Chester Apartments

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

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Apartments in Chester

Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River

Newburgh NY
The price is AU$393 per night from 29 Dec to 30 Dec
AU$393
29 Dec - 30 Dec
includes taxes & fees
With a stay at this apartment in Newburgh, you'll be within a 5-minute walk of David Crawford House and Mount Saint Mary's College Newburgh.
Opens in a new windowGrant - A Tranquil One Bedroom Steps from River
Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley

Newburgh NY
The price is AU$494 per night from 28 Dec to 29 Dec
AU$494
28 Dec - 29 Dec
includes taxes & fees
Located in Newburgh, this apartment is on the waterfront, a 5-minute drive from Gomez Mill House and 6 minutes from Marlboro Free Library.
Opens in a new windowCozy country efficiency in the Hudson Valley
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 NY
The price is AU$352 per night from 29 Dec to 30 Dec
AU$352
29 Dec - 30 Dec
includes taxes & fees
Located in Wallkill, this apartment is on the waterfront, within a 15-minute drive of Angry Orchard and Tuthilltown Spirits.
Opens in a new windowCreate Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Save an average of 15% on thousands of hotels when you're signed in
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

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

Beacon NY
The price is AU$377 per night from 8 Jan to 9 Jan
AU$377
8 Jan - 9 Jan 2026
includes taxes & fees
A stay at this apartment places you in the heart of Beacon, within a 5-minute drive of Madam Brett Homestead and Dia Beacon.
Opens in a new windowLuxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
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 NY
The price is AU$353 per night from 6 Jan to 7 Jan
AU$353
6 Jan - 7 Jan 2026
includes taxes & fees
A stay at this apartment places you in the heart of Beacon, within a 5-minute drive of Madam Brett Homestead and Dia Beacon.
Opens in a new windowLuxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
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 NY
The price is AU$809 per night from 2 Jan to 3 Jan
AU$809
2 Jan - 3 Jan 2026
includes taxes & fees
With a stay at this apartment in Warwick, you'll be in the mountains, just a 5-minute walk from Railroad Green and 6 minutes by foot from Strazza Art ...
Opens in a new windowModern penthouse suite in a restored grain tower with private roof deck.
Charming studio with Amazing hot tub a swimming pool,pool table.

Charming studio with Amazing hot tub a swimming pool,pool table.

2 out of 5
Newburgh NY
Located in Newburgh, this apartment is a 4-minute drive from Chadwick Lake Park and 7 minutes from Mount Saint Mary's College Newburgh.
Opens in a new windowCharming studio with Amazing hot tub a swimming pool,pool table.
Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!

Highland Falls NY
The price is AU$495 per night from 7 Jan to 8 Jan
AU$495
7 Jan - 8 Jan 2026
includes taxes & fees
With a stay at this apartment in Highland Falls, you'll be a 2-minute walk from United States Military Academy and 6 minutes by foot from Hudson River.
Opens in a new windowWalk to WP Gate + Free Parking!
Apartment with Expansive Views;  River & Mountains Walk to Train, Main St, DIA

Apartment with Expansive Views; River & Mountains Walk to Train, Main St, DIA

Beacon NY
With a stay at this apartment in Beacon, you'll be within a 5-minute drive of Dia Beacon and Madam Brett Homestead.
Opens in a new windowApartment with Expansive Views; River & Mountains Walk to Train, Main St, DIA
Don't see what you're looking for?
See all available properties in Chester
View all properties
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.

Chester Apartments essential information

Accommodation
128 Apartments
Lowest Price
AU$169
Highest Price
AU$809
Popular accommodation
Grant - A Tranquil One Bedroom Steps from River, Cozy country efficiency in the Hudson Valley, 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, Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen, Modern penthouse suite in a restored grain tower with private roof deck. , Charming studio with Amazing hot tub a swimming pool,pool table., Walk to WP Gate + Free Parking!, Apartment with Expansive Views; River & Mountains Walk to Train, Main St, DIA

Top trending hotels in Chester

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 out of 5
2 Bryle Place Chester NY
Fully refundable
The price is AU$169 per night from 1 Jan to 2 Jan
AU$169
1 Jan - 2 Jan 2026
includes taxes & fees
Located in Chester, Holiday Inn Express Hotel & Suites Chester by IHG is in the business district, within a 5-minute drive of Castle Fun Center and The Rock ...
Opens in a new windowHoliday Inn Express Hotel & Suites Chester by IHG
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

4 out of 5
425 E Route 59 Nanuet NY
Fully refundableReserve now, pay when you stay
The price is AU$171 per night from 4 Jan to 5 Jan
AU$171
4 Jan - 5 Jan 2026
includes taxes & fees
Located in Nanuet, DoubleTree by Hilton Hotel Nanuet is in a shopping district, within a 10-minute drive of Palisades Center and Rockland Lake State Park.
Opens in a new windowDoubleTree by Hilton Hotel Nanuet
Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

2.5 out of 5
20 Overlook Blvd Nanuet NY
Fully refundableReserve now, pay when you stay
The price is AU$180 per night from 28 Dec to 29 Dec
AU$180
28 Dec - 29 Dec
includes taxes & fees
When you stay at Sonesta Simply Suites Nanuet in Nanuet, you'll be near the airport, within a 5-minute drive of St. Paul's Episcopal Church and The Shops at ...
Opens in a new windowSonesta Simply Suites Nanuet
Save an average of 15% on thousands of hotels when you're signed in
Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

3.5 out of 5
3 Executive Blvd Suffern NY
Fully refundable
The price is AU$194 per night from 22 Jan to 23 Jan
AU$194
22 Jan - 23 Jan 2026
includes taxes & fees
Located in Suffern, Crowne Plaza Suffern - Mahwah by IHG is in the suburbs, a 4-minute drive from Rockland Community College and 7 minutes from Ramapo College ...
Opens in a new windowCrowne Plaza Suffern - Mahwah by IHG
Don't see what you're looking for?
See all available properties in Chester
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.