Monthly Rentals in Chestnut Hill

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

Nearby monthly rentals

Guest favourite
Tiny home in Mouth of Wilson
5 out of 5 average rating, 5 reviews

Custom HorseTrailerTinyHome near Grayson Highlands

MadisonRating, 5 stars4 weeks ago
This stay made for the perfect getaway and weekend! The trailer was just what we needed for a weekend of hiking at Grayson Highlands State Park close by! Our hosts were accommodating, welcoming, and so thoughtful to have even left out water bottles when we returned from our hike late at night! We hope to be back to check out more of their Rescue farm on their property!
Guest favourite
Cabin in Crumpler
4.93 out of 5 average rating, 126 reviews

Skyview Retreat

KamishaRating, 5 stars3 weeks ago
Our stay at Mark’s place was wonderful! We really enjoyed how peaceful and relaxing the cabin and setting was. My favorite thing about the cabin was how many different outdoor seating options there are, and the views from each area were beautiful! It was great for reading and relaxing. The area is very quiet as well. Everything was as described in the photos and description. The beds were comfy and the kitchen setup was great for cooking small meals each night. I would definitely stay again!
Guest favourite
Home in Lansing
4.93 out of 5 average rating, 60 reviews

Mountain Laurel Cottage

StevenRating, 5 stars4 weeks ago
I don’t want to say to much for selfish availability reasons… This place is the wooded escape you are looking for! I brought my 2 best friends and we are all so relaxed, and it was definitely because of Ann and Bree!! Updated everything, cozy feel, recommendations for local things, and things to help operating the house all wrapped up in welcome binder! We loved our stay and have already made plans to come back!! If I’m willing to bring family and go back many times over, I’ll let you make the decision but this one gets my respect and recommendation every time!! Thanks again ladies, it was amazing!!!
Top Guest favourite
Home in Piney Creek
5 out of 5 average rating, 17 reviews

The Home Place at Piney Creek

SiobhanRating, 5 stars1 week ago
Really quiet location and very cute home. Hosts were proactive with their communication. We stayed here a couple nights and left stuff while we hiked Grayson Highlands. Super convenient if you need a place in that area.

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.