
House holiday rentals in Shirley
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Top-rated house rentals in Shirley
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Popular amenities for house rentals in Shirley
House rentals with a pool

Peaceful Retreat in Immaculate Architect’s House
Michael’s place was amazing, means a few friends stayed this weekend for my birthday. He was always willing to help and very accommodating! The house itself is so beautiful and had everything we needed! It was our first time in The Hamptons and he gave us tons of recommendations!

Stylish+Modern Cape w/Saltwater Pool-5min to Beach
Great spot in Hampton Bays! The house was as described and in a very cute and walkable neighborhood. Super close drive to the beach and a couple of local restaurants and eateries. Loved how private the spot felt too! David’s done a wonderful job with the backyard, so you get the comfort of having close neighbors without the intrusiveness. Pool was awesome. We definitely enjoyed it!

Midcentury Modern ZenHouse Sculptor Studio
Truly one of a kind property. Relaxing, calm, extremely responsive and helpful host. If you are looking to get out of the city or just need some time away to think, look no further. 10/10.

GOOD VIBEZ HOUSE! Mini Golf-Pool-Hot Tub-GameRoom!
We liked how easy it was to punch the code in to get into the home. Once in the home, it was really nice to see the welcome placard. We enjoyed access to robes, skincare, slippers, towels, etc. The game room was loads of fun. The indoor and outdoor ping pong tables were fun. We enjoyed billiards, arcade games and table games. The icing on the cake were the hot tub, the four mode shower and bidet. The Smart Home technology took a little getting used to, but it was very convenient once we did. We love the quick response time whenever we had a question or concern. This place allowed for a rejuvenating relaxing atmosphere and we are so glad that we chose “The Good Vibes” home for our debut AirBNB experience. Thanks again for hosting us in your charming abode!

South Bay Holiday
Despite the rainy weather, we had for most of our stay, we were still able to enjoy our time in and out of the house. This home did not disappoint, very clean, well stocked and spacious. Open floor plan allows for easy conversation with all. Nice quite neighborhood. Village is quaint and in walking distance. We were able to use the pool and lounge area for one of our days. Due to the quite neighborhood it was nice to relax outside. Bellport Holidays did not disappoint. We are planning another trip next year. Thank you for offering such a beautiful home.

Secluded Farmhouse - Studio Apartment Style Unit
Great location, private and comfortable. Close to wineries and breweries. Very clean and convenient. I highly recommend.

Beach House Feel - newly renovated backyard Oasis
Christine's place was nice and clean! We especially loved the fire pit and the pool. Upon arrival of the AirBNB Christine was waiting to meet us and show us around. This was something that was new to me in my AirBNB experience, but it was honestly so nice and so was she! Christine let me know that I could communicate with her for anything that was needed and asked for recommendations to make her place better. This place was so well-equipped, close to everything and it comfortably fit me and my 6 other friends! I would definitely book again with Christine.

Port Jefferson Convenient, Cozy and Chic!
We we’re going to Port Jefferson for a family wedding. Our Airbnb was perfectly situated. There is a pool area that we never used because we just didn’t have time. But it looked very inviting. The town of Port Jefferson had plenty of nice restaurants and shops. This house was perfect for our situation. We had six adults, all family members.
Weekly house rentals

Stunning Guest Suite in Medford
Efielou’s place was exactly as described with some extra bonuses! She had waters, snacks, fresh towels, extra toiletries, and a well lit path to the door. The backyard was stunning and it was a very nice block. It was quiet and it felt extremely safe. Efielou responded quickly to all messages before and during my stay. I am originally from Long Island and this will be where we stay from now on when we visit family!

Gateway to the Hamptons in Mastic Beach
Really liked this house - quiet and secluded with the family. Good amenities, lovely back yard, and peaceful surroundings. About 20 mins to the beach by the time you park and walk across. A 10-15 min walk to a little dock with a playground for young kids. Thanks for the stay!

Hamptons Style Cottage close to everything!
My family of 4 (including a 2 and 6 year old) stayed at Chris’ place for two nights for a quick getaway for spring break. Chris was incredibly helpful, by providing suggestions for us/the kids on local attractions, and was quick to help us problem solve when we couldn’t find a blender attachment for our morning smoothies. The house is beautiful, well equipped (especially with kid-specific items (high chair, stroller, books), and he also provided some provisions for our stay. I highly recommend this Airbnb if you’re looking to stay in this area!

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV
Can not recommend more! Beautiful house and perfect location! Would love to come back. Kids loved the beach and finding shells and little sea creatures in low tide!

RP modern cozy cabin
We enjoyed our stay at this adorable house in Rocky Point! The location was tucked away enough for peace and quiet but still close to the main road where you can easily find things. The home felt welcoming and cozy from the moment we walked in and he was flexible with us for check in time which was kind It was spacious with nicely decorated rooms and plenty of privacy thanks to the upstairs and downstairs layout. The place was clean, the beds were comfortable, and the air conditioning was a huge bonus. We especially appreciated the coffee maker for our mornings! Chris was communicative and helpful throughout our stay, making everything smooth and easy. We would recommend and stay here again!

Dune Road Steps to the Beach - 4 Bedroom Home
The house was gorgeous and such a beautiful location and time of year to stay. Highly recommended!

Bayside Breeze
Perfect place for a weekend of beach walks !

Waterfront home with amazing views
Relaxed stay with a great host in beautiful surroundings
Private house rentals

Sunny little house in beach community!
Mariah’s home was very nice. It was as described in the post, we spent Thanksgiving at her home & made lovely memories.. thank you for having us!!

Modern Westhampton Escape • Near Beach • Sleeps 10
Just the few days away we needed in the perfect location to relax- quiet neighborhood but close to the village and beaches and big shopping areas not too far out. Every room was extremely clean, looks just like the pictures. Efficient WiFi too. Wish we could’ve stayed a few more nights!

Oceanfront Retreat: Modern Beach House
We had a relaxing overnight with our two pups! The bay/sound area is so peaceful. Our dogs enjoyed swimming before the tide came in and we kayaked along the shoreline. The inside was stunning and had everything you needed and more! We door dashed lobster rolls from the Bonfire Grille nearby (10/10) and ended the night in the hot tub! Coffee on the sunny patio was a great perk, too! Thanks again!!

Magnificent Bayfront Retreat
Ashley’s house is the perfect get away. I booked this house for my family to stay for my wedding weekend. My mom had never stayed in an Airbnb before and I’ve never seen her so happy and relaxed. She truly enjoyed her first Airbnb experience at Ashley’s place. It was exactly as described and the view is beautiful. Ashley was very responsive and made sure to answer any questions I had.

Classic Coastal Retreat: Larsson House
Konrad’s home was perfect for my family visiting Long Island for my sister’s graduation. He was proactive and helpful in giving us info before and during our stay. The house is beautiful and comfortable. The kitchen is also super functional and has all of the gear you need to cook for a group. I’d highly recommend staying here!

Hamptons Oceanfront Oasis
Had a lovely time in the Hamptons! Tasha was an amazing host- easiest check in/out, very responsive, and gave great recommendations for places in the area. Would love to stay here again!

Private Bellport Gem with View!
This house was absolutely beautiful. I felt right at home here and Christine was so easy to communicate with throughout the entire process. Would HIGHLY recommend this house to anyone looking for a peaceful getaway.

Lilac Stays
This apartment is in the most beautiful neighborhood! Felt safe & comfortable throughout my stay especially with Jarrod & Lesia being great, responsive hosts. The place was super clean & the bed was very comfortable. Would definitely stay here again!
Quick stats about house rentals in Shirley
Total rentals
70 properties
Total number of reviews
3.6K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Destinations to explore
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- Beach
- Jones Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Rye Beach
- Gilgo Beach
- Rye Playland Beach
- Cooper's Beach, Southampton
- Napeague Beach
- Robert Moses State Park
- Shinnecock Hills Golf Club
- Walnut Public Beach
- Dunewood
- Bethpage State Park
- Woodmont Beach
- Rye Town Beach
- Amagansett Beach
- Jones Beach State Park
- Amityville Beach
- Jennings Beach
- Seaside Beach
- Silver Sands Beach
- Quotonset Beach