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

Superhost
Home in Chesterton
4.8 out of 5 average rating, 288 reviews

South Shore Studio Apartment {National Park}

KathrynRating, 5 stars1 week ago
Cozy, fun little spot for an overnight! Great access to Michigan City, New Buffalo, Dunes, etc. Adorable dogs. Great vibes all around!
Superhost
Home in Michigan City
4.81 out of 5 average rating, 21 reviews

Soak & Sun | Hot Tub • Huge Deck • Beach Steps

TavarisRating, 5 stars1 week ago
It was nice,peaceful and definitely will come again for few days
Top guest favourite
Home in Elgin
5 out of 5 average rating, 22 reviews

Little Blue House

BriannaRating, 5 stars4 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.
Guest favourite
Home in Momence
4.96 out of 5 average rating, 167 reviews

Riverfront Oasis: Parks+ Kayaks+Relaxation Await!

EugeniaRating, 5 stars1 week ago
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!!!!
Guest favourite
Home in Batavia
5 out of 5 average rating, 8 reviews

Charming Comfy Home

ShawnRating, 5 stars1 month ago
Sharron and her family were extremely accommodating. I highly recommend her home for a quiet spacious and comfortable stay.
Guest favourite
Home in Michigan City
4.95 out of 5 average rating, 245 reviews

Cozy House near Beach, Casino, Outlets, & Hiking

CraigRating, 5 stars8 months ago
Cozy place, friendly hosts, great communication, exactly as described.
Guest favourite
Home in Chesterton
4.91 out of 5 average rating, 120 reviews

Downtown Chesterton "Grant-Cottage"

KristinaRating, 5 stars2 weeks ago
Was a perfect weekend get away to visit with friends and the area!
Guest favourite
Home in Lake Zurich
4.9 out of 5 average rating, 21 reviews

Quiet 3 BR house Roku, Office with printer

AashutoshRating, 5 stars3 weeks ago
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

Guest favourite
Flat in New Buffalo
4.88 out of 5 average rating, 16 reviews

Private 2 Bed/2 Bath Cottage, Pool, Beach Access

LauraRating, 5 stars8 months ago
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.
Superhost
Home in Michigan City
4.85 out of 5 average rating, 52 reviews

Vip! 4BD 5 min to Lake, W pool heater.

LeslyRating, 5 stars6 months ago
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 !
Guest favourite
Home in Michiana Shores
4.94 out of 5 average rating, 96 reviews

Splash (Pool! Hot Tub!) at Aqua House by the Lake

KatrineRating, 5 stars1 week ago
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.
Superhost
Townhouse in Chesterton
4.77 out of 5 average rating, 30 reviews

South Shore Escape

CarlosRating, 5 stars7 months ago
Everything was close more than enough room . Close to Chicago about a hour. Most definitely getting it again.
Guest favourite
Home in Munster
5 out of 5 average rating, 10 reviews

Munster hide away

ChristopherRating, 5 stars4 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
Home in Chesterton
4.98 out of 5 average rating, 40 reviews

Pool House near the Indiana Dunes

KrishnaRating, 5 stars7 months ago
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!
Superhost
Home in Michiana Shores
4.77 out of 5 average rating, 13 reviews

Private Heated Pool and Pet Friendly!

RichardRating, 5 stars19 months ago
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.
Superhost
Home in Miller
4.83 out of 5 average rating, 36 reviews

Entire House With Pool - Backyard Beach Getaway

CrystalRating, 5 stars5 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

Private, pet-friendly home rentals

Superhost
Cottage in Grand Beach
4.81 out of 5 average rating, 16 reviews

Blocks To Beach Golf Tennis Park & Lake MI Sunsets

HaleyRating, 5 stars9 months ago
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.
Superhost
Home in Aurora
4.83 out of 5 average rating, 65 reviews

Family home on fescue

Dee DeeRating, 5 stars1 month ago
We loved it and we come to Aurora a few times a year. We will definitely be staying again.
Superhost
Guest suite in Lincoln Park
4.78 out of 5 average rating, 9 reviews

The Hidden Beach House

MarshaRating, 5 stars5 days ago
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.
Guest favourite
Townhouse in Michigan City
4.95 out of 5 average rating, 41 reviews

NEW! Lake Michigan Stay Hot Tub Fire Pit Sleeps 10

DillonRating, 5 stars1 week ago
We had a ton of fun at my bachelor party! This location and amenities was perfect for six people!
Superhost
Tiny home in Morris
4.86 out of 5 average rating, 7 reviews

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

BarbaraRating, 5 stars5 months ago
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.
Top guest favourite
Home in Chicago Ridge
4.94 out of 5 average rating, 124 reviews

Quiet cul-de-sac with huge fenced in backyard

JazzmenRating, 5 stars3 weeks ago
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.
Guest favourite
Flat in Wilmette
4.84 out of 5 average rating, 134 reviews

Downtown Wilmette Micro Studio

Maria ConceicaoRating, 5 stars3 months ago
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.
Superhost
Flat in Michigan City
4.75 out of 5 average rating, 80 reviews

HotTub/Beachfront/Steam/Gameroom/Pets/MassageChair

AlexisRating, 5 stars1 week ago
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

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  2. United States
  3. Illinois
  4. Cook County
  5. Homewood
  6. Pet-friendly rentals