Family-friendly holiday rentals in Bolingbrook
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Bolingbrook
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Bolingbrook family-friendly rentals
Family-friendly home rentals with a hot tub
Apartment in Chicago
4.98 out of 5 average rating, 234 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
18–25 Mar
Home in Chicago
4.85 out of 5 average rating, 292 reviewsLux Urban 3BR/3BA Duplex + Parking!
14–21 Nov
Flat in Chicago
4.87 out of 5 average rating, 156 reviewsStunning Panoramic Chicago Views & Free Parking
5–12 Mar
Flat in Chicago
4.81 out of 5 average rating, 26 reviewsThe Professional's Playground
18–25 Dec
Home in McHenry
4.93 out of 5 average rating, 217 reviewsRiver House with Deck and Hot Tub
18–25 Jul
Home in Miller Beach
4.54 out of 5 average rating, 150 reviewsSecluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park
10–17 Jan
Apartment in Chicago
4.78 out of 5 average rating, 46 reviewsChicago Suite 1BR/1BA (3709-G2)
21–28 Mar
Flat in Chicago
4.63 out of 5 average rating, 8 reviewsSpacious 2bdm unit 15min to Dwtn
5–12 Jul
Family- and pet-friendly home rentals
Flat in Forest Park
4.92 out of 5 average rating, 112 reviewsVillage Cottage - Forest Park Studio Pets 72142F
8–15 May
Apartment in Evanston
4.76 out of 5 average rating, 568 reviewsSpacious Evanston Unit - Walk to Northwestern U
2–9 Dec
Flat in Chicago
4.76 out of 5 average rating, 299 reviewsITALIAN garden apt/kids friendly/great location!!
5–12 Nov
Home in Ottawa
4.9 out of 5 average rating, 109 reviewsMain St Abode, an Ottawa Family Retreat Property
10–17 May
Guest suite in Gary
4.95 out of 5 average rating, 288 reviewsMiller Mermaid Suite-100 yds from the beach!
19–26 Sep
Flat in Chicago
4.89 out of 5 average rating, 340 reviewsSunny Logan Square Artists' home
11–18 Jan
Flat in Chicago
4.96 out of 5 average rating, 238 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
15–22 Oct
Loft in Woodstock
4.96 out of 5 average rating, 170 reviewsCurated Loft Retreat in The Heart Of Woodstock
27 Aug – 3 Sep
Family-friendly home rentals with a pool
Flat in Chicago
4.76 out of 5 average rating, 203 reviewsLuxury Corner 2 Bedroom in the Loop | Roof Deck
17–24 Nov
Cabin in Union
4.72 out of 5 average rating, 60 reviewsRustic Cabin with Patio Swing
20–27 Feb
Home in Ottawa
4.5 out of 5 average rating, 10 reviewsHarbor Inn - Captain`s Quarters
13–20 Dec
Home in Lake Forest
4.91 out of 5 average rating, 58 reviewsBeautiful 137 Year Old Farm Home (3night min)
6–13 Apr
Flat in Chicago
5.0 out of 5 average rating, 9 reviewsSTUNNING VIEWS, 5★AMENITY BUILDING, FREE PARKING
30 Sep – 7 Oct
Home in Cedar Lake
4.85 out of 5 average rating, 72 reviewsBeautiful Home Oasis
3–10 Mar
Guest suite in Berwyn
4.75 out of 5 average rating, 32 reviewsMusic Hot Spot’s Main Level
8–15 Aug
Guest suite in Chicago
4.96 out of 5 average rating, 79 reviewsSweet Home Chicago-9min downtown/pool/free parking
1–8 Jan
Quick stats about holiday rentals that are family-friendly in Bolingbrook
Total rentals
40 properties
Popular amenities
Kitchen, Wifi and Pool
Wifi availability
40 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Total number of reviews
600 reviews
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Evanston Holiday rentals
- Naperville Holiday rentals
- South Side Holiday rentals
- South Bend Holiday rentals
- New Buffalo Holiday rentals
- Schaumburg Holiday rentals
- St. Joseph Holiday rentals
- Chicago Holiday rentals
- Family-friendly rentals United States
- Family-friendly rentals Chicago
- Family-friendly rentals Downtown Chicago
- Family-friendly rentals Illinois
- Rentals with a washing machine and dryer Bolingbrook
- Rentals with outdoor seating Bolingbrook
- Pet-friendly rentals Bolingbrook
- Monthly Rentals Bolingbrook
- House rentals Bolingbrook
- Rentals with a fireplace Bolingbrook
- Rentals with a patio Bolingbrook
- Family-friendly rentals Bolingbrook
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom