Holiday rentals in Bolingbrook

4.96 out of 5 average rating, 72 reviews

Flat in Lockport

Full Kitchen, Near Hwy, Parking Nearby, Work Desk

Experience tranquility in this charming Lockport studio, blending vintage charm with modern comforts. The studio offers a cozy queen-size bed, premium amenities, and a smart TV. The sunlit kitchen, equipped with sleek appliances and a delightful coffee nook, invites culinary adventures. Step into the vast backyard, a serene haven for relaxation or play, complete with laundry facilities for convenient living. Located on Archer Ave, enjoy easy access to I-55 and I-355. Your perfect retreat awaits!

4.88 out of 5 average rating, 132 reviews

Home in Naperville

California King Bed | Fast Wi-Fi | 75" Smart TV

Our 3bd, 2.5ba house is perfect for a group of friends or family looking for a clean, modern place in a wonderful, quiet neighborhood. Built w/ cathedral ceilings, there is plenty of space for 10 people to sleep comfortably (6 beds & several comfy couches), as well as 3 smart TVs (w/ complimentary Hulu & Disney+), an indoor fireplace, a gas grill & large yard (including outdoor games), a desk space, & more. Enjoy close access to main roads & large stores (Costco, Walmart, hardware stores, etc.)!

4.96 out of 5 average rating, 137 reviews

Home in Lockport

Lockports Famous Hideaway ~ 2bdrm Guest House Flat

A history buff’s dream filled with antiques & artifacts relating to Lockport, Chicago, Joliet, I & M Canal & "Route 66"! If you have roots in Illinois or Lockport, the Hideaway is for you! The entire upstairs 1,500 sq ft vintage 2 bedroom house apartment is all your own space. The flat is NOT shared with other guests/host. Family & Business Friendly. Private-entrance/self-check-in. *Can accommodate up to 6 guests. Extra charges apply after 2 guests. Have a 'historic' stay at the "Hideaway"

4.99 out of 5 average rating, 659 reviews

Guest suite in Geneva

A Suite within a Cozy cottage in Geneva Illinois.

Cozy private suite in the lower level. Guests have the suite to themselves. The bathroom is adjacent to the room and is private. There is a small fridge, a coffee maker, and a microwave oven. We are in Geneva, Illinois. We are LGBTQ+friendly. Our space is ideal for shorter stays and visitors on the go . Not suitable for staycations. Quiet area. Hosts live on the upper level and guests pass through our space to get to the suite. In a bind we can accommodate a 3rd guest and a pet. Welcome.

4.86 out of 5 average rating, 125 reviews

Home in Naperville

Dog Friendly Cozy North Naperville 3 BED/2 BA Home

Welcome to the Naperville Nest! Rare North Naperville opportunity to find a home suited for the whole family! Pets are more than welcome to enjoy the 1/2 acre fully fenced in yard. This is a a fully updated home minutes from Downtown Naperville, I-88 and many more exciting destinations in the Western Suburbs. You will feel at home whether you're inside or outside...each bedroom has it's own TV and the outdoor living includes natural gas firepit & grill/dining table...this home has it all!

5 out of 5 average rating, 18 reviews

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.

4.97 out of 5 average rating, 34 reviews

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!

4.99 out of 5 average rating, 155 reviews

Flat in Aurora

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.

4.88 out of 5 average rating, 8 reviews

Believe: Fully Updated

Welcome to Believe, where comfort and style meet to create a truly unforgettable stay. This beautifully renovated 4-bedroom, 2-bathroom one level ranch home is designed with your relaxation in mind. Located in Bolingbrook, Illinois, a centrally located gem in the western suburbs of Chicago, you're just minutes away from the charm of Naperville, Oswego, and Downers Grove, all while enjoying the convenience and peacefulness of Bolingbrook’s own attractions.

4.92 out of 5 average rating, 133 reviews

The Sunshine Spot

Relax with the whole family at this peaceful place to stay. Centrally located off I-355 and I-55 major highways . Within walking distance from Promenade Mall ( over 30 plus stores , bars , restaurants ) . Also only about 30 minutes from Chicago. This 3 bedroom ranch has a two car attached garage with private entry ( very safe ) and a huge backyard with Grill . Very spacious and clean ! Thanks and look forward to seeing you at the Sunshine Spot !

4.92 out of 5 average rating, 48 reviews

Flat in Warrenville

“The remote retreat”

We have a cozy one bedroom apartment that is available on the top floor of the home and has its own independent and separate entrance! Comes with free parking on premises; recently renovated; neighborhood is safe and quiet. Shopping center with grocery store, laundry mat and restaurant is available within walking distance! We are only 5 minutes from the expressway I-88 and 10 minutes from Naperville and the outlet mall in Aurora!

Guest suite in Naperville

4.95 out of 5 average rating, 432 reviews

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.

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Other great holiday rentals in Bolingbrook

Private room in Willow Springs

4.93 out of 5 average rating, 278 reviews

Private bedroom A in a quiet Chicago suburb.

RodrigoRating, 5 stars1 week ago

Had a nice time, was flexible about parking spots.

Private room in Woodridge

4.83 out of 5 average rating, 12 reviews

Master Room w/private bath in a ranch

LaioRating, 5 stars3 months ago

Sophie is a 5 star host! That is my second time at Sophie's house, and if I have the opportunity, I'll do it again. Recommend to everyone.

4.75 out of 5 average rating, 157 reviews

Private room in Aurora

Cozy Room

SavRating, 5 stars1 day ago

Jude is incredibly kind and welcoming I loved his space and it was exactly what I needed for the couple days I was there. I will be back!

Private room in Richton Park

4.85 out of 5 average rating, 240 reviews

Urbal retreat

ShirleyRating, 5 stars1 week ago

Harvest was such a sweetheart, and very helpful whenever I had a question about something. She made me and my daughter feel very welcome and comfortable in her home. I was a little nervous at first but it turned out to be a great experience for my first time using Airbnb.

Private room in Naperville

5 out of 5 average rating, 69 reviews

Private room in a nice home w/pond view

KevinRating, 5 stars4 weeks ago

Juan and Miguel's place was beautiful. The surrounding area is a nice neighborhood with nice views and close by many stores. The bed was unusually comfortable, and the hosts went above and beyond to ensure we felt welcomed. Juan and Miguel had prepared a goodies box full of snacks and other amenities, which was a first for me. I had a fabulous time at the property and I can see why this is a guest favorite. I am glad I stumbled upon this gem and would recommend this place to anyone who values cleanliness, helpful/friendly hosts, beautiful properties, and convenient location. I write this review to say thank you to Juan and Miguel for giving me and my girlfriend such a wonderplace to stay and rest for our chicago trip. You guys are awesome! 10/10

Private room in Bolingbrook

4.97 out of 5 average rating, 37 reviews

Quiet and spacious room

MelanieRating, 5 stars9 months ago

Felt right at home! Family gave me my space coming from work and on my last 2 days I was able to sleep in. Bed was comfortable and the room was as described/clean.Had a wonderful conversation with Manasse about life and politics. His wife was gracious to ask if I needed anything upon arrival!!!

Private room in Bolingbrook

4.8 out of 5 average rating, 83 reviews

Cozy basement with private Bathroom

MingiRating, 5 stars3 months ago

I stayed here for 3 months to visit Argonne National Laboratory, and it was the perfect place to stay! Supermarkets such as Walmart, Meijer, Tony's and many chain restaurants are around a few minutes away by a car. It takes around 10 mins to get to the Argonne Lab. If you're planning to visit the Argonne Lab, this could be your best choice :) Although it's half-basement, the place is so spacious, so I'm 100% sure it would be better than just living in other small Airbnb rooms. Rose is really understandable easy going person, and she always respect my privacy! And if something happens, don't worry she's gonna text you back so quickly There's a cute dog named Lucy, she is really adorable. If you're a pet lover, you must like it!