Search Apartments in Chester

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Oct - 12 Oct
In one month
24 Oct - 26 Oct
In two months
21 Nov - 23 Nov
In three months
19 Dec - 21 Dec

Featured Apartments in Chester and around

A luxurious stay.
Smart TV

A luxurious stay.

6.0 out of 10, (2)
"If you want to go to a diagusting neighborhood then this is your place. We felt so unsafe we didn’t even stay there. We got a hotel. It is that bad. As nice as the inside is, the outside and neighborhood will have you running. Music blasting stinks of weed homeless people all over. Do not book this place. The owner didn’t even refund us our cleaning fee. Trust me STAY AWAY."
The price is €251
includes taxes & fees
30 Sept - 1 Oct
A luxurious stay.
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Property grounds

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

10.0 out of 10, Exceptional, (66)
"This is a beautiful property. The apartment was very clean and comfortable with everything we could need. The view was spectacular and the host made it so easy to check in and out. This property is top of the list for our next visit."
The price is €193
includes taxes & fees
8 Oct - 9 Oct
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (43)
"We had a lovely stay in Beacon. The studio was in a great location with easy access to restaurants. Everything was comfortable. Would definitely recommend this place!"
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Unicorn Studio - Historic Newburgh near Beacon + Hiking
1 bedroom, WiFi, bed sheets

Unicorn Studio - Historic Newburgh near Beacon + Hiking

10.0 out of 10, Exceptional, (1)
"Great location, 10 mins away from Beacon. Its located in a quiet neighborhood. They have everything you need."
Unicorn Studio - Historic Newburgh near Beacon + Hiking
Romantic spot above restaurant., ideal for the gourmet
Exterior

Romantic spot above restaurant., ideal for the gourmet

10.0 out of 10, Exceptional, (3)
"Hosts communicated well, the room was spacious and clean, and the restaurant downstairs is spectacular. "
The price is €170
includes taxes & fees
28 Sept - 29 Sept
Romantic spot above restaurant., ideal for the gourmet
Cozy country efficiency in the Hudson Valley
Fridge, microwave, oven, stovetop

Cozy country efficiency in the Hudson Valley

9.8 out of 10, Exceptional, (62)
"We enjoyed staying in this VRBO and all the amenities offered in the space! Super easy check-in and check-out process and Phyllis was always quick to respond to our messages."
The price is €240
includes taxes & fees
13 Oct - 14 Oct
Cozy country efficiency in the Hudson Valley
Villa Verde B&B, Greenwood Lake NY, 1
Exterior

Villa Verde B&B, Greenwood Lake NY, 1

9.8 out of 10, Exceptional, (29)
"Great host. Home is very clean and well appointed. Would definitely stay here again."
The price is €268
includes taxes & fees
26 Sept - 27 Sept
Villa Verde B&B, Greenwood Lake NY, 1
Charming 1-bedroom Rekindled Farmhouse Historic Sugar Loaf, NY
Exterior detail

Charming 1-bedroom Rekindled Farmhouse Historic Sugar Loaf, NY

9.6 out of 10, Exceptional, (5)
"Beautiful old farm house that has been very tastefully remodeled to keep its original charm. Host had house stocked with all the essentials incase you would have forgotten something. He knew we would be checking in late so offered to have the couch pulled out and made into a bed for our children so it was when we arrived. Supper friendly, couldn't have ask for a better host. Would definitely stay here again if we are in the area. "
Charming 1-bedroom Rekindled Farmhouse Historic Sugar Loaf, NY
Modern Home in Gardiner NY - Hudson Valley
Property grounds

Modern Home in Gardiner NY - Hudson Valley

9.6 out of 10, Exceptional, (11)
"Breatful neighborhood.. nice to take walks. Deer everywhere"
Modern Home in Gardiner NY - Hudson Valley
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Dining

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

10.0 out of 10, Exceptional, (29)
"Beautiful space right on Main street in Downtown Warwick. Everything is new and clean. The bed couldn't be any more comfy, and the shower is worth the price of admission ! There's plenty to do in the area & this makes a perfect home base to do it from. The whole transaction was hassle free & we couldn't have been more pleased with our stay. If you book this one, you really won't regret it."
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
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, (24)
"Wonderful stay!"
The price is €460
includes taxes & fees
30 Sept - 1 Oct
Modern penthouse suite in a restored grain tower with private roof deck.
< 1 Mi to Mountain Creek Resort: Condo w/ Balcony
Apartment (2 Bedrooms) | Interior

< 1 Mi to Mountain Creek Resort: Condo w/ Balcony

3.0 star property
10.0 out of 10, Exceptional, (4)
"We love staying here. Everybody was friendly, well-maintained property the condo owner was also available to answer all our questions. "
< 1 Mi to Mountain Creek Resort: Condo w/ Balcony
Dream getaway apartment in the foot of Gunks Ridge
Terrace/patio

Dream getaway apartment in the foot of Gunks Ridge

9.6 out of 10, Exceptional, (23)
"Over all the property was clean and staff was very cooperative. Only problems were the beds were very hard which made it hard for us to get a good nights sleep. The larger room had bugs but the owner took care of it right away. We enjoyed our stay."
The price is €169
includes taxes & fees
8 Oct - 9 Oct
Dream getaway apartment in the foot of Gunks Ridge
Comfy Studio at the Appalachian building - Mountain Creek Resort, Vernon, NJ
Outdoor pool, a heated pool

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

9.6 out of 10, Exceptional, (62)
"Very nice stay "
Comfy Studio at the Appalachian building - Mountain Creek Resort, Vernon, NJ
Modern and Bright with office+ walk to nearby Waterfront, 1st FL.
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (13)
"Was in the area for a business trip that got extended. Their property is great. Got a few good food attractions near by, easy to get to the City if you would like to, awesome little place to have a stay."
Modern and Bright with office+ walk to nearby Waterfront, 1st FL.
Lux APT Your home away from home.
Fridge, microwave, oven, stovetop

Lux APT Your home away from home.

10.0 out of 10, Exceptional, (1)
"Very clean and great place to stay. "
Lux APT Your home away from home.
Cottage Suites
Luxury Studio | Private kitchen

Cottage Suites

3.0 star property
6.6 out of 10, (7)
"It was a great place "
Cottage Suites
Entire 1 Bedroom Apartment in Lovely Family Vacation Lake House. Pets welcome!
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (9)
"Staying at Bee's is such a treat. It's in a beautiful spot, nicely furnished and spotlessly clean. I was there for Easter and she and her husband even brought a box of chocolates for me. They are are kind, gracious hosts and I look forward to staying there again."
Entire 1 Bedroom Apartment in Lovely Family Vacation Lake House. Pets welcome!
Simple Modern Elegance with Hudson Valley Mountains backdrop, 3rd Fl
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (7)
"Really just a great experience. Would be happy to stay again if they would have us. Very accommodating and everything was as advertised or better."
Simple Modern Elegance with Hudson Valley Mountains backdrop, 3rd Fl
Cozy studio with WiFi and AC in charming New Windsor
1 bedroom, desk, iron/ironing board, bed sheets

Cozy studio with WiFi and AC in charming New Windsor

2.0 out of 10, (2)
"The room was cold and very uncomfortable upon arrival. Communication was difficult and unsatisfactory. Two hours later it was still cold. The room was not very clean. It needed vacuuming. There was no info left by the owner at all. After the owner told us to leave if we weren't happy, we found another place to stay. Also, VRBO is supposed to be an entire residence, not a room attached. We could hear their TV. The outside was not very neat, had zero curb appeal, limited parking. There is no...
Cozy studio with WiFi and AC in charming New Windsor
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chester Hotel Reviews

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

10/10 Excellent
"I stay here a lot. Never a bad experience."
Keith 4-night trip
Posted 2 days ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Find out more about Chester

Find out more about Chester

Chester Apartments information

Number of reviews
395
Accommodation
127 Apartments
Lowest Price
€169
Highest Price
€460

Frequently asked questions

What's it like to stay at an apartment in Chester?
You'll find 19 lodging options in Chester. Though there aren't many apartments, we can help you find similar accommodation. When you search for a place to stay on Expedia, you can use the filters to search for a kitchen— one of the conveniences often found in an apartment. Even filter by similar property types like holiday homes, condos or cabins. You might want to visit the area's shops and enjoy its restaurants. Visit some favourite sights in the wider region such as LEGOLAND® New York and Woodbury Common Premium Outlets.
How do you know if an apartment is a good option for you?
An apartment features a kitchen for convenient meals, and is usually more spacious than a traditional hotel room. Apartments are a good option for solo travellers who want to stay in at night and plan out their next day, but also for families who want the conveniences of home.
What's a favourite apartment for my stay in Chester?
Here are some of the favourite apartments in the area: Charming 1-bedroom Rekindled Farmhouse Historic Sugar Loaf, NY: Situated in Chester , 3 mi/4.8 km from the heart of Chester. A luxurious stay.: Located 16.1 mi/25.9 km away in Newburgh . Free WiFi and a Smart TV are included . Access to on-site laundry facilities is available on site . Romantic spot above restaurant., ideal for the gourmet: 13.9 mi/22.3 km away in Westtown . Free WiFi, a patio and a dining area are included . Cozy country efficiency in the Hudson Valley: It's located in Newburgh , 19.6 mi/31.5 km from Chester. Includes free WiFi, a patio and a fireplace .
What can I expect from the weather during my trip to 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 temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Chester are January, February, March and April, with each month seeing an average of 16 cm 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 such as 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 save you time when you get to your destination. Fly into Newburgh, NY (SWF-Stewart Intl.), which is located 13.5 mi (21.7 km) from the heart of the city. Otherwise, you can search for flights to 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia