
Vacation rentals with a pool in Lake County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Lake County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

4/2 Modern Luxury Home on Pistakee Lake with Pool
Welcome to "The Grand View on Pistakee Lake" — a stunning 4-bedroom, 2-bath lakefront Home perfectly positioned to capture breathtaking panoramic views over the water. This unique property offers the best of both worlds — Lake Life amenities and a prime location just steps from Fox Lake’s vibrant downtown. This unique property is the Penthouse Suite "so to speak" on top of a future fine dining restauraunt location, so it sits high above the water for breath taking views. And this is Pet Friendly

Cabin Z05
BRING LINENS TOWELS AND PILLOWS , PET FRIENDLY Central A/C, charcoal grill, coffee pot and filters, fire ring, Lake Area Cabins, living room, microwave, oven, picnic table, refrigerator/freezer, Sleeper sofa, small deck, smoke-free interior and toaster. Kitchen and dining essentials include dishes, flatware, basic cooking utensils (pans, spatula, tongs), dish soap, and coffee filters. Paper towels, garbage bags, RV toilet paper, and hand soap. Cleaning Basics: Broom, dustpan, window cleaner.

Bunk House at Susanna Farms
Just a short drive from Chicago, this charming small farm offers a chance to experience rural living. Nestled by nature preserves, you’ll feel immersed in the countryside while being conveniently near shops and services. Greet the friendly horses, chickens, goats, and sheep. Gather around a firepit or relax in the comfy seating or spacious dining area in the great room. The property features a complete kitchen, ample living space, and a comfortable bedroom. Please note, no parties, no pets.

Family-sized Indoor Heated Pool & Movie Theater!
**HUGE INDOOR HEATED POOL**THEATER**SLEEPS UP TO 18 MAX** Set on a private and quiet property, this home boasts a 24/7/365 huge heated indoor in-ground pool attached to the house that is yours to use exclusively throughout your stay! The house has a private movie theater and fully stocked gourmet kitchen! Our occupancy is 18 max visiting or staying. Bring your well-behaved, house-trained dog to join you for no additional fee! **30 day rental available** You will not be disappointed!

Navy Graduation Retreat- 4BR Home by Great Lakes
Wonderfully remodeled multi-level home ideal for Navy Bootcamp Graduation stays and family visits, located between Chicago and Milwaukee. With four true sleeping areas (3 BR/2 BA upstairs plus a private lower-level BR/BA), the home is well-suited for multi-generation comfort. Features include a large yard backing to a golf course, game room, screened porch, and seasonal in-ground pool (weather permitting). 📍 8 miles from Great Lakes Naval Base | 📍 5.5 miles from City of Hope – Zion

2-Acre Highland Park Retreat with Heated Pool ~ 5*
Experience luxury of this award winning 6BR 4Bath family home in picturesque Northshore private estate. Spend day by the private heated pool, enjoy beauty of gardens, explore local landmarks, starting with the gates of neighborhood Michael Jordan estate. The stylish design and rich amenity list will leave you in awe. ✔ Two-Acre Estate ✔ 6 Comfy BRs ✔ Multiple Living Areas ✔ Full Kitchen ✔ Backyard (Pool, Lounges, BBQ) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking See more below!

Cabin E43
BRING LINENS TOWELS AND PILLOS Kitchen and dining essentials include dishes, flatware, basic cooking utensils (pans, spatula, tongs), dish soap, and coffee pot and filters. Household Consumables: paper towels, garbage bags, RV toilet paper, and hand soap. Central A/C, charcoal grill, coffee pot, dog/pet free, fire ring, living room, loft with twin size mattress pads, microwave, oven, picnic table, refrigerator/freezer, Sleeper sofa, small deck, smoke-free interior and toaster

Cabin E41
BRING LINENS TOWELS AND PILLOWS Kitchen and dining essentials include dishes, flatware, basic cooking utensils (pans, spatula, tongs), dish soap, and coffee pot and filters. Household Consumables: paper towels, garbage bags, RV toilet paper, and hand soap. Central A/C, charcoal grill, coffee pot, dog/pet free, fire ring, living room, loft with twin size mattress pads, microwave, oven, picnic table, refrigerator/freezer, Sleeper sofa, small deck, smoke-free interior, toaster

Cabin E44
BRING LINENS TOWELS AND PILLOWS Kitchen and dining essentials include dishes, flatware, basic cooking utensils (pans, spatula, tongs), dish soap, and coffeepot and filters. Household Consumables: paper towels, garbage bags, RV toilet paper, and hand soap. Central A/C, charcoal grill, coffee pot, dog/pet free, fire ring, living room, loft with twin size mattress pads, microwave, oven, picnic table, refrigerator/freezer, Sleeper sofa, small deck, smoke-free interior, toaster

Gorgeous 1 Bedroom in Mellody Farms
Suite Home provides a home away from home experience when you rent our apartment in the heart of Vernon Hills. Our 1 bedroom at Mellody Farms is fully furnished, with all linens, housewares and electronics included, and comes equipped with a queen bed. This professional managed apartment includes all utilities, plus expanded cable, WIFI and unlimited domestic calls. Rent includes one outdoor parking spot, which can be upgraded for an additional fee to an indoor, assigned spot.

"A" Frame Brandenburg Lake
Getaway to a cozy 1 bedroom w/loft for 2, up to 6 people. Full kitchen 1.5 bath all season getaway. There is a piano as well. A tranquil home steps from a private lake. Oak and Pine surround you plus a stone fireplace, it feels like the North Woods. The A Frame guest house shares a 5 acre compound ( total 20 Acres) with the owners residence and caretaker cottage. The Volo Bog 800ft away. No hot tub Nov - May. Swimming pool, June-October often cool to use in early June.

Riverwoods Nature Retreat
Make some memories at this unique and family-friendly place. A peaceful zen mid-century modern oasis. Relax in the hot tub. Play in the tree house. Tell stories by around the outdoor fireplace Curl up to a book in the hammock. Snuggle by the indoor fireplace and play Pictionary. Central to downtown Chicago, Lake Michigan, Milwaukee and Kenosha. We are a mid century paradise.
Popular amenities for Lake County rentals with a pool
House rentals with a pool

2-Acre Highland Park Retreat with Heated Pool ~ 5*

Beautiful 137 Year Old Farm Home (3night min)

Navy Graduation Retreat- 4BR Home by Great Lakes

Riverwoods Nature Retreat

Family-sized Indoor Heated Pool & Movie Theater!
Other vacation rentals with a pool

2-Acre Highland Park Retreat with Heated Pool ~ 5*

New Net Zero Energy Building- 5 day minimum

Gorgeous 1 Bedroom in Mellody Farms

Bunk House at Susanna Farms

Riverwoods Nature Retreat

Cabin Z05

Beautiful 137 Year Old Farm Home (3night min)

Modern 1Br/1Ba in Vernon Hills
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- 875 North Michigan Avenue
- Soldier Field
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- The Field Museum
- Wilmot Mountain Ski Resort
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Oak Street Beach
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Brookfield Zoo
- Illinois Beach State Park
- Willis Tower
- University of Chicago




