
House holiday rentals in Shirley
Find and book unique houses on Airbnb
Quick stats about house rentals in Shirley

Total holiday rentals
Explore 50 holiday rentals in Shirley

Nightly prices starting at
Shirley holiday rentals start at $102 NZD per night before taxes and fees

Verified guest reviews
Over 3,970 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Shirley holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Shirley rentals

4.8 Average rating
Shirley stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated house rentals in Shirley
Guests agree: These houses are highly rated for location, cleanliness and more.

Luxurious Waterfront Beach House On The Bay
Relax and enjoy your time at this beautiful east end waterfront getaway. This house is located right on the relaxing and exclusive Great South Bay with private beach... The experience will bring you the feel of tranquility everyone desires with vacationing out east. While offering all the enjoyments the island has at your fingertips. Centrally located to all island destinations. 90 minutes from Manhattan - 15 minutes to West Hampton - 15 minutes to Fire Island Ferrys. Visit top winery’s WiFi
FamilyValueParks

Hamptons Oceanfront Oasis
Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!
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Waterfront Round House View
A unique little beach house on the south shore of long island with the most beautiful view. The house is located on a canal. Dock is available! **We have Paddle Boards, Surf Boards and 3- 2 person Kayaks onsite for you to use during your stay. You can get to the Great South Bay by paddling to the mouth of the canal. And you can get to Fire Island by hiring a Water Taxi to pick you up! The octagon house was built in the 1970s. It's recently been refreshed with all new beds & linens.
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Family Retreat with Heated Pool, Hot Tub, Sauna.
🛏 6 Bedrooms, 9 beds & 3 Full Baths 🏊♂️ Heated Pool & Relaxing Hot Tub 4-person Sauna 🏀 Half Basketball Court & 🏐 Volleyball Area 🏌️♂️ Private Golf Putting Green 🔥 Cozy Firepit & Outdoor Lounge Area 🛝 Swing Set & Kid-Friendly Yard 🍽 Fully Stocked Kitchen & Spacious Dining 🌐 High-Speed Wi-Fi & Smart TVs 10 min to Smith Point Beach & Boardwalk 15–20 min to Long Island Wine Country Nearby hiking at Wertheim Wildlife Refuge Short drive to Tanger Outlets & restaurants
ValueLocationOutdoor spaces

Joyful Beach House, viewing The Great South Bay
Amazing Great South Bay view with access to Shorefront and Rider Parks. This Ranch has an unobstructed view of the Shorefront Band Shell. Watch concerts and sunsets from the comfort of your patio. Walk down to the Patchogue Beach Club and enjoy the pool and beach. This open-concept home has 2 bedrooms, one bath, a remodeled bathroom, and a kitchen. The kitchen has stainless steel appliances, a farm sink, and a butcher block countertop with natural lighting that will brighten the home.
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Brand new house with an all year round hot tub.
Your family will be close to everything when you stay at this centrally-located place. Very close beaches near dune road. Movie theaters, supermarkets, liquor store, farms and a bunch of local restaurants that you can visit.DJs are not allowed. Loud music and parties are strictly prohibited. It's a very quiet, relaxing, and peaceful neighborhood. No smoking inside the house.check in 3pm check out 11am extra charge. If you don't check out 11am.a minimum of 5 cars, no more than 5 cars
ValueLocationHospitality

By NYC & Hamptons - Hot Tub, Pool Table, Speakeasy
Welcome to Coast to Coast - the perfect getaway from NYC! You may have heard about our new little secret - but you’ll have to come see it for yourself to believe it! Step back into prohibition era Long Island in our hidden speakeasy! Right by Smith Point Beach, we provide accommodations that go above and beyond- this is not your average AirBnB! Soak up the sun at one of LI's top beaches, then enjoy complimentary Netflix, Hulu, cable and more while you shoot pool or play games.
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House of peace.
Welcome to my families heart. This house may be old but it is filled with so much love its truly the heart of our family. For many generations we have gathered here. Lovely 3 bedroom house with large property on quiet road. Dining room, kitchen, living room, laundry room. Small sitting room off the master bedroom . There are puzzles and some games for children. Please feel free to use what you want. Close to shopping, beach, casino, ferry, LIRR, LIE, sunrise and The Hamptons.
ValueLocationBeach

The Harbor House: Beachfront Home 1 hour from NYC
FEATURED #1 on Refinery29's "11 Best Beach Houses Near NYC" Welcome to Long Island’s iconic Gold Coast! Wake up to sweeping waterfront views and, if you’re lucky, catch a glimpse of our local bald eagle family soaring overhead! Explore nearby gems like the Vanderbilt Mansion & Planetarium, Caumsett State Historic Park Preserve, Del Vino Vineyards, and the lively Paramount Theatre. Stroll through Downtown Huntington or Northport Village for boutique shopping, great restaurants.
ValueLocationHeating

Hamptons Style Cottage close to everything!
Hamptons style cottage home is family friendly with a wonderful, fully equipped, kitchen to cook-in and spa inspired marble bathroom with huge shower and soaking tub to relax in. Rear patio with nicely landscaped yard shaded or unshaded by a large retractable awing. Located in Patchogue on a quiet block just a short walk to the fire island ocean ferries, restaurants, town's bustling main street, local bay beaches, and parks. Perfect for a weekend getaway or an extended stay!
ValueLocationLong stay

Cozy home. Comfy living
The whole group will enjoy access to everything from this centrally located home. three comfy bedroom, two bathrooms, large living room, dining and kitchen. close to the beach, nature reserved, kayaking, sky diving and Tanger outlet mall, restaurant and all the fast food located nearby. long island vast array of winery and farms stand etc. Guest is expected to follow house rules. 15 mins after check out time is given after that fees will incur at nightly rate
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Luxury Hamptons Home with Heated Saltwater Pool
Get away from it all in this meticulously renovated Westhampton Beach home. Pull up to the cottage in the heart of Westhampton Beach, a place that delivers all the Hamptons have to offer, all while being within a two hour drive of NYC. No detail was overlooked in the renovation of this cottage… the beauty is only matched by the comfort and function. With the open floor plan, sunny kitchen, furnished open air patio, you won’t want to leave.
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Popular amenities for Shirley house rentals
House rentals with a pool

Private Oasis W/Stunning Vinyard and Pool Views
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Bellport Abode
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Amazing Home close to Everything -
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Beach Retreat - Heated Pool, Game Room & Bar
FamilyLocationQuiet

GOOD VIBEZ HOUSE! Mini Golf+Pool+Hot Tub+Game Room
FamilyLocationAccess

Harbor House Stony Brook Village
LocationValueOutdoor spaces

Secluded Farmhouse - Studio Apartment Style Unit
FamilyValueTV

Port Jefferson Convenient, Cozy and Chic!
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Weekly house rentals

Dahlia by the bay
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Home Sweet Home by the Beach
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Cozy Village Home with Hot Tub
LocationIndoor spacesAir conditioning

Bayside Breeze
FamilyLocationQuiet

Newly Renovated Home in Mastic Beach!
ValueFamilyAmenities

3 bedroom cottage rental
ValueFamilyLaundry

Modern Hamptons Home
FamilyLocationBeach

Sunset Cottage - Waterfront Getaway
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Private house rentals

Stunning Guest Suite in Medford
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Long Island Getaway w/ Heated Pool & Lake
ValueFamilyComfort

Cottage with Seashells
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Cozy Modern Getaway
LocationValueCleanliness

RP modern cozy cabin
FamilyLocationBeach

NEW*Resort-Style Home w/ Pool, Bar&Outdoor Kitchen
LocationFamilyBackyard

Waterfront home with amazing views
FamilyLocationNearby

Dream Beach Home w/ Heated Saltwater Pool: 4bd/2bt
FamilyLocationSleep quality
When is the best time to visit Shirley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $309 NZD | $258 NZD | $270 NZD | $313 NZD | $411 NZD | $491 NZD | $440 NZD | $476 NZD | $336 NZD | $289 NZD | $377 NZD | $323 NZD |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 15°C | 21°C | 24°C | 23°C | 19°C | 13°C | 8°C | 3°C |
Destinations to explore
- New York City Holiday rentals
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- Washington Holiday rentals
- Boston Holiday rentals
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- Newark Holiday rentals
- Baltimore Holiday rentals
- Atlantic City Holiday rentals
- Newport Holiday rentals
- Providence Holiday rentals
- Yale University
- Jones Beach
- Cooper's Beach, Southampton
- Fairfield Beach
- Southampton Beach
- UBS Arena
- Sunken Meadow State Park
- Hammonasset Beach State Park
- Compo Beach
- Soundview Beach
- Jones Beach State Park
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Wölffer Estate Vineyard
- Sherwood Island State Park
- Orient Beach State Park
- Meschutt Beach
- Long Island Aquarium
- Robert Moses State Park Beach
- Saint Johns University
- Stony Brook University
- Dunewood
- Splish Splash Water Park
- Orchard Beach





