Monthly Rentals in Chestnut Hill

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.

Guest favourite
Cottage in Jefferson
4.96 out of 5 average rating, 161 reviews

COMFORTABLE, FULLY RENOVATED MOUNTAIN COTTAGE

BiancaRating, 5 stars3 months ago
This place is excellent, the view of the property is the best, we were able to enjoy a wonderful vacation with my husband and my children, it is a very quiet place and its owners are excellent people, they were always attentive to my messages and gave me the appropriate answers. I recommend this place 100%.
Guest favourite
Cabin in Crumpler
4.93 out of 5 average rating, 123 reviews

Skyview Retreat

TonyaRating, 5 stars1 day ago
This was such a cute house and the views were beautiful. It had everything we needed for a long weekend. We wished that we had one more day to just sit outside and enjoy the property. Thank you!
Superhost
Apartment in West Jefferson
5 out of 5 average rating, 4 reviews

Downtown West Jefferson 2 BR Apt

SueRating, 5 stars2 months ago
We arrived in snow and very high winds, making visibility a challenge. Fortunately, the pictures of the apartment made it very easy to recognize from the main street. The lock box was easy to open, so we were able to get in the door quickly. The apartment is very new and clean looking. The bed was very comfortable, but you'd probably want to bring your own pillows. We found that the kitchen was very lightly outfitted for cooking in, but was perfectly adequate for breakfast and lunch. Fortunately there is an Ingles and Walmart really close by for groceries. The restaurants and shops are an easy walk away.
Top Guest favourite
Cottage in Crumpler
5 out of 5 average rating, 21 reviews

Baker's Cottage

PennyRating, 5 stars1 month ago
Bakers cottage was so peaceful. It was nice sitting on porch listening g to the birds and the stream of water. We felt right at home. We left our iron and iron board and they made sure one was there. It was very clean. Tonya was so easy to work with. She made our stay enjoyable with a birthday treat. We will be back because it’s one of the best Airbnb we have stayed in.

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.