Apartments in Chester for Rent
Bundle & SaveGet more, spend less whenever you see Bundle & Save deals
OneKeyCashEarn OneKeyCash on all your eligible bookings
Upfront pricingWe are not like the others - we include taxes and fees
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Chester apartments
Cozy Bromley Retreat
Cozy Bromley RetreatBromley Mountain
9.4 out of 10, Exceptional, (10 reviews)
"As always, an excellent stay. Wonderful unit, very nicely stocked in a perfect location. Communication was quick and easy. Easily my favorite place to stay!"
Vanessa P.
$292 nightly
The price is $330
Jan 27 - Jan 28
Total with taxes and fees
Vermont Suite | 10 Min to Woodstock & Killington
Vermont Suite | 10 Min to Woodstock & KillingtonBridgewater
10.0 out of 10, Exceptional, (5 reviews)
"We had a lovely time in Woodstock Vermont. The Bridgewater Inn was cozy and perfect for our weekend get away"
Rosie L.
$207 nightly
The price is $226
Jan 27 - Jan 28
Total with taxes and fees
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain DenDover
9.2 out of 10, Wonderful, (20 reviews)
"So cute and in such a great area! It was a perfect stay"
Jaden F.
$289 nightly
The price is $327
Feb 1 - Feb 2
Total with taxes and fees
Efficient condo near slopes with kitchenette & great location
Efficient condo near slopes with kitchenette & great locationLudlow
8.6 out of 10, Excellent, (32 reviews)
"Nice place close to mountain easy in easy out"
Aaron B.
$228 nightly
The price is $258
Jan 27 - Jan 28
Total with taxes and fees
Well-appointed studio right downtown - less than a mile to Okemo Mountain
Well-appointed studio right downtown - less than a mile to Okemo MountainLudlow
8.6 out of 10, Excellent, (12 reviews)
"Clean with everything we needed for a few nights stay."
Sandra S.
$318 nightly
The price is $359
Jan 27 - Jan 28
Total with taxes and fees
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtnDover
9.6 out of 10, Exceptional, (5 reviews)
"Amazing experience at Mount Snow! Leah is the best owner! Attentive and accessible. "
Jayanne S.
$454 nightly
The price is $513
Jan 27 - Jan 28
Total with taxes and fees
Equinox Haven | King Room + Culinary Delights
Equinox Haven | King Room + Culinary DelightsManchester Village Historic District
8.0 out of 10, Very Good, (1 review)
"Clean room. There was a trip hazard from bedroom to bathroom. Servers in restaurant were very attentive, courteous and professional. Food adequate but over priced."
Anne Marie
$219 nightly
The price is $242
Feb 1 - Feb 2
Total with taxes and fees
6BR 3BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
6BR 3BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain HouseDover
$668 nightly
The price is $755
Feb 23 - Feb 24
Total with taxes and fees
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.
Find vacation rentals that suit your style
Cabins
Private vacation homes
Save an average of 15% on thousands of hotels when you're signed in
Top Chester Hotel Reviews
The Black Bear Lodge at Stratton Mountain Resort
10/10 Excellent
Find out more about Chester
Chester Apartments information
Number of reviews | 261 |
|---|---|
Accommodation | 174 Apartments |
Lowest Price | $207 |
Highest Price | $755 |
Frequently asked questions
Explore a world of travel with Expedia
- Hotels near Chester Depot
- Hotels near Bonnie's Bundles Dolls
- B&B in Andover
- Cabin Rentals in Andover
- Resorts in Andover
- Andover Hotels
- 5 Star Hotels in Andover
- B&B in North Springfield
- Cabin Rentals in Springfield
- Apartments in Springfield
- B&B in Springfield
- Vacation Homes in Springfield
- Motels in Springfield
- Condo Rentals in Springfield
- Cabin Rentals in Grafton
- Vacation Homes in Grafton
- Aparthotels in Grafton
- Villas in Grafton
- North Springfield Hotels
- 5 Star Hotels in North Springfield
- Springfield Hotels
- Pet-friendly Hotels in Springfield
- Resorts & Hotels with Spas in Springfield
- Hotels with Hot Tubs in Springfield
- Ski Hotels in Springfield
- Historic Hotels in Springfield
- 4 Star Hotels in Springfield
- Romantic Hotels in Springfield
- Hotels with Bars in Springfield
- Hotels with Free Parking in Springfield
- Family Hotels in Springfield
- Hotels with Restaurants in Springfield
- Hotels near Hunter Gallery of Fine Art
- Grafton Hotels
- Hotels near Grafton Valley Arts Guild Cricketers Gallery
- Luxury Hotels in Grafton
- Pet-friendly Hotels in Grafton
- Hotels with a Gym in Grafton
- Resorts & Hotels with Spas in Grafton
- 3 Star Hotels in Grafton
- Hotels with Fireplaces in Grafton
- Hotels with Laundry Facilities in Grafton
- Hilton Hotels in Grafton
- Hotels with Kitchenettes in Grafton
- Beach Hotels in Grafton
- Hotel Wedding Venues Hotels in Grafton
- Hotels with an Outdoor Pool in Grafton
- Romantic Hotels in Grafton
- Ski Hotels in Grafton
- Family Hotels in Grafton
- Hotels near Vermont Museum of Mining and Minerals
- Hotels near Vermont Country Store
- Hotels near Gallery North Star
- Hotels near The Nature Museum
- Flights to Andover
- Flights to North Springfield
- Flights from North Springfield
- Flights to Springfield
- Flights from Springfield
- Flights to Grafton
- Flights from Hartness State
- Flights to Hartness State
- Flights from New York (JFK) to Springfield (VSF)
- Flights from Chicago (ORD) to Springfield (VSF)
- Flights from Boston (BOS) to Springfield (VSF)
- Flights from Washington (DCA) to Springfield (VSF)
- Flights from Dallas (DFW) to Springfield (VSF)
- Flights from Las Vegas (LAS) to Springfield (VSF)
- Flights from Pittsburgh (PIT) to Springfield (VSF)
- Flights from Raleigh (RDU) to Springfield (VSF)
- Flights from Watertown (ART) to Springfield (VSF)
- Flights from Orlando (MCO) to Springfield (VSF)
- Flights from Charleston (CHS) to Springfield (VSF)
- Flights from New Orleans (MSY) to Springfield (VSF)
- Flights from Philadelphia (PHL) to Springfield (VSF)
- Flights from Montreal (YUL) to Springfield (VSF)
- Enterprise Rental Cars in Chester Depot
- Car rentals near Bonnie's Bundles Dolls
- Car rentals near Andover
- Car rentals near North Springfield
- Car rentals near Springfield
- Car rentals near Jud Hartmann Gallery
- Car rentals near Grafton
- Rent A Wreck Rental Cars in Grafton
- Enterprise Rental Cars in Grafton
- Car rental North Springfield Airport (VSF)