Westhampton Beach vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Westhampton Beach

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Cottage in Riverhead

4.98 out of 5 average rating, 126 reviews

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.

Jan 8 – 15

R14,325 ZAR per night

Guest favorite

Guest suite in Hampton Bays

4.98 out of 5 average rating, 315 reviews

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.

Oct 27 – Nov 3

R5,508 ZAR per night

Guest favorite

Cottage in Westhampton Beach

4.93 out of 5 average rating, 147 reviews

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.

Jun 1 – 8

R5,866 ZAR per night

Guest favorite

Guesthouse in Hampton Bays

4.96 out of 5 average rating, 146 reviews

WELCOME TO THE LOVE SHACK BY THE SEA

Escape the city, work in nature! Totally private cottage with garden views , central air and heated floors. 1 mile from pristine beaches and center of town, LIRR, Hampton Jitney, 3 large grocery stores, Starbucks, organic market, shopping & restaurants. King bed, cable TV, refrigerator w/ice, microwave, outdoor grill, private yard, Perfect for couples, solo, 1-2 small kids. We welcome small dogs for a $100 fee. Please message us with the size and type. Working couple/owners in main house.

May 2 – 9

R6,827 ZAR per night

Guest favorite

Guesthouse in Southampton

4.95 out of 5 average rating, 411 reviews

Tiny Home in Prime Spot in Southampton Village

Located in the heart of Southampton Village, this intimate, centrally-located cottage is the perfect getaway! Nestled in an easily accessible, safe, and well-lit neighborhood, it is ideal for those with or without a vehicle. Only a 5 min. walk from the train station and a 5 min. walk to town, which includes premier shopping and restaurants. Enjoy nearby wineries, museums, and pristine, top-ranked beaches. Be close to everything Southampton has to offer while enjoying absolute peace and quiet!

Sep 23 – 30

R7,040 ZAR per night

Guest favorite

Cabin in Rocky Point

4.9 out of 5 average rating, 389 reviews

Great little place just for a couple

The outdoor courtyard is especially nice and private-,with a fire pit, grill and comfortable chairs. It is a rustic location easy walking distance to North Shore Beach. If you want an ocean beach you can drive straight south for 20 minutes and reach Smiths Point State Park right on the ocean. The North Fork with its vineyards is a short drive and the Hamptons also only 30 minutes to West Hampton. You can fish, golf, walk among the wooded area and relax in peace. A pleasure. linen 100% cotton!

Dec 26 – Jan 2

R2,916 ZAR per night

Guest favorite

Guest suite in Wading River

4.9 out of 5 average rating, 230 reviews

Beachy En Suite /Gateway to The North Fork

Adorable,quiet,clean, w private entrance, private bedroom and bathroom,breakfast nook and patio.We are located in a beach front town dubbed“Gateway to the North Fork”. Walking/driving directions to local beaches,15minute walk to our community beach(.6mi away).Niks deli nearby.Minutes by car to wineries breweries,farm stands,EastWind 2 mi,TangerOutlets15min away,35min to Hamptons,Greenport!Hosts live in adjoining house. Rarely need access to your hallway to get to our basement.Would arrange.

Aug 9 – 16

R2,221 ZAR per night

Guest favorite

Home in Brookhaven

4.95 out of 5 average rating, 127 reviews

Beautiful & Independent Guest House near the water

Welcome to our beautiful yet very private guest house in Brookhaven. You are walking distance from the Deer Run Farm (fresh eggs every morning), Post-Morrow Nature Trails and a short drive to Bellport Village Historic District. We are also very close to Wine Country, The Hamptons & Fire Island. We offer all the accommodations you might need for longer stays Washer & Dryer; Dishwasher; High Speed internet and TVs with all the premium channels. EV Charger available (Tesla - Fees applies).

Feb 12 – 19

R3,290 ZAR per night

Guest favorite

Home in Holbrook

4.91 out of 5 average rating, 237 reviews

Cozy studio

We are 10 minutes away to MacArthur Airport in Islip, 5 minutes to shopping center where you can find supermarkets, restaurants, and stores. We are 10 minutes away from LIRR train station where you can get a ride to Manhattan. Although the studio is centrally located a car or Uber is recommended,. You'll have your own bathroom, kitchen with microwave, coffee maker, toaster, fridge, air conditioner, tv with cable and internet. Our study is a FREE SMOKING PLACE! Not smoking or vaping!

Jun 19 – 26

R2,092 ZAR per night

Guest favorite

Home in Hampton Bays

4.98 out of 5 average rating, 112 reviews

Beach House Feel - newly renovated backyard Oasis

You will love this sunny, completely renovated three bedroom ranch. It's beautifully decorated with beach and nautical themes throughout the house. You can cook or barbeque at home on your private deck or go out and enjoy the many award winning restaurants in the area. Come home from the beach or shopping and lounge by the pool. At night, gather around the fire pit while making smores or just admiring the stars. This house is perfect for families, couples, or a girls/guys getaway.

Sep 30 – Oct 7

R10,820 ZAR per night

Guest favorite

Apartment in Hampton Bays

4.97 out of 5 average rating, 340 reviews

Private & Cozy Cottage with short walk to beach!

Walking distance to Bay Beach & Rumba, & short drive to town & ocean. Quiet neighborhood, great for couples, King bed upstairs, bit of a steep staircase, so may not be suited for anyone with mobility challenges. Kayaks, paddle-boards, available to enjoy. Dog friendly with fenced in patio and doggy door. Private outdoor patio, with charcoal grill. A/C & Heat for year-round enjoyment. Easy to get in/out from the city. Close drive to visit Westhampton and Southampton Main Streets.

Dec 13 – 20

R5,461 ZAR per night

Guest favorite

Home in Manorville

4.98 out of 5 average rating, 199 reviews

Ultimate House with Heated Pool, Hot Tub and Sauna

Ultimate house with 4 Bds, 3 Baths, finished basement with entertainment area and gym. Minutes from the Hamptons and North Fork. Everything for your rest in any weather and season. Yamaha piano, Japanese massage chair, karaoke, drum set, electric guitars, ping pong, fossball and pool tables,board games. Fully landscaped backyard with flowering plants, outdoor lights. 2 BBQ areas, Gazebo with fireplace and projector. Easy access to beaches, restaurants, farms, vineyards and shopping.

Oct 14 – 21

R11,065 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Westhampton Beach vacation rentals

Beachfront

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Westhampton Beach's top sights

Beach Bakery63 locals recommend

Rogers Beach25 locals recommend

Boom Burger12 locals recommend

Westhampton Beach Performing Arts Center65 locals recommend

Margarita Grille33 locals recommend

Buoy One20 locals recommend

Other great vacation rentals in Westhampton Beach

Guest favorite

Apartment in Milford

4.97 out of 5 average rating, 510 reviews

Water front studio apartment with fireplace.

Oct 14 – 21

R3,864 ZAR per night

Guest favorite

Apartment in Southampton

4.96 out of 5 average rating, 165 reviews

Sunny Southampton Studio

Jun 30 – Jul 7

R9,727 ZAR per night

Guest favorite

Home in Southampton

4.9 out of 5 average rating, 215 reviews

PICTURE PERFECT SOUTHAMPTON HOME-

Sep 14 – 21

R11,071 ZAR per night

Guest favorite

Loft in Southampton

4.89 out of 5 average rating, 145 reviews

Getaway cottage privet and quiet

Nov 21 – 28

R7,601 ZAR per night

Guest favorite

Apartment in Northport

4.91 out of 5 average rating, 130 reviews

Harbor Studio - Across from historic Northport doc

Jan 23 – 30

R2,452 ZAR per night

Guest favorite

Bungalow in Hampton Bays

5.0 out of 5 average rating, 110 reviews

Hamptons Waterfront- Great Location!

May 26 – Jun 2

R12,963 ZAR per night

Guest favorite

Apartment in Hampton Bays

4.84 out of 5 average rating, 131 reviews

Vacation at the Beach: Entire Home

Oct 12 – 19

R7,564 ZAR per night

Guest favorite

Home in Hampton Bays

4.94 out of 5 average rating, 111 reviews

Beautiful Hampton’s Home Pool/Tennis/HotTub/Sauna

Mar 5 – 12

R18,850 ZAR per night

Show all

Other great vacation rentals in Westhampton Beach

Guest favorite

Home in East Quogue

4.97 out of 5 average rating, 31 reviews

Hampton’s Apartment! (East Quogue)

Jan 2 – 9

R3,046 ZAR per night

Guest favorite

Apartment in Center Moriches

4.88 out of 5 average rating, 24 reviews

Modern Private Studio close to the hamptons

Jan 11 – 18

R2,472 ZAR per night

Guest favorite

Home in Westhampton Beach

4.98 out of 5 average rating, 86 reviews

Luxury Hamptons Home with Heated Saltwater Pool

Sep 8 – 15

R17,977 ZAR per night

Guest favorite

Home in Westhampton

5.0 out of 5 average rating, 16 reviews

Family friendly home with large property

Aug 13 – 20

R14,651 ZAR per night

Guest favorite

Apartment in Mastic

5.0 out of 5 average rating, 16 reviews

The Cozy Cellar | Private Art Deco Apartment

Apr 12 – 19

R1,325 ZAR per night

Guest favorite

Home in Westhampton Beach

4.93 out of 5 average rating, 14 reviews

Dune Rd Village Waterfront Private Beach Access

May 16 – 23

R17,587 ZAR per night

Guest favorite

Guesthouse in East Quogue

5.0 out of 5 average rating, 29 reviews

Petite Central Cottage

Aug 22 – 29

R9,661 ZAR per night

Guest favorite

Home in Westhampton Beach

4.92 out of 5 average rating, 26 reviews

WestHampton Beach Village house with heated pool

Jan 31 – Feb 7

R12,354 ZAR per night

Show all

Quick stats about vacation rentals in Westhampton Beach

Total rentals
200 properties
Rentals with a pool
120 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
R769 ZAR before taxes and fees

Frequently Asked Questions

Are there pet-friendly vacation rentals in Westhampton Beach?
Four-legged friends are welcome in Westhampton Beach. Choose from more than 80 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Westhampton Beach?
Yes! Work meets play with ease at over 110 vacation rentals in Westhampton Beach featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Westhampton Beach vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 120 vacation homes with pools in Westhampton Beach, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Westhampton Beach have a bbq area?
Absolutely! We offer over 80 house rentals with a bbq area in Westhampton Beach. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Westhampton Beach?
Westhampton Beach has more than 140 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Westhampton Beach have self check-in?
Absolutely! We offer over 40 house rentals with self check-in in Westhampton Beach. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Westhampton Beach have a gym?
Absolutely! We offer over 30 house rentals with a gym in Westhampton Beach. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Westhampton Beach?
Experience the best of Westhampton Beach with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Westhampton Beach vacation rentals

Top-rated vacation rentals in Westhampton Beach

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Westhampton Beach vacation rentals

Stay near Westhampton Beach's top sights

Other great vacation rentals in Westhampton Beach

Apartment in Milford

Apartment in Southampton

Home in Southampton

Loft in Southampton

Apartment in Northport

Bungalow in Hampton Bays

Apartment in Hampton Bays

Home in Hampton Bays

Other great vacation rentals in Westhampton Beach

Home in East Quogue

Apartment in Center Moriches

Home in Westhampton Beach

Home in Westhampton

Apartment in Mastic

Home in Westhampton Beach

Guesthouse in East Quogue

Home in Westhampton Beach

Quick stats about vacation rentals in Westhampton Beach

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there pet-friendly vacation rentals in Westhampton Beach?

Are there vacation rentals with a dedicated workspace in Westhampton Beach?

Are there Westhampton Beach vacation rentals on Airbnb with pools?

Do house rentals in Westhampton Beach have a bbq area?

Are there family-friendly house rentals in Westhampton Beach?

Do house rentals in Westhampton Beach have self check-in?

Do house rentals in Westhampton Beach have a gym?

How much does it cost to stay in house rentals in Westhampton Beach?

Destinations to explore