is advisable. Be aware of rip currents when swimming at the beach; always heed lifeguard warnings.
  • What are the best cottages for families and kids in The Hamptons, NY?

  • Are the Hamptons pedestrian and cyclist-friendly?

    The Hamptons are reasonably pedestrian and cyclist-friendly, particularly in the villages. Sidewalks are common in the towns, but cycling requires caution on some roads due to traffic. The area has dedicated bike paths in some areas, such as the Montauk Highway bike path. However, many roads are narrow and have limited shoulders, so cyclists should always be aware of traffic.
  • What are the best pet friendly cottages in The Hamptons, NY?

  • Are there any unusual or hidden places to explore in the Hamptons?

    While many Hamptons attractions are well-known, there are still hidden gems. The Long Island Rail Road's abandoned Montauk Branch, while not accessible to the public in its entirety, offers intriguing glimpses into the area's history from various points along its route. Exploring some of the smaller, less-visited beaches beyond the main stretches can also reveal secluded and peaceful spots. Many smaller, family-run farms offer a unique glimpse into local life, showcasing local produce and agricultural practices.
  • What are the best cottages with parking in The Hamptons, NY?

  • What are some of the best cultural experiences that allow you to meet locals in the Hamptons?

    Attending local farmers' markets, such as the one in Southampton, is a great way to interact with locals and sample regional produce. Participating in community events, if scheduled during your visit, offers another opportunity. Many local restaurants and pubs have a welcoming atmosphere, allowing visitors to engage with the community. Checking local event listings for smaller, community-organized events can provide further opportunities for interactions.
  • What are the best authentic dishes to taste in the Hamptons?

    Fresh seafood is a must-try in the Hamptons. Look for local catches like fluke, clams, and lobster, prepared in simple yet delicious ways. Many restaurants feature seasonal menus highlighting locally sourced ingredients, offering a true taste of the region. Also consider trying the local oysters, which are renowned for their quality.
  • Are there any recommended items to pack for a stay in the Hamptons?

    Pack light clothing for warm weather, swimwear, sunscreen, sunglasses, and a hat. Comfortable walking shoes are essential for exploring the towns and beaches. A light jacket or sweater is recommended for cooler evenings. Insect repellent is advisable during the summer months. If you plan on cycling, bring appropriate gear. Don't forget your camera to capture the beautiful scenery.

Nearby regions

Best The Hamptons, NY cottages with jacuzzi

Among the 317 accommodations in The Hamptons, NY, here are the 1 best cottages with a jacuzzi

6th Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork - The Hamptons, NY
10 12 reviews
The Hamptons, NY
06/30 – 07/02
$620/nighttotal: $1240 (2 )

6th Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork

1 4
cottage , Aquebogue
This waterfront cottage in Aquebogue, located on the North Fork of Long Island, offers 365 feet of direct Peconic Bay access and is situated within Long Island's Wine Country, a region featuring over 40 wineries.
This 430-square-foot cottage accommodates up to 4 guests and includes a kitchen with a fridge and microwave, air conditioning, internet, parking, and a screened-in porch, with complimentary kayaks, paddle boards, and canoes available for bay exploration.

Best pet friendly The Hamptons, NY cottages

Among the 317 accommodations in The Hamptons, NY, here are the 3 best pet friendly cottages

Set On 85 Acre Lake With Endless Sunsets Over Water. Peaceful. Nature. Private. - The Hamptons, NY
The Hamptons, NY
07/15 – 08/19
$664/nighttotal: $23240 (35 )

Set On 85 Acre Lake With Endless Sunsets Over Water. Peaceful. Nature. Private.

2 2
cottage , North Sea
This 2-bedroom, 1-bathroom cottage in Southampton accommodates up to 4 guests and is located 8 minutes from town, offering a tranquil escape on an 85-acre spring-fed lake with direct access for swimming, kayaking, and fishing.
This lakeside retreat features air conditioning, internet, an outdoor shower, and is situated a quarter mile from a bar with live music, providing a serene environment with no motor boats amidst a 135-acre reserve.
Seabreeze 4 Charming Cottage Walk To Us Open - The Hamptons, NY
8.8 3 reviews
The Hamptons, NY
07/21 – 07/23
$973/nighttotal: $1946 (2 )

Seabreeze 4 Charming Cottage Walk To Us Open

2 2
cottage , Tuckahoe
This Hampton Bays cottage, near Cooper's Beach and the Hamptons Beaches, offers easy access to shopping at Victoria's Secret and Nancy + Co.
The two-bedroom, one-bathroom house sleeps six with two king-sized beds, a living room futon, Wi-Fi, and air conditioning.
Hamptons Vacation Rental W/ Seasonal Pool! - The Hamptons, NY
The Hamptons, NY
07/21 – 07/23
$1206/nighttotal: $2412 (2 )

Hamptons Vacation Rental W/ Seasonal Pool!

1 2
cottage , Hampton Bays
This cottage is located in Hampton Bays, within a short distance of The Hamptons Beaches, Meschutt Beach, Ponquogue Beach, and Shinnecock Nation Cultural Center and Museum. The cottage has a fully equipped kitchen with modern appliances, two bathrooms for convenience, and a television and iron/ironing board for entertainment and comfort.
The cottage also offers free Wi-Fi in public areas, an outdoor pool for relaxation and recreation, and free self-parking for easy transportation. The cottage is in a smoke-free environment for a healthier stay.
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