Westhampton Vacation Rentals

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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16

Vacation Rentals in Westhampton

Our top choices for Westhampton vacation rentals

“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.
Beach

“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

10.0 out of 10, Exceptional, (2)
"Friendly host, very good location and a simple check-in process. Few minutes drive to the beach. "
The price is ￥35,153
￥48,414 total
includes taxes & fees
Aug 26 - Aug 27
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day
Outdoor spa tub

NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day

4.0 star property
9.6 out of 10, Exceptional, (134)
"Loved our stay and will be back"
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day
East End cottage on water! Outdoor tub&shower! Minutes from Hamptons & wineries.
Fridge, microwave, oven, stovetop

East End cottage on water! Outdoor tub&shower! Minutes from Hamptons & wineries.

10.0 out of 10, Exceptional, (93)
"Great indoor and outdoor spaces to hang out. Took SUP on the water - so nice and calm. "
The price is ￥62,641
￥114,003 total
includes taxes & fees
Sep 16 - Sep 17
East End cottage on water! Outdoor tub&shower! Minutes from Hamptons & wineries.
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
Terrace/patio

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

9.6 out of 10, Exceptional, (133)
"Perfect property to hangout and stay entertained for hours"
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
Canoe Place Waterfront Residences
Front of property

Canoe Place Waterfront Residences

4.0 star property
10.0 out of 10, Exceptional, (1)
Canoe Place Waterfront Residences
Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach
Fridge, microwave, stovetop, coffee/tea maker

Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach

10.0 out of 10, Exceptional, (2)
"Everything was as pictured, and the whole place was very clean. It was a perfect stay for us, and we will come again soon!"
The price is ￥11,275
￥24,670 total
includes taxes & fees
Sep 1 - Sep 2
Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach
Southampton cozy cottage by the beach
Beach

Southampton cozy cottage by the beach

10.0 out of 10, Exceptional, (1)
"Great stay. Would stay again. "
The price is ￥73,548
￥144,146 total
includes taxes & fees
Aug 24 - Aug 25
Southampton cozy cottage by the beach
NEW 7 Bedrm House-Pool, Swim-Up Bar, Grill, Pool Table, Fitness and play room
Outdoor pool, a heated pool

NEW 7 Bedrm House-Pool, Swim-Up Bar, Grill, Pool Table, Fitness and play room

9.2 out of 10, Wonderful, (14)
"Beautiful property! Well stocked with essentials and perfect for our group with and age range o16 - 83"
NEW 7 Bedrm House-Pool, Swim-Up Bar, Grill, Pool Table, Fitness and play room
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
Outdoor pool, a heated pool

Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14

9.4 out of 10, Exceptional, (71)
"Wonderful time in a wonderful property. Megan the property owner was so very helpful."
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Outdoor pool, a heated pool

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

10.0 out of 10, Exceptional, (29)
"Amazing property! Had all the things we needed "
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Hamptons Retreat
Terrace/patio

Hamptons Retreat

Hamptons Retreat
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Oven, stovetop, dishwasher

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2.0 star property
9.0 out of 10, Wonderful, (4)
"Large open first floor for a large family stay. Great back patio with a nice view of the river. Don't miss the morning swans. "
The price is ￥73,548
￥134,548 total
includes taxes & fees
Aug 26 - Aug 27
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Walk to Beach 2BR Near Dining & Shopping
Property grounds

Walk to Beach 2BR Near Dining & Shopping

6.6 out of 10, (18)
"The beach is private and you need to be a Brookhaven resident to be admitted. This is not specified anywhere on the listing. Communication about this with the owner via app was rather poor. "
The price is ￥20,561
￥45,719 total
includes taxes & fees
Aug 23 - Aug 24
Walk to Beach 2BR Near Dining & Shopping
Stunning Bayfront Views
Interior

Stunning Bayfront Views

9.8 out of 10, Exceptional, (36)
"House was exactly as described, excellent host and definitely went the extra mile to ensure we had a great stay. Cannot beat this location!"
Stunning Bayfront Views
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
Outdoor pool, a heated pool

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

10.0 out of 10, Exceptional, (185)
"Everything was amazing, the house is beautiful and very spacious, and the host was very friendly! I would 100% stay here again! "
The price is ￥78,927
￥138,335 total
includes taxes & fees
Sep 1 - Sep 2
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
Fridge, microwave, oven, stovetop

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

9.6 out of 10, Exceptional, (33)
"We had a amazing stay and plan to come back next July again"
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
10 Bedroom Hampton House with a regulation size Pickleball court
Pool

10 Bedroom Hampton House with a regulation size Pickleball court

9.8 out of 10, Exceptional, (30)
"Had so much fun this weekend in Hampton Bays! House was perfect for a group of friends - many bedrooms, bathrooms, great pool with tons of outdoor games, and even the arcade room inside! So close to the beach, and a number of great restaurants. Highly recommend this house, and appreciate how helpful our host was with making sure we had everything we need and more!"
10 Bedroom Hampton House with a regulation size Pickleball court
Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!
Sun loungers, beach towels

Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!

9.6 out of 10, Exceptional, (40)
"Really enjoyed our stay here and had a wonderful time exploring the area."
The price is ￥46,428
￥88,745 total
includes taxes & fees
Sep 21 - Sep 22
Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!
Location and views! Located directly on Shinnecock Bay!
Smart TV

Location and views! Located directly on Shinnecock Bay!

9.0 out of 10, Wonderful, (28)
"Cute beach bungalow vibe. The outdoor space, grill, and firepit made this property worthwhile! Lori's a wonderful, accomodating host."
Location and views! Located directly on Shinnecock Bay!
Family/pet friendly home in Hamptons w. Fire pit, pool, close to beaches/dining.
Outdoor dining

Family/pet friendly home in Hamptons w. Fire pit, pool, close to beaches/dining.

2.0 star property
10.0 out of 10, Exceptional, (3)
"Check in was a breeze and the house was fully stocked with toiletries, towels, blankets, etc! Backyard was beautiful. We spent so much time in the pool and enjoyed our stay very much!"
Family/pet friendly home in Hamptons w. Fire pit, pool, close to beaches/dining.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Westhampton Hotel Reviews

Greenview Inn Riverhead

Greenview Inn Riverhead

10/10 Excellent
"Always my choice when staying in the area. Staff very friendly. Check in is quick and easy. Not to mention the newly renovated rooms. "
Miguel 1-night trip
Posted 17 hours ago
Greenview Inn Riverhead

Frequently asked questions

Can I find a vacation rental in Westhampton?

Yes, we give you a choice of vacation rentals close to the most popular attractions in Westhampton, or you can go with a secluded option if you're looking for relaxation. Westhampton is known for its restaurants and shopping.

What are some of the best vacation home rentals in Westhampton?

NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day: This vacation home rental near Westhampton is located near the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You can relax into your vacation with a garden and a hot tub.

How many vacation rentals are there in Westhampton?

Choose from 52 Expedia vacation rentals in Westhampton for a memorable vacation.

What can I see and do in Westhampton?

While exploring the area, visit family-friendly sights like Long Island Game Farm, or get outside and enjoy nature at Moriches Bay. In the larger area, you’ll find Westhampton Beach Performing Arts Center and Suffolk Theater.

What’s a vacation rental in Westhampton like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Westhampton. Vacation rentals offer extras such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.