Vacation rentals in Westhampton

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Quick stats about vacation rentals in Westhampton

  • Total vacation rentals

    Explore 240 vacation rentals in Westhampton

  • Nightly prices starting at

    Westhampton vacation rentals start at $84 CAD per night before taxes and fees

  • Verified guest reviews

    Over 3,520 verified reviews to help you choose

  • Family-friendly vacation rentals

    180 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 100 rentals that welcome pets

  • Vacation rentals with a pool

    150 properties feature pools

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wifi availability

    240 of Westhampton vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Westhampton rentals

  • 4.9 Average rating

    Westhampton stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated vacation rentals in Westhampton

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

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Guest favourite
Home in Hampton Bays
4.85 out of 5 average rating, 153 reviews

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!

Guest favourite
A bright and airy living space features a cozy beige sofa facing large windows with water views. A staircase leads to the upper level, and natural light illuminates the open layout. Light-colored furniture and decorative accents create a relaxing coastal ambiance.
Home in Westhampton Beach
4.97 out of 5 average rating, 38 reviews

Magnificent Bayfront Retreat

Welcome to the Hamptons! The view from this home, that sits right on the water, boasts the most beautiful sunsets that need to be seen to be believed. Whether you’re spending the day in the sun on the beach (a short 5 minute walk), grilling on the deck watching the sunset over the bay, soaking in the hot tub, fishing on the private dock, or lounging on the couch watching a movie on our 75 inch TV after a day of fun in the sun, this home is a perfect getaway for you, your family, and friends!

Guest favourite
Apartment in Hampton Bays
4.93 out of 5 average rating, 28 reviews

Hidden Garden Cottage|Beach|Pet Friendly

Tucked among lush rhododendrons, this refined one-bedroom retreat offers a rare Hamptons escape - intimate, thoughtfully curated, and quietly luxurious. This private garden cottage is just minutes from beaches, marinas, and waterfront dining, yet feels completely secluded. A serene queen bedroom pairs with a softly styled loft lounge featuring a sleeper sofa for two, ideal for relaxing mornings, reading, or hosting additional guests in comfort. Meticulously cleaned with eco-luxury products.

Guest favourite
The image showcases a private har-tru tennis court alongside a well-maintained grass area leading to a charming cabana. Fresh greenery surrounds the space, contributing to a calm outdoor environment. The logo of 'Tennis & Sea Escape' is prominently displayed.
Guesthouse in Westhampton Beach
4.8 out of 5 average rating, 64 reviews

Tennis & Sea Escape - Hydrangeas in the Hamptons

Escape the city and enjoy a Tennis & Sea Escape at our charming cabana. The private har-tru (green clay) tennis court is perfect for tennis enthusiasts, while the spacious patio and landscaped backyard offer relaxation after a day out. Access the beach and town within minutes, and plug in your EV car before rinsing off in the outdoor shower. Enjoy a perfect blend of comfort, luxury, and convenience with coffee, TV, WiFi, and towels provided. **Unfortunately Tennis is closed for the season!

Top guest favourite
A bright pool cottage is set amid a lush, green backyard. The cottage features a white exterior and is surrounded by landscaped gardens. A saltwater pool reflects the surrounding trees, while a spacious lawn offers ample room for relaxation and outdoor activities.
Guesthouse in East Quogue
5 out of 5 average rating, 31 reviews

Charming & Bright Pool Cottage

Take a deep breath when you enter this very bright, well appointed pool cottage. Lush backyard with the main residence and use of the salt water, unheated pool and outdoor shower. Property is on a tree lined street that ends at the bay. A 5 minute walk to the quaint village of East Quogue. Want to hit the fabulous Hampton beaches, they are a 10 minute drive away. Closest downtown Hamptons are Hampton Bays (5 min), Westhampton (our favorite ...10 min) and Southampton (15 min).

Superhost
Home in Westhampton Beach
4.95 out of 5 average rating, 115 reviews

Brand new house with an all year round hot tub.

Your family will be close to everything when you stay at this centrally-located place. Very close beaches near dune road. Movie theaters, supermarkets, liquor store, farms and a bunch of local restaurants that you can visit.DJs are not allowed. Loud music and parties are strictly prohibited. It's a very quiet, relaxing, and peaceful neighborhood. No smoking inside the house.check in 3pm check out 11am extra charge. If you don't check out 11am.a minimum of 5 cars, no more than 5 cars

Top guest favourite
A calm waterfront scene shows a serene body of water reflecting the sky. A sandy beach is visible, framed by natural vegetation, with a wooden barrier along the shoreline. The peaceful setting invites relaxation and enjoyment of the outdoors.
Apartment in Hampton Bays
4.97 out of 5 average rating, 432 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.

Top guest favourite
A bright and airy living space features a light-colored sofa adorned with a decorative pillow. Two woven poufs are situated in front of the couch on a neutral rug. Sunlight enters through a large window, illuminating the room and providing a welcoming atmosphere.
Cottage in Westhampton Beach
4.98 out of 5 average rating, 52 reviews

Westhampton Beach cozy cottage, walk to all

Stay for a wedding, concert/show, wineries, vacation or work? “The Cottage,” is cozy & located in a prime village location. WALK to coffee shops, Sunset Theater, Sushi Kaydon, Main Street for cafés & boutiques, Westhampton Beach Performing Arts Center, Farmers Market, grocery, liquor store, CVS. Bike or drive to Rogers village beach (1.5 miles), passes provided or walk the bridges. Enjoy Kayaking rent at Stephens Marina, 25 minutes from Shinnecock Hills, wineries/Southampton.

Guest favourite
Home in Remsenburg - Speonk
5 out of 5 average rating, 18 reviews

Westhampton Retreat to the Woods

Newly renovated 3-bedroom, 2-bath home on 1.5 private acres just minutes from the beach. Features an open kitchen, two new bathrooms, and modern finishes. Outdoors, enjoy a hammock lounge, al fresco dining, outdoor shower, and expansive grounds. The highlight: a heated saltwater pool kept at 80°. Perfect for family, friends, or a romantic Hamptons getaway. Pool is open from Memorial Day until late September, d pending on weather conditions.

Guest favourite
A charming cottage exterior features wood shingles and white trim. An American flag hangs proudly from the front, while window boxes with greenery add a touch of color. The light blue front door complements the natural elements, inviting guests inside.
Home in Westhampton Beach
4.98 out of 5 average rating, 170 reviews

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.

Guest favourite
A charming two-story house with wooden siding is set within a landscaped yard featuring lush green grass. Sunlight reflects off the windows, and a small balcony is visible on the upper level. A patio area with outdoor seating is located to the side.
Home in Westhampton Beach
4.98 out of 5 average rating, 51 reviews

Walk to the village! Modern beach house

Have fun with the whole family at this stylish place. Enjoy outdoor dining, BBQ, and Solo Stove fire pit area. Morning coffee and breakfast couldn't be easier with Hampton Coffee just steps away. Walk to the village for shopping and dining or bike to the beach. Get the best of both forks with Westhampton Beach only a 20 minute drive to the North Fork wineries.

Top guest favourite
Home in Westhampton
5 out of 5 average rating, 28 reviews

Home in Westhampton - with Hot Tub

6 minutes from the charming Westhampton Beach town center, your family will be close to everything when you stay at this central location. There is a big private fenced-in yard with a play set, eating area, and hot tub. Complete with toys and games, this is truly an ideal hamptons family stay.

Popular amenities for Westhampton vacation rentals

When is the best time to visit Westhampton?

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Avg. price$702 CAD$773 CAD$702 CAD$801 CAD$955 CAD$1,194 CAD$1,405 CAD$1,334 CAD$1,054 CAD$912 CAD$1,046 CAD$948 CAD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Westhampton?

    Westhampton has more than 180 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Westhampton?

    Experience the best of Westhampton with our apartment rentals, starting at about $200 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Westhampton?

    Four-legged friends are welcome in Westhampton. Choose from more than 100 vacation rentals for guests traveling with pets.

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

    Yes! Work meets play with ease at over 130 vacation rentals in Westhampton featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Westhampton vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 150 vacation homes with pools in Westhampton, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Westhampton have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Westhampton. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Westhampton have a kitchen?

    Absolutely! We offer over 190 house rentals with a kitchen in Westhampton. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Westhampton have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Westhampton. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Westhampton have free parking?

    Absolutely! We offer over 190 house rentals with free parking in Westhampton. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Westhampton?

    Enhance your stay in our House Rentals with the most popular amenities: over 190 homes with free parking, over 200 homes with air conditioning, over 200 homes with wifi, over 190 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.