Chester Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Chester

Long Trail House at Stratton Mountain Resort
Pool
Long Trail House at Stratton Mountain Resort
3.0 star property
8.4 out of 10, Very good, (72)
"The unit was perfect for our ski race weekend. Very accessible, underground parking included (ski boxes on top of SUVs will not fit - thankfully we left ours at home), really nice place with everything we needed!"
Long Trail House at Stratton Mountain Resort
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Front of property
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3.0 star property
9.0 out of 10, Wonderful, (38)
"Amazing house great price but note that there are only two split units cooling down the house which means one bed room only gets ac if the other bedrooms split unit is on and both doors are open"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Don't see what you're looking for?
See all available properties in Chester
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other types of properties in Chester you may be interested in

Stone Hearth Inn and Eatery
Front of property
Stone Hearth Inn and Eatery
3.0 star property
9.2 out of 10, Wonderful, (65)
"This bed and breakfast has lots of charm for an 1800s building. The chefs are graduates of Culinary Institute of America so breakfast was yummy. They also have an attached “eatery” that’s open on weekends. We visited during the week so missed eating dinner there. "
The price is S$312
includes taxes & fees
30 Sept - 1 Oct
Stone Hearth Inn and Eatery
Colonial Motel And Spa
Exterior
Colonial Motel And Spa
3.0 star property
6.8 out of 10, (1003)
"Fantastic for this regular swimmer to have these lap pools on the property. The place is a bit long in the tooth (worn) but for the price it was a great deal. "
The price is S$148
includes taxes & fees
1 Oct - 2 Oct
Colonial Motel And Spa
Woodstock Inn & Resort
Lobby
Woodstock Inn & Resort
4.5 star property
9.2 out of 10, Wonderful, (466)
"Wonderful hotel. Wonderful facilities."
The price is S$740
includes taxes & fees
30 Oct - 31 Oct
Woodstock Inn & Resort
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.

Frequently asked questions

Are there holiday rentals in Chester?

Yes, there are holiday rentals in Chester close to DaVallia Art & Accents, or you can select a more secluded option if you're looking for a relaxing stay. The ski slopes and shops are just a few reasons why tourists like Chester. While you're in the area, grab a bite or have a drink at the coffee shops and restaurants.

How many holiday rentals will I find in Chester?

Choose from 32 Expedia holiday rentals in Chester for a memorable holiday.

What’s there to see and do in Chester?

DaVallia Art & Accents and Bonnie's Bundles Dolls are a couple of the family-friendly sights. Vermont Country Store and Lowell Lake State Park are a couple of places you'll find in the wider area.

What’s a holiday rental in Chester like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chester. Holiday rentals feature extras like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for family trips.