Chicago Private Pool Suites - Hotels, Airbnb's and vacation Rentals

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By: Greg Mattson, ERV Editor. Posted: Jan 17, 2021

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Booking accommodation in the greater Chicago area with your own private pool can be a real challenge, so take a close look at this special selection of hotels and rentals with pools in the Windy City. 

These hotel, Airbnb and vacation rental units fit a wide variety of getaways, from couples to families and larger groups. They don’t have lengthy minimum stay requirements, so they’re perfect for a weekend getaway or short-term rental. And they all feature a private pool for your own use, not shared with anyone else. Have a great getaway! 

(Please Note: Guest use of swimming pools is unsupervised and at your own risk. Pool rules as established by the hotel or owner must be followed at all times. Never leave children unattended near a pool. Availability of pools and other amenities can be seasonal only and change at any time, so please check with the property before making firm travel plans.)

Chicago private pool suites on airbnb

Chicago Area Rental Home with Private PoolChicago Area Pool Suite - Glenview Ranch Home
  • Glenview Ranch Home with Pool - you're only 20 minutes from downtown Chicago at this attractive ranch home rental in Glenview. Lovely fenced backyard features an in-ground heated swimming pool for your private enjoyment. Amenities include A/C, fireplace, barbecue and fire pit. Quiet location with shops and dining only 5 minutes away The Glen. (Glenview, IL. AirBnb Associate - commission earned by ERV from this link.)
  • River Forest IL Home with Private Pool - treat yourself to a stay in this 4-bedroom Airbnb rental with a private heated backyard pool just 20 minutes from downtown Chicago. Lots of extras here like Whirlpool tubs, trampoline and Internet-enabled TV with 150 channels. (River Forest, IL. AirBnb Associate - commission earned by ERV from this link.)
  • Wrigleyville Mansion Chicago Rental with Private Pool - suitable for families or groups, this beautiful house is nicely situated in the Wrigleyville neighbourhood just 15 minutes from downtown Chicago. Guests love the great outdoor spaces for socializing, and of course the heated outdoor pool for swimming, playing water volleyball, or just lounging around. This rental has 6 bedrooms with King and Queen beds, and amenities include A/C, BBQ grill and fire pit. (Chicago, IL. AirBnb Associate - commission earned by ERV from this link.)
Vacation Rental with Private Swimming Pool 5 Miles from ChicagoPool - McKinley Resort Home, McKinley IL
  • McKinley Park Resort Home with Private Pool - a 3-bedroom vacation home rental in McKinley Park, just 5 miles from the heart of downtown Chicago. Includes air conditioning, fireplace, outside fire pits, relaxing deck w/ lounge chairs, and your very own private pool that can be used from May to September. (McKinley Park, IL. AirBnb Associate - commission earned by ERV from this link.)
  • 2-Acre Private Retreat with Heated Pool - relax in air-conditioned comfort at this Highland Park retreat perfect for a Chicago getaway. Comes with fully furnished kitchen, King and Queen beds, along with soaking tub, fireplace and barbecue grill. Guests love the spacious backyard and seasonal pool, which is private and also heated for your enjoyment. (Highland Park, IL. AirBnb Associate - commission earned by ERV from this link.)

More Chicago on ERV:

Chicago area Hotels with Private pools

Hotel Private Pool Suite Close to Chicago, ILCheck Out the Private Pool Suites at Champagne Lodge & Sybaris Suites

Please Note: Children and Pets are not allowed at the following properties:

  • Champagne Lodge & Luxury Suitesthe Champagne Lodge’s swimming pool suite is one of a kind, with spacious heated indoor pool surrounded by LED mood lights, steam room and shower, and gas fireplace will provide you with a romantic getaway you’ll never forget. Just 17 miles southwest of Chicago, this is a boutique hotel featuring spa suites with private entrances. Package plans including dinner and massage can be arranged in advance. 2021 ERV Rating*:70% - Good. (16W621 S. Frontage Rd, Willowbrook IL 630-455-0555) 
  • Sybaris Pool Suites, Frankfort IL - check out this romantic paradise in Frankfort Illinois: Suites feature 20-22 foot private swimming pools, tropical waterfalls, Whirlpool tubs, steam rooms and cozy fireplaces. The Chalet Swimming Pool Suite even includes a bedroom loft with 10-foot waterslide! Massage chairs, spa robes, microwave and refrigerator provide extra convenience and relaxation. You'll find this hotel about 33 miles SW of Chicago in Frankfort, IL. 2021 ERV Rating* for Private Pool Suites Near Chicago: 92% - Excellent. (7500 W. Lincoln Hwy, Frankfort IL 815-464-5000) 
  • Sybaris Pool Suites, Northbrook IL - choice of 3 different private pool suites here, with the Chalet Suite even including your own private garage and loft bedroom with waterslide! All pools are heated to around 91 degrees at every Sybaris Suites for maximum comfort. 27 miles NW of downtown Chicago. 2021 ERV Rating* for Private Pool Suites Near Chicago: 84% - Very Good.  (3350 Milwaukee Ave, Northbrook IL 847-298-5000) 
  • Sybaris Pool Suites, Downers Grove IL - award-winning and a fun escape, Sybaris Suites Ogden, IL location offers 2 rooms with in-suite private pools: the Majestic and Paradise swimming pool suites. Both include a tropical waterfall, misting steam room, jetted tub and fireplace. Located about 22 miles west of downtown Chicago. 2021 ERV Rating* for Private Pool Suites Near Chicago: 66% - Fair. (600 Ogden Ave, Ogden IL 815-464-5000) 

*ERV Rating: our unique, non-scientific ratings for romantic accommodation include:

  • Amenities: including Whirlpool bath or JACUZZI® Tub, scenic view, fireplace, lounge, etc
  • Location: proximity of hotel to restaurants, pubs, downtown, etc
  • Clientele: demographic the hotel attracts (couples, families, business travelers, etc)
  • Popularity: based on social media & crowd-sourced reviews 
  • Value: product offered compared to room rate 
  • Please Note: percentage ratings are not absolute but for comparative use only.  

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