Photo by AnnMarie Guli Photography

Search Vacation Homes in Shirley

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 749 Vacation Homes in Shirley with updated reviews, rates, and availability.

10 Bedroom Hampton House with a regulation size Pickleball

10.0 out of 10, Exceptional, (25)
"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

Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms

8.2 out of 10, Very Good, (44)
"This house was in the perfect location as it was close to the ferry terminal and a short walk to ocean beach."
Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms

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

10.0 out of 10, Exceptional, (176)
"We had a wonderful stay. The house was great and check in and check out were both easy. We definition would love to stay again."
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

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

9.6 out of 10, Exceptional, (131)
"Wonderful throw back beach house..nothing fancy but very comfortable and the views are amazing! Loved spending our Christmas Holiday relaxing by the bay..and the year round hot tub was up and running when we got there! Perfect spot..will definitely go back next year! "
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

🌞New Listing!! Ocean View Retreat!🌞

9.4 out of 10, Exceptional, (21)
"Loved the bamboo flanked boardwalk getting to the cottage. Cute cottage with an amazing beach view"
🌞New Listing!! Ocean View Retreat!🌞

Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.

9.8 out of 10, Exceptional, (57)
"Great location right on the beach!"
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.

Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

10.0 out of 10, Exceptional, (26)
"The stay was a great 4 day experience, the property was new, clean also plenty of room. I would definitely stay here again."
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

Cozy House less than two miles from Ocean Beaches

10.0 out of 10, Exceptional, (5)
"The house is very nice and cozy. It was nice get away from NYC."
Cozy House less than two miles from Ocean Beaches

The Raabbit Hole

9.2 out of 10, Wonderful, (22)
"Only recommendation would be to upgrade the beach chairs . The house was very Homie and comfortable and plenty big. Would definitely stay again. "
The Raabbit Hole

North Fork Family and Friends Getaway. Great Location

10.0 out of 10, Exceptional, (9)
"We had a great stay! The house had everything we needed and was in a wonderful location to explore the North Fork. Barbara was incredibly gracious - very responsive and helpful. We hope to make a return visit!"
North Fork Family and Friends Getaway. Great Location

Hottub, ⛳️, htd pool,Basketball, volleyball .

10.0 out of 10, Exceptional, (22)
"It was a very nice experience staying there. The owner replied to our questions pretty fast. I love the backyard, but unfortunately, it is too cold to stay outside during the winter. I would definitely recommend this house and we will try and go back in a warmer season!"
The price is AED 1,653
AED 4,075 total
includes taxes & fees
1 Jun - 2 Jun
Hottub, ⛳️, htd pool,Basketball, volleyball .

Cozy Hampton Bays getaway!

9.4 out of 10, Exceptional, (8)
"We has a great stay with a very kind host who gave us recommendations and checked in via text. "
Cozy Hampton Bays getaway!

Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!

10.0 out of 10, Exceptional, (33)
"The house was very clean and spacious. Wonderful backyard and pool- has everything we needed!"
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!

Unique location fenced in private beach

10.0 out of 10, Exceptional, (8)
"Beautiful sunrise, sunsets and scenery. Beautiful property"
Unique location fenced in private beach

Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub FREE EV Charger

9.6 out of 10, Exceptional, (97)
"House was ideal for our extended family for thanksgiving weekend."
Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub FREE EV Charger

Beach Bungalow Ocean Beach

9.8 out of 10, Exceptional, (22)
"This was our second year with this house. Everything was great. We will be back next year for a third year. "
Beach Bungalow Ocean Beach

Best location! Cozy and Chic Retreat 5 min to beach and close to town, peaceful!

9.8 out of 10, Exceptional, (7)
"We stayed here while attending our daughters wedding with other family members. Everything went well. Clean, and well outfitted with everything we needed. Communication with our Host Numi was terrific. Recommend and we would stay again."
Best location! Cozy and Chic Retreat 5 min to beach and close to town, peaceful!

Spacious beach cottage with private pool, hot tub, outdoor area & amazing suite

8.8 out of 10, Excellent, (20)
"The house was clean. Great communication with host. Would stay again!"
Spacious beach cottage with private pool, hot tub, outdoor area & amazing suite

Fire Island Beach House - Atlantique

9.8 out of 10, Exceptional, (10)
"Location was perfect as a very short walk from Ferry port. Views over bay, was beautiful. Very well looked after by the owner. Had a wonderful time. 😊"
Fire Island Beach House - Atlantique

Mastic Beach Surf House

10.0 out of 10, Exceptional, (10)
"The house was relaxing and cozy. The perfect quiet get-away from the hustle and bustle of the city!!"
Mastic Beach Surf House
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.
Don't see what you're looking for?
See all available properties in Shirley
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Shirley

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

10.0 out of 10, Exceptional, (17)
"This place was clean and comfortable, just what we needed."
The price is AED 720
AED 2,375 total
includes taxes & fees
28 May - 29 May
3 Story Beach Waterview, 3 KING bed, golf putting green!

Modern Vacation home. Close to The Hamptons

10.0 out of 10, Exceptional, (2)
"good time"
The price is AED 1,466
AED 2,631 total
includes taxes & fees
19 May - 20 May
Modern Vacation home. Close to The Hamptons

2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment

8.8 out of 10, Excellent, (26)
"Clean and efficient, full kitchen and an extra 2nd bathroom come with the outside shower! 1 block to spectacular Ocean beaches, about a mile walk (or bicycle ride) to Ocean Beach. In this town Ocean Bay Park there are several restaurants, a grocery store/deli and marina. A short walk from the ferry."
2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment
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.