Mansion holiday rentals in Illinois

Stone Mansion Sleeps 10-20 Free parking & TV

Giant, 4 bedroom, 2,300 square feet apartment on 2nd floor, near Red Line Train, bars, cafe's, shopping, restaurants, Lakefront and everything else Chicago has to offer. Large living room with bar area, TV and fridge for socializing before hitting the town. Dining room has a large table and 8 chairs. 4 bedrooms with 2 private rooms with king beds and one with a double bed. 4 futons for in the living room for extra sleeping space two (2) parking spots in the west facing garage on premises.

Willow Lake Getaway Cozy for 2 - or large families

Beautiful 4 bedroom private lakefront home, cozy enough for 2, large enough for family gatherings for holiday/wk end escape/vacations. Hot tub for cool eves October-April. Extensive private decks with BBQ, outdoor dining & circular daybed with umbrella. 2 docks, 2 SUP boards, paddle boat, 2 kayaks, pingpong table, books and board games. 2 Master Suites with smart tv with private balcony & seating area. fire pit located next to 1st dock. Couples get a 10% discount, message me for details.

2Level Duplex + Jaccuzi! Gem in Chicago 4BD/3BA

Welcome to our stunning getaway! This luxury duplex is designed to provide comfort & entertainment for your group of up to 8 guests; Indulge in the spacious entertainment area. The backyard is your private oasis, a beautifully landscaped space perfect for gatherings. With 4 lavish bedrooms, a fully equipped kitchen, & modern amenities throughout, your stay here promises both luxury and convenience. Our central location puts you just moments away from the city's finest attractions. Book now!

Southern IL House, pond & hot tub

This beautiful home is 3000 sq ft with a pond and hot tube. Guests have access to the entire home. Located on the property is a pond with a plethora of fish to catch and a hot tub for a relaxing soak. Guests will have the ability explore and spend some time outdoors. With 4 bedrooms and 2 pullout couches, this property is perfect for a family get together or a group of friends wanting a quiet vacation! There is another vacation rental on this property and the driveway is shared with it.

Hidden Gem Spanish Style Villa

Ask about our special, Mon-Thurs, book 2 nights, get a 3rd free! Unique to Northern Illinois, this Spanish style Villa sleeps 10+ , boasts five patios, a Cantina, 7 ARCADES, HOT TUB, and many surprises you will find as you look at every turn to something unexpected. This property is filled with beautiful furnishings, featuring a balcony off of the upper level that boasts a 12 foot ceiling. Everything from two walk in showers, a jet tub and a hot tub for any level of self-care desired.

Luxury 5BR Mansion, Gym, & Backyard Oasis

Welcome to our luxurious 5-bedroom, 4.5-bathroom mansion. You'll fall in love with the elegance of this 8800 sft property, which comfortably accommodates up to 10 guests. With a gym, a garage for your convenience, a backyard fire pit for cozy evenings, and a basement designed for entertainment, this Airbnb offers the ultimate retreat for relaxation and fun. Whether you're seeking a family reunion, a getaway with friends, or a peaceful escape, this mansion is your perfect destination.

Modern Home w/Amazing Views, Hot Tub, Game Room

Modern home on the hill with great views overlooking the valley. Main level features a dining room, living room w/fireplace & sitting area for reading time. Nice size deck off the main w/gas grill & seating. Good size kitchen! ML also has King bedroom/full bath. Upper Level has 2 bdrms/full bath. Lower level has bar area, foosball, air hockey, bdrm/bath, walkout to deck & HOT TUB! Outside features a firepit and play area for the kids. Great place for families to enjoy!!

DunPuttin Place

Nestled on a secluded hillside that overlooks miles of Galena Territory's wildlife preserve, DunPuttin Place offers its guests total privacy, yet the convenience of being only minutes from the area's many popular amenities. DunPuttin Place is not just another carbon copy resort rental. It is a unique private home that has many features seldom found in vacation rentals. It has been tastefully designed and decorated to comfortably accommodate up to 12 guests of all ages.

2-level PH w/ 2 Luxe Suites Combined; Spa Access

The top floor sprawling ranch with duplex down offers sky & outdoors views, privacy, & cathedral ceilings, it is connected to your rear 2nd floor suite with 10ft ceilings. A burgeoning neighborhood next to the 606 Trail Amenities: - Uber-fast Wifi streaming, - Hot tub house - 80" + 75" hi-def tv's - 3 sectional couches - European decor - 2 kitchens - The popular 606 Trail access is 100 ft away, - YMCA across the street with indoor Olympic size & kiddie-pools!