
Family-friendly holiday rentals in Zena
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Top-rated family-friendly rentals in Zena
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Family-friendly home rentals with a hot tub

Shula | Farmhouse | Pool, Fire pit, Hot tub
Cute house, open concept first floor was great for a weekend with our girlfriends! Hava was very responsive and kind!

A Cozy’s Woodstock Getaway Home
We had a great stay at BorisRungcheewan’s place. Check-in was easy, and the hosts sent us all the necessary information well in advance. The only minor challenge was finding the house—it’s set back from the road and located at the top of a long, steep driveway. I can imagine that arriving for the first time in the dark could be a bit tricky. The house itself was just as advertised: very private and quiet. The interior was comfortably furnished, and we especially appreciated the fireplace and the Bluetooth speaker. The two full bathrooms were also nice . The hot tub was easy to use, although a few of the jets didn’t seem to be working. The kitchen was well-stocked with pots, pans, plates, and glasses. The house is about 15 minutes from the Woodstock area and the nearest grocery store, so we’d recommend stopping to pick up any necessary provisions before checking in. Overall, we would absolutely return to BorisRungcheewan’s place for another stay.

Relaxing Spa Retreat~Gorgeous View~Walk to Village
We loved our stay. They provided everything you need plus more. So comfortable, lovely ambiance and the sauna and hot tub were fantastic. We came on a rainy day and still had a great time. Location is 10/10. Loved the calmbucha. Highly recommend!

Upstate Modern Scandinavian Barn in the Catskills
We truly enjoyed our stay at Wilderkill Barn. Maria Cristina and William were exceptional hosts—warm, attentive, and genuinely committed to making our visit special. They went above and beyond to make us feel welcome. The home was a haven, with a hot tub, sauna, pool, fire pit, pool table, and immersive sound and movie systems—all of which made our stay delightful despite the cold, dreary May weather. We can't thank them enough. ***That said, we feel it's necessary to address a serious issue with Airbnb itself that arose while booking this property, unrelated to the property itself. An unexpected tax was added after booking, and Airbnb has yet to provide a clear explanation. After years of loyalty, we were disappointed by their evasive and unhelpful customer support. This experience has made us reconsider using the platform in the future. We urge potential users to scrutinize all fees carefully and be aware that Airbnb’s support may be difficult to navigate if problems arise.***

Clove Schoolhouse on Mohonk Preserve
We had a nice time staying. It has a Well stocked kitchen. It is near to grocery and shopping in Stone Ridge. It has Great fireflies at night and a good view of the sunset.

Contemporary Cabin With Fireplace
Had a lovely weekend getaway here! Mirav’s place was clean and quiet, and everything was as described. We enjoyed the hot tub and the close proximity to Woodstock; it’s less than a 10 minute drive, so easily accessible for good food and cute shops. Would definitely stay again!

Woodstock Carriage House HotTub FirePit Pool
Three friends met at this beautiful carriage house with the feel of a French chalet! We stayed two nights with varied weather conditions. The house, grounds and location was perfect. Hot tub was used and so relaxing. The surroundings were beautiful and peaceful. The host, Diane was very helpful and friendly. What host makes scones each morning and delivers them warm?! Visited the Ashokan Reservoir trail, Opus 40, and Woodstock. Recommend this home highly. You won’t be disappointed!

Romantic Cottage -Amazing Views -Spa -Woodstock NY
Dror’s place was the ideal getaway. It was just the right size for one or two people. It was clean, cozy, and had all the right amenities, including coffee makers, coffee, and even a frother! Unfortunately, it rained all weekend, so I couldn’t enjoy the hot tub. But the space in the backyard was very peaceful and inviting. I left you a drawing, Dror, and wanted you to know that I haven’t drawn in many years because of a busy life. Your home brought that out in me. Thanks again!
Family- and pet-friendly home rentals

Dave's Milk Barn
It’s a really sweet location on a working organic farm. The stairs to get to the loft are definitely for the agile, but otherwise it’s a nice little lay-out.

Cute Cabin with Great Mountain Views
We had the best time staying at this cozy cottage, very comfortable with an awesome view! Kitchen had everything we would need. Great hospitality from Wayne and Renee! We can’t wait to come back again soon

Ground Floor Apartment on Hudson River
Tim! Our stay was Beyond my expectations! Many many thanks, appreciation and affection. Be well~ Jen, Lucia and Jack

Hudson Valley Cottage
This was so charming & cozy, while also being conveniently close to nature nails & downtown Woodstock. We thoroughly enjoyed our stay & would recommend!

Serenity Retreat: Mountains, Waterfalls, Comfort
Such a clean, charming home. We felt welcomed at every turn, from initial contact to arriving to departing. We loved the little thoughtful touches, such as providing an extension cord for the hair dryer (some older homes don’t have a plug right next to the sink). All in all a lovely stay.

Rhinebeck Village Apartment
This place is tiny and wondrous! So well-thought out and decorated, it is comfy and tasteful, clean and beautiful. The large trees and bubbling creek were magical and I walked through the town many times a day to get coffee or dinner or to look at the history of the area just blocks away. It is a partially below ground space with two windows. It stays cool and has fans if needed. You can hear the tenants upstairs as it is a shared house which was fine by me. It is rural ish so you hear the birds constantly and see the trees swaying but also bugs live in the country, so they coexist with you. It is a dreamy place at the edge of town.

Modern Upstate Cabin, near Rhinebeck NY
We had a wonderful time at Tina’s place! Surrounded by woods, but somewhat close to the downtown area (super cute too!), the cabin had all we needed, and is also very cozy, neat, comfortable. Excellent bed and pillows, perfectly AC’d, with a fully stocked kitchen. We are happy, and our pups were THRILLED! Huge thanks to the host.

The Cabin - Ski House near Windham
The cabin is beautiful and the perfect place to disconnect any time of year! It truly feels like a home away from home. We did run into a water issue during our stay, but Danielle took quick and thoughtful steps to resolve it and offered a very customer-centered solution. That really showed us how much she cares about her guests and takes her hosting responsibilities seriously. We had a wonderful time and definitely plan to be back soon!
Family-friendly home rentals with a pool

Private Hudson Valley Country Retreat
We were absolutely charmed by this stunning house, surrounded by breathtaking nature and offering incredible views—especially over the lake. Every corner is filled with character and warmth, making it feel like a true hidden gem. A huge thank-you to our wonderful host Sandy, who was incredibly thoughtful and proactive throughout our stay. We couldn’t have asked for a better experience. We’ll be back without a doubt!

midcentury mod * POOL * walk out trail to mohonk
This is a lovely house very close to New Paltz. We had a nice long weekend with the kids and loved spending time in the pool. Susan was a great host. No complaints!

Spacious Staycation near HITS & the Hudson
My group loved our stay at Alan and Cara’s place for the Sheep & Wool festival. Great space for a large group; we especially loved how comfortable the living room couches were and how there was space for everyone there to gather. The place was immaculately clean. We’d love to come back again!

Bluestone Escape - Where everyone is at home.
Billy and Rhobin were so helpful and easy to communicate with. The house was so comfortable and peaceful. The property was lovely! 5 Stars all around! Thank you for a fantastic stay!

5BR close to Village | Diamond Mills | HITS | Pool
Beautiful country home, SUPERB location, large grounds with a beautiful pool, and communicative and kind host. We had a wonderful stay.

Experience The Zen House
We had such a great stay at Eugene’s place! The house was perfect for our group — spacious, comfortable, and full of fun things to do. We especially loved the private theatre, the hot tub, and especially the sauna — such a great touch! The volleyball net was a hit, and there were tons of games in the closet that kept us entertained. The kitchen was well-stocked and roomy enough for us to cook meals for our large group, and there were plenty of different areas to hang out in, everyone could find their own space to relax. The towels were plentiful (huge plus) and having access to the washer and dryer came in handy during our stay. Eugene was a fantastic host — super friendly, very responsive, and just really helpful all around. We also got to enjoy a few deer sightings right in the yard, which felt magical. We visited the nearby alpaca farm and did the Beer Mountain hike, which was a nice outing. All in all, a wonderful stay. Would absolutely come back. Thank you Eugene!

MODERN FARMHOUSE in the WOODS
Beautiful stay deep in the woods with friends. The pool was clean, the kitchen very well-stocked, comfy beds, and clear instructions on the nuances of the house. We came here in mid-June, and the bugs were out in full force, so be sure to bring bug spray! However, the fans on the back porch made it a lovely place for a bug-free dinner al fresco. Would definitely stay again!

Redwood Retreat in Windham - Pool! Tennis!
My family stayed here for a weekend trip to Windham. The location to the ski area was very close, only 6 minutes away. There were plenty of nearby restaurants, markets, and coffee. The house is clean and cozy and perfect for a family of 4 or 5.
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- Hunter Mountain
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Howe Caverns
- The Kartrite Resort & Indoor Waterpark
- Thunder Ridge Ski Area
- John Boyd Thacher State Park
- Taconic State Park
- Resorts World Catskills
- Albany Center Gallery
- Zoom Flume
- Hudson Highlands State Park
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Catamount Mountain Ski Resort
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Windham Mountain
- Norman Rockwell Museum
- Beartown State Forest
- Villa Roma Ski Resort
- Mohawk Mountain Ski Area
- Hancock Shaker Village