Chester Condo Rentals from CA $319

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Our top choices for Chester condo rentals

A building with multiple floors, a red curved structure, and a flower bed with purple flowers.

1. Okemo ski-in/ski-out condo a few feet from the A and B Quad lifts

Clock Tower Base Area

Danna K.

CA $371 total

includes taxes & fees

Oct 26 - Oct 27

A cozy cabin interior with a sofa, dining table, chairs, wooden cabinets, and a kitchen area.

2. Condo a short walk to the Sachem trail with seasonal pool and tennis

Ludlow

CA $413 total

includes taxes & fees

Oct 26 - Oct 27

A two-story house with a porch, a staircase, and a front door.

3. Downtown Ludlow condo with electric fireplace, shuttle stop across the street

Ludlow

Keath

CA $378 total

includes taxes & fees

Oct 26 - Oct 27

A living room with a sofa, a bench, a fireplace, a TV, and a large window.

4. Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge

Clock Tower Base Area

tiliger01

CA $319 total

includes taxes & fees

Oct 26 - Oct 27

A cozy living room with a fireplace, a black leather sofa, and a television mounted above it.

5. 2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

Ludlow

Justin P.

CA $613 total

includes taxes & fees

Nov 18 - Nov 19

A two-story house with a covered porch, a staircase, and a front door with a wreath.

6. Second-floor downtown Ludlow studio in a historic ski town

Ludlow

Kevin C.

CA $367 total

includes taxes & fees

Oct 26 - Oct 27

A modern living room with a fireplace, a television, and a ceiling fan.

7. Ground-floor ski-in/ski-out condo near the Sachem trail, ski to Sunburst

Ludlow

Carey S.

CA $711 total

includes taxes & fees

Oct 26 - Oct 27

8. First-floor downtown condo, less than a mile from Okemo Mountain

Ludlow

Darcie L.

CA $451 total

includes taxes & fees

Oct 26 - Oct 27

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Top Chester Hotel Reviews

Fullerton Inn

10/10 Excellent

"This is an excellent hotel. There are are plenty of ultra modern chain hotels where everything is exactly the same and moderately adequate. This hotel is more than a hundred years old and has true character. It is a super cool building, with clean, honest, a"

Latchis Hotel

8/10 Good

"It’s located with restaurants within walking distance. It is well maintained for a historic hotel with probably about 15 steps in the lobby before you get to the elevator. It was noisy some nights due to being in the city and having residents living life. Staff was wonderful. Again location was great to see Buffalo—Niagara is 20 min away, Botanic Garden and Eternal Flame about the same. We enjoyed our stay."

The Equinox Golf Resort And Spa

8/10 Good

"The property is a beautiful old hotel, but you can tell they are having a hard time keeping it up. The rooms are big and cozy at the same time, the beds comfortable but the bathroom had some ventilation issues and therefore was a little moldy. While the pool was great, it was a shame the sauna was not working. All in all a nice stay though."

Days Inn by Wyndham Keene NH

8/10 Good

"Clean comfortable room with a comfortable bed. I didn’t like the smell of whatever cleaning product they used, it was a bit bit strong let the kind you used to cover up something. Was this recently a smoking hotel? Also I missed an cycle in the fitness center, although the machines that were there seemed to work well. All in all it’s about what you would expect for a moderately priced hotel in New Hampshire during leaf peeper season."

Find out more about Chester

Chester Condo Rentals information

Number of reviews	561
Accommodation	485 Condo Rentals
Lowest Price	CA $319
Highest Price	CA $1,266

Frequently asked questions

How much do condos in Chester cost?

Condos in Chester range from CA $319 to CA $1,266 per night. This gives you lots of space for your whole family at a price that's easy on your wallet. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many condos are there in Chester?

Choose from 485 condos in Chester. No matter if you're traveling with the little ones or planning a getaway with friends, Expedia will help you find the perfect space for your squad.

Why book your condo in Chester with Expedia?

Getaways should be a piece of cake, so if you're in search of condos at a great price, Expedia has you covered. Keep the budget in check and go for something small and affordable, or book 5-star accommodations and treat your loved ones. Our search filters make it easy to find a stay in Chester that suits your needs.

How can I find cheap condos in Chester?

Expedia can help you look for cheap condos in Chester. To book your ideal stay in a few clicks, try out our handy filter tool to refine your search results by star rating, amenities and budget.

What is there to do in Chester near my condo?

Once you've unpacked your bags, set out and discover the awesome things Chester has on offer. DaVallia Art & Accents is a great attraction to add to your must-see list.

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Search Condos Rentals in Chester from CA $319

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chester condo rentals

1. Okemo ski-in/ski-out condo a few feet from the A and B Quad lifts

2. Condo a short walk to the Sachem trail with seasonal pool and tennis

3. Downtown Ludlow condo with electric fireplace, shuttle stop across the street

4. Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge

5. 2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

6. Second-floor downtown Ludlow studio in a historic ski town

7. Ground-floor ski-in/ski-out condo near the Sachem trail, ski to Sunburst

8. First-floor downtown condo, less than a mile from Okemo Mountain

9. Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

10. Building C ground-floor ski-in/ski-out condo with Clock Tower views

11. Stratton ski-in/ski-out condo steps from the lift with valley-view balcony

12. Okemo | Charming 1BR Condo + Close to Amenities

13. Cozy 3 bedroom condo 2.5 miles to Mount Snow

14. Founders Lodge condo at Stratton Mountain with gas fireplace

15. Seasons ski-in/ski-out condo with balcony and wood-burning fireplace

16. Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!

17. Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub

18. Two bedroom Condo With Mountain View And Fireplace

19. Trailside Village #1: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals

20. Cozy 2 BR Ski On Ski Off Condo in Killington's Sunrise Mountain Village. Pool. Hot Tub.

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Top Chester Hotel Reviews

Fullerton Inn

Find out more about Chester

Chester Condo Rentals information

Frequently asked questions

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