Monthly Rentals in Shady

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

Nearby monthly rentals

Superhost
Cottage in Woodstock
4.91 out of 5 average rating, 176 reviews

Private Modern Cottage, Tranquil & Clean

NicoleRating, 5 stars7 months ago
This was a lovely location at an even lovelier home! I had a great stay in this quiet, peaceful modern cottage. Everything was spotless when I arrived and Sarah and Deandrea were always responsive and helpful. The place and its surroundings is full of beauty, from the giant windchime by the trees, the pink chairs on the green lawn frequently visited by the neighborhood deer, and the artwork and books in the apartment. Sitting outside was so serene, and there is a big table out front for meals or just working or sketching. The place is a short drive to the main street in Woodstock. Everything you need is just a short drive away: from beautiful hikes to live music and restaurants. I look forward to staying again sometime soon.
Top guest favorite
Guesthouse in Bearsville
4.98 out of 5 average rating, 612 reviews

Mt. Guardian Guest House Exquisite Mountain Views

WrenRating, 5 stars4 weeks ago
A haven of trees, even in the season when the trees are bare, provided breathtaking views from every angle, creating exactly the restorative environment we needed for a weekend away. The kitchen was well-stocked with everything needed to cook at home, but of course Woodstock just around the corner is in incredible town with so much to offer and explore! Everything was perfect. We hope to return.
Top guest favorite
Apartment in Woodstock
4.98 out of 5 average rating, 183 reviews

Chic Country Apt in Woodstock, NY

JesseRating, 5 stars1 day ago
Great place, cozy and well appointed. Easily walkable to town but very quiet and peaceful. Would definitely recommend.
Superhost
Cabin in Bearsville
4.79 out of 5 average rating, 175 reviews

The CubHouse

DavidRating, 5 stars2 months ago
The place is beautiful and the view of the woods from the bedroom was very peaceful. Saw a family of deer walking around a couple mornings. Driving up the hill entrance wasn’t too bad, easy to find once you know what you’re looking for. The place was very cozy. Loved the record player and old classical music vinyls, and the projector was a cute touch also. Everyone in the area is so nice as well

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