Photo by louann ohora

Find rentals with pool near Caramoor Center for Music and the Arts

We found 221 rentals with pool — enter your dates for availability

Where to?

Dates

Calendar
Flexible dates

October 2025

November 2025

Explore Caramoor Center for Music and the Arts rentals with pools

Gorgeous Westchester Home with Pool, Hot Tub, Steam Room & Tennis!

Sleeps 12 · 8 bedrooms · 6+ bathrooms

Premier Host

Private French Country Estate-New Canaan CT-Pool-Film Set-August available

Sleeps 10 · 6 bedrooms · 5+ bathrooms

Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT

Sleeps 16 · 11 bedrooms · 5 bathrooms

Top rated rentals with pools - Caramoor Center for Music and the Arts

Premier Host

Lovely and homey

Kim and Kevin were super communicative and friendly, and the home was clean and beautifully decorated. The coffee cake was the cherry on top. Perfect for our group! Would absolutely stay again.

Emily H.

Stayed May 2025

Spiral staircase leading to the mezzanine where the bedroom is located.

Cute!

Sitting outside the cottage overlooking the reservoir (on other side of road) was superb after being in hectic New York. The bed was comfy but located up a steep, narrow spiral staircase. Small bathroom downstairs. Eclectic furnishings. Very clean. Would recommend seniors opt for house option rather than cottage. Host very pleasant.

Deborah W.

Stayed Sept 2024

Find spaces that suit your style

House

Condo/Apartment

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value