Chester Vacation Rentals

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Chester Vacation Homes

Great northern bed and breakfast
Welcome to The Great Northern Bed & Breakfast, a charming home away from home with a cozy porch and inviting entrance.

Great northern bed and breakfast

9.8 out of 10, Exceptional, (9)
"This is a great little location and we were so happy to find a place to stay in Chester. We will definitely stay here again and make sure to tell others coming through the area about it if they need a place to stay. Accommodations were great and exactly what we needed for this trip."
The price is CA $221
CA $319 total
includes taxes & fees
Aug 5 - Aug 6
Great northern bed and breakfast
The Homestead - 3 bedroom House in the Heart of Chester
Stunning single-family home with a beautifully maintained lawn and driveway.

The Homestead - 3 bedroom House in the Heart of Chester

10.0 out of 10, Exceptional, (23)
"Went to Glacier and explored the area around while staying in this well appointed ,comfortable home, dog friendly as well. Will have love to stay for a longer time."
The price is CA $221
CA $320 total
includes taxes & fees
Aug 9 - Aug 10
The Homestead - 3 bedroom House in the Heart of Chester
Farmhouse on Hi-Line near hunting and fishing enroute to Glacier National Park
Enjoy a kitchen with a stainless steel sink and a window overlooking a serene landscape with trees and a sky.

Farmhouse on Hi-Line near hunting and fishing enroute to Glacier National Park

10.0 out of 10, Exceptional, (20)
"The home was wonderful. It was extremely clean, modern, and comfortable. I highly recommend. The location is incredible - the views of the Sweetgrass Hills and the Bear Paws were stellar. A great place to unplug and unwind. "
Farmhouse on Hi-Line near hunting and fishing enroute to Glacier National Park
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chester Hotel Reviews

The Westland Suite - Historic Lodging, Contemporary Comforts

The Westland Suite - Historic Lodging, Contemporary Comforts

10/10 Excellent
"Westland Suite was charming and fit our needs perfectly. Four adults and two teenagers stayed and all were very comfortable. "
Jacquie B. 2-night trip
Posted 1 month ago
The Westland Suite - Historic Lodging, Contemporary Comforts