
Family-friendly vacation rentals in Zena
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Top-rated family-friendly rentals in Zena
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Woodstock Historic Artist Estate - The Pond House
Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

Woodstock Mountain Cottage w/ Pool /Swim
This romantic 2 bed cottage has large beamed ceilings, fully stocked kitchen, bathtub, mountain views, and hiking trails. We use strict cleaning protocols to ensure each stay is perfect and feels like home. The house is equipped with fast wifi and a ROKU Ultra for all of your tv needs! Located just 3 mins driving to the center of Woodstock. Swim in the pool, hike a nearby trail, enjoy nature, grill or relax in the hammock. Pool is shared with hosts. No guests of guests allowed and no parties.

Steps toTown/Bus Pet Ok/No Extra Fees! &Five Star
PRIVATE Modern/Rustic Apt WALK TO TOWN 5 * Rating "PREMIER" NO EXTRA CHARGES! 1000 sq ft Pet Friendly n/c Park Master King Suite &I can put up 2cots /crib Full Kitchen Cathedral Living Room w/Mountainview. 1 1/2 Bath Deck for Outside Dining w/Mountainview WOOD FIREPLACE ondeck Wi-Fi Wash/Dryer Gas BBQ Steps to CTR of Town Green & NYC Bus-stop, THE COLONY, Yum Yum, Goodnight , Garden Cafe, Silvias, Bread Alone, Mud Club, Station Bar, shops . Cemetery's Bubbling Stream, PrivatePlayground

Mountain View Cottage - Sauna, Jacuzzi, Fire Place
Completely Private w/ Exceptional, Expansive Mountain View, All-Seasons Hot Tub and Sauna. Billiards room, Fireplace, Woodstove, Screen Porch, 300 Vinyl records, Full Kitchen, bathtub and Bidet Surrounded by nature, but 2 miles from center of town. Hiking and creek swimming walking distance This property is for Love. La Dolce Vita. The Love of Friends and Family. The Love of Time. Fall in Love here, with the Land and with One-Another. *No checkins are avail Tgiving,Xmas Day, Easter Sunday

Woodstock Family Home w/ Tree House + Heated Pool
Town of Woodstock Special Use (aka STR) Permit #23-0683. Featured in Hudson Valley Style Magazine, this fully updated modern farmhouse is ready to host. Radiant-heated full baths, whole-house generator, PRIVATE heated saltwater pool (schedule/weather permitting), four-season porch, indoor fireplace, fully equipped kitchen, outdoor grill, etc. Basement includes ping pong and pool tables. All bedrooms and full baths upstairs. Half bath on the main floor. Dogs are not permitted at any time.

Redbird 1926
A charming one 1 BR apartment attached to our home with a private deck. Entrance to deck and apt. is up eight stairs. Located in a quiet country setting 5 min. from the center of Woodstock and 15 min. from Kingston. This lovely apt. includes central A/C, WiFi, Roku, refrig., outdoor gas grill, microwave, toaster, coffee maker, sink, counter top electric burners, no oven. The bedroom has queen size bed. LR has a day bed for added sleeping space. Come spend time in a tranquil setting.

Woodstock Private Suite: Ensuite Bathroom/Patio
Spacious and flooded with daylight, this spacious room has a comfortable king sized bed and a roomy ensuite bathroom. Two sets of sliding patio doors let in lots of daylight and lead out to your patio space and a backyard. You'll enjoy a picturesque view of trees and wildlife. The suite is situated on the ground/lower level of my home and is a peaceful and comfortable spot to land. It's located on a quiet tree lined residential street 2 1/2 miles away from Woodstock's center.

Woodstock Streamside Cottage
Our streamside cottage is located on a five acre property under a mile to the center of Woodstock. The Sawkill Stream is your backyard with plenty of beautiful trees and meadows your front yard. Quiet sounds of the stream and nature surround you. Central heat and central a/c keeps you comfortable year round. Newly renovated. Please read our reviews and see how you'll feel. About 1.5 miles from the Ramble concert venue and 2.5 miles from the Bearsville Theater area. Enjoy!

Woodstock retreat with hot tub and deck with view
Guest suite in home of long-time Woodstock artist and resident. Separate entrance off 2nd story deck with meadow and mountain views. Space has everything you need for a retreat away from it all – a meditation nook for 2, yoga mats to use inside or out on the deck, hot tub to soak cares away and relax after a day out and about in the beautiful Catskill mountains. Hot tub is in 3-acre backyard with privacy enclosure, so bathing suits are optional (we provide bathrobes.)

Spacious, Private, Close to Town, Work From Home
Spacious, modern ranch-style house on 1.9 acres, atop a hill, with plenty of natural sunlight. Designed and decorated for a relaxing time in Woodstock, the home has an open and flowing layout. Conveniently located minutes from the center of town, it's perfect for those who want convenience to shopping and restaurants. A perfect home for a family getaway, work-from-home alternative or company retreat in the Catskills / Hudson Valley. Outdoor fire pit in the front yard!

The Carriage House: Studio
We offer a private studio apartment located on the second floor of this wonderfully restored 2 unit carriage house, built in the early roarin' 20's! It offers a blend of modern amenities, with more traditional countryside accents. The traditional design of the studio allows light to pour through the apartment, while making adjustments for sleeping in easy. This truly unique space is a perfect place to take a weekend to relax, and enjoy our exterior grounds!

MCM Oasis | EV | Hot Tub
As featured in Atomic Ranch & Country Home Magazines, the Maverick is a secluded luxuriously restored 1964 MidCentury deck home furnished with Eames and other iconic era furnishings. The Maverick is secluded yet just 5 minutes from downtown Woodstock as well as beautiful hiking, running, and biking trails. The home is perfectly set up for indoor | outdoor entertainment & dining. Be the first to try our new 7 person luxury spa hot tub!
Popular amenities for Zena family-friendly rentals
Family-friendly home rentals with a hot tub

40-Foot Container Cabin in the Catskills

Willow Treehouse - secluded, unique, romantic

Cozy Hillside Hideaway with Hot Tub

Hot tub with stunning views, 5 min to Woodstock

Historic Catskills farmhouse with sweeping views

Tiny house on the Esopus creek

Barn Home - Solar! - Music Studio, Views & Hot Tub

Mt. Wonder: Big Cozy Cabin with Wow View
Family- and pet-friendly home rentals

Hillside Views in Hudson Valley

Woodstock Chalet - Peace & Quiet & Space (O my!)

Dutch Touch Woodstock Cottage

CAPE ESCAPE IN THE MOUNTAINS

Charming Artist Cottage

Contemporary Cabin in Catskill Mountains

Summer Paradise - Pool, Fire-pit, Nursery!

Luxury Camping, Northern Moon Cabin
Family-friendly home rentals with a pool

midcentury mod * POOL * walk out trail R2R /TOWN

Spruced Moose Lodge & Treehouse w/ New Hot Tub!

Sweet Fern Cottage With Saltwater Pool

Enchanting Upstate Cabin w Pool, Firepit

Highwoods Haven | saltwater pool and hot tub

Design Scandi Retreat, Heated Pool, Dogs Welcome

Peace & Privacy - High Falls (hot tub & salt pool)

Luxury Retreat with pool in historic Kingston
Destinations to explore
- Plainview Vacation rentals
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- Greater Toronto Area Vacation rentals
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- Rentals with a fireplace Zena
- Rentals with a patio Zena
- Rentals with a fire pit Zena
- Pet-friendly rentals Zena
- House rentals Zena
- Rentals with a washer and dryer Zena
- Rentals with outdoor seating Zena
- Family-friendly rentals Ulster County
- Family-friendly rentals New York
- Family-friendly rentals United States
- Hunter Mountain
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Howe Caverns
- Butternut Ski Area and Tubing Center
- Windham Mountain
- Plattekill Mountain
- Bash Bish Falls State Park
- Thacher State Park
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Mohawk Mountain Ski Area
- Hunter Mountain Resort
- Bousquet Mountain Ski Area
- Taconic State Park
- Kent Falls State Park
- Walkway Over the Hudson State Historic Park
- June Farms
- Storm King Art Center
- Millbrook Vineyards & Winery





