
House holiday rentals in Bolingbrook
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Top-rated house rentals in Bolingbrook
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Popular amenities for house rentals in Bolingbrook
House rentals with a pool

Harbor Inn - Out of Office
The house was beautiful and perfectly clean. We had a great time enjoying the surroundings and going out to Ottawa and Starved Rock

Cozy house in Schererville
Kate’s place was exactly what I expected. Pristine condition and spotless. Kate accommodated my early arrival which was greatly appreciated. I would 100% book this place again. Highly recommend her place to anyone in the area for a weekend or just to get away from the city. Thank you again for your attention on such a short notice on my booking.

Munster hide away
Nice house with updates. We used all four bedrooms, so everyone had their own space. Kitchen and living room looked nice, but a bit cozy if everyone was in the space at the same time. There was a large breakfast nook/counter in the kitchen instead of a table. More dishes, mugs, etc. in the kitchen would have been nice. The coffee maker and provided K-cups were great! Would definitely stay again if it's available when we are in the area again.

Whole House With Hot Tub And Spacious Bedrooms
Amazing stay! This place has everything you need for both short and long visits. The location is extremely safe and convenient with shops within walking distance. My family and I thoroughly enjoyed the entire property, especially the game room and TV room which were perfect for entertainment. Moiz, the host, was very kind and quick to respond to any needs we had. Thank you for everything! We would definitely stay here again

Grand 1800s Victorian Gem: Updated/by Downtown
My friends and I had a wonderful stay at Deirdre’s home! It’s a gorgeous property with lots of charm and space, and so many great amenities (theater room, claw foot bathtub, Sonos speakers, ample parking, etc.). Deirdre was also very responsive throughout the process and even helped us with a more flexible checkout time. Absolutely recommend visiting her home, we’re already wishing for another trip!

Entire House With Pool - Backyard Beach Getaway
This home was super cozy for my big family. Everything was clean, comfortable, and the way it is set up makes you feel right at home. This home had everything we needed. TV’s, kitchen items, recommendations, and even fun family games and activities to do. Every time I visit the area I’ll be checking to see if it’s available. 10/10

Luxury Loft with Private Pool and Movie Theater
Damani was an amazing host and communicator. He was very accommodating and the place was amazing. Highly recommend!

The Nautical Nest
We had an amazing stay at Paula’s place! She was very helpful with checking in and also very responsive. The house looks exactly like the pictures. Nice neighborhood. We would definitely stay here again!
Weekly house rentals

Duplex Home RoscoeVillage/Wrigley Free St Parking
2nd time staying at Sharleen’s place—wonderful experience! We like location, friendly and quiet neighborhood, walkable to restaurants. We would recommend to guests looking for a space in Roscoe. 🙂

Indiana Dunes Park Getaway w/Firepit, Near Beach
Kelly’s place was wonderful. There’s a lot to enjoy here from a wonderful backyard with a fire pit, a lovely front porch, a chill side porch with a grill, a second floor balcony, and a sun room. The place was perfectly clean when I got there and they so nicely left out plenty of clean towels and sweatshirts for myself and my friends. I would definitely stay again if I came back to the area!

Wicker Park 6bd/4ba, Steps from Cta, Parking Incl
The location alone makes this home worth booking. Add that there’s ample room for family/friends and it’s a gem in the middle of a great Chicago neighborhood. We were a group of six and loved every minute.

Suburban Serenity~Grill, Fire pit, Big yard~
If you’re looking for a quiet place close to the city this is it! The location is great with so many places to eat and things to do this is a great place to stay. The house was extremely clean and certainly make your feel at home. Definitely coming back!

Wrigleyville Greystone
We had a great stay at Mark's place in Wrigleyville. Extended family gathered to celebrate a college graduation, and the location was excellent. Beautiful house in a safe neighborhood with easy walk-to access to the L and tons of nearby places for coffee, food, drink. Mark was an awesome host. Check in was smooth with great communication throughout our stay. Definitely on our return visit list.

3 Kng, 1 Qn, 1 Full, 3AirBd|Basktbll Crt|FreePrkin
Great place with plenty of space. Our family really enjoyed Michael’s home.

RANCH, House-tel: updated full kitchen, comfy beds
This was our second time staying at Jehu's home in Itasca, IL. We have family and friends nearby so the location is perfect. The beds are comfortable, and the house is very clean. Having bottled water, coffee, a variety of beverages and snacks at our disposal was a plus. Jehu was very responsive to any questions we had. We would definitely book this property again for our next visit to the Chicagoland area.

Welcome Home, entire house to yourself.
Everything was wonderful and convenient. We enjoyed our stay very much and will be using again we come back to visit with our daughter.
Private house rentals

Spacious family friendly home away from home
My stay with my family was wonderful very peaceful and quiet. Everything was great. I also forgot to pack bathroom supplies and I’m so grateful that the host had basic necessities overall wonderful. I had a wonderful Mother’s Day staying. There will definitely come back again.

Sleeps 12 Comfortably in 8 Bedrooms 3 Full Bath
This is the 2nd time this year we rented from Michael. He continued to impress with the responsiveness. This time we filled the whole house, all bedrooms and both floors, 12 in total, mix of kids and adults. We decorated for Christmas, made it feel like we were home for the holidays. We walked all around the neighborhood, got coffee in the morning, fresh bread from a fabulous bakery in Downtown Oak Park and always felt safe and enjoyed the friendly neighborhood. The home and bedrooms were warm when you wanted them warm during the day and cool at night to sleep in. Kitchens were well equipped and all the appliances worked perfectly. The tankless water heater was a blessing when we were all trying to get out for a family event. At one point we realized that we were out of trash bags on Christmas morning. Michael had them there in less than 30 minutes. Over the top responsiveness. Being 10 minutes from the Eisenhower makes this convenient to either Downtown or Oak Brook.

Home away from home
We couldn’t have asked for a better home for our Spring Break. We last minute booked this home, and checked in 45 later but you would have never known by how welcoming Vytauta made it. Beds were very comfortable, backyard was great, we felt right at home.

4 Bedrooms 2 full baths 1 floor
The house is in a quiet neighborhood, that made morning walks and bird-watching a pleasure. The kitchen was well equipped and the hosts were extremely responsive and helpful to any questions or requests we had. We had 5 adults and 2 teens, and we all thoroughly enjoyed our stay.

California King Bed | Fast Wi-Fi | 75" Smart TV
It was a comfortable stay. Tons to do in the area. Can’t go wrong!

The Blue House: Family Retreat
We enjoyed our stay at this house . She was very responsive and she made good use of space in the house to accommodate a family. Would recommend to anyone.

The Country Life! Entire House.
Cathy was a great host, very responsive! House was great, it accommodated our family size perfect. The only thing in my opinion that was missing was washer and dryer access in the home. We were traveling with toddlers and couldn’t wash a load of clothes. But aside from that everything else was great.

Country charmer house near NIU
We had family in town for NIU graduation. This house old farmhouse was great for us! We took advantage of the beautiful outside amenities and, the bedrooms were top notch. The decorations were so fun to look at. It’s like there was a little surprise around every corner! Cynthia was very accommodating for our group, and even left a thoughtful gift for our graduate. Highly recommend.
Quick stats about house rentals in Bolingbrook
Total rentals
50 properties
Total number of reviews
1.7K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
50 properties include access to wifi
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Oak Street Beach
- Shedd Aquarium
- Guaranteed Rate Field
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- Six Flags Great America
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park Zoo
- Flossmoor Golf Club
- Willis Tower
- Museum of Science and Industry
- Wicker Park
- Lincoln Park
- Chicago History Museum
- Skokie Country Club
- Brookfield Zoo
- Chicago Cultural Center
- Garfield Park Conservatory
- Promontory Point