
Vacation rentals in Zena
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Top-rated vacation 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
ValueFamilyRiver
4.99 out of 5 average rating, 279 reviews
Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!
FamilyValueDecor
4.99 out of 5 average rating, 159 reviews
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
FamilyLocationEV charging
5.0 out of 5 average rating, 464 reviews
Woodstock Chalet - Peace & Quiet & Space (O my!)
Read the REVIEWS: Feel right at home in our spacious light-filled studio on a private drive (Reserve ahead for your dog.) 4 acres of surrounding forest ensure quiet… windows on 3 sides (plus a stargazer skylight) yet easy access to town and to the local bus. All the comforts of upscale suburbia. Great A/C PLUS Just a 2-minute drive to Woodstock center (galleries, parks & shops) 5 minutes to Levon Helm’s barn and Bearsville (live music.) Yr private woods are a photographers/birdwatchers delight.
ValueLocationBreakfast
4.89 out of 5 average rating, 157 reviews
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.
ValueLocationBackyard
4.99 out of 5 average rating, 221 reviews
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
FamilyLocationIndoor spaces
4.9 out of 5 average rating, 532 reviews
Away Upstate, a cozy retreat w/ Firepit
The Away Upstate retreat is nestled in the breathtaking Catskills and is your perfect home away from home year-round. Whether you’re planning a couples getaway, a trip with friends, a family vacation, or a solo escape, our retreat is a perfect place to create lasting memories. Share stories around the outdoor firepit, cozy up by the woodstove or read a book on the hammock. Located: 5 mins from Woodstock 10 mins from Saugerties 15 mins from Kingston 30 mins from Hunter Mtn. @awayupstate
LocationFamilyComfort
5.0 out of 5 average rating, 102 reviews
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.
FamilyLocationGetting around
4.97 out of 5 average rating, 130 reviews
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.
ValueFamilyComfort
4.99 out of 5 average rating, 191 reviews
The Carriage House: Garden Apartment
We offer a private apartment located on the first floor of this wonderfully restored 2 unit carriage house, built in the early roarin' 20's! It offers a blend of modern decor and amenities, with more traditional countryside accents. The design, using the original carriage doors in the architecture, 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 even enjoy our grounds!
LocationFamilyBathroom
4.83 out of 5 average rating, 570 reviews
Woodstock Private Suite: Ensuite 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.
ValueLocationGetting around
4.83 out of 5 average rating, 227 reviews
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!
LocationFamilyHospitality
4.95 out of 5 average rating, 334 reviewsPopular amenities for Zena vacation rentals
Stay near Zena's top sights
Other great vacation rentals in Zena

Woodstock Historic Artist Estate- The Museum House
LocationFamilyNearby
4.96 out of 5 average rating, 185 reviews
Modern Escape • Sauna • Firepit • Near Woodstock
FamilyValueParking
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New:Cozy Barn-Style Retreat Minutes From Woodstock
LocationFamilyView
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Hudson Valley Evergreen Treehouse
LocationValueNearby
4.99 out of 5 average rating, 157 reviews
Grapevine Cottage
LocationValueHeating
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Byrdcliffe Artist Studio (27.1-1-70)
FamilyLocationAmenities
4.93 out of 5 average rating, 887 reviews
Unique Catskills Retreat: 3BR with deck & 3 acres
LocationFamilyIndoor spaces
4.9 out of 5 average rating, 86 reviews
Bright & Cheerful Woodstock Cottage
LocationFamilyAccess
4.92 out of 5 average rating, 60 reviewsDestinations to explore
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