Vacation rentals with a pool in Lake County

Top guest favorite

Guest favorite

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

1BR Residence at The Ten | Pool & Dining

Enjoy a private one-bedroom residence of about 700 square feet inside The Ten Hotel in Gurnee. It includes a king bedroom, separate living room with sofa bed, two full bathrooms, dining area, and cooking area with cooktop, refrigerator, freezer, and microwave. Guests have access to a shared heated indoor pool, fitness center, elevator, and free on-site parking. Dining, lounge service, and golf simulators are available on-site and may cost extra. Near Six Flags Great America and Gurnee Mills.

1BR Residence at The Ten | Pool & Dining

Enjoy a private one-bedroom residence of about 700 square feet inside The Ten Hotel in Gurnee. It includes a king bedroom, separate living room with sofa bed, two full bathrooms, dining area, and cooking area with cooktop, refrigerator, freezer, and microwave. Guests have access to a shared heated indoor pool, fitness center, elevator, and free on-site parking. Dining, lounge service, and golf simulators are available on-site and may cost extra. Near Six Flags Great America and Gurnee Mills.

The Bunkhouse 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.

Top guest favorite

Guest favorite

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!

Top guest favorite

Guest favorite

Kalo House | Mid-Century Modern Retreat

A beautifully preserved mid-century modern home designed by noted architect Edward Humrich. The Kalo House blends iconic architecture with warm, curated interiors. Clean lines, expansive windows, and thoughtful design throughout. Peaceful and stylish, it’s the perfect retreat for design lovers visiting Chicago’s North Shore, Lake Michigan, or nearby Great Lakes Naval Station. Thoughtfully, curated and hosted with care…Perfect for Navy graduation stays and gathering families together.

Top guest favorite

Guest favorite

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!

"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.

Sand Lake Escape - 4 Bedrooms

Welcome to Sand Lake Escape — a peaceful lakeside retreat in Lindenhurst, IL. Enjoy direct lake access, a private pier, fishing, 2 kayaks, paddle boat, BBQ grill, and bonfire with wood included. Pool with heated water off a beautiful patio. This is a shared home with friendly, quiet homeowners living onsite in a separate area — most guests barely see them. Perfect for a relaxing getaway by the water. Access to RJs Bar & Grill directly from the backyard.

Studio Residence at The Ten | Pool & Dining

Enjoy a private, renovated studio apartment inside The Ten Hotel in Gurnee. The studio includes a private bathroom, refrigerator, freezer, and microwave. Guests have access to the shared indoor pool, fitness center, 24-hour front desk, and free on-site parking. On-site dining, lounge service, and golf simulators are available and may cost extra. Conveniently located near Six Flags Great America, Gurnee Mills, and I-94.

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.