
Pet-friendly vacation rentals in Montgomery
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Montgomery
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Montgomery pet-friendly home rentals
Pet-friendly house rentals

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
The house was perfect for what we needed for a quick weekend visit.

Warm and comfortable inviting Suburban home !
very nice and responsive house great peaceful calm area just a little bit far from the city with traffic otherwise wonderful stay, plan to book again !

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
Tom and his dog Bear... were great!! Beautiful home and great area. A lot of places that we wanted to go to were close by will definitely come again. Thank for having such a welcoming home.

Starved Rock - Fun Escape 2- Game Rooms-Art Studio
We had an absolutely wonderful stay here. There was so much to do and this was the perfect meeting place for three couples from different states to have a reunion! We had two small children, ages 4 and 6 and there was so much for them to do. Theresa was so thoughtful in the details for this place. From the art studio to the snacks to coffee, we felt right at home! Thank you for a wonderful stay, we can’t wait to come back!!

Main St Abode, an Ottawa Family Retreat Property
Hosts were very responsive to issues that arose and compensated (of their own accord, I didn’t ask) for the inconvenience that occurred. An inconvenience out of their control. Nice people, answered my 101 questions, as it was my very first Air bnb experience. My only thing was that it was not advertised that there were stairs and all beds and the only bath were upstairs. My son is handicapped so it made it very difficult getting him up and down the 16-17 stairs. Otherwise it’s definitely a very cute place! Our animals (more than 1) were allowed, which is kind of a hard thing to find these days in all honesty. I just don’t recommend this particular property of theirs for anyone with a handicap. They do have others! All in all, definitely a great first time experience for my kids and I!
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
My spouse and I couldn't of had a better weekend without Alex's listing! Everything was as Alex had described it in the post. It was close to restaurants, grocery stores and entertainment needs. Alex made it easy check in and check out. We would definitely recommend this place to any couple or small family.

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!

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!
This place is a great location for almost anything one would like to do in Chicago. Close to train lines, plenty of surrounding restaurants and grocery stores, and parking was a breeze. Also Kevin was a wonderful host and this apartment was exactly what I needed for the stay.

Your favorite vacation spot
A nice quiet calm getaway perfect for friends or family
Private, pet-friendly home rentals

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.

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.

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 is the 2nd time I've stayed here, and it is always exactly what I need. The space is great, the neighborhood is safe, and there's a Lou Malnatis and Portillos within a 15 min drive. Will definitely stay again!

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!

𓃥Wicker Cozy Corner w/Parking on site
This was one of my fave stays with Airbnb. Hien's place is cute and comfortable and close to so many great things to do. Hien is very thoughtful in all the details in the home including a locked shed to store luggage before check in / after check out. Highly recommend.
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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
- Lincoln Park Zoo
- Lincoln Park
- Wicker Park
- Museum of Science and Industry
- Chicago History Museum
- Willis Tower
- Brookfield Zoo
- Flossmoor Golf Club
- Skokie Country Club
- Garfield Park Conservatory
- Chicago Cultural Center