Search Vacation Homes in Chester

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Vacation Homes in Chester

Exterior
House on the Babbling Brook- Quiet 2BR + King Bed!
House on the Babbling Brook- Quiet 2BR + King Bed!
10.0 out of 10, Exceptional, (2)
"Good stay, awesome place"
United States
Scott G.
$361 nightly
The price is $382
Nov 5 - Nov 6
Total with taxes and fees
House on the Babbling Brook- Quiet 2BR + King Bed!
Property grounds
3BR West Point Retreat-3min to Back Gate+ King Bed
3BR West Point Retreat-3min to Back Gate+ King Bed
9.4 out of 10, Exceptional, (3)
"Home was very peaceful and serene, My Boys really enjoyed the relaxing and laid back vibe this stay had to offer. My kids did mention it would be a summer vacation stay, because of the creek in the back. Overall is was clean and accommodating. Host did their best for all my accommodation. I would give them a 5- Star White Glove on this. Thanks, Hope to revisit! "
United States
Akail S.
$388 nightly
The price is $439
Nov 5 - Nov 6
Total with taxes and fees
3BR West Point Retreat-3min to Back Gate+ King Bed
Interior
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
9.0 out of 10, Wonderful, (6)
"Although the original check-in process was fine, the host became unresponsive to our questions during the stay. We were able to figure out the answers to our questions, but it would have been nice to hear anything at all. We went so far as to text the host because we became concerned after radio silence for 3 days. Once she did respond she didn't apologize for not getting back to us and ghosting us for days. "
United States
Patty M.
$131 nightly
The price is $148
Nov 5 - Nov 6
Total with taxes and fees
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Property grounds
Charming house with brook in the picturesque Village of Wurtsboro min from shops
Charming house with brook in the picturesque Village of Wurtsboro min from shops
Charming house with brook in the picturesque Village of Wurtsboro min from shops
Interior
Lovely 3BR Home with parking-Walk to WP Gate!
Lovely 3BR Home with parking-Walk to WP Gate!
10.0 out of 10, Exceptional, (7)
"Celebrated my son’s HS graduation with my father-in-law along for the adventure, Joe’s townhouse is super convenient to Thayer Gate and eating establishments along Main St. Grill worked well and the beds made for sound slumber. For mixed company an extra half bath might be desired, but 3 guys who know each other well managed just fine. The basement washer & dryer are top of line."
United States
James W.
$313 nightly
The price is $354
Nov 17 - Nov 18
Total with taxes and fees
Lovely 3BR Home with parking-Walk to WP Gate!
Property grounds
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
9.8 out of 10, Exceptional, (56)
"Just as advertised. Nice location and very clean."
United States
Deklan R.
$352 nightly
The price is $394
Nov 5 - Nov 6
Total with taxes and fees
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
Fridge, microwave, oven, stovetop
Fabulous 3bdrm Home w/parking!
Fabulous 3bdrm Home w/parking!
8.0 out of 10, Very Good, (2)
"Great place. Close to West Point activity. Clean and new."
United States
Joanne V.
$299 nightly
The price is $330
Nov 17 - Nov 18
Total with taxes and fees
Fabulous 3bdrm Home w/parking!
Dining
Renovated House w/Hot Tub, Deck, Grill & Fire Pit
Renovated House w/Hot Tub, Deck, Grill & Fire Pit
9.8 out of 10, Exceptional, (58)
"Was a good place to stay with the family for a few days. Very convenient to LegoLand."
United States
Joseph S.
$479 nightly
The price is $500
Nov 9 - Nov 10
Total with taxes and fees
Renovated House w/Hot Tub, Deck, Grill & Fire Pit
Smart TV, fireplace
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
9.4 out of 10, Exceptional, (42)
"Really great place for an overnight trip to Mountain Creek. Plenty of space for 2 adults, great location and access to the amenities after a long day month slopes was a total bonus. Great communication, easy access and parking. "
United States
Eric M.
$269 nightly
The price is $304
Nov 8 - Nov 9
Total with taxes and fees
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
Outdoor dining
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
9.6 out of 10, Exceptional, (44)
"Plenty of seating & comfortable beds were a plus! The theatre room was really fun for grandkids!"
United States
Lisa B.
$292 nightly
The price is $330
Nov 5 - Nov 6
Total with taxes and fees
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Interior
5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!
5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!
2.0 star property
10.0 out of 10, Exceptional, (3)
"We were visiting friends and attractions in the greater NYC area. The property was outstanding - even better than the beautiful pictures showed. The home was extremely clean, very family friendly, and our interactions with the host were fantastic. Definitely recommend this property!!!"
United States
Matthew P.
$381 nightly
The price is $431
Nov 17 - Nov 18
Total with taxes and fees
5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!
Exterior
West Point Family Retreat, 5 min walk to Thayer!
West Point Family Retreat, 5 min walk to Thayer!
2.0 star property
9.8 out of 10, Exceptional, (6)
"The host was very accommodating. Check in and check out process was very smooth. The home is beautiful, cozy and filled with many household items and games! The rooms were comfortable and spacious! Love the outdoor set up in the back and the front! We will certainly be visiting again and there is no other place we would want to stay! "
United States
Kaleigh G.
West Point Family Retreat, 5 min walk to Thayer!
Property grounds
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Sleek Escape: Modern 3 BR- 4 Min from West Point !
10.0 out of 10, Exceptional, (1)
"Looked like this property was recently renovated. Very clean and nice. "
United States
Ellie M.
$477 nightly
The price is $484
Nov 17 - Nov 18
Total with taxes and fees
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Interior
Lux Lake Neepaulin Front Home
Lux Lake Neepaulin Front Home
8.0 out of 10, Very Good, (2)
"Nice place to stay. "
United States
Bob
$252 nightly
The price is $274
Dec 1 - Dec 2
Total with taxes and fees
Lux Lake Neepaulin Front Home
House | 7 bedrooms
West Point Villa - Jacuzzi Pool BBQ Games Pets
West Point Villa - Jacuzzi Pool BBQ Games Pets
2.0 star property
$806 nightly
The price is $952
Nov 12 - Nov 13
Total with taxes and fees
West Point Villa - Jacuzzi Pool BBQ Games Pets
Fridge, microwave, oven, stovetop
Private Mountain Creek Getaway!
Private Mountain Creek Getaway!
8.4 out of 10, Very Good, (5)
"This rental experience turned out to be the worst stay we’ve had. While the property itself was clean and matched the description in most respects, the claim of a "Private Mountain Getaway" was completely false. We arrived on a Friday night, only to find the house located right on a busy main road with a strip mall directly across the street. It was far from private, and the constant traffic made turning out of the driveway difficult. This was clearly a commercial area, not a serene retreat. The...
United States
Deane P.
$401 nightly
The price is $453
Nov 17 - Nov 18
Total with taxes and fees
Private Mountain Creek Getaway!
Interior
Large,Cozy,Bright Apartment, Business Themed.
Large,Cozy,Bright Apartment, Business Themed.
9.0 out of 10, Wonderful, (15)
"Very cozy stay with responsive host"
United States
Adhith P.
$585 nightly
The price is $691
Nov 5 - Nov 6
Total with taxes and fees
Large,Cozy,Bright Apartment, Business Themed.
Outdoor dining
Stylish & Peaceful Getaway on 3 Private Acres
Stylish & Peaceful Getaway on 3 Private Acres
2.0 star property
9.0 out of 10, Wonderful, (12)
"The owner was extremely responsive and the home was very clean."
United States
Christine C.
$438 nightly
The price is $438
Nov 5 - Nov 6
Total with taxes and fees
Stylish & Peaceful Getaway on 3 Private Acres
Interior
Charming bungalow in lovely Middletown NY
Charming bungalow in lovely Middletown NY
$165 nightly
The price is $195
Nov 5 - Nov 6
Total with taxes and fees
Charming bungalow in lovely Middletown NY
Interior
Contemporary Cozy Cottage
Contemporary Cozy Cottage
10.0 out of 10, Exceptional, (30)
"Very clean comfortable quiet place"
United States
Mauro C.
$367 nightly
The price is $420
Nov 5 - Nov 6
Total with taxes and fees
Contemporary Cozy Cottage
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

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent
"The staff was helpful and when they weren’t helping they were cleaning. The rooms are spotless."
Catherine 2-night trip
Posted 14 hours ago
Holiday Inn Express Hotel & Suites Chester by IHG

Find out more about Chester

Chester Vacation Homes information

Number of reviews
284
Accommodation
327 Vacation Homes
Lowest Price
$148
Highest Price
$691

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