Holiday rentals in Bolingbrook

Cosmos Cozy Home, Hot Tub, King Beds, Jacuzzi

Discover a world of comfort at our Elegant Cosmos Theme Home. This 5-bedroom, 4-bathroom sanctuary combines modern luxury with a prime location. Step into an oasis of cool blues and silvers, perfect for unwinding. Our well-appointed amenities, from a plush living area to a serene spaces ensure a stay of utmost relaxation. Explore Naperville, Bolingbrook, Aurora, Romeoville, Plainfield, etc. vibrant scenes, just moments away. smoking or vaping of any kind isn’t allowed inside the property.

Dupage River Retreat w/Chef's Kitchen & Fire Pit!

This luxurious 5 bedroom, 2-story single family home features a main-level bedroom, smart tv, fast wifi, well-equipped chef's kitchen with a Forno gas range, private patio with a view and fire pit! Perfect for your home away from home! Located on a culdesac 36.1 miles west of Chicago, it is convenient to shopping, parks, restaurants and everything in the Naperville/Bolingbrook area. Enjoy the fully fenced backyard with a gate leading to the Dupage River Park! Bring your kayaks and bikes!

Penthouse In The Historic Hobbs

Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

The Valley View 2 Bdrm Suite w/ Kit. & Pvt Entry

Unwind, shop, and dine while relaxing in our spacious 2-bedroom guest suite with private entrance. Surrounded by peaceful valley views, shops, restaurants, and grocery stores. Perfect if you want to cook in the full kitchen. Enjoy all the comforts of home: King and Queen beds, a large living room, full kitchen, and bathroom. Breathe in the fresh air, clear your mind, and make lasting memories near Bolingbrook Promenade, parks, nature trails, and family-friendly attractions.

Cozy 1-Bedroom Apartment on the Ground Floor

Cozy 1-Bedroom Apartment on the Ground Floor in a quiet Woodridge neighborhood. Perfect for a peaceful stay, offering privacy and comfort close to parks, golf clubs, and shops. Just a short drive from Promenade Bolingbrook and Greene Valley Forest Preserve. Convenient access to highways I-355 and I-55 makes exploring the area easy. Enjoy nearby dining options and beautiful walking trails, making it ideal for travelers seeking relaxation and local adventures.

Lockport Farmhouse: Private Entry+Parking By Door

Welcome to our charming Airbnb retreat in Lockport, Illinois! Enjoy the convenience of a full kitchen equipped with sleek stainless steel appliances. Kick back and relax in the cozy living room with a 55-inch smart TV featuring Roku for your entertainment needs. Convenience meets comfort with access to our on-site laundry room. Experience the perfect blend of modern amenities and rustic charm during your stay in Lockport. Book now for a delightful getaway!

Rejuvenate: 4BR, fenced yard

Step inside this charming 4-bedroom, 1.5-bath ranch-style home — the perfect single-level retreat for families, groups, or business travelers. With a spacious, fully fenced yard and a modern design throughout, this home offers the comfort and convenience you’re looking for. Conveniently located near Naperville, Plainfield, and Oswego, you’ll be close to shopping, dining, and entertainment while still enjoying a quiet residential setting.

1 Bed w/ Full Kitchen A Mile From Downtown Oswego

Enjoy a stay within walking distance of 3 parks and about a mile from downtown Oswego and its quaint shopping area. Nestled in the middle of a great neighborhood, you'll feel safe and be able to enjoy a quick getaway or an extended stay. If you're interested in visiting Chicago, we're close enough for day trips to the city (about 45 miles) but far enough to save some money. You'll definitely have a great time here!

Cozy Lakeview Studio with Private Access

Enjoy luxury and comfort in this cozy lakefront studio with a private entrance, attached to a home where the friendly hosts reside. The studio offers a plush queen bed, a kitchenette with a mini fridge, microwave, induction cooktop, and a full bathroom. Located in one of Naperville’s safest neighborhoods, it’s just moments from cafes, restaurants, markets, and a biking trail, with easy access to I-88.