House holiday rentals in Woodstock

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.

Romance+history+luxury+privacy in town=Maple House

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.

Little owl Japanese teahouse: pool is OPEN

You will love our secluded country estate, just a short drive to Woodstock, our authentic Japanese teahouse is the ideal combination of away-from-it-all and convenience. Enjoy sweeping Mountain View’s from your heated bed after a day of shopping, dining, or hiking, if you’re here when the trees are turning golden brown in autumn, snowy in winter or when the sun shines in summer, barbecues by the fire pit beneath the string lights and swims in the salt pool, a game of tennis or bbq by the fire!

Serene Retreat w/ Cedar Hot Tub & Fire Pit

Whether you’re planning a couples getaway, a trip with friends, a family vacation, or even a solo escape, The Woodstock Retreat is your home away from home in the Catskills. Located just 5 mins from Woodstock, 10 mins from Saugerties, and surrounded by endless dining, shopping, and outdoor activities. Two separate bungalows, a handmade cedar hot tub, fire pit w/ Adirondack chairs, and hammocks are just a few of the features that make The Woodstock Retreat special. IG: @thewoodstockretreat

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

Grandma's Place an Easy Walk to Woodstock

Simply decorated and conveniently located, Grandma's Place is on a quiet road just minutes from all Woodstock has to offer. Vintage furnishings make this popular rental a fun place to stay. The house shares a roof with Grandma's Apartment but the spaces are separated with a secure and sound proofed door. The only shared areas include the driveway and garden. If you wish to rent only one bedroom, please see link at Grandma's Place - Queen Only and send an inquiry about your desired dates.

Retro-Chic Cabin in Woodstock - Sauna

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!

Zen Cottage retreat to nature

We built this sun-filled cottage with lots of love! Use it as a relaxing getaway, a workspace or hub to experience the majestic Catskills. Guests love the fireplace and amenities. Catskill Getaways has over 2100 Five Star reviews and the Zen Cottage has over 600 five-star reviews. As Airbnb Superhosts for 12+ years, we are committed to providing stellar customer service and making your vacation a memorable and restorative experience. License # 2023-STR-055P.

Mid-Century Oasis

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 home was built for television icon, Mary Sinclair. The Maverick is conveniently situated 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.