Best Apartments in Chester for Your Vacation from ￥25,119

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Our top choices for Chester apartments

1. Bridgewater Living - Long Trail Suite

Bridgewater

￥33,372 total

includes taxes & fees

Aug 21 - Aug 22

1 bedroom, desk, iron/ironing board, WiFi

2. Bridgewater Living - Ski VT Suite

Bridgewater

￥33,089 total

includes taxes & fees

Aug 21 - Aug 22

3. Bridgewater Living - Ben&Jerry Suite

Bridgewater

￥33,531 total

includes taxes & fees

Aug 21 - Aug 22

4. Okemo Mountain, Family Affordable 2 fl village walk to town, Dogs OK.fireplace.

Ludlow

Tyler

￥40,945 total

includes taxes & fees

Aug 27 - Aug 28

5. Efficient condo near slopes with kitchenette & great location

Ludlow

Frank R.

￥36,692 total

includes taxes & fees

Sep 3 - Sep 4

6. Cozy Studio Condo with Great Location, WiFi & Kitchenette

Ludlow

Mikhail R.

￥37,764 total

includes taxes & fees

Sep 3 - Sep 4

7. Okemo | Spacious Executive Room w Amenities Nearby

Jackson Gore Base Area

David K.

￥40,337 total

includes taxes & fees

Aug 24 - Aug 25

8. Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna

Stratton

￥35,871 total

includes taxes & fees

Sep 17 - Sep 18

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Top Chester Hotel Reviews

Hampton Inn and Suites Manchester

10/10 Excellent

"The room was clean and very comfortable. The amenities were perfect! Breakfast was great!"

The Jackson

8/10 Good

"If you are looking for a quiet B & B type experience, a little bit off the beaten path, then this could be a great option for you. Our room was on the second floor with a narrow wooden staircase which made it challenging to bring our multiple bags up to the room. We opted to pull a few necessities out of our main bag and just bring in a carry on, which worked fine. The rooms are lovely and comfortably furnished. The bed was comfortable. One of the "charms" of staying in a B&B type lodging is getting to meet your hosts. We went into town for dinner, so missed the complimentary wine and cheese offering. Other than that, all communication (check-in, questions and checkout) was entirely electronic and we did not see anyone throughout our one-night stay. That felt strange and impersonal to us, but perhaps our expectations were too high. I think we would have been happier in a more traditional hotel setting."

Find out more about Chester

Chester Apartments information

Number of reviews	172
Accommodation	169 Apartments
Lowest Price	￥25,119
Highest Price	￥122,502

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 62 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 quaint 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. Cozy Bromley Retreat: Located 17.8 mi/28.6 km away in Peru. Free WiFi, private balconies, and fireplaces are included. Charming King Loft in Downtown Woodstock: Located in Woodstock, 25.4 mi/40.8 km away. Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available on site. Lake-View Spofford Apartment w/ Shared Dock!: It's situated in Spofford, 26 mi/41.8 km from Chester.

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 Lowell Lake State Park 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.

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Apartments in Chester for Rent

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chester apartments

1. Bridgewater Living - Long Trail Suite

2. Bridgewater Living - Ski VT Suite

3. Bridgewater Living - Ben&Jerry Suite

4. Okemo Mountain, Family Affordable 2 fl village walk to town, Dogs OK.fireplace.

5. Efficient condo near slopes with kitchenette & great location

6. Cozy Studio Condo with Great Location, WiFi & Kitchenette

7. Okemo | Spacious Executive Room w Amenities Nearby

8. Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna

9. Cozy Bromley Retreat

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

11. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

12. The Treehouse at 11 Gables Ludlow – Dining, Shopping & Okemo Shuttle

13. Long Trail House South Wing 2B2B Condo

14. 103 Deluxe One bedroom Queen Suite w/ outdoor heated pool

15. Okemo | Studio Condo + Loft | Near Slopes + Pool

16. Historic Home with Colonial Charm in Manchester

17. Okemo | Studio Condo + Close to All Amenities

18. Okemo | Charming Room & Amenities Nearby | Pools

19. Cozy Studio | Ski-In Access + Kitchenette

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

Find vacation rentals that suit your style

Top Chester Hotel Reviews

Hampton Inn and Suites Manchester

Find out more about Chester

Chester Apartments information

Frequently asked questions

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