Lake house holiday rentals in Chicago
Find and book unique lake houses on Airbnb
Top-rated lake house rentals in Chicago
Guests agree: these lake houses 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 Chicago lake house rentals
Waterfront lakehouse rentals
Home in Chicago
5.0 out of 5 average rating, 52 reviewsNEW! Lake & Skyline View on Kenwood Culdesac!
12–19 Aug
Home in Chicago
4.88 out of 5 average rating, 32 reviews'22 CasaNova Modern City Living
10–17 Oct
Home in Barrington
5.0 out of 5 average rating, 25 reviewsON RIVER Barrington Home + Deck & Views
31 Jan – 7 Feb
Home in Westmont
4.89 out of 5 average rating, 18 reviewsCozy 5-bedroom with lake views and spacious deck
4–11 Jan
Home in Chicago
4.82 out of 5 average rating, 60 reviewsLake Home-3 blocks to beach/harbor 10 min 2 Loop!
2–9 Nov
Home in Des Plaines
4.25 out of 5 average rating, 4 reviewsHouse 1 minute from O'hare Airport
12–19 Jan
Home in Fox River Grove
Riverfront, Walk to the Norge Ski Jump & Metra!
20–27 Jul
Room in Chicago
4.83 out of 5 average rating, 103 reviewsRenovated space in a historic row house.
5–12 Nov
Pet-friendly lake house rentals
Home in Highland Park
4.86 out of 5 average rating, 43 reviewsA Wonderful Getaway Home on the North Shore!
6–13 Dec
Home in Lombard
4.69 out of 5 average rating, 35 reviewsBlue Heron Lodge
6–13 Jul
Home in Westmont
4.95 out of 5 average rating, 22 reviewsWestmont,Il 4/3 on the Lake
17–24 Jan
Home in Bolingbrook
4.81 out of 5 average rating, 21 reviewsPeaceful Bolingbrook Getaway
10–17 Feb
Home in Des Plaines
4.5 out of 5 average rating, 123 reviewsEntire House Minutes from O’Hare Airport!! By lake
25 Jan – 1 Feb
Room in Des Plaines
4.89 out of 5 average rating, 314 reviewsR2 Cozy room in a convenient location by a river
26 May – 2 Jun
Room in Evanston
5.0 out of 5 average rating, 10 reviewsLuxury Master Suite w/Jacuzzi
15–22 Mar
Room in Lake Barrington
4.89 out of 5 average rating, 27 reviewsSuperior Splendor on Shoreline
2–9 Oct
Private lake house rentals
Home in Chicago
4.88 out of 5 average rating, 24 reviewsClean 5 Star 2 BR Greystone, Heart of Logan Square
18–25 Nov
Home in Chicago
5.0 out of 5 average rating, 26 reviews3 floor, 2000 sq ft home - central & clean!
20–27 Oct
Home in Chicago
4.89 out of 5 average rating, 45 reviewsHistoric Hyde Park 4 bedroom house
18–25 Mar
Home in Chicago
4.82 out of 5 average rating, 96 reviewsWoodlawn Oasis: 5-15 Mins from Food, Fun, Dining
13–20 Nov
Home in Streamwood
4.85 out of 5 average rating, 13 reviewsCozy Retreat in a Prime location
21–28 Sept
Home in Chicago
4.86 out of 5 average rating, 21 reviewsExec Lux home wth 3 Level,6 Bdrms/3bth & 2 Kitchen
11–18 Aug
Home in Chicago
4.6 out of 5 average rating, 5 reviewsEly's Landing~Condo Near 71st Beach,Golf & Museums
18–25 Feb
Home in Evanston
5.0 out of 5 average rating, 11 reviewsStunning Coach House in Evanston, near Lake/NU
2–9 Aug
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Saugatuck Holiday rentals
- Evanston Holiday rentals
- Holland Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Side Holiday rentals
- South Bend Holiday rentals
- New Buffalo Holiday rentals
- House rentals United States
- Rentals with a hot tub Chicago
- Pet-friendly rentals Chicago
- Rentals with pools Chicago
- Rentals with a fireplace Chicago
- Apartment rentals Chicago
- Hotel rentals Chicago
- Rentals with a cinema Chicago
- Beachfront rentals Chicago
- Guest house rentals Chicago
- Private suite rentals Chicago
- Fitness-friendly rentals Chicago
- Family-friendly rentals Chicago
- Loft rentals Chicago
- Rentals with an accessible-height bed Chicago
- Rentals with a sauna Chicago
- Bed and breakfasts Chicago
- House rentals Chicago
- Monthly Rentals Chicago
- Rentals with an EV charger Chicago
- Rentals with a washing machine and dryer Chicago
- Family-friendly rentals Chicago
- Rentals with a firepit Chicago
- Rentals with outdoor seating Chicago
- Waterfront rentals Chicago
- Rentals with breakfast Chicago
- Mansion rentals Chicago
- Rentals with a patio Chicago
- Flat rentals Chicago
- Boutique hotel rentals Chicago
- Townhouse rentals Chicago
- Villa rentals Chicago
- Cottage rentals Chicago
- Rentals with beach access Chicago
- Rentals with lake access Chicago
- Smoking-friendly rentals Chicago
- Rentals with a balcony Chicago
- House rentals Downtown Chicago
- House rentals Milwaukee
- Lakehouse rentals Milwaukee
- Lakehouse rentals Illinois
- House rentals Illinois
- House rentals Cook County
- 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