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Top 10 Pet Sitters in Chicago

1
Braidy M.
Near North
10 Reviews
5 Repeat Guests
$ 55 /NIGHT
Responds: 3 hours
Background Checked

About Braidy

4 Years Experience Caring For Dogs
I grew up with a dog, and haven't had the time to commit to a new little fluff ball since he had to be put down when he and I were both 17 years old . More recently, I was the dog walker/ caretaker for a family with two dogs when the family I nannied for was away. Neighbors and friends know to ask me to watch their furrier family members when they are going out of town, but I enjoy weekends in Chicago, and am looking to primarily stay in the city on weekends while 'sitting instead of spending weekends in the suburbs.

I love getting outside in sunny weather to walk and run, and have all the time in the world for your little buddy Friday -Sunday evening.
I would love to meet you and your canine companion... reach out so we can meet up and get to know each other's expectations and personalities!
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Services & Rates

Overnight At Your Home
$55 /night
  • Willing to travel 25 miles
  • Other animals OK
  • Dogs may be unsupervised for 2 - 4 hours/day

Reviews

Braidy is kind, patient, and responsive. We felt completely confident leaving our high-maintenance pup with her.
Braidy was a great in home sitter. Roscoe seemed to really love her. She was responsible and respectful and really devoted her time to him. We've recommended her for our friends and neighbors since, and will book her again when we leave time!
This is the second time Braidy has watched our Oreo, and she's always great. Thanks for taking care of our girl! We'll be coming back for more!
Thank you, Braidy! You are flexible, responsive, and thoughtful. We know our little Nola tends to be more high maintenance, and knowing you're staying with her always helps relieve our anxiety so we can focus on enjoying our time away.
Braidy watched my Boston Terrier Sadie at my place and she was so wonderful that Sadie hasn't stop barking about her;) Not only was Braidy reliable and trustworthy, she kept the place neat. My flight got delayed and Braidy without hesitation went back to my place to take care of Sadie after our agreed upon time. Knowing Sadie was going to be okay even if my flight got cancelled made a stressful situation manageable. I look forward to working with her again!
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Braidy was fantastic. She kept us up to date on how our dogs were behaving, and even sent us pictures of the dogs. Unlike other overnight sitters, who we have to clean up after, Braidy left our place just as she found it.
Braidy is an awesome puppy sitter, she is obviously a great lover of animals and this was apparent instantly when myself, my wife, and our two Frenchies Hank & Charlie met Braidy. Braidy was flexible and communicative, she helped us out when we got delayed returning from interstate. We both felt and continue to feel at ease that Braidy looked after our boys and we will definitely booking Braidy for more sleep overs.
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Braidy was super sweet and it was such a relief to know that my pup was in good hands. Although we only needed a dogsitter for one night, Braidy took the job very seriously, came to a meet and greet with plenty of questions to make sure she knew how to best watch my Oreo. She texted me a picture of her that night, and was very communicative through the whole process. Can not suggest her highly enough! We will be using her again any time we need a dogsitter (if she's available!).
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Bella had a blast with Braidy!! Thank you, Braidy so much for all the special attention you gave her! Bella looks forward to another vacay with you soon!!
Braidy took great care of our little girl when we went away for the weekend. It was the first time leaving Bella, but we knew she was in good hands. Braidy was patient with Bella and handling all Bella's "puppy play." Braidy stayed in our home and everything was great when we arrived back home. THANKS, Braidy! Bella is looking forward to another time when you will stay with her.
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2
Jimmy L.
South Loop
$ 25 /NIGHT
Responds: 2 hours
Background Checked

About Jimmy

12 Years Experience Caring For Dogs
I am a college student who grew up with dogs. I took care of two dogs growing up and loved them and would love to take care of your pet! I am responsible, trustworthy, and love animals. I enjoy the chance to meet your pet and help you out in any way I can!

Services & Rates

Overnight At Your Home
$25 /night
  • Willing to travel 20 miles
  • Other animals OK
  • Dogs may be unsupervised for no more than 1 hour/day
3
Nicole S.
Central
$ 55 /NIGHT
Responds: 5 hours
Background Checked

About Nicole

8 Years Experience Caring For Dogs
Ciao! I am Nicole and I just graduated from Temple University in Philly and I studied Economics and Risk Management and just moved to Chicago for a job. I am originally from Philly and my family-- including my 13 year old portie-- is at home and I definitely miss having him around. His name is Pesce and he is quite particular about EVERYTHING and I know how much my family fretted to make sure he had a loving (and patient) caretaker when we vacationed abroad or just went to the beach for the weekend. So here I am very excited to help other families travel while also making sure their pets are well taken care of!

Also in the photos, That is me with the previous mayor of Philly-- Nutter. The one photo I am holding my dog because he loves to go UP to the roof deck but refuses to go down unless my sister or I hold him. Another photo is where we were checking for ticks but it turned into lots of cuddles.
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Services & Rates

Overnight At Your Home
$55 /night
  • Willing to travel 5 miles
  • Other animals OK
  • Dogs may be unsupervised for no more than 1 hour/day
4
Tana R.
Chicago Loop
8 Reviews
3 Repeat Guests
$ 55 /NIGHT
Responds: 2 hours
Background Checked

About Tana

12 Years Experience Caring For Dogs
I am a big animal lover, volunteer in an animal shelter and very experienced care taker (dogs, cats, children). Sadly, my passion for traveling would not allow me to be a responsible dog owner, that is why I do DogVacay so I can get the love for doggies out of my system. I only host one dogie at the time so they can have my full attention and there are no conflicts, therefore my place is ideal for boarding of senior's doggies or those that are scared of other animals, children etc. But of course, I will be happy to take care of lively, animals and children loving cuddly four legged friend, too. As an online student, I am home for most of the day and your dogie will never be left alone for more than two hours.

Past two years I provided dog care for Mastiff and Akita. Now, I am looking for a new four-legged friend(s) over here. I have experience with pretty much every breed, you name it and aside doggies, I used to be a kitty owner and have plenty experience with those as well as various different rodents.

If you are looking for somebody responsible, loving and caring for your four legged child, contact me.
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Services & Rates

Overnight At Your Home
$55 /night
  • Willing to travel 3 miles
  • Other animals OK
  • Dogs may be unsupervised for 1 - 2 hours/day
5
Kameron S.
Chicago Loop
3 Reviews
1 Repeat Guest
$ 45 /NIGHT
Responds: 35 minutes
Background Checked

About Kameron

5 Years Experience Caring For Dogs
**About me**
Hi! I'm Kameron and would love to hang out with your dog in the Loop! I love the location I live in because I am extremely close to Millennium Park, Maggie Daley Park, and Lake Shore East Park. No dog likes to "go" on the concrete, so I love having so many grassy areas around! I have walked over 130 dogs since moving to Chicago in mid-January. I'm so excited to add dog boarding/sitting to my capabilities too! I grew up in Charlotte, NC with a golden retriever, numerous cats, guinea pigs, and a bunny- not all at one time of course! I have taken care of dogs and cats since I could take care of myself. I am a banker, but I have a very flexible schedule and work from home most days. My boyfriend also lives in my apartment with me. I would love to take care of your furry companion!

**About my home/services**
I live in an apartment complex that has a dog run, and is located extremely close to numerous parks, dog parks, and grassy areas. My apartment is a one-bedroom with a spacious living area. It is a brand new apartment with wood floors and carpet areas. I offer boarding for $35/night with however many walks and potty breaks your dog needs, daycare for $20/day, pet-sitting for $42/night, dog walking for $17 for a 30 minute walk and $26 for a 60 minute walk, check-ins for $20/visit, bathing for $15/bath, and pick-up/drop-off for $12 each way.

**About my neighborhood**
I live on the 34th floor in an apartment complex right around all of the Broadway Theaters in the Loop. It has a dog run, and is located extremely close to numerous parks, dog parks, and grassy areas. My favorite park to take dogs to is Lake Shore East Park. It is very dog friendly and has a fun dog park!

**What to expect**
While your dog stays with me, we will cuddle, play with his or her favorite toys, go on walks to all of the parks in the Loop, walk along the River Walk and Lake Shore Trail, and have the best doggie vacay! I am a runner, so if your dog normally runs with you, I would love to take you dog on a run as well!

**Special rules or requests**
My apartment complex does not allow the following breeds (trust me- I wish it did!): Akita, Giant Schnauzer, Alaskan Malamute, American Stafford-shire Terrier, Husky, Dalmatian, Bull-mastiff, Pit Bull, Chow, Presa Canario, Rottweiler, Doberman Pinscher, Saint Bernard, and German Shepherd. I do well with all types of dog behaviors (anxious, aggressive, excited leash pullers, etc.).

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Services & Rates

Overnight At Your Home
$45 /night
  • Willing to travel 4 miles
  • Other animals OK
  • Dogs may be unsupervised for 1 - 2 hours/day
6
Ara K.
Chicago Loop
$ 40 /NIGHT
Responds: 5 hours
Background Checked

About Ara

4 Years Experience Caring For Dogs
Hi My name is Ara, and I am a dog lover. I grew up with two poodles when I was in high school. They are my family dogs so they do not live with me anymore but I would take care of them whenever I visited home from college.

I do not own a dog of my own yet but if I do, I would walk(run) them every morning, train them with new tricks and play fetch with them daily basis. I will take my dog to the dog park and have them play and socialize with other dogs as well. If I have to work that morning, I will wake up extra early to make sure they get a good walk at least 30 + min, and have them ready for the day before I go to work.

I am very excited to get a dog of my own in the future, so every dog I sit, I will treat them like my own dog and love them as much as I would if i had my own.
I am always excited to see any dog in my life.
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Services & Rates

Overnight At Your Home
$40 /night
  • Willing to travel 5 miles
  • Other animals OK
  • Dogs may be unsupervised for no more than 1 hour/day
7
Karolina S.
South Loop
4 Reviews
3 Repeat Guests
$ 40 /NIGHT
Responds: 5 minutes
Background Checked

About Karolina

6 Years Experience Caring For Dogs
Hi there, I'm Karolina! I'm a student at DePaul and have lived with dogs for my entire life. Part of why I decided to become a dog sitter is the fact that I am not allowed to have dogs in my apartment, and I am in severe need of puppydog love. I'm great with dogs and take exceptional care of them - other people have noticed that I understand them and usually know exactly what they need. I can connect to any puppy and love them all - they will have a ton of fun staying with me, receive many cuddles and feel true love :)
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Services & Rates

Overnight At Your Home
$40 /night
  • Willing to travel 10 miles
  • Other animals OK
  • Dogs will never be left unattended

Reviews

She was very quick to respond to my reservation request, and fortunately, was available for the days we needed. She was very communicative and sent several pics of our dog (after asking if that's what we wanted) so we'd know she was in good hands. I hope she's available the next time we need a sitter!
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Karolina was very caring and attentive to my senior girl. I will definitely use her again!
8
William C.
Near South Side
$ 40 /NIGHT
Responds: 10 minutes
Background Checked

About William

10 Years Experience Caring For Dogs
Available for walking, sitting and visiting of any and all pets! I've cared for my own dog, cat and fish as well as for friend's and family when they are away. I've been an aquatic animal caretaker at the zoo and have maintained aquariums in homes, schools and businesses.

Services & Rates

Overnight At Your Home
$40 /night
  • Willing to travel 10 miles
  • Other animals OK
  • Dogs may be unsupervised for 2 - 4 hours/day
9
Elena S.
Fulton River District
10 Reviews
3 Repeat Guests
$ 40 /NIGHT
Responds: a day
Background Checked

About Elena

15 Years Experience Caring For Dogs
Since I was little I've had an experience taking care of dogs, cats, turtles, hedgehogs, hamsters and many more... I have over 15 years experience of watching others dogs, so your puppy will be surrounded by love and great care. There is a park next to my building where I we will walk your dog at least 4 times a day.

Services & Rates

Overnight At Your Home
$40 /night
  • Willing to travel 10 miles
  • Other animals OK
  • Dogs will never be left unattended
10
Mandy L.
West Town
1 Review
$ 45 /NIGHT
Responds: 9 hours
Background Checked

About Mandy

5 Years Experience Caring For Dogs
Hi there! I'm Mandy, a recent college graduate looking for some extra dog time during my freelance work. My experience with dogs is vast; I grew up with the sweetest yellow lab, volunteered at animal shelters and worked at a dog hotel. Currently, I spend my time volunteering at a dog rescue center working on socialization skills with both other dogs and humans. My love of animals has been a major part of my personality since I was a child.

With my dog walking and animal care, I really take into consideration the best needs for your pet. We will work on certain skills or personality traits during our sessions. Social dogs will have wonderful, active retreats, while more shy or leisurely dogs will experience nice strolls through the neighborhood. Each Vacay day for your dog will include 3 walks around the neighborhood and all of the cuddles and care at home.
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Services & Rates

Overnight At Your Home
$45 /night
  • Willing to travel 6 miles
  • Other animals OK
  • Dogs may be unsupervised for no more than 1 hour/day
2,090 4.95 out of 5
-Star Dog Boarding Experiences in Chicago through DogVacay !

More Pet Care in Chicago

We offer other services in addition to overnight boarding in a pet sitter's home. Check out the options for daycare, dog walking, and pet sitting in your home.