
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.

Sunny Lockport Farmhouse: Studio + Full Kitchen
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!

Best Deal in Chicago | Great Food & Free Parking
Clean & modern Avondale apt close to Blue Line, perfect for urban explorers! Stylish decor, comfy bed, and a cozy ambiance await. Explore nearby cafes, bars, and boutiques, or hop on the train for downtown adventures. Easy to access & great neighborhood. Easy permit parking (free passes provided) on street allows for the ability to drive or take public transportation wherever you want to explore. Avondale has been voted one of the best neighborhoods in Chicago! Come see what the fuss is about.

Naperville Getaway | 1BR w/ Pool, Gym & More!
A premium, resort-like experience in a professionally managed property, providing the perfect balance of luxury and comfort for business travelers and families. Explore nearby downtown Naperville (8 mins), classy Oakbrook Terrace, the beautiful Morton Arboretum and downtown Chicago, a short drive or train ride away! Enjoy countless amenities, including the pool, courtyard w/ firepits, a fitness center, pool table, pickleball court, and in-unit laundry - convenience is at your fingertips!

Peaceful Private Coach-House in St. Charles
Enjoy our cozy and peaceful Coach-house , private entrance with everything you need for a wonderful stay. Newly renovated and updated throughout. Queen bed with mattress topper, studio area includes Smart TV, water station, Keurig coffee machine and quick-set lock. Even though you are less than a mile from downtown St. Charles and 4 miles to the Geneva train station you have a private area. You may see deer out your window overlooking the pool and tennis. Not suitable for children or pets.

Open 2 Bedroom Townhouse with Parking!
**Only accepting booking requests from guests with favorable reviews** Come settle down in this quiet 2BR 1BA isolated hideaway. Whether traveling for work or to access the nearby water parks with your family, this place is perfect. The house is fully furnished to sleep 5 comfortably with a trundle bed upstairs and a futon in the family room. We’re happy to accommodate your party of up to 8, with your own air mattresses. The kitchen is well equipped with cookware to cook up a feast.

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!

Nice, Private Ranch Home
Nice private ranch home in a quiet neighborhood. Fox River and the river bike trail are only 3 minutes away, Rush Copley Medical Center, lots of shopping and dining options within minutes, Phillips park zoo, and water park very close, major roadways to Chicago. 10 min, from downtown Aurora where you can find the Hollywood Casino, Paramount theatre, many shopping stores and you can enjoy a walk along the Fox river, Fox valley mall and the Chicago premium outlets mall are only 20min away.

Lockports Famous Hideaway ~ 2bdrm Guest House Flat
A history buff’s dream filled with antiques & artifacts relating to Chicago, Joliet, Lockport, the I & M Canal & "Route 66"! *Note: Pricing is based on "Double Occupancy". Extra charges per person apply after 2 guests. Can accommodate up to 6 guests. Family & Business Friendly. 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. Private-entrance/self-check-in. Have a 'historic' stay at the "Hideaway"!

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.

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, 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.)!

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 !

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!
Popular amenities for Bolingbrook holiday rentals
Other great holiday rentals in Bolingbrook

A Spacious, Well Stocked, Family-Friendly Retreat

Elegant 4BR Tudor Retreat — Spacious, Peaceful!

Room within a Cozy Cottage

Joliet Retreat: Walk-in Shower + Self Check-in

Peaceful Bolingbrook Getaway

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

Chi-Town Hideout #3

Cozy 1-Bedroom Apartment on the Ground Floor
When is the best time to visit Bolingbrook?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $257 NZD | $295 NZD | $316 NZD | $311 NZD | $312 NZD | $271 NZD | $257 NZD | $262 NZD | $257 NZD | $291 NZD | $217 NZD | $279 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.
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.
Are there family-friendly house rentals in Bolingbrook?
Bolingbrook has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Quick stats about holiday rentals in Bolingbrook

Total holiday rentals
Explore 50 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 1,330 verified reviews to help you choose

Family-friendly holiday rentals
30 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
50 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
- Grant Park
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Soldier Field
- Guaranteed Rate Field
- The Field Museum
- Wicker Park
- Oak Street Beach
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Museum of Science and Industry
- Willis Tower
- The 606
- Naval Station Great Lakes
- Chicago Cultural Center




