
Kid-friendly holiday rentals in Greenport West
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Top-rated family-friendly rentals in Greenport West
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Popular amenities for Greenport West family-friendly rentals
Kid-friendly house rentals

Sag Harbor House for rent.
Ed was great at communicating, house was everything we could have asked for. Would definitely book again!

Welcome To Piper's Rest
Very beautiful house by the water nice neighborhood and very clean lovely home would love to stay here again

Stylish+Modern Cape w/Saltwater Pool-5min to Beach
Great place to stay with a group! Easy check-in and out, hosts communicated that we could leave a little later (without us asking!). Extra linens, towels, TP, and essentials are all available. Very impressed with the quality of the products they left for us to use (like soaps and shampoos). We stayed in the off season, so we did not get to utilize the pool, but I would imagine if that was open this house would be out of this world!

Brand new house with an all year round hot tub.
I stayed here with friends for my bachelorette party and we had the best time! The house was adorable and so comfortable! The back yard was amazing and the little guest house was so cute. Our stay was in mid April, so still a bit cool for fully using the back yard, but I bet in the summer it’s even more amazing! Everything was really clean and tidy and just a nice atmosphere overall. The house was a quick drive to the town area which was great! Paula was communicative and a helpful host! Really enjoyed our visit so much!

Cozy Farmhouse Retreat in North Fork, NY
This was a great find! I booked this Airbnb for myself and 4 other girls and there was plenty of room and space for us to hangout, sleep, and get ready. Walkable to town. Extremely clean and had all the amenities you would need for a short weekend getaway. Marianne and Steven were very responsive whenever I had a question. I would totally book this Airbnb again!

Bella’s Beach Cottage
Rosemary was a pleasure to do business with. She was quick to respond to any questions or requests that I had. Her home was comfy & spacious. The next time I book with her, I've since learned how accommodating she is & will pack minimally. There are plenty of toiletries provided in the bathroom, some outdoor patio chairs stacked so no need to bring the camping chairs I had packed! She even had beach towels which I missed on her amenities (it's on there, my fault for not reading that part!) which was convenient because I won't need to pack those either. She had a washer & dryer, any kind of kitchen item you could need, the cutest coffee & tea bar w/ a Keurig. Her home & hospitality exceeded my expectations in every way possible! My only input (which I hate to even mention as it wasn't an issue for us!) would be that the living room ceilings are low so be cautious if you're over 6ft tall altho I'm unsure of the actual height of them. I would eagerly rent from her again, Thanks Rosemary!

Charming Southampton Home
Enjoyed our stay. Host let us check in early. Very clean

Bright and Breezy Cottage by the Sea
Beautifully kept home! From check in to check out it felt so easy. Island Poke that the hostess mentioned is worth a try! Would definitely recommend this spot! AND this hostess! 10/10
Family-friendly apartment rentals

The Mystic Surfside Getaway 1-BD Apt
Our stay at Jennifer's place was excellent. We wish we could have stayed much longer. The apartment is in a quiet neighborhood just a few minutes drive from all the Mystic attractions (and a short walk from the very necessary wine shop and pizza joint! ) We loved our little balcony just outside the living room. My wife and I would absolutely stay here again!

Private apartment in historic Old Lyme mansion
There are a lot a reasons to use Airbnb, and one is that you can stay in the most interesting places. That's the reason to stay at the Ludington mansion. Incredible property. If you have any interest in history or architecture, this is your place. We stayed in the 3rd floor suite; of course, it's not a good choice if you can't manage the stairs, but since that was not a problem for us, we loved it. The space was as described: full of character and immaculately clean (if not always new). It was nice having two full baths. The next-door church bells didn't bother us. I can't think of anything we needed that wasn't there. We appreciated the host's suggestion for where to have dinner and were not disappointed. We ended the evening by streaming the (admittedly cheesy) Hallmark Christmas movie filmed on the property and spotting furnishings that were in our suite. We wished we could have stayed longer instead of just over-nighting while on the drive from Maine to NC.

Modern Apt 5 Miles to Beach 5 Min Walk to Westerly
Kevin was clear on instructions from the start of the reservation to the end. He was responsive the couple times I did message him. The place was clean. my peers enjoyed it no complaints. The house was Also close to the location that we needed it to be close by. everything was good no complaints

Upscale Newly Constructed Apartment
The apartment was super clean and spacious! Has everything you need. Walkable to town and in a quiet neighborhood. Would definitely recommend Amanda’s place and would 100% stay here again!!

"NORTH APT." Renovated 1 Br Apt. In Great Location
Had an absolutely wonderful stay! Location is perfect and Jaime was incredibly friendly throughout!! He let me know that they had everything we would need.. but as a self-described obsessive packer I didnt listen. He wasn't kiding! They had beach chairs, umbrellas, and everything else you need for the perfect beach day. I brought an entire wagon of stuff and used one bag. It really is an awesome little find!!

Downtown Mystic Renovated & Comfortable Apartment
Nick ‘s place was perfect for our short stay in Mystic . Very well appointed kitchen , clean and pleasant . Nick was very responsive . Thanks you for a great stay .

Sperry House one bedroom private apartment
I had the pleasure of staying at Rosaria’s apartment for two months, and it was an amazing experience. The place was spotless, well-equipped, and had everything I needed for a comfortable stay. Rosaria herself was incredibly kind and helpful, always making sure everything was perfect. I highly recommend staying here to anyone looking for a great place. Thank you, Rosaria!

Amazing Fully Furnished near Fire Island Ferries
This was the 2nd time we stayed at Angel’s. Angel was great to communicate with and very accommodating and thoughtful. Provided nice starter foods and snacks to make our arrival easy. Angel made departing very easy for us. A very good experience.
Family-friendly apartment rentals

Second Floor Corner Unit Overlooking the Ocean
A brief stay but a great stay. It was offseason but we got lucky with sunny October weather. The stay was less than a 5 minute drive from the main village with tons of shops, cafes, etc.. the room itself had a beautiful ocean view and was very clean and comfy. Nice shower, comfy beds, plenty of linens and towels provided. Parking included. Overall a very nice stay.

Stunning, Spacious, Spotless. Close to Yale.
We stayed long term at this unit and felt comfortable and at home from day 1. The apartment is large for a 2 bedroom, with two very comfortable bathrooms, two large bedrooms, and a separate living area. Wifi was very good, the building is very quiet, and parking was free and close by. The apartment allows for easy walking to a beautiful city park (Wooster Square), to events and concerts at Yale (mostly free) and to East Rock Park, which has amazing hiking and views of New Haven. The kitchen was well stocked and the apt had a full size washer and dryer that worked very well. The only minor negative would be some road noise from outside, but that's normal in an urban area. But we always felt safe and very comfortable in the neighborhood. Camila was very responsive and addressed a few minor things that came up in our extended stay very promptly. We'd welcome the chance to stay in this unit again.

Harper House Heart of DT Mystic Luxury Getaway
This apartment definitely has the WOW factor. It felt large, attention to detail was found everywhere, spotless, impeccable taste, and overall, EXQUISITE. Stanley was exceptional with whom to communicate. He assisted in every aspect of our stay, and was kind in our interactions. I would love to live here!! Thank you, Stanley. We will return to your home when we return to explore more of Mystic and Stonington. It was perfect stay in the perfect home.

Cozy Condo by Fairfield U/SHU | Patio | Wshr/Dryr
This was our second stay at Dariel’s place. It is perfect for our family and I always check to see if it is available when we are visiting the area. It is spacious yet cozy, and well-appointed. It is easy to get to, and central to both sides of town.

Seaside Summer Escape: 2BR Waterfront Condo w/Pool
Just as described, beautiful waterfront location that’s a 5 minute drive to town and local vineyards. Perfect weekend getaway

Montauk Waterfront Condo w/ Sunset Views
Absolutely wonderful stay and host. I've stayed at dozens of Airbnbs and this is one of my favorites! Doug's place is even better in person than the photos. We were a little nervous taking our first trip away with our baby, but it was extremely clean and comfortable, and Doug was so kind and responsive. The condo complex has a lovely boardwalk for taking walks, and the deck furniture was so comfortable to lounge in and take in the beautiful view. We hope to be back!

Cozy 1 bedroom apartment, great location.
Great place to stay it was neat and clean. Perfect for two people . Looks just like the pictures as well

Beachside Waterview 2Br Condo w/ Pool in Greenport
The place was perfect nice and clean what I like the best is the it was close to the beach to go for a walk.
Quick stats about holiday rentals that are kid-friendly in Greenport West
Total rentals
60 properties
Nightly prices starting at
£135 before taxes and fees
Total number of reviews
2.4K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
20 properties have a pool
Destinations to explore
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- Beach
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Napeague Beach
- Ocean Beach Park
- Cooper's Beach, Southampton
- Walnut Public Beach
- Shinnecock Hills Golf Club
- TPC River Highlands
- Quotonset Beach
- Giants Neck Beach
- Seaside Beach
- Amagansett Beach
- Sunken Meadow State Park
- Woodmont Beach
- Blue Shutters Beach
- Clinton Town Beach
- Jennings Beach
- Shennecossett Beach
- Connetquot River State Park Preserve
- Attawan Beach