
Vacation rentals in Chappaqua
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Top-rated vacation rentals in Chappaqua
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
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Other great vacation rentals in Chappaqua
Guest favorite

Home in Putnam Valley
4.97 out of 5 average rating, 78 reviewsCrystal Wave LakeHouse
LauraRating, 5 stars3 weeks ago
It was a great getaway for my adult children and 84 year old dad and 2 dogs. Big, comfortable and clean home. It worked for all of us. Kayaks and canoes were easy and convenient to use. Nice amount of bedrooms for everyone to have their own space along with a great communal kitchen/living/dining area. We’re hoping to go again, I would definitely recommend staying here!
Guest favorite

Home in Beacon
4.92 out of 5 average rating, 97 reviewsBeacon 2BR house w/ backyard, easy walk to main st
SarahRating, 5 stars2 weeks ago
We stayed here for our wedding weekend and couldn’t have asked for a better experience! The house was cute, clean, and comfortable - exactly what we needed during such a busy and exciting time. We especially appreciated how close it was to everything; it made it so easy for us to get around without stress. Eva was wonderfully responsive and kind, answering any questions quickly and making sure we had everything we needed. It truly felt like a home away from home. We’re so grateful to have had such a great place to stay during such a special moment in our lives!
Guest favorite

Home in Vernon Township
4.91 out of 5 average rating, 33 reviewsHighland Bluffs Lake House, 50 miles from NYC
JessicaRating, 5 stars2 months ago
Our family loved this spot! The house is beautiful, clean and very peaceful. My kids all loved the basement which had a great assortment of games, toys and books. We visited for a weekend and went snowtubing at Mountain Creek (only about 12 minutes away). We also really enjoyed nearby Warwick, NY where we found nice shops and restaurants. It was a great stay - highly recommend!
Superhost

Condo in Vernon Township
4.73 out of 5 average rating, 111 reviews200 yds Minerals - great for hotel weddings
SaraRating, 5 stars5 months ago
We had a great time! The unit is an easy walk to Minerals, and the layout was perfect for our needs. Joann was a fantastic host and we can’t wait to stay again!
Guest favorite

Villa in New Paltz
5 out of 5 average rating, 11 reviewsCountry House, Mountain Views, Dine, Bike, & Hike
AriellaRating, 5 stars3 months ago
Absolutely beautiful home! Carl and Rebecca were wonderful hosts - they were super responsive and accommodating. And their home is lovely down to all the little details, from the soft bathrobes to the warm spaces to hang out in. We had a wonderful stay at their home and would love to come back!
Guest favorite

Home in Dix Hills
5 out of 5 average rating, 24 reviewsNice getaway with your family.
Brittani and Chris Rating, 5 stars8 months ago
My group had a wonderful stay. We felt right at home. The property was private and the house was clean. The backyard is beautiful with a great pool. Erol was responsive throughout our stay. I would stay here again!
Superhost

Condo in Vernon Township
4.92 out of 5 average rating, 119 reviewsPerfect Retreat! Ski in/out, hot tub, bike races.
BruceRating, 5 stars1 month ago
A great weekend ski retreat. Easy access to the unit and close to the elevator. Great little kitchen, with toaster and k-cups. Very large bathroom. Host gave clear instructions with codes for all amenities. The heated pool and outdoor sauna were a big hit. Host allows late check out for a fee which was very convenient for us.
Guest favorite

Home in Woodmont
4.98 out of 5 average rating, 43 reviewsBeachfront paradise- come, stay, relax!
TheoRating, 5 stars4 months ago
we rented La Spiaggia in December, and while it's mostly going to be more beautiful and better in the summer (since it's a beach house) it was still perfectly fine in the winter; well insulated and with good strong heaters. speaking of the beach I can't stress enough of how close this place is to the water; I'm talking literally ten steps to the sand. I would certainly recommend the place as a great summer getaway!
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- Radio City Music Hall
- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Prospect Park
- Columbia University
- Jones Beach
- Barclays Center
- City Island
- Tenement Museum
- Fairfield Beach
- Riverside Park
- Coney Island Beach
- Rye Beach
- Yale University
- Comedy Cellar
- Mountain Creek Resort
- Apollo Theater
- Pleasure Beach
- Gilgo Beach
- St. Nicholas Park
- Cedar Beach