Search Apartments in Chester

  • 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

Check prices for these dates

Next weekend
7 Rab. I - 9 Rab. I
In two weeks
14 Rab. I - 16 Rab. I
In one month
28 Rab. I - 30 Rab. I
In two months
25 Rab. II - 27 Rab. II

Compare 133 Apartments in Chester with updated reviews, rates, and availability.

Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.
Fridge, microwave, oven, stovetop

Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.

9.8 out of 10, Exceptional, (65)
"Perfect for a quick ski trip for 2 of us. Clean and comfortable and walkable to the spots in town. We will be back! "
The price is SAR 375
SAR 958 total
includes taxes & fees
20 Mar - 21 Mar
Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.
Ski In/Out Studio at Okemo on Sachem Trail
Fridge, microwave, oven, stovetop

Ski In/Out Studio at Okemo on Sachem Trail

9.8 out of 10, Exceptional, (13)
"Very clean and surprisingly spacious. The location was the best part. Just a 50 foot walk from your door to the ski trail!"
Ski In/Out Studio at Okemo on Sachem Trail
Long Trail House Studio at Stratton Mountain Resort
Exterior

Long Trail House Studio at Stratton Mountain Resort

10.0 out of 10, Exceptional, (60)
"The studio condo we reserved had a last minute appliance issue so the owner upgraded us to a one bedroom and even accommodated an early check in. Everything worked out fine. The condo is next to village and to get to the lifts it’s a quick walk through the village and you’re there. Very clean unit with excellent water pressure and hot water. Plan to come back soon. "
Long Trail House Studio at Stratton Mountain Resort
Stratton South Long Trail Studio Adjacent to the Village and Lifts
Terrace/patio

Stratton South Long Trail Studio Adjacent to the Village and Lifts

9.4 out of 10, Exceptional, (61)
"The location is incredible. It was my first time to Stratton, and I would love to come back to the area. The fireplace and the balcony is nice. The info provided, communication, and follow-up could have been better, i.e. parking, checkin, pool, location/access, tv issues, etc. Also - I’m not sure why the price was so much higher this Particular weekend than normal costs. I enjoyed my stay, but the price for the value was off. "
Stratton South Long Trail Studio Adjacent to the Village and Lifts
Efficient condo near slopes with kitchenette & great location
Property grounds

Efficient condo near slopes with kitchenette & great location

9.0 out of 10, Wonderful, (28)
"Very clean, thankful for NO smoke smell. Very close to Okeemo summit. Would stay again. "
The price is SAR 203
SAR 641 total
includes taxes & fees
10 Mar - 11 Mar
Efficient condo near slopes with kitchenette & great location
Riverfront studio with river view, full kitchen, & free WiFi
Fridge, microwave, oven, stovetop

Riverfront studio with river view, full kitchen, & free WiFi

6.8 out of 10, (11)
"Sufficient space and easy distance to center of Ludlow and Okemo Mt"
The price is SAR 225
SAR 885 total
includes taxes & fees
3 Mar - 4 Mar
Riverfront studio with river view, full kitchen, & free WiFi
Remodeled condo with free WiFi & shared W/D - ski bus pickup across street
Fridge, microwave, oven, stovetop

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!"
The price is SAR 731
SAR 1,671 total
includes taxes & fees
3 Mar - 4 Mar
Remodeled condo with free WiFi & shared W/D - ski bus pickup across street
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn
Fridge, microwave, stovetop, dishwasher

Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn

9.6 out of 10, Exceptional, (4)
"We had a mixed experience during our stay at Leah's property. On the positive side, Leah was an incredibly friendly and communicative host. She was quick to respond to any questions, and the location was absolutely fantastic—very convenient and close to everything.However, upon arrival, we noticed the unit wasn’t as clean as we expected. There were stains on the rug, dust on the furniture, crumbs on the coffee table, and a dirty stovetop. The dishes appeared to have been used but weren’t...
The price is SAR 492
SAR 1,484 total
includes taxes & fees
3 Mar - 4 Mar
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly
Fridge, microwave, oven, stovetop

Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly

9.0 out of 10, Wonderful, (26)
"The tiny houses were cute and well equipped. They were ideal for 2 friends traveling together having their own space. I would definitely rent this property again. Only negative was having 3 empty propane tanks when we wanted to use the fire table(something to be added to the maintenance checklust) however once i text them they dropped a fresh tank off that same evening."
The price is SAR 825
SAR 1,548 total
includes taxes & fees
9 Mar - 10 Mar
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly
Well-appointed studio right downtown - less than a mile to Okemo Mountain
Fridge, microwave, oven, coffee/tea maker

Well-appointed studio right downtown - less than a mile to Okemo Mountain

9.2 out of 10, Wonderful, (11)
"Easy check in clean place "
The price is SAR 203
SAR 910 total
includes taxes & fees
4 Mar - 5 Mar
Well-appointed studio right downtown - less than a mile to Okemo Mountain
Gorgeous ski retreat apartment with fireplace and Mountain View.
Miscellaneous

Gorgeous ski retreat apartment with fireplace and Mountain View.

10.0 out of 10, Exceptional, (11)
"Great spot with shuttle service to Mt. Snow. Great view of the mountain and close to bars and restaurants. I will be coming back for sure! "
Gorgeous ski retreat apartment with fireplace and Mountain View.
Unexpected Style in a Cosy, Convenient In-Town Apartment
Dining

Unexpected Style in a Cosy, Convenient In-Town Apartment

9.8 out of 10, Exceptional, (68)
"Beautiful place love the decor close to everything."
Unexpected Style in a Cosy, Convenient In-Town Apartment
Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK

Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK

9.8 out of 10, Exceptional, (167)
"Great location, perfect size, awesome to be able to bring the pooch. Will look to book again next season."
Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK
Carriage House Studio Apt- secluded, mountain views, babbling brook, countryside
Interior

Carriage House Studio Apt- secluded, mountain views, babbling brook, countryside

10.0 out of 10, Exceptional, (11)
"We had a very nice stay, the place is cozy and charming, exceptionally clean, easy to access, and had all the amenities we could've expected for a weekend away. It's comfortable and clearly cared for, and the kitchen is stocked with tools. Neighborhood is lovely and within easy commute to several ski areas. The property is very beautiful as well, though based on the photos and description we were expecting a more secluded siting. The unit is the second floor of a detached garage, located 20-30...
Carriage House Studio Apt- secluded, mountain views, babbling brook, countryside
Cozy 2-BR Winterplace Condo Steps from Okemo Mtn.
Fridge, microwave, oven, stovetop

Cozy 2-BR Winterplace Condo Steps from Okemo Mtn.

2.0 star property
Cozy 2-BR Winterplace Condo Steps from Okemo Mtn.
Hawks Mountain Farm, full apartment on a working farm.
Property grounds

Hawks Mountain Farm, full apartment on a working farm.

9.8 out of 10, Exceptional, (37)
"A Much needed Weekend getaway to just Relax.. Carol and Davie are the Best as we have stayed here before and Absolutely Love what they have to offer .. A Must for anyone looking to get away from it all. Thanks again Carol and DavieStephen and Jill"
Hawks Mountain Farm, full apartment on a working farm.
Cozy Studio Condo with Great Location, WiFi & Kitchenette
Internet, bed sheets

Cozy Studio Condo with Great Location, WiFi & Kitchenette

8.6 out of 10, Excellent, (25)
"Great location and great place!"
The price is SAR 203
SAR 672 total
includes taxes & fees
5 Mar - 6 Mar
Cozy Studio Condo with Great Location, WiFi & Kitchenette
Cozy private apartment with winter views of Mt Equinox
Fridge, microwave, oven, stovetop

Cozy private apartment with winter views of Mt Equinox

10.0 out of 10, Exceptional, (20)
"This home is located perfectly very near all the shops and restaurants in Manchester. The unit is very quiet and there are no shared walls with others. The unit is extremely clean and well stocked with amenities like shampoo and body wash as well as kitchen supplies such as tea, coffee and condiments. Would definitely book again if in the area."
Cozy private apartment with winter views of Mt Equinox
*Mountain Oasis: Base of Mount Snow Retreat*
Exterior

*Mountain Oasis: Base of Mount Snow Retreat*

10.0 out of 10, Exceptional, (11)
"This is a great place!Lots of room, everything we needed-well stocked.Very comfortable and newly renovated!We especially liked the wood burning fireplace with plenty of wood.The living room couches and murphy bed were perfect for our 14 year old son and his friend.The shuttle was convenient. The condo is very close to the mountain.Thank you for a really nice stay!"
*Mountain Oasis: Base of Mount Snow Retreat*
8 Mi to Okemo Mtn: Charming Ludlow Studio!
Interior

8 Mi to Okemo Mtn: Charming Ludlow Studio!

3.0 star property
10.0 out of 10, Exceptional, (1)
"I decided to stay a bit out of town for a ski trip....and it was perfect. Just a 10 min ride down the hill to OKEMO and LUDLOW. It is absolutely beautiful and quiet...the sunsets and sunrises are amazing from the top of that hill. It is secluded and you really get a slice of VT. The unit is very large and spacious. It has everything you need for a short stay...for some, not having a microwave is an issue, but not for me. Toaster over, full stove, fridge, electric water kettle, coffee maker,...
8 Mi to Okemo Mtn: Charming Ludlow Studio!
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.
Don't see what you're looking for?
See all available properties in Chester
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Chester

Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Miscellaneous

Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

10.0 out of 10, Exceptional, (22)
"Loved being tucked away in the wilderness. Owners were very responsive. "
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Long Trail House at Stratton Mountain Resort
Condo, 2 Bedrooms | Pool | Outdoor pool, open 10:00 AM to 10:00 PM, sun loungers

Long Trail House at Stratton Mountain Resort

3.0 star property
8.4 out of 10, Very Good, (72)
"Condo was great, cozy, and clean. Has access to the pool and hot tubs from back porch and has great Mountain View’s. The village had plenty of food, little expensive, but pretty good. Overall great place to stay and enjoy the mountain. "
The price is SAR 1,369
SAR 1,702 total
includes taxes & fees
1 Apr - 2 Apr
Long Trail House at Stratton Mountain Resort
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Property grounds

Ski-in/out mountainside condo close to everything with full kitchen - tranquil

9.2 out of 10, Wonderful, (67)
"Was supposed to be first floor but had to go up lots of stairs. The place was very clean but dated. Better for young people not good for old people."
The price is SAR 443
SAR 1,230 total
includes taxes & fees
12 Mar - 13 Mar
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
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

What's it like to stay at an apartment in Chester?
You’ll find a lot of options for your stay in Chester with 66 accommodations. Though there aren’t many apartments, we can help you locate similar accommodations. When you search for a place to stay on Expedia, you can use the filters to search for conveniences you might find in an apartment like a kitchen. You can also filter by similar property types like vacation homes, condos, or guest houses. During your trip, you can check out this relaxing area’s ski slopes and shops. Discover some favorite sights in the larger region like Okemo Mountain Resort and Stratton Mountain Resort.
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: Efficient condo near slopes with kitchenette & great location: Situated in Ludlow, 10.9 mi/17.5 km from the heart of Chester. Includes sofa beds. Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly: Located 10.4 mi/16.7 km away in Ludlow. Private patios and sofa beds are included. Access to a hot tub is available on site. MT SNOW | SKI BACK TRAIL | FREE SHUTTLE - Green Mountain Den: Located in West Dover, 26.5 mi/42.7 km away. Includes free WiFi, private patios, and fireplaces. A fitness center and an outdoor pool are on site. Carriage House Studio Apt- secluded, mountain views, babbling brook, countryside: 22.8 mi/36.8 km away in Dorset. Free WiFi, private balconies, and Smart TVs are included. Well-appointed studio right downtown - less than a mile to Okemo Mountain: It’s located in Ludlow, 10.9 mi/17.5 km from Chester. Includes sofa beds.
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. You’ll find favorite places to visit like Okemo Mountain Resort and Stratton Mountain Resort 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.