House Sitting in Englewood, 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.

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Nerina M.
1.
Animal shelter profess./pet lover!Gage Park, Chicago, IL, 60632
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Nerina was amazing with our dog Wanda! She was very responsive, gave us several updates while we were gone, and was great company for our dog while we were away… (more)

from
$60
per night
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Susan C.
2.
You're Dog is My Dog!Hyde Park, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Susan was terrific with our two dogs. When we met her prior to her stay, we knew they were in good hands. She sends lots of updates and treats your dogs like th… (more)

from
$60
per night
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Natalie R.
Intuitive & Empathic Dog LoverLower West Side, Chicago, IL, 60608
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Natalie was absolutely wonderful. She called in advance to be prepared on what exactly the needs were. She was flexible in her timing and drove all the way to m… (more)

from
$75
per night
Confirmed availability: Memorial Day
Patricia C.
Loving & Peaceful ❤️West Elsdon, Chicago, IL, 60629
House Sitting

I have a wild and wiley 2 year old pitbull. Very loving but quite a handful! Whether it's playtime or couch snuggles he can't get enough. She's patient, calm an… (more)

from
$48
per night
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Emily N.
5.
Experience with multiple sized dogsBridgeport, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

Emily was amazing! She was very accommodating with my weird flight schedule and my dogs were so happy to be with her. She also kept my home nice and tidy! (more)

from
$40
per night
Confirmed availability: Memorial Day
6.
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: Memorial Day
7.
Enjoying our time step by step!Englewood, Chicago, IL, 60621
House Sitting, Drop-In Visits, Dog Walking

About: I grew up surrounded by animals, therefore I am conscious of how to care for dogs in any situation and in any type of weather and/or environment. Whe… (more)

from
$50
per night
Full time and insured pet sitter :)Grand Boulevard, Chicago, IL, 60653
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Masheika is a wonderful person and dog sitter. She updates us regularly and sends photos to let us know what Lily is doing. She has also been working with Lily … (more)

from
$60
per night
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Yoga Sitter / Loving+Gentle+SereneWoodlawn, Chicago, IL, 60637
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking
10 years of experience

About: What do you do when you need a gentle + loving sitter, who's caring, a great communicator and loves to do animal yoga then snuggle?  You call me!  Hi… (more)

from
$50
per night
Confirmed availability: Memorial Day
10.
Your 1st kitty/doggy visit FREE ✔Armour Square, Chicago, IL, 60616
House Sitting, Drop-In Visits

The two things that are most important to me when I leave my pets in another person’s care are (1) knowing that they are safe and loved, and (2) receiving regul… (more)

from
$70
per night
11.
Double lot yard adores dogsChicago Lawn, Chicago, IL, 60629
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Maria was an excellent choice to house sit and care for our three pets while we were away for 10 days. All of the animals (a dog and two cats) warmed to her imm… (more)

from
$30
per night
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12.
Reliable routine Queen for your petBridgeport, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking

Erin is truly a phenomenal pet sitter. My two kitties are usually shy and don't always adjust well to new faces, but her warm and patient presence made them imm… (more)

from
$30
per night
Confirmed availability: Memorial Day
13.
Cats and dogs are my sunshine!Englewood, Chicago, IL, 60621
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Belicia was an amazing sitter who communicated with us often. She immediately put us at ease by sending us pictures, videos, details regarding every walk, etc. … (more)

from
$40
per night
Calendar Recently Updated
14.
I’m walkin here! (boston accent)Bridgeport, Chicago, IL, 60609
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Taylor came to visit my home and got to know the animals (dog and two cats) before the sitting started. She did a fantastic job communicating throughout and sen… (more)

from
$30
per night
Confirmed availability: Memorial Day
I’ll treat your babies as I do mineGrand Crossing, Chicago, IL, 60619
House Sitting, Drop-In Visits, Dog Walking
4 years of experience

About: I have always been around animals. Whether it be fish, birds, amphibians, spiders, rabbits, dogs, and cats. I noticed animals have always taken a lik… (more)

from
$30
per night
Confirmed availability: Memorial Day
16.
Dogs are four legged best friendsGrand Boulevard, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I love Pamela! She’s an awesome person with a beautiful personality. She’s very kind, sweet, and respectful. She considerate and has the cutest dimples and smil… (more)

from
$55
per night
Confirmed availability: Memorial Day
17.
DOGGY FUNNew City, Chicago, IL, 60609
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have worked with animals for the past 5 years in various settings. I have worked as a dog walker and I currently work at a doggy daycare in Ukraini… (more)

from
$50
per night
Calendar Recently Updated
18.
Dog mom who has space to play!Chicago Lawn, Chicago, IL, 60629
Dog Boarding, House Sitting, Drop-In Visits

Alishia is great with her dog. I met her at the dog park where her big baby met with my pup who has a disability. Her dog was so gentle with my dog but once my … (more)

from
$35
per night
Calendar Recently Updated
19.
Attentive & Loving Walker HereWoodlawn, Chicago, IL, 60637
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

My relationship with Antonio, has grown into a friendship. He played a major role in helping my extremely shy bulldog, become more outgoing; and interactive wit… (more)

from
$37
per night
Confirmed availability: Memorial Day
Hi!West Englewood, Chicago, IL, 60636
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
2 years of experience

About: Hi my name is Angie. I actually have about 2 years of professional experience working with both cats and dogs. I worked in a dog hotel and a dog kenn… (more)

from
$45
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.