Monthly Rentals in Chester

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

Nearby monthly rentals

Cabin in Mahone Bay
Cottage on Main St. Mahone Bay
10 Jul – 7 Aug
$2,647 SGD per month
4.87 out of 5 average rating, 550 reviews
Townhouse in Chester Basin
Tranquility's Equilibrium Too - Oceanside retreat
18 Mar – 15 Apr
$4,335 SGD per month
4.8 out of 5 average rating, 166 reviews
Guest favourite
Cottage in East Chester
Squid Cove Cottage on ocean
5 Nov – 3 Dec
$3,838 SGD per month
4.98 out of 5 average rating, 188 reviews
Guest favourite
Cottage in Chester
Moss Cottage on the Lake
24 Sep – 22 Oct
$5,261 SGD per month
4.95 out of 5 average rating, 104 reviews

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 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 Rope Loft36 locals recommend
The Kiwi Cafe44 locals recommend
Fo'c'sle Tavern29 locals recommend
The Stretch Diner5 locals recommend
Oceanview Home and Garden3 locals recommend

Destinations to explore

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