Apartments in Chester for Rent

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    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Chester apartments

Fridge, oven, stovetop, coffee/tea maker

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.8 out of 10, Exceptional, (20 reviews)
"Very good communication and helpful. "
United States
Liam C.
$299 nightly
The price is $307
May 26 - May 27
Total with taxes and fees
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
TV

Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
10.0 out of 10, Exceptional, (2 reviews)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
$207 nightly
The price is $226
May 27 - May 28
Total with taxes and fees
Cozy 1-bedroom retreat minutes from West Point!
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
9.8 out of 10, Exceptional, (68 reviews)
"Such a cute place to stay"
United States
Melissa
$251 nightly
The price is $297
May 26 - May 27
Total with taxes and fees
Cozy country efficiency in the Hudson Valley
1 bedroom, desk, iron/ironing board, free WiFi

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.
$242 nightly
The price is $272
May 24 - May 25
Total with taxes and fees
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
Interior

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, (26 reviews)
"Clean and quiet."
United States
Ted
$160 nightly
The price is $163
May 28 - May 29
Total with taxes and fees
Dream getaway apartment in the foot of Gunks Ridge
Interior

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Beacon
10.0 out of 10, Exceptional, (50 reviews)
"We loved our stay. The room was so comfortable and had everything we needed. We loved being abl to walk to so many great restaurants and bars. "
United States
Amanda W.
$222 nightly
The price is $256
May 20 - May 21
Total with taxes and fees
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Smart TV

Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (42 reviews)
"Great lil tranquil home. Had all the things you'd need with some bonus touches and Stan was very quick and easy to communicate with. "
United States
Jen G.
$261 nightly
The price is $295
May 18 - May 19
Total with taxes and fees
Grant - A Tranquil One Bedroom Steps from River
Lobby

1 Queen Bed | ADA/RI Shower/Smoking/Kitchen

1 Queen Bed | ADA/RI Shower/Smoking/Kitchen
Fishkill
10.0 out of 10, Exceptional, (15 reviews)
"Good so far"
United States
Anonymous traveler
$90 nightly
The price is $102
Jun 1 - Jun 2
Total with taxes and fees
1 Queen Bed | ADA/RI Shower/Smoking/Kitchen
Interior

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, (45 reviews)
"The property is very cute and located in a great location. "
United States
Olivia R.
$207 nightly
The price is $234
May 18 - May 19
Total with taxes and fees
Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Exterior detail

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, (81 reviews)
"great location and nice host"
United States
christopher s.
$213 nightly
The price is $239
Jun 9 - Jun 10
Total with taxes and fees
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Exterior detail

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Beacon
9.8 out of 10, Exceptional, (47 reviews)
"Great place to stay. Cozy, warm, and clean! The host was also a good communicator and everything went smoothly."
United States
Samantha Esmé W.
$210 nightly
The price is $242
May 18 - May 19
Total with taxes and fees
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Fridge, microwave, oven, stovetop

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Highland Falls
10.0 out of 10, Exceptional, (5 reviews)
"Location was perfect for West Point visit. The space was clean and recently updated, the beds very comfortable, and perfect layout and spacious for 3-4 people. The host was welcoming and responsive."
United States
Maria L.
$320 nightly
The price is $357
May 27 - May 28
Total with taxes and fees
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Living area

Cozy Hudson Valley 2BR - Walk to Downtown

Cozy Hudson Valley 2BR - Walk to Downtown
Port Jervis
10.0 out of 10, Exceptional, (7 reviews)
"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!"
United States
Jen C.
$291 nightly
The price is $344
May 18 - May 19
Total with taxes and fees
Cozy Hudson Valley 2BR - Walk to Downtown
3 bedrooms, desk, iron/ironing board, travel crib

Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.4 out of 10, Exceptional, (16 reviews)
"Sweet abode. Cozy, clean and amazing location. The cute coffee bar was a nice bonus. Would definitely stay there again. "
United States
Danica J.
$475 nightly
The price is $482
May 26 - May 27
Total with taxes and fees
Local Artist Inspired | Walk to WestPoint + King Bed
Microwave, oven, stovetop, dishwasher

Modern Hudson Valley Apt 202 - King/Queen/Twin

Modern Hudson Valley Apt 202 - King/Queen/Twin
Montgomery
9.8 out of 10, Exceptional, (18 reviews)
"This place is literally perfect from the spacious kitchen/living space to the big beautiful bed this place will most likely be our go to."
United States
Oscar B.
$247 nightly
The price is $281
May 28 - May 29
Total with taxes and fees
Modern Hudson Valley Apt 202 - King/Queen/Twin
Outdoor pool, a heated pool

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
$176 nightly
The price is $199
Jun 1 - Jun 2
Total with taxes and fees
Swiss Spot. Cozy 1-bedroom apartment in charming Vernon NJ with heated pools.
Fridge, microwave, oven, stovetop

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, (30 reviews)
"Awesome space and area! We loved the shops and restaurants within walking distance and overall friendly town! Great escape for me to spend quality time with my daughter! "
United States
Amy
$226 nightly
The price is $255
May 18 - May 19
Total with taxes and fees
The Wine House, Sitting atop of Warwick's brand new Wine Bar
Exterior detail

Charming 2-bedroom apartment in the Village of Warwick

Charming 2-bedroom apartment in the Village of Warwick
Warwick
$281 nightly
The price is $318
Jun 10 - Jun 11
Total with taxes and fees
Charming 2-bedroom apartment in the Village of Warwick
Iron/ironing board, WiFi, bed sheets

Rustic classic spacious Studio

Rustic classic spacious Studio
Vernon Township
Rustic classic spacious Studio
Exterior

1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Fishkill
10.0 out of 10, Exceptional, (16 reviews)
"Nice place to stay"
United States
Anonymous traveler
$100 nightly
The price is $116
May 31 - Jun 1
Total with taxes and fees
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

Inn on the Hudson

Inn on the Hudson

10/10 Excellent
"Breakfast is no longer a grab ‘n’ go but a hearty one!! Wonderful! "
Diane 1-night trip
Posted 12 hours ago
Inn on the Hudson

Find out more about Chester

Chester Apartments information

Number of reviews
359
Accommodation
137 Apartments
Lowest Price
$116
Highest Price
$482

Frequently asked questions

What's it like to stay at an apartment in Chester?
You'll find 18 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?
Listed below are some of the favorite apartments in the area: Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen: Located in Beacon, 18.3 mi/29.5 km from the heart of Chester. Includes Smart TVs. Access to onsite laundry facilities is available on site. Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!: Located 17.9 mi/28.7 km away in Wallkill. Free WiFi, private balconies, and Smart TVs are included. Access to onsite laundry facilities is available on site. Spectacular Log Home Estate North Wing Unit: Located in Marlboro, 22.1 mi/35.5 km away. Includes private balconies, separate dining areas, and Smart TVs. Access to onsite laundry facilities is available on site. Lower level unit in Spectacular Log Home Estate: Located 22.1 mi/35.5 km away in Marlboro. Free WiFi, sofa beds, and Smart TVs are included. Access to onsite laundry facilities is available on site. Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC: It's located in Newburgh, 18.5 mi/29.7 km from Chester. Includes free WiFi, private patios, and fireplaces.
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. Family-friendly attractions include Castle Fun Center, whereas The Rock Sports Complex is a spot to enjoy the outdoors. While here, Museum Village 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 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.

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