Search Chappaqua Cottage Rentals from CA $245

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Chappaqua Cottages

Peaceful Cottage with Grill | Walk to Lake
Interior

Peaceful Cottage with Grill | Walk to Lake

9.8 out of 10, Exceptional, (19)
"This property was great. Clean, roomy and about 1/2 hour from West Point."
The price is CA $245
CA $669 total
includes taxes & fees
Aug 20 - Aug 21
Peaceful Cottage with Grill | Walk to Lake
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (119)
"Nice view on the top of the mountain….I admired the river with the bridge and the surroundings until late in the night. The accommodation was excellent, we had everything we needed.… we are thinking of coming back sometime…."
The price is CA $260
CA $424 total
includes taxes & fees
Sep 8 - Sep 9
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chappaqua Hotel Reviews

Sleepy Hollow Hotel

Sleepy Hollow Hotel

10/10 Excellent
"The staff was very very helpful/kind/responsive!!! "
sheila 7-night trip
Posted 14 hours ago
Sleepy Hollow Hotel