Monthly Rentals in Chester

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

Nearby monthly rentals

Superhost
Apartment in Chester
4.88 out of 5 average rating, 32 reviews

First Mate’s Flat - suite in the heart of Chester

KyleRating, 5 stars1 month ago
Our stay was wonderful! Perfect size, perfect location.
Superhost
Villa in Hubbards
5 out of 5 average rating, 12 reviews

Waterfront Home near Hubbards and Chester

JessieRating, 5 stars23 months ago
This place is a true oasis. I loved seeing both the sunrise and sunset right from the bedroom. The sounds of the gently lapping waves put me to sleep too! You can literally spend all day every day right there, and just feel so relaxed. Dale was really easy to communicate with, and the layout of the place is such that you can see the ocean from all the main rooms. The house is big, bright, and spacious but at the same time is cozy. Everyday we would eat breakfast overlooking the water, go for walks to the beach, and if you're crazy like me, I did polar dips right there at the small beach right at the house. This place was perfect for my mum with mobility issues because the whole main level has everything you need, and there are minimal thresholds throughout the house (she often trips on them), and there's even a walk-in shower.
Top guest favorite
Guesthouse in Chester
4.98 out of 5 average rating, 41 reviews

The Little Caboose

EmmaRating, 5 stars3 months ago
The perfect place for a weekend getaway! It was extremely clean when we arrived and had everything we needed. The location is very close to many places in the area but still very quiet right by the house
Guest favorite
Apartment in Chester Basin
4.96 out of 5 average rating, 25 reviews

Chester Basin Place

VeronaRating, 5 stars3 weeks ago
We loved the private outdoor courtyard. The inside was quirky in a very good way. Steve didn't miss a thing in setting up the place. I found everything that I needed and the extras in the fridge would have come in handy but I had picked up groceries on the way. The basket provided that also included a toy for our dog was special. I forgot to bring toothpaste but not an issue as Steve left a tube for us! I hope the spot is available when we plan to visit that area again in May! Because of a gift left be Steve I learned that a Quince tree grows on the property. Marmalade (yes Paddington) was first made with Quince before being made with Oranges!

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 serviced apartments?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing, and relocation needs.

Stay near Chester's top sights

SENSEA Nordic Spa39 locals recommend
The Kiwi Cafe44 locals recommend
The Rope Loft36 locals recommend
Fo'c'sle Tavern29 locals recommend
Chester Golf Club28 locals recommend
Chester Playhouse23 locals recommend

Destinations to explore

*Some exclusions may apply in certain geographies and for some properties.
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