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Our top choices for Chester apartments

Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
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 CA $125
CA $255 total
includes taxes & fees
Feb 22 - Feb 23
Cozy 1-bedroom retreat minutes from West Point!

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

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.8 out of 10, Exceptional, (16 reviews)
"Great Unit."
United States
Rudy R.
The price is CA $116
CA $373 total
includes taxes & fees
Feb 24 - Feb 25
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

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, (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 CA $74
CA $221 total
includes taxes & fees
Mar 1 - Mar 2
Dream getaway apartment in the foot of Gunks Ridge

Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
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 CA $226
CA $435 total
includes taxes & fees
Feb 24 - Feb 25
Cozy country efficiency in the Hudson Valley

Rustic Lakefront Studio w/ Deck + Workspace

Rustic Lakefront Studio w/ Deck + Workspace
Monroe
8.0 out of 10, Very good, (1 review)
"Clean room.good host"
United States
Ayman
The price is CA $115
CA $361 total
includes taxes & fees
Feb 22 - Feb 23
Rustic Lakefront Studio w/ Deck + Workspace

Peaceful Lakeside Studio Fast Wifi Great WFH

Peaceful Lakeside Studio Fast Wifi Great WFH
2.0 star property
Monroe
The price is CA $130
CA $477 total
includes taxes & fees
Feb 22 - Feb 23
Peaceful Lakeside Studio Fast Wifi Great WFH

Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Beacon
10.0 out of 10, Exceptional, (53 reviews)
"We havld a good time. The room was comfortable and perfectly located!"
United States
Brandy C.
The price is CA $157
CA $342 total
includes taxes & fees
Mar 12 - Mar 13
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

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

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Highland Falls
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 CA $214
CA $388 total
includes taxes & fees
Mar 23 - Mar 24
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Stylish & Pet-Friendly Apartment in Beacon

Stylish & Pet-Friendly Apartment in Beacon
Beacon
10.0 out of 10, Exceptional, (2 reviews)
"Very clean and great place to stay. "
United States
Charlene D.
The price is CA $185
CA $367 total
includes taxes & fees
Feb 23 - Feb 24
Stylish & Pet-Friendly Apartment in Beacon

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

Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
Wurtsboro
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 CA $178
CA $377 total
includes taxes & fees
Mar 6 - Mar 7
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.

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, (42 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 CA $148
CA $339 total
includes taxes & fees
Mar 18 - Mar 19
Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

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

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Beacon
9.8 out of 10, Exceptional, (44 reviews)
"Adorable place to stay in an adorable town! "
United States
Mary L.
The price is CA $153
CA $323 total
includes taxes & fees
Mar 24 - Mar 25
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

Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
Port Jervis
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 CA $173
CA $489 total
includes taxes & fees
Mar 24 - Mar 25
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown

Modern Hudson Valley Apt 202 - King/Queen/Twin

Modern Hudson Valley Apt 202 - King/Queen/Twin
Montgomery
9.8 out of 10, Exceptional, (16 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 CA $206
CA $373 total
includes taxes & fees
Feb 23 - Feb 24
Modern Hudson Valley Apt 202 - King/Queen/Twin

The Appalachian at Mountain Creek

The Appalachian at Mountain Creek
Vernon Township
The price is CA $160
CA $329 total
includes taxes & fees
Mar 2 - Mar 3
The Appalachian at Mountain Creek

Boutique King Suite at Orchard Lake Private Farm

Boutique King Suite at Orchard Lake Private Farm
2.0 star property
Monroe
The price is CA $166
CA $523 total
includes taxes & fees
Feb 23 - Feb 24
Boutique King Suite at Orchard Lake Private Farm

The Wine House, Sitting atop of Warwick's brand new Wine Bar

The Wine House, Sitting atop of Warwick's brand new Wine Bar
Warwick
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 CA $240
CA $354 total
includes taxes & fees
Feb 28 - Mar 1
The Wine House, Sitting atop of Warwick's brand new Wine Bar

Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
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 CA $168
CA $591 total
includes taxes & fees
Mar 12 - Mar 13
Local Artist Inspired | Walk to WestPoint + King Bed

Charming 2-bedroom apartment in the Village of Warwick

Charming 2-bedroom apartment in the Village of Warwick
Warwick
The price is CA $205
CA $443 total
includes taxes & fees
Mar 6 - Mar 7
Charming 2-bedroom apartment in the Village of Warwick

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 CA $215
CA $365 total
includes taxes & fees
Feb 25 - Feb 26
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

Find out more about Chester

Chester Apartments information

Number of reviews
304
Accommodation
128 Apartments
Lowest Price
CA $221
Highest Price
CA $591

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 more popular apartments in the area: Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer: Located 18.3 mi/29.5 km away in Beacon. Amenities include Smart TVs. Access to onsite laundry facilities is available on site. Modern penthouse suite in a restored grain tower with private roof deck.: It's situated in Warwick, 8.8 mi/14.1 km away. Includes free WiFi, private balconies, and Smart TVs. Stay in the heart of Greenwood Lake minutes away from the lake: 9.6 mi/15.5 km away in Greenwood Lake. Free WiFi, private patios, and Smart TVs are included. Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!: Located in Wallkill, 17.9 mi/28.7 km from Chester. Includes free WiFi, private balconies, 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, 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.

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