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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Shirley holiday homes

A modern kitchen with a stainless steel refrigerator, a large island with bar stools, and pendant lighting.

1. Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
9.6 out of 10, Exceptional, (5 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is £455
includes taxes & fees
1 Oct - 2 Oct
Modern Vacation home. Close to The Hamptons
A dining area with a table set for four, large windows, and a ceiling fan.

2. 3 Story Beach Waterview, 3 KING bed, golf putting green!

3 Story Beach Waterview, 3 KING bed, golf putting green!
Shirley
10.0 out of 10, Exceptional, (24 reviews)
"Great property, wonderful communication with owner. Would stay here again"
United States
Robert L.
The price is £500
includes taxes & fees
21 Oct - 22 Oct
3 Story Beach Waterview, 3 KING bed, golf putting green!
A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

3. The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (9 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is £264
includes taxes & fees
5 Oct - 6 Oct
The Royal Suite - Ronkonkoma
A living room with a sofa, armchairs, a coffee table, and a rug.

4. Peaceful 3BR Garden Cottage Long Island Escape

Peaceful 3BR Garden Cottage Long Island Escape
Coram
10.0 out of 10, Exceptional, (1 review)
"Excellent host and peaceful getaway. I highly recommend!"
United States
Greg M.
The price is £389
includes taxes & fees
1 Oct - 2 Oct
Peaceful 3BR Garden Cottage Long Island Escape
A bedroom with a bed, a nightstand, a mirror, and a window with curtains.

5. Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Brentwood
9.4 out of 10, Exceptional, (53 reviews)
"This stay was very clean and easy. The check-in process was efficient. Thank you, I would definitely book again for a short stay!"
United States
Jaelyn
The price is £127
includes taxes & fees
1 Oct - 2 Oct
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
A hot tub with two chairs, a pergola, and a wooden deck.

6. Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.

Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
Mastic
10.0 out of 10, Exceptional, (33 reviews)
"Lovely time with so many fun games and activities on the property, highly recommend!"
United States
Logan S.
The price is £1,165
includes taxes & fees
29 Oct - 30 Oct
Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
A wooden deck with a white railing, a stone pathway, and a white fence in the background.

7. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is £240
includes taxes & fees
5 Oct - 6 Oct
Spacious 3BR Family Home Near Everything
A living room with a sofa, a coffee table, a TV mounted on the wall, and a window with a view of houses outside.

8. Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Rocky Point
10.0 out of 10, Exceptional, (28 reviews)
"It was perfect for what we needed and the hostess made it very simple and easy to check in and check out and answer any questions thank you"
United States
ken g.
The price is £385
includes taxes & fees
6 Oct - 7 Oct
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Roger’s Beach

9. Prime location, walk to all, cozy cottage Westhampton Beach

Prime location, walk to all, cozy cottage Westhampton Beach
Westhampton Beach
10.0 out of 10, Exceptional, (3 reviews)
"Erica was very communicative and helpful. Very cozy with a great location."
United States
Chris J.
The price is £492
includes taxes & fees
1 Oct - 2 Oct
Prime location, walk to all, cozy cottage Westhampton Beach
A modern living room with a grey sofa, a wooden coffee table, a flat-screen TV mounted on the wall, and a ceiling light fixture.

10. Peaceful private 2-bedroom house in Bayport. Amazing location!

Peaceful private 2-bedroom house in Bayport. Amazing location!
Bayport
8.8 out of 10, Excellent, (8 reviews)
"He’s an excellent hosts and his place is well worth it."
United States
Rowena V.
The price is £250
includes taxes & fees
5 Oct - 6 Oct
Peaceful private 2-bedroom house in Bayport. Amazing location!
A living room with a blue door, a white shelf, a grey sofa with patterned cushions, and a small table with a decorative item.

11. Bright & Comfortable Home in the Heart of It All

Bright & Comfortable Home in the Heart of It All
Central Islip
8.8 out of 10, Excellent, (3 reviews)
"My stay was amazing! The place was bigger in person than i expected, which was such a pleasant surprise. The house was spotless and very clean, making me feel comfortable from the moment I arrived. The host was incredibly helpful, responsive, and made the entire experience smooth and stress-free. I enjoyed my stay and would absolutely book this home again. Highly recommend to anyone looking for a clean, spacious, and welcoming place to stay!"
United States
Tatiana J.
The price is £368
includes taxes & fees
5 Oct - 6 Oct
Bright & Comfortable Home in the Heart of It All
A landscaped garden with a tree in a rectangular planter, surrounded by trimmed hedges and a wooden fence in the background.

12. Jacuzzi year-round - Villa Luz Private Home

Jacuzzi year-round - Villa Luz Private Home
Hampon Bays
9.6 out of 10, Exceptional, (27 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is £1,264
includes taxes & fees
4 Oct - 5 Oct
Jacuzzi year-round - Villa Luz Private Home
A modern kitchen with a stainless steel sink, a white countertop, and a backsplash with a mosaic tile pattern.

13. Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is £263
includes taxes & fees
5 Oct - 6 Oct
Sundown Escape Near SouthShore University Hospital
A modern building with large windows overlooking a beach.

14. Beachfront Jacuzzi All Year - Black Swan Home

Beachfront Jacuzzi All Year - Black Swan Home
Hampton Bays
9.4 out of 10, Exceptional, (20 reviews)
"Views are incredible. Lucky enough to have had great weather before Memorial Day weekend! Our family loved it! Hot tub was wonderful."
United States
Donald J.
The price is £953
includes taxes & fees
13 Oct - 14 Oct
Beachfront Jacuzzi All Year - Black Swan Home
A spacious living area with a fireplace, a wooden staircase, and large windows.

15. Cozy beach hose minutes from Hamptons

Cozy beach hose minutes from Hamptons
Calverton
8.0 out of 10, Very good, (10 reviews)
"Had such a nice weekend. Came for a friends wedding, on Labor Day weekend, the price was unmatched!! A few steps from the water. Down the street from the venue. Huge house. Beautiful kitchen. Very clean. Host was very communicative and accommodating. AC in every single room. Perfect weekend."
United States
Monika
The price is £551
includes taxes & fees
6 Oct - 7 Oct
Cozy beach hose minutes from Hamptons
A swimming pool with a white deck, surrounded by lush greenery and a swan inflatable float.

16. Elegant 5-Bedroom Hamptons Home with Private Pool

Elegant 5-Bedroom Hamptons Home with Private Pool
Hampton Bays
9.4 out of 10, Exceptional, (43 reviews)
"My family and I really enjoyed this home. Everything you can think of is provided for you. We would definitely stay here again!"
United States
Sarah A.
The price is £730
includes taxes & fees
8 Oct - 9 Oct
Elegant 5-Bedroom Hamptons Home with Private Pool
A backyard with a swimming pool, outdoor furniture, and a house with solar panels.

17. Near the Hamptons - Private Pool, Jacuzzi Retreat

Near the Hamptons - Private Pool, Jacuzzi Retreat
Calverton
6.0 out of 10, (1 review)
"Upon arrival, there was a notice of non payment of almost 4000 from the electric company on the door so I was concerned I would lose electric. The grounds seemedover grown and unkept. There was no TV, no hot water in the kitchen with a brokenhot water knob which would have needed a wrench. Although it had in room air conditioners vented outside, they were taped in place with open air coming inside. One of the open areas actually had live tree vines coming inside which I pulled out. There was...
United States
Theresa M.
The price is £1,093
includes taxes & fees
1 Oct - 2 Oct
Near the Hamptons - Private Pool, Jacuzzi Retreat
A modern living room with a grey sofa, round coffee table, and a white fireplace.

18. 5 Bedrooms! 4 Min to the Beach! HEATED POOL!

5 Bedrooms! 4 Min to the Beach! HEATED POOL!
Westhampton Beach
10.0 out of 10, Exceptional, (6 reviews)
"awesome house and awesome host"
United States
Matthew M.
The price is £2,039
includes taxes & fees
1 Oct - 2 Oct
5 Bedrooms! 4 Min to the Beach! HEATED POOL!
A modern kitchen with a central island, white cabinetry, and a dining area with a table set for two.

19. Immaculate Waterfront 2 bedroom!

Immaculate Waterfront 2 bedroom!
Hampton Bays
10.0 out of 10, Exceptional, (5 reviews)
"Clean and fully updated home situated on a canal with a partial view of the bay . A perfect location ."
United States
Michael L.
The price is £429
includes taxes & fees
1 Oct - 2 Oct
Immaculate Waterfront 2 bedroom!
A cozy room with a bed, a wooden coffee table, a blue ottoman, a guitar, and a cart with bottles.

20. Bright airy Fair Harbor home with ocean views steps from the soft sandy beach

Bright airy Fair Harbor home with ocean views steps from the soft sandy beach
Fire Island
9.8 out of 10, Exceptional, (7 reviews)
"Perfect Fire Island getaway. Great location and beautiful beach home. Would recommend and love to come back!"
United States
Jessica W.
The price is £988
includes taxes & fees
5 Oct - 6 Oct
Bright airy Fair Harbor home with ocean views steps from the soft sandy 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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Top Shirley Hotel Reviews

Holiday Inn Express Stony Brook by IHG

Holiday Inn Express Stony Brook by IHG

8/10 Good
"Room was clean, the breakfast was OK and easy parking"
Albert 2-night trip
Posted 1 hour ago
Holiday Inn Express Stony Brook by IHG

Find out more about Shirley

Shirley Holiday Homes information

Number of reviews
272
Accommodation
528 Holiday Homes
Lowest Price
£127
Highest Price
£2,039