
House holiday rentals in Zena
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Top-rated house 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
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.

Beautiful farmhouse with Mountain View- HITS- AC
Beautifully renovated 3 bedroom, 1.5 bath farmhouse on 3 acres. Close to Saugerties, Woodstock and Hunter Mountain yet with a large property and Mountain View! 4 minutes to HITS horse show! Close to Skiing! *NEW in 2025- Air Conditioning with mini splits throughout the home! The Hudson Valley has a lot to offer and we hope our home can be your cozy retreat to connect and unwind, cook delicious meals and sleep well as you explore and enjoy the area! Kid Friendly, Playground on the property!

Maple House: Private/Romantic Walk-to-Town Oasis
Treat yourself to a romantic getaway or relaxing retreat in your own newly-renovated historic farmhouse, ideally located on a quiet dead-end lane just 1 block from the Woodstock Village Green ~ the heart of this famous “colony of the arts”. You can walk to restaurants, cafes, galleries, boutiques, theaters, clubs... Or you can stay home and relax in your private oasis of peace and beauty with a fully-fenced landscaped backyard, fireplace, chef’s kitchen, heated soaking tub, and luxury amenities.

Comfortable Woodstock Getaway
Our peaceful property is 5 minutes from the Town of Woodstock, 15 minutes to historic Kingston and Exit 19 of the NYS-Thruway, and 45 minutes to ski areas. The house is large and spacious with a fully equipped kitchen, plenty of lounge space, a sunlit expansive library with a large variety of old and new books, a home gym, and a backyard with a fire pit. Great for families with or without kids and weekend getaways with friends. Our goal is to offer an affordable experience for all our guests.

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 Getaway - Heated Pool/Hot Tub/FirePit
Welcome to The Evergreen, our Catskills retreat located 5 minutes from Woodstock village. Sitting on 3 acres amongst the trees, this property boasts beautiful outdoor space with a heated pool*, hot tub, outdoor dining area, grill, and a fire pit, creating the perfect setting for relaxation and entertainment. This charming property offers 5 bedrooms & 3 full bathrooms, perfect for large families or groups of friends. It also features a study, ideal for those who need to balance work and play.

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.

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.

Escape to Pine Lane
Tucked away off a quiet country road, yet close enough to everything the Catskills have to offer. Are you ready to escape to Pine Lane? With vaulted ceilings, multiple skylights, wood-burning stoves, a master suite jetted tub, and tons of windows facing the magical woods, we know you will love it here as much as we do. The expansive back yard has an outdoor grill and fire pit, and a tiny stream wraps around the deck and flows to a pond in the front yard, creating a truly peaceful setting.

Barn Home - Solar! - Music Studio, Views & Hot Tub
New timber frame home features net-zero solar power, 3 bedroom, 3 bath plus separate 1 bedroom/bath guest cottage/music studio. Soaring great room with Steinway grand piano and massive stone fireplace evokes a bygone era. Reclaimed wood and rich furnishings create a warm palate of colors and textures. Country modern chef's kitchen. Stone deck with hot tub and firepit, all with mountain views. Additional 4-season porch features wood stove, wet bar and TV. Total privacy on 18 acres.

Fall Escape | EV | Hot Tub
The Maverick — A Mid-Century Escape Escape to The Maverick, a beautifully restored 1964 Mid-Century Modern retreat just 5 minutes from downtown Woodstock. Featured in Atomic Ranch and Country Home, this secluded design-forward hideaway blends iconic furnishings, soaring skylights, nature, and indoor-outdoor living. Relax on the expansive decks, explore nearby trails, or unwind in the new 7-person luxury spa hot tub beneath the stars. Come for the design, stay for the experience.
Popular amenities for house rentals in Zena
House rentals with a pool

Summer Paradise - Pool, Fire-pit, Nursery!

MODERN FARMHOUSE in the WOODS

Gorgeous Villa Mntn Views • POOL • hot tub •grill!

4Br Mountain Brook House on 130 acres w/ trails

Upstate Modern Scandinavian Barn in the Catskills

Viewtop Farmhouse-Fall in the Hudson Valley

Bluestone Escape - Where everyone is at home.

Entire Home, Private Indoor Pool
Weekly house rentals

Upstate Modern Autumn Home

Cozy Woodstock Escape · Hot Tub & Village Access

This New House

Eagle Rock House

Architect's Farmhouse in Woodstock

Hudson Valley Hygge House~ comfort in the country!

Brookside, Walk to Town Center, Dog Friendly

Dutch Touch Woodstock Cottage
Private house rentals

Fabulous Family House nr Woodstock Center

Catskills Retro Retreat- Upstate Home w/ Hot Tub

Historic Catskills farmhouse with sweeping views

Creekside Cottage

Slate Cabin - Stylish Country Escape x Rhinebeck

Cottage on the Creek

Modern House with Mountain View @Getawind

Broadview Retreat House, walk to town
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
- Butternut Ski Area and Tubing Center
- Howe Caverns
- Storm King Art Center
- Plattekill Mountain
- Taconic State Park
- Mohonk Preserve
- Peekamoose Blue Hole
- Kent Falls State Park
- Thacher State Park
- Bash Bish Falls State Park
- Hunter Mountain Resort
- Brotherhood, America's Oldest Winery
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Millbrook Vineyards & Winery





