
Pet-friendly holiday rentals in Kendall County
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Top-rated pet-friendly home rentals in Kendall County
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Popular amenities for Kendall County pet-friendly home rentals
Pet-friendly house rentals

No Stairs/Quiet/Gameroom/Fast Wifi & Garage
This property is described accurately, the location is convenient to shops, restaurants and entertainment in both Montgomery and Oswego, IL. We ate at several restaurants on Route 34 and Route 30, saw a movie at the Kendall 11 and shopped at Meijer and the Jewel, which was within walking distance! We had 7 members in our party plus a small pet. Our grandchildren loved the game room amenities. Our Christmas vacation was blessed with some light winter weather. The garage is equipped with snow removed tools which we didn’t have to use, thankfully! I appreciated the quick response to questions we had during our stay. The host of this property is awesome!

Chicagoland Getaway With Vintage Game Room!
I highly recommend this airbnb. I had an awesome time. The home was very clean, love the game room, the area was nice peaceful and quiet. I 'm lookibg forward to returning soon.

3bd home/5 beds/Gameroom/office/Wifi&Parking
Thanks for the great experience to stay at your house!

5 bdrm/ 2.5 bth/ PetFriendly/ Fenced Yard/Quiet St

Yorkville FHS Rental

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- Poolside Paradise
Wonderful home, very clean and great location! Our family loved it!

Ottawa Oasis. Billiards. Pool. King Bed!
They are both so great to work with. We love the place and want to stay there any time we are in Ottawa.

Harbor Inn- Ship, Captain, Crew
I recommended this place to everyone! House was very clean and beautiful. You will never regret having decided to stay in this house. Everything was perfect!

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!!!!

Harbor Inn - Sunriver Carriage House
Our stay was fantastic! Great communication from the owner, and we had a great time! Will book again in the future if we plan a trip to the area.

Harbor Inn- The Oriole Suite
The place was clean and just as it was described.

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 had a dance competition at Oswego East High School; the location was so convenient it felt right at home. We had one other family staying with us, and it was like we had our own apartment, one downstairs and one upstairs. Every time I sent a message with a question, I got a quick response. I would totally stay here again. It was decorated so cute and everything was clean and organized.

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: Hot Tub, Classic Arcade, King Bed
This was the perfect get away for my husband and I. Everything was very clean! See the deer in the backyard was an added bonus! We will definitely return. :)

Log Cabin in Woods: 2 King Beds, Nature Watching
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
Laura is an excellent host, I’ve stayed at this location a few times and recommend it to anyone who needs a place in the Oswego area, especially on work trips!

No Stairs Rustic Farmhouse APT King Beds/Fast WIFI
Laura is great and the bnb itself is extremely comfortable! Most definitely will be booking again , one of the better experiences for sure😊

Studio| 2 min drive to Downtown Oswego
My daughter lives in NY and this is the second time she has stayed at this property and the second time she had a great experience. Everything was as pictured, the unit was very clean and there were plenty of towels, dish-ware, garbage bags, etc. Laura’s communication throughout was excellent. I’m sure my daughter will stay her again when she comes into town.

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
- United Center
- Navy Pier
- Shedd Aquarium
- Frank Lloyd Wright Home and Studio
- Matthiessen State Park
- Guaranteed Rate Field
- Lincoln Park Zoo
- The Field Museum
- Raging Waves Waterpark
- Chicago History Museum
- 875 North Michigan Avenue
- Skydeck Chicago
- Olympia Fields Country Club
- Splash Station
- Flossmoor Golf Club
- Odyssey Fun World
- The 606
- Humboldt Park
- Black Sheep Golf Club
- The Beverly Country Club
- National Museum of Mexican Art
- Wicker Park