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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Chester apartments

Desk, free WiFi, individually furnished, bed sheets

1. Cottage Suites

Cottage Suites
3.0 star property
Middletown
5.4 out of 10, (10 reviews)
"Room could have actually been cleaned , this is a building not a “hotel” ,"
United States
Jennifer
The price is HK$607
HK$1,263 total
includes taxes & fees
3 Sept - 4 Sept
Cottage Suites
1 bedroom, free WiFi, bed sheets

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

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Warwick
10.0 out of 10, Exceptional, (46 reviews)
The price is HK$855
HK$1,942 total
includes taxes & fees
21 Sept - 22 Sept
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Exterior detail

3. Charming 2-bedroom apartment in the Village of Warwick

Charming 2-bedroom apartment in the Village of Warwick
Warwick
9.4 out of 10, Exceptional, (3 reviews)
"Clean, family friendly, close to everything."
United States
Milena P.
The price is HK$1,176
HK$2,537 total
includes taxes & fees
3 Sept - 4 Sept
Charming 2-bedroom apartment in the Village of Warwick
A foyer with a chandelier, a welcome mat, and a small table with magazines.

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

Entire 1 Bedroom Apartment in Lovely Family Vacation Lake House. Pets welcome!
Greenwood Lake
10.0 out of 10, Exceptional, (14 reviews)
"Everything was perfect. Wonderful stay"
United States
Beth M.
The price is HK$1,560
HK$3,539 total
includes taxes & fees
4 Sept - 5 Sept
Entire 1 Bedroom Apartment in Lovely Family Vacation Lake House. Pets welcome!
Coffee/tea maker, fridge, microwave, oven

5. The Wine House

The Wine House
Warwick
10.0 out of 10, Exceptional, (37 reviews)
"Great place, close to everything in Warwick, would stay again"
United States
Chris K.
The price is HK$1,376
HK$2,293 total
includes taxes & fees
31 Aug - 1 Sept
The Wine House
Interior

6. Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Warwick
10.0 out of 10, Exceptional, (50 reviews)
"One of the cleanest VRBOs I ever stayed in - it smelled so good. Very cozy and had everything we needed. The location is great!"
United States
Tara K.
The price is HK$831
HK$1,933 total
includes taxes & fees
14 Sept - 15 Sept
Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Microwave, oven, stovetop, dishwasher

7. Modern Hudson Valley Apt 202 - King/Queen/Twin

Modern Hudson Valley Apt 202 - King/Queen/Twin
Montgomery
9.8 out of 10, Exceptional, (20 reviews)
The price is HK$1,302
HK$2,435 total
includes taxes & fees
31 Aug - 1 Sept
Modern Hudson Valley Apt 202 - King/Queen/Twin
Smart TV

8. Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (47 reviews)
"We enjoyed our stay, property was as described. It's convenient to many of the Hudson Valley small towns, including West Point."
United States
Mike W.
The price is HK$1,058
HK$2,279 total
includes taxes & fees
31 Aug - 1 Sept
Grant - A Tranquil One Bedroom Steps from River
Property grounds

9. Villa Verde B&B, Greenwood Lake NY, 1

Villa Verde B&B, Greenwood Lake NY, 1
Monroe
10.0 out of 10, Exceptional, (31 reviews)
"Great host. Home is very clean and well appointed. Would definitely stay here again."
United States
Thomas
The price is HK$1,803
HK$2,838 total
includes taxes & fees
1 Sept - 2 Sept
Villa Verde B&B, Greenwood Lake NY, 1
Property grounds

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

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Wallkill
10.0 out of 10, Exceptional, (99 reviews)
"Clean place very responsive and helpful hosts!!"
United States
Larissa N.
The price is HK$917
HK$1,879 total
includes taxes & fees
14 Sept - 15 Sept
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Interior

11. Dream getaway apartment in the foot of Gunks Ridge

Dream getaway apartment in the foot of Gunks Ridge
Wallkill
9.6 out of 10, Exceptional, (31 reviews)
The price is HK$692
HK$1,482 total
includes taxes & fees
7 Sept - 8 Sept
Dream getaway apartment in the foot of Gunks Ridge
Terrace/patio

12. Renovated 1 Bedroom Valley View

Renovated 1 Bedroom Valley View
Vernon Township
10.0 out of 10, Exceptional, (6 reviews)
"Room & Facilities are great."
United States
Elvis
The price is HK$1,031
HK$2,138 total
includes taxes & fees
1 Sept - 2 Sept
Renovated 1 Bedroom Valley View
TV

13. Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (25 reviews)
"Clean and modern with good amenities. Would stay here again. "
United States
Daniel C.
The price is HK$1,268
HK$2,296 total
includes taxes & fees
2 Sept - 3 Sept
Walk to WP Gate + Free Parking!
Exterior detail

14. Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
Wurtsboro
10.0 out of 10, Exceptional, (11 reviews)
"Quiet, comfortable, cute, cleanliness, intimate stay. "
United States
Charise C.
The price is HK$1,035
HK$2,155 total
includes taxes & fees
2 Sept - 3 Sept
Close to Trails: Studio w/ Water Views
TV

15. Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
9.0 out of 10, Wonderful, (4 reviews)
"Visiting West Point for ring weekend. Location was great and the reason we chose the place. Property itself could really use some TLC, but it met our needs. Communication with the owner was good and gaining access to the property was straightforward. Would consider staying here again just based on the close proximity to West Point."
United States
Kevin
The price is HK$1,097
HK$1,992 total
includes taxes & fees
2 Sept - 3 Sept
Cozy 1-bedroom retreat minutes from West Point!
1 bedroom, desk, iron/ironing board, free WiFi

16. Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.

Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
Wurtsboro
9.0 out of 10, Wonderful, (2 reviews)
The price is HK$1,019
HK$2,159 total
includes taxes & fees
5 Sept - 6 Sept
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
Outdoor pool, a heated pool

17. Swiss Spot. Cozy 1-bedroom apartment in charming Vernon NJ with heated pools.

Swiss Spot. Cozy 1-bedroom apartment in charming Vernon NJ with heated pools.
Vernon Township
The price is HK$1,121
HK$1,698 total
includes taxes & fees
15 Sept - 16 Sept
Swiss Spot. Cozy 1-bedroom apartment in charming Vernon NJ with heated pools.
Interior

18. Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
3.0 star property
Westbrookville
The price is HK$1,372
HK$2,095 total
includes taxes & fees
31 Aug - 1 Sept
Close to Trails: Studio w/ Water Views
Terrace/patio

19. River Views & Deck | River Suite on Washington

River Views & Deck | River Suite on Washington
Newburgh
The price is HK$1,111
HK$3,318 total
includes taxes & fees
15 Sept - 16 Sept
River Views & Deck | River Suite on Washington
Exterior

20. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Fishkill
10.0 out of 10, Exceptional, (17 reviews)
"Nice place to stay"
United States
Anonymous traveller
The price is HK$641
HK$741 total
includes taxes & fees
2 Sept - 3 Sept
1 Queen Bed | Non-Smoking, Kitchen
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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Top Chester Hotel Reviews

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

10/10 Excellent
"The hotel was excellent! The bed and pillows were super comfortable, and the sheets smelled so fresh and wonderful. The breakfast was served nice and hot, and every day there was something different to enjoy. We truly enjoyed our stay and would definitely come back!"
Rudi 6-night trip
Posted 1 hour ago
Sleep Inn & Suites Monroe - Woodbury

Find out more about Chester

Chester Apartments information

Number of reviews
442
Accommodation
112 Apartments
Lowest Price
HK$741
Highest Price
HK$3,539

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 accommodation options. 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. While in the region, visit favourite sights such as 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. Unicorn Studio - Historic Newburgh near Beacon + Hiking: Located 17 mi/27.4 km away in Newburgh . Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!: Located in Wallkill , 17.9 mi/28.7 km away. Includes free WiFi, a balcony and a Smart TV . Access to on-site laundry facilities is available on site . Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill: 22.8 mi/36.7 km away in Fishkill . Free WiFi and a Smart TV are included . 2 Full Beds | Non-Smoking, Kitchen: It's located in Fishkill , 22.8 mi/36.7 km from Chester. Includes free WiFi and a Smart TV .
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. Cultural attractions include Museum Village and Sugar Loaf Performing Arts Center, whereas The Rock Sports Complex is one spot to enjoy nature. While here, Castle Fun Center and Goosepond Mountain State Park are other places worth a visit.
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.

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