
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

South Shore Studio Apartment {National Park}
Cozy, fun little spot for an overnight! Great access to Michigan City, New Buffalo, Dunes, etc. Adorable dogs. Great vibes all around!

Soak & Sun | Hot Tub • Huge Deck • Beach Steps
It was nice,peaceful and definitely will come again for few days

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.

Riverfront Oasis: Parks+ Kayaks+Relaxation Await!
Magical place!!! Beautiful community! We just loved staying in the River here with our dog! Rhiannon was the best hostess. This place is stocked to the nines with linens dishes, bowls, pots, pans. You name it! We were able to enjoy the river and. The park is right next door so it was perfect walking my dog! The perennial blooms were making a show when we were here so again. Just a magical place! We will be back for sure. Thank you so much to the Ford's for doing it right!!!!

Charming Comfy Home
Sharron and her family were extremely accommodating. I highly recommend her home for a quiet spacious and comfortable stay.

Cozy House near Beach, Casino, Outlets, & Hiking
Cozy place, friendly hosts, great communication, exactly as described.

Downtown Chesterton "Grant-Cottage"
Was a perfect weekend get away to visit with friends and the area!

Quiet 3 BR house Roku, Office with printer
It was nice, quiet and peaceful place. Great place to relax and unwind. Loved my stay, the house had a very homey feel to it.
Pet-friendly home rentals with a pool

Private 2 Bed/2 Bath Cottage, Pool, Beach Access
Very beautiful and peaceful place to stay. Love the common areas and pool too. We didn’t want to leave. Will definitely stay there again.

Vip! 4BD 5 min to Lake, W pool heater.
Stayed there for almost a month never had a problem really clean and a quiet neighborhood I’ll definitely stay there again and the host responds very quickly 100% recommend this house !

Splash (Pool! Hot Tub!) at Aqua House by the Lake
We had such a wonderful weekend getaway at this property. Very close to the beach along with the hot tub and fire pit it made for the perfect vacation. Inside was cosy and welcoming. There is a little pizza place down the road. Lots of beautiful nature preserves to go hiking and we stopped off at 3 Oaks for a fantastic lunch. Thank you for helping us have the perfect Easter and for all your great communication and flexibility.

South Shore Escape
Everything was close more than enough room . Close to Chicago about a hour. Most definitely getting it again.

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.

Pool House near the Indiana Dunes
We had a great stay!! The house was perfect for the five of us and our dog, with enough space for all of us to feel comfortable. The bathrooms were clean and the kitchen was well stocked. The pool was the best part! Melissa was super prompt when it seemed like the heat to the pool wasn’t running and we were back in there in no time - the heated water was perfect for this fall weather! We also tried some of the recommended spots and overall, this was exactly the quick getaway we needed!

Private Heated Pool and Pet Friendly!
We enjoyed our stay with our son and his family. The house, yard and pool were perfect for our grandson and their two dogs. The neighborhood was very quiet and walkable. Our only possible concern was the lack of communication about the lawn being mowed and the pool being serviced on the Friday of our stay. It would have been nice to know so we could have had the dogs inside before people came into the yard.

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
Private, pet-friendly home rentals

Blocks To Beach Golf Tennis Park & Lake MI Sunsets
Great location in adorable Grand Beach! A true old school Beach house perfect for our extended family. Just steps to the beach and a short drive to New Buffalo. We loved it and will be back. Chris was super responsive when we had questions and an issue with the door lock.

Family home on fescue
We loved it and we come to Aurora a few times a year. We will definitely be staying again.

The Hidden Beach House
The hidden beach house is a lovely place to stay if you are a couple that just wants to get away from everything or if you are like us my daughter and I who came to town and just basically needed a place to sleep and shower. It’s a very small space but it is Clean and quiet thought it was gonna be two rooms but it was not but it wasn’t the hosts mistake. It was mine because I didn’t read the description correctly. The parking garage is about a block and a half down on the main street and it is $38 per day if you try to park on the street and you don’t have a parking permit the people that do have a permits can have you towed so you can play it safe and just pay for the parking or you tried to park on the street and hope nobody towed your car at your expense. Also, you do share a water heater with the rest of the units so be mindful of when you’re getting up and taking a shower so you don’t have a nice cold shower unless that’s what you prefer. And there is so much to do.

NEW! Lake Michigan Stay Hot Tub Fire Pit Sleeps 10
We had a ton of fun at my bachelor party! This location and amenities was perfect for six people!

Cozy Tiny Home, LG Fenced yard add RV Brisbon/ 80
The listing doesn’t do this place justice. It was so very very clean, well appointed including an iron and ironing board which wasnt mentioned in the listing. Quiet and safe neighborhood. Plenty of hot water and more than enough bath towels and wash cloths. Shower gels and shampoos provided. Well appointed kitchen and freezer full of ice. The bed was so comfortable I overslept every morning. Super easy check in and out. I’m going to mention again the cleanliness of the place - on a scale of 1 to 10 it was a 20. I highly recommend this place.

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.

Downtown Wilmette Micro Studio
Anna and Chris are great host. I am very happy to find her place I definitely recommend. I had great time and I appreciate the patience and guidance as I need a lot.

HotTub/Beachfront/Steam/Gameroom/Pets/MassageChair
Fantastic stay for any type of personal whether you are outdoors or someone who enjoys curling up with a good book. The amenities accommodated everything you could want to do
Quick stats about holiday rentals that are pet-friendly in Homewood
Total rentals
20 properties
Nightly prices starting at
£60 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
- Lake Michigan Beach Holiday rentals
- South Side Holiday rentals
- South Haven Holiday rentals
- Evanston Holiday rentals
- West Lafayette Holiday rentals
- Michigan City 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
- United Center
- Navy Pier
- Shedd Aquarium
- Guaranteed Rate Field
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- 875 North Michigan Avenue
- Lincoln Park Zoo
- Museum of Science and Industry
- The Field Museum
- Wicker Park
- Chicago History Museum
- Willis Tower
- Flossmoor Golf Club
- Brookfield Zoo
- Lincoln Park
- Skokie Country Club
- Garfield Park Conservatory
- Chicago Cultural Center
- Promontory Point
- Washington Park Zoo
- Olympia Fields Country Club