Chester Holiday Rentals

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Holiday Rentals in Chester

The Homestead - 3 bedroom House in the Heart of Chester
10.0 out of 10, Exceptional, 21 reviews
"Great place to stay in a nice town in Montana!"
The price is NZ$367
per night
4 Jun - 5 Jun
The Homestead - 3 bedroom House in the Heart of Chester
The Westland Suite - Historic Lodging, Contemporary Comforts
10.0 out of 10, Exceptional, 11 reviews
"Th Westland was perfect for our large group. Patty was amazing to work with. We will definitely be back!"
The price is NZ$367
per night
4 Jul - 5 Jul
The Westland Suite - Historic Lodging, Contemporary Comforts
Great northern bed and breakfast
9.8 out of 10, Exceptional, 8 reviews
"Perfect place to stay if youre fishing the Marias. Patty is a pleasure to deal with, thank you!"
The price is NZ$367
per night
4 Jun - 5 Jun
Great northern bed and breakfast
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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.

Other types of properties in Chester you may be interested in

The Homestead - 3 bedroom House in the Heart of Chester
10.0 out of 10, Exceptional, 21 reviews
"Great place to stay in a nice town in Montana!"
The price is NZ$367
per night
4 Jun - 5 Jun
The Homestead - 3 bedroom House in the Heart of Chester
The Westland Suite - Historic Lodging, Contemporary Comforts
10.0 out of 10, Exceptional, 11 reviews
"Th Westland was perfect for our large group. Patty was amazing to work with. We will definitely be back!"
The price is NZ$367
per night
4 Jul - 5 Jul
The Westland Suite - Historic Lodging, Contemporary Comforts
Great northern bed and breakfast
9.8 out of 10, Exceptional, 8 reviews
"Perfect place to stay if youre fishing the Marias. Patty is a pleasure to deal with, thank you!"
The price is NZ$367
per night
4 Jun - 5 Jun
Great northern bed and breakfast
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Chester holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Chester. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Chester. Seeing all the best attractions is bound to make you fall in love with Chester. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Chester short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Chester?

Yes, there are holiday rentals close to the most popular sights in Chester, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Chester has to offer?

The Homestead - 3 bedroom House in the Heart of Chester: This highly rated holiday home rental in Chester is located in a rural location, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Our travellers also rate Great northern bed and breakfast as a favourite home for rent in Chester.

What are holiday rentals like in Chester?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chester. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for family trips.

Recent reviews of Chester properties
Expedia verified reviews