Monthly Rentals in Woodstock

Discover long-term rentals that feel like home for stays of a month or longer.

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Nearby monthly rentals

Guest favorite

Cottage in Woodstock

4.91 out of 5 average rating, 11 reviews

Sugar Maple Cottage

PeterRating, 5 stars3 months ago
the place is cozy and quite comfortable. i stayed a month and was sorry to leave. the location is a block from yoga and an easy walk to town. it was a peaceful place to be. host was extremely responsive all in all a very pleasant experience staying here
Guest favorite

Cottage in Woodstock

4.94 out of 5 average rating, 309 reviews

Cozy Woodstock cottage

CatRating, 5 stars6 months ago
As an experienced Airbnb guest, Janine’s place stands out for the special touches that make a place a home from home. Having great WiFi, tasteful furnishings and comfy beds are all wonderful, but going the extra yard to provide oil and vinegar, spices, storage containers, a water filter jug, ice trays, a moka express, cafetière and drip coffee maker (instead of environmentally horrific Keurig disposables) make a GREAT airbnb! All items that one would not travel with and are annoying to have to buy/bring yourself. One note for music lovers, bring a decent compact Bluetooth speaker and it will cover all the rooms easily. I enjoyed a 30-day July stay and marveled at the quiet and the light-filled space. Surrounded by trees but a 5 minute drive to Woodstock, it was as close to activity or as solitary as you choose. You get a cozy cottage that is the epitome of Catskills chic, and on some days you can see the colors of sunset through the trees. I cannot wait to return!
Guest favorite

Apartment in Woodstock

4.98 out of 5 average rating, 174 reviews

Chic Country Apt in Woodstock, NY

IsabelleRating, 5 stars2 weeks ago
Leslie’s place was clean, cozy, and convenient! We loved staying in with the fireplace and it was also a super easy walk or drive to Woodstock’s restaurants, shops, and bars. Leslie and Clayton were extremely responsive and helpful during our stay. We would love to return on our next Woodstock adventure!
Guest favorite

Guest suite in Woodstock

4.99 out of 5 average rating, 143 reviews

Woodstock retreat with hot tub and deck with view

LaurenRating, 5 stars1 week ago
We had such a wonderful time at Carolyn and Harvey's beautiful home! It was easy to find, even in the dark, and close to all of Woodstock's downtown attractions like local restaurants and shops. I especially appreciated how Carolyn left us a guide to all the best restaurants, stores and activities in town — her brunch recommendations were spot on! The Airbnb was very peaceful and private, with a fantastic hot tub and comfortable bed. I'm already looking forward to booking my next stay at Carolyn's!

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term vacation rentals and a single monthly payment without additional charges.*

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

Traveling professional? Find a long-term stay with high-speed wifi and dedicated working spaces.

Looking for corporate housing?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing, and relocation needs.

Stay near Woodstock's top sights

Cucina297 locals recommend
SILVIA275 locals recommend
Garden Cafe Woodstock234 locals recommend
Red Onion225 locals recommend
Bread Alone Bakery203 locals recommend
Sunflower Natural Foods Market201 locals recommend

Destinations to explore

*Some exclusions may apply in certain geographies and for some properties.
  1. Airbnb
  2. United States
  3. New York
  4. Ulster County
  5. Woodstock
  6. Monthly Rentals