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Compare 101 Apartments in Chester with updated reviews, rates, and availability.

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

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

10.0 out of 10, Exceptional, (50)
"Very nice and clean place and great view. "
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
Food and drink

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

10.0 out of 10, Exceptional, (10)
"Keith and Kevin, the hosts were amazing! the Wine house was such a charming apartment. will definitely stay there again."
The price is AED 716
AED 911 total
includes taxes & fees
24 Nov - 25 Nov
The Wine House, Sitting atop of Warwick's brand new Wine Bar
Charming Beacon Apt w/ Fire Pit: Near Hiking!
Beacon Vacation Rental | 1BR | 1BA | 2 Stairs Required to Enter

Charming Beacon Apt w/ Fire Pit: Near Hiking!

10.0 out of 10, Exceptional, (8)
"A hidden gem...loved the apartment, and the hosts were fantastic!"
Charming Beacon Apt w/ Fire Pit: Near Hiking!
Walk to WP Gate + Free Parking!
Living area

Walk to WP Gate + Free Parking!

10.0 out of 10, Exceptional, (6)
"Great apartment, clean and very close to West Point. "
Walk to WP Gate + Free Parking!
Spectacular Log Home Estate North Wing Apt
North Wing Apt

Spectacular Log Home Estate North Wing Apt

10.0 out of 10, Exceptional, (36)
"Beautiful neighborhood quiet and peaceful Immaculate and comfortable It felt like home very easy to communicate with the owners always with a quick response we really enjoyed our stay Ray James"
Spectacular Log Home Estate North Wing Apt
Beautiful Cozy 2 br in-law apt, prime Hudson Valley location
Living area

Beautiful Cozy 2 br in-law apt, prime Hudson Valley location

9.6 out of 10, Exceptional, (15)
"The location was convenient for our purposes; neighbourhood felt safe. The place was clean, the beds were comfortable. The kitchen was well equipped. The sofas were not comfortable to lounge on."
Beautiful Cozy 2 br in-law apt, prime Hudson Valley location
Comfy Studio at the Appalachian building - Mountain Creek Resort, Vernon, NJ
The front view of the Appalachian building

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

9.8 out of 10, Exceptional, (55)
"God"
Comfy Studio at the Appalachian building - Mountain Creek Resort, Vernon, NJ
Stay in the heart of Greenwood Lake minutes away from the lake
Living area

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

10.0 out of 10, Exceptional, (23)
"I enjoyed my stay here. The property was clean and had everything I needed for my trip to Warwick. There is a CVS within walking distance and a pizza restaurant across the street. "
Stay in the heart of Greenwood Lake minutes away from the lake
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Interior

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

10.0 out of 10, Exceptional, (19)
"Lovely unit"
The price is AED 477
AED 957 total
includes taxes & fees
3 Dec - 4 Dec
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Dream getaway apartment in the foot of Gunks Ridge
living room and custom built dining table

Dream getaway apartment in the foot of Gunks Ridge

9.6 out of 10, Exceptional, (17)
"This space is honestly nicer than the photos look! It was cozy, clean, and very well stocked. It was easy to find and centrally located for all of the (albeit spread out) attractions in the area! The apartment is booked out by a management company, not the owner, though someone else definitely lives on site. There was weirdness around our booking process, where the management company claimed the credit card info we put into VRBO didn’t work (even though VRBO was able to pull their fees and our...
Dream getaway apartment in the foot of Gunks Ridge
Stay in the HEART of West Point~Walk 2 mins to academy!
Living room

Stay in the HEART of West Point~Walk 2 mins to academy!

9.8 out of 10, Exceptional, (26)
"Clean, quiet, and comfortable. Steep stairs as noted in the listing and parking around the corner in back. A couple minor problems, but host was very attentive to helping us solve them."
Stay in the HEART of West Point~Walk 2 mins to academy!
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Interior

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

10.0 out of 10, Exceptional, (27)
"This was a great rental in the heart of Beacon. Situated on main street we could walk to almost everything. Well outfitted apartment with all the amenties down to a white noise machine. Great to be able to do a load of laundry right on the apartment. Definitely would rent again. Host was super responsive."
The price is AED 514
AED 999 total
includes taxes & fees
8 Dec - 9 Dec
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
Parking

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

10.0 out of 10, Exceptional, (28)
"Well situarewd in the middle of Beacon. Free parking lot on the corner. Spacious living/sleeping. Spacious bathroom. The space looks like it was recently renovated and very well done. Tasteful. I'll stay here nexy time I pass through Beacon."
The price is AED 514
AED 999 total
includes taxes & fees
3 Dec - 4 Dec
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Modern penthouse suite in a restored grain tower with private roof deck.
Exterior

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

10.0 out of 10, Exceptional, (12)
"Very clean, comfy, and what a great experience to stay in a converted property!"
The price is AED 1,286
AED 1,791 total
includes taxes & fees
24 Nov - 25 Nov
Modern penthouse suite in a restored grain tower with private roof deck.
Luxury Loft on Main Street -Steam Shower, Theater Seats, Views, Designer Kitchen
Room

Luxury Loft on Main Street -Steam Shower, Theater Seats, Views, Designer Kitchen

10.0 out of 10, Exceptional, (14)
"We stayed in Warwick for just one day/night on one the hottest days in July 2024. This loft studio was just lovely, with a terrific location. Everything about the place was first rate for a rental. I would recommend this place without hesitation. The little town is charming and we enjoyed being able to walk to shops and pubs. Other places of interest and beauty and fun were short drives from the studio. The farmers market in town on Sunday was terrific. We were told there’s usually more activity...
The price is AED 514
AED 1,024 total
includes taxes & fees
3 Dec - 4 Dec
Luxury Loft on Main Street -Steam Shower, Theater Seats, Views, Designer Kitchen
Mountain Creek Condo w/ Grill: Walk to Lifts!
Terrace/patio

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!
Vernon Township Condo - Walk to Ski Resort!
Living area

Vernon Township Condo - Walk to Ski Resort!

3.0 star property
10.0 out of 10, Exceptional, (2)
"I was in town for a trail race nearby - this was the perfect spot pre- and post-race to relax. Wish I had had more time to explore the area, but enjoyed my stay here. Would recommend."
Vernon Township Condo - Walk to Ski Resort!
Large Three bedroom apartment, Main St., Goshen
Interior

Large Three bedroom apartment, Main St., Goshen

10.0 out of 10, Exceptional, (2)
"If you're looking for a place to stay in Goshen, this apartment is a great choice. It’s spacious, very clean, and conveniently located. I would definitely recommend it!"
Large Three bedroom apartment, Main St., Goshen
Vernon Condo w/ Deck, Near Appalachian Trail!
Exterior

Vernon Condo w/ Deck, Near Appalachian Trail!

3.0 star property
6.6 out of 10, (4)
"Lovely, peaceful home away from home. "
Vernon Condo w/ Deck, Near Appalachian Trail!
Modern and Stylish Studio in Middletown
Room

Modern and Stylish Studio in Middletown

Modern and Stylish Studio in Middletown
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

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Autumn Foliage - Private Patio View

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (105)
"Super cozy apartment with a beautiful view. Very welcoming host and a great place for a short stay near Bear Mountain. "
The price is AED 617
AED 915 total
includes taxes & fees
30 Nov - 1 Dec
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Located next to the Ski Resort, Bike Park and Water Park
Swimming pool view

Located next to the Ski Resort, Bike Park and Water Park

10.0 out of 10, Exceptional, (153)
"It’s our second time staying in this condo. We love it and hope to use it again. "
Located next to the Ski Resort, Bike Park and Water Park
Beautiful Private Stone Home in the Hudson Valley
Exterior

Beautiful Private Stone Home in the Hudson Valley

10.0 out of 10, Exceptional, (138)
"home and amenities enjoyed by all age groups. the city-slickers were thrilled by the deer, and visiting the chickens and roosters. the location is beautiful and rural. easy drive from nyc and capital district."
Beautiful Private Stone Home in the Hudson Valley
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 19 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. While in the region, visit favorite sights like 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?
Here is a favorite apartment in the area to consider: Cottage Suites: Located in Middletown, 9.5 mi/15.3 km away. Includes free WiFi. Free parking and onsite laundry facilities are 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. The Rock Sports Complex and Goosepond Mountain State Park are a couple of scenic spots to enjoy the outdoors, whereas Museum Village is one of the cultural attractions. Castle Fun Center and Woodbury Common Premium Outlets are a couple of places you’ll find in the larger area.
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.