Apartments, Accommodations, Pet-friendly, Lodgings, Places to stay, Condos
AC, Arcade, Babysitting, Balcony, Bar, Breakfast Available, Business Services, Children Club, Crib
Superb
1103 reviews
Apartments, Accommodations, Lodgings, Places to stay
Review score
3 reviews
AC, Balcony, Dryer, Elevator, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry
Apartments, Accommodations, Pools, Spa, Pet-friendly, Lodgings, Beach, Places to stay, Family
Good
4 reviews
AC, Balcony, Bar, Internet, Kitchen, Living Area, Microwave, Outdoor Space, Pool
Review score
2 reviews
Apartments, Accommodations, Lodgings, Places to stay, Condos
Review score
1 reviews
AC, Breakfast Available, Business Services, Extra Bed, Free Parking, Frontdesk 24 Hour, Housekeeping, Internet, Kids Pool
Fabulous
232 reviews
Apartments, Accommodations, Lodgings, Places to stay
Balcony, Elevator, Frontdesk 24 Hour, Internet, Kitchen, Living Area, Pool, Washer
Review score
2 reviews
Apartments, Accommodations, Pools, Serviced apartments, Lodgings, Places to stay
AC, Extra Bed, Fitness Equipment, Free Parking, Internet, No Smoking, Pool
Apartments, Accommodations, Parking, Lodgings, Places to stay
Review score
1 reviews
AC, Balcony, Elevator, Fitness Equipment, Internet, Kitchen, Laundry, Living Area, Microwave
Good
5 reviews
Apartments, Accommodations, Lodgings, Places to stay, Condos
AC, Balcony, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen, Laundry
Exceptional
3 reviews
Apartments, Accommodations, Pools, Parking, Serviced apartments, Pet-friendly, Lodgings, Beach, Places to stay
Review score
1 reviews
AC, Babysitting, Balcony, Bar, Barbecue, Breakfast Available, Business Services, Crib, Elevator
Fabulous
1001 reviews
Security/Safety, Air Conditioner, Internet, Parking, Pool, Accessibility, Child Friendly
AC, Balcony, Bar, Elevator, Frontdesk 24 Hour, Internet, Kids Pool, Kitchen, Living Area
Parking, Security/Safety, Air Conditioner, Pool, Internet, Child Friendly
AC, Balcony, Frontdesk 24 Hour, Grocery, Internet, Kitchen, Laundry, Living Area, Microwave
Good
2 reviews
Apartments, Accommodations, Pet-friendly, Lodgings, Places to stay, Condos
Good
1 reviews
Balcony, Frontdesk 24 Hour, Internet, Kitchen, Laundry, Living Area, Microwave, Outdoor Space, Parking Available
Good
5 reviews
Bar, Barbecue, Elevator, Frontdesk 24 Hour, Internet, Kids Pool, Kitchen, Laundry, Living Area
Good
4 reviews
Frontdesk 24 Hour, Internet, Kids Pool, Laundry, Outdoor Space, Pool, Spa
Good
2 reviews
AC, Crib, Elevator, Free Parking, Frontdesk 24 Hour, Internet, No Smoking, Pool
Pro Tip:
VacationByOwnerRentals 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 CHI.
Some of the best vacation rentals with pool in CHI are:
You can explore 915 verified vacation rentals with a pool in CHI. 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 CHI vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $39 per night, with private pool homes and peak travel periods often costing more.
Many rentals in CHI 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 CHI welcome pets. Currently, 20 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 CHI often include additional outdoor features such as Pool, Balcony/Terrace, and Child Friendly. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.
Some vacation rentals in CHI 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.