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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

10.0 out of 10, Exceptional, (55)
"This little attached apartment was the perfect size for me, and I felt very safe. I loved being at the top end of the cul de sac so it was quiet and there was an amazing view from the deck looking over and down the Hudson River. I had beautiful sunrises and the lights at night along the river were so pretty. The bedroom/living/dining room was perfect for one. The electric fireplace gave the room a cozy feel, the bed and couch were comfy, and there was plenty of hot water for showers and...
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC

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

10.0 out of 10, Exceptional, (13)
"Convenient place in downtown Warwick right next to Boneyard Cantina. Very clean. Easy access. "
The price is SAR 731
SAR 927 total
includes taxes & fees
28 Mar - 29 Mar
The Wine House, Sitting atop of Warwick's brand new Wine Bar

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

9.8 out of 10, Exceptional, (19)
"This apartment is lovely and right in the heart of Beacon's main street. The apartment was comfortable and convenient to all that Beacon has to offer. The tea/coffee maker was a nice touch. Thank you!"
The price is SAR 446
SAR 906 total
includes taxes & fees
6 Apr - 7 Apr
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen

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

10.0 out of 10, Exceptional, (51)
"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 SAR 446
SAR 816 total
includes taxes & fees
26 Mar - 27 Mar
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

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

10.0 out of 10, Exceptional, (31)
"the luxe studio was a lovely, well-lighted, comfortable place to stay. recommended."
The price is SAR 450
SAR 910 total
includes taxes & fees
6 Apr - 7 Apr
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

Expansive Views; Miles of River & Mountains Walk to Train, Main St, DIA

10.0 out of 10, Exceptional, (1)
"Had a wonderful, relaxing stay here. Convenient location allowed us to walk everywhere we wanted to go!"
Expansive Views; Miles of River & Mountains Walk to Train, Main St, DIA

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

10.0 out of 10, Exceptional, (24)
"We stayed for over a week to visit family. The location was great for walking to and from restaurants and shopping on Main Street. The apartment was clean, spacious and had all the amenities we needed. We were able to cook and eat at the apt. when the weather was bad or we just chose to stay in. The bed was large and comfortable. The electric fireplace provided a bit more heat we needed since the temps outside were in the teens most days. We were pleasantly surprised by the size of the shower....
The price is SAR 413
SAR 892 total
includes taxes & fees
14 Apr - 15 Apr
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

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

10.0 out of 10, Exceptional, (15)
"We had a great visit at this apartment - it was in the perfect location and the host was very responsive/helpful as we planned around the weather. We would definitely stay again! "
The price is SAR 1,313
SAR 1,859 total
includes taxes & fees
26 Mar - 27 Mar
Modern penthouse suite in a restored grain tower with private roof deck.

Walk to WP Gate + Free Parking!

9.6 out of 10, Exceptional, (10)
"Well equipped space and great communication from the host"
Walk to WP Gate + Free Parking!

Large Three bedroom apartment, Main St., Goshen

10.0 out of 10, Exceptional, (3)
"Close to all, great restaurant the Pharmacy within walking distance and the New St tavern was a pleasant surprise right next door."
Large Three bedroom apartment, Main St., Goshen

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

10.0 out of 10, Exceptional, (33)
"The studio is sweet-- well appointed and very clean. I had some trouble with the TV which the owners worked on for quite and while and it was fixed by morning. They were very responsive. Lovely town. "
The price is SAR 428
SAR 885 total
includes taxes & fees
7 Apr - 8 Apr
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

Spectacular Log Home Estate North Wing Apt

10.0 out of 10, Exceptional, (38)
"The apartment was clean and well-furnished.The owners Mike and Joyce were extremely responsive to our requests.My only word of caution is that the second bedroom is small and has two twin-sized bunk beds. The top bunk is accessed via a ladder. For a couple with kids this works great. For two adult couples, the couple in the bunk bedroom may not be comfortable."
Spectacular Log Home Estate North Wing Apt

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

10.0 out of 10, Exceptional, (27)
"The property manager was very quick with responses. Great little apartment. Very clean, modern and right in town. Walk to restaurants, felt safe even traveling alone."
Stay in the heart of Greenwood Lake minutes away from the lake

Cozy 1-bedroom retreat minutes from West Point!

8.8 out of 10, Excellent, (3)
"The location of the property is very convenient for a visit to West Point. A lack of communication led to inconvenient moments at both our arrival (no door code was provided so we had to call the property manager when we arrived) and departure (water was shut off without notice an hour before check out time and I had to ask for a truck to be moved to be able to get my car out of the driveway.) Overall, the property met our needs for a short visit."
Cozy 1-bedroom retreat minutes from West Point!

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

10.0 out of 10, Exceptional, (28)
"Great location on Beacon’s Main Street. Central to everything. Lovely studio had everything we needed. "
The price is SAR 413
SAR 855 total
includes taxes & fees
8 Apr - 9 Apr
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

The Lander Pied-à-terre - pet friendly apartment in Historic Newburgh.

The Lander Pied-à-terre - pet friendly apartment in Historic Newburgh.

Entire 1 Bedroom Apartment in Lovely Family Vacation Lake House. Pets welcome!

9.8 out of 10, Exceptional, (6)
"Beautiful apartment with everything needed. The owners are very responsive and kind and quickly assisted when an appliance quit working. The only downside was the upstairs neighbors were loud and the parking is a little difficult since it was assigned away from the home. "
Entire 1 Bedroom Apartment in Lovely Family Vacation Lake House. Pets welcome!

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

9.8 out of 10, Exceptional, (8)
"The property is situated in the best part of Newburgh. The apartment has everything you need, all the conveniences of home, but the quaint charm of an historic dwelling with some of the original features (original built in shelfs, etc.). Very close to restaurants, the historic Victorian home distrIct, Washington headquarters, a quick bridge drive over to Beacon, which is also very historic, which led us accidentally to a cute historic town called Cold Springs."
Modern and Bright with office+ walk to nearby Waterfront, 1st FL.

Simple Modern Elegance with Hudson Valley Mountains backdrop, 3rd Fl

10.0 out of 10, Exceptional, (4)
"The entire experience was exactly what we hope for and the host was incredibly accommodating. We hope to be back this summer.. "
Simple Modern Elegance with Hudson Valley Mountains backdrop, 3rd Fl

Charming Beacon Apt w/ Fire Pit: Near Hiking!

9.2 out of 10, Wonderful, (9)
"A hidden gem...loved the apartment, and the hosts were fantastic!"
Charming Beacon Apt w/ Fire Pit: Near Hiking!
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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Other property types in Chester

Private Estate 9BR w/Pool, Hot Tub & Scenic Views!

Private Estate 9BR w/Pool, Hot Tub & Scenic Views!

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

9.6 out of 10, Exceptional, (5)
"Plenty of room for my family"
The price is SAR 972
SAR 1,084 total
includes taxes & fees
26 Mar - 27 Mar
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (108)
"Awesome "
The price is SAR 630
SAR 908 total
includes taxes & fees
26 Mar - 27 Mar
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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.

Frequently asked questions

What's it like to stay at an apartment in Chester?
You’ll find 15 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. The Wine House, Sitting atop of Warwick’s brand new Wine Bar: Located 8.7 mi/13.9 km away in Warwick. Amenities include private patios. Modern penthouse suite in a restored grain tower with private roof deck.: It’s situated in Warwick, 8.8 mi/14.1 km away. Includes free WiFi and Smart TVs. Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!: 17.9 mi/28.7 km away in Wallkill. Free WiFi, private balconies, and Smart TVs are included. Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen: It’s located in Beacon, 18.3 mi/29.5 km from Chester. Includes 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.