Search Apartments in Chester

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 96 Apartments in Chester with updated reviews, rates, and availability.

Room
Cottage Suites
3.0 star property
The price is AED 512
AED 970 total
includes taxes & fees
27 May - 28 May
Cottage Suites
Property grounds
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
10.0 out of 10, Exceptional, (35)
"This sweet little apartment was perfect for my solo stay. Comfortable, quiet, and very easy to get to. Lovely view from the deck. It had a feeling of security and privacy. Vicky was quick with answering my emails."
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
Parking
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
10.0 out of 10, Exceptional, (22)
"The space was super cute and had everything I needed. There are great restaurants with nice staff, a train station close by, and an amazing shower! I highly recommend staying here and will do it again if I stay in the area. Thank you, Laurie!"
The price is AED 514
AED 971 total
includes taxes & fees
5 Jun - 6 Jun
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Save an average of 15% on thousands of hotels when you're signed in
Kitchen
Cozy country efficiency in the Hudson Valley
9.8 out of 10, Exceptional, (39)
"Quiet, clean and very comfortable. Beautiful property located just minutes from town. Will definitely stay here again."
The price is AED 551
AED 790 total
includes taxes & fees
4 Jun - 5 Jun
Cozy country efficiency in the Hudson Valley
The historic Luxe Building on Main Street
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
10.0 out of 10, Exceptional, (21)
"Luxe studio was the perfect place for us to stay when coming to visit our son at USMA at West Point. It was clean and the location was perfect as it was close to restaurants and coffee shops."
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Dining
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
10.0 out of 10, Exceptional, (11)
"Unfortunately we could not make in to stay in this beautiful apartment."
The price is AED 503
AED 988 total
includes taxes & fees
4 Jun - 5 Jun
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Room
The Wine House, Sitting atop of Warwick's brand new Wine Bar
The price is AED 716
AED 911 total
includes taxes & fees
27 May - 28 May
The Wine House, Sitting atop of Warwick's brand new Wine Bar
North Wing Apt
Spectacular Log Home Estate North Wing Apt
10.0 out of 10, Exceptional, (25)
"All as represented. Had everything we needed for a lovely home away from home!"
Spectacular Log Home Estate North Wing Apt
Welcome! Living room sofa converts to sleeper for groups of 6
Stay on Main St! ~Walk to EVERYTHING West Point! Mountain Views/private parking
9.2 out of 10, Wonderful, (13)
"Our family of 4 stayed here for a couple nights while visiting family. Super clean, well stocked, easy apartment! The owner was incredibly helpful and we couldn’t have asked for more! Looking forward to coming back!"
Stay on Main St! ~Walk to EVERYTHING West Point! Mountain Views/private parking
Stairs from your private deck leading to your riverfront property and firepit
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
10.0 out of 10, Exceptional, (35)
"I needed a place in Wallkill NY to stay. This VRBO was perfect!"
The price is AED 474
AED 859 total
includes taxes & fees
24 Jun - 25 Jun
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Living room
Stay in the HEART of West Point~Walk 2 mins to academy!
9.8 out of 10, Exceptional, (23)
"Great location close to West Point. Next to bar which can be a bit noisy. Step stairs so not for the eldery or physically appeared. Resturants are close and Ice Cream and bakery near by."
Stay in the HEART of West Point~Walk 2 mins to academy!
Room
Modern and Bright with office+ walk to nearby Waterfront, 1st FL.
Modern and Bright with office+ walk to nearby Waterfront, 1st FL.
Living area
Vernon Township Condo w/ Balcony Near Ski Lifts!
3.0 star property
Vernon Township Condo w/ Balcony Near Ski Lifts!
Room
Lakefront Cabin Style Oasis
The price is AED 698
AED 1,050 total
includes taxes & fees
27 May - 28 May
Lakefront Cabin Style Oasis
Living area
Beautiful Cozy 2 br in-law apt, prime Hudson Valley location
9.4 out of 10, Exceptional, (10)
"Booked our stay over Ring Weekend at West Point. Quiet neighborhood, 15 minutes from Stoney Gate entrance to West Point. Wonderful well furnished clean and comfortable spot with 2 bedrooms. Friendly, prompt and kind communication during entire reservation and use process. Highly recommended!"
Beautiful Cozy 2 br in-law apt, prime Hudson Valley location
Main house
Lower level apt in Spectacular Log Home Estate
10.0 out of 10, Exceptional, (10)
"Very comfortable"
Lower level apt in Spectacular Log Home Estate
Modern penthouse suite in a restored grain tower with private roof deck.
10.0 out of 10, Exceptional, (3)
"Such a cool place to stay walking distance to the town of Warwick. Everything was clean and exactly as advertised. Plenty of room in the 2 bedrooms and was a great living room with tv all the way upstairs. Too bad it was too windy to go out on the terrace. Like it says in the listing, just be prepared for lots of steps."
Modern penthouse suite in a restored grain tower with private roof deck.
Room
Luxury Loft on Main Street -Steam Shower, Theater Seats, Views, Designer Kitchen
9.8 out of 10, Exceptional, (10)
"Modern and clean, and we also felt safe, nice and bright with all the windows… everything we needed for a few days,good restaurants within walking distance, a little noisy since right off the road but not a deterrent …."
Luxury Loft on Main Street -Steam Shower, Theater Seats, Views, Designer Kitchen
Primary bedroom with private separate office
MidCentury Modern Suite with Hudson River/Mt Beacon Views
10.0 out of 10, Exceptional, (2)
"Our recent stay at the first floor Hudson River Suite was an absolute delight and the perfect weekend getaway for my family. The suite itself is perfectly appointed with everything fully stocked and thought through. The tasteful decor and attention to detail created a cozy and inviting atmosphere. The spacious living area provided ample room for the whole family. Super nice neighborhood with views of the Hudson River made it all the more enjoyable. The location of the suite was ideal,...
The price is AED 737
AED 1,538 total
includes taxes & fees
28 May - 29 May
MidCentury Modern Suite with Hudson River/Mt Beacon Views
Beacon Vacation Rental | 1BR | 1BA | 2 Stairs Required to Enter
Charming Beacon Apt w/ Fire Pit: Near Hiking!
10.0 out of 10, Exceptional, (4)
"Perfect to go hiking, the owner is very friendly which is quite important to me"
Charming Beacon Apt w/ Fire Pit: Near Hiking!
Don't see what you're looking for?
See all available properties in Chester
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.

Other property types in Chester

Room
Cottage Suites
3.0 star property
The price is AED 512
AED 970 total
includes taxes & fees
27 May - 28 May
Cottage Suites
Autumn Foliage - Private Patio View
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (96)
"Comfortable apartment with a phenomenal view! The space could use a deep clean and some decluttering, but that view!!! Did I mention that the view was A-mazing?!?"
The price is AED 676
AED 970 total
includes taxes & fees
27 May - 28 May
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
9.8 out of 10, Exceptional, (35)
"This is a cozy property in a very rural setting. The host is extremely responsive and very thorough. It is quiet and private. The furniture and bed are very comfortable. The wood burning stove is a pellet stove which provides enough heat to take the edge off. The hot tub could comfortably fit 4 people. The Village of Cold Spring is less than 10 minutes away, as is the Interstate 84 bridge across the Hudson. If you want to make your own food, bring it. There is no grocery store nearby."
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
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 plenty of places to stay in Chester with 20 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 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. 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.

Recent reviews of Chester hotels
Expedia verified reviews