Chappaqua Vacation Homes

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Our top choices for Chappaqua holiday homes

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

Carmel Hamlet

Robert T.

HK$3,303 total

includes taxes & fees

31 May - 1 Jun

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

Waterside

Sara C.

HK$2,772 total

includes taxes & fees

1 Jun - 2 Jun

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Greenwich

Crystal

HK$2,544 total

includes taxes & fees

1 Jun - 2 Jun

Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Southeast Yonkers

Jordan S.

HK$1,056 total

includes taxes & fees

12 Jun - 13 Jun

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

Highland Falls

Scott G.

HK$3,047 total

includes taxes & fees

2 Jun - 3 Jun

Contemporary Cozy Cottage

Lake Peekskill

Mauro C.

HK$3,288 total

includes taxes & fees

1 Jun - 2 Jun

Updated Home w/ Patio Half Mile to West Point

Highland Falls

george l.

Bright&Comfy 2bed/1ba in quiet White Plains duplex

White Plains

Montana M.

HK$3,260 total

includes taxes & fees

17 Jun - 18 Jun

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Top Chappaqua Hotel Reviews

Royal Regency Hotel

10/10 Excellent

"great !"

La Quinta Inn & Suites by Wyndham Stamford / New York City

4/10 Poor

"Overall it was a place to sleep. Bathroom fixture were leaky, furniture was rough, chair had puncture marks, comforter was stained and the building was in overall poor condition. Did see a large amount of renovation supplies staged in a lower level, so I have hopes that future stays would be more acceptable."

EVEN Hotel Norwalk by IHG

6/10 Okay

"This is not a family friendly hotel, at least not for us. I (52F) was traveling with my 78-year-old mother. The bathroom has a non-locking, lightly frosted sliding door, and it was very easy to see the outline of the person on the other side of the bathroom door. This door also opened directly in view of the beds, so there was no way to retain any modesty. Since we were told at the front desk that all the rooms were set up that way, we had to obtain an extra sheet and hang it awkwardly over the sliding door to feel comfortable using the bathroom. Otherwise, the room was fine, so if you are traveling alone or with your significant other you may not mind it. I personally would not stay there again with anyone besides my spouse."

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