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Holiday Homes in Shirley

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Featured Holiday Homes in Shirley

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
1 bedroom, iron/ironing board, WiFi, bed sheets
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
9.2 out of 10, Wonderful, (15)
"We stayed here for one night & it was perfect! Husband is usually standoff-ish to “stay in someone’s house” but this bedroom/bathroom was completely private, including private fencing. The host sent us detailed information the day of regarding parking & misc info. TV in the room as well, so that was a perk. There’s also a keurig if you wanted to bring your own k-cups. Overall it was clean, simple, and way more promising than having stayed at a hotel for more space. Even the location it’s in was...
The price is NZ$234
includes taxes & fees
30 Sept - 1 Oct
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Outdoor pool, a heated pool
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
10.0 out of 10, Exceptional, (158)
"Mark was very responsive. The kids loved the bouncy house and riding in the bike stroller. Lots of space, good location. Perfect for families."
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Newly renovated bayside bungalow w/ king bed, kitchen, sunroom, deck and...
Beach
Newly renovated bayside bungalow w/ king bed, kitchen, sunroom, deck and...
10.0 out of 10, Exceptional, (17)
"Location can’t be beat. Bungalows are adorable, and was just right for a quick solo getaway on the beach. "
The price is NZ$718
includes taxes & fees
1 Oct - 2 Oct
Newly renovated bayside bungalow w/ king bed, kitchen, sunroom, deck and...
Newly Renovated Luxury Beach House Ocean Bay Park
Property grounds
Newly Renovated Luxury Beach House Ocean Bay Park
10.0 out of 10, Exceptional, (64)
"Stayed here for a weekend wedding, loved the property. So close to town, only a few blocks from the ferry (5 minute walk) and maybe 15 minute walk to the market/Flynns. Clean and beautiful house, lots of light, great stay."
The price is NZ$1,631
includes taxes & fees
5 Oct - 6 Oct
Newly Renovated Luxury Beach House Ocean Bay Park
fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc
Smart TV, books
fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc
9.8 out of 10, Exceptional, (8)
"We had a great stay in this house. it was spotlessly clean, and and very well located for what we needed, right between Sunrise Highway and Southern State. Ross was very helpful and provided any information we needed very quickly."
fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc
Beautiful historic home in Stony Brook!
Private kitchen
Beautiful historic home in Stony Brook!
2.0 star property
9.0 out of 10, Wonderful, (4)
"The property was as described with a big and well equipped kitchen and also a large sized washer and dryer. The bathrooms are nicely renovated with every thing you might need. The location is very convenient and quick walk to Stony Brook Village. The bedrooms were well sized and as pictured. However, the beds could be a bit more comfortable. The two single beds squeaked a little bit. The property could also use a hair dryer and iron/ironing board. I brought those things with me but some others...
Beautiful historic home in Stony Brook!
Spacious 5-bedroom house in enchanting Calverton with WiFi, AC
Beach
Spacious 5-bedroom house in enchanting Calverton with WiFi, AC
2.0 star property
8.0 out of 10, Very good, (2)
"Perfect for our needs. Nice big open kitchen living room area was great for our family. We were an older group that can’t get together that often and this was really a common area that was good for all of us to connect. Peaceful morning overlooking the river enjoying our coffee. Would definitely rent again. Host answered all questions in a timely manner."
The price is NZ$1,306
includes taxes & fees
29 Sept - 30 Sept
Spacious 5-bedroom house in enchanting Calverton with WiFi, AC
Gorgeous private Hamptons house with pool and volleyball court
Outdoor pool
Gorgeous private Hamptons house with pool and volleyball court
8.6 out of 10, Excellent, (13)
"The house was very spacious, clean and all amenities listed were available to use. Only thing I'd mention is that one of the showers weren't working and we were not able to connect to the wifi but, the host was very responsive during our stay. Late to respond prior to booking but, overall my group had a great experience, the surrounding area is beautiful. The pool and backyard area was nice, I would definitely recommend staying here if you are looking to have a large group gathering with friends...
Gorgeous private Hamptons house with pool and volleyball court
5 bedroom Private Family Get Away w/ Heated Pool
Outdoor pool, a heated pool
5 bedroom Private Family Get Away w/ Heated Pool
10.0 out of 10, Exceptional, (13)
"We had a wonderful family vacation. The house had accommodations for babies through adults. There was space for everyone to spread out. We all enjoyed the pool and the big yard. The kitchen had everything we needed. We are already tss as liking about coming back next year."
5 bedroom Private Family Get Away w/ Heated Pool
ViolavenderManor.....farm to table breakfast included🥚 🍌🍇🍓🍞🥚
ViolavenderManor.....farm to table breakfast included🥚 🍌🍇🍓🍞🥚
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!!"
ViolavenderManor.....farm to table breakfast included🥚 🍌🍇🍓🍞🥚
2 Bedroom Hamptons Waterfront Cottage Rental
Outdoor dining
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
Beautiful Beach House with Large Swimming Pool in Ocean Beach
Smart TV, books, stereo, printers
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
Stunning Bayfront Views
Fridge, microwave, oven, stovetop
Stunning Bayfront Views
9.8 out of 10, Exceptional, (29)
"We had a great family time with ten of us at Michael's beach house. The location is perfect, especially for children, with immediate access to calm, warm bay water and a private beach. Michael was outstandingly responsive when questions arose and was generous and understanding. The house itself is not new but is spacious and extremely well equipped,with every imaginable kitchen gadget, beach toys, and toys and books for kids.. The excellent air conditioning was a help on hot, sticky days. ...
Stunning Bayfront Views
Spacious Home Located Close to Stony Brook!
Property grounds
Spacious Home Located Close to Stony Brook!
7.2 out of 10, Good, (10)
"This property was well equipped, centrally located to everything and the host was spectacular if we needed anything"
The price is NZ$1,062
includes taxes & fees
1 Oct - 2 Oct
Spacious Home Located Close to Stony Brook!
Hamptons - Pool & Private Tennis Court, Hot Tub, 2 Pickleball Courts
Fridge, microwave, oven, stovetop
Hamptons - Pool & Private Tennis Court, Hot Tub, 2 Pickleball Courts
10.0 out of 10, Exceptional, (14)
"Really great spot. Quiet, great rooms and bathrooms. Pool and hot tub were perfect. Communication was great. Would definitely stay again! "
Hamptons - Pool & Private Tennis Court, Hot Tub, 2 Pickleball Courts
Cozy Modern Ranch House Near Bellport/Hamptons
Private kitchen
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
Property grounds
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
OCEAN BEACH, Fire Island, 3 bedroom, close to ferry, village and all beaches!
Bar (on property)
OCEAN BEACH, Fire Island, 3 bedroom, close to ferry, village and all beaches!
9.0 out of 10, Wonderful, (51)
"What a great place! Second time staying here and it was as awesome as last year! The location is perfect! Peter is the most excellent host! Can’t wait to come back!"
OCEAN BEACH, Fire Island, 3 bedroom, close to ferry, village and all beaches!
Hamptons getaway
Interior
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
Summer getaway
Outdoor pool, a heated pool
Summer getaway
9.2 out of 10, Wonderful, (10)
"Property is great. Deck and pool are the key feature!!! House is well appointed. Host is very communicative and accommodating."
Summer getaway
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See all available properties in Shirley
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!
Interior
3 Story Beach Waterview, 3 KING bed, golf putting green!
10.0 out of 10, Exceptional, (13)
"We enjoyed our stay in Shirley very much. There is plenty to do and see. Wish the fishing was better. Lol😁"
The price is NZ$850
includes taxes & fees
1 Oct - 2 Oct
3 Story Beach Waterview, 3 KING bed, golf putting green!
Gorgeous NEW East End cottage along water! Minutes from Hamptons and wineries!
Smart TV, fireplace, video games, stereo
Gorgeous NEW East End cottage along water! Minutes from Hamptons and wineries!
10.0 out of 10, Exceptional, (73)
"We were there just for one night and didn't get to spend enough time at the house. Wish it could have been longer! This was a beautiful property. The house is amazing. Will come back again."
The price is NZ$583
includes taxes & fees
21 Oct - 22 Oct
Gorgeous NEW East End cottage along water! Minutes from Hamptons and wineries!
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Outdoor pool, a heated pool
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
10.0 out of 10, Exceptional, (158)
"Mark was very responsive. The kids loved the bouncy house and riding in the bike stroller. Lots of space, good location. Perfect for families."
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
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.