Monthly Rentals in Chesterfield

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

Nearby monthly rentals

Top guest favourite
Guesthouse in Dummerston
5 out of 5 average rating, 10 reviews

Cottage amongst the trees

AldenRating, 5 stars5 days ago
Aisha and John were a phenomenal hosts and their communication was amazing . I ended up staying in the amazing place for 3 weeks. I have zero complaints. Very cozy, has all the essentials in a perfect little package, amazing heat/air conditioner, and amazing bed. Also the free Coffee provided was a huge plus. I will be looking to re booking with them.
Guest favourite
Apartment in Town of Rockingham
4.91 out of 5 average rating, 77 reviews

Lovely light-filled 2 bedroom flat

PremRating, 5 stars8 months ago
We really enjoyed our stay at Kristen’s place in Rockingham. Location was perfect, very quiet at night and very easy to walk into the little town of Bellows Falls. The bed was comfortable and the apartment was very spacious. We would highly recommend and definitely return.
Guest favourite
Home in Putney
4.95 out of 5 average rating, 337 reviews

Cozy Train Depot in Putney Vermont

JeffreyRating, 5 stars1 month ago
The place is very nice for 1-2 people. The train only went by once (and during the day, not at night) so it wasn't something we noticed. That said, the tracks are literally 10 ft from the air bnb windows and it's at an intersection so the train has to use its horn. Otherwise, the place was in good shape and the cleaning fee is certainly put to good use as it was spotless. Just up the road in Putney we found a couple friendly options for food, but fa more in Brattleboro.
Top guest favourite
Apartment in Vernon
4.96 out of 5 average rating, 160 reviews

Farm land view.

LorrieRating, 5 stars2 weeks ago
Our return trip was just as great as the first time there. The apartment was spotless, the furniture and bedding is very comfortable. Has everything we needed. It is in a beautiful location 10 minutes from Massachusetts and New Hampshire. We feel at home and very safe . Peter is a great host and communicates very quickly. Looking forward to another visit.

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.

Stay near Chesterfield's top sights

Whetstone Station Restaurant and Brewery113 locals recommend
Brattleboro Food Co-Op102 locals recommend
Latchis Theatre60 locals recommend
Amy's Bakery Arts Cafe53 locals recommend
Brattleboro Museum & Art Center53 locals recommend
Peter Havens Restaurant51 locals recommend
*Some exclusions may apply in certain geographies and for some properties.