Monthly Rentals in Woodstock

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

Nearby monthly rentals

Guest favorite
Apartment in Killington
5 out of 5 average rating, 12 reviews

New Resort Condo Close to Lifts

JustineRating, 5 stars1 week ago
I love Ryan's space. It was perfect & cozy place right near Killington resort. I would recommend booking here. Ryan was also very quick with his responses when I had any questions.
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
Cottage in Windsor
4.97 out of 5 average rating, 384 reviews

Ogden's Mill Farm

AdrianaRating, 5 stars2 days ago
This is truly a special place. We came to celebrate my son’s 10th birthday, as he loves farms. There are two beautiful horses stabled on this property—we could see them from the porch! There is also a chicken coop, and two very friendly pups (that my son loved playing with). The land at Ogden’s Mill Farm is private and expansive, the cabin is welcoming and cozy, and the hosts are communicative and very kind. They supplied everything that we needed for a comfortable stay, including plenty of firewood, as we used the fireplace every night that we were there. We took a walk down to the babbling brook, heard the rain falling softly on the tin roof, took a cold plunge in the pond, explored the old cider mill, and star gazed—all right there on the property. From start to finish, the visit was perfect and we felt at peace. I know for certain that my son will always remember his first trip to Vermont! I hope we return to this magical place someday.
Guest favorite
Guesthouse in Woodstock
4.98 out of 5 average rating, 241 reviews

Cozy Little Spot (Self Check-in)

VivianRating, 5 stars1 week 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!

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

*Some exclusions may apply in certain geographies and for some properties.
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