House Sitting in Bridgeport, Chicago

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
1. Ivana

College student who loves dogs!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Ivana is wonderful! She took good care of my dog Finn and provided me with a lot of updates and communication. This was my first time using Rover and I'm v... (more)"

2. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

22 repeat clients

"Edilberto was great with Shadow from the first moment. We found a really happy dog when we returned. Edilberto was also really accomodating with out late hou... (more)"

3. Allison

Certified Veterinary Technician

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits

8 repeat clients

"Allison is an absolute pro! This was our first time using Rover and we were so fortunate to get Allison. She not only took fantastic care of our high energy ... (more)"

4. Dee

Hyde Park Dog Lover

Kenwood, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Dee is THE best doggie caretaker I’ve ever encountered! She truly loves dogs and is responsible and fun. My dog has a Fitbark so I can track her steps and I ... (more)"

Confirmed Memorial day Availability
5. Alex

We'll exercise play safly and enjoy

Hyde Park, Chicago, IL, 60615

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"I know Alex has a great experience from past dog walking jobs he had and from taking care of his families dogs. Alex is very energetic and the dogs enjoy it ... (more)"

6. Margarita

I love pups of all ages and sizes!

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Margarita is one of the most responsible people I know. She is very patient, reliable, and is one of the nicest people you will have the pleasure of working ... (more)"

7. Addie

22, responsible, good communicator

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Addie did a great job taking care of our young puppy for four nights. She was great with his schedule and sent me regular updates. She really seemed to enjoy... (more)"

8. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

23 repeat clients

"Payal was excellent--took great care of my babies and was very communicative, which I appreciated. I would absolutely recommend her and book again! (more)"

9. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"Karolina was such a great over night sitter for our dog Forrest while we went on a long weekend vacation. I did not have to worry one bit about our dog while... (more)"

10. Tara

Care for your dog like my own

Bridgeport, Chicago, IL, 60616

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Tara is a wonderful and caring walker. She has walked and dog-sat my pup Biggie for the past 5 months and treats him like her own. I get pictures and updates... (more)"

11. Schuyler

I'll sing to your dog as we walk!

South Lawndale, Chicago, IL, 60608

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Schuyler has been walking my PUPPIES 2x a day since December! Even in the frigid weather he got them booted up & out! Not an easy task. He’s reliable & cari... (more)"

12. Tyler

A day w/ a dog is a day well spent

Loop, Chicago, IL, 60605

House Sitting, Dog Walking

1 repeat client

"Tyler was awesome and so sweet! Our puppy loved her and I will definitely be rebooking again! (more)"

13. Morgan

Puppy and dog loving PT student

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

"No one loves pets quite like Morgan! She is compassionate, kind, and I have no doubt she would care for your pet as if it were her own (more)"

14. Rachel

College student loves dogs!

Douglas, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Rachel was great to work with. Rachel stayed at my house for the weekend and took very good care of Chloe. She very responsive when I had questions. She was ... (more)"

15. Morgan

I love dogs & dogs love me!

Lower West Side, Chicago, IL, 60608

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"I would highly recommend Morgan as she has taken care of my dog on several occasions and he just adores her. She treats your dog as if they were her own givi... (more)"

Confirmed Memorial day Availability
16. Gustavo

Always ready to help

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Gus has been watching my pets for years and treats them like his own. He spoils them with love and attention and I always have happy, healthy pets when I ret... (more)"

17. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Collin was fantastic. Super professional, communicative, and very caring. Lulu and Bolt loved him. I felt very comfortable and confident that my pups were in... (more)"

18. Imani

Dogs are friends not food!

Lower West Side, CHICAGO, IL, 60608

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Imani exceeded expectations. Marlowe was indeed sad to see her go. She was extremely attentive to Marlowe's needs and went above and beyond. This was the lon... (more)"

19. Fabio

Feel happiness, respond with love

Lower West Side, Chicago, IL, 60608

Dog Boarding, House Sitting, Dog Walking

"Fabio walked my dog Bo for over a year. He was reliable and really enjoys being with animals since he grew up on a farm with many. Fabio regularly house sat ... (more)"

20. Dianne

I can run with your dog!

Armour Square, Chicago, IL, 60616

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Dianne is such a wonderful caretaker for my puppy! Highly reccomend her services. She goes above and beyond to ensure he’s taken care of and comfortable. (more)"


The next time you head out of town and need someone to take care of your pet - and your home - turn to Rover for your house sitting needs. It's easy to find a loving pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover - it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy house sitters for your pets--and avoid the kennel.

Want to learn more? Check out eviews from pet owners who have used Rover.