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Apartments in Chester

Cozy 1-bedroom retreat minutes from West Point!

Highland Falls
10.0 out of 10, Exceptional, (1)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is AED 343
AED 700 total
includes taxes & fees
10 Dec - 11 Dec
Cozy 1-bedroom retreat minutes from West Point!

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

Highland Falls
10.0 out of 10, Exceptional, (13)
"Great Unit."
United States
Rudy R.
The price is AED 331
AED 965 total
includes taxes & fees
20 Nov - 21 Nov
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Dream getaway apartment in the foot of Gunks Ridge

Wallkill
9.6 out of 10, Exceptional, (24)
"Over all the property was clean and staff was very cooperative. Only problems were the beds were very hard which made it hard for us to get a good nights sleep. The larger room had bugs but the owner took care of it right away. We enjoyed our stay."
United States
Harriet
The price is AED 275
AED 674 total
includes taxes & fees
20 Nov - 21 Nov
Dream getaway apartment in the foot of Gunks Ridge

Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen

Beacon
10.0 out of 10, Exceptional, (32)
"Great time and great place to stay "
United States
S S.
The price is AED 404
AED 892 total
includes taxes & fees
14 Dec - 15 Dec
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen

Modern Hudson Valley Retreat Near Mohonk

2.0 star property
Plattekill
10.0 out of 10, Exceptional, (2)
"Beautiful location and great stay! Would come here again in a heartbeat. "
United States
Gavin
The price is AED 360
AED 963 total
includes taxes & fees
20 Nov - 21 Nov
Modern Hudson Valley Retreat Near Mohonk

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

Beacon
9.8 out of 10, Exceptional, (42)
"Adorable place to stay in an adorable town! "
United States
Mary L.
The price is AED 404
AED 867 total
includes taxes & fees
20 Nov - 21 Nov
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown

Port Jervis
10.0 out of 10, Exceptional, (5)
"House was clean and parking was easy! Close to downtown Port Jervis, with some great restaurants. The owners were so kind, and were so helpful!"
United States
Jen C.
The price is AED 377
AED 1,191 total
includes taxes & fees
20 Nov - 21 Nov
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Wallkill
10.0 out of 10, Exceptional, (69)
"This is a beautiful property. The apartment was very clean and comfortable with everything we could need. The view was spectacular and the host made it so easy to check in and out. This property is top of the list for our next visit."
United States
Judy F.
The price is AED 407
AED 838 total
includes taxes & fees
24 Nov - 25 Nov
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Grant - A Tranquil One Bedroom Steps from River

Newburgh
9.6 out of 10, Exceptional, (37)
"Stan is really nice and helpful. The apartment is really well designed, spacious and clean, very well equipped with a nice porch. Stan is really thoughtful. Recommended!"
United States
Zohar
The price is AED 397
AED 964 total
includes taxes & fees
24 Nov - 25 Nov
Grant - A Tranquil One Bedroom Steps from River

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Highland Falls
10.0 out of 10, Exceptional, (4)
"Very nice property. We have a son at West Point and approximately an hour from New York City. Host was quick to respond to questions and provided excellent information. We will stay here again. "
United States
Mark V.
The price is AED 575
AED 1,037 total
includes taxes & fees
3 Dec - 4 Dec
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.

Wurtsboro
9.0 out of 10, Wonderful, (2)
"The host was very welcoming and very responsive. The apartment was very cute and super clean. I came up for a Halloween event put on by a friend the location was very convenient in the downtown area and I could walk to most of the places I needed to get to I very much enjoyed my stay here and would stay again if I’m in the area. "
United States
Sheena C.
The price is AED 477
AED 1,003 total
includes taxes & fees
26 Nov - 27 Nov
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.

Explore & Work! Stylish Washington Heights Duplex

3.0 star property
Newburgh
The price is AED 595
AED 1,130 total
includes taxes & fees
20 Nov - 21 Nov
Explore & Work! Stylish Washington Heights Duplex

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

Warwick
10.0 out of 10, Exceptional, (40)
"The property was as advertised. The location is great. We felt supported in our stay. "
United States
Jean M.
The price is AED 404
AED 922 total
includes taxes & fees
3 Dec - 4 Dec
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

Walk to WP Gate + Free Parking!

Highland Falls
9.8 out of 10, Exceptional, (19)
"This place was awesome for the location to Thayer gate, close to restaurants, and a parking spot next to the building. We will return to this place!"
United States
Pamela
The price is AED 559
AED 1,019 total
includes taxes & fees
20 Nov - 21 Nov
Walk to WP Gate + Free Parking!

Lux APT Your home away from home.

Beacon
10.0 out of 10, Exceptional, (2)
"Very clean and great place to stay. "
United States
Charlene D.
Lux APT Your home away from home.

Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.

Montgomery
10.0 out of 10, Exceptional, (2)
"Spacey, clean, best location"
United States
Assaf B.
The price is AED 545
AED 983 total
includes taxes & fees
23 Nov - 24 Nov
Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.

Cozy country efficiency in the Hudson Valley

Newburgh
9.8 out of 10, Exceptional, (65)
"Such a cute place to stay"
United States
Melissa
The price is AED 643
AED 1,211 total
includes taxes & fees
20 Nov - 21 Nov
Cozy country efficiency in the Hudson Valley

Cozy Top Floor Studio On The Slope, Pool, Hot Tubs, Sauna, Fireplace

Vernon Township
The price is AED 569
AED 938 total
includes taxes & fees
20 Nov - 21 Nov
Cozy Top Floor Studio On The Slope, Pool, Hot Tubs, Sauna, Fireplace

Cozy Apartment Near Legoland!

New Hampton
The price is AED 761
AED 1,484 total
includes taxes & fees
20 Nov - 21 Nov
Cozy Apartment Near Legoland!

Villa Verde B&B, Greenwood Lake NY, 1

Monroe
10.0 out of 10, Exceptional, (31)
"Great host. Home is very clean and well appointed. Would definitely stay here again."
United States
Thomas
The price is AED 687
AED 1,126 total
includes taxes & fees
15 Dec - 16 Dec
Villa Verde B&B, Greenwood Lake NY, 1
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

Frequently asked questions

What's it like to stay at an apartment in Chester?
You'll find 19 accommodations in Chester. 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. Even filter by similar property types like vacation homes, condos, or guest houses. You might want to visit the area's shops and enjoy its restaurants.
How do you know if an apartment is the best choice for you?
An apartment features a kitchen for convenient meals, and often has more space than a traditional hotel room. Apartments are a good option for couples who want a more local feel, but also for families who want the conveniences of home.
What's a favorite apartment I should consider for a stay in Chester?
Listed below are some of the favorite apartments in the area: Grant - A Tranquil One Bedroom Steps from River: Located in Newburgh, 16.9 mi/27.2 km from the heart of Chester. Includes free WiFi, private patios, and Smart TVs. Access to onsite laundry facilities is available on site. Modern penthouse suite in a restored grain tower with private roof deck.: Located 8.8 mi/14.1 km away in Warwick. Free WiFi and Smart TVs are included. Walk to WP Gate + Free Parking!: It's located in Highland Falls, 15.8 mi/25.5 km away. Charming studio with Amazing hot tub a swimming pool,pool table.: Located 17.5 mi/28.2 km away in Newburgh. Amenities include private patios. An outdoor pool and a hot tub are on site. Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.: Located in Montgomery, 11.5 mi/18.5 km from Chester. Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available on site.
What will the weather be like in 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 temp of 70°F, while the coldest months are January and February with an average of 32°F. The snowiest months in Chester are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.
What should I see and do in Chester?
Chester is known for its restaurants and shops. Family-friendly attractions include Castle Fun Center, whereas The Rock Sports Complex is a spot to enjoy the outdoors. While here, Goosepond Mountain State Park and Museum Village 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 make your trip smoother when you get to your destination. Fly into Stewart Intl. Airport (SWF), which is located 13.5 mi (21.7 km) away from the city center. Otherwise, look for flights into 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.