Apartments in Chester for Rent

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Apartments in Chester

Cozy apt in beautiful secluded spot 15 mins from Mt Snow
Enjoy breathtaking views from this balcony overlooking a serene winter landscape.

Cozy apt in beautiful secluded spot 15 mins from Mt Snow

10.0 out of 10, Exceptional, (2)
"We stayed here for couple of days. We loved it all! The place is lovely, very clean, spacious, big, and very convenient. The price is very reasonable. The property is beautiful overall! It has orchard trees and a lake. It reminded us the Vermont house in the movie Baby Boom. The location is very convenient too. 10 mins of driving to the MT Snow Ski Resort with lots of winter activities , and also 10 mins of driving to town center of West Dover. We walked in town and shopped in the small...
$182 nightly
The price is $206
Jul 31 - Aug 1
Total includes taxes and fees
Cozy apt in beautiful secluded spot 15 mins from Mt Snow
Hawks Mountain Farm, full apartment on a working farm.
Stroll through the beautifully maintained garden, surrounded by lush trees and a variety of plants.

Hawks Mountain Farm, full apartment on a working farm.

9.8 out of 10, Exceptional, (40)
"Very nice place "
Hawks Mountain Farm, full apartment on a working farm.
Nana's House
Stroll through a beautifully maintained garden featuring a variety of flowering shrubs.

Nana's House

10.0 out of 10, Exceptional, (39)
"I'm not much for reviews, but everything about this place was perfect! We can't wait to go back!"
Nana's House
Ambient Manchester Village Apt w/ Deck & Pond!
Relax on the deck with two Adirondack chairs and a small table, surrounded by lush trees.

Ambient Manchester Village Apt w/ Deck & Pond!

10.0 out of 10, Exceptional, (2)
"The carriage house apartment was cozy. The location is within walking distance to good restaurants. The hosts were friendly and welcoming. "
Ambient Manchester Village Apt w/ Deck & Pond!
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly
Enjoy cooking in this well-equipped kitchen with a microwave, dishwasher, and stainless steel sink.

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

8.8 out of 10, Excellent, (29)
"We had a great time here and would definitely stay again!"
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly
Unexpected Style in a Cosy, Convenient In-Town Apartment
Stroll through the beautifully maintained garden, lined with lush greenery and vibrant flowers.

Unexpected Style in a Cosy, Convenient In-Town Apartment

9.8 out of 10, Exceptional, (72)
"Property was in a great location communication with owners was spot on. Great place to stay for a weekend or week."
Unexpected Style in a Cosy, Convenient In-Town Apartment
Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.
Enjoy meals at the dining table, surrounded by stainless steel appliances and a decorative wall piece.

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

9.8 out of 10, Exceptional, (67)
"A weekend trip to visit the area and get away was perfect!"
$280 nightly
The price is $316
Aug 5 - Aug 6
Total includes taxes and fees
Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.
2 Bedroom with Hot Tub - 1 Minute from Gondola - Skyeship House
Enjoy cooking in this well-equipped kitchen with a refrigerator, oven, microwave, and dishwasher.

2 Bedroom with Hot Tub - 1 Minute from Gondola - Skyeship House

9.0 out of 10, Wonderful, (8)
"Had everything that is needed and easy to get to."
2 Bedroom with Hot Tub - 1 Minute from Gondola - Skyeship House
Long Trail Suite | 10 Mins to Mountains | A/C
Escape to a serene retreat surrounded by lush greenery and a dense forest, with a spacious porch and deck.

Long Trail Suite | 10 Mins to Mountains | A/C

6.0 out of 10, (1)
$184 nightly
The price is $201
Jul 13 - Jul 14
Total includes taxes and fees
Long Trail Suite | 10 Mins to Mountains | A/C
'Red Sweetheart Barn Studio' w/ Mtn & River Views!
Guest house with a symmetrical design, featuring a central entrance and wooden beams.

'Red Sweetheart Barn Studio' w/ Mtn & River Views!

9.8 out of 10, Exceptional, (6)
"We enjoyed a few night springtime stay at this beautiful cabin! The view was wonderful, and the accommodations were very nicely decorated. Some things we would love to see improvement on before staying again: there were no washcloths available in the upstairs bathroom, and no garbage can available in the downstairs one. No tissues to be found in the entire space. The bed was extremely uncomfortable, and the pillows as well. We also found fingernail clippings in the sheets, which was problematic,...
'Red Sweetheart Barn Studio' w/ Mtn & River Views!
Comfortable Dover Apartment: Walk to Mt Snow!
Fully equipped kitchen with a gas stove, refrigerator, and microwave.

Comfortable Dover Apartment: Walk to Mt Snow!

3.0 star property
9.4 out of 10, Exceptional, (3)
"As a small family of 3 with one 6 year old child we don't mind sharing a hotel room, but when staying longer than 2 days we would prefer a more comfortable environment, especially when weather conditions are not favorable for skiing. We loved the comfort of the apartment, the flexibility of mobility throughout the floor plan, the ability to grocery shop and prepare food, the access to the amenities such as pool, sauna, jacuzzi, laundry and then of course the Mountain View! The outdoor patio was...
Comfortable Dover Apartment: Walk to Mt Snow!
Cozy private apartment with winter views of Mt Equinox
Enjoy cooking in this well-equipped kitchen with a stainless steel refrigerator, gas stove, and dishwasher.

Cozy private apartment with winter views of Mt Equinox

10.0 out of 10, Exceptional, (22)
"A great apartment close to the heart of town. We enjoyed walking to town for coffee. The apartment had everything we needed to make breakfast and a light dinner. Clean and cozy...perfect for a weekend getaway."
Cozy private apartment with winter views of Mt Equinox
Skyeship House Condo with Hot Tub! - 1 Minute from Gondola - Sleeps 12 Easily
Enjoy al fresco dining on the patio, surrounded by a forest with a barbecue grill and comfortable seating for four.

Skyeship House Condo with Hot Tub! - 1 Minute from Gondola - Sleeps 12 Easily

9.0 out of 10, Wonderful, (18)
"Great price, location, and property owner. "
Skyeship House Condo with Hot Tub! - 1 Minute from Gondola - Sleeps 12 Easily
Renovated Ski-in/ski-out Peru Condo at Bromley Mtn
Fully equipped kitchen with a stove, dishwasher, refrigerator, and coffee maker.

Renovated Ski-in/ski-out Peru Condo at Bromley Mtn

3.0 star property
10.0 out of 10, Exceptional, (1)
"Location right next to Bromley Ski Area- easy access to the mountain and short drive to Manchester. Comfortable for our family of 6. Communication with the owner was very easy. "
Renovated Ski-in/ski-out Peru Condo at Bromley Mtn
Manchester Center Retreat w/ Mtn View, Near Skiing
Relax in this inviting living room with a high ceiling, large windows, a fireplace, and comfortable seating options.

Manchester Center Retreat w/ Mtn View, Near Skiing

3.0 star property
Manchester Center Retreat w/ Mtn View, Near Skiing
Sunny Stratton Townhome ~ 1 Mi to Skiing!
Apartment (3 Bedrooms) | Interior

Sunny Stratton Townhome ~ 1 Mi to Skiing!

3.0 star property
Sunny Stratton Townhome ~ 1 Mi to Skiing!
Charming 2-bedroom apartment in Keene with WiFi and AC
Relax in this stylish living area with two sofas and a coffee table, surrounded by a large rug and a wooden cabinet.

Charming 2-bedroom apartment in Keene with WiFi and AC

10.0 out of 10, Exceptional, (1)
"The apartment was very clean and spacious."
$500 nightly
The price is $543
Aug 5 - Aug 6
Total includes taxes and fees
Charming 2-bedroom apartment in Keene with WiFi and AC
Riverfront studio with river view, full kitchen, & free WiFi
Compact kitchen with a stove, microwave, refrigerator, and dishwasher, featuring a sink with a window above.

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

6.8 out of 10, (11)
"Easy to find, somewhat dated but clean and tidy, comfortable bed; perfect for a short stay."
$205 nightly
The price is $230
Jul 13 - Jul 14
Total includes taxes and fees
Riverfront studio with river view, full kitchen, & free WiFi
Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK
Stroll through a charming small town surrounded by majestic mountains.

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

9.8 out of 10, Exceptional, (170)
"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
Vermont Retreat
Efficient kitchen with a double sink, refrigerator, stove, and toaster.

Vermont Retreat

10.0 out of 10, Exceptional, (21)
"We thoroughly enjoyed our stay. It was the perfect location between events that we were attending. Beautiful location, wonderful house and attentive/ helpful hosts."
Vermont Retreat
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.
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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 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 favorite apartments in the area: Hawks Mountain Farm, full apartment on a working farm.: Includes free WiFi, private patios, and 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. Onsite laundry facilities and a hot tub are on site. Cozy apt in beautiful secluded spot 15 mins from Mt Snow: It's located in East Dover, 24.9 mi/40.1 km away. Nana's House: 22.2 mi/35.7 km away in Bridgewater. Free WiFi and Smart TVs are included.
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. Vermont Country Store and Plummer's Sugar House 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.