Find Luxury Places to Stay Near Chicago with a Swimming Pool
About Chicago Vacation Rentals with Pools on Vacation Cottage
Craving a refreshing dip in a pool during your sunny getaway? Look no further than Vacation Cottage. We offer an extensive selection of luxury hotels, resorts, vacation rentals, and villas featuring private swimming pools, perfect for adding some splash to your next adventure. Choose from our wide range of properties, with more than 1155 options, ensuring you can enjoy the poolside fun any time, day or night.
Planning your vacation? Opt for accommodations with private pool access or share a communal pool with fellow guests. Many of our hotels and resorts even offer day passes. Seeking a vacation rental in Chicago? Let Vacation Cottage guide you to luxury rentals with swimming pools, ensuring your trip is both indulgent and refreshing. Discover numerous rental listings with indoor/outdoor or private pools, ideal for a memorable getaway with family, friends, or pets in Chicago.
With our diverse selection of premium pool-equipped options, we make it easy to find the perfect stay at the best prices. Elevate your vacation experience with a stay featuring a pool, courtesy of Vacation Cottage. Whether you're after a romantic cottage, luxury villa, resort, log cabin, or even RV rental, we'll help you find your dream accommodation for an unforgettable trip.
Frequently Asked Questions About Chicago Rentals with Pools
What are the top rated Vacation Rentals with Pools in Chicago?
There are a lot of options in Chicago. If you plan on staying in the Chicago area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals with Pools in Chicago:
- 52nd Floor MagMile Penthouse VIEWS Fireplace Pool
- 55-56 Mag Mile Penthouse
- 53 Floor MagMile Penthouse Views, Balcony, Pool
- 51st Floor MagMile Penthouse Views Balcony Pool
- 53/54 Mag Mile Penthouse VIEWS, Fireplace, Pool
- 51/52nd Floor Penthouse-VIEWS, Fireplace, Pool
- Million Dollar Views! Luxury Downtown Skyhouse!
- 52nd Floor, VIEWS, Pool, Balcony, Pool, Gym
- 50th Floor Mag Mile VIEWS, Balcony, Pool, Gym
- LOCATION! 2b/2b Condo, 51st Floor AMAZING Views, Pool and other Amenities!
What are the best family-friendly luxury rentals in Chicago?
We have many family-friendly luxury rentals in the Chicago. The Top family-friendly holiday rentals in Chicago are:
- 52nd Floor MagMile Penthouse VIEWS Fireplace Pool
- Uptown Gem
- House 5863 - Chicago Bed and Breakfast
- 53 Floor MagMile Penthouse Views, Balcony, Pool
See all pet-friendly luxury rentals in Chicago on Vacation Cottage
Do any villa rentals in Chicago have a pool?
Yes, There are more than 1155 villa rentals in Chicago that have indoor and private swimming pools. Check out our filter option to find your best villa or vacation home near Chicago.
What are some great places to stay in Chicago that have a heated pool?
Many of the holiday rentals on Vacation Cottage have heated pool facilities. These are some popular apartment rentals in Chicago that you may consider:
- 52nd Floor MagMile Penthouse VIEWS Fireplace Pool
- Uptown Gem
- House 5863 - Chicago Bed and Breakfast
- 53 Floor MagMile Penthouse Views, Balcony, Pool
How are many private rentals with hot tubs are available for rent in Chicago?
There are 1155 private rentals available for rent in Chicago
