Monthly Rentals in Chester

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

Nearby monthly rentals

Guest favorite
Cottage in Chester
4.97 out of 5 average rating, 266 reviews

Updated cottage "Beriozka" on Cedar Lake

JonathanRating, 5 stars2 weeks ago
As everyone else noted, what an AMAZING find! A truly beautiful location that has you saying “wow” from when you first step inside. The place had everything you could ask for and we felt like we were at home. I would certainly come back again and I completely understand why she is booked out through the summer. What a lovely area and easy access to so many towns and attractions.
Top guest favorite
Guest suite in Essex
4.96 out of 5 average rating, 108 reviews

The Nest

ThomasRating, 5 stars1 month ago
We had a wonderful stay at this property! The space was exactly as described—clean, cozy, and perfectly located. We really appreciated the thoughtful touche of the cake she left us . Doree was incredibly communicative and made sure we had everything we needed. We felt very comfortable and at home here. Highly recommend this place to anyone looking for a peaceful and convenient stay!
Top guest favorite
Apartment in Deep River
4.93 out of 5 average rating, 144 reviews

Lovely Garden-Level Apartment in Heart of Town

CareyRating, 5 stars2 months ago
My girlfriends and I stayed for a girls’ weekend. The place was so clean and lots of personal touches. Beautiful flowers and a well stocked kitchen. We even had yummy chocolates available to us. The beds and lines were very comfortable. Fun games and lots of books and magazines to choose from. The home had a lot of character and antique charm. It is a quick walk to restaurants and shops. We had dinner at the Red Door and would highly recommend. Deep River roasters was our destination for breakfast. Coffee was sensational. And bagels tasty. Liz was so responsive, kind, and helpful for any questions we had. We will definitely be returning to stay.
Guest favorite
Home in Chester
4.98 out of 5 average rating, 209 reviews

Stunning Artisan Waterfall Escape, Walk Downtown

TimRating, 5 stars6 months ago
We'd been looking forward to coming back to The Recycle House since we first stayed there in 2022. Safe to say it was just as we remembered it...great house, great location, wonderful community. Looking forwarded to returning.

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

Gillette Castle State Park83 locals recommend
River Tavern26 locals recommend
Otto21 locals recommend
Grano Arso18 locals recommend
Lavender Pond Farm11 locals recommend
Simon's Marketplace10 locals recommend
*Some exclusions may apply in certain geographies and for some properties.