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Our top choices for Chester apartments

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 SAR 204
SAR 570 total
includes taxes & fees
6 Apr - 7 Apr
Dream getaway apartment in the foot of Gunks Ridge

Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
3.0 star property
Westbrookville
The price is SAR 458
SAR 895 total
includes taxes & fees
8 Apr - 9 Apr
Close to Trails: Studio w/ Water Views

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 SAR 619
SAR 1,193 total
includes taxes & fees
6 Apr - 7 Apr
Cozy country efficiency in the Hudson Valley

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 SAR 432
SAR 1,152 total
includes taxes & fees
5 Apr - 6 Apr
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.4 out of 10, Exceptional, (13 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 SAR 526
SAR 1,676 total
includes taxes & fees
4 Apr - 5 Apr
Local Artist Inspired | Walk to WestPoint + King Bed

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 SAR 603
SAR 1,082 total
includes taxes & fees
7 Apr - 8 Apr
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

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, (49 reviews)
"Great place!"
United States
Sara B.
The price is SAR 432
SAR 933 total
includes taxes & fees
7 Apr - 8 Apr
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

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, (43 reviews)
"The property is very cute and located in a great location. "
United States
Olivia R.
The price is SAR 402
SAR 900 total
includes taxes & fees
6 Apr - 7 Apr
Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

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 SAR 488
SAR 1,025 total
includes taxes & fees
5 Apr - 6 Apr
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.

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 SAR 430
SAR 1,244 total
includes taxes & fees
13 Apr - 14 Apr
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 SAR 552
SAR 1,009 total
includes taxes & fees
20 Apr - 21 Apr
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

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 SAR 484
SAR 745 total
includes taxes & fees
7 Apr - 8 Apr
Swiss Spot. Cozy 1-bedroom apartment in charming Vernon NJ with heated pools.

Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.

Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.
Montgomery
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 SAR 636
SAR 1,103 total
includes taxes & fees
5 Apr - 6 Apr
Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.

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 SAR 751
SAR 1,197 total
includes taxes & fees
4 Apr - 5 Apr
Villa Verde B&B, Greenwood Lake NY, 1

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 SAR 432
SAR 903 total
includes taxes & fees
15 Apr - 16 Apr
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

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.
The price is SAR 601
SAR 1,176 total
includes taxes & fees
28 Apr - 29 Apr
Grant - A Tranquil One Bedroom Steps from River

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, (29 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 SAR 659
SAR 962 total
includes taxes & fees
6 Apr - 7 Apr
The Wine House, Sitting atop of Warwick's brand new Wine Bar

Charming 2-bedroom apartment in the Village of Warwick

Charming 2-bedroom apartment in the Village of Warwick
Warwick
The price is SAR 563
SAR 1,176 total
includes taxes & fees
13 Apr - 14 Apr
Charming 2-bedroom apartment in the Village of Warwick

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 SAR 646
SAR 1,114 total
includes taxes & fees
13 Apr - 14 Apr
Walk to WP Gate + Free Parking!

Cozy Top Floor Studio On The Slope, Pool, Hot Tubs, Sauna, Fireplace

Cozy Top Floor Studio On The Slope, Pool, Hot Tubs, Sauna, Fireplace
Vernon Township
The price is SAR 863
SAR 1,315 total
includes taxes & fees
4 Apr - 5 Apr
Cozy Top Floor Studio On The Slope, Pool, Hot Tubs, Sauna, Fireplace
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

Frequently asked questions

What's it like to stay at an apartment in Chester?
You'll find 17 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. Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen: Located in Beacon, 18.3 mi/29.5 km from Chester. Includes 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.