House Sitting in Englewood, Chicago

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

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Otis B.
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Sitter Profile Image: Otis B.
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1. Otis B.

Dog's Best Friend
Near West Side, Chicago, IL, 60612
6.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
54 reviews
25 repeat clients
from
$65
per night

I highly recommend Otis as a Rover sitter! He was very punctual and professional during our meet and greet. During his stay in my home, he followed all instructions - including correctly using a type of leash that was new to him - and sent lots of updates and photos. I will definitely book Otis again in the future!

Sitter Profile Image: Emily N.
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Sitter Profile Image: Emily N.
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2. Emily N.

Star Sitter
Experience with multiple sized dogs
Bridgeport, Chicago, IL, 60616
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
117 reviews
36 repeat clients
from
$55
per night

Emily was an amazing house sitter!! I received daily pictures and updates about Snoopy! I felt so comfortable being able to leave him home with someone.

Sitter Profile Image: Belicia K.
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Sitter Profile Image: Belicia K.
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3. Belicia K.

Star Sitter
Cats and dogs are my sunshine!
Englewood, Chicago, IL, 60621
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
7 repeat clients
from
$50
per night

Belicia is the absolute best. We were gone for two weeks for our wedding abroad and were so busy that we barely had time to check in the way we normally would. Yet, Belicia made a daily effort to give us the loveliest updates about her time with our girl, giving us total peace of mind.

Sitter Profile Image: Saniah I.
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Sitter Profile Image: Saniah I.
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4. Saniah I.

Star Sitter
Saniah: Your pets, my love!
Chicago, IL, 60605
6.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
4 repeat clients
from
$50
per night

Saniah is great! She was on time and clearly showed that she cares for animals, asking about our dog’s favorite toys and treats. I felt entirely comfortable leaving our dog with her in our home and we will be using her again!

Sitter Profile Image: Gaby V.
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Sitter Profile Image: Gaby V.
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5. Gaby V.

Rover 101
Star Sitter
Stay at home College Student!
Chicago, IL, 60623
6.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
44 reviews
13 repeat clients
from
$60
per night

Gaby did a great job house sitting and watching our Olde english bulldog and pit bull. She sent us regular updates and cared for them just as good or better than we would! Would definitely use her again.

Sitter Profile Image: Elizabeth D.
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Sitter Profile Image: Elizabeth D.
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6. Elizabeth D.

Does your pet need a new friend?
Douglas, Chicago, IL, 60609
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
5 repeat clients
from
$33
per night

They were AWESOME! Immediately we hit it off talking about our mutual interests. My dog gets a bit hyper but Levi was able to demonstrate techniques to calm him down and quickly. Once I left they sent me regular updates and I never had to worry about whether or not my kitten and dog were in good hands. I really appreciate the time and effort they put into making sure I was updated. I’ve never used Rover but I definitely will again. I also will definitely be using Levi. Thank you so much for everything!

Sitter Profile Image: Jasmine P.
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Sitter Profile Image: Jasmine P.
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7. Jasmine P.

Rover 101
Star Sitter
Beloved dog & cat whisperer, is me!
Chicago, IL, 60615
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
62 reviews
21 repeat clients
from
$75
per night

Jasmine took great care of our dog, Koji, while Koji was a little sick and we had to be out of the house over the weekend. Jasmine came on time, even when we needed her early in the morning, and proactively took Koji on walks every few hours to ensure she had relief from her upset tummy. Koji was happy and relaxed when we came home after spending the day with Jasmine! I’d highly recommend her.

Sitter Profile Image: Shakira C.
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Sitter Profile Image: Shakira C.
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8. Shakira C.

RoverGO
Rover 101
Star Sitter
Your Pup is My Pup
South Shore, Chicago, IL, 60649
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
7 repeat clients
from
$75
per night

This is the second time I’ve asked Shakira to watch my Doberman, Laila and could not be more pleased. My dog can be super energetic and Shakira does a great job with her. I’ve even received compliments from my neighbors of how good she is when I’m away. Shakira is very responsive , detail oriented and sends daily updates and photos. HIGHLY recommend!

Sitter Profile Image: Nicole C.
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Sitter Profile Image: Nicole C.
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9. Nicole C.

Responsible, reliable, WFH 🧘🏻‍♀️
Near South Side, Chicago, IL, 60616
4.8 mi. away
Boarding, House Sitting
5.0 out of 5 stars
15 reviews
1 repeat client
from
$72
per night

Nicole went above and beyond what we could've asked for from a sitter. She stayed at our place for a week and looked after our two boys. Our youngest Vinny had started to have a little bit of diarrhea before we left for vacation, but we thought it would pass with some water and a few extra potty breaks. A few days into her stay, it was apparent it was getting worse, so we got in contact with our vet and arranged for testing and meds. Nicole handled everything with the vet and the boys so fast, and was so communicative and organized. And I know Vinny - he's a handful on his own, but with a tummy ache, you need to keep your eyes on him 24/7, and she did just that. I'm so thankful to have had someone take care of him the way I would. We also have this little ritual we keep with our pup Rusty's memorial (he passed a year ago). She kept up our little routine and gave us updates on him too :) We just off-handedly told her it was a thing we do, and the fact that she kept it up meant so much. I could ramble on forever! Bottom line, Nicole is an exceptional sitter/person and I would 10000% trust her with my boys again.

Sitter Profile Image: Lupe M.
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Sitter Profile Image: Lupe M.
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10. Lupe M.

Star Sitter
Ready to help out while you’re away
Gage Park, Chicago, IL, 60632
3.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
20 reviews
6 repeat clients
from
$90
per night

Lupe was great! Took really good care of my 13 year old dog! Lupe is very communicative and responsive, she’d send lots of pics of Rockie! Also, our apartment was cleaner when we got back than before we left! Thank you again!!

Sitter Profile Image: Sarah S.
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Sitter Profile Image: Sarah S.
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11. Sarah S.

Rover 101
Experienced Animal Care
Bridgeport, Chicago, IL, 60609
3.5 mi. away
House Sitting
5.0 out of 5 stars
57 reviews
12 repeat clients
from
$60
per night

Sarah did a great job with Hazel and Apollo. This was the first time we have left them with a sitter (other than a family member), so we were a bit nervous, but once I asked for some updates and photos, Sarah was good about sending them! She was very prompt with her arrival times and our dogs seemed comfortable with her from the beginning.

Sitter Profile Image: Yesenia C.
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Sitter Profile Image: Yesenia C.
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12. Yesenia C.

Dog mom w/professional experience
West Englewood, Chicago, IL, 60636
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$45
per night

About: Experience working professionally with animals for over 10 years now. Signed up for Rover to earn extra income doing something I love while being able to stay home with my little one. CPR-certified. I'm currently home full-time. Open availability for boarding, doggy daycare, dog walking or drop-in visits. Fully dedicated to my pet sitting/grooming business. Your pups will never be left unattended. Boarding: I have a spacious 3 bedroom apartment where your pet has free range (unless non-social). Also a fenced in yard for potty breaks and outside play. A private suite is available for non-social pups. If you're pup is non-social we would just do individual walks instead of backyard potty breaks. Bedding and toys provided.

Sitter Profile Image: Taylor C.
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Sitter Profile Image: Taylor C.
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13. Taylor C.

Energetic dog lover looking to help
Hyde Park, Chicago, IL, 60615
2.4 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
22 reviews
7 repeat clients
from
$30
per night

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!

Sitter Profile Image: Shiri B.
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Sitter Profile Image: Shiri B.
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14. Shiri B.

Kind and practical pet lover
Chicago, IL, 60621
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
1 repeat client
from
$50
per night

Shiri was a wonderful house sitter who took loving care of our two large dogs, our home, and sent lots of photos of our fur babies. Would happily book with Shiri again!

Sitter Profile Image: Jacky & Leo V.
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Sitter Profile Image: Jacky & Leo V.
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15. Jacky & Leo V.

A dog is also a girls best friend!
West Englewood, Chicago, IL, 60636
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
26 reviews
8 repeat clients
from
$80
per night

Jacky was wonderful! So quick and easy to communicate and set up a meet and greet with. We needed dog sitting for a weekend. Our dogs are reactive to people and after explaining this to Jacky, she was up for seeing if it will work. My dogs took to her very quickly!! We got updates and pictures, including how well they were acclimating to her! We can’t thank her enough and will definitely be booking her services again!

Sitter Profile Image: Amelia E.
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Sitter Profile Image: Amelia E.
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16. Amelia E.

Your dog's bestfriend 🐶
Chicago Lawn, Chicago, IL, 60629
2.9 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
22 reviews
5 repeat clients
from
$45
per night

Amelia stayed at our home while we were on a weeks vacation and getting married out of town. We returned to our dog with good health and joyfulness.

Sitter Profile Image: Grace T.
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Sitter Profile Image: Grace T.
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17. Grace T.

Full time student & pet lover!
Woodlawn, Chicago, IL, 60637
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$30
per night

Grace is an exceptional pet caregiver whom I recommend to anyone seeking a responsible and loving care for their furry friends. Grace has a unique ability to create a connection with any pet. I witnessed Grace's care firsthand when she helped me pet-sit a friend's cat. Not only did she ensure the cat's basic needs were met, but she also made time to play with the cat and give her lots of attention. Grace's responsible nature and genuine love for animals make her a great choice for anyone in need of a trustworthy pet caregiver.

Sitter Profile Image: Nataya J.
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Sitter Profile Image: Nataya J.
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18. Nataya J.

Loving care when your not there!!
West Englewood, Chicago, IL, 60636
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
6 repeat clients
from
$70
per night

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 Nataya as one of our regular sitters!

Sitter Profile Image: Angie P.
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Sitter Profile Image: Angie P.
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19. Angie P.

Lover of furry friends
Chicago, IL, 60637
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$40
per night

I am a veterinarian so I know I can be a little tough to please when it comes to my pets but Angie is the absolute sweetest! She was great with both of my dogs but especially the one who can be very fearful. My dog can look a little intimidating and she does not like most people but she adjusted to Angie immediately. She has also served as a caretaker for my elderly pup and is always so gentle and compassionate.

Sitter Profile Image: Thomas B.
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Sitter Profile Image: Thomas B.
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20. Thomas B.

Dogs love me and cats adore me
Grand Crossing, Chicago, IL, 60619
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5 years of experience
from
$50
per night

About: I've spent time with dogs when I visited my aunt. She loved them and so do I. I also have 3 cats of my own and there all healthy boys. I've pet sit my friends house and his two dogs for a week once and it wasnt bad at all. I want to make your pet feel safe even when your not around. I can do all breeds of dogs and cats if you need your lazy feline friends to be watched. If you want someone who knows dogs and cats and want them to be safe I am your guy. You can rest assure they will be played with fed and happy the time your away. I'm ready to lend a paw to you.

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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.

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