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Compare 114 Apartments in Chester with updated reviews, rates, and availability.

Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC

9.8 out of 10, Exceptional, (64)
"We had a lovely stay."
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC

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

10.0 out of 10, Exceptional, (34)
"This is a great studio apartment and an ideal place to stay if visiting Beacon."
The price is AED 430
AED 926 total
includes taxes & fees
10 Jun - 11 Jun
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

Grant - A Tranquil One Bedroom Steps from River

9.4 out of 10, Exceptional, (29)
"We enjoyed our stay, wife was impressed with property and how it was decorated. Good location close to restaurants on riverfront. "
Grant - A Tranquil One Bedroom Steps from River

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

10.0 out of 10, Exceptional, (22)
"Beautiful, clean, well appointed studio walking distance to restaurants and shops. Really enjoyed our stay and would highly recommend. "
The price is AED 422
AED 960 total
includes taxes & fees
11 Jun - 12 Jun
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

Stay in the heart of Greenwood Lake minutes away from the lake

10.0 out of 10, Exceptional, (34)
"Fantastic little spot! Super cute and near everything! Absolutely enjoyed our stay and would stay again!"
Stay in the heart of Greenwood Lake minutes away from the lake

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

10.0 out of 10, Exceptional, (18)
"Perfect little apartment/loft space in the heart of Warwick’s shopping, restaurants and bars. Great couples getaway spot. "
The price is AED 645
AED 937 total
includes taxes & fees
10 Jun - 11 Jun
The Wine House, Sitting atop of Warwick's brand new Wine Bar

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 AED 397
AED 754 total
includes taxes & fees
19 Jun - 20 Jun
Dream getaway apartment in the foot of Gunks Ridge

Cozy country efficiency in the Hudson Valley

9.8 out of 10, Exceptional, (56)
"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 AED 496
AED 963 total
includes taxes & fees
10 Jun - 11 Jun
Cozy country efficiency in the Hudson Valley

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

10.0 out of 10, Exceptional, (35)
"This is such a comfortable, convenient spot in the heart of Beacon."
The price is AED 477
AED 985 total
includes taxes & fees
10 Jun - 11 Jun
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

Modern and Bright with office+ walk to nearby Waterfront, 1st FL.

9.8 out of 10, Exceptional, (10)
"This property is adorable and very comfortable. The building is unique and has a lot of character and the hosts were excellent. We will stay here again. Thank you for a great visit."
Modern and Bright with office+ walk to nearby Waterfront, 1st FL.

Luxury Garden Retreat – Newly Renovated with High-End Upgrades

Luxury Garden Retreat – Newly Renovated with High-End Upgrades

Modern penthouse suite in a restored grain tower with private roof deck.

10.0 out of 10, Exceptional, (21)
"Wonderful stay!"
The price is AED 1,240
AED 1,947 total
includes taxes & fees
10 Jun - 11 Jun
Modern penthouse suite in a restored grain tower with private roof deck.

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

10.0 out of 10, Exceptional, (58)
"The apartment was clean & comfortable with a sensational view. The host was knowledgeable, warm, and communicative. Thank you for another great stay!"
The price is AED 356
AED 782 total
includes taxes & fees
18 Jun - 19 Jun
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Apartment with Expansive Views; River & Mountains Walk to Train, Main St, DIA

9.4 out of 10, Exceptional, (3)
"Had a wonderful, relaxing stay here. Convenient location allowed us to walk everywhere we wanted to go!"
Apartment with Expansive Views; River & Mountains Walk to Train, Main St, DIA

Mountain Creek Condo w/ Grill: Walk to Lifts!

3.0 star property
9.6 out of 10, Exceptional, (5)
"Nice area I had previously never seen. We walked down to the hotel one morning for breakfast, and the condo was a short drive from Wawayanda State Park, where I had an event. Nice condo - comfortable and clean. Instructions ahead of time were clear and given with ample notice."
Mountain Creek Condo w/ Grill: Walk to Lifts!

Modern Hudson Valley Apt 202 - King/Queen/Twin

9.8 out of 10, Exceptional, (9)
"Stayed here to visit our son on pass from West Point - immaculate property , super quaint village with amazing restaurants - perfect stay ! Would definitely stay again and recommend without a doubt !"
The price is AED 426
AED 989 total
includes taxes & fees
10 Jun - 11 Jun
Modern Hudson Valley Apt 202 - King/Queen/Twin

Comfy Studio at the Appalachian building - Mountain Creek Resort, Vernon, NJ

9.8 out of 10, Exceptional, (60)
"We came for a short anniversary trip, we loved going in the hot tub and eating at the restaurants around vernon and warwick. The room was clean, all the information we needed was clearly laid out and it was a relaxing and easy stay."
Comfy Studio at the Appalachian building - Mountain Creek Resort, Vernon, NJ

Heritage Trail Farmhouse

9.0 out of 10, Wonderful, (2)
"We loved our stay at this farm house! The apartment was a great set up, with a beautiful balcony. As advertised, it was very close to Legoland and a bunch of great state parks. It could have been a bit cleaner, but overall it was a great stay. "
Heritage Trail Farmhouse

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

9.8 out of 10, Exceptional, (22)
"Such a great space with all the amenities you might need! Really enjoyed my stay here. "
The price is AED 477
AED 985 total
includes taxes & fees
10 Jul - 11 Jul
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen

Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown

10.0 out of 10, Exceptional, (4)
"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!"
The price is AED 325
AED 1,126 total
includes taxes & fees
10 Jun - 11 Jun
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
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 16 hotels and other accommodations in Chester. 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: Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC: Situated in Newburgh, 18.5 mi/29.7 km from the heart of Chester. Includes free WiFi, private patios, and fireplaces. Modern penthouse suite in a restored grain tower with private roof deck.: Located 8.8 mi/14.1 km away in Warwick. Free WiFi 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. Grant - A Tranquil One Bedroom Steps from River: Located 16.9 mi/27.2 km away in Newburgh. Free WiFi, private patios, and Smart TVs are included. Access to onsite laundry facilities is available on site. Stay in the heart of Greenwood Lake minutes away from the lake: It’s located in Greenwood Lake, 9.6 mi/15.5 km from Chester. Includes free WiFi, private patios, 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.