Looking for an exciting rental with a pool in Westchester? Discover a curated collection of vacation homes featuring indoor or outdoor swimming pools. Owner Direct makes it simple to cross-reference verified properties for your pool-side relaxation.
Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings
Exceptional
3 reviews
AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking
View, Internet, Pet Friendly, Pool, Wellness Facilities, Air Conditioner, Hot Tub
Fabulous
13 reviews
AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry
Exceptional
7 reviews
Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay
AC, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Microwave, No Smoking
Very Good
22 reviews
Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay
AC, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Microwave, No Smoking, Pool
Fabulous
38 reviews
Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay
AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry
Fabulous
3 reviews
Private Pool, Barbecue/Outdoor Cooking, Wellness Facilities, Bar, Internet, Laundry, Hot Tub
![[Top Pick] World Cup Family Oasis | 5BR | Htd Pool & Hot Tub](https://media.vrbo.com/lodging/109000000/108940000/108932500/108932466/957b0efb.jpg?impolicy=ccrop&w=1000&h=666&q=medium)
AC, Arcade, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub
Exceptional
2 reviews
Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings
Exceptional
4 reviews
AC, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking
Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay
AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen
Good
7 reviews
AC, Barbecue, Dryer, Free Parking, Heater, Internet, Laundry, Living Area, Microwave
Exceptional
3 reviews
AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave
Review score
2 reviews
AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry
Good
4 reviews
AC, Balcony, Barbecue, Breakfast Available, Dryer, Free Parking, Heater, Internet, Kitchen
AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking
Exceptional
2 reviews
Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Pool in Westchester.
OwnerDirectVacationRental can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.
What makes our vacation rentals with pool stand out?
Every vacation rentals with pool shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Compare a range of properties and find fair, transparent pricing—no hidden fees.
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
Some of the best vacation rentals with pool in Westchester are:
There are a lot of options in Westchester. If you plan on staying in the Westchester area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals wint Pool in Westchester
You can explore 502 verified vacation rentals with a pool in Westchester. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.
Prices for vacation rentals with a pool in Westchester vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $180 per night, with private pool homes and peak travel periods often costing more.
Many rentals in Westchester offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.
Yes, some vacation rentals with pools in Westchester welcome pets. Currently, 48 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.
Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.
Vacation rentals with pools in Westchester often include additional outdoor features such as Pool, Fireplace/Heating, and Balcony/Terrace. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.
Some vacation rentals in Westchester offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.