Monthly Rentals in Woodstock

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

Nearby monthly rentals

Top guest favorite
Chalet in Woodstock
4.98 out of 5 average rating, 105 reviews

Falcon House: VT Chalet w/Sauna, Bike to Village

VanessaRating, 5 stars1 month ago
Enjoyed everything about our stay. Beautiful property, loved the sauna and ability to snowshoe right out the door. Quaint and nicely decorated. Plenty of privacy, room for guests including extra parking. Had nearly 12 inches of snow while there, quite the winter wonderland. Quickly plowed, shoveled and sanded when needed. Oversized windows and unique architecture made it all extra special. Will definitely return. Perfect for any season.
Top guest favorite
Home in Woodstock
5 out of 5 average rating, 47 reviews

Hiker’s Hygge on 21 Acres and Aqueduct Trails

PhoebeRating, 5 stars1 month ago
Kevin and Emily's home offers a cozy launching point for adventures around Woodstock and the upper valley area, with a setting that is incredibly peaceful and picturesque. Kevin was very clear with directions and extremely responsive while we were staying at the house. He also generously agreed to a delayed checkout, so my daughter and her friend could enjoy a last dose of winter fun before our departure. The house had everything we needed, including two sledding saucers for snow play, and a gas stove to warm up next to after coming in from the cold. One small detail to note--the lower bunk bed has a low/confined ceiling that can be tricky for taller kiddos. Overall, we had a lovely stay and would definitely come back to explore the trails in another season!
Guest favorite
Guesthouse in Woodstock
4.98 out of 5 average rating, 241 reviews

Cozy Little Spot (Self Check-in)

VivianRating, 5 stars5 days ago
Dave is such a kind and welcoming host! He is great with communication. The place is such a nice and cozy space to relax and enjoy the nature around you. I used fire pit for both nights I was there and it was so peaceful to sit by while hearing the water from the brook. Will definitely be visiting again soon!
Superhost
Home in Woodstock
4.83 out of 5 average rating, 83 reviews

Riverside Home Woodstock VT

TomRating, 5 stars2 months ago
Nandini's home is in a good location and is very comfortable for a family. There is a large kitchen table for everyone to sit and play games. Family room is a large U shape for comfortable conversation. Pool table is located next to the kitchen and family room. 4 bedrooms and 3 bathrooms was the perfect size. Killington is nearby and Long Trail brewery and farmers market are right down the road. We had a wonderful time. 5.0/5

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

Billings Farm & Museum171 locals recommend
Worthy Kitchen110 locals recommend
Woodstock Farmers' Market92 locals recommend
Suicide Six Downhill Ski Area60 locals recommend
Woodstock Inn & Resort52 locals recommend
Mon Vert Cafe44 locals recommend

Destinations to explore

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