Vacation rentals in Westhampton Beach

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Westhampton Beach

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
Cottage in Westhampton Beach
Cool Tiny Cottage Artist Loft!
He Loved All Things Sea & I Followed Suit. 38 Years Ago My Father Built This Very Special Artist Loft Cottage Retreat. This Tiny Home is One Of A Kind. Throughout The Years Guests & Family Have Come & Gone Creating Beautiful Memories. The Space Is Tranquil, Serene, Peaceful & Harmonious. It’s A Wonderful Romantic Space, Charming For Family Gatherings, or One For A Soul Heart In Transition. All Have Found Passion, Peace and Progress Here. The Cottage Boasts A Fully Fenced In Large Yard, Deck, Grill, Light & Airy Vaulted Ceiling In Living Room With A Chenille Slip Cover Queen Sleeper and Cool Lounger With Library Bookcase With Books And Stereo/CD/Cassette, Color TV & DVD. Staircase to Loft Full Bed & Cute Twin Bed Area. Very Clean & Decorated Adorably. Wifi. Linens & Kitchen equipped, Washer/Dryer. Dining Table for 4 W/Sliders to Deck. Outside Seating for 6 & A Gas Grill. Perfect Place for 2. Quiet At End Of St. 1.5 miles to Rogers Beach Dune Rd/Ocean. 1 Mile To Main Street Village. 15 min to North Fork Wineries & Farms. Agent owned.
Oct. 4 – 11
$423 CAD per night
4.93 out of 5 average rating, 147 reviews

Popular amenities for Westhampton Beach vacation rentals

Stay near Westhampton Beach's top sights

Beach Bakery63 locals recommend
Boom Burger12 locals recommend
Rogers Beach26 locals recommend
Margarita Grille33 locals recommend
Buoy One20 locals recommend
Best Market Westhampton Beach26 locals recommend

Other great vacation rentals in Westhampton Beach

Guest favourite
Home in Westhampton Beach
WestHampton Beach Village house with heated pool
Feb. 27 – Mar. 6
$933 CAD per night
4.92 out of 5 average rating, 26 reviews
Superhost
Home in Westhampton
Historical House in Westhampton
Jun. 6 – 13
$1,031 CAD per night
4.8 out of 5 average rating, 15 reviews
Guest favourite
Home in Westhampton Beach
Family Friendly 4bd Hamptons House with pool
Nov. 27 – Dec. 4
$642 CAD per night
4.95 out of 5 average rating, 42 reviews
Guest favourite
Home in East Quogue
Hampton’s Apartment! (East Quogue)
Nov. 24 – Dec. 1
$255 CAD per night
4.96 out of 5 average rating, 27 reviews
Guest favourite
Home in East Quogue
Hamptons Getaway Home, Sleeps 5
Feb. 2 – 9
$466 CAD per night
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Westhampton
1940’s waterfront renovated bungalow
Sep. 30 – Oct. 7
$1,153 CAD per night
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Westhampton Beach
Brand new house with an all year round hot tub.
Feb. 4 – 11
$1,225 CAD per night
5.0 out of 5 average rating, 32 reviews
Guest favourite
Home in Hampton Bays
3 bedroom house with heated, salt water pool
Jan. 4 – 11
$596 CAD per night
4.97 out of 5 average rating, 29 reviews
Guest favourite
Home in Westhampton Beach
In-Town Charming Westhampton Village Beach House
Sep. 16 – 23
$1,148 CAD per night
4.98 out of 5 average rating, 55 reviews
Guest favourite
Home in Westhampton Beach
Walk to the village! Modern beach house
Feb. 14 – 21
$1,230 CAD per night
4.93 out of 5 average rating, 15 reviews
Guest favourite
Home in Westhampton Beach
Hampton Oasis with pool and lush landscape
Dec. 10 – 17
$1,358 CAD per night
4.93 out of 5 average rating, 60 reviews
Guest favourite
Home in Remsenburg-Speonk
5-Star Listing: Hamptons Oasis, Easy from NYC
Apr. 23 – 30
$1,070 CAD per night
5.0 out of 5 average rating, 20 reviews

Quick stats about vacation rentals in Westhampton Beach

Total rentals

200 properties

Rentals with a pool

130 properties have a pool

Pet-friendly rentals

80 properties allow pets

Family-friendly rentals

160 properties are a good fit for families

Total number of reviews

2.3K reviews

Nightly prices starting at

$54 CAD before taxes and fees

Destinations to explore