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Compare 94 Apartments in Chester with updated reviews, rates, and availability.

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, (30)
"This is a great studio apartment and an ideal place to stay if visiting Beacon."
The price is AED 404
AED 850 total
includes taxes & fees
12 Jan - 13 Jan
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Walk to WP Gate + Free Parking!
Living area

Walk to WP Gate + Free Parking!

10.0 out of 10, Exceptional, (7)
"Great location, clean, well kept, easy parking. Will stay here again. "
Walk to WP Gate + Free Parking!
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, (24)
"My husband and i stayed for 2 days and we loved it! We walked everywhere. We bar hoped and walked back so its perfect place to stay if you plan on drinking. To top it of, the apartment is super cute and very clean. You wont be disappointed if you stay here."
Stay in the heart of Greenwood Lake minutes away from the lake
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, (17)
"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 441
AED 941 total
includes taxes & fees
12 Jan - 13 Jan
Luxury Loft on Main Street -Steam Shower, Theater Seats, Views, Designer Kitchen
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
Interior

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

10.0 out of 10, Exceptional, (54)
"The view was so good I never turned the TV on once during my stay! I was in town for a wedding and having such a clean, comfy, convenient, and well-apportioned accommodation only added to the joy of the occasion. This is an add-on to the host's residence and it was a comfort to know they were nearby while I was able to enjoy my complete privacy. "
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
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, (29)
"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 489
AED 956 total
includes taxes & fees
21 Jan - 22 Jan
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed

9.4 out of 10, Exceptional, (3)
"Lovely location, conveniently situated next to West Point. Highly recommend if you are looking for a place to stay for homecoming weekend or simply visiting the area. Added convenience is its close proximity to the local bakery (repeat customer) and the pizza place wherein I think my kids did indeed lick their plates clean."
The price is AED 724
AED 1,781 total
includes taxes & fees
10 Feb - 11 Feb
Local Artist Inspired | Walk to WestPoint + King Bed
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, (13)
"Very clean, comfy, and what a great experience to stay in a converted property!"
The price is AED 1,286
AED 1,805 total
includes taxes & fees
11 Jan - 12 Jan
Modern penthouse suite in a restored grain tower with private roof deck.
Modern and Bright with office+ walk to nearby Waterfront, 1st FL.
Interior

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

10.0 out of 10, Exceptional, (6)
"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.
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, (21)
"Lovely unit"
The price is AED 397
AED 851 total
includes taxes & fees
13 Jan - 14 Jan
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
Room

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

9.8 out of 10, Exceptional, (18)
"The bed was comfortable with a down comforter that engulfs you while you listen to the sounds of the street, as the sunlight drenches your room from the tall windows. People watchers paradise. Coming out of the front door you feel like a local, and a fancy one at that, locking your main street apartment within walking distance to some of the best food you've ever had: Kitchen Sink (supper club, reservations required), Quinns, The Dutch (get the pimento cheese chicken sandwich), and more. You...
The price is AED 441
AED 891 total
includes taxes & fees
12 Jan - 13 Jan
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
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!

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!
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...
The price is AED 238
AED 591 total
includes taxes & fees
13 Jan - 14 Jan
Dream getaway apartment in the foot of Gunks Ridge
Vernon Township Condo w/ Mountain Views!
Exterior

Vernon Township Condo w/ Mountain Views!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great location. Quiet surroundings.."
Vernon Township Condo w/ Mountain Views!
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!
Entire 1 Bedroom Apartment in Lovely Family Vacation Lake House. Pets welcome!
Exterior

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

10.0 out of 10, Exceptional, (5)
"Awesome spot for a small group especially if you're heading to the Ren fair"
Entire 1 Bedroom Apartment in Lovely Family Vacation Lake House. Pets welcome!
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
Aerial view

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

10.0 out of 10, Exceptional, (3)
"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!"
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
Historic Hudson Valley Apartment: River View!
Newburgh Vacation Rental | 1BR | 1BA | 800 Sq Ft | Stairs Required

Historic Hudson Valley Apartment: River View!

10.0 out of 10, Exceptional, (1)
Historic Hudson Valley Apartment: River View!
Heritage Trail Farmhouse
Bedroom

Heritage Trail Farmhouse

9.0 out of 10, Wonderful, (2)
"The home was easy to find. It was very clean. Easy access to get in. It had all the amenities listed. James was very responsive. We really enjoyed our time there."
Heritage Trail Farmhouse
Cottage Suites
Room

Cottage Suites

3.0 star property
8.0 out of 10, Very Good, (3)
"The actual room was excellent, compfy bed. Shower door was hard to open. No handle on the outside. Loud cars going through the neighborhood and my room was up 3 flights of stairs. "
Cottage Suites
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, (106)
"Great place and host!"
The price is AED 617
AED 896 total
includes taxes & fees
12 Jan - 13 Jan
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!
Exterior

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

7.2 out of 10, Good, (12)
"This home was just what our group of 16 needed to find rest, reconvene from the day’s activities, and prepare for all the next day’s activities. The town of Monroe was a great place to stay as it was centrally located for all the places we visited. "
The price is AED 1,639
AED 3,228 total
includes taxes & fees
21 Jan - 22 Jan
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!
Fenced Yard Private Lakes 7 Beaches Huge Fire Pit
Home Sweet Home ...

Fenced Yard Private Lakes 7 Beaches Huge Fire Pit

9.8 out of 10, Exceptional, (98)
"Great Highland Lakes Cottage! Clean & well stocked kitchen. Be careful going up or down Breakneck Rd. Thus time of year every view is beautiful! We did lots of small road trips taking in the sites and autumnal views!!"
Fenced Yard Private Lakes 7 Beaches Huge Fire Pit
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 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?
Here is a favorite apartment in the area to consider: Cottage Suites: Located 9.5 mi/15.3 km away in Middletown. Amenities include 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 LEGOLAND® New York 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.