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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

A modern hotel room with a large bed, a desk, a chair, a TV, and a view of the outside.

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$571
HK$1,223 total
includes taxes & fees
1 Sept - 2 Sept
Cottage Suites
A modern hotel room with a large bed, a seating area with leather chairs, and a view of the outdoors through large windows.

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)
"Absolutely ideal comfort, cleanliness, amenities that are top notch for the kitchen and bathroom and luxury at the heart of Main Street in Warwick."
United States
Melissa V.
The price is HK$854
HK$1,951 total
includes taxes & fees
14 Sept - 15 Sept
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
A foyer with a chandelier, a welcome mat, and a small table with magazines.

3. 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$3,538 total
includes taxes & fees
4 Sept - 5 Sept
Entire 1 Bedroom Apartment in Lovely Family Vacation Lake House. Pets welcome!
A dark blue door with a glass panel, flanked by two potted topiary trees, a welcome mat, and a wall-mounted light fixture.

4. 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$2,536 total
includes taxes & fees
7 Sept - 8 Sept
Charming 2-bedroom apartment in the Village of Warwick
A modern kitchen with wooden flooring, a dining area with a table and chairs, and a kitchen counter with appliances.

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

The Wine House, Sitting atop of Warwick's brand new Wine Bar
Warwick
10.0 out of 10, Exceptional, (37 reviews)
"Charming and comfortable in town studio. Perfect for us."
United States
Allyson P.
The price is HK$1,376
HK$2,292 total
includes taxes & fees
7 Sept - 8 Sept
The Wine House, Sitting atop of Warwick's brand new Wine Bar

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!
A modern kitchen with stainless steel appliances, wooden cabinets, and a marble countertop.

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)
"Was a great stay and fabulous communication! Highly recommend "
United States
Michael C.
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
A living room with a fireplace, a painting, shelves with decorative items, and a television.

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
A stone pathway leading to a stone wall with a potted plant.

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$2,837 total
includes taxes & fees
1 Sept - 2 Sept
Villa Verde B&B, Greenwood Lake NY, 1
A fire pit with four Adirondack chairs arranged around it, set on a gravel surface with a lake and trees in the background.

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$952
HK$1,927 total
includes taxes & fees
30 Aug - 31 Aug
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
A hotel with a central swimming pool, multiple balconies, and a distinctive yellow and brown facade.

11. 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$941
HK$1,467 total
includes taxes & fees
8 Sept - 9 Sept
Swiss Spot. Cozy 1-bedroom apartment in charming Vernon NJ with heated pools.
A cozy living room with a sofa, a coffee table with candles, and a fireplace.

12. 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)
"Wonderful property will definitely book again."
United States
Jane G.
The price is HK$685
HK$1,475 total
includes taxes & fees
15 Sept - 16 Sept
Dream getaway apartment in the foot of Gunks Ridge
A two-story building with a porch, surrounded by greenery and a visible rainbow in the sky.

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

Modern penthouse suite in a restored grain tower with private roof deck.
Warwick
10.0 out of 10, Exceptional, (28 reviews)
"Wonderful stay!"
United States
Lisi M.
The price is HK$2,645
HK$4,234 total
includes taxes & fees
30 Aug - 31 Aug
Modern penthouse suite in a restored grain tower with private roof deck.
A wooden cabin with a porch, a door, and a window.

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$1,293
HK$2,598 total
includes taxes & fees
29 Aug - 30 Aug
Close to Trails: Studio w/ Water Views
A bedroom with a bed, a desk, a chair, a potted plant, and a window.

15. 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 host was very welcoming and very responsive. The apartment was very cute and super clean. I came up for a Halloween event put on by a friend the location was very convenient in the downtown area and I could walk to most of the places I needed to get to I very much enjoyed my stay here and would stay again if I’m in the area. "
United States
Sheena C.
The price is HK$1,019
HK$2,158 total
includes taxes & fees
7 Sept - 8 Sept
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.

16. 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$1,193
HK$2,121 total
includes taxes & fees
9 Sept - 10 Sept
Cozy 1-bedroom retreat minutes from West Point!
A wooden cabin with a porch, a door, and a window.

17. Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
3.0 star property
Westbrookville
The price is HK$1,662
HK$2,693 total
includes taxes & fees
1 Sept - 2 Sept
Close to Trails: Studio w/ Water Views
A brick building with a sign reading 'Lobby' in front.

18. Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Fishkill
9.2 out of 10, Wonderful, (19 reviews)
"Great place to stay,"
United States
Anonymous traveller
The price is HK$644
HK$745 total
includes taxes & fees
8 Sept - 9 Sept
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
A deck with wicker furniture, a bench, and a table.

19. River Views & Deck | River Suite on Washington

River Views & Deck | River Suite on Washington
Newburgh
The price is HK$1,153
HK$3,385 total
includes taxes & fees
30 Aug - 31 Aug
River Views & Deck | River Suite on Washington
A courtyard with stone seating, a pool, and a view of a multi-story building with balconies.

20. 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$1,099
HK$2,223 total
includes taxes & fees
7 Sept - 8 Sept
Renovated 1 Bedroom Valley View
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

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

10/10 Excellent
"Beautiful hotel I love the pools and the hot tubs jacuzzi my family love it very nice and clean I will return over there again soon with my family 👌❤️❤️❤️"
Hawa 2-night trip
Posted 1 hour ago
La Quinta Inn & Suites by Wyndham Middletown-Goshen

Find out more about Chester

Chester Apartments information

Number of reviews
447
Accommodation
158 Apartments
Lowest Price
HK$745
Highest Price
HK$4,234

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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