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Compare 638 Vacation Homes in Shirley with updated reviews, rates, and availability.

Gorgeous private Hamptons house with pool and volleyball court
8.4 out of 10, Very Good, (17)
"Enjoyed this house in a great location. It was perfect for attending a family wedding!"
Gorgeous private Hamptons house with pool and volleyball court
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
10.0 out of 10, Exceptional, (164)
"In Westhampton for our son’s wedding. Perfect location. Very close to everything. Would definitely rent again. "
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Beautiful historic home in Stony Brook!
2.0 star property
9.2 out of 10, Wonderful, (5)
"This was our second stay at this charming cottage, perfect mix of colonial feel and modern amenities. Plenty of space for us and our dog. Everything we needed was included. Location is close to village and beach. "
Beautiful historic home in Stony Brook!
Coastal Retreat: Waterfront, Deck, Awesome Views
10.0 out of 10, Exceptional, (12)
"It was a great week on the water front. Incredible view on the water, close access to the beach friendly neighborhood. "
Coastal Retreat: Waterfront, Deck, Awesome Views
Quaint Family-sized Home w/private beach — 5 minutes from wineries!
9.6 out of 10, Exceptional, (10)
"Excellent "
Quaint Family-sized Home w/private beach — 5 minutes from wineries!
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
9.4 out of 10, Exceptional, (18)
"Jennifer was a nice host, very communicative. We felt very at home and safe. There was no noise and it was peaceful, I would definitely book here again, thanks Jeniffier!!!"
The price is SAR 357
SAR 557 total
includes taxes & fees
16 Nov - 17 Nov
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
3 Story Beach Waterview, 3 KING bed, golf putting green!
10.0 out of 10, Exceptional, (14)
"Great communication with host. It was great that the house had all bed linens , towels , toilet paper and paper towels. Many updates in the house and the outdoor area is great."
The price is SAR 586
SAR 1,946 total
includes taxes & fees
6 Nov - 7 Nov
3 Story Beach Waterview, 3 KING bed, golf putting green!
5 bedroom Private Family Get Away w/ Heated Pool
10.0 out of 10, Exceptional, (13)
"We were a group age 3 to 75! The house was clean, well stocked and things for everyone’s interest. Our host, Carrie, was kind and responsive. It will be a beautiful memory of spending time with our children and grandchildren. "
5 bedroom Private Family Get Away w/ Heated Pool
Fall in the🌅beautiful sunsets
10.0 out of 10, Exceptional, (24)
"Margaret is just wonderful. We felt like we were staying at a dear family member’s home. Stayed in her very private upstairs suite and it was perfect for me, my wife and our pup. He had a blast running around the yard, meeting the chickens going to the bay beach etc. We had the best time! Thank you Margaret!!"
Fall in the🌅beautiful sunsets
Beautiful remodeled 2 bedroom home — 5 min from the beach! 20 percent for week
9.8 out of 10, Exceptional, (20)
"Great experience. The house was clean and the location was perfect for what we needed. "
Beautiful remodeled 2 bedroom home — 5 min from the beach! 20 percent for week
2 Bedroom Hamptons Waterfront Cottage Rental
10.0 out of 10, Exceptional, (10)
"Everything first class. Air co and heat units in each tooth Everything thing you might need for a great vacation "
2 Bedroom Hamptons Waterfront Cottage Rental
Stylish Sunset Retreat: Near Beach, Pool, Hot Tub
9.4 out of 10, Exceptional, (17)
"Overall 👍👍👍👍 Perfect area and vicinity to our wedding venue very nice neighborhood house was perfect unfortunately had to leave a day early due to New York City Marathon. ** Will definitely try to rent in the summer months"
Stylish Sunset Retreat: Near Beach, Pool, Hot Tub
Beautiful Beach House with Large Swimming Pool in Ocean Beach
10.0 out of 10, Exceptional, (34)
"Wonderful vacation! House has everything you need and the location is perfect. Hosts are quick to respond to any questions. Would definitely stay here again!"
Beautiful Beach House with Large Swimming Pool in Ocean Beach
Cozy Modern Ranch House Near Bellport/Hamptons
7.4 out of 10, Good, (3)
"Property was very clean and host was very hospitable and helpful! Lovely place to stay!"
Cozy Modern Ranch House Near Bellport/Hamptons
Queen Vic Beach House: 5 min to Vineyards & Farmstands
9.8 out of 10, Exceptional, (31)
"10 of us stayed at the house to celebrate my sister’s 60th birthday. The house is absolutely stunning, with plenty of room for everyone. The kitchen is fully stocked with everything you need. Debbie responded to my texts immediately to answer any question I had. We brought a couple of outdoor chairs to have enough seating to watch the beautiful sunset. It was a perfect getaway!"
Queen Vic Beach House: 5 min to Vineyards & Farmstands
Hamptons getaway
8.8 out of 10, Excellent, (3)
"Travis was super easy to communicate with. The outside of the house is fantastic. Thanks for a great stay! "
Hamptons getaway
Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.
8.6 out of 10, Excellent, (10)
"Santo's cottage is cute, close to the water and has everything you could need in it. My stay was short in that I was only there for a night but Santo is a great communicator and made my stay easy. To top it off Meow is the cat's MEOW!!! I will be back next year to get some fly fishing in. Thank you!!"
The price is SAR 545
SAR 620 total
includes taxes & fees
7 Nov - 8 Nov
Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.
Cozy Hampton Bays getaway!
9.4 out of 10, Exceptional, (8)
"We had activities in both Southampton and Westhampton Beach so the location for both was excellent. Laurie called to ask if we needed anything. The space was very clean and perfect for our stay."
Cozy Hampton Bays getaway!
Summer getaway
9.2 out of 10, Wonderful, (10)
"Overall, we had a terrific time at the house. Thank-you so much Andres for sharing your home with us. Getting there, checking in, all simple and easy. House was very well stocked. There was plenty of room for the eight of us. The beds were all comfortable. The deck was delightful. A couple of minor things that we had happen, or noticed that might want to be addressed. Given the house is controlled by Alexa, some detailed instructions as to how to work with "her" might be a good idea for...
Summer getaway
Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach
9.8 out of 10, Exceptional, (64)
"The house was exactly as advertised, the water views were beautiful! Easy access to the North Fork of Long Island."
Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach
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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Other property types in Shirley

3 Story Beach Waterview, 3 KING bed, golf putting green!
10.0 out of 10, Exceptional, (14)
"Great communication with host. It was great that the house had all bed linens , towels , toilet paper and paper towels. Many updates in the house and the outdoor area is great."
The price is SAR 586
SAR 1,946 total
includes taxes & fees
6 Nov - 7 Nov
3 Story Beach Waterview, 3 KING bed, golf putting green!
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
10.0 out of 10, Exceptional, (164)
"In Westhampton for our son’s wedding. Perfect location. Very close to everything. Would definitely rent again. "
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
East End cottage on water!Pet Friendly! Wood FP Minutes from Hamptons & wineries
10.0 out of 10, Exceptional, (82)
"We stayed 4 days in a beautiful bright clean house kn the water. Loads of ammenities and so very comfortable. Couldnt be happier"
The price is SAR 747
SAR 1,608 total
includes taxes & fees
16 Nov - 17 Nov
East End cottage on water!Pet Friendly! Wood FP Minutes from Hamptons & wineries
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.