
Vacation rentals in The Hamptons
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Top-rated vacation rentals in The Hamptons
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Relax into Coastal Life at a Sun-Drenched Sag Harbor Home
Take a bike ride to Havens Beach and feel the sand in your toes. Walk to explore the shops, restaurants and bars on the quaint Main Street of Sag Harbor. Repair to your sun drenched home away from home to enjoy a relaxed meal alfresco on the deck. Unwind under the umbrellas on the expansive deck surveying the private fenced in backyard. Take in all the amenities of a newly renovated home situated in the Hampton - recent updates include a furnished basement, ping pong table, smart TVs and sound system. Extra touches include beach towels, beach chairs, bikes, cooler, games and more. This beautifully renovated 3 BR, 2 Bath home is situated on a quiet street, with a fenced half acre yard. It is located less than a mile to the shops, bars and restaurants of Main Street and the Hampton Jitney stop with service to NYC. The open floor plan boasts an abundance of natural light with 4 skylights and large windows to bring the outdoors in. Brand new appliances, custom kitchen cabinets, large center island with bar stools are perfect for hosting friends & family. Central AC/forced air heating controlled by the Nest ensure your complete comfort. The master BR features a king bed and ensuite Bath with custom tile shower. The guest BRs have a queen bed and full bed respectively and share the hall bathroom with tub/shower. The large deck runs the length of the home and is perfect for al fresco dining & entertaining. Totally furnished with everything you need to enjoy yourself from the second you enter the home! We have four brand new adult bikes, helmets and locks for your enjoyment. Explore the village, bike to the beach or get some exercise while you're here. If you prefer to stay in, you'll find a games console / DVD player in the front room with a good selection of games and movies. Additionally, we provide 4 beach chairs, beach towels and a small cooler for your use. Enjoy! Guests have access to the entire house, backyard, deck, garage and driveway parking. We can be reached via cell or email and are very responsive. We will also have a friend who is local to the area who will be able to assist with any issues. Sag Harbor is the coolest, most authentic town in the Hamptons. Home to household names, the town retains its small-town charm and rustic maritime vibe. Browse the artsy, eclectic stores and strike up conversations in the coffee shops and local bars. Sag Harbor is a quaint, walkable town on the wharf with great restaurants and bars. The house is located less than a mile's walk into the main street. Beaches are accessible via bike or car. The Jitney stop from Manhattan is located on Main Street less than a mile from the house. There are taxis in the area available via phone for pick up. We provide four adult bikes, helmets and locks for your use.

Private oasis~1 block to water, 5 mins to Main St.
Escape to your chic, serene, Hamptons oasis! Perched back on a large piece of private property, located just steps to the water. During Summer, swim in your large pool, BBQ + spark up the firepit under the starry sky. Stroll just 1 block to waterfront dining for dinner, cocktails + the most magnificent sunsets in the area. Curl up at the wood burning fireplace, 80' TV + cook in the Chef's kitchen You'll be 1 block to the water, 5-8 minutes to many beaches, Main Street, shopping + so much more!

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.

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

Detached bungalow w/ private bath
Cozy, simple living, in separate guest house w/ use of amenities (shared with our family of 4) including sauna & hot tub. The bungalow/guesthouse features a Queen bed, its own private bathroom (shower), small kitchenette (countertop oven, Keurig coffee maker & small fridge) and loveseat for relaxing. There is a dedicated separate outdoor seating area for 2 guests. 2 Adult guests ONLY, no children due to size of guesthouse and proximity to the pool. Please NO pets allowed since owners have pets

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!

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!

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 –

Stunning 3 bed 2 bath home W Pool
Nestled on a serene an acre off a tranquil lane, this contemporary, designer-updated residence provides an idyllic Hamptons retreat. With 3 delightful bedrooms, 2 sleek bathrooms, and a seasonal heated pool amidst mature landscaping, you're promised a calming respite. We kindly ask that you familiarize yourself with the detailed disclosures, & guidelines. We maintain a strict policy against events, parties, and smoking. our home and property grouds are smoke-free.

Modern Farmhouse Steps to Beach & Love Lane
Our home is professionally designed and set on a spacious, manicured green parcel enclosed by a Cul-de-sac with complete privacy inside and out. The home is designed with all modern conveniences and is located less than a 5 minute walk to Love Lane (Mattituck's charming downtown), Veteran's Beach (one of the best beaches on the Northfork) and the Mattituck train station. It is a place to relax, unwind and enjoy all that North Fork has to offer.

Luxury Hamptons Home with Heated Saltwater Pool
Get away from it all in this meticulously renovated Westhampton Beach home. Pull up to the cottage in the heart of Westhampton Beach, a place that delivers all the Hamptons have to offer, all while being within a two hour drive of NYC. No detail was overlooked in the renovation of this cottage… the beauty is only matched by the comfort and function. With the open floor plan, sunny kitchen, furnished open air patio, you won’t want to leave.

Stylish & Chic w hot tub/ Near Beaches & Village
Chic & cozy Hamptons retreat just minutes from Southampton Village and beaches! Enjoy a private backyard with sundeck, hot tub, fire pit, outdoor shower, and indoor fireplace. Next door to world-famous Shinnecock Hills Golf Club and 15 mins to Poxabogue public course. Close to Wölffer Estate, Duck Walk, and Channing Daughters wineries. Walk the nearby Scallop Pond Preserve or Elizabeth Morton Wildlife Refuge. Perfect year-round getaway!
Popular amenities for The Hamptons vacation rentals
The Hamptons beach vacation rentals

Best View + Putting Green + Private Beach

Designer Beach Retreat on Exclusive Cedar Beach

Hamptons Waterfront Suite | Private Hot Tub

Luxurious Waterfront Beach House On The Bay

Private beach, fully updated house, on 2 acres.

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

Beautiful Waterview Condo on the North Fork of LI

Beach & Woods: Cozy Cabin, Hot tub, Peloton, Oh My
Private The Hamptons vacation rentals

BeachCottage|Steps To Water|Firepit|Top10%

Spectacular Southampton Retreat!

Artists Sag Harbor Village Retreat

Chic East Hampton 7 Bedroom, 7 Bath, heated Pool

Stunning Central E. Hampton Home w/ gunite pool.

Peaceful cottage

Luxury Gem At The Heart of Sag Harbor Village

Secluded Luxury: New Gunite Pool, Walk to Bay
Vacation rentals with pools in The Hamptons

Designer Home w/ Heated, Salt-Water Pool

Peaceful Retreat in Immaculate Architect’s House

East hampton 3 bedroom home w/ pool great location

Luxury Southampton Home/outdoor Sauna/hottub

Modern East Hampton Home w/ Heated Saltwater Pool

Stylish+Cozy Hamptons Winter Getaway-5min to Beach

The Quail’s Nest

Montauk Waterfront Condo w/ Sunset Views
Frequently Asked Questions
How is the weather in The Hamptons?
The Hamptons has a temperate climate. Summers are warm, with highs around 80°F (27°C), while winters are cooler, with temperatures averaging 38°F (3°C). Spring and fall are generally mild. Remember to pack your swimsuit for the summer, and a cozy jacket for cooler evenings.
What are some of the best things to do in The Hamptons?
Popular activities in The Hamptons include sunbathing at the pristine beaches, exploring the Parrish Art Museum, and visiting the local wineries. You can also enjoy a leisurely walk around the East Hampton Windmill or take a scenic bike ride along the Montauk Point State Parkway.
What is the best time of year to visit The Hamptons?
The Hamptons is most popular in the summer, from Memorial Day to Labor Day. This is when you can enjoy events like the Hampton Classic Horse Show, the East Hampton Artists & Writers Charity Softball Game, and the Southampton August Fair.
What are the best places to stay in The Hamptons?
Popular areas to stay in The Hamptons include the vibrant towns of Southampton and East Hampton. For those seeking a more laid-back vibe, Montauk and Amagansett are often recommended. If you're looking for a mix of both, consider staying in the charming village of Sag Harbor.
What are the best places to visit in The Hamptons?
In The Hamptons, you might enjoy visiting the historic Montauk Point Lighthouse, the serene LongHouse Reserve, or the iconic Maidstone Club. You could also explore the Parrish Art Museum or take a leisurely stroll around the beautiful Elizabeth A. Morton National Wildlife Refuge.
What are some hiking trails in The Hamptons?
The Hamptons is home to several hiking trails. The Hither Hills State Park trail, the Mashomack Preserve trails on Shelter Island, and the Walking Dunes trail in Napeague are all frequently suggested. These provide opportunities to explore the beautiful natural scenery of The Hamptons.
What are some family activities to do in The Hamptons?
Families often enjoy visiting the Children's Museum of the East End, exploring the Montauk Point Lighthouse, or spending a day at Cooper's Beach. You might also consider taking a stroll around the Southampton Arts Center or exploring the fascinating exhibits at the South Fork Natural History Museum.
What are some of the best day trip ideas in The Hamptons?
Day trips from The Hamptons often include a visit to the beautiful Shelter Island, exploring the bustling town of Riverhead, or a ferry ride to Block Island. You might also consider heading to the North Fork for a change of scenery, known for its beautiful vineyards and charming farm stands.
All about The Hamptons
A cluster of towns and hamlets on Long Island’s South Fork, The Hamptons combines long stretches of coastline, pretty villages, and verdant farmland with sought-after restaurants and boutiques. Around a 2.5-hour’ drive from New York City, the popular towns of South Hampton, East Hampton, Sag Harbor, Water Mill, Amagansett, and Bridgehampton are popular trips out of the city for their laid-back vibe, arts scene, and historic charm. The western towns of Montauk, Hamptons Bay, and Westhampton are home to farmers’ markets and delis bursting with local produce.
Montauk boasts the area’s best surfing beaches, hip bars and restaurants, and family-friendly activities like the Montauk Lighthouse. Explore the local area’s art heritage at the Pollock-Krasner House and get a glimpse into the artists’ studios. For something a little more active, rent kayaks, hop on a bike, grab a paddleboard, or set sail for an idyllic afternoon on the waves. Keen windsurfers will want to head to Napeague Bay for the best conditions.
What are the top things to do in The Hamptons?
Long Island Wine Trail
With over 50 wineries to choose from between the South Fork and the North Fork, you’ll need a few days to get a full taste of what the region has to offer, with a range of grapes, winemaking styles, and tasting rooms. Sample wine while sitting on a cozy patio or meandering through a lush sculpture garden. Most tasting rooms stay open during the off-season, making the Long Island Wine Trail a year-round destination.
Parrish Art Museum in Water Mill
Get inspired by more than 3,000 paintings, works on paper, and mixed media by local artists at the Parrish Art Museum. The In Artists Stories series offers a dynamic history of artists from the 1820s to the present through photographs, biographical information, timeline, and interactive map. Discover and connect with the artists of the East End through over 100 public programs and year-round classes and workshops.
Coopers Beach
Coopers Beach stretches along the shores of the upmarket town of Southampton. Sunbathe on fine, white sand or stroll past the grand mansions that line the dunes. Lifeguards are on duty during the summer months. In winter, the wide shoreline showcases stunning ocean views and rolling grass-flanked dunes.
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- Rentals with a fireplace The Hamptons
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- Yale University
- Foxwoods Resort Casino
- Charlestown Beach
- Fairfield Beach
- Cooper's Beach, Southampton
- Southampton Beach
- Ocean Beach Park
- Sunken Meadow State Park
- Mohegan Sun
- Hammonasset Beach State Park
- Long Island Aquarium
- Powder Ridge Mountain Park & Resort
- Mystic Seaport Museum
- Yale University Art Gallery
- Burlingame State Park
- Sleeping Giant State Park
- Orient Beach State Park
- Dunewood
- East Hampton Main Beach
- Meschutt Beach
- Ditch Plains Beach
- Wölffer Estate Vineyard
- Bluff Point State Park
- Wesleyan University




