Vacation rentals in Bolingbrook

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Top-rated vacation rentals in Bolingbrook

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Superhost
Home in Naperville
4.86 out of 5 average rating, 148 reviews

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.)!

Top guest favorite
Home in Lockport
4.96 out of 5 average rating, 152 reviews

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"

Guest favorite
Loft in Brookfield
4.91 out of 5 average rating, 131 reviews

1920s fully updated unique open artist loft space

True artist living loft space!!! One of a kind space in a safe area of the western suburbs close to the city and easy commute to shops stores. very close to trains buses and expressways. Private parking lot. No unit above or below. Quiet and private spacious updated wide open loft. Hardwood floors throughout forced heat and ac slated steel designer bathroom.. Double oven dishwasher electric cooktop sub zero fridge microwave and toaster oven. Ceiling fans two beds. Can sleep 6 for added cost

Guest favorite
Apartment in Lemont
4.88 out of 5 average rating, 80 reviews

Burr Oak

Nestled in the Palos Forest Preserve with access to many miles of hiking and biking trails . Spacious one bedroom basement apartment with private entrance. 6 minutes to The Forge, 7 minutes to Target, 8 minutes to downtown Lemont restaurants. 4 minutes to Little Red Schoolhouse, 7 minutes to Burr Ridge shopping and dining. 22 minutes to Midway 32 minutes to O'Hare. Half hour to the Loop. 20 minutes from Ikea and Bass Pro. Very quiet cabin like setting. Ask about our extended stay discounts.

Guest favorite
Home in Montgomery
4.87 out of 5 average rating, 152 reviews

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.

Top guest favorite
Apartment in Aurora
4.99 out of 5 average rating, 192 reviews

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.

Guest favorite
Guest suite in Bolingbrook
4.9 out of 5 average rating, 39 reviews

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.

Superhost
Home in Woodridge
4.88 out of 5 average rating, 48 reviews

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.

Top guest favorite
Apartment in Lockport
4.96 out of 5 average rating, 91 reviews

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!

Guest favorite
Apartment in Plainfield
4.83 out of 5 average rating, 12 reviews

Odd Fellows Retreat

The history of the Odd Fellows can be celebrated in this unique retreat space. An efficient apartment for one or two guests to experience the downtown Plainfield area. There are so many restaurants within walking distance. A gourmet's delight! Begin your day with coffee from the shop downstairs. Everything you need to relax is included in this quaint 1 bedroom space. Our location is only 35 minutes from Chicago for those that want more adventure!

Superhost
Home in Bolingbrook
4.91 out of 5 average rating, 141 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 !

Superhost
Tiny home in Burr Ridge
4.9 out of 5 average rating, 399 reviews

Less is more! Pet friendly Tiny Home near Chicago!

Less is more--see for yourself how big 250 square feet can really feel! For those who would love to try tiny living and a minimalist lifestyle, this is the perfect getaway. This tiny house has everything you will need to fall in love with tiny living! There is a fenced yard, grass area for furry friends, free parking and is close to hiking trails, restaurants, shops, breweries, bars, and Chicago! Check us out on Insta: @LessIsMore_TinyHome

Popular amenities for Bolingbrook places to stay

Quick stats about vacation rentals in Bolingbrook

  • Total rentals

    60 properties

  • Total number of reviews

    2K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    60 properties include access to wifi

Frequently Asked Questions

  • Are there house rentals with a dedicated workspace in Bolingbrook?

    Yes! Work meets play with ease at over 30 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 bbq area, over 50 homes with air conditioning, 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 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.

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