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Vacation Homes in Chappaqua

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
9.6 out of 10, Exceptional, (18)
"Perfect place to rest. Excellent service! "
Mexico
Lucymar
The price is AED 238
AED 685 total
includes taxes & fees
26 Oct - 27 Oct
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Private room, 5 min walk to restaurant, 40 min to NYC. 5 min drive to MetroNorth
2.0 star property
The price is AED 294
AED 420 total
includes taxes & fees
26 Oct - 27 Oct
Private room, 5 min walk to restaurant, 40 min to NYC. 5 min drive to MetroNorth
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
10.0 out of 10, Exceptional, (5)
"Lovely little home in Stamford."
United States
Pat A.
The price is AED 579
AED 1,224 total
includes taxes & fees
27 Oct - 28 Oct
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
8.0 out of 10, Very Good, (17)
"Great place great location"
United States
Daquan H.
The price is AED 347
AED 495 total
includes taxes & fees
27 Oct - 28 Oct
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
3BR West Point Retreat-3min to Back Gate+ King Bed
9.0 out of 10, Wonderful, (2)
"Wonderful stay! The property is within walking distance of the little downtown area & had driveway parking. It was clean & plenty spacious. Property owners had great communication! This is a property with 2 units, but we were not bothered by any extra noise. "
United States
Waylon J.
The price is AED 558
AED 1,791 total
includes taxes & fees
28 Oct - 29 Oct
3BR West Point Retreat-3min to Back Gate+ King Bed
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
9.8 out of 10, Exceptional, (12)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
The price is AED 680
AED 1,389 total
includes taxes & fees
12 Nov - 13 Nov
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
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.
The price is AED 613
AED 1,774 total
includes taxes & fees
29 Oct - 30 Oct
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Lovely 3BR Home with parking-Walk to WP Gate!
10.0 out of 10, Exceptional, (7)
"Easy booking, arrival, and departure. Very nice home. Very Clean and comfortable. Host was very kind and clear on everything for stay. Will book again!"
United States
Molly s.
The price is AED 679
AED 1,121 total
includes taxes & fees
17 Nov - 18 Nov
Lovely 3BR Home with parking-Walk to WP Gate!
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC
2.0 star property
10.0 out of 10, Exceptional, (7)
"Stayed with our adult children for a family wedding. Everyone enjoyed the spotless, attractive & appointed home with lovely king beds in all the rooms. It was a treat!Host was very attentive, would highly recommend!"
United States
Nancy B.
The price is AED 988
AED 2,202 total
includes taxes & fees
27 Oct - 28 Oct
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC
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.
The price is AED 683
AED 1,136 total
includes taxes & fees
17 Nov - 18 Nov
Fabulous 3bdrm Home w/parking!
Contemporary Cozy Cottage
10.0 out of 10, Exceptional, (28)
"Very clean comfortable quiet place"
United States
Mauro C.
The price is AED 826
AED 1,550 total
includes taxes & fees
26 Oct - 27 Oct
Contemporary Cozy Cottage
45 Minutes from NYC, Entire House near Stamford Downtown,
10.0 out of 10, Exceptional, (19)
"Very nice property. Owner was very nice and quickly answered any questions we had. Well stocked pantry and fridge!! We enjoyed our stay and property was very convenient and comfortable. "
United States
Lisa B.
The price is AED 882
AED 1,758 total
includes taxes & fees
4 Nov - 5 Nov
45 Minutes from NYC, Entire House near Stamford Downtown,
Fun, Friends, and Family Lakefront Home w/Dock and Beach
10.0 out of 10, Exceptional, (12)
"Our stay was wonderful - a cozy house with a good swath of rooms for people to spread out, play games, eat, etc. The outside part of the property was incredibly beautiful with some benches, a fire pit and a dock with a pergola. Great amount of yard space for lawn games and kayaks on-site to paddle on the lake with. "
United States
Will F.
The price is AED 1,322
AED 2,751 total
includes taxes & fees
26 Oct - 27 Oct
Fun, Friends, and Family Lakefront Home w/Dock and Beach
West Point Family Retreat, 5 min walk to Thayer!
2.0 star property
9.8 out of 10, Exceptional, (6)
"Nice houseAwesome kitchen Granddaughter loved the bunk bed and the many games"
United States
Randall T.
The price is AED 1,653
AED 3,037 total
includes taxes & fees
27 Oct - 28 Oct
West Point Family Retreat, 5 min walk to Thayer!
Foliage at Westchester Manor - Near Sleepy Hollow
2.0 star property
The price is AED 1,755
AED 3,697 total
includes taxes & fees
27 Oct - 28 Oct
Foliage at Westchester Manor - Near Sleepy Hollow
Waterfront Retreat Center for Health & Wellness
9.6 out of 10, Exceptional, (64)
"This was the perfect venue for our 50th high school reunion. Everyone loved the setting and it gave our small group a wonderful opportunity to reconnect!"
United States
Laura C.
The price is AED 4,775
AED 8,184 total
includes taxes & fees
29 Oct - 30 Oct
Waterfront Retreat Center for Health & Wellness
Spacious 3 Bd Home Pet Friendly, Parking and Laundry
9.0 out of 10, Wonderful, (2)
"the home was nice clean if in the area I would stay here again"
United States
james w.
The price is AED 966
AED 2,000 total
includes taxes & fees
2 Nov - 3 Nov
Spacious 3 Bd Home Pet Friendly, Parking and Laundry
6 BR, 4 BA Mansion Close to the City
10.0 out of 10, Exceptional, (1)
"Awesome space, perfect for our fall getaway, close to NYC or small town shopping"
United States
Jennifer L.
The price is AED 1,469
AED 3,196 total
includes taxes & fees
27 Oct - 28 Oct
6 BR, 4 BA Mansion Close to the City
New Beach Home near Stamford Downtown/Shippan
10.0 out of 10, Exceptional, (21)
"Great stay!"
United States
Kyra S.
The price is AED 1,745
AED 3,443 total
includes taxes & fees
26 Oct - 27 Oct
New Beach Home near Stamford Downtown/Shippan
Comfortable 1 family home in Tuckahoe that's near train
The price is AED 1,432
AED 2,585 total
includes taxes & fees
25 Oct - 26 Oct
Comfortable 1 family home in Tuckahoe that's near train
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 Chappaqua Hotel Reviews