Photo by Marina Timo

Pawling rentals with pool

We found 53 rentals with pool — enter your dates for availability

Where to?

Dates

November 2025

December 2025

Explore Pawling rentals with pools

Showing deals for: 31 Jan - 3 Feb

Sleeps 6 · 3 bedrooms · 3+ bathrooms

for 3 nights, 1 home

NZ$1,026 per night

includes taxes & fees

Sleeps 6 · 3 bedrooms · 2+ bathrooms

for 3 nights, 1 home

NZ$800 per night

includes taxes & fees

Sleeps 2 · 1 bedroom · 1 bathroom

for 3 nights, 1 room

NZ$367 per night

includes taxes & fees

Premier Host

Sleeps 10 · 4 bedrooms · 3+ bathrooms

for 3 nights, 1 home

NZ$1,356 per night

includes taxes & fees

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