
Family-friendly holiday rentals in Zena
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Top-rated family-friendly rentals in Zena
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The Woodstock Barn House - Sauna, Gym, Jacuzzi
19th Cent Hand-Hewn Dairy Barn. LOVE BIG GROUPS - if your #s exceed 10 we can accommodate. Pet Friendly Inquire for summer dates! IG: @woodstockbarnhouse 2 guest 1 night stays inquire for clean discount Travel & Leisure "Gorgeous Old Catskill Barn" House Beautiful "Best Upstate New York Weekend Destinations " Pool about May to midOct Hot Tub - all year Gym Sauna Fire Pit Projector Tv Pizza Ovens Cabana Kitchen 2 miles from center of town. *No checkin avail Tgiving, Xmas Day, Easter Sunday
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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.
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Timberwall Ranger Station | Your Upstate Base Camp
The Timberwall Ranger Station is the perfect home base for your peaceful upstate escape. Located minutes from Woodstock, Saugerties, and Kingston, this breathtaking hand-built cabin is close to all the Catskills and Hudson River Valley have to offer. The cabin is a restful place year-round: for enjoying spring birdsong at breakfast; swaying away an afternoon in a breezy summer hammock; starry skies and luscious wines around an autumn campfire; a cozy winter morning amidst freshly fallen snow.
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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
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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.
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Hudson Valley Evergreen Treehouse
Welcome to our new Scandinavian designed 5 bedroom, 3 bath treehouse in the Hudson Valley. Experience a relaxing nature setting w/mountain view, 6 min. drive to downtown Woodstock, launchpad to Hunter, Belleayre, nearby wineries & hiking trails. The house offers a private setting, borders a nature preserve, & features a chef's kitchen, living room w/fireplace, cathedral ceilings, wrap around deck, screened in porch, new jacuzzi spa, large movie room, pool table, ping pong table, & more.
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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.
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Woodstock Private Suite: En-Suite Bath & 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.
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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!
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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!
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The Woodstock Suite
Welcome to The Woodstock Suite! It’s the perfect retreat for those seeking a peaceful getaway in the heart of nature, just minutes from the center of America's most famous small town—Woodstock, New York. The Suite is located in a lovely residential neighborhood on a quiet tree-lined street. Bright & airy during the day and comfortable & cozy at night, this newly renovated space is designed with your tranquility in mind.
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Experience Love and Woodstock Magic
Come relax and unwind in this cozy and eclectic retreat with breathtaking mountain and farm views! Only 5 min. drive to the famous small village of Woodstock in the Catskills. Also incredible farm-to-table restaurants, hikes, swimming holes, waterfalls and ski resorts all at your quick access. We are a pet friendly property with 3 dogs. This is a private Guest Suite with your own entrance and parking
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Popular amenities for Zena family-friendly rentals
Family-friendly home rentals with a hot tub

Fall Escape | EV | Hot Tub
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Barn Home - Solar! - Music Studio, Views & Hot Tub
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Woodstock Getaway - Heated Pool/Hot Tub/FirePit
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Upstate Modern Scandinavian Barn in the Catskills
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Stunning Light-filled Home w/HOT TUB walk to town
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Gorgeous Villa Mntn Views • POOL • hot tub •grill!
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Waterfront Cottage - Hot Tub, Kayaks and Fire Pit
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Woodstock retreat with hot tub and deck with view
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Family- and pet-friendly home rentals

Byrdcliffe Artist Studio (27.1-1-70)
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Modern Getaway in Kingston - 1.5hr from NYC
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Hudson Valley Hygge House~ comfort in the country!
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Steps toTown/Bus Pet Ok/No Extra Fees! &Five Star
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chezbevet-country cabin retreat
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Stunning 2-Bedroom A-Frame in the Woods with Sauna
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Architect's Farmhouse in Woodstock
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CAPE ESCAPE IN THE MOUNTAINS
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Family-friendly home rentals with a pool

MODERN FARMHOUSE in the WOODS
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Grapevine Cottage
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Woodstock Mountain Cottage w/ Swimming Pool
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Highwoods Haven | saltwater pool and hot tub
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Peaceful Hudson Valley Getaway
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HOT TUB on Secluded 7acres, Heated Pool, Stream !
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Viewtop Farmhouse-Relax & enjoy summer by the pool
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Upstate Getaway btw Rhinebeck+Hudson
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Destinations to explore
- New York Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Boston Holiday rentals
- Ocean City Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Newark Holiday rentals
- Baltimore Holiday rentals
- Mont-Tremblant Holiday rentals
- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Bethel Woods Center for the Arts
- Resorts World Catskills
- June Farms
- Windham Mountain
- Catamount Mountain Ski Resort
- Howe Caverns
- Butternut Ski Area and Tubing Center
- Storm King Art Center
- Taconic State Park
- Plattekill Mountain
- Mohonk Preserve
- Thacher State Park
- Bash Bish Falls State Park
- Peekamoose Blue Hole
- Hunter Mountain Resort
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Storm King Art Center





