Monthly Rentals in Still Pond

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

Nearby monthly rentals

Guest favourite
Farm stay in Chestertown
4.95 out of 5 average rating, 139 reviews

Outrange at Blue Heron Farm

HeleneRating, 5 stars1 week ago
A wonderful retreat on an unbelievable property. We were so surprised by the amazing views of the Chester River as well as the really well marked hiking trail. A bit out of downtown Chestertown, but totally worth the drive. Benjamin was a great communicator, and very flexible to meet our needs. ps. the cutest goats
Superhost
Condo in Betterton
4.92 out of 5 average rating, 36 reviews

3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!

CaitlinRating, 5 stars7 months ago
A great sunset view from the balcony, such a nice quiet river/bay beach, peaceful community to walk around. Would stay in again! Would note there’s 1 flight of stairs up as it’s a 2nd floor condo of sorts; and a big hill/stairs down to the beach. However, also a parking lot if needed to drive to the beach. Beach chairs were nice to have. There was no cooking oil but I think we left some :) I would only ask they replace the dining room chair with the hole in the seat. The pool was closed and that was not expected! Adam was very responsive when we messaged.
Top guest favourite
Guest suite in Chestertown
4.99 out of 5 average rating, 221 reviews

Beautiful Waterfront Chestertown Getaway

JennRating, 5 stars2 weeks ago
My husband and I along with our dog Cash had a wonderful stay at Tom and Jen's place. It was very spacious and the view was spectacular. The fenced in yard was great for our dog who loved meeting and playing with their dog. Tom and Jen chatted with us when we first arrived and made us feel very welcome. The neighborhood was very peaceful and we really enjoyed taking our dog for walks during our visit. Everything was perfect! We would love to stay there again next time we're in Chestertown.
Guest favourite
Apartment in Worton
4.97 out of 5 average rating, 34 reviews

Elliott House Historic Home Near Chesapeake Bay

JamesRating, 5 stars1 month ago
Good communication, worked with us on check in and checkout really great host

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

Travelling 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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