
Holiday houses in Bolingbrook
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Top-rated holiday rentals in Bolingbrook
Guests agree: these stays are highly rated for location, cleanliness and more.

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"

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!

Naperville Family Fun! Pool, Pickleball, Kids Room
A premium, resort-like experience in a professionally managed 2 bedroom / 2 bathroom property, providing the perfect balance of luxury and comfort for business travelers and families. Enjoy the pool, pickleball court, kids play room, courtyard w/ firepits, fitness center, pool table, and sauna - convenience is at your fingertips! Explore nearby downtown Naperville (8 mins), classy Oakbrook Terrace, the beautiful Morton Arboretum and downtown Chicago, a short drive or train ride away!

LUXURY Suburban Chicago River Oasis w/Chef's Kitch!
This spacious and LUXE 2-story 5 bedroom house 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 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 scenic 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.

Bright Lockport Farmhouse: King Bed + Yard View
Discover your ideal getaway in our charming Lockport, Illinois, Airbnb! This inviting retreat features a full kitchen with stainless steel appliances, an island for prepping food, a coffee bar for your morning brews, and tons of sunlight! Unwind in the cozy living room, complete with a 65-inch Roku TV and board game wall. Enjoy the convenience of a shared on-site laundry room. Experience the perfect mix of modern comforts and rustic charm in Lockport. Secure your booking today!

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.

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 !

“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!

Beautiful, quiet, private, spacious, guest suite.
We offer a private entrance with ramp, private deck, shared screened-in porch, gas fireplace, cable with two T.V.’s, kitchenette, washer/dryer, and beautiful views. Our suite is also a wonderful work from home location. We offer fast reliable WiFi, with office supply and copy centers within five minutes of our suite. The suite is on a single level, with all doors being 36 inches wide for accessibility.

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.
Popular amenities for Bolingbrook holiday rentals
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Cozy Retreat with Private Bathroom
When is the best time to visit Bolingbrook?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $261 NZD | $299 NZD | $320 NZD | $315 NZD | $317 NZD | $275 NZD | $261 NZD | $266 NZD | $261 NZD | $296 NZD | $220 NZD | $283 NZD |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C |
Frequently Asked Questions
How much does it cost to stay in house rentals in Bolingbrook?
Experience the best of Bolingbrook with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there house rentals with a dedicated workspace in Bolingbrook?
Yes! Work meets play with ease at over 20 house rentals in Bolingbrook featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for House Rentals in Bolingbrook?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a gym, over 50 homes with air conditioning, over 10 homes with a bbq area, over 50 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there pet-friendly house rentals in Bolingbrook?
Four-legged friends are welcome in Bolingbrook. Choose from more than 20 house rentals for guests traveling with pets.
Do house rentals in Bolingbrook have a gym?
Absolutely! We offer over 10 house rentals with a gym in Bolingbrook. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Bolingbrook have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Bolingbrook. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Bolingbrook have air conditioning?
Absolutely! We offer over 50 house rentals with air conditioning in Bolingbrook. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Bolingbrook have wifi?
Absolutely! We offer over 50 house rentals with wifi in Bolingbrook. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Bolingbrook

Total holiday rentals
Explore 60 holiday rentals in Bolingbrook

Nightly prices starting at
Bolingbrook holiday rentals start at $35 NZD per night before taxes and fees

Verified guest reviews
Over 2,070 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Bolingbrook holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Bolingbrook rentals

4.8 Average rating
Bolingbrook stays are highly rated by guests—averaging 4.8 out of 5!
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
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- Chicago Cultural Center




