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Apartments in Chester

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Chester apartments

A modern hotel room with a large bed, a desk, a chair, a TV, and a view of the outside.

1. Cottage Suites

Cottage Suites
3.0 star property
Middletown
6.4 out of 10, (18 reviews)
"My worst experience ever staying at the hotel no communication locked out at the sleep in my car. I would never recommend anybody to stay there. The bed is horrible no curtains window basically nothing nice to say about that property. Sorry."
United States
Edwin
The price is NZ$310
includes taxes & fees
14 Oct - 15 Oct
Cottage Suites
A bedroom with a bed, a desk, a chair, a window with a view, and a wall-mounted TV.

2. The Columbus Hotel - The District Studio - 89-204

The Columbus Hotel - The District Studio - 89-204
Middletown
The price is NZ$341
includes taxes & fees
30 Sept - 1 Oct
The Columbus Hotel - The District Studio - 89-204
A hallway with a door labeled '302' and a keypad lock.

3. The Columbus Hotel - The Reimagined Suite - 52-304

The Columbus Hotel - The Reimagined Suite - 52-304
Middletown
The price is NZ$330
includes taxes & fees
30 Sept - 1 Oct
The Columbus Hotel - The Reimagined Suite - 52-304
A modern hotel room with a large bed, a seating area with leather chairs, and a view of the outdoors through large windows.

4. Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Warwick
10.0 out of 10, Exceptional, (47 reviews)
"In the area for my nephew’s graduation. Loved walking around Warwick and checking out shops.Beautiful accommodations. Very clean, easy check in, comfortable bed. Appreciated the options for coffee and tea. Overall, a great stay."
United States
Gwenda M.
The price is NZ$419
includes taxes & fees
13 Oct - 14 Oct
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
A modern kitchen with wooden flooring, a dining area with a table and chairs, and a kitchen counter with appliances.

5. The Wine House

The Wine House
Warwick
10.0 out of 10, Exceptional, (38 reviews)
"Amazing place - we will definitely be back ."
United States
Robin
The price is NZ$514
includes taxes & fees
6 Oct - 7 Oct
The Wine House
A modern kitchen with stainless steel appliances, wooden cabinets, and a marble countertop.

6. Modern Hudson Valley Apt 202 - King/Queen/Twin

Modern Hudson Valley Apt 202 - King/Queen/Twin
Montgomery
9.8 out of 10, Exceptional, (20 reviews)
"Great hosts and great location!"
United States
Shelby A.
The price is NZ$541
includes taxes & fees
30 Sept - 1 Oct
Modern Hudson Valley Apt 202 - King/Queen/Twin
A stone pathway leading to a stone wall with a potted plant.

7. Villa Verde B&B, Greenwood Lake NY, 1

Villa Verde B&B, Greenwood Lake NY, 1
Monroe
10.0 out of 10, Exceptional, (31 reviews)
"Great host. Home is very clean and well appointed. Would definitely stay here again."
United States
Thomas
The price is NZ$625
includes taxes & fees
8 Oct - 9 Oct
Villa Verde B&B, Greenwood Lake NY, 1
A dark blue door with a glass panel, flanked by two potted topiary trees, a welcome mat, and a wall-mounted light fixture.

8. Charming 2-bedroom apartment in the Village of Warwick

Charming 2-bedroom apartment in the Village of Warwick
Warwick
9.4 out of 10, Exceptional, (3 reviews)
"Clean, family friendly, close to everything."
United States
Milena P.
The price is NZ$559
includes taxes & fees
5 Oct - 6 Oct
Charming 2-bedroom apartment in the Village of Warwick
A modern bedroom with a four-poster bed, a wooden accent wall, a bedside table with a lamp, and a view into the adjacent dining area.

9. The Columbus Hotel - The Upper Studio - 52-402

The Columbus Hotel - The Upper Studio - 52-402
Middletown
The Columbus Hotel - The Upper Studio - 52-402
A modern bedroom with a four-poster bed, a wooden accent wall, a bedside table with a lamp, and a view into the adjacent dining area.

10. The Columbus Hotel - The Weekender Suite - 52-204

The Columbus Hotel - The Weekender Suite - 52-204
Middletown
The Columbus Hotel - The Weekender Suite - 52-204
A staircase with a fire alarm and a row of lockers.

11. The Columbus Hotel - The Market Suite - 52-202

The Columbus Hotel - The Market Suite - 52-202
Middletown
The price is NZ$359
includes taxes & fees
30 Sept - 1 Oct
The Columbus Hotel - The Market Suite - 52-202
A hotel room with a bed, a desk, a chair, a TV, and a window with a view of a bridge.

12. The Columbus Hotel - The Revival Suite - 89-304

The Columbus Hotel - The Revival Suite - 89-304
Middletown
The Columbus Hotel - The Revival Suite - 89-304
A modern kitchen with white cabinets, a wooden countertop, and a refrigerator.

13. Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.4 out of 10, Exceptional, (24 reviews)
"Exactly what we needed for two people prior to an early morning touring West Point. "
United States
Andrew L.
The price is NZ$531
includes taxes & fees
1 Oct - 2 Oct
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
A kitchen with dark cabinets, a stainless steel refrigerator, a microwave, and a coffee maker.

14. The Columbus Hotel - The City Suite - 89-201

The Columbus Hotel - The City Suite - 89-201
Middletown
The price is NZ$455
includes taxes & fees
28 Oct - 29 Oct
The Columbus Hotel - The City Suite - 89-201
Room

15. The Columbus Hotel - Four-Poster Suite - 52-203

The Columbus Hotel - Four-Poster Suite - 52-203
Middletown
The Columbus Hotel - Four-Poster Suite - 52-203
Interior

16. The Columbus Hotel - The Canopy Studio - 52-301

The Columbus Hotel - The Canopy Studio - 52-301
Middletown
The price is NZ$391
includes taxes & fees
30 Sept - 1 Oct
The Columbus Hotel - The Canopy Studio - 52-301
A modern hotel room with a four-poster bed, a wooden accent wall, a bedside table with a lamp, and a view of the adjacent dining area.

17. The Columbus Hotel - The Sunny Studio - 52-302

The Columbus Hotel - The Sunny Studio - 52-302
Middletown
The Columbus Hotel - The Sunny Studio - 52-302
A cozy living room with a sofa, a coffee table with candles, and a fireplace.

18. Dream getaway apartment in the foot of Gunks Ridge

Dream getaway apartment in the foot of Gunks Ridge
Wallkill
9.6 out of 10, Exceptional, (31 reviews)
"Wonderful property will definitely book again."
United States
Jane G.
The price is NZ$317
includes taxes & fees
30 Sept - 1 Oct
Dream getaway apartment in the foot of Gunks Ridge
A hotel room with a large bed, two bedside tables, a wall-mounted air conditioning unit, and a floor lamp.

19. The Columbus Hotel - The Scholar Suite - 89-307

The Columbus Hotel - The Scholar Suite - 89-307
Middletown
The Columbus Hotel - The Scholar Suite - 89-307
Interior

20. Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Warwick
10.0 out of 10, Exceptional, (52 reviews)
"One of the cleanest VRBOs I ever stayed in - it smelled so good. Very cozy and had everything we needed. The location is great!"
United States
Tara K.
The price is NZ$431
includes taxes & fees
13 Oct - 14 Oct
Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
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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Top Chester Hotel Reviews

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"Very peaceful"
Michael 1-night trip
Posted 5 hours ago
Overlook Lodge at Bear Mountain

Find out more about Chester

Chester Apartments information

Number of reviews
264
Accommodation
146 Apartments
Lowest Price
NZ$310
Highest Price
NZ$625

Frequently asked questions

What's it like to stay at an apartment in Chester?
You'll find plenty of places to stay in Chester with 21 accommodation options. Though there aren't many apartments, we can help you find similar accommodation. When you search for a place to stay on Expedia, you can use the filters to search for a kitchen— one of the conveniences often found in an apartment. Even filter by similar property types like holiday homes, condos or cabins. You might want to visit the area's shops and enjoy its restaurants. While in the region, visit favourite sights such as Woodbury Common Premium Outlets.
How do you know if an apartment is a good option for you?
An apartment features a kitchen for convenient meals, and is usually more spacious than a traditional hotel room. Apartments are a good option for solo travellers who want to stay in at night and plan out their next day, but also for families who want the conveniences of home.
What's a favourite apartment for my stay in Chester?
Here are some of the favourite apartments in the area: 1 Queen Bed | Non-Smoking, Kitchen: Situated in Fishkill , 22.8 mi/36.7 km from the heart of Chester. Includes free WiFi and a Smart TV . Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill: Located 22.8 mi/36.7 km away in Fishkill . Free WiFi and a Smart TV are included . 2 Full Beds | Non-Smoking, Kitchen: It's situated in Fishkill , 22.8 mi/36.7 km away. Includes free WiFi and a Smart TV . Studio 6 Fishkill|King bed|Hearing Access|Kitchen: 22.8 mi/36.7 km away in Fishkill . Free WiFi and a Smart TV are included . 2-bedroom apartment in excellent Newburgh with AC and charm: It's situated in Newburgh , 16.9 mi/27.2 km from Chester.
What can I expect from the weather during my trip to Chester?
Weather is only one factor, but 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 temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Chester are January, February, March and April, with each month seeing an average of 16 cm of snowfall.
What should I see and do in Chester?
Chester is known for its restaurants and shops. Cultural attractions include Museum Village and Sugar Loaf Performing Arts Center, whereas The Rock Sports Complex is one spot to enjoy nature. While here, Castle Fun Center and Goosepond Mountain State Park are other places worth a visit.
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 Newburgh, NY (SWF-Stewart Intl.), which is located 13.5 mi (21.7 km) from the heart of the city. Otherwise, you can search for flights to Caldwell, NJ (CDW-Essex County), which is 33.6 mi (54.1 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.