
Pet-friendly holiday rentals in Homewood
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Homewood
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Homewood pet-friendly home rentals
Pet-friendly house rentals

Chicago-ish Travels
He was very nice and accommodating for me and my family

Home in Glen Ellyn
The home was beautiful. And I love the master bedroom I felt like a queen walking into the room private bathroom. Big backyard. Everything was fabulous and next time I go back I will stay there again if available.

King Bed Suite, *Spacious Newly Remodeled House*
The is a fantastic Airbnb with details geared for families. We came to town for a wedding at the Jacob Henry Mansion which is located less than 10 minutes away from the home. Neighborhood was peaceful and the house was very cute and clean. We had some special requests and the hosts were wonderfully accommodating, responsive and helpful. I would absolutely stay here again. Thank you, James!

The Sunshine Spot
House is centrally located . Clean. Host was responsive. 100% recommend this property !

Cozy getaway in the city.
Juan was not only a great communicator but his home was beautiful and centrally located. If ever in the Chicago/Burbank area would definitely love to rent.

Beautiful , fully renovated
Elena was a very proactive and responsive host. Instructions and directions were accurate. The property was easy to find, clean and spacious. The extra bed on the lower level was prefect! Felt like 2 places in one. I would consider coming back again.

Modern River Cabin
Nicolas is always accommodating and makes me feel at home.

Nice, Private Ranch Home
It was an amazing stay. A cozy, clean and well located house. We felt right at home! Everything looked as the photos and description. Gracias por la hospitalidad y atención.
Pet-friendly home rentals with a pool

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

Munster hide away
Nice house with updates. We used all four bedrooms, so everyone had their own space. Kitchen and living room looked nice, but a bit cozy if everyone was in the space at the same time. There was a large breakfast nook/counter in the kitchen instead of a table. More dishes, mugs, etc. in the kitchen would have been nice. The coffee maker and provided K-cups were great! Would definitely stay again if it's available when we are in the area again.

Luxe Ranch & Spa, Euro Opulence, a 4-Season Oasis
We stayed on the third floor of the complex and enjoyed Matthew's attention to detail. He gave a lot of thought to all components of his property.

Pool House near the Indiana Dunes
This was a wonderful Airbnb. It was very clean and the decor was lovely. It was a short drive to Indiana Dunes State Park and restaurants in the area. Very convenient. We really enjoyed the heated pool and the dog friendly atmosphere. My dog loved the yard. Would 100% stay again if in the area.

Sentral Premium 2BR Apt South Loop Chicago
It was a great place to stay definitely felt like home! I went for the weekend and the restaurants around there were great. They communicated very well when I had questions and responded with good time. Thank you and I’ll see you next year! :)

Forest Park Oasis - Dog Friendly - Parks - the "L"
Excellent place to stay, easy access to highway, quick ride to downtown

Entire House With Pool - Backyard Beach Getaway
This home was super cozy for my big family. Everything was clean, comfortable, and the way it is set up makes you feel right at home. This home had everything we needed. TV’s, kitchen items, recommendations, and even fun family games and activities to do. Every time I visit the area I’ll be checking to see if it’s available. 10/10

The Keystone Ranch…The only house on the block!
Great stay! Loved the pool and lanai. Had fun playing the board games from the 80s and 90s. Great, well equipped kitchen - even a blender for smoothies! Linens were amazingly comfortable.
Private, pet-friendly home rentals

Upside Inn
It was a wonderful stay and was a very quiet peaceful area! The house was so cute and it was exactly what we needed!

Beverly Cottage Loft
From the moment we arrived, everything about this Airbnb was spot on. The listing was 100% accurate—from the layout and amenities to the beautiful decor and serene location. What you see in the photos is exactly what you get (and maybe even better in person). What truly made our stay stand out was the host’s genuine hospitality. They were incredibly responsive, proactive with communication, and went out of their way to make us feel at home. Thoughtful touches like a personalized welcome note, and real care for our comfort and experience. The place was spotless, well-stocked, and every detail had clearly been thought through. Whether you’re here for a weekend or a longer retreat, you’ll feel cared for and completely at ease. Highly recommend to anyone looking for a reliable, welcoming, and exactly-as-promised Airbnb stay!

Steps from the beach and a mile from National Park
Simply beautiful! My daughter ( 7 year old) and my goddaughter ( 5 year old) enjoyed themselves! We loved the layout, beautiful scenery, spacious rooms, the updated amenities, the spa bathtub and the outdoor patio swing is amazing! This house is somewhere you can relax and rewind, enjoy yourself and feel safe at! Angie, is the best! I recommend you stay at Angie’s beach house! You will love this house!!!!!!

University of Chicago Condo-Upgraded and Spacious
I had a wonderful stay! The place was exactly as described—clean, cozy, and in a great location. The host was super friendly and responsive, which made the whole experience smooth and welcoming. I especially appreciated the thoughtful touches like I’d definitely stay here again and highly recommend it to others!

NEW Jade Haven in Berwyn/Riverside
I would totally stay again! Location is close to the mall and other stores. Very convenient, clean and modern style. Parking is also convenient! Will totally stay again when I visit!

Townhome Near Munster/Hospital/BP Refinery
The duplex is extremely clean, with comfy beds, a deep tub/shower and updated bathroom, and nice dining and living room area. The hosts are proactive with instructions and very kind. Thete is a garage you can use for parking and the residential neighborhood is quiet and yet close to major roads and businesses. We visited for several days and had a great stay.

Camp Phoenix
Even though it was in between bigger Apartment buildings it was very quiet and peaceful. I was worried my dog wouldn’t react well to hers, and she did a great job of keeping her dog separated. Lovely stay.

On Walden Lake
This place was perfect. Wish we had needed it longer to cook out and enjoy the back yard more. Host was super quick to respond with anything we asked. Perfect location for new baseball/softball complex less than ten minutes down the road. Had everything you needed and tons of space. Very cute town as well!!
Quick stats about holiday rentals that are pet-friendly in Homewood
Total rentals
20 properties
Nightly prices starting at
$103 SGD before taxes and fees
Total number of reviews
370 reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Destinations to explore
- Downtown Chicago Holiday rentals
- Lake Geneva Holiday rentals
- West Side Holiday rentals
- North Side Holiday rentals
- South Bend Holiday rentals
- South Haven Holiday rentals
- South Side Holiday rentals
- Lake Michigan Beach Holiday rentals
- Evanston Holiday rentals
- West Lafayette Holiday rentals
- New Buffalo Holiday rentals
- Chicago Holiday rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- 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
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Chicago Cultural Center
- Medinah Country Club
- The Beverly Country Club
- Promontory Point