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Pet-friendly holiday rentals in Kendall County

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Kendall County pet-friendly home rentals

Pet-friendly house rentals

Home in Montgomery
4.55 out of 5 average rating, 38 reviews

No Stairs/Quiet/Gameroom/Fast Wifi & Garage

GebrinaRating, 5 stars1 month ago
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.
Home in Montgomery
4.52 out of 5 average rating, 29 reviews

3bd home/5 beds/Gameroom/office/Wifi&Parking

ValerieRating, 5 stars1 month ago
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.
Home in Yorkville

Yorkville FHS Rental

Home in Aurora

*Extended Stay* Aurora FHS Rental - Shiloh

Home in Yorkville
New place to stay

House in Yorkville

Home in Yorkville
New place to stay

House in Yorkville

Home in Aurora

Aurora FHS Rental - Shiloh

Home in Yorkville

Yorkville FHS Rental

Pet-friendly home rentals with a pool

Superhost
Home in Ottawa
5 out of 5 average rating, 13 reviews

Harbor Inn - Bow Wow on The River

JaclynRating, 5 stars7 months ago
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!
Superhost
Townhouse in Ottawa
5 out of 5 average rating, 5 reviews

Harbor Inn - Harbor Me Away

JenniferRating, 5 stars3 weeks ago
Thank you
Guest favourite
Home in Ottawa
4.93 out of 5 average rating, 72 reviews

Ottawa Oasis. Billiards. Pool. King Bed!

MagdalenaRating, 5 stars2 weeks ago
Great place for multiples families with kids. The layout was perfect. Kids were happy, and parents were able to relax.
Superhost
Home in Ottawa
5 out of 5 average rating, 3 reviews

Harbor Inn - Zuzu's Petals

Jeff - PFS AmericasRating, 5 stars1 month ago
Richard's place was great and as described. We will stay there again when in the area.
Superhost
Home in Ottawa
4.67 out of 5 average rating, 6 reviews

Harbor Inn- Ship, Captain, Crew

YasminRating, 5 stars2 weeks ago
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
Superhost
Home in Ottawa
5 out of 5 average rating, 3 reviews

Harbor Inn- Serendipity

RavenRating, 5 stars3 months ago
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!
Flat in Naperville
4.61 out of 5 average rating, 23 reviews

Lovely 2-Bdrm unit with pool. Home away from home.

TomRating, 5 stars12 months ago
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!!!!
Home in Ottawa
4.62 out of 5 average rating, 13 reviews

Casa Azul

KarlaRating, 5 stars7 months ago
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

Superhost
Home in Oswego
4.71 out of 5 average rating, 7 reviews

Your Unique Stay by the Tracks | LCP Collection

NicoleRating, 5 stars1 month ago
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 !!!!
Superhost
Townhouse in Yorkville
4.79 out of 5 average rating, 153 reviews

Riverfront Townhome in Downtown Yorkville

AliciaRating, 5 stars3 months ago
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!
Top guest favourite
Guest house in Yorkville
4.97 out of 5 average rating, 34 reviews

Guest Quarters: Watch Deer, Relax & Play Outdoors

CindyRating, 5 stars1 month ago
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.
Superhost
Home in Oswego
4.81 out of 5 average rating, 79 reviews

Moxie - w/ Game Room- 4 Kings, Sleeps 15

AndrewRating, 5 stars2 weeks ago
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!
Superhost
Cabin in Yorkville
4.94 out of 5 average rating, 16 reviews

Log Cabin in Woods: 3 King Beds at Relaxing Oasis

AmyRating, 5 stars2 months ago
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.
Superhost
Flat in Oswego
4.74 out of 5 average rating, 54 reviews

Studio - Sleeps 3 - 2 mins from Downtown Oswego

ChristinaRating, 5 stars3 weeks ago
Cute little studio apartment. Nice location. Would definitely stay again.
Superhost
Flat in Oswego
4.71 out of 5 average rating, 63 reviews

No Stairs Rustic Farmhouse APT King Beds/Fast WIFI

VirginiaRating, 5 stars2 months ago
the place was very nice and clean, all the stores are so close, the neighborhood was very quiet and relaxing. 100% recommend
Guest favourite
Home in Aurora
4.89 out of 5 average rating, 166 reviews

Large Family Home w/Garage-King beds, Fast Wi-Fi

ChasityRating, 5 stars3 months ago
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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