House Sitting In Uptown Chicago

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

1. Anna

Dog lover with years of experience!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Anna was extremely kind and very attentive to our pets. Our puppy can be VERY playful and high energy at times, but Anna was able to accommodate lots of play... (more)"

Confirmed Memorial day Availability
2. Karen

Home Full-Time - Love Dogs

Lake View, Chicago, IL, 60613

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

1 repeat client

"I have had the pleasure of knowing Karen Culver for nearly two decades both as a friend and neighbor. We have bonded over our love of dogs, and have care... (more)"

3. Ashley

Responsible, Reliable, Experienced.

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

26 repeat clients

"Ashley was awesome! She sent texts each time she visited our pups and sent lots of pictures. Super reliable and friendly! We will use her again in the future. (more)"

4. Emma

I love being active with dogs!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Emma was so loving to our very special needs pup. She gave her SO much love and attention and we were able to totally decompress without worry while we were ... (more)"

5. Leah

Loving pet care is here!

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Leah was fantastic! I was so worried to leave Howie and Murphy with someone new and when I met Leah, all fears went away. She is super friendly and accommoda... (more)"

6. Jacqueline

Dog Lover and Fetch Extraordinaire!

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"This was our first Rover experience and it worked out really well. It was nice to get pictures of our dogs while were gone, and they seemed calmer than they ... (more)"

7. Jessica

Love all animals!

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Jessica watched our 10 week old puppy for 5 hours and we couldn't be happier with how it worked out! She sent us videos of her playing to make sure she was d... (more)"

Confirmed Memorial day Availability
8. Marketa

I will walk/run with your dog!

Irving Park, Chicago, IL, 60618

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

5 repeat clients

"Marketa was amazing as always!!!! She kept me fully updated and sent so many pictures of my dog eating treats from her hand :) they are great buddies! I know... (more)"

Confirmed Memorial day Availability
9. Jake

Active Bucktown walker & sitter

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jake was great with our little high-strung min pin. She had so much fun that she cried when he left. He sent many pictures and updates throughout the evenin... (more)"

10. Mallory

All Around Animal Lover & Friend

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Mallory watched my dog and cat while I was out of town for four days. She sent me a few pictures each day, and both seemed happy and well-cared for when I g... (more)"

Available this weekend
11. Chetara

Loving pet mom available!

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Chetara was all that I hoped for and more. She came to meet my dogs and cats before the stay and spent two hours learning about my pets and my place. After m... (more)"

12. Morgan

Available 7 Days A Week!!

North Center, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Morgan was wonderful with our energetic dog during a weekend stay. We can home to a happy doggy and a well-respected home. We got lots of updates while we we... (more)"

13. Taylor

Fond of Furry Friends

Lincoln Park, CHICAGO, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"My old dogs were happy and rested when I got home. They both have medications, which were given with no problems. One of my dogs has bad arthritis that was f... (more)"

Confirmed Memorial day Availability
14. Isabella

I think I was a dog in my past life

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Isabella has watched our dog several times. Our dog is an active boy who needs play time and attention and Isabella has always given him exactly what he nee... (more)"

15. Sara

Home full time!

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

"Sara is the best pet sitter by far! She takes great care of my dog, Ella and 2 cats while I am away. Sara really goes the extra mile and treats my pets lik... (more)"

Confirmed Memorial day Availability
16. Bailey

Dog's Best Friend

Lake View, Chicago, IL, 60657

House Sitting

"Bailey loved and cared for our lab just like we do. Bailey would swim, walk and ensure that our girl wanted for nothing, including love while we were gone. ... (more)"

17. Ashley

Trustworthy experienced caregiver

Lincoln Square, Chicago, IL, 60625

Dog Boarding, House Sitting

13 repeat clients

"Ashley was our go-to dog (and cat) sitter while we lived in chicago. We never had to worry when she was at home with our animals. She gave plenty of updates ... (more)"

18. Meredith

Your Best Friend's Best Friend

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Meredith was the best dog sitter that I could ever ask for. She was able to watch our puppy at last minute notice after we found out we could not board him b... (more)"

Confirmed Memorial day Availability
19. Tyler

Do you want to be best friends? Yup

Uptown, Chicago, IL, 60613

Dog Boarding, House Sitting, Drop-In Visits

"Tyler is the best doggy uncle my Mia could ask for. She loves her vacations with uncle Tyler. She gets to do all kinds of fun things with him. He takes her t... (more)"

Confirmed Memorial day Availability
20. Bella

A best friend for your best friend!

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Bella was amazing - very experienced and had great feedback and notes on both our dogs! (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.