Illinois with Pools(151)
Penthouse #4
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 7
$510 -
$610
per night
3 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 7
Penthouse #5
- 1 Bedrooms,
- 1 Bathroom, Sleeps 4
$250 -
$300
per night
3 night Minimum Stay
- 1 BR,
- 1 BA,
- Sleeps 4
Grand Plaza Penthouse #6
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$400 -
$500
per night
3 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 6
Penthouse Duplex #2
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 8
$600 -
$800
per night
3 - 4 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 8
Luxury 2 bedroom on 47th Floor with great views in Magnificent Mile
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$225 -
$464
per night
3 - 7 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 6
6 BR/6.5BA with Hot Tub, Pool Table, Movie Screen and Workout Room - ENJOY!
- 6 Bedrooms,
- 6 Bathrooms,
- 1 Half Bath, Sleeps 12
$395 -
$595
per night
2 - 3 night Minimum Stay
- 6 BR,
- 6 BA,
- 1 HF BA,
- Sleeps 12
Magnificent Mile Luxury Corner Unit on 45th Floor with great views
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$225 -
$464
per night
3 - 7 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 6
Luxury Resort in the Heart of Downtown Chicago
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$420
per night
3 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 6
3 Bedroom w/Outdoor Hot Tub, Fireplace, Pool Table, WiFi and Valley Views!
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 8
$210 -
$335
per night
2 - 3 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 8
Beautiful 2 Story Golf Condo - Come Cozy Up in front of the Fireplace!
- 1 Bedrooms,
- 2 Bathrooms, Sleeps 4
$85 -
$165
per night
2 - 3 night Minimum Stay
- 1 BR,
- 2 BA,
- Sleeps 4
Private, Wooded 2 Bedroom w/Loft , OUTDOOR HOT TUB, deck and wifi
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$140 -
$240
per night
2 - 3 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 6
Amazing 4BR w/ OUTDOOR HOT TUB, Fireplace, WiFi, Near Rt. 20 Entrance!
- 4 Bedrooms,
- 4 Bathrooms, Sleeps 8
$240 -
$375
per night
2 - 3 night Minimum Stay
- 4 BR,
- 4 BA,
- Sleeps 8
Spacious 6 Bedroom, 6.5 Bath for your Summer Galena Getaway
- 6 Bedrooms,
- 6 Bathrooms,
- 1 Half Bath, Sleeps 12
$395 -
$595
per night
2 - 3 night Minimum Stay
- 6 BR,
- 6 BA,
- 1 HF BA,
- Sleeps 12
3 Story Home w/Outdoor Hot Tub and Fireplace Located in Resort Core
- 5 Bedrooms,
- 4 Bathrooms,
- 1 Half Bath, Sleeps 10
$295 -
$475
per night
2 - 3 night Minimum Stay
- 5 BR,
- 4 BA,
- 1 HF BA,
- Sleeps 10
4 Bedroom w/2 Fireplaces and OUTDOOR Hot Tub, Deck and Screen Porch
- 4 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 10
$240 -
$365
per night
2 - 3 night Minimum Stay
- 4 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 10
Summer is Super at Coyote Cove - 5/6 BR Beauty, Fun & Relaxation
- 5 Bedrooms,
- 5 Bathrooms,
- 1 Half Bath, Sleeps 12
$400 -
$675
per night
2 night Minimum Stay
- 5 BR,
- 5 BA,
- 1 HF BA,
- Sleeps 12
Spacious 5 BR w/ Outdoor Hot Tub, Fireplace, Screened-In Porch and Pool Table
- 5 Bedrooms,
- 5 Bathrooms, Sleeps 10
$295 -
$475
per night
2 - 3 night Minimum Stay
- 5 BR,
- 5 BA,
- Sleeps 10
GOLF VIEW! 5 Bedroom w/Outdoor Hot Tub, Pool Table, Fireplace and Screen Porch
- 5 Bedrooms,
- 5 Bathrooms,
- 1 Half Bath, Sleeps 12
$345 -
$550
per night
2 - 3 night Minimum Stay
- 5 BR,
- 5 BA,
- 1 HF BA,
- Sleeps 12
Magnificent Mile luxury High Rise on 28th floor with great views
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$225 -
$464
per night
3 - 7 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 6
Gorgeous 4 Bedroom with Fireplace, 2 Family Rooms, Fireplace and MORE
- 4 Bedrooms,
- 4 Bathrooms, Sleeps 10
$225 -
$365
per night
2 - 3 night Minimum Stay
- 4 BR,
- 4 BA,
- Sleeps 10
Spring Vacation Home, 3BR/3BA, with Private 8 Person Hot Tub
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 8
- 3 BR,
- 3 BA,
- Sleeps 8
Spacious 4 Bedroom with Outdoor Hot Tub and 2 Fireplaces - Amazing Views
- 4 Bedrooms,
- 4 Bathrooms, Sleeps 10
$240 -
$365
per night
2 - 3 night Minimum Stay
- 4 BR,
- 4 BA,
- Sleeps 10
5 Bedrooms of Pure Luxury - Outdoor Hot Tub & Pool Table & Fireplaces
- 5 Bedrooms,
- 4 Bathrooms,
- 2 Half Baths, Sleeps 10
- 5 BR,
- 4 BA,
- 2 HF BA,
- Sleeps 10
Walk To Private Pool From This Pristine 2 Bed 2 Bath Townhome W/Deck And Grill
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$120 -
$220
per night
2 - 3 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 6
May Specials! Email Now for Incredible Values!
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
- 2 BR,
- 2 BA,
- Sleeps 6
Skyline & Lake Views
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 6
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 6
Luxury Golf Themed 5 BR w/Hot Tub, Pool Table, Fireplace and MORE!
- 5 Bedrooms,
- 5 Bathrooms,
- 1 Half Bath, Sleeps 10
$395 -
$595
per night
2 - 3 night Minimum Stay
- 5 BR,
- 5 BA,
- 1 HF BA,
- Sleeps 10
Michigan Ave - 3 Bedroom
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 7
$425
per night
3 night Minimum Stay
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 7
4 BR with Outdoor Hot Tub, Screened Porch, Pool Table and more!
- 4 Bedrooms,
- 4 Bathrooms, Sleeps 10
$240 -
$365
per night
2 - 3 night Minimum Stay
- 4 BR,
- 4 BA,
- Sleeps 10
Beautiful River North Chicago Condo
- 1 Bedrooms,
- 1 Bathroom, Sleeps 3
$130 -
$180
per night
4 night Minimum Stay
- 1 BR,
- 1 BA,
- Sleeps 3
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