Pet-friendly holiday rentals in Homewood

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Homewood pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Dyer
5 out of 5 average rating, 11 reviews

Chicago-ish Travels

ChondraRating, 5 stars1 day ago
He was very nice and accommodating for me and my family
Guest favourite
Home in Glen Ellyn
4.91 out of 5 average rating, 154 reviews

Home in Glen Ellyn

KatharynRating, 5 stars1 week ago
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.
Guest favourite
Home in Joliet
4.97 out of 5 average rating, 117 reviews

King Bed Suite, *Spacious Newly Remodeled House*

CaitlinRating, 5 stars2 weeks ago
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!
Superhost
Home in Bolingbrook
4.92 out of 5 average rating, 133 reviews

The Sunshine Spot

AlRating, 5 stars1 week ago
House is centrally located . Clean. Host was responsive. 100% recommend this property !
Guest favourite
Home in Burbank
4.83 out of 5 average rating, 23 reviews

Cozy getaway in the city.

CynthiaRating, 5 stars1 week ago
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.
Guest favourite
Home in Riverdale
4.91 out of 5 average rating, 66 reviews

Beautiful , fully renovated

LisaRating, 5 stars6 days ago
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.
Guest favourite
Home in Custer Park
4.91 out of 5 average rating, 93 reviews

Modern River Cabin

DonnaRating, 5 stars1 week ago
Nicolas is always accommodating and makes me feel at home.
Guest favourite
Home in Montgomery
4.87 out of 5 average rating, 140 reviews

Nice, Private Ranch Home

Anny SRating, 5 stars1 week ago
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

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 Munster
5 out of 5 average rating, 11 reviews

Munster hide away

ChristopherRating, 5 stars5 months ago
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.
Guest favourite
Flat in Logan Square
4.98 out of 5 average rating, 103 reviews

Luxe Ranch & Spa, Euro Opulence, a 4-Season Oasis

BriantRating, 5 stars1 week ago
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.
Top guest favourite
Home in Chesterton
4.98 out of 5 average rating, 44 reviews

Pool House near the Indiana Dunes

DanaRating, 5 stars2 weeks ago
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.
Superhost
Flat in The Loop
4.67 out of 5 average rating, 311 reviews

Sentral Premium 2BR Apt South Loop Chicago

YvetteRating, 5 stars2 weeks ago
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! :)
Superhost
Townhouse in Forest Park
5 out of 5 average rating, 4 reviews

Forest Park Oasis - Dog Friendly - Parks - the "L"

MeghanRating, 5 stars1 day ago
Excellent place to stay, easy access to highway, quick ride to downtown
Superhost
Home in Miller
4.83 out of 5 average rating, 36 reviews

Entire House With Pool - Backyard Beach Getaway

CrystalRating, 5 stars6 months ago
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
Guest favourite
Home in Michigan City
4.89 out of 5 average rating, 38 reviews

The Keystone Ranch…The only house on the block!

KedraRating, 5 stars2 days ago
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

Top guest favourite
Flat in Bourbonnais
4.96 out of 5 average rating, 23 reviews

Upside Inn

AbigailRating, 5 stars2 weeks ago
It was a wonderful stay and was a very quiet peaceful area! The house was so cute and it was exactly what we needed!
Guest favourite
Flat in Beverly
4.95 out of 5 average rating, 75 reviews

Beverly Cottage Loft

SateriaRating, 5 stars2 days ago
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!
Top guest favourite
Home in Miller
4.96 out of 5 average rating, 90 reviews

Steps from the beach and a mile from National Park

ToyaRating, 5 stars1 week ago
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!!!!!!
Guest favourite
Apartment in Woodlawn
5 out of 5 average rating, 39 reviews

University of Chicago Condo-Upgraded and Spacious

TiaraRating, 5 stars1 month ago
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!
Superhost
Flat in Berwyn
5 out of 5 average rating, 3 reviews

NEW Jade Haven in Berwyn/Riverside

ChristianRating, 5 stars2 months ago
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!
Superhost
Townhouse in Munster
4.67 out of 5 average rating, 9 reviews

Townhome Near Munster/Hospital/BP Refinery

DavidRating, 5 stars2 weeks ago
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.
Guest favourite
Campsite in Richton Park
4.8 out of 5 average rating, 91 reviews

Camp Phoenix

JessicaRating, 5 stars1 week ago
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.
Superhost
Home in Manteno
4.88 out of 5 average rating, 16 reviews

On Walden Lake

MackenzieRating, 5 stars2 weeks ago
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

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  5. Homewood
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