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
Cabin in Crumpler
4.93 out of 5 average rating, 128 reviews

Skyview Retreat

AllysonRating, 5 stars1 day ago
I had a wonderful stay at this cabin! It was incredibly clean, cozy, and exactly what I was hoping for. The space was well taken care of and had everything I needed for a comfortable visit. The host was fantastic—very friendly, responsive, and made the whole experience easy and enjoyable. I would definitely stay here again and highly recommend it to anyone looking for a peaceful getaway!
Guest favourite
Home in Lansing
4.93 out of 5 average rating, 60 reviews

Mountain Laurel Cottage

StevenRating, 5 stars1 month 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 stars2 weeks 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.
Guest favourite
Cabin in Piney Creek
4.96 out of 5 average rating, 80 reviews

Mountain Getaway with all the comforts of home!

MindyRating, 5 stars1 month ago
Nice place, great relaxing location. Very clean. Highly recommend!

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.