Vacation rentals in The Hamptons

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Top-rated vacation rentals in The Hamptons

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

Guest favourite
Cottage in Riverhead
Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven
Newly renovated, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Enjoy the designer kitchen with all new appliances, as well as a brand new bathroom, updated bedrooms and outdoor shower. This chic 2-bedroom, 1-bathroom home, which can sleep up to 5, has been designed with an eye for detail, style and relaxation. The master bedroom enjoys a queen sized bed that's perfect for 2 adults. The second bedroom can accommodate up to 3 people with a double bed for two people, and a single bed for one person. Only 80-miles from Manhattan, a 90-minute drive and close to the towns of Jamesport, Southold and Greenport, The Beach Cottage is the perfect summer escape. Stay on the property for swimming, paddle boarding, beach walks and BBQs or venture out to enjoy all the North Fork has to offer. Wine tasting at the French run winery Croteaux, lunch at the world class North Fork Table and Inn, shop at the many Organic Farms or explore the charming historic seaport village of Greenport, all short drives from the cottage. Upon request, Pets are allowed, for an extra fee of $200 per stay. Guests have access the entire property, including a private path to the beach. This stylish retreat is nestled on a private Soundfront beach at the end of a 7-acre property. Wine tasting at Croteaux, lunch at world-class North Fork Table and Inn, and the historic seaport village of Greenport are all within a short drive. The closest Jitney stop is Aquebogue or Riverhead. I am an Australian born designer that lives in NYC and has been renovating homes for the past several years. Our Flatiron loft in NYC was featured in Dwell Magazine, I designed the Upper West Side apartment for the founder & CEO of Soul Cycle, and my husband and I recently renovated our family's weekend beach house on the North Fork. I have a passion for turning houses into homes by bringing the clean, breezy and natural aesthetic, inspired by my homeland in Australia.
Apr. 26 – May 3
$1,037 CAD per night
4.98 out of 5 average rating, 126 reviews
Guest favourite
Guest suite in Hampton Bays
CHARMING OCEAN BUNGALOW
My ocean Bungalow is super well located in Hampton Bays. You will be 10 minutes away from the center of town where the Hampton Bays train station is. You also have Starbucks, Ride Aid, king Kullen, and great eateries at your fingertips. You will also have another two great supermarkets; Stop&Shop and Wild by Nature natural food store. You will be staying in a room with a feeling of a Junior Suite with approximately 400sq feet, a much larger area than a standard room. It has an attached small full bathroom, a living space that I call “home theater” with a 75” smart TV, a wet Bar with Coffee, Expresso and Tea, your own refrigerator. No heavy cooking is allowed indoors but I will offer a grill outside, for the most gastronomically inclined guests ... there’s no dining area but you are more welcome to use the dining table at the outdoor stone patio. One of the nicest thing about our location is that we are 5 minutes from Ponquogue Beach with excellent near by restaurants such as Oklands, Sundays on the Bay, on Beach Road and Dockers waterside on Dune Road. Meschutt beach is also a great location with live music throughout the summer, not a beach for surfers or adventure swimmers, since it’s on Peconic Bay, but on a plus side, there’s a full outdoor bar for adults, I love their Rum punch, and a full service snack bar, and a gift shop that sells beach gear... etc.
Apr. 18 – 25
$182 CAD per night
4.98 out of 5 average rating, 310 reviews
Guest favourite
Cabin in Montauk
Montauk | Tiny Cottage in Private Hither Woods
A little cabin on our property in Hither Woods. A cozy hideaway conveniently located 12 minutes walk from Gurney's Beach Resort, 16 minute walk from public path to beach, and 6 minutes drive from Montauk town for restaurants and nightlife. Good for couples and solo adventurers, the space is private and homey, with outdoor shower and Chimenea fire pit. The main house is 65ft away, but we honor your privacy. The cottage comes with WiFi, window A/C and complimentary coffee or tea. Parking for 1 car
Apr. 12 – 19
$413 CAD per night
4.96 out of 5 average rating, 422 reviews

Popular amenities for The Hamptons vacation rentals

Other great vacation rentals in The Hamptons

Guest favourite
Home in Sag Harbor
Modern Home in Sag Harbor, NY
May 16 – 23
$1,130 CAD per night
4.84 out of 5 average rating, 45 reviews
Guest favourite
Cottage in Sag Harbor
Luxury Gem At The Heart of Sag Harbor Village
Apr. 27 – May 4
$851 CAD per night
5.0 out of 5 average rating, 27 reviews
Guest favourite
Home in Southampton
Bay View Stunner, Modern 6 Bedroom w Heated Pool
Apr. 10 – 17
$541 CAD per night
5.0 out of 5 average rating, 36 reviews
Guest favourite
Home in East Hampton
Newly Renovated Hamptons Home with Heated Pool
May 12 – 19
$1,124 CAD per night
4.9 out of 5 average rating, 29 reviews
Guest favourite
Home in Southampton
Spectacular Village Home: Close to Town and Ocean
May 11 – 18
$817 CAD per night
5.0 out of 5 average rating, 9 reviews
Guest favourite
Cottage in Sag Harbor
Steps to the Beach - Designer Cove House Cottage
Apr. 19 – 26
$720 CAD per night
4.94 out of 5 average rating, 51 reviews
Guest favourite
Home in Southampton
Perfect Lake Cottage weekend Hamptons special
Jan. 19 – 26
$1,098 CAD per night
5.0 out of 5 average rating, 17 reviews
Guest favourite
Home in Southampton
Luxury Hamptons Poolside Paradise w/ Outdoor Sauna
Dec. 12 – 19
$1,051 CAD per night
5.0 out of 5 average rating, 31 reviews
Guest favourite
Guesthouse in Southampton
Southampton Modern Barn, Private Hot Tub and Pool
Jul. 24 – 31
$1,290 CAD per night
4.98 out of 5 average rating, 45 reviews
Superhost
Home in East Hampton
Private retreat on 4 acres
Apr. 19 – 26
$1,166 CAD per night
4.89 out of 5 average rating, 18 reviews
Guest favourite
Apartment in Center Moriches
Modern Private Studio Perfect for Relaxing Getaway
May 6 – 13
$178 CAD per night
5.0 out of 5 average rating, 18 reviews
Guest favourite
Vacation home in Montauk
2 BR apartment near ocean in Hither Hills
Apr. 8 – 15
$479 CAD per night
4.98 out of 5 average rating, 59 reviews

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