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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

Our top choices for Chester apartments

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, (20 reviews)
"Very good communication and helpful. "
United States
Liam C.
The price is CA $159
CA $425 total
includes taxes & fees
Jun 3 - Jun 4
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, (27 reviews)
"Clean and quiet."
United States
Ted
The price is CA $94
CA $228 total
includes taxes & fees
May 31 - Jun 1
Dream getaway apartment in the foot of Gunks Ridge
Terrace/patio

Renovated 1 Bedroom Valley View

Renovated 1 Bedroom Valley View
Vernon Township
The price is CA $128
CA $307 total
includes taxes & fees
Jun 2 - Jun 3
Renovated 1 Bedroom Valley View
Exterior

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Fishkill
10.0 out of 10, Exceptional, (17 reviews)
"Great place to stay,"
United States
Anonymous traveller
The price is CA $138
CA $159 total
includes taxes & fees
Jun 4 - Jun 5
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
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, (2 reviews)
"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 $142
CA $278 total
includes taxes & fees
May 27 - May 28
Cozy 1-bedroom retreat minutes from West Point!
Exterior detail

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, (57 reviews)
"Great location and quiet just like we like it. Unit was very charming."
Canada
Thomas
The price is CA $166
CA $351 total
includes taxes & fees
Jun 3 - Jun 4
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
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)
"Comfy cozy weekend retreat"
United States
Michael M.
The price is CA $207
CA $409 total
includes taxes & fees
May 30 - May 31
Cozy country efficiency in the Hudson Valley
Lobby

1 Queen Bed | ADA/RI Shower/Smoking/Kitchen

1 Queen Bed | ADA/RI Shower/Smoking/Kitchen
Fishkill
10.0 out of 10, Exceptional, (15 reviews)
"Good so far"
United States
Anonymous traveller
The price is CA $124
CA $140 total
includes taxes & fees
Jun 8 - Jun 9
1 Queen Bed | ADA/RI Shower/Smoking/Kitchen
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 CA $186
CA $282 total
includes taxes & fees
May 31 - Jun 1
Swiss Spot. Cozy 1-bedroom apartment in charming Vernon NJ with heated pools.
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, (81 reviews)
"great location and nice host"
United States
christopher s.
The price is CA $199
CA $374 total
includes taxes & fees
May 27 - May 28
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Interior

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, (45 reviews)
"The property is very cute and located in a great location. "
United States
Olivia R.
The price is CA $143
CA $333 total
includes taxes & fees
May 31 - Jun 1
Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
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, (43 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 $186
CA $411 total
includes taxes & fees
Jun 8 - Jun 9
Grant - A Tranquil One Bedroom Steps from River
Exterior detail

Slope side cozy Studio

Slope side cozy Studio
Vernon Township
10.0 out of 10, Exceptional, (1 review)
"Studio was perfect pool and hot tub excellent as well "
Canada
Simon
The price is CA $125
CA $300 total
includes taxes & fees
May 28 - May 29
Slope side cozy Studio
Exterior detail

Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
Wurtsboro
9.8 out of 10, Exceptional, (8 reviews)
"Quiet, comfortable, cute, cleanliness, intimate stay. "
United States
Charise C.
The price is CA $226
CA $478 total
includes taxes & fees
May 31 - Jun 1
Close to Trails: Studio w/ Water Views
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 CA $179
CA $380 total
includes taxes & fees
Jun 1 - Jun 2
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
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 CA $253
CA $472 total
includes taxes & fees
Jun 1 - Jun 2
Close to Trails: Studio w/ Water Views
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, (18 reviews)
"This place is literally perfect from the spacious kitchen/living space to the big beautiful bed this place will most likely be our go to."
United States
Oscar B.
The price is CA $205
CA $373 total
includes taxes & fees
May 28 - May 29
Modern Hudson Valley Apt 202 - King/Queen/Twin
Interior

Cozy renovated Studio @ Creek

Cozy renovated Studio @ Creek
Vernon Township
The price is CA $120
CA $295 total
includes taxes & fees
May 28 - May 29
Cozy renovated Studio @ Creek
Outdoor dining

The Appalachian at Mountain Creek

The Appalachian at Mountain Creek
Vernon Township
The price is CA $162
CA $335 total
includes taxes & fees
May 27 - May 28
The Appalachian at Mountain Creek
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, (47 reviews)
"Great place to stay. Cozy, warm, and clean! The host was also a good communicator and everything went smoothly."
United States
Samantha Esmé W.
The price is CA $159
CA $332 total
includes taxes & fees
Jun 24 - Jun 25
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

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

10/10 Excellent
"Nothing really unique so to say, breakfast was good, the staff was very nice especially Leigh (or Lee) I didn’t catch the spelling of her name. We didn’t use anything else but the room and had breakfast. Leigh at the front seat helped with questions and seemed very sincere. Appreciated her a lot."
Michael 3-night trip
Posted 1 hour ago
Sleep Inn & Suites Monroe - Woodbury

Find out more about Chester

Chester Apartments information

Number of reviews
335
Accommodation
137 Apartments
Lowest Price
CA $140
Highest Price
CA $472

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 #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen: Located in Beacon, 18.3 mi/29.5 km from the heart of Chester. Includes Smart TVs. Access to onsite laundry facilities is available on site. Spectacular Log Home Estate North Wing Unit: Located 22.1 mi/35.5 km away in Marlboro. Private balconies, separate dining areas, and Smart TVs are included. Access to onsite laundry facilities is available on site. Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!: Located in Wallkill, 17.9 mi/28.7 km away. Includes free WiFi, private balconies, and Smart TVs. Access to onsite laundry facilities is available on site. Lower level unit in Spectacular Log Home Estate: Located 22.1 mi/35.5 km away in Marlboro. Free WiFi, sofa beds, and Smart TVs are included. Access to onsite laundry facilities is available on site. Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC: It's located in Newburgh, 18.5 mi/29.7 km from Chester. Includes free WiFi, private patios, and fireplaces.
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