
Pet-friendly holiday rentals in Kendall County
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Kendall County
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for Kendall County pet-friendly home rentals
Pet-friendly house rentals

No Stairs/Quiet/Gameroom/Fast Wifi & Garage
My husband and sons arrived to Montgomery IL after driving 14 hours from NY/NJ. We were pleasantly surprised at the AirBnB. It was big, very clean, and peaceful. The house matched the photos. I liked the special touch of hotel-style trays with mini toiletries and wash cloths on the beds. I liked that the house was at the end of the block and in walking distance to 7 eleven as well as close to restaurants and shopping centers. Unfortunately we didn't use the grill or fire pit. The hosts were very responsive. I recommend this 👌 location. if I am back in IL to see family I would stay here again.

3bd home/5 beds/Gameroom/office/Wifi&Parking
My daughter and I really enjoyed our stay at this Airbnb. It was clean and exactly how it was in the pictures. Also stocked with everything we needed. It was very quiet and peaceful and in a good neighborhood. The host was absolutely the best. Very friendly quick to respond and accommodating. I would definitely choose to stay here again.

Yorkville FHS Rental

*Extended Stay* Aurora FHS Rental - Shiloh

House in Yorkville

House in Yorkville

Aurora FHS Rental - Shiloh

Yorkville FHS Rental
Pet-friendly home rentals with a pool

Harbor Inn - Bow Wow on The River
Beautiful views, great layout, and extremely dog friendly with nice touches make this place stand out! Very close to all the state parks in the area, but there’s plenty to do on site as well. Check in was seamless, we had clear instructions throughout, and the place was perfect!

Harbor Inn - Harbor Me Away
Thank you

Ottawa Oasis. Billiards. Pool. King Bed!
Great place for multiples families with kids. The layout was perfect. Kids were happy, and parents were able to relax.

Harbor Inn - Zuzu's Petals
Richard's place was great and as described. We will stay there again when in the area.

Harbor Inn- Ship, Captain, Crew
My stay was fantastic! The house was spotless, clean, and the location was perfect for fishing Richard Allen was also incredibly responsive and helpful with recommendations. Overall, a great experience, and I would definitely recommend this Airbnb! Thanks

Harbor Inn- Serendipity
This is my 3rd family get-away to Heritage Harbor, and as usual it did not disappoint. The home was absolutely beautiful, with a few extra amenities that we did not expect. The view of the River, and even the Marina from the front of the house, was just beautiful. Cozy fireplace, well equipped kitchen, pristine bathrooms. The host and entire Heritage Harbor staff are so responsive and friendly. I highly recommend this beautiful home. Don't second guess it!

Lovely 2-Bdrm unit with pool. Home away from home.
Very surprised that it was as clean as it was. Usually people embellish on cleanliness but this unit was everything it said it would be. Love the location. When we travel back to the Chicagoland area we will definitely use again if available. I highly recommend it!!!!

Casa Azul
We really enjoyed our stay. The house is in a quiet, pet friendly neighborhood with lovely views of the river. Everything we needed was provided and we liked the layout of the house. Regarding sleeping accommodations, there are beds for 6 people (2 queens with twin bunks above each) and additional sleeping options are provided via a pull-out sofa and 2 futons.
Private, pet-friendly home rentals

Your Unique Stay by the Tracks | LCP Collection
We definitely enjoyed our stay. The house beautiful and lots of room! Even though it’s right next to train track we literally only heard the train one time it’s a very quiet and beautiful home inside and out. There is also a beautiful walking trail very close by the water. The beds are absolutely so comfortable! We would definitely choose to stay here again if we are in the area!!!! Thank you so much !!!!

Riverfront Townhome in Downtown Yorkville
We had a last minute stay in Yorkville and Laura got us a nice clean homey space for us and our 3 kids SAME DAY! It had fans for both rooms which of course we didn’t have and can’t sleep without. Also was nice that they had kid friendly items we didn’t have as well like a pack and play, baby gate and more! Nothing but good things to say about this space. Amazing price, beautiful view and lots of things to do nearby and great food as well. We ordered food from lakeview grille and it was phenomenal and we got to enjoy it in the comfort of a “home away from home. “ would stay here again if we ware in the area! Thank you again Laura!

Guest Quarters: Watch Deer, Relax & Play Outdoors
This is one of the best if not the best Airbnb places we have stayed in. A lovely, private, wooded location that is so peaceful. The kitchen has everything you need and more. A really nice coffee station! We saw deer everyday and so many different kinds of birds. the beds are really comfortable. We will definitely be back again.

Moxie - w/ Game Room- 4 Kings, Sleeps 15
Awesome place - great for my big group of 15. Games in the basement were super fun and there was a ton of space for everyone!

Log Cabin in Woods: 3 King Beds at Relaxing Oasis
This place was amazing and it was just getting ready for the change of seasons so the outside continued to get beautiful each day we were there. We saw deer every day and staff was very responsive. You get everything in the idea of a rustic stay but with modernized touches. Highly recommend seeing it for yourself.

Studio - Sleeps 3 - 2 mins from Downtown Oswego
Cute little studio apartment. Nice location. Would definitely stay again.

No Stairs Rustic Farmhouse APT King Beds/Fast WIFI
the place was very nice and clean, all the stores are so close, the neighborhood was very quiet and relaxing. 100% recommend

Large Family Home w/Garage-King beds, Fast Wi-Fi
Our stay here was amazing! The neighborhood was peaceful and the house was everything we needed and more. We will definitely stay here again!
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- Matthiessen State Park
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Willis Tower
- Lincoln Park Zoo
- Wicker Park
- Brookfield Zoo
- The 606
- The Beverly Country Club
- Flossmoor Golf Club
- Chicago Cultural Center
- Medinah Country Club