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Apartments in Chester

Walk to WP Gate + Free Parking!

9.8 out of 10, Exceptional, (15)
"Great location, clean, well kept, easy parking. Will stay here again. "
The price is SAR 780
SAR 1,408 total
includes taxes & fees
21 Jul - 22 Jul
Walk to WP Gate + Free Parking!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

10.0 out of 10, Exceptional, (9)
"We spent 4 nights at this property. It was very quiet & clean. The host was very accommodating & helpful. If we had a question he was quick with a response. Would definitely recommend & hope to stay again when visiting our daughter & her family. "
The price is SAR 499
SAR 1,180 total
includes taxes & fees
7 Aug - 8 Aug
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Local Artist Inspired | Walk to WestPoint + King Bed

9.8 out of 10, Exceptional, (6)
"Minor misunderstanding about initial entry instructions, but host responded immediately and helped get us in. Great stay and super east access to West Point from this location."
Local Artist Inspired | Walk to WestPoint + King Bed

Lux APT Your home away from home.

10.0 out of 10, Exceptional, (1)
"Very clean and great place to stay. "
The price is SAR 450
SAR 912 total
includes taxes & fees
20 Jul - 21 Jul
Lux APT Your home away from home.

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

10.0 out of 10, Exceptional, (33)
"Great location on Beacon’s Main Street. Central to everything. Lovely studio had everything we needed. "
The price is SAR 446
SAR 933 total
includes taxes & fees
27 Jul - 28 Jul
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

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

10.0 out of 10, Exceptional, (37)
"Great location, so clean and comfortable. "
The price is SAR 446
SAR 946 total
includes taxes & fees
16 Jul - 17 Jul
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

10.0 out of 10, Exceptional, (36)
"Great spot"
The price is SAR 450
SAR 954 total
includes taxes & fees
21 Jul - 22 Jul
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen

9.8 out of 10, Exceptional, (23)
"Very clean, great location in fun area. We would stay again."
The price is SAR 450
SAR 954 total
includes taxes & fees
24 Jul - 25 Jul
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen

A luxurious stay.

6.0 out of 10, (2)
"If you want to go to a diagusting neighborhood then this is your place. We felt so unsafe we didn’t even stay there. We got a hotel. It is that bad. As nice as the inside is, the outside and neighborhood will have you running. Music blasting stinks of weed homeless people all over. Do not book this place. The owner didn’t even refund us our cleaning fee. Trust me STAY AWAY."
The price is SAR 473
SAR 1,086 total
includes taxes & fees
14 Jul - 15 Jul
A luxurious stay.

Cozy country efficiency in the Hudson Valley

9.8 out of 10, Exceptional, (58)
"My girlfriend and I spent a weekend here for Valentine's Day, and it was perfect for our needs. It's very easily accessible and easy to get to from downtown Newburgh/Beacon. Phyllis was very communicative throughout our stay and super understanding of the winter weather coming in the morning we left. Everything is as listed and we really enjoyed ourselves here for a winter retreat!"
The price is SAR 486
SAR 937 total
includes taxes & fees
21 Jul - 22 Jul
Cozy country efficiency in the Hudson Valley

Charming 1-bedroom apartment with AC, WiFi in lovely Monroe

The price is SAR 780
SAR 1,277 total
includes taxes & fees
19 Jul - 20 Jul
Charming 1-bedroom apartment with AC, WiFi in lovely Monroe

Villa Verde B&B, Greenwood Lake NY, 1

9.8 out of 10, Exceptional, (27)
"This was such an amazing stay! Beautiful and comfortable, with lots of charm, and one of the best breakfasts we've ever had! Eva was wonderful and Bruno was so cute!"
The price is SAR 701
SAR 1,150 total
includes taxes & fees
14 Jul - 15 Jul
Villa Verde B&B, Greenwood Lake NY, 1

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

10.0 out of 10, Exceptional, (61)
"Clean, beautifully remodeled apartment with gorgeous water views in quiet neighborhoods. Would love to stay here again!"
The price is SAR 364
SAR 786 total
includes taxes & fees
10 Aug - 11 Aug
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

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

10.0 out of 10, Exceptional, (2)
"Location was fantastic - short short walk (100-300’) to a handful of very good restaurants. The apartment is brand new, extraordinarily clean, well provisioned and has everything you could possibly need. It’s clear that the owners take pride in their property and take care of it accordingly. They are also super responsive and helpful. I accidentally locked myself out of the apartment one morning and "
The price is SAR 491
SAR 1,205 total
includes taxes & fees
28 Jul - 29 Jul
Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.

Modern Hudson Valley Apt 202 - King/Queen/Twin

9.6 out of 10, Exceptional, (10)
"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."
The price is SAR 544
SAR 1,129 total
includes taxes & fees
28 Jul - 29 Jul
Modern Hudson Valley Apt 202 - King/Queen/Twin

Dream getaway apartment in the foot of Gunks Ridge

9.6 out of 10, Exceptional, (19)
"This 2b apartment is just 10mins from minnewaska and 10 mins from nearest town. Very convenient if you are going to have a hiking weekend. Very nice living room and kitchen."
The price is SAR 323
SAR 688 total
includes taxes & fees
14 Jul - 15 Jul
Dream getaway apartment in the foot of Gunks Ridge

Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

10.0 out of 10, Exceptional, (31)
"Great location, easy access, exactly as advertised."
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

10.0 out of 10, Exceptional, (24)
"Beautiful, clean, well appointed studio walking distance to restaurants and shops. Really enjoyed our stay and would highly recommend. "
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

The Wine House, Sitting atop of Warwick's brand new Wine Bar

10.0 out of 10, Exceptional, (19)
"Perfect little apartment/loft space in the heart of Warwick’s shopping, restaurants and bars. Great couples getaway spot. "
The price is SAR 658
SAR 970 total
includes taxes & fees
14 Jul - 15 Jul
The Wine House, Sitting atop of Warwick's brand new Wine Bar
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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Frequently asked questions

What's it like to stay at an apartment in Chester?
You'll find plenty of places to stay in Chester with 21 hotels and other lodging accommodations. Though there aren't many apartments, we can help you locate accommodations that are similar. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment like a kitchen. You can also filter by similar properties such as condos, vacation homes, or cottages. You might want to visit the area's shops and enjoy its restaurants. Visit top sights in the region such as LEGOLAND® New York and Woodbury Common Premium Outlets.
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: Charming 1-bedroom Rekindled Farmhouse Historic Sugar Loaf, NY: Situated in Chester, 3 mi/4.8 km from the heart of Chester. Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC: Located 18.5 mi/29.7 km away in Newburgh. Free WiFi, private patios, and fireplaces 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. Modern penthouse suite in a restored grain tower with private roof deck.: It's located in Warwick, 8.8 mi/14.1 km from Chester. Includes free WiFi and Smart TVs.
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 in the area, you can also visit popular places like LEGOLAND® New York and Woodbury Common Premium Outlets.
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.