House Sitting in West Town, 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
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What size are your dogs (lbs)?

Search Results

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Sitter Profile Image: Jessica V.
Sitter Profile Image: Jessica V.
5️⃣⭐️ Work From Home 💖 Lakeview 📍
Lake View, Chicago, IL, 60657
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jess was the best house sitter for our little 9yo Frenchie during our spring break. Our pup loves to relax and snuggle, and she was there to keep him good compa… (more)

from

$78

per night
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Sitter Profile Image: Lindsay J.
Sitter Profile Image: Lindsay J.
Cat mom and animal lover
Near North Side, Chicago, IL, 60610
House Sitting, Drop-In Visits, Dog Walking

Lindsay was great we needed a very last minute sitter, and she was able to make a miracle happen. Our dog has separation anxiety, and he was completely at ease … (more)

from

$65

per night
Calendar Recently Updated
Sitter Profile Image: Sabrina G.
Sitter Profile Image: Sabrina G.
Excited to watch your pets!
Chicago, IL, 60647
House Sitting, Drop-In Visits, Dog Walking

Sabrina did a great job watching our puppy. She immediately bonded with our dog and made sure he was safe while we were out. She was professional, flexible, a… (more)

from

$70

per night
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Sitter Profile Image: Hannah W.
Sitter Profile Image: Hannah W.
4.
All cats & dogs welcome! :)
Lincoln Park, Chicago, IL, 60614
House Sitting, Drop-In Visits, Dog Walking

This was our first timing using in home pet sitting and Hannah did a wonderful job. It was great to know that Henna was calm and safe in her own home while we w… (more)

from

$35

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Jessica B.
Sitter Profile Image: Jessica B.
All furry friends are loved!
Near West Side, Chicago, IL, 60661
House Sitting, Drop-In Visits, Dog Walking

Jessie was great! Super communicative and Greta loved hanging out with her. (more)

from

$55

per night
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Sitter Profile Image: Kristyna P.
Sitter Profile Image: Kristyna P.
Less talk and more walk
West Town, Chicago, IL, 60642
House Sitting, Drop-In Visits, Dog Walking

About: Hello there! My name is Kristyna, I am originally from Czech Republic and I live in the West Town neighborhood. Animals have always been a big part o… (more)

from

$59

per night
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Sitter Profile Image: Munder S.
Sitter Profile Image: Munder S.
7.
Your pet needs some me time too
West Town, Chicago, IL, 60642
House Sitting, Drop-In Visits, Dog Walking

Munder did a great job watching our dog for a couple of nights! He followed all our instructions, sent us lots and lots of cute pictures, and left our apartment… (more)

from

$60

per night
Calendar Recently Updated
Sitter Profile Image: Ann Marie M.
Sitter Profile Image: Ann Marie M.
In a bind? I’d love to help!
West Town, Chicago, IL, 60482
House Sitting, Drop-In Visits, Dog Walking

Ann Marie watched over our house and two pets while we went out of town for 3 nights. It's always a little unnerving letting somebody new in our home, but Ann M… (more)

from

$78

per night
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Sitter Profile Image: Trisha K.
Sitter Profile Image: Trisha K.
9.
Mans best Friend = 🐕‍🦺🐾🐾🐾
West Town, Chicago, IL, 60642
House Sitting, Drop-In Visits, Dog Walking

Trisha is a lifesaver! Our sitter fell through and she was able to help with less than two days notice. She even went to the ER the day before and STILL came in… (more)

from

$175

per night
Sitter Profile Image: Alexandra B.
Sitter Profile Image: Alexandra B.
Experienced Pet Sitter
West Town, Chicago, IL, 60622
Boarding, House Sitting, Drop-In Visits, Dog Walking

We are so lucky that Alexandra stayed at our house with our cat and dog. She treated our pets like her own, took terrific care of our home, and was amazing at c… (more)

from

$75

per night
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Sitter Profile Image: Hayley D.
Sitter Profile Image: Hayley D.
11.
For the Love of Dog
West Town, Chicago, IL, 60622
Boarding, House Sitting, Drop-In Visits, Dog Walking

Hayley provided regular photo and video updates and took wonderful care of my dog Riley while I was away for a week! She was respectful while staying in my home… (more)

from

$45

per night
Sitter Profile Image: Kaitlyn S.
Sitter Profile Image: Kaitlyn S.
12.
Meet your pet’s new BFF!
West Town, Chicago, IL, 60612
House Sitting, Drop-In Visits, Dog Walking

Kaitlyn stayed with our pup Ellie and Ellie had a blast. Kaitlyn was willing to meet Ellie before the stay, and sent lots of pictures and provided check-ins and… (more)

from

$75

per night
Calendar Recently Updated
Sitter Profile Image: Madelyne M.
Sitter Profile Image: Madelyne M.
Remote Writer & Animal Lover
Chicago, IL, 60622
House Sitting, Drop-In Visits, Dog Walking

Madelyne was great watching our place and taking care of our pup. Lots of updates, lots of walks and playtime with our dog. Super easy to communicate with and… (more)

from

$40

per night
Calendar Recently Updated
Sitter Profile Image: Brittney W.
Sitter Profile Image: Brittney W.
Experienced, patient, flexible
Chicago, IL, 60622
House Sitting, Drop-In Visits

Brittney spent a night with our pooch. And one thing is sure, our baby is spoiled, demanding, attention seeking little bud. But despite that, Brittney was so go… (more)

from

$79

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Betsy D.
Sitter Profile Image: Betsy D.
15.
Flexible & reliable!
Chicago, IL, 60612
Boarding, House Sitting, Drop-In Visits, Dog Walking

Betsy is a wonderful personality to be around! Kimchi, my fur baby, especially loved her and her energy. She took really great care of him, and he had a huge sm… (more)

from

$50

per night
Calendar Recently Updated
Sitter Profile Image: Ashlee K.
Sitter Profile Image: Ashlee K.
16.
she/her
West Town, Chicago, IL, 60612
House Sitting, Drop-In Visits, Dog Walking

I was so nervous to leave my dog Eli with someone new after recently moving to Chicago, but Ashlee put me at ease right away. She clearly hit it off with my pup… (more)

from

$55

per night
Sitter Profile Image: Michael W.
Sitter Profile Image: Michael W.
17.
I'll treat your dog like it's mine!
Chicago, IL, 60622
Boarding, House Sitting, Drop-In Visits, Dog Walking

Michael treated our 4 mo old pup like the little prince he is! A kind and attentive hand. Multiple updates were greatly appreciated! Highly recommended. (more)

from

$75

per night
Calendar Recently Updated
Sitter Profile Image: Michaela K.
Sitter Profile Image: Michaela K.
Responsible and loving pet person!
West Town, Chicago, IL, 60622
House Sitting, Drop-In Visits

Michaela did an incredible job watching Coco! She was very attentive, shared pics often, and over communicated on everything. We will absolutely be working with… (more)

from

$40

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Sophia P.
Sitter Profile Image: Sophia P.
19.
Humane Society Trained Dog Lover!
West Town, Chicago, IL, 60622
House Sitting, Drop-In Visits, Dog Walking

Sophia was absolutely fantastic! We had her house sit our dog Bruce over a long weekend. She came prepared, wrote down everything Bruce needed, and was even fle… (more)

from

$74

per night
Calendar Recently Updated
Sitter Profile Image: Chelsea R.
Sitter Profile Image: Chelsea R.
20.
PR pro by day; dog lover 24/7
Chicago, IL, 60642
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Chelsea was wonderful! This was my first time using Rover and everything went as smooth as can be. Chelsea was courteous enough to leave our place cleaner than … (more)

from

$65

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