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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Chester apartments

Apartment (0 Bedroom) | Interior

Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
3.0 star property
Westbrookville
The price is €206
includes taxes & fees
31 Mar - 1 Apr
Close to Trails: Studio w/ Water Views
Fridge, oven, stovetop, coffee/tea maker

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, (18 reviews)
"Great Unit."
United States
Rudy R.
The price is €262
includes taxes & fees
6 Apr - 7 Apr
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Interior

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 €135
includes taxes & fees
1 Apr - 2 Apr
Dream getaway apartment in the foot of Gunks Ridge
TV

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 €181
includes taxes & fees
16 Apr - 17 Apr
Cozy 1-bedroom retreat minutes from West Point!
Property grounds

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

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Wallkill
10.0 out of 10, Exceptional, (78 reviews)
"great location and nice host"
United States
christopher s.
The price is €220
includes taxes & fees
29 Mar - 30 Mar
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Desk, WiFi, bed sheets

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 €210
includes taxes & fees
29 Mar - 30 Mar
Rustic Lakefront Studio w/ Deck + Workspace
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
9.8 out of 10, Exceptional, (68 reviews)
"Clean, simple, and comfortable with clear host directions on arrival, checkin & checkout."
United States
Lou F.
The price is €271
includes taxes & fees
30 Mar - 31 Mar
Cozy country efficiency in the Hudson Valley
Outdoor pool, a heated pool

Swiss Spot. Cozy 1-bedroom apartment in charming Vernon NJ with heated pools.

Swiss Spot. Cozy 1-bedroom apartment in charming Vernon NJ with heated pools.
Vernon Township
The price is €184
includes taxes & fees
9 Apr - 10 Apr
Swiss Spot. Cozy 1-bedroom apartment in charming Vernon NJ with heated pools.
Fridge, microwave, oven, stovetop

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 €242
includes taxes & fees
30 Mar - 31 Mar
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Interior

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Beacon
10.0 out of 10, Exceptional, (48 reviews)
"Great place!"
United States
Sara B.
The price is €213
includes taxes & fees
26 Apr - 27 Apr
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
1 bedroom, desk, iron/ironing board, free WiFi

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 €237
includes taxes & fees
27 Mar - 28 Mar
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
1 bedroom, free WiFi, bed sheets, wheelchair access

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, (37 reviews)
"Great location within walking distance of boutiques and restaurants. Enjoyed our stay. "
United States
Cynthia W.
The price is €231
includes taxes & fees
26 Apr - 27 Apr
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Outdoor dining

The Appalachian at Mountain Creek

The Appalachian at Mountain Creek
Vernon Township
The price is €210
includes taxes & fees
30 Mar - 31 Mar
The Appalachian at Mountain Creek
Fridge, microwave, oven, stovetop

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, (28 reviews)
"Awesome space and area! We loved the shops and restaurants within walking distance and overall friendly town! Great escape for me to spend quality time with my daughter! "
United States
Amy
The price is €245
includes taxes & fees
26 Apr - 27 Apr
The Wine House, Sitting atop of Warwick's brand new Wine Bar
Microwave, oven, stovetop, dishwasher

Modern Hudson Valley Apt 202 - King/Queen/Twin

Modern Hudson Valley Apt 202 - King/Queen/Twin
Montgomery
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 €232
includes taxes & fees
29 Mar - 30 Mar
Modern Hudson Valley Apt 202 - King/Queen/Twin
3 bedrooms, desk, iron/ironing board, travel cot

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 €360
includes taxes & fees
31 Mar - 1 Apr
Local Artist Inspired | Walk to WestPoint + King Bed
Exterior detail

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 €312
includes taxes & fees
13 Apr - 14 Apr
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
Exterior detail

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, (46 reviews)
"Great place to stay. Very convenient to everything Beacon has to offer. We were only there for one night, but if we were to go back we would definitely stay here again."
United States
Ben R.
The price is €208
includes taxes & fees
1 Apr - 2 Apr
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Smart TV

Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (42 reviews)
"This apartment was perfect for what we needed! Beautifully renovated, comfortable bed, and very close to Beacon! "
United States
Abby W.
Grant - A Tranquil One Bedroom Steps from River
Exterior detail

Charming 2-bedroom apartment in the Village of Warwick

Charming 2-bedroom apartment in the Village of Warwick
Warwick
Charming 2-bedroom apartment in the Village of Warwick
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 good experience "
Jorge 1-night trip
Posted 4 hours ago
Overlook Lodge at Bear Mountain

Find out more about Chester

Chester Apartments information

Number of reviews
433
Accommodation
128 Apartments
Lowest Price
€135
Highest Price
€360

Frequently asked questions

What's it like to stay at an apartment in Chester?
You'll find 17 accommodation options in Chester. Though there aren't many apartments, we can help you search for accommodation with similar amenities. 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. You can also filter by similar property types like holiday 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 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: Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!: Located in Wallkill , 17.9 mi/28.7 km from the heart of Chester. Includes free WiFi, a balcony and a Smart TV . Access to on-site laundry facilities is available on site . Stay in the heart of Greenwood Lake minutes away from the lake: Located 9.6 mi/15.5 km away in Greenwood Lake . Free WiFi, a patio and a Smart TV 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 a Smart TV . Access to on-site laundry facilities is available on site . Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer: Located 18.3 mi/29.5 km away in Beacon . Free WiFi and a Smart TV are included . Access to on-site laundry facilities is available on site . Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen: Located in Beacon , 18.3 mi/29.5 km from Chester. Includes a Smart TV . Access to on-site laundry facilities is available on site .
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. 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 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.