House vacation rentals in Chicago
Find and book unique houses on Airbnb
Top-rated house rentals in Chicago
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chicago house rentals
House rentals with free parking
Home in Chicago
4.83 out of 5 average rating, 135 reviewsLincoln Park - DePaul House w/Patio Free Parking
Jul 20 β 27
Home in Joliet
4.9 out of 5 average rating, 140 reviewsThe Garden House - Murals and more
Dec 17 β 24
Home in Berwyn
5.0 out of 5 average rating, 75 reviewsRetro Modern Bungalow | free parking | pets ok
Dec 12 β 19
Home in Chicago
4.91 out of 5 average rating, 87 reviewsBoho Chic Coach House 30Min to downtown W/ Parking
Jan 9 β 16
Home in Chicago
4.88 out of 5 average rating, 26 reviewsPrivate Condo in Chicago w/ Parking, Near Evanston
Oct 5 β 12
Home in Wilmette
4.98 out of 5 average rating, 92 reviewsUnique porcelain-enamel paneled "Lustron" home
Sep 23 β 30
Home in Chicago Ridge
4.9 out of 5 average rating, 50 reviewsQuiet cul-de-sac with huge fenced in backyard
Nov 24 β Dec 1
Home in Chicago
4.99 out of 5 average rating, 70 reviewsWhole apartment! 2 Bed/2 bath steps from Wrigley!!
Feb 15 β 22
House rentals with a hot tub
Home in Homewood
4.91 out of 5 average rating, 106 reviewsPeaceful & Private Hot Tub Vacation Home Getaway
Oct 8 β 15
Home in Chicago
4.85 out of 5 average rating, 292 reviewsLux Urban 3BR/3BA Duplex + Parking!
Aug 31 β Sep 7
Home in Chicago
4.87 out of 5 average rating, 15 reviewsHot Tub Logan Family Designer Home
May 20 β 27
Home in Chicago
4.93 out of 5 average rating, 70 reviewsModern Lux Getaway w/ Hot Tub, Lrg Yard, Parking
Nov 8 β 15
Home in Palatine
4.85 out of 5 average rating, 39 reviewsPrivate Room with attach bath and personal kitchen
Sep 29 β Oct 6
Home in Westchester
4.76 out of 5 average rating, 21 reviewsModern 2Bdrm Westchester/Chicago Home.With Hot tub
Sep 2 β 9
Home in Chicago
4.73 out of 5 average rating, 26 reviews1501HOME | West Town Single Family Home + Garage
Jan 16 β 23
Home in Carol Stream
4.9 out of 5 average rating, 89 reviewsLAKE HOUSE HotTub/Kayak/Billiards/Pets/Fenced Yard
Apr 2 β 9
House rentals with a pool
Home in Highland Park
4.9 out of 5 average rating, 125 reviews2-Acre Highland Park Retreat with Heated Pool ~ 5*
Jan 22 β 29
Home in Plainfield
4.95 out of 5 average rating, 62 reviewsLarge Spanish style Home (w/heated pool)
Aug 7 β 14
Home in Schaumburg
4.93 out of 5 average rating, 14 reviewsSchaumburg Woodfield Pool House 4bedroom 2.5bath
Apr 18 β 25
Home in Chicago
4.86 out of 5 average rating, 36 reviewsLuxury Cabin in Lakeview
Jul 7 β 12
Home in Glen Ellyn
4.94 out of 5 average rating, 16 reviewsGlen Ellyn Home
May 6 β 13
Home in Lake Forest
4.91 out of 5 average rating, 58 reviewsBeautiful 137 Year Old Farm Home (3night min)
Jan 12 β 19
Home in Schaumburg
New place to stayParadise 4BR w/ Pool & Games
Aug 31 β Sep 7
Home in Chicago Heights
Olympia field -matteson IL- homewood, park forest
Aug 24 β 31
Quick stats about house rentals in Chicago
Total rentals
1.8K properties
Rentals with dedicated workspaces
1.2K properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
470 properties allow pets
Family-friendly rentals
950 properties are a good fit for families
Total number of reviews
69K reviews
Destinations to explore
- Downtown ChicagoΒ Vacation rentals
- MilwaukeeΒ Vacation rentals
- Lake GenevaΒ Vacation rentals
- Lake Michigan BeachΒ Vacation rentals
- SaugatuckΒ Vacation rentals
- EvanstonΒ Vacation rentals
- HollandΒ Vacation rentals
- South HavenΒ Vacation rentals
- NapervilleΒ Vacation rentals
- South SideΒ Vacation rentals
- South BendΒ Vacation rentals
- New BuffaloΒ Vacation rentals
- House rentalsΒ United States
- Guesthouse rentalsΒ United States
- Earth house rentalsΒ United States
- Townhouse rentalsΒ United States
- Lighthouse rentalsΒ United States
- Bed and breakfastsΒ Chicago
- Kid-friendly rentalsΒ Chicago
- Loft rentalsΒ Chicago
- Rentals with breakfastΒ Chicago
- Monthly RentalsΒ Chicago
- Smoking-friendly rentalsΒ Chicago
- Rentals with a home theaterΒ Chicago
- Boutique hotel rentalsΒ Chicago
- Guesthouse rentalsΒ Chicago
- Private suite rentalsΒ Chicago
- Rentals with a balconyΒ Chicago
- Rentals with lake accessΒ Chicago
- Rentals with a washer and dryerΒ Chicago
- Waterfront rentalsΒ Chicago
- Rentals with a hot tubΒ Chicago
- Family-friendly rentalsΒ Chicago
- Rentals with poolsΒ Chicago
- Villa rentalsΒ Chicago
- Rentals with an EV chargerΒ Chicago
- Townhouse rentalsΒ Chicago
- Rentals with a fire pitΒ Chicago
- Rentals with outdoor seatingΒ Chicago
- Rentals with a saunaΒ Chicago
- Fitness-friendly rentalsΒ Chicago
- Apartment rentalsΒ Chicago
- Condo rentalsΒ Chicago
- Cottage rentalsΒ Chicago
- Lakehouse rentalsΒ Chicago
- Rentals with a patioΒ Chicago
- Beachfront rentalsΒ Chicago
- Rentals with beach accessΒ Chicago
- Mansion rentalsΒ Chicago
- Hotel rentalsΒ Chicago
- Rentals with a fireplaceΒ Chicago
- Pet-friendly rentalsΒ Chicago
- Rentals with an accessible height bedΒ Chicago
- House rentalsΒ Downtown Chicago
- Lakehouse rentalsΒ Milwaukee
- House rentalsΒ Milwaukee
- House rentalsΒ Illinois
- Guesthouse rentalsΒ Illinois
- Lakehouse rentalsΒ Illinois
- Treehouse rentalsΒ Illinois
- Townhouse rentalsΒ Illinois
- Tiny house rentalsΒ Illinois
- Guesthouse rentalsΒ Cook County
- Townhouse rentalsΒ Cook County
- House rentalsΒ Cook County
- CabinsΒ United States
- TreehousesΒ United States
- GlampingΒ United States
- Tiny HousesΒ United States
- Beach HousesΒ United States
- Campers and RVsΒ United States
- LakehousesΒ United States
- Yurt RentalsΒ United States
- Yurt RentalsΒ United Kingdom
- Castle RentalsΒ United States
- HouseboatsΒ United States
- Holiday CaravansΒ United Kingdom
- Private Island RentalsΒ United States
- Farm HousesΒ United States
- Farm CottagesΒ United Kingdom
- Cabin RentalsΒ Australia
- Luxury CabinsΒ United Kingdom
- Luxury CabinsΒ United States
- Holiday ChaletsΒ United Kingdom
- Cottage RentalsΒ United States
- Holiday CottagesΒ United Kingdom
- Mansion RentalsΒ United States
- Villa RentalsΒ United Kingdom
- Holiday BungalowsΒ United Kingdom
- Bungalow RentalsΒ United States
- Condo RentalsΒ United States
- Holiday ApartmentsΒ Australia
- Holiday HousesΒ United States
- Holiday HousesΒ United Kingdom
- Private Holiday RentalsΒ United Kingdom
- Big House RentalsΒ United States
- Big CottagesΒ Australia
- Large VillasΒ United Kingdom
- House Rentals with a PoolΒ United States
- Cabin Rentals with a PoolΒ United States
- Villas with a PoolΒ United Kingdom
- Apartments with a Hot TubΒ United States
- Holiday Cottages with a Hot TubΒ United Kingdom
- Beach CabinsΒ United States
- Beach CondosΒ United States
- Beachfront RentalsΒ United States
- Beach HousesΒ United Kingdom
- Beach VillasΒ United Kingdom
- Coastal CottagesΒ United Kingdom
- Pet-Friendly Vacation RentalsΒ United States
- Pet-Friendly Beach RentalsΒ United States
- Pet-Friendly Cabin RentalsΒ United States
- Dog-Friendly CottagesΒ United Kingdom
- Luxury Dog-Friendly CottagesΒ United Kingdom
- Family travel hubΒ Tips and inspiration
- Family budget travelΒ Get there for less
- Vacation ideas for any budgetΒ Make it special without making it spendy
- Travel Europe on a budgetΒ How to take the kids to Europe for less
- Outdoor adventureΒ Explore nature with the family
- Bucket list national parksΒ Must-see parks for family travel
- Kid-friendly state parksΒ Check out these family-friendly hikes