Pet-friendly holiday rentals in Montgomery

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Montgomery pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in North Park
4.96 out of 5 average rating, 173 reviews

Chicago River House -BBQ Oasis now open!

ThomasRating, 5 stars6 days ago
Even more spacious than in the photos! Well-kept place, with a fully stocked kitchen, projector, BOSE speaker, and great backyard. Double shower in the master bedroom, and strong water pressure. Entry is easy with a code. Finally, the host is VERY accommodating, flexible, and responsive. Recommended!
Top guest favourite
Home in Batavia
5 out of 5 average rating, 67 reviews

Bliss in Batavia near the Fox River

MarkRating, 5 stars3 weeks ago
The house had a lot of space for our five adults and two little children, so we could give the kids space to play and sleep without being disturbed. The location was close to downtown and easy to get to. Mark was easy to communicate with and very responsive. Would stay here again.
Guest favourite
Home in Naperville
4.87 out of 5 average rating, 132 reviews

Home away from home

MarenRating, 5 stars1 month ago
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.
Top guest favourite
Home in Geneva
5 out of 5 average rating, 33 reviews

Perfect little paradise

DavidRating, 5 stars3 weeks ago
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.
Top guest favourite
Home in Elgin
5 out of 5 average rating, 24 reviews

Little Blue House

ErikRating, 5 stars3 weeks ago
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!
Top guest favourite
Home in Berwyn
4.99 out of 5 average rating, 146 reviews

Retro Modern Bungalow | fire pit | free parking

JenniferRating, 5 stars2 days ago
This exquisite MCM GEM in Berwyn was the perfect home base for us while visiting Chicago. Every corner is curated with unique and authentic MCM touches, all with the contemporary creature comforts one could want and then some. Everything was sparkling clean and April was a superb host. We hope to come again, & highly recommend!!
Guest favourite
Home in Westmont
4.9 out of 5 average rating, 87 reviews

Chic Cottage close to Metra large enclosed yard.

ThomasRating, 5 stars4 weeks ago
The house was great for what we needed. Small house in a very quiet and neat neighborhood. Thanks for allowing us to stay.
Guest favourite
Home in Bartlett
5 out of 5 average rating, 16 reviews

Basement Suite

MattRating, 5 stars3 weeks ago
Blesson was a pleasure to meet. He was very easy to talk to and accommodating for us. The unit itself was very clean. Staying in the basement suite was not a problem. Basically it felt like an in-law apartment. The neighborhood is very nice. We have family that lives there and I am very familiar with it. It is very appealing and very safe. We were comfortable with our stay. We would stay there again if our situation needed.

Pet-friendly home rentals with a pool

Guest favourite
Home in Highland Park
4.91 out of 5 average rating, 145 reviews

2-Acre Highland Park Retreat with Heated Pool ~ 5*

MaryRating, 5 stars2 weeks ago
We had a great stay overall. From start to finish, Kailash was extremely helpful, friendly and responsive. We needed a long-term stay with 2 big dogs, and this house worked great for us. We didn't get to use the pool much because the weather didn't cooperate, but the pool and patio area are gorgeous. The location is great, close to everything - grocery stores, restaurants, etc. There is a trail behind the house (accessible through a gate in the back yard), and it leads to a beautiful and huge forest preserve - beautiful for walks/hikes in the woods! The kitchen was a great space for us, and it had everything we might need for cooking, etc. The house was very comfortable for our family, and we would come again. Thank you, Kailash!
Guest favourite
Home in Ottawa
4.93 out of 5 average rating, 72 reviews

Ottawa Oasis. Billiards. Pool. King Bed!

MagdalenaRating, 5 stars1 week ago
Great place for multiples families with kids. The layout was perfect. Kids were happy, and parents were able to relax.
Guest favourite
Flat in The Loop
4.95 out of 5 average rating, 42 reviews

Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool

MatildaRating, 5 stars1 month ago
Stayed here for my girls trip and it was a super convenient location! It was our first time visiting Chicago, and it was perfect. Had the most beautiful view we loved the private patio. Beds were all comfy and the hosts were extremely communicative the entire stay. Would definitely stay again!
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
Flat in The Loop
4.8 out of 5 average rating, 10 reviews

South Loop | Rooftop With In & Out Parking | 1

NilimaRating, 5 stars1 week ago
Elegant furnishings & easy check-in & check-out. Good neighbour hood
Guest favourite
Flat in The Loop
5 out of 5 average rating, 5 reviews

Luxury 3 Bed w/ Gym, Pool, Parking, Game Rm & More

CarolRating, 5 stars1 week ago
We had a great stay! The place was exactly as shown in the listing—clean, comfortable, and well-equipped. We had some minor issues with the digital locks, but the host was always very quick and helpful in resolving them. Overall, a very positive experience and we’d definitely recommend it!
Guest favourite
Home in Crystal Lake
5 out of 5 average rating, 6 reviews

In Ground Pool, Full Ranch Home

MarkRating, 5 stars3 days ago
Great place and easy to work with.
Superhost
Flat in West Town
4.85 out of 5 average rating, 75 reviews

Penthouse near Fulton Market: 3BR Luxury

JuanRating, 5 stars1 month ago
The view alone is very much worth the price

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 !!!!
Top guest favourite
Home in Wilmington
4.97 out of 5 average rating, 62 reviews

Waterfront dog friendly 3 bedroom home w/game room

KarenRating, 5 stars1 month ago
Great vacation with our dogs. Couldn’t be any more dog friendly and pretty human friendly too. Great place to relax and reset. We really enjoyed being in the treetops with all of the wild life. Can’t wait to come back in the summer to float down the river. Book today, you will not be sorry.
Guest favourite
Home in Batavia
5 out of 5 average rating, 5 reviews

Charming Guest House on Farm

AnnaRating, 5 stars5 months ago
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.
Top guest favourite
Townhouse in Hoffman Estates
4.97 out of 5 average rating, 33 reviews

Game Room | Exercise Area | Firepit | Sanitized

Abdul AhadRating, 5 stars1 week ago
★★★★★ 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!
Top guest favourite
Flat in Lockport
4.96 out of 5 average rating, 72 reviews

Full Kitchen, Near Hwy, Parking Nearby, Work Desk

MaiaRating, 5 stars2 weeks ago
Gus was extremely helpful and the place was beautiful! I would definitely stay here again!
Top guest favourite
Home in DeKalb
5 out of 5 average rating, 37 reviews

Duplex in Dekalb, IL

MichaelRating, 5 stars1 month ago
Exactly as described. The home was easy to find, great instructions for checking in, and very clean.
Superhost
Tiny home in Morris
4.89 out of 5 average rating, 9 reviews

Cozy Tiny Home, LG Fenced yard add RV Brisbon/ 80

Bobbi JoRating, 5 stars1 month ago
We stayed for 6 weeks for work. Fenced in yard worked out great for our pup!
Superhost
Flat in Wilmington
4.86 out of 5 average rating, 42 reviews

River Retreat- Studio C

JosephRating, 5 stars6 days ago
We really loved Dawns cozy place along the river. Fairly priced little haven with some comforts of home. Thanks again Dawn and will see you again : )

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