
Pet-friendly vacation rentals in Montgomery
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Montgomery
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Vacation rentals for every style
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Popular amenities for Montgomery pet-friendly home rentals
Pet-friendly house rentals

Chicago River House -BBQ Oasis now open!
We had our mini wedding at this home and it was perfect for us! Everything was great and the host was very communicative and understanding.

Home away from home
We couldn’t have asked for a better home for our Spring Break. We last minute booked this home, and checked in 45 later but you would have never known by how welcoming Vytauta made it. Beds were very comfortable, backyard was great, we felt right at home.

Cozy home in front of the park and close to NIU
My family and I traveled to DeKalb on business and found Sara & Pablo's place to be perfect! The house was roomy and clean. The water pressure and wifi were good. The bedrooms had room darkening shades/curtains that really did the trick. The dining area was spacious and lit beautifully with all of the windows. I also found the work space to be perfect for my needs. The neighborhood was quiet and I felt very safe. The parking was in the driveway. My daughter and I walked quite a but and visited the older downtown area and enjoyed shopping! We recommend eating at French Toast- the food was FABULOUS! If you love to shop unique stores: This & That, Cracker Jax (a must!), Found, Thyme & Again, Found, and for an indie bookstore, Robyn's Nest. For a great dessert try Insomnia Cookies. If we are in the area again, I will definitely try to stay with Sara & Pablo again! I highly recommend their place!

Little Blue House
Alex is a great host! Dog friendly places are hard to find and his place made my dog feel super comfortable. Love this place and definitely will be back.

California King Bed | Fast Wi-Fi | 75" Smart TV
It was a comfortable stay. Tons to do in the area. Can’t go wrong!

The Sunshine Spot
We stayed for a week. The house was spacious and clean, and the neighborhood felt very safe. It was close to the mall and any store you'd ever need. Richard was very responsive and helpful! Washer & dryer were great to have for a longer stay. Wifi and smart tv were great. Also was glad there was even a lead in the backyard for our dog!

Quiet cul-de-sac with huge fenced in backyard
Great experience. Tom is a great host , replies super fast and offers to help with anything needed , the house is spacious and everything is well kept.

Starved Rock - Fun Escape 2- Game Rooms-Art Studio
We had tons of fun here and wish we could have stayed much longer! The place was super cozy, spacious, and full of so many things to keep all of us busy. The best part for us were our movie nights, something we were really looking forward to and it brought the whole family together. This became a very memorable stay for the whole family. Two days are definitely not enough in this place!
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!

Ottawa Oasis. Billiards. Pool. King Bed!
It was a great stay for me and my son and his wife and my two grandsons. The boys loved all the games and us adults really liked the pool table. Didn't get to enjoy the pool while we were there cause it was too early in the season, but all in all a really nice place to relax. It's got everything you need there minus the food of course.Give it a shot you won't be disappointed.

Play in the Windy City and rest by the “606”
This airbnb would be good for 2 couplesnorna family of 4. The kitchen is verynfuntional, and the living space is open and quite large. Check in/out instructions are clear. Beau was very responsive.

Spacious 3 Floor Townhome
good place to stay. kid frendly. close to all activities y had planned

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
Definitely a great stay! October 1st and we were swimming! Decor is amazing! Tv was easy to figure out and had lots of options. We had a busy day before and after our stay so we used Michael’s pool house as a relaxing stay in between and it was perfect

Cozy Family 3BR Oasis: Park, Private Yard, & BBQ!
The location was perfect for us and our kids with the park right across the street, a grocery store, coffee and restaurants all within very close walking distance! The house was very clean, everything we needed and Kevin was very quick to respond and helpful when we thought one of the kids locked us out of the house! Would definitely recommend Kevin as a host and this was a great stay!
Private, pet-friendly home rentals

Short Drive to Hospitals/Airports/Downtown Chicago
The place was newly remodeled, very clean and organized. Everything in the apartment was well stocked and very livable, including Roku access to open your own subscriptions Hulu, Netflix, etc. Please be aware that the location is a basement with a relatively steep flight of stairs, with safety lips on the edges.

Newly-renovated historic home in Logan Square
Such a beautiful home walkable to some of the best restaurants and bars in Chicago, highly highly recommend staying here! We brought our 1 year old and it was the perfect home for us to feel at home.

Less is more! Pet friendly Tiny Home near Chicago!
Very cute tiny home. Had a lot of amenities including full bathroom, refrigerator/freezer, washer/dryer, and oven/stove which I haven’t seen in other tiny homes. Would recommend.

Dog Approved Country Suite
Lisa's place was nice very comfortable would definitely stay there again

The Country Life! Entire House.
Cathy was a great host, very responsive! House was great, it accommodated our family size perfect. The only thing in my opinion that was missing was washer and dryer access in the home. We were traveling with toddlers and couldn’t wash a load of clothes. But aside from that everything else was great.

a SIMPLE place
This was our first time staying at an Airbnb and it was a very pleasant experience. Place was very clean and we felt right at home. Steve was very responsive with the questions I had.

Home in the Woods!
We stayed here for my Bachelor Party. It was a golf trip, so having the Preserve at Oak Meadows right next door was great. Jazmin was responsive when we had a small issue with the code to get in. All-in-all a great place!

Spacious, Private basement level 2 Bedroom 1 Bath.
Margie is an excellent host and I highly recommend staying here!!! It was our first time in the area/Chicago and she was so helpful in so many ways. Super sweet & felt right at home. She also made us DELICIOUS brownies and gave us some cucumbers from her garden. The space was so clean and spacious and comfortable!!! And close to the train station!!!
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Oak Street Beach
- Shedd Aquarium
- Guaranteed Rate Field
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- 875 North Michigan Avenue
- Six Flags Great America
- The Field Museum
- Matthiessen State Park
- Wicker Park
- Lincoln Park Zoo
- Lincoln Park
- Museum of Science and Industry
- Willis Tower
- Chicago History Museum
- Brookfield Zoo
- Flossmoor Golf Club
- Skokie Country Club
- Garfield Park Conservatory
- Chicago Cultural Center
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