Monthly Rentals in Chester

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

Nearby monthly rentals

Superhost
Home in Chester
4.82 out of 5 average rating, 108 reviews

Historic Home in Chester

MishaRating, 5 stars4 months ago
Authentic cabin with lots of upgrades - completely new restrooms, modern kitchen, washer/dryer etc. Given time, wood stove in the living room will heat up the whole house. Initially we used extra space heaters to help it out.
Top guest favorite
Home in Westwood
5 out of 5 average rating, 15 reviews

Greene Stay

DylanRating, 5 stars2 months ago
Jennifer wasn't just a lovely host with great food recommendations. She's incredibly considerate when it comes to setting her guests up for a fun/peaceful/comfortable getaway! The house was clean. The kitchen is open. The living room is big enough for the whole family to watch a movie (with a cozy fire). The backyard is spacious with beautiful views. We were lucky enough to experience snowfall during our stay. I would recommend this Airbnb 1000%! Can't wait to return!
Superhost
Home in Chester
4.55 out of 5 average rating, 20 reviews

Cozy Boho Cottage

MitchellRating, 5 stars2 months ago
What a cute spot! Lived this small house in a quiet friendly neighborhood. Fully stocked kitchen, new bed, new tvs, perfect for a weekend getaway!
Top guest favorite
Cabin in Chester
4.97 out of 5 average rating, 78 reviews

Cozy Cabin w/ Hot Tub & Gameroom in Chester

GaryRating, 5 stars2 weeks ago
A very nice Airbnb – cosy, clean, and beautifully decorated. The space felt welcoming and comfortable, with great attention to detail in the decor. It’s also perfectly located, making it easy to explore the area. Would definitely stay here again!

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

Traveling 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 Chester's top sights

Holiday Market22 locals recommend
Cravings10 locals recommend
Pine Shack Frosty10 locals recommend
Happy Garden6 locals recommend
Bodfish Bicycles & Quiet Mountain Sports5 locals recommend
Ranch House5 locals recommend
*Some exclusions may apply in certain geographies and for some properties.
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