Apartments in Chester for Rent

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Oct 31 - Nov 2
In two weeks
Nov 7 - Nov 9
In one month
Nov 21 - Nov 23
In two months
Dec 19 - Dec 21

Apartments in Chester

Property grounds
Cozy apt in beautiful secluded spot 15 mins from Mt Snow
Cozy apt in beautiful secluded spot 15 mins from Mt Snow
10.0 out of 10, Exceptional, (4)
"Catherine contacted me immediately that the studio I had rented was not available but that we could have the adjacent house instead. She moved heaven and earth to make sure we had a king bed ( which is what we wanted). She was very attentive and accommodating. "
United States
Wendy C.
The price is ￥12,993
￥31,437 total
includes taxes & fees
Oct 31 - Nov 1
Cozy apt in beautiful secluded spot 15 mins from Mt Snow
Fridge, microwave, oven, stovetop
Cozy Bromley Retreat
Cozy Bromley Retreat
9.8 out of 10, Exceptional, (7)
"There is no place I’d rather stay in VT. It’s a perfect condo and the recent renovations are really nice. It’s got all the comforts of home and great touches throughout. Bromley is a great community to be in, it’s close to town, obviously the slopes, and just a overall stay!"
United States
Vanessa P.
The price is ￥13,831
￥49,325 total
includes taxes & fees
Nov 2 - Nov 3
Cozy Bromley Retreat
Iron/ironing board, WiFi, bed sheets
Woodstock Suite | 10 Min to Mountains |A/C| Hiking
Woodstock Suite | 10 Min to Mountains |A/C| Hiking
10.0 out of 10, Exceptional, (5)
"We had a lovely time in Woodstock Vermont. The Bridgewater Inn was cozy and perfect for our weekend get away"
United States
Rosie L.
The price is ￥13,146
￥30,592 total
includes taxes & fees
Nov 12 - Nov 13
Woodstock Suite | 10 Min to Mountains |A/C| Hiking
Fridge, microwave, oven, stovetop
Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.
Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.
9.8 out of 10, Exceptional, (72)
"Wonderful, cozy, and comfy (bed is amazing) place to stay. Also very convenient location. Hosts clearly place directions and helpful tips around. Everything was a breeze! "
United States
Vanessa
The price is ￥12,076
￥35,065 total
includes taxes & fees
Nov 9 - Nov 10
Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.
Fridge, microwave, stovetop, dishwasher
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn
9.6 out of 10, Exceptional, (5)
"Property was clean, well presented and very comfortable. We had a great time, checking out nearby waterfalls and history of such places as Bennington. We would stay again and recommend to friends and family.."
United States
Stephen T.
The price is ￥21,018
￥62,445 total
includes taxes & fees
Oct 26 - Oct 27
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn
Golf
Well-appointed studio right downtown - less than a mile to Okemo Mountain
Well-appointed studio right downtown - less than a mile to Okemo Mountain
8.6 out of 10, Excellent, (12)
"Clean with everything we needed for a few nights stay."
United States
Sandra S.
The price is ￥12,229
￥38,718 total
includes taxes & fees
Nov 3 - Nov 4
Well-appointed studio right downtown - less than a mile to Okemo Mountain
Smart TV, fireplace, video games, books
SunBear-Ski on Ski off, Pool, HotTub, Game Room!
SunBear-Ski on Ski off, Pool, HotTub, Game Room!
10.0 out of 10, Exceptional, (28)
"Stayed 3 nights in early summer. Location was quiet and away from most killington activity.Condo was comfortable and clean. A/C was portable unit type and adequate but a little noisy."
United States
James R.
The price is ￥23,278
￥87,105 total
includes taxes & fees
Oct 28 - Oct 29
SunBear-Ski on Ski off, Pool, HotTub, Game Room!
Fridge, microwave, oven, stovetop
103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
9.6 out of 10, Exceptional, (17)
"Would stay again!"
United States
Hannah M.
The price is ￥27,695
￥39,803 total
includes taxes & fees
Nov 9 - Nov 10
103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
Fridge, microwave, oven, stovetop
Remodeled condo with free WiFi & shared W/D - ski bus pickup across street
Remodeled condo with free WiFi & shared W/D - ski bus pickup across street
8.6 out of 10, Excellent, (10)
"This property was perfectly located across the street from a local shuttle (or a 5 min drive) to the ski resort and within walking distance to restaurants in town. The unit was clean and spacious. The guest services were easily available. The only minor downside was that the smart TV wouldn’t connect to WiFi - would recommend bringing a firestick or tablet. Would stay here again!"
United States
Alessia
The price is ￥28,992
￥67,516 total
includes taxes & fees
Oct 27 - Oct 28
Remodeled condo with free WiFi & shared W/D - ski bus pickup across street
Exterior
Okemo | Spacious Executive Room w Amenities Nearby
Okemo | Spacious Executive Room w Amenities Nearby
The price is ￥31,336
￥39,306 total
includes taxes & fees
Oct 27 - Oct 28
Okemo | Spacious Executive Room w Amenities Nearby
Property grounds
Cozy Studio | Ski-In Access + Kitchenette
Cozy Studio | Ski-In Access + Kitchenette
10.0 out of 10, Exceptional, (1)
"Lovely "
United States
Amy B.
The price is ￥24,872
￥31,290 total
includes taxes & fees
Nov 5 - Nov 6
Cozy Studio | Ski-In Access + Kitchenette
Iron/ironing board, WiFi, bed sheets
2 Queens | 10 Mins to the Mountains | Foliage
2 Queens | 10 Mins to the Mountains | Foliage
8.8 out of 10, Excellent, (5)
"As advertised"
United States
mark r.
The price is ￥12,229
￥29,592 total
includes taxes & fees
Nov 10 - Nov 11
2 Queens | 10 Mins to the Mountains | Foliage
Property grounds
Deluxe Studio | Murphy Bed + Sofa
Deluxe Studio | Murphy Bed + Sofa
The price is ￥26,751
￥33,778 total
includes taxes & fees
Oct 29 - Oct 30
Deluxe Studio | Murphy Bed + Sofa
Exterior
Long Trail Suite | 10 Mins to Mountains | Foliage
Long Trail Suite | 10 Mins to Mountains | Foliage
8.0 out of 10, Very Good, (2)
"clean, easy to check in and out, convenient location to the GMHA grounds - we stay here every summer! "
United States
Amanda K.
The price is ￥14,827
￥32,767 total
includes taxes & fees
Oct 29 - Oct 30
Long Trail Suite | 10 Mins to Mountains | Foliage
Indoor pool, a heated pool
Equinox Haven | King Room + Culinary Delights
Equinox Haven | King Room + Culinary Delights
The price is ￥28,433
￥35,767 total
includes taxes & fees
Nov 5 - Nov 6
Equinox Haven | King Room + Culinary Delights
Fridge, microwave, oven, stovetop
Breathtaking Riverfront Farmhouse w/Mountain Views
Breathtaking Riverfront Farmhouse w/Mountain Views
9.8 out of 10, Exceptional, (8)
"We loved our stay at this property. Cool, unique layout, lots of space, impressive master bedroom, amazing scenery with the river flowing literally behind the property. Great location in between Woodstock and Killington. Very helpful hosts and easy check in. Would definitely recommend"
United States
Matthew V.
The price is ￥61,794
￥106,857 total
includes taxes & fees
Oct 27 - Oct 28
Breathtaking Riverfront Farmhouse w/Mountain Views
Interior
Ben & Jerry Suite | Minutes to Woodstock | Hiking
Ben & Jerry Suite | Minutes to Woodstock | Hiking
9.2 out of 10, Wonderful, (7)
"Close to Woodstock and market. Easy check in. Very quiet. Kurig, no cups for coffee."
United States
Nancy
The price is ￥13,910
￥31,596 total
includes taxes & fees
Nov 4 - Nov 5
Ben & Jerry Suite | Minutes to Woodstock | Hiking
Exterior
Perfect Getaway minutes to Killington & Woodstock
Perfect Getaway minutes to Killington & Woodstock
10.0 out of 10, Exceptional, (1)
"Stayed with my trainer for show at GMHA. Place is lovely and clean, rooms are large, great Wi-Fi so I could do work in evenings. I don’t sleep well away from my own bed normally but the beds are really comfortable and linens and towels soft. I slept great- to my surprise. Also lots of nice places to eat nearby and close to showgrounds. Manager incredibly fast at communicating. Hope it’s available next year- we will be back!"
United States
Elizabeth G.
The price is ￥56,176
￥108,104 total
includes taxes & fees
Oct 29 - Oct 30
Perfect Getaway minutes to Killington & Woodstock
Dining
Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102
Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102
9.0 out of 10, Wonderful, (7)
"We have stayed here numerous times and it is always a nice experience. This suite is spacious and clean and it felt homey. Love the pool :) and it is so close to Killington making it a really convenient spot. "
United States
patricia
The price is ￥27,744
￥39,873 total
includes taxes & fees
Nov 2 - Nov 3
Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102
Internet, bed sheets
Cozy Studio Condo with Great Location, WiFi & Kitchenette
Cozy Studio Condo with Great Location, WiFi & Kitchenette
8.6 out of 10, Excellent, (28)
"Great location and great place!"
United States
Linda G.
The price is ￥11,465
￥32,161 total
includes taxes & fees
Oct 26 - Oct 27
Cozy Studio Condo with Great Location, WiFi & Kitchenette
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chester Hotel Reviews

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

10/10 Excellent
"Very dog friendly."
Gene 5-night trip
Posted 1 day ago
Hampton Inn and Suites Manchester

Find out more about Chester

Chester Apartments information

Number of reviews
168
Accommodation
169 Apartments
Lowest Price
￥29,592
Highest Price
￥108,275

Frequently asked questions

What's it like to stay at an apartment in Chester?
You'll find a lot of options for your stay in Chester with 67 accommodations. Though there aren't many apartments, we can help you find similar accommodations. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment like a kitchen. You can even filter by similar properties such as vacation homes, condos, or cabins. During your trip, you can check out this relaxing area's ski slopes and shops.
Are you thinking about apartments over traditional hotel rooms?
Often more spacious than a traditional hotel room, an apartment includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home but also for couples who want to stay in a quieter area.
What's a favorite apartment I should consider for a stay in Chester?
Here are some of the top apartments in the area to choose from: Nana's House: Situated in Bridgewater, 22.2 mi/35.7 km from the heart of Chester. Includes free WiFi and Smart TVs. Stratton South Long Trail Studio Adjacent to the Village and Lifts: Located 18.7 mi/30 km away in Stratton. Private balconies, fireplaces, and sofa beds are included. Onsite laundry facilities and an outdoor pool are on site. Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly: Located in Ludlow, 10.4 mi/16.7 km away. Includes private patios and sofa beds. Onsite laundry facilities and a hot tub are on site. Cozy 2 BR Apartment in Quaint New England Town: 15.5 mi/24.9 km away in Walpole. Fireplaces and Smart TVs are included. 2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den: Located in West Dover, 26.5 mi/42.7 km from Chester. Includes free WiFi, fireplaces, and Smart TVs. A fitness center and an outdoor pool are on site.
What will the weather be like during my trip to Chester?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Chester. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chester are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.
What should I see and do in Chester?
Chester is known for its ski slopes and shops. DaVallia Art & Accents and Bonnie's Bundles Dolls are a couple of family-friendly sights. Grafton Historical Society and Vermont Country Store are a couple of places you'll find in the larger area.
What's the best way to get to and around Chester?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Springfield, VT (VSF-Hartness State), which is located 6.6 mi (10.7 km) from the heart of the city. Otherwise, look for flights into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 25.4 mi (40.8 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.