Search Apartments in Chester

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Chester apartments

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 HK$731
HK$1,474 total
includes taxes & fees
11 Mar - 12 Mar
Cozy 1-bedroom retreat minutes from West Point!
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 HK$704
HK$2,152 total
includes taxes & fees
4 Mar - 5 Mar
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
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 HK$1,291
HK$2,449 total
includes taxes & fees
1 Mar - 2 Mar
Cozy country efficiency in the Hudson Valley
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 HK$624
HK$2,000 total
includes taxes & fees
1 Mar - 2 Mar
Rustic Lakefront Studio w/ Deck + Workspace
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 HK$426
HK$1,266 total
includes taxes & fees
4 Mar - 5 Mar
Dream getaway apartment in the foot of Gunks Ridge
Interior

Apartment in Beacon

Stylish & Pet-Friendly Apartment in Beacon
10.0 out of 10, Exceptional, (2 reviews)
"Very clean and great place to stay. "
United States
Charlene D.
The price is HK$978
HK$1,990 total
includes taxes & fees
1 Mar - 2 Mar
Stylish & Pet-Friendly Apartment in Beacon
1 bedroom

Holiday Home in Monroe

Hidden Lakefront Gem on a Gated Countryside Escape
2.0 star property
Hidden Lakefront Gem on a Gated Countryside Escape
Property grounds

Apartment in Wallkill

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
10.0 out of 10, Exceptional, (74 reviews)
"Wonderful, clean accommodations, with very responsive host."
United States
Connor H.
The price is HK$959
HK$1,924 total
includes taxes & fees
2 Mar - 3 Mar
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Exterior detail

Apartment in Beacon

Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
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 HK$900
HK$1,936 total
includes taxes & fees
1 Mar - 2 Mar
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
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 HK$1,224
HK$2,208 total
includes taxes & fees
2 Mar - 3 Mar
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
1 bedroom, free WiFi, bed sheets, wheelchair access

Apartment in Warwick

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
10.0 out of 10, Exceptional, (35 reviews)
"Great location within walking distance of boutiques and restaurants. Enjoyed our stay. "
United States
Cynthia W.
The price is HK$861
HK$2,000 total
includes taxes & fees
1 Mar - 2 Mar
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
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 HK$1,017
HK$2,137 total
includes taxes & fees
4 Mar - 5 Mar
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
1 bedroom, desk, iron/ironing board, free WiFi

Apartment in Montgomery

Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful stay. Responded quickly to any issues even if it was a tiny one. Would absolutely stay here again. "
United States
Richard D.
The price is HK$1,351
HK$2,292 total
includes taxes & fees
9 Mar - 10 Mar
Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.
Exterior detail

Apartment in Warwick

Charming 2-bedroom apartment in the Village of Warwick
The price is HK$1,174
HK$2,496 total
includes taxes & fees
4 Mar - 5 Mar
Charming 2-bedroom apartment in the Village of Warwick
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 HK$1,373
HK$2,005 total
includes taxes & fees
1 Mar - 2 Mar
The Wine House, Sitting atop of Warwick's brand new Wine Bar
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 HK$1,228
HK$2,071 total
includes taxes & fees
1 Mar - 2 Mar
Villa Verde B&B, Greenwood Lake NY, 1
Outdoor dining

Apartment in Vernon Township

The Appalachian at Mountain Creek
The price is HK$915
HK$1,832 total
includes taxes & fees
11 Mar - 12 Mar
The Appalachian at Mountain Creek
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 HK$845
HK$2,578 total
includes taxes & fees
3 Mar - 4 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 HK$1,462
HK$2,517 total
includes taxes & fees
2 Mar - 3 Mar
Walk to WP Gate + Free Parking!
Exterior detail

Apartment in Beacon

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
9.8 out of 10, Exceptional, (44 reviews)
"Adorable place to stay in an adorable town! "
United States
Mary L.
The price is HK$876
HK$1,855 total
includes taxes & fees
8 Mar - 9 Mar
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chester Hotel Reviews

Holiday Inn Express Ramsey-Mahwah by IHG

Holiday Inn Express Ramsey-Mahwah by IHG

10/10 Excellent
"Clean Hotel off the highway easy to get to the City "
Chanel 8-night trip
Posted 3 days ago
Holiday Inn Express Ramsey-Mahwah by IHG

Find out more about Chester

Chester Apartments information

Number of reviews
346
Accommodation
128 Apartments
Lowest Price
HK$1,266
Highest Price
HK$2,578

Frequently asked questions

What's it like to stay at an apartment in Chester?
You'll find 18 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 top 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 a Smart TV . Access to on-site 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, a balcony and a Smart TV . Stay in the heart of Greenwood Lake minutes away from the lake: 9.6 mi/15.5 km away in Greenwood Lake . Free WiFi, a patio and a Smart TV 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, a balcony and 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.

Explore a world of travel with Expedia