Monthly Rentals in Dover Plains

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

Nearby monthly rentals

Enter dates and number of guests to see the total trip price including additional fees and taxes, and rounded up to the nearest integer.

Top Guest favourite
Guesthouse in Millbrook
5 out of 5 average rating, 40 reviews

Cottage on Coddington Lane,

LindaRating, 5 stars1 month ago
Our stay at this adorable cottage was perfect! The space was impeccably clean, comfortable and had a cozy charm that made us feel at home. It offered great privacy while still being conveniently close to town. The host was thoughtful and welcoming, even providing a few local treats that added a special touch to our stay. Everything we needed was readily available. We would absolutely stay here again and highly recommend it to anyone looking for a relaxing retreat!!
Guest favourite
Apartment in Millbrook
4.93 out of 5 average rating, 227 reviews

Red Tail Ridge

NicoleRating, 5 stars5 months ago
What a lovely find! Gregory was a wonderful host. The place was spotless and cozy, and the farm fresh eggs were such a wonderful nice touch. We relocated away from the area, and this was right in the middle of everyone we wanted to visit this trip. Will definitely be starting here on our future visits!!
Superhost
Guesthouse in Dover Plains
4.87 out of 5 average rating, 113 reviews

Spilt Milk Cottage - Hudson Valley, NY

LorenzoRating, 5 stars4 months ago
We loved the cottage. If anything it was even cuter in person than in the pictures. Communication was perfect and the place was very well thought out. We enjoyed our stay, I’d recommend it and come back here in the future!
Top Guest favourite
Guest suite in Kent
4.99 out of 5 average rating, 91 reviews

Bright 1-bedroom in walking distance to town

NadineRating, 5 stars1 week ago
We loved our stay at Judy's suite. It was carefully prepared, and had everything we needed. She certainly put a lot of thought into creating a space geared to the comfort of her guests. Everything was perfect. Judy was very friendly and, even though we didn't meet, was attentive to our needs. She is certainly deserving of the Superhost badge. I'd love to stay there again!

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 holiday 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

Travelling professional? Find a long-term stay with high-speed Wi-Fi 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.