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Vacation Homes in Chappaqua

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Greenwich
9.6 out of 10, Exceptional, (20)
"Perfect place to rest. Excellent service! "
Mexico
Lucymar
$181 nightly
The price is $205
Nov 9 - Nov 10
Total with taxes and fees
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

House on the Babbling Brook- Quiet 2BR + King Bed!

Highland Falls
10.0 out of 10, Exceptional, (2)
"Good stay, awesome place"
United States
Scott G.
$350 nightly
The price is $370
Nov 12 - Nov 13
Total with taxes and fees
House on the Babbling Brook- Quiet 2BR + King Bed!

3BR West Point Retreat-3min to Back Gate+ King Bed

Highland Falls
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.
$390 nightly
The price is $441
Nov 11 - Nov 12
Total with taxes and fees
3BR West Point Retreat-3min to Back Gate+ King Bed

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Carmel Hamlet
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.
$328 nightly
The price is $355
Nov 13 - Nov 14
Total with taxes and fees
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lovely 3BR Home with parking-Walk to WP Gate!

Highland Falls
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.
$311 nightly
The price is $352
Nov 17 - Nov 18
Total with taxes and fees
Lovely 3BR Home with parking-Walk to WP Gate!

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Waterside
10.0 out of 10, Exceptional, (6)
"Exceptional space for our needs. We’d absolutely book again if the opportunity arises. Maritza was communicative and everything was easily accessible"
United States
Joanne
$294 nightly
The price is $332
Nov 17 - Nov 18
Total with taxes and fees
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Sleek Escape: Modern 3 BR- 4 Min from West Point !

Highland Falls
10.0 out of 10, Exceptional, (2)
"Looked like this property was recently renovated. Very clean and nice. "
United States
Ellie M.
$464 nightly
The price is $471
Nov 17 - Nov 18
Total with taxes and fees
Sleek Escape: Modern 3 BR- 4 Min from West Point !

Fabulous 3bdrm Home w/parking!

Highland Falls
8.0 out of 10, Very Good, (2)
"Great place. Close to West Point activity. Clean and new."
United States
Joanne V.
$297 nightly
The price is $327
Nov 17 - Nov 18
Total with taxes and fees
Fabulous 3bdrm Home w/parking!

Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

2.0 star property
Norwalk
10.0 out of 10, Exceptional, (7)
"We had a very nice family weekend. There was plenty of room, the furniture and beds were comfortable, and the kitchen had everything we needed. Great communication with the owner"
United States
Helen C.
$491 nightly
The price is $556
Nov 12 - Nov 13
Total with taxes and fees
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

45 Minutes from NYC, Entire House near Stamford Downtown,

Downtown Stamford
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.
$376 nightly
The price is $425
Nov 10 - Nov 11
Total with taxes and fees
45 Minutes from NYC, Entire House near Stamford Downtown,

Fun, Friends, and Family Lakefront Home w/Dock and Beach

Mahopac
10.0 out of 10, Exceptional, (12)
"Super convenient location :)"
United States
Sean M.
$672 nightly
The price is $728
Nov 10 - Nov 11
Total with taxes and fees
Fun, Friends, and Family Lakefront Home w/Dock and Beach

Contemporary Cozy Cottage

Lake Peekskill
10.0 out of 10, Exceptional, (30)
"Very clean comfortable quiet place"
United States
Mauro C.
$367 nightly
The price is $420
Nov 10 - Nov 11
Total with taxes and fees
Contemporary Cozy Cottage

Luxury NY Home with Free Parking

4.0 star property
White Plains
Luxury NY Home with Free Parking

6 BR, 4 BA Mansion Close to the City

Getty Square
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.
$680 nightly
The price is $801
Nov 10 - Nov 11
Total with taxes and fees
6 BR, 4 BA Mansion Close to the City

Spacious 3 Bd Home Pet Friendly, Parking and Laundry

Cove - East Side - Shippan
9.4 out of 10, Exceptional, (3)
"the home was nice clean if in the area I would stay here again"
United States
james w.
$481 nightly
The price is $518
Nov 11 - Nov 12
Total with taxes and fees
Spacious 3 Bd Home Pet Friendly, Parking and Laundry

Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

West Side
9.2 out of 10, Wonderful, (5)
"It’s nice to have a place for our family of 5 that actually fits us all. Plenty of space and very clean. Thanks "
United States
Katy G.
$468 nightly
The price is $503
Nov 9 - Nov 10
Total with taxes and fees
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

New Beach Home near Stamford Downtown/Shippan

Cove - East Side - Shippan
10.0 out of 10, Exceptional, (21)
"We had about 14 guests sleep comfortably here and all enjoyed our time and the amenities immensely."
United States
Matthew L.
$799 nightly
The price is $849
Nov 11 - Nov 12
Total with taxes and fees
New Beach Home near Stamford Downtown/Shippan

Foliage at Westchester Manor - Near Sleepy Hollow

2.0 star property
Ossining
$926 nightly
The price is $1,031
Nov 12 - Nov 13
Total with taxes and fees
Foliage at Westchester Manor - Near Sleepy Hollow

Waterfront Retreat Center for Health & Wellness

New Rochelle
9.6 out of 10, Exceptional, (64)
"This historic home was better than I could have hoped for. My extended family thoroughly enjoyed this beautiful home. Every room was a joy to be in. We would go back in a heart beat."
United States
Kathy L.
$2,048 nightly
The price is $2,342
Nov 13 - Nov 14
Total with taxes and fees
Waterfront Retreat Center for Health & Wellness

Cheerful Home in Yonkers NY

Lincoln Park
7.6 out of 10, Good, (4)
"Nice neighborhood,open concept.Hreat space for my entire family.Kitchen big and spacious. Beds are huge. Definitely will stay here again."
United States
Tanya J.
$487 nightly
The price is $573
Nov 30 - Dec 1
Total with taxes and fees
Cheerful Home in Yonkers NY
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

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Chappaqua Vacation Homes information

Number of reviews
203
Accommodation
326 Vacation Homes
Lowest Price
$205
Highest Price
$2,342

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