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Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 Jun - 7 Jun
In four months
3 Jul - 5 Jul

Our top choices for Chester apartments

Fridge, oven, stovetop, coffee/tea maker

Apartment in Highland Falls

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
9.8 out of 10, Exceptional, (16 reviews)
"Great Unit."
United States
Rudy R.
The price is AED 283
AED 954 total
includes taxes & fees
11 Mar - 12 Mar
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Interior

Apartment in Wallkill

Dream getaway apartment in the foot of Gunks Ridge
9.6 out of 10, Exceptional, (24 reviews)
"Serg’s place was comfortable and clean! It was a perfect location for me and my friends to stay while rock climbing in the Gunks. We did not feel cramped or unsafe and the complementary tea was a hit! One thing to note is that both of the beds were low to the ground (below knee level) so if someone has knee or back problems, it might be difficult to stand up out of bed. "
United States
Mary S.
The price is AED 203
AED 597 total
includes taxes & fees
23 Mar - 24 Mar
Dream getaway apartment in the foot of Gunks Ridge
TV

Apartment in Highland Falls

Cozy 1-bedroom retreat minutes from West Point!
10.0 out of 10, Exceptional, (1 review)
"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 351
AED 701 total
includes taxes & fees
17 Mar - 18 Mar
Cozy 1-bedroom retreat minutes from West Point!
Apartment (0 Bedroom) | Interior

Apartment in Westbrookville

Close to Trails: Studio w/ Water Views
3.0 star property
The price is AED 448
AED 875 total
includes taxes & fees
31 Mar - 1 Apr
Close to Trails: Studio w/ Water Views
Desk, WiFi, bed sheets

Apartment in Monroe

Rustic Lakefront Studio w/ Deck + Workspace
8.0 out of 10, Very Good, (1 review)
"Clean room.good host"
United States
Ayman
The price is AED 247
AED 890 total
includes taxes & fees
11 Mar - 12 Mar
Rustic Lakefront Studio w/ Deck + Workspace
Interior

Apartment in Beacon

Stylish & Pet-Friendly Apartment in Beacon
10.0 out of 10, Exceptional, (3 reviews)
"Very clean and great place to stay. "
United States
Charlene D.
The price is AED 441
AED 917 total
includes taxes & fees
11 Mar - 12 Mar
Stylish & Pet-Friendly Apartment in Beacon
1 bedroom, iron/ironing board, free WiFi, bed sheets

Apartment in Newburgh

Cozy country efficiency in the Hudson Valley
9.8 out of 10, Exceptional, (67 reviews)
"Clean, simple, and comfortable with clear host directions on arrival, checkin & checkout."
United States
Lou F.
The price is AED 606
AED 1,163 total
includes taxes & fees
11 Mar - 12 Mar
Cozy country efficiency in the Hudson Valley
Interior

Apartment in Beacon

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
10.0 out of 10, Exceptional, (47 reviews)
"Great place!"
United States
Sara B.
The price is AED 422
AED 913 total
includes taxes & fees
29 Mar - 30 Mar
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
1 bedroom, desk, iron/ironing board, free WiFi

Apartment in Wurtsboro

Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
9.0 out of 10, Wonderful, (2 reviews)
"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
11 Mar - 12 Mar
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
Property grounds

Apartment in Wallkill

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
10.0 out of 10, Exceptional, (76 reviews)
"great location and nice host"
United States
christopher s.
The price is AED 464
AED 890 total
includes taxes & fees
16 Mar - 17 Mar
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Microwave, oven, stovetop, dishwasher

Apartment in Montgomery

Modern Hudson Valley Apt 202 - King/Queen/Twin
9.8 out of 10, Exceptional, (17 reviews)
"We had a great stay!! I booked for a “get ready” spot for my wedding and it was everything I could have dreamed of. Everything was perfect and very clean! Can’t wait to book again Very centrally located near some amazing small boutiques, a couple restaurants. The town seemed like a popular spot on the weekend! "
United States
Tiffani H.
The price is AED 554
AED 992 total
includes taxes & fees
11 Mar - 12 Mar
Modern Hudson Valley Apt 202 - King/Queen/Twin
Outdoor dining

Apartment in Vernon Township

The Appalachian at Mountain Creek
The price is AED 430
AED 860 total
includes taxes & fees
11 Mar - 12 Mar
The Appalachian at Mountain Creek
Exterior detail

Apartment in Beacon

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
9.8 out of 10, Exceptional, (45 reviews)
"Adorable place to stay in an adorable town! "
United States
Mary L.
The price is AED 411
AED 871 total
includes taxes & fees
15 Mar - 16 Mar
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Interior

Apartment in Warwick

Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
10.0 out of 10, Exceptional, (43 reviews)
"The host is the best. I have stayed multiple times and have never been disappointed. The location is convenient to shops and restaurants. Will be happy to come back anytime. "
United States
Cynthia W.
The price is AED 397
AED 885 total
includes taxes & fees
18 Mar - 19 Mar
Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Property grounds

Apartment in Monroe

Villa Verde B&B, Greenwood Lake NY, 1
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 AED 577
AED 981 total
includes taxes & fees
11 Mar - 12 Mar
Villa Verde B&B, Greenwood Lake NY, 1
Fridge, microwave, oven, stovetop

Apartment in Highland Falls

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
10.0 out of 10, Exceptional, (5 reviews)
"Location was perfect for West Point visit. The space was clean and recently updated, the beds very comfortable, and perfect layout and spacious for 3-4 people. The host was welcoming and responsive."
United States
Maria L.
The price is AED 517
AED 946 total
includes taxes & fees
23 Mar - 24 Mar
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
3 bedrooms, desk, iron/ironing board, travel crib

Apartment in Highland Falls

Local Artist Inspired | Walk to WestPoint + King Bed
9.4 out of 10, Exceptional, (12 reviews)
"Great place to stay if you have a West Point student - super close to all West Point related activities. The place itself needs some work but it’s functional."
United States
Jesse C.
The price is AED 422
AED 1,482 total
includes taxes & fees
17 Mar - 18 Mar
Local Artist Inspired | Walk to WestPoint + King Bed
Exterior detail

Apartment in Port Jervis

Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
10.0 out of 10, Exceptional, (6 reviews)
"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 413
AED 1,208 total
includes taxes & fees
24 Mar - 25 Mar
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
TV

Apartment in Highland Falls

Walk to WP Gate + Free Parking!
9.8 out of 10, Exceptional, (21 reviews)
"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 635
AED 1,094 total
includes taxes & fees
23 Mar - 24 Mar
Walk to WP Gate + Free Parking!
Fridge, microwave, oven, stovetop

Apartment in Warwick

The Wine House, Sitting atop of Warwick's brand new Wine Bar
10.0 out of 10, Exceptional, (27 reviews)
"Great place, close to everything in Warwick, would stay again"
United States
Chris K.
The price is AED 645
AED 941 total
includes taxes & fees
12 Mar - 13 Mar
The Wine House, Sitting atop of Warwick's brand new Wine Bar
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

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

10/10 Excellent
"Great stay!!! "
diana 1-night trip
Posted 2 hours ago
Courtyard by Marriott Middletown Goshen

Frequently asked questions

What's it like to stay at an apartment in Chester?
You'll find 18 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: Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer: Located in Beacon, 18.3 mi/29.5 km from the heart of Chester. Includes free WiFi 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, private balconies, and Smart TVs are included. Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer: Located in Beacon, 18.3 mi/29.5 km away. Includes Smart TVs. Access to onsite laundry facilities is available on site. Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!: Located 17.9 mi/28.7 km away in Wallkill. Free WiFi, private balconies, and Smart TVs are included. Access to onsite laundry facilities is available on site. Apartment with Expansive Views; River & Mountains Walk to Train, Main St, DIA: Located in Beacon, 17.8 mi/28.7 km from Chester. Includes private patios. 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, Museum Village 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 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.