
Pet-friendly holiday rentals in Montgomery
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Top-rated pet-friendly home rentals in Montgomery
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Pet-friendly house 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 !!!!

Private Cottage in Cathedral District
This property was everything we needed for our stay. I particularly loved the towels and sheets. We felt very comfortable and would come again.

Bliss in Batavia near the Fox River
What a lovely little quiet neighborhood to stay in! The home was perfect for our group of moms and kids horse showing at Lamplight. Anything we needed was responded to so quickly- and much appreciated!

Home away from home
Your place was perfect for my needs. It was larger than necessary for just myself but the location was perfect. My son attends BenU and I loved that I could meet up with him in minutes. Lisle and Naperville are great communities. The house was very well equipped and the yard was perfect. If you are going to have the full 6 people staying there is only one bathroom. Not a problem but if you come with a larger group I just wanted to note that as it is sometimes important. I highly recommend this place and I hope to use it again next year when my son graduates from BenU. Thanks for a great place and stay.

Charming Guest House on Farm
We had an EXCELLENT time at Marianne's home in Batavia. The home was outfitted with everything that we required and then some. The place is even bigger than it appeared in the listings. There were sectional sofas both upstairs and in the basement that we didn't recall from the listing that provided even more sitting room with family. The property is so beautiful. We had such a wonderful time watching the horses play in the pastures directly out the window. Can't recommend these hosts or their property enough! Thanks again for a wonderful home away from home this holiday season.

Perfect little paradise
My wife and I and our two dogs visit the area every year for the Chicago Drum Show and Kathleen’s home was great for the location to the fairgrounds, restaurants in Geneva. The home was very clean and had everything we needed for a long weekend. For anyone bringing pets, this is a very pet friendly listing but the access to the yard is outside of the home. This would have been a big consideration of ours prior to booking and was only made aware of the outside situation until we got the welcome info.

Little Blue House
We enjoyed our stay. Very quiet for the location. Very clean and well kept house. The Shop next door was relatively quiet, did spook our pup a couple times while being outside. Didn’t bother me or my wife and dog at all while inside the house. We will gladly stay again at this location. Thank you again alex, you are a great host!

Chic Cottage close to Metra large enclosed yard.
We had a wonderful experience staying at the Chic Cottage and would recommend it to any one looking for a comfortable home away from home place , available at a great price and good sub urban location with Super Markets and restaurants close by .
Pet-friendly home rentals with a pool

5 bdrm/2.5 bth/Fenced Yard/Quiet St /Pet friendly
This home made my family and I feel like we were back at our own home. The backyard is perfect for family with plenty of space to run around and play games. Our favorite room was the 4 seasons room! This is the perfect getaway home for a peaceful time.

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.

Hidden GEM OASIS in Chicagoland
Everything was great! The place was just as imagined.

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!!!!

Comfortable/Free Parking/Close to O'Hare & Chicago
Tysha's place was perfect and had everything I needed for a great stay! I will definitely be booking again when I'm in the area!

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.

Long term rental-Delightful one bdrm pool house
This place was absolutely adorable and the perfect vibe for a weekend getaway for a solo concert. Micheal was incredibly accommodating and helpful-even got me a bottle of wine and some cheese for me to really spoil myself while getting ready. She is super accommodating and helpful and the space was super cute and cozy. Hoping to stay there again soon!
Private, pet-friendly home rentals

St. Charles Riverview Retreat
Melanie was an excellent hostess. She provided very useful information about the temporary closure of part of the Fox river trail. In addition she told us how to circumnavigate that closure. This was really great information as we had planned bike rides and with her info we had no problem at all. Enjoyed the towns along the river with numerous restaurants and museums and we even got to use outstanding outdoor public pickleball courts that were near by. This house is in a truly fantastic location and we can’t thank Melanie enough for offering up her house. With any luck it will be available for a return trip next spring.

Full Kitchen, Near Hwy, Parking Nearby, Work Desk
Gus was extremely helpful and the place was beautiful! I would definitely stay here again!

Game Room | Exercise Area | Firepit | Sanitized
★★★★★ We had an absolutely phenomenal stay at Nayeli’s townhouse in Hoffman Estates, and I can’t recommend it highly enough! From the moment we booked, Nayeli’s communication was top-notch—warm, welcoming, and incredibly detailed. The pre-arrival message with clear instructions for check-in, parking, and amenities made everything seamless and stress-free. The townhouse itself is a gem—spotlessly clean, stylishly decorated, and equipped with everything you could possibly need. The newly remodeled bathroom in the bedroom hallway was a delightful surprise, with modern fixtures and a fresh, spa-like feel. The master bathroom was equally impressive, and the entire home felt cozy yet spacious. The beds were super comfortable, and the futons in the basement were a great bonus for our group, ensuring everyone had a cozy spot to sleep. One of the best experiences with Airbnb I had! Thank you for the unforgettable Stay!

Duplex in Dekalb, IL
Exactly as described. The home was easy to find, great instructions for checking in, and very clean.

Cozy Tiny Home, LG Fenced yard add RV Brisbon/ 80
Perfect little house with a beautiful backyard fenced grown beautiful trees, listening to birds and having my coffee in the morning is exactly what we needed. Very peaceful.

Cozy Guest Suite. Private Entry+ Turo Rental
This place was great. It was very spacious and safe. The host was very helpful and responsive and flexible. Had a last minute booking, and everything was prepared and ready to go. It was clean, and had everything that was needed. Will book again.

1blk to 3rd st /Pet friendly(w/fee)*ParkFree*!
As always Cita was very responsive. This is a great walkable location. This is one of our favorite Fox Valley stays.

Riverview Retreat- Engler’s Escape
Literally one of the best airbnbs I’ve ever stayed at. Very peaceful and quiet and has a homey atmosphere. Will definitely be staying here again. Ms.Dawn was also very helpful and responsive to all of my questions! Literally the perfect stay I did not want to leave.
Destinations to explore
- Downtown Chicago Holiday rentals
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- Lake Geneva Holiday rentals
- West Side Holiday rentals
- North Side Holiday rentals
- South Side Holiday rentals
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- Naperville Holiday rentals
- Rockford Holiday rentals
- Chicago Holiday rentals
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- House Rentals with a Pool United States
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- Matthiessen State Park
- The Field Museum
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Lincoln Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Wicker Park
- Willis Tower
- Brookfield Zoo
- The 606
- Moraine Hills State Park
- Chicago Cultural Center
- Medinah Country Club