Search Apartment Rentals in Chester

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Chester apartments

Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
3.0 star property
Westbrookville
The price is CA $169
CA $329 total
includes taxes & fees
Apr 10 - Apr 11
Close to Trails: Studio w/ Water Views

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 CA $159
CA $424 total
includes taxes & fees
Apr 16 - Apr 17
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

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 $116
CA $246 total
includes taxes & fees
Apr 13 - Apr 14
Cozy 1-bedroom retreat minutes from West Point!

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, (54 reviews)
"We havld a good time. The room was comfortable and perfectly located!"
United States
Brandy C.
The price is CA $159
CA $343 total
includes taxes & fees
Apr 12 - Apr 13
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

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 $93
CA $334 total
includes taxes & fees
Apr 12 - Apr 13
Rustic Lakefront Studio w/ Deck + Workspace

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 CA $228
CA $439 total
includes taxes & fees
Apr 15 - Apr 16
Cozy country efficiency in the Hudson Valley

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 $180
CA $380 total
includes taxes & fees
Apr 23 - Apr 24
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.

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, (25 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 $99
CA $234 total
includes taxes & fees
Apr 23 - Apr 24
Dream getaway apartment in the foot of Gunks Ridge

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 $166
CA $479 total
includes taxes & fees
Apr 21 - Apr 22
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!

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Wallkill
10.0 out of 10, Exceptional, (79 reviews)
"great location and nice host"
United States
christopher s.
The price is CA $203
CA $382 total
includes taxes & fees
Apr 23 - Apr 24
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Stylish and Pet-Friendly Apartment in Beacon

Stylish and Pet-Friendly Apartment in Beacon
Beacon
10.0 out of 10, Exceptional, (3 reviews)
"Very clean and great place to stay. "
United States
Charlene D.
The price is CA $200
CA $393 total
includes taxes & fees
Apr 15 - Apr 16
Stylish and Pet-Friendly Apartment in Beacon

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, (38 reviews)
"Great location within walking distance of boutiques and restaurants. Enjoyed our stay. "
United States
Cynthia W.
The price is CA $150
CA $351 total
includes taxes & fees
Apr 15 - Apr 16
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

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 $195
CA $364 total
includes taxes & fees
Apr 13 - Apr 14
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Charming 2-bedroom apartment in the Village of Warwick

Charming 2-bedroom apartment in the Village of Warwick
Warwick
The price is CA $208
CA $446 total
includes taxes & fees
Apr 14 - Apr 15
Charming 2-bedroom apartment in the Village of Warwick

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 CA $205
CA $371 total
includes taxes & fees
Apr 15 - Apr 16
Modern Hudson Valley Apt 202 - King/Queen/Twin

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 CA $159
CA $336 total
includes taxes & fees
Apr 15 - Apr 16
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

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, (30 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 CA $243
CA $356 total
includes taxes & fees
Apr 11 - Apr 12
The Wine House, Sitting atop of Warwick's brand new Wine Bar

Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (22 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 CA $228
CA $407 total
includes taxes & fees
Apr 14 - Apr 15
Walk to WP Gate + Free Parking!

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)
"Great lil tranquil home. Had all the things you'd need with some bonus touches and Stan was very quick and easy to communicate with. "
United States
Jen G.
The price is CA $208
CA $439 total
includes taxes & fees
May 4 - May 5
Grant - A Tranquil One Bedroom Steps from River

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 CA $179
CA $275 total
includes taxes & fees
Apr 21 - Apr 22
Swiss Spot. Cozy 1-bedroom apartment in charming Vernon NJ with heated pools.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chester Hotel Reviews

Find out more about Chester

Chester Apartments information

Number of reviews
457
Accommodation
128 Apartments
Lowest Price
CA $234
Highest Price
CA $479

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: 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, private balconies, and Smart TVs. Access to onsite 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, private patios, 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. 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 Smart TVs are included. Access to onsite laundry facilities is available on site. Charming studio with Amazing hot tub a swimming pool,pool table.: Located in Newburgh, 17.5 mi/28.2 km from Chester. Includes private patios. An outdoor pool and a hot tub are 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.

Explore a world of travel with Expedia