Title: Best Apartments in Chester, NY for Your Vacation from $168 | Expedia.com

[Chester Travel Guide](https://expedia.com/Chester.dx6046665)[Hotels in Chester](https://expedia.com/Chester-Hotels.d6046665.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.com/Chester-Vacation-Rentals.d6046665.Travel-Guide-VacationRentals)[Flights to Chester](https://expedia.com/Cheap-Flights-To-Chester.d6046665.Travel-Guide-Flights)[Car Rentals in Chester](https://expedia.com/Car-Rentals-In-Chester.d6046665.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.com/Chester.d6046665.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=6046665&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=6046665&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=6046665&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 31 - Aug 2](https://www.expedia.com/Hotel-Search?regionId=6046665&startDate=2026-07-31&endDate=2026-08-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chester apartments

![Apartment (0 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369761/fa957375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (0 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369761/21da3033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (0 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369761/f734cc29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (0 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369761/d01ab563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Close to Trails: Studio w/ Water Views

[](https://www.expedia.com/Basher-Kill-Studio-W-Water-Views-Close-To-Trails.h114369761.Hotel-Information)

Westbrookville

$211 nightly

$238 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Basher-Kill-Studio-W-Water-Views-Close-To-Trails.h114369761.Hotel-Information)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/dd930402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/2c8ccdec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/08ae7458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/328adef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Highland-Falls-Hotels-Quiet-Apt-With-Coffee-Bar.h94717464.Hotel-Information)

Highland Falls

9.8/10

Exceptional

(18 reviews)

"Great Unit."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rudy R.

$299 nightly

$303 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Highland-Falls-Hotels-Quiet-Apt-With-Coffee-Bar.h94717464.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/78000000/77880000/77873000/77873000/c906d781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/78000000/77880000/77873000/77873000/14f7c5c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77880000/77873000/77873000/1d2f7c41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/78000000/77880000/77873000/77873000/5ff61fe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Warwick-Hotels-Luxe-Loft-On-Main-StZeroG-King-Bed.h77873000.Hotel-Information)

Warwick

10/10

Exceptional

(43 reviews)

"The property is very cute and located in a great location. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Olivia R.

$201 nightly

$228 total

Apr 8 - Apr 9

Total with taxes and fees

[](https://www.expedia.com/Warwick-Hotels-Luxe-Loft-On-Main-StZeroG-King-Bed.h77873000.Hotel-Information)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/46000000/45750000/45742900/45742802/a27e5755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/46000000/45750000/45742900/45742802/03710a7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/46000000/45750000/45742900/45742802/c225355f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45750000/45742900/45742802/5e31b747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy country efficiency in the Hudson Valley

[](https://www.expedia.com/Newburgh-Hotels-Cozy-Country-Efficiency-In-The-Hudson-Valley.h45742802.Hotel-Information)

Newburgh

9.8/10

Exceptional

(68 reviews)

"Clean, simple, and comfortable with clear host directions on arrival, checkin & checkout."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lou F.

$265 nightly

$313 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-Cozy-Country-Efficiency-In-The-Hudson-Valley.h45742802.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/69000000/68470000/68467800/68467717/d309f8e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/69000000/68470000/68467800/68467717/184fcf8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/69000000/68470000/68467800/68467717/32a41e96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/69000000/68470000/68467800/68467717/2ac6746a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Beacon-Hotels-Luxe-Studio-1-Loft-Main-St-Beacon-Luxury-Steam-Shower-Kitchen.h68467717.Hotel-Information)

Beacon

10/10

Exceptional

(49 reviews)

"Great place!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sara B.

$214 nightly

$246 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Beacon-Hotels-Luxe-Studio-1-Loft-Main-St-Beacon-Luxury-Steam-Shower-Kitchen.h68467717.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/105000000/104380000/104376700/104376650/w2999h1999x1y1-1f742be5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/105000000/104380000/104376700/104376650/w2880h2158x0y2-fd5606c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104380000/104376700/104376650/67f65776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/105000000/104380000/104376700/104376650/w2987h1999x13y1-4b8518ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish and Pet-Friendly Apartment in Beacon

[](https://www.expedia.com/Beacon-Hotels-Stylish-Pet-Friendly-Apartment.h104376650.Hotel-Information)

Beacon

10/10

Exceptional

(3 reviews)

"Very clean and great place to stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Charlene D.

$245 nightly

$283 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Beacon-Hotels-Stylish-Pet-Friendly-Apartment.h104376650.Hotel-Information)

![Desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566066/77bbd76c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Stovetop, coffee/tea maker, cookware/dishes/utensils, dining tables](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566066/47d9ed1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566066/40f52a21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566066/ed4053e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rustic Lakefront Studio w/ Deck + Workspace

[](https://www.expedia.com/Monroe-Hotels-Rustic-Lakefront-Studio-W-Deck-Workspace.h124566066.Hotel-Information)

Monroe

8.0/10

Very Good

(1 review)

"Clean room.good host"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ayman

$239 nightly

$242 total

Apr 8 - Apr 9

Total with taxes and fees

[](https://www.expedia.com/Monroe-Hotels-Rustic-Lakefront-Studio-W-Deck-Workspace.h124566066.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378710/7e094e60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378710/5e21b666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378710/ca552dd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378710/9548d1f2_edited_b721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Highland-Falls-Hotels-Beautiful-First-Flr.h114378710.Hotel-Information)

Highland Falls

10/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Maria L.

$238 nightly

$262 total

Apr 13 - Apr 14

Total with taxes and fees

[](https://www.expedia.com/Highland-Falls-Hotels-Beautiful-First-Flr.h114378710.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/84000000/83430000/83426500/83426410/10d69ba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83430000/83426500/83426410/877cc95b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/84000000/83430000/83426500/83426410/fd01a6d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83430000/83426500/83426410/cb371140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dream getaway apartment in the foot of Gunks Ridge

[](https://www.expedia.com/Wallkill-Hotels-Dream-Getaway-Apartment-In-The-Foot-Of-Gunks-Ridge.h83426410.Hotel-Information)

Wallkill

9.6/10

Exceptional

(24 reviews)

"Serg’s place was comfortable and clean! It was a perfect location for me and my friends to stay while rock climbing in the Gunks. We did not feel cramped or unsafe and the complementary tea was a hit! One thing to note is that both of the beds were low to the ground (below knee level) so if someone has knee or back problems, it might be difficult to stand up out of bed. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary S.

$165 nightly

$168 total

May 7 - May 8

Total with taxes and fees

[](https://www.expedia.com/Wallkill-Hotels-Dream-Getaway-Apartment-In-The-Foot-Of-Gunks-Ridge.h83426410.Hotel-Information)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/113000000/112540000/112536400/112536376/ed7acc7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112540000/112536400/112536376/513e1d68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/113000000/112540000/112536400/112536376/95f7bf7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112540000/112536400/112536376/f8867197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Wurtsboro-Hotels-Charming-1-Bedroom-Apartment-In-Pleasant-Wurtsboro-With-AC.h112536376.Hotel-Information)

Wurtsboro

9.0/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sheena C.

$243 nightly

$273 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Wurtsboro-Hotels-Charming-1-Bedroom-Apartment-In-Pleasant-Wurtsboro-With-AC.h112536376.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/97000000/96110000/96102100/96102062/76e3be85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/97000000/96110000/96102100/96102062/6692c665.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96110000/96102100/96102062/4d6b55df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/97000000/96110000/96102100/96102062/c3bd8868.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Treeview - Cozy 2 BR Apartment - Fast WiFi \~ 1 hr from NYC - 5 mins to downtown

[](https://www.expedia.com/Port-Jervis-Hotels-Treeview-Cozy-2-BR-Apartment-Fast-WiFi-1-Hr-From-NYC-5-Mins-To-Downtown.h96102062.Hotel-Information)

Port Jervis

10/10

Exceptional

(6 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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jen C.

$282 nightly

$333 total

Apr 13 - Apr 14

Total with taxes and fees

[](https://www.expedia.com/Port-Jervis-Hotels-Treeview-Cozy-2-BR-Apartment-Fast-WiFi-1-Hr-From-NYC-5-Mins-To-Downtown.h96102062.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103740000/103740000/103739995/d13e833f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103740000/103740000/103739995/a618c009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103740000/103740000/103739995/a19d03aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103740000/103740000/103739995/ff78d392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Warwick-Hotels-The-Wine-House.h103739995.Hotel-Information)

Warwick

10/10

Exceptional

(29 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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amy

$229 nightly

$259 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Warwick-Hotels-The-Wine-House.h103739995.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/70000000/69540000/69532700/69532688/655f4735.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, offices](https://images.trvl-media.com/lodging/70000000/69540000/69532700/69532688/0b1d636e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69540000/69532700/69532688/6b59c530.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/70000000/69540000/69532700/69532688/59867d76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Wallkill-Hotels-Waterfront-Modern-1bd-10-Min-To-Mtns-Wineries.h69532688.Hotel-Information)

Wallkill

10/10

Exceptional

(79 reviews)

"great location and nice host"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

christopher s.

$247 nightly

$277 total

Apr 20 - Apr 21

Total with taxes and fees

[](https://www.expedia.com/Wallkill-Hotels-Waterfront-Modern-1bd-10-Min-To-Mtns-Wineries.h69532688.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/127000000/126730000/126727500/126727410/b38df667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/127000000/126730000/126727500/126727410/67dd359f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/127000000/126730000/126727500/126727410/96a7077d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/127000000/126730000/126727500/126727410/aa4cad79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Vernon-Hotels-Swiss-Spot-Cozy-1-Bedroom-Apartment-In-Charming-Vernon-NJ-With-Heated-Pools.h126727410.Hotel-Information)

Vernon Township

$174 nightly

$197 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Vernon-Hotels-Swiss-Spot-Cozy-1-Bedroom-Apartment-In-Charming-Vernon-NJ-With-Heated-Pools.h126727410.Hotel-Information)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/105000000/104270000/104260900/104260808/ce4906b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video library](https://images.trvl-media.com/lodging/105000000/104270000/104260900/104260808/ac2ddafa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104270000/104260900/104260808/df1a1820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104270000/104260900/104260808/00db68e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury New 1BR 950 sq ft apartment. Sleeps 4\. Stocked Kitchen, 2 Tvs, Parking.

[](https://www.expedia.com/Montgomery-Hotels-Luxury-New-1BR-950-Sq-Ft-Apartment-Sleeps-4-Stocked-Kitchen.h104260808.Hotel-Information)

Montgomery

10/10

Exceptional

(3 reviews)

"Wonderful stay. Responded quickly to any issues even if it was a tiny one. Would absolutely stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Richard D.

$235 nightly

$268 total

Apr 8 - Apr 9

Total with taxes and fees

[](https://www.expedia.com/Montgomery-Hotels-Luxury-New-1BR-950-Sq-Ft-Apartment-Sleeps-4-Stocked-Kitchen.h104260808.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/71000000/70580000/70576700/70576621/29709777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/71000000/70580000/70576700/70576621/9d8cc87c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/71000000/70580000/70576700/70576621/2954f439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/71000000/70580000/70576700/70576621/9cc8bfa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Verde B&B, Greenwood Lake NY, 1

[](https://www.expedia.com/Monroe-Hotels-House.h70576621.Hotel-Information)

Monroe

10/10

Exceptional

(31 reviews)

"Great host. Home is very clean and well appointed. Would definitely stay here again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Thomas

$285 nightly

$322 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Monroe-Hotels-House.h70576621.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/74000000/73260000/73255300/73255284/d5243acf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/74000000/73260000/73255300/73255284/e0fcea44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73260000/73255300/73255284/0caac60d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/74000000/73260000/73255300/73255284/e13aeb0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Beacon-Hotels-Luxe-Studio-3-On-Main-Street-Amazing-Steam-Shower-WasherDryer.h73255284.Hotel-Information)

Beacon

9.8/10

Exceptional

(46 reviews)

"Great place to stay. Very convenient to everything Beacon has to offer. We were only there for one night, but if we were to go back we would definitely stay here again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ben R.

$209 nightly

$241 total

Apr 12 - Apr 13

Total with taxes and fees

[](https://www.expedia.com/Beacon-Hotels-Luxe-Studio-3-On-Main-Street-Amazing-Steam-Shower-WasherDryer.h73255284.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/125000000/124410000/124408900/124408845/d7ef8cce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/125000000/124410000/124408900/124408845/b195c90b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124410000/124408900/124408845/07e685df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/125000000/124410000/124408900/124408845/83421f38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2-bedroom apartment in the Village of Warwick

[](https://www.expedia.com/Warwick-Hotels-Charming-2-Bedroom-Apartment-In-The-Village-Of-Warwick.h124408845.Hotel-Information)

Warwick

$282 nightly

$319 total

Apr 12 - Apr 13

Total with taxes and fees

[](https://www.expedia.com/Warwick-Hotels-Charming-2-Bedroom-Apartment-In-The-Village-Of-Warwick.h124408845.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/106000000/105180000/105178000/105177927/486a748b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105180000/105178000/105177927/de83c265_edited_690f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105180000/105178000/105177927/153de654.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105180000/105178000/105177927/3431f756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Walk to WP Gate + Free Parking!

[](https://www.expedia.com/Highland-Falls-Hotels-Walk-To-WP-Gate-Free-Parking.h105177927.Hotel-Information)

Highland Falls

9.8/10

Exceptional

(22 reviews)

"This place was awesome for the location to Thayer gate, close to restaurants, and a parking spot next to the building. We will return to this place!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pamela

$259 nightly

$287 total

Apr 14 - Apr 15

Total with taxes and fees

[](https://www.expedia.com/Highland-Falls-Hotels-Walk-To-WP-Gate-Free-Parking.h105177927.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/72000000/71730000/71726400/71726382/a29cd938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/72000000/71730000/71726400/71726382/6e4e3d03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71730000/71726400/71726382/1ea66654.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71730000/71726400/71726382/38006f6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grant - A Tranquil One Bedroom Steps from River

[](https://www.expedia.com/Newburgh-Hotels-Grant-A-Tranquil-One-Bedroom-Steps-From-River.h71726382.Hotel-Information)

Newburgh

9.6/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jen G.

$277 nightly

$313 total

May 4 - May 5

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-Grant-A-Tranquil-One-Bedroom-Steps-From-River.h71726382.Hotel-Information)

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](https://expedia.com/Hotel-Search?startDate=2026-04-20&endDate=2026-04-21&regionId=6046665&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

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Private vacation homes

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Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America&regionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=APART_HOTEL)

Villas

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Apartments

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America&regionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=APARTMENT)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America&regionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=COTTAGE)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America&regionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=CONDO)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America&regionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=CHALET)

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## Top Chester Hotel Reviews

![Sleep Inn & Suites Middletown - Goshen](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/aeade474_y.jpg)

### Sleep Inn & Suites Middletown - Goshen

8/10 Good

"Room was clean, beds were comfy. The staff were friendly! "

[](https://expedia.com/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information)

![Courtyard by Marriott Newburgh Stewart Airport](https://images.trvl-media.com/lodging/1000000/50000/42700/42673/7494afa4_y.jpg)

### Courtyard by Marriott Newburgh Stewart Airport

8/10 Good

"Spacious clean comfortable room pool and outdoor seating reasonable prices at market and bistro"

[](https://expedia.com/Newburgh-Hotels-Courtyard-By-Marriott-Newburgh-Stewart-Airport.h42673.Hotel-Information)

![DoubleTree by Hilton Hotel Nanuet](https://images.trvl-media.com/lodging/1000000/10000/800/736/c532560d_y.jpg)

### DoubleTree by Hilton Hotel Nanuet

8/10 Good

"Everything is fine "

[](https://expedia.com/Nyack-Hotels-DoubleTree-By-Hilton-Hotel-Nanuet.h736.Hotel-Information)

![Holiday Inn Express Hotel & Suites Chester by IHG](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/8648b91b_y.jpg)

### Holiday Inn Express Hotel & Suites Chester by IHG

8/10 Good

"The breakfast was amazing and staff friendly. However this hotel is under construction and paint fumes in the halls. Thankfully not in the room. The dust from the construction was in the rooms. Vacuuming the carpet would’ve been a good idea. After construction I’m sure this hotel would merit 5 stars."

[](https://expedia.com/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.Hotel-Information)

![Hilton Garden Inn Nanuet](https://images.trvl-media.com/lodging/1000000/990000/986000/985904/5d69e9ca_y.jpg)

### Hilton Garden Inn Nanuet

8/10 Good

"Good"

[](https://expedia.com/Nyack-Hotels-Hilton-Garden-Inn-Nanuet.h985904.Hotel-Information)

![Spark by Hilton Fishkill](https://images.trvl-media.com/lodging/1000000/10000/2700/2642/b112328f_y.jpg)

### Spark by Hilton Fishkill

10/10 Excellent

"Room was clean but very minimalist. Not much furniture. No refrigerator. Offered 24 hour coffee and tea. Daily free newspaper. Nice breakfast. Friendly staff."

[](https://expedia.com/Fishkill-Hotels-Spark-By-Hilton-Fishkill.h2642.Hotel-Information)

![Sonesta Simply Suites Nanuet](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/46d5cbe9_y.jpg)

### Sonesta Simply Suites Nanuet

8/10 Good

"Love the kitchen in the room. "

[](https://expedia.com/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information)

![Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/38c7288e_y.jpg)

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

10/10 Excellent

"U"

[](https://expedia.com/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information)

![Crowne Plaza Suffern - Mahwah by IHG](https://images.trvl-media.com/lodging/1000000/10000/2400/2358/ae4d02f3_y.jpg)

### Crowne Plaza Suffern - Mahwah by IHG

10/10 Excellent

"Clean building and lovely staff. "

[](https://expedia.com/Nyack-Hotels-Crowne-Plaza-Suffern-Mahwah.h2358.Hotel-Information)

## Find out more about Chester

## Chester Apartments information

| Number of reviews | 442            |
| ----------------- | -------------- |
| Accommodation     | 128 Apartments |
| Lowest Price      | $168           |
| Highest Price     | $333           |

## Frequently asked questions

### What's it like to stay at an apartment in Chester?

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### What will the weather be like in Chester?

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### What's the best way to get to and around Chester?

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- [Resorts in Monroe ](https://www.expedia.com/Monroe-Resorts.d6171715-aaResorts.Travel-Guide-Accommodation)
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- [Cottages in Monroe ](https://www.expedia.com/Monroe-Cottages.d6171715-aaCottages.Travel-Guide-Accommodation)
- [Cottages in Blooming Grove ](https://www.expedia.com/Blooming-Grove-Cottages.d3000448042-aaCottages.Travel-Guide-Accommodation)
- [Vacation Homes in Blooming Grove ](https://www.expedia.com/Blooming-Grove-Private-Vacation-Homes.d3000448042-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Monroe Hotels ](https://www.expedia.com/Monroe-Hotels.d6171715.Travel-Guide-Hotels)
- [5 Star Hotels in Monroe ](https://www.expedia.com/5Star-Monroe-Hotels.s50-0-d6171715.Travel-Guide-Filter-Hotels)
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- [Florida Hotels ](https://www.expedia.com/Florida-Hotels.d553248634999145056.Travel-Guide-Hotels)
- [Pet-Friendly Hotels in Monroe ](https://www.expedia.com/Monroe-Hotels-Pet-Friendly-Hotel.0-0-d6171715-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Beach Hotels in Monroe ](https://www.expedia.com/Monroe-Hotels-Beach-Hotel.0-0-d6171715-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Hilton Hotels in Monroe ](https://www.expedia.com/Monroe-Hotels-Hilton-Hotels.0-0-d6171715--bHiltonHotels.Travel-Guide-Filter-Hotels)
- [4 Star Hotels in Monroe ](https://www.expedia.com/4Star-Monroe-Hotels.s40-0-d6171715.Travel-Guide-Filter-Hotels)

- [Flights to New York ](https://www.expedia.com/Cheap-Flights-To-New-York.d178293.Travel-Guide-Flights)
- [Flights to Sugar Loaf ](https://www.expedia.com/Cheap-Flights-To-Sugar-Loaf.d6171726.Travel-Guide-Flights)
- [Flights to Goshen ](https://www.expedia.com/Cheap-Flights-To-Goshen.d8005.Travel-Guide-Flights)
- [Flights from Goshen ](https://www.expedia.com/lp/flights/8005/flights-from-goshen)
- [Flights to Monroe ](https://www.expedia.com/Cheap-Flights-To-Monroe.d6171715.Travel-Guide-Flights)
- [Flights from Monroe ](https://www.expedia.com/lp/flights/6171715/flights-from-monroe)

- [Castle Fun Center ](https://www.expedia.com/Castle-Fun-Center-Chester.d6209270.Vacation-Attraction)
- [Museum Village ](https://www.expedia.com/Museum-Village-Chester.d553248621559142200.Vacation-Attraction)
- [The Rock Sports Complex ](https://www.expedia.com/The-Rock-Sports-Complex-Chester.d553248624556330411.Vacation-Attraction)
- [Goosepond Mountain State Park ](https://www.expedia.com/Goosepond-Mountain-State-Park-Chester.d553248635974861777.Vacation-Attraction)
- [Legoland® New York ](https://www.expedia.com/LEGOLAND-New-York-Goshen.d553248635997928006.Vacation-Attraction)
- [Visit Sugar Loaf ](https://www.expedia.com/Sugar-Loaf.dx6171726)
- [Goshen Historic Track ](https://www.expedia.com/Goshen-Historic-Track-Goshen.d553248621558786490.Vacation-Attraction)
- [Orange County Genealogical Society ](https://www.expedia.com/Orange-County-Genealogical-Society-Goshen.d6209275.Vacation-Attraction)
- [Harness Racing Museum and Hall of Fame ](https://www.expedia.com/Harness-Racing-Museum-And-Hall-Of-Fame-Goshen.d6225670.Vacation-Attraction)
- [Visit Goshen ](https://www.expedia.com/Goshen.dx8005)
- [Goshen Vacations ](https://www.expedia.com/Goshen.d8005.Destination-Travel-Guides)
- [Visit Monroe ](https://www.expedia.com/Monroe.dx6171715)

- [Car rentals near LEGOLAND® New York ](https://www.expedia.com/Car-Rentals-In-LEGOLAND-New-York.d553248635997928006.Car-Rental-Guide)
- [Car rentals near Sugar Loaf ](https://www.expedia.com/Car-Rentals-In-Sugar-Loaf.d6171726.Car-Rental-Guide)
- [Car rentals near Goshen ](https://www.expedia.com/Car-Rentals-In-Goshen.d8005.Car-Rental-Guide)
- [Thrifty Car Rental Rental Cars in Goshen ](https://www.expedia.com/Thrifty-Car-Rental-Car-Rentals-In-Goshen.d8005-c45.Car-Rental-Guide-Suppliers)
- [Van Car Rentals in Goshen ](https://www.expedia.com/Van-Car-Rentals-In-Goshen.d8005-tVan.Car-Rental-Guide-Class)
- [Enterprise Rental Cars in Goshen ](https://www.expedia.com/Enterprise-Car-Rentals-In-Goshen.d8005-c15.Car-Rental-Guide-Suppliers)
- [Budget Rental Cars in Goshen ](https://www.expedia.com/Budget-Car-Rentals-In-Goshen.d8005-c39.Car-Rental-Guide-Suppliers)
- [Luxury Car Rentals in Goshen ](https://www.expedia.com/Luxury-Car-Rentals-In-Goshen.d8005-tLuxury.Car-Rental-Guide-Class)
- [Car rentals near Walton Park ](https://www.expedia.com/Car-Rentals-In-Walton-Park.d553248634999235341.Car-Rental-Guide)
- [Car rentals near Monroe ](https://www.expedia.com/Car-Rentals-In-Monroe.d6171715.Car-Rental-Guide)

- [Sugar Loaf Vacation Rentals ](https://www.expedia.com/Sugar-Loaf-Vacation-Rentals.d6171726.Travel-Guide-VacationRentals)
- [Goshen Vacation Rentals ](https://www.expedia.com/Goshen-Vacation-Rentals.d8005.Travel-Guide-VacationRentals)
- [Monroe Vacation Rentals ](https://www.expedia.com/Monroe-Vacation-Rentals.d6171715.Travel-Guide-VacationRentals)

- [Things to do in Goshen ](https://www.expedia.com/Things-To-Do-In-Goshen.d8005.Travel-Guide-Activities)