A cityscape with a bridge over a river, a historic building with arches, and modern high-rise buildings.

Kendall County Holiday Rentals

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Our top choices for Kendall County holiday rentals

Interior

2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!

2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!
Plano
10.0 out of 10, Exceptional, (14 reviews)
"This is our second year in a row for our annual Friendsgiving. We love the place and plan to make it our annual house for our group! "
United States
Aaron P.
The price is HK$5,221
HK$12,231 total
includes taxes & fees
15 Jul - 16 Jul
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!
2 bedrooms, desk, iron/ironing board, WiFi

No Stairs Rustic Farmhouse APT King Beds/Fast WIFI

No Stairs Rustic Farmhouse APT King Beds/Fast WIFI
Oswego
9.6 out of 10, Exceptional, (17 reviews)
"Very spacious, clean, comfortable, love the area 😊"
United States
Sheliah M.
No Stairs Rustic Farmhouse APT King Beds/Fast WIFI
Dining

2BR Downtown Yorkville Apt by Fox River

2BR Downtown Yorkville Apt by Fox River
Yorkville
The price is HK$967
HK$2,329 total
includes taxes & fees
15 Jul - 16 Jul
2BR Downtown Yorkville Apt by Fox River
1 bedroom, desk, laptop workspace, bed sheets

Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy
2.0 star property
Ottawa
9.6 out of 10, Exceptional, (226 reviews)
"The cabin was nice"
United States
Celeste
The price is HK$1,482
HK$1,992 total
includes taxes & fees
4 Aug - 5 Aug
Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy
Exterior

Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower

Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower
Joliet
The price is HK$790
HK$1,336 total
includes taxes & fees
12 Aug - 13 Aug
Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower
Interior

Great Location! Walking Distance to So Much!

Great Location! Walking Distance to So Much!
3.0 star property
Ottawa
The price is HK$1,466
HK$2,159 total
includes taxes & fees
14 Jul - 15 Jul
Great Location! Walking Distance to So Much!
Interior

Log cabin on 25 acres

Log cabin on 25 acres
Marseilles
10.0 out of 10, Exceptional, (153 reviews)
"Fantastic stay highly recommend"
United States
Marshall G.
The price is HK$2,548
HK$3,564 total
includes taxes & fees
14 Jul - 15 Jul
Log cabin on 25 acres
Interior

Riverfront rental

Riverfront rental
South Elgin
10.0 out of 10, Exceptional, (44 reviews)
"Cozy home, perfect for a relaxting time away "
United States
Phoenicia
The price is HK$1,764
HK$2,484 total
includes taxes & fees
15 Jul - 16 Jul
Riverfront rental
Smart TV, fireplace, books, printers

Cozy Cottage Just 5min→Historic Route 66

Cozy Cottage Just 5min→Historic Route 66
Wilmington
9.6 out of 10, Exceptional, (15 reviews)
"The house was in excellent condition, the beds were super comfy, and the kitchen had everything we needed for our short stay."
United States
Lucia H.
The price is HK$1,035
HK$1,894 total
includes taxes & fees
20 Jul - 21 Jul
Cozy Cottage Just 5min→Historic Route 66
Fridge, microwave, oven, stovetop

4 bedroom country house in Morris

4 bedroom country house in Morris
Morris
10.0 out of 10, Exceptional, (12 reviews)
"Great host, excellent home, perfect for a family retreat or just a quiet weekend away. "
United States
Frank G.
The price is HK$2,116
HK$3,514 total
includes taxes & fees
14 Jul - 15 Jul
4 bedroom country house in Morris
Paper towels, dining tables

PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!

PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!
wheaton
10.0 out of 10, Exceptional, (1 review)
"Perfect house for our family trip. Plenty of space for everyone. "
United States
Kristine T.
The price is HK$2,049
HK$4,274 total
includes taxes & fees
14 Jul - 15 Jul
PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!
Terrace/patio

- Fully-Equipped Condo - King Bed - Massive yard -

- Fully-Equipped Condo - King Bed - Massive yard -
Geneva
10.0 out of 10, Exceptional, (42 reviews)
"Great place, well appointed, worked well for our needs!! Host was very responsive to any questions/requests. "
United States
Amy C.
The price is HK$1,450
HK$2,665 total
includes taxes & fees
11 Aug - 12 Aug
- Fully-Equipped Condo - King Bed - Massive yard -
Exterior

✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (69 reviews)
"2nd stay. Will stay again"
United States
Rusty D.
The price is HK$1,411
HK$2,517 total
includes taxes & fees
26 Jul - 27 Jul
✽ Charming Cottage ✽ close to College/Town/Station
Living area

Renovated Apartment In Ottawa

Renovated Apartment In Ottawa
Ottawa
9.4 out of 10, Exceptional, (9 reviews)
"Good property that was within 15 minute drive to the state park. Easy to check in and out"
United States
Brian L.
The price is HK$807
HK$1,554 total
includes taxes & fees
20 Jul - 21 Jul
Renovated Apartment In Ottawa
Outdoor dining

Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
Aurora
10.0 out of 10, Exceptional, (31 reviews)
"Great place to stay! Easy to check-in and check-out. We didn't have any issues with the house or host. Would stay again."
United States
Ava B.
The price is HK$3,912
HK$8,656 total
includes taxes & fees
14 Jul - 15 Jul
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
Fridge, microwave, oven, stovetop

Lockport Haven/3 King Beds/Wi-fi/Near Downtown!

Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
Lockport
10.0 out of 10, Exceptional, (12 reviews)
"Amazing property had everything we need! "
United States
Rachel
The price is HK$1,482
HK$3,111 total
includes taxes & fees
15 Jul - 16 Jul
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
Fridge, microwave, oven, stovetop

Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly

Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly
Westmont
10.0 out of 10, Exceptional, (3 reviews)
"Clean, Family friendly yes"
United States
ronald M.
The price is HK$3,920
HK$6,746 total
includes taxes & fees
14 Jul - 15 Jul
Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly
Interior

Riverfront Luxury w/ Fire Pit & Chef's Kitchen

Riverfront Luxury w/ Fire Pit & Chef's Kitchen
Bolingbrook
10.0 out of 10, Exceptional, (14 reviews)
"Great property - we had a great time. Excellent location. "
United States
Aritra G.
The price is HK$3,210
HK$5,495 total
includes taxes & fees
15 Jul - 16 Jul
Riverfront Luxury w/ Fire Pit & Chef's Kitchen
Smart TV, fireplace, table football, books

Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield

Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield
Plainfield
10.0 out of 10, Exceptional, (1 review)
"Great host and the home location is awesome for hosting family. "
United States
Yolanda P.
The price is HK$2,455
HK$4,812 total
includes taxes & fees
14 Jul - 15 Jul
Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield
Interior

King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away

King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away
Lockport
10.0 out of 10, Exceptional, (9 reviews)
"Great stay. Nice place. Easy access. Clean. "
United States
Juan S.
The price is HK$983
HK$2,082 total
includes taxes & fees
14 Jul - 15 Jul
King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Kendall County Hotel Reviews

SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

10/10 Excellent
"Really friendly staff, excellent breakfast buffet, great location, shopping and restaurants close by"
Ronald W 4-night trip
Posted 1 hour ago
SureStay Plus Hotel by Best Western Chicago Lombard