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House holiday rentals in Zena

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Top-rated house rentals in Zena

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Top guest favourite
The exterior of the cottage is shown, featuring rich wood paneling and large glass doors. A stone pathway leads to a charming seating area, which includes a decorative bench. Lush greenery surrounds the property, enhancing the natural environment.
Home in Woodstock
4.91 out of 5 average rating, 769 reviews

Dutch Touch Woodstock Cottage

The Dutch Touch captures the best Woodstock has to offer. Be in the Village and secluded at the same time! This Woodstock treasure is surrounded by gardens, with Monet-worthy views, peaceful mountains and swaying pines. It’s your cozy and peaceful home away from home, yet only a short, pretty walk to the very center of the village. Dutch Touch is the "brain-child" of artist, Manette van Hamel, an early Woodstock arts colony resident whose work is held in the permanent collection of the Met. The kind of place one would expect an artist to build: Perfect for a romantic get-a-way or solo retreat. Recline on your own deck beside a sparkling stream, soak up the sun, read a good book, or walk into town and visit the galleries and shops, or zip up the mountain for hikes, a visit to the Buddhist Monastery or a tour of the Byrdcliffe arts colony. Winter visitors will love the open fireplace, and the fresh winter scent of forest, hearth and home.

Guest favourite
A striking landscape features a modern home beside a serene pond. Lush green lawns and colorful trees reflect beautifully in the water. Towering conifers and deciduous trees frame the scene, enhancing the idyllic outdoor setting.
Home in Woodstock
4.94 out of 5 average rating, 385 reviews

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.

Guest favourite
A scenic view of a two-story cottage surrounded by lush greenery. The well-maintained garden features various plants and flowers. A fenced yard offers a sense of privacy, with a pathway leading to the entrance. The structure displays a blend of traditional and modern architectural elements.
Home in Woodstock
4.93 out of 5 average rating, 975 reviews

1822 Lewis Cottage - Sauna, Jacuzzi, Swimming Hole

Sauna, Jacuzzi, Swim Hole. Fully fenced yard good for dogs! The 1822 Lewis Cottage of Lewis Hollow - Old Woodstock, Pre-Columbian Indian Kairns. Deed reads, "This property starts at the ancient stone heap between Gradus Lewis and Peter Livingston's farm." (DESC Robert) If interested in booking dates over Christmas, any holiday (or ANY DATES that appear booked) PLEASE reach out and inquire. We look to ACCOMMODATE ALL to the best of our ability. *No checkins are avail Tgiving or x-mas days

Top guest favourite
Home in Woodstock
4.91 out of 5 average rating, 191 reviews

In-Town Woodstock Retreat • Hot Tub • Dog-Friendly

Walk to everything in Woodstock from this private Catskills retreat just one block behind the main street. Enjoy the entire home and fenced-in yard surrounded by gardens and Catskills foliage. Relax in the new hot tub, gather around the fire pit, or dine outside on the patio. Perfect for couples, small families, friends, and longer stays looking for a relaxing getaway—with restaurants, shops, galleries, and hiking just steps away. Monthly and seasonal stays available at a discounted rate.

Guest favourite
A serene view of expansive mountains is captured under a clear blue sky, complemented by lush greenery in the foreground. A variety of trees and a rural landscape with a distant red barn can be seen, creating a peaceful natural setting.
Home in Woodstock
4.91 out of 5 average rating, 517 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

Top guest favourite
A spacious great room features a stone fireplace amidst large windows, allowing natural light to fill the space. A wooden dining table is placed near a comfortable sectional sofa, creating an inviting area for relaxation and dining. The warm wood beams add a rustic touch.
Home in Staatsburg
4.99 out of 5 average rating, 127 reviews

Boulder Tree House

Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

Top guest favourite
Home in Woodstock
4.98 out of 5 average rating, 114 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.

Guest favourite
A modern cabin design features broad wooden slats and floor-to-ceiling glass doors. A spacious deck includes loungers and a hot tub, surrounded by lush greenery, enhancing the outdoor aesthetic. Soft lighting illuminates the seating area, creating a welcoming environment.
Home in Hunter
4.96 out of 5 average rating, 212 reviews

Modern House with Mountain View @Getawind

Experience luxury and comfort in our newly built property. Marvel at the breathtaking panoramic views of Rusk mountain through floor-to-ceiling windows. Unwind in the sauna or hot tub, and gather around the fire pit for cozy evenings. Enjoy outdoor movie nights with our projector, or savor grilled delights in the patio area. Warm up by the fireplace, explore Ski resorts, Golf Clubs and more. It's the perfect retreat for families and friends. Book now and create unforgettable memories!

Top guest favourite
The exterior of the house showcases a modern wooden design surrounded by lush greenery. A large deck extends from the house, furnished with outdoor seating. A grassy lawn features two patio chairs, inviting relaxation in the natural setting.
Home in Saugerties
4.96 out of 5 average rating, 272 reviews

Modern Escape • Sauna • Firepit • Near Woodstock

Perfect upstate escape! Whether you're planning a romantic couples getaway, a fun trip with friends, a family vacation, or even a much-needed solo escape, The Retro Chic House offers the ideal stay for a memorable local Upstate Experience. This stunning renovated property is designed to cater to a variety of preferences and is guaranteed to provide you with an unforgettable stay. Located 8 mins to Woodstock, 12 mins to Saugerties, & picturesque drive to Hunter!

Top guest favourite
Home in Woodstock
4.99 out of 5 average rating, 155 reviews

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!

Guest favourite
An aerial view captures the sprawling property, surrounded by lush trees. The heated salt-water pool is visible, framed by a wooden deck and lounge chairs. A spacious outdoor deck with seating and a fire pit enhances the inviting outdoor space.
Home in Woodstock
4.85 out of 5 average rating, 229 reviews

Heated Pool • Private • 4 Min to Woodstock

Welcome to your private Woodstock retreat — a bright four-bedroom home just four minutes from the village. Spend your days by the heated salt-water pool, grill and dine on the expansive 2,000-square-foot deck, or gather around the fire pit beneath the pines. With two fireplaces, multiple living areas, and a large tree-lined garden, the home offers the perfect balance of privacy, comfort, and connection in the heart of the Catskills.

Top guest favourite
A living room features a leather sofa and a wooden coffee table, surrounded by colorful artwork on the walls. Natural light fills the space through two windows, revealing a warm wood ceiling. A rocking chair and patterned rug add comfort to the inviting atmosphere.
Home in Woodstock
4.98 out of 5 average rating, 248 reviews

Sweeping mountain views in Woodstock, NY

A quick 3 minute drive to the center of town, our recently built 3 bedroom house has gorgeous mountain views and is on 5 beautiful secluded acres surrounded by trees. The property is fantastic in all seasons and close to amazing Catskill skiing, hikes, waterfalls, swimming holes, and the Hudson River, as well as the towns of Phoenicia, Saugerties, Kingston, Catskill, Hudson, Rhinebeck, and Tivoli.

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