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

Total vacation rentals
Explore 50 vacation rentals in Shirley

Nightly prices starting at
Shirley vacation rentals start at G$12,550 GYD per night before taxes and fees

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

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Shirley vacation 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.

Waterview Beach House: 3 Kings + Putting Green
Unwind at this 3-story waterview beach home in Shirley, NY. Bellport Bay is right across the street with easy beach access. 0.4 mi to Shirley Beach 1.8 mi to Smith Point Beach — perfect for ocean days or Fire Island trips. Featuring: • 3 king beds + 1 full + 3 sofa beds • 70” living room TV + 3x 50” bedroom TVs • Fully equipped kitchen • BBQ grill, fire pit & putting green on premium turf • 6 beach chairs + 2 umbrellas included • High-speed WiFi & keyless entry Your Long Island beach escape!

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

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!

Modern farmhouse w/ pool, beach, horses and winery
A new, modernized farmhouse with a heated saltwater pool in the heart of North Fork. Nestled on an acre of lush, fully fenced yard, the home can easily accommodate up to 8 guests and all pets! Minutes away from Love Lane (Mattituck's charming downtown), Breakwater Beach (one of best beaches in North Fork), Mattituck train station and surrounding the award winning Bridge Lane Vineyards and picturesque Seabrook Horse Farm, this bucolic home offers the perfect setting for a North Fork getaway.

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

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.

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.

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.

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.

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!

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

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.
Popular amenities for Shirley house rentals
House rentals with a pool

Private Oasis W/Stunning Vinyard and Pool Views

Brand new house with an all year round hot tub.

Beach Retreat - Heated Pool, Game Room & Bar

Harbor House Stony Brook Village

Secluded Farmhouse - Studio Apartment Style Unit

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

Port Jefferson Convenient, Cozy and Chic!

Gorgeous Waterfront and Indoor Pool Family Oasis!
Weekly house rentals

Harborfront Star Walk to Harbor & Village

Home Sweet Home by the Beach

Bay's Edge Vacation Get a Way

Newly Renovated Home in Mastic Beach!

3 bedroom cottage rental

Sunset Cottage - Waterfront Getaway

Home & Near the Hamptons

Waterfront home with amazing views
Private house rentals

Dahlia by the bay

Waterfront Home w Private Beach & Firepit

Stunning Guest Suite in Medford

Coastal living

Peaceful and Bright 4 Bedroom Getaway Home

Bayside Breeze

Architectural Bayview House Waterview

Trendy Ranch in Bellport Village
When is the best time to visit Shirley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$38,070 GYD | G$31,794 GYD | G$33,259 GYD | G$36,605 GYD | G$39,116 GYD | G$51,666 GYD | G$54,176 GYD | G$58,569 GYD | G$41,416 GYD | G$35,560 GYD | G$46,437 GYD | G$39,743 GYD |
| 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 |
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- Rentals with outdoor seating Shirley
- Rentals with a fireplace Shirley
- Family-friendly rentals Shirley
- Waterfront rentals Shirley
- Rentals with a fire pit Shirley
- Rentals with beach access Shirley
- Rentals with a washer and dryer Shirley
- Apartment rentals Shirley
- Rentals with pools Shirley
- Rentals with a patio Shirley
- Pet-friendly rentals Shirley
- House rentals Suffolk County
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- Yale University
- Jones Beach
- Cooper's Beach, Southampton
- Fairfield Beach
- Southampton Beach
- Sunken Meadow State Park
- UBS Arena
- Hammonasset Beach State Park
- Jones Beach State Park
- Powder Ridge Mountain Park & Resort
- Compo Beach
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- Sleeping Giant State Park
- Yale University Art Gallery
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- Robert Moses State Park Beach





