Pet-friendly vacation 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 favorite
Home in Naperville
4.87 out of 5 average rating, 130 reviews

Home away from home

JordanRating, 5 stars1 month ago
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.
Top guest favorite
Home in DeKalb
4.94 out of 5 average rating, 271 reviews

Cozy home in front of the park and close to NIU

CristiRating, 5 stars2 months ago
The house was perfect for what we needed for a quick weekend visit.
Top guest favorite
Home in Elgin
5 out of 5 average rating, 22 reviews

Little Blue House

BriannaRating, 5 stars3 months ago
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.
Top guest favorite
Home in DeKalb
5 out of 5 average rating, 33 reviews

Duplex in Dekalb, IL

ElizabethRating, 5 stars4 months ago
Really enjoyed staying at Elizabeth's Moluf St duplex! Great open layout, comfortable furnishings, large fenced yard perfect for dog, thoughtful appliances and amenities. Really love parking in attached garage!! I've stayed here before and hope to stay here again. Thanks!
Guest favorite
Home in Naperville
4.89 out of 5 average rating, 125 reviews

California King Bed | Fast Wi-Fi | 75" Smart TV

NathanRating, 5 stars2 weeks ago
It was a comfortable stay. Tons to do in the area. Can’t go wrong!
Superhost
Home in Bolingbrook
4.92 out of 5 average rating, 130 reviews

The Sunshine Spot

SavahannahRating, 5 stars2 weeks ago
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!
Top guest favorite
Home in Chicago Ridge
4.93 out of 5 average rating, 123 reviews

Quiet cul-de-sac with huge fenced in backyard

MichaelRating, 5 stars3 weeks ago
Absolutely loved staying here. Tom was an awesome host. He has very detailed instructions throughout the house for everything from connecting to the WiFi to how the individual tvs work. The couch in the living room is stupid comfortable and the master bedroom was cool and dark. 10/10 would stay here again
Superhost
Home in Wood Dale
4.76 out of 5 average rating, 160 reviews

Excellent Location for Vacation or Business Stays.

JamesRating, 5 stars3 months ago
This was our second stay at Rita’s and we found it very accommodating and great of an experience as our last visit. The neighborhood is in a great location and it is cozy and quiet. The property was extremely clean. We would be happy with staying here again in the future.

Pet-friendly home rentals with a pool

Apartment in Naperville
4.61 out of 5 average rating, 23 reviews

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

TomRating, 5 stars11 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 Schaumburg
4.71 out of 5 average rating, 7 reviews

Spacious 3 Floor Townhome

MelissaRating, 5 stars2 weeks ago
This spot is awesome. Close to the mall and lots of places to eat and things to do. Very spacious tri level. Free Parking on premises. Lots of room for people to sleep very spacious. Comfy couches. The bed I had was great. Our venue was very close for the event we attended we will be back!
Apartment in Des Plaines
4.86 out of 5 average rating, 44 reviews

Comfortable/Free Parking/Close to O'Hare & Chicago

CalebRating, 5 stars1 week ago
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!
Superhost
Condo in Ottawa
5 out of 5 average rating, 3 reviews

Harbor Inn- The Oriole Suite

DanielRating, 5 stars1 month ago
The place was clean and just as it was described.
Home in Ottawa
4.62 out of 5 average rating, 13 reviews

Casa Azul

KarlaRating, 5 stars6 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.
Place to stay in River Forest
5 out of 5 average rating, 12 reviews

Long term rental-Delightful one bdrm pool house

JenniferRating, 5 stars31 months ago
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
Cabin in New Lenox
4.58 out of 5 average rating, 66 reviews

Your favorite vacation spot

ClayvionRating, 5 stars1 week ago
A nice quiet calm getaway perfect for friends or family
Guest favorite
Home in Schaumburg
4.95 out of 5 average rating, 20 reviews

Paradise 4BR w/ Pool & Games

JasonRating, 5 stars7 months ago
We really enjoyed our stay at this beautiful home. It is close to everything. The place is clean and very organized. Lily and Nathan has been wonderful and very responsive and communicated well with us. I definitely recommend this place when you visit Schaumburg. Thank you guys for everything.

Private, pet-friendly home rentals

Guest favorite
Home in Schaumburg
4.93 out of 5 average rating, 54 reviews

Eclectic Ranch Home with Large Private Fenced Yard

YvonneRating, 5 stars2 months ago
This was a really awesome home for us for close to 5 weeks during January 2025. The house is exactly like the photos. It is spotlessly clean and has everything to make life comfortable and like a home away from home. Its in a peaceful, super quiet neighbourhood. Bonus for me was the workspace since I worked from the house M-F. This area is quiet and separate from the rest of the house with an excellent sit/stand desk. Many thanks to Veronica who is a wonderful host. Super appreciative of how well this suited our needs.
Top guest favorite
Home in Worth
5 out of 5 average rating, 16 reviews

3 x Queen Beds + Pull Out Sofa Bed - No Stairs !

SawsanRating, 5 stars3 weeks ago
Amazing house and location. Great host. Highly recommend.
Guest favorite
Home in Romeoville
5 out of 5 average rating, 11 reviews

Rejuvenate: 4BR, fenced yard

Fredy JavierRating, 5 stars5 months ago
The only thing I didn’t like was the smart lock due to having to download an app and creating an account , there is not an exterior pic of the place and the floor was to noise when walking, I would wake up in the middle of the night from my roommates waking up to the toilet or early in the morning . But everything else was perfect.
Guest favorite
Apartment in Marseilles
4.86 out of 5 average rating, 285 reviews

Dog Approved Country Suite

GusRating, 5 stars2 weeks ago
Lisa's place was nice very comfortable would definitely stay there again
Guest favorite
Townhouse in Hoffman Estates
4.91 out of 5 average rating, 337 reviews

a SIMPLE place

KaitlinRating, 5 stars1 day ago
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!
Superhost
Home in Wood Dale
5 out of 5 average rating, 4 reviews

Home in the Woods!

MaikoRating, 5 stars1 week ago
We had such a wonderful time at Jazmin Airbnb. The place was clean and smell great! She was very responsive and we had no issue with checking into our Airbnb. Thank you for being such a great host!
Superhost
Home in Glenview
5 out of 5 average rating, 19 reviews

Delightful Cozy Home

Jason LawrenceRating, 5 stars1 month ago
We love this home for our family get togethers! The home is always spotless and the living room is perfect for board games!
Guest favorite
Home in Schaumburg
4.93 out of 5 average rating, 90 reviews

Pet-Friendly Sunny 3BR Near Woodfield & Downtown

JasonRating, 5 stars2 weeks ago
Beautiful place with lots to do around the area. Diana was very responsive and flexible when I had to extend the stay an extra day. Great host, great place

Destinations to explore