House Sitting in Washington Park, Chicago

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Shakira C.
Your Pup is My PupSouth Shore, Chicago, IL, 60649
House Sitting, Drop-In Visits, Dog Walking

Shakira was absolutely amazing, not only did she take great care of my lil fur baby but she sent plenty of photos and her communication was great. I will hopefu… (more)

from
$75
per night
Calendar Recently Updated
Jonah S.
2.
Around HP - flexible scheduleHyde Park, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking

Jonah was a responsive and considerate petsitter. He stayed in our home to watch our senior diabetic cat and pitbull. Appreciated how clean and tidy he left our… (more)

from
$60
per night
Jasmine P.
Beloved dog whisperer, is me!South Shore, Chicago, IL, 60649
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jasmine did an outstanding job with our dog, Cholla. It was the longest time have left Cholla and as soon as I met Jasmine, I knew Cholla would be well taken ca… (more)

from
$75
per night
Confirmed availability: Easter Weekend
Naimah B.
4.
Experienced Dog LoverNear South Side, Chicago, IL, 60616
House Sitting

Nai really came through for me and was able to provide a calm and caring environment for my Layla when Southwest flights caused holiday chaos! Nai was patient w… (more)

from
$63
per night
Calendar Recently Updated
Susan C.
5.
You're Dog is My Dog!Hyde Park, Chicago, IL, 60615
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Susan was SO great! My anxious pup was whining for her when she left -- first time I've ever hear her do that for someone who was not me or my wife. :) (more)

from
$60
per night
Calendar Recently Updated
6.
Experienced Animal CareChicago, IL, 60609
House Sitting, Drop-In Visits, Dog Walking

Sarah took very good care of our 3 spoiled babies, and took care of our house. We recommend her and will definitely be using her again in the future!! (more)

from
$55
per night
Calendar Recently Updated
🐶Who's a good dog? Trick question!Woodlawn, Chicago, IL, 60637
House Sitting, Drop-In Visits, Dog Walking

KT has a big heart for pets and their needs. Going above and beyond for each pet they take on. Their own side kick Calamity Jane their German Shepherd. Is a shi… (more)

from
$65
per night
Calendar Recently Updated
8.
Loving care when your not there!!West Englewood, Chicago, IL, 60636
House Sitting, Drop-In Visits, Dog Walking

Nataya is always there in a pinch and Inga is always so excited to see her! She gives me updates often and is really flexible when I need it. Really appreciate … (more)

from
$70
per night
Confirmed availability: Easter Weekend
9.
Always ready to meet more CATS! 😻Chicago, IL, 60636
House Sitting

Alecia was wonderful. She looked after my kitty while I was away on a trip. Communication was smooth and she took excellent care of my baby. Thank you Alecia! (more)

from
$40
per night
Confirmed availability: Easter Weekend
10.
5-Star Private Yard/Home+WFH familyBridgeport, Chicago, IL, 60608
Boarding, House Sitting, Drop-In Visits, Doggy Day Care

This was my first time using rover and I was a bit nervous! Pantira was timely and sent updates on Strudel while we were out of town. It was such a relief since… (more)

from
$70
per night
11.
Experience with multiple sized dogsBridgeport, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

Emily was great!! She sent some great pictures of Siegfried and when I came home he seemed so content in comparison with when I’ve just had someone check in on … (more)

from
$40
per night
Calendar Recently Updated
12.
I'm a huge dog lover!Kenwood, Chicago, IL, 60615
Boarding, House Sitting, Drop-In Visits, Dog Walking

Audrey did a fantastic job dogsitting my small pup Emmy over the holidays! She was very attentive and responsive, and Emmy instantly loved her. She sent photos … (more)

from
$50
per night
Confirmed availability: Easter Weekend
Full time pet sitter :)Grand Boulevard, Chicago, IL, 60653
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Masheika was really great with our pit and guinea pigs. We loved all the updates and felt really comfortable knowing the girls were in good hands! (more)

from
$80
per night
Calendar Recently Updated
Your Pet’s Home away from Home 🏡Chicago, IL, 60637
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Adrianna is such a loving, attentive, playful and caring caregiver. She really makes it a point to tend to your animals individual needs at all times. She is so… (more)

from
$35
per night
15.
The Cool Dog DadGrand Boulevard, Chicago, IL, 60653
House Sitting, Drop-In Visits, Dog Walking

I’ve had the pleasure of knowing DaMari for approximately 3yrs now he has been a wonderful pet owner. He has even taken care of my German shepherd on several oc… (more)

from
$50
per night
Confirmed availability: Easter Weekend
16.
I’d like to be a dog in other livesHyde Park, Chicago, IL, 60615
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Mayela has taken care of my fairly large pup Ellie several times and has been wonderful to work with. She is communicative, flexible, and friendly. Mayela and h… (more)

from
$50
per night
Calendar Recently Updated
17.
Energetic dog lover looking to helpHyde Park, Chicago, IL, 60615
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Taylor was a great dog sitter for GiGi! She sent photos and made sure she was well taken care of. I would highly recommend Taylor for any pet sitting services! (more)

from
$30
per night
Dedicated, Attentive, & VaccinatedHyde Park, Chicago, IL, 60615
House Sitting, Drop-In Visits

Fletcher did a great job caring for our dog this past weekend. Our dog was having lots of loose stools, but Fletcher did not feel overly fazed by that extra wo… (more)

from
$50
per night
Calendar Recently Updated
19.
Self-identifying dog lover!Hyde Park, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking

Megan was a great dog sitter for our two labs! She was quick to respond and sent pictures throughout the weekend. We really appreciated her flexibility and woul… (more)

from
$40
per night
20.
Experienced and patient animal loveChicago, IL, 60615
Boarding, House Sitting, Drop-In Visits, Dog Walking

About: I'm a life long animal shelter volunteer and dog owner. I used to train dogs for dog shows and love spending time with all animals. I work from home… (more)

from
$100
per night

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 reviews from pet owners who have used Rover.

House Sitting