Doggy Day Care in New City, Chicago, IL

Drop off your dog at a sitter’s home or day care center in the morning and pick them up in the evening.

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Top rated New City doggy day care sitters

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Sitter Profile Image: Bola A.
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Bola A.
Star Sitter
from
$42
per day
5 out of 4.9 stars
123 reviews
34 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60615

Bola came through for me last minute and took great care of Bea!! She sent me picture updates and communicated well throughout the day. Will definitely be booking again with her.

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Abby B.
Sitter Profile Image: E K.
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E K.
from
$45
per day
5 out of 5.0 stars
322 reviews
146 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Liz and her family are ideal pet sitters. My bulldog Daffodil became comfortable quickly and is not eager to leave their home at the end of the day due to the abundant personal attention she receives. Great indoor and outdoor space. Consistent updates and photos. I think Daffodil has found a 2nd family, a home away from home, if you will.

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Terri K.
Sitter Profile Image: K9 University
K9 University
from
$45
per day
5 out of 5.0 stars
5 reviews
7 repeat clients
33 years in business
2945 W Lake Street, Chicago, IL, 60612

About: At K9 University, we have comprehensive safety guidelines and cleaning protocols in place to ensure the health and safety of all dogs in our care. All team members complete extensive training in canine behavior, cleaning, sanitizing, and emergency protocols to ensure all standards are met in our facility daily.  Kennel attendants are always present in the playgroup to proactively manage the dogs; attendants are skilled in identifying behavior signals and de-escalating interactions in group, while also ensuring a fun & positive experience for all our canine clients. Our facility is equipped with large, secure kennels and dogs can take advantage of our spacious runs and kennels for both play and rest time. Our facility is staffed 24/7 by trained team members, as well as equipped with video surveillance and secure fencing in all play areas.

Sitter Profile Image: Hua “Katrina” F.
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Hua “Katrina” F.
Star Sitter
from
$40
per day
5 out of 5.0 stars
71 reviews
21 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60605

Katrina was excellent! She made my first Rover experience with my pup a breeze. She is incredibly responsive and is punctual. She walked me through everything to expect and she even helped me set up a day stay as a introduction for my pup before her longer 5 night stay. I felt that my dog was well cared for and was receiving so much attention and love from Katrina! I got many updates and cute photos through the day which made me feel at ease while at work. She even gave me a little souvenir photo of my pup at the end of the stay. She is also very professional and transparent about every aspect of the stay. I give her my highest recommendation and will definitely be a repeat client!

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Mamtha R.
Sitter Profile Image: Ashley B.
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Ashley B.
Star Sitter
from
$45
per day
5 out of 5.0 stars
112 reviews
51 repeat clients
23 years of experience
Hyde Park, Chicago, IL, 60615

Ashley takes great care of our puppy. Her kids give ample play time to entertain our puppy, and Ashley walks and feeds her well. She also is quick to respond to queries. Our puppy gets excited whenever coming to Ashley’s place.

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Smaida M.
Sitter Profile Image: Tamara J.
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Tamara J.
Star Sitter
from
$40
per day
5 out of 5.0 stars
141 reviews
49 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

I was looking for daycare for my dog and am happy to have found Tamara! She’s great with communication and has been flexible which has been very helpful. And my dogs tail is always wagging when we walk up.

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Jennifer C.
Sitter Profile Image: Czarina H.
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Czarina H.
from
$48
per day
5 out of 5.0 stars
7 reviews
2 repeat clients
15 years of experience
Near West Side, Chicago, IL, 60608

About: I grew up with family dogs and have had mine since he was 8 weeks old (he will be 16 years old this August!). Experience with puppies through senior dogs. Large breeds and small! Would love to take care of yours. I work full time from home, so I have ample amount of time to hang out with your pups (no matter the age, dogs are forever pups in my eyes!). I have an almost 16 year old pup who naps most of the day but is always excited for his walks! I live in a low traffic area and just down the street from a fenced grass area we play in. In case there’s rain, I have a covered area to take the pups out so they still get some fresh air.

Sitter Profile Image: Ania Z.
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Ania Z.
Star Sitter
from
$45
per day
5 out of 5.0 stars
80 reviews
5 repeat clients
1 year of experience
Near South Side, Chicago, IL, 60605

Ania was absolutely fabulous with my boy! Took him for a nice long walk. I could tell when I picked him up that he had really bonded with her.

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Isabel C.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$40
per day
5 out of 5.0 stars
117 reviews
43 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

Ashley was absolutely amazing! She went above and beyond to make sure that my dog was comfortable with his stay at her house while I worked. She was very communicative, made sure to have full understanding of his care, and gave him lots of love! From the moment I dropped him off, I can tell she really cares about the pets she and her daughter care for, when I picked Echo up at the end of the day, he was so sad to leave! I’ll definitely be booking with Ashley again! :)

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Maria C.
Sitter Profile Image: Jennifer N.
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Jennifer N.
Star Sitter
from
$35
per day
5 out of 4.9 stars
213 reviews
111 repeat clients
6 years of experience
Lower West Side, Chicago, IL, 60608

We were visiting Chicago for a graduation and left our young golden retriever with Jennifer and her family. They have a nice yard set up and there were other dogs there for her to play with. They sent a video each day, which we appreciated, as well. Thank you!

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Nancy D.
Sitter Profile Image: Lisette S.
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Lisette S.
Star Sitter
from
$27
per day
5 out of 5.0 stars
55 reviews
9 repeat clients
8 years of experience
McKinley Park, Chicago, IL, 60609

About: I've been taking care of pets since the I was 12. My family and I have had one english bulldog. Currently we have two french bulldogs, so I understand the importance of the care of bulldogs as well as Chihuahuas! I have always been the go to person to care for and groom our pets. I'm currently in college full time. However, it is online so I have a lot of time to play, walk, and give love to your pets! I have a fenced yard as well as two dogs to play with your pets. I also have one cat. I live close to the Mckinley Park area so there will be a lot of walks.

Sitter Profile Image: Traci H.
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Traci H.
from
$25
per day
5 out of 5.0 stars
10 reviews
3 repeat clients
29 years of experience
Chicago Lawn, Chicago, IL, 60629

Nothing but praise with Traci! She’s the best there is! I read a few reviews of Traci and decided to book with her. Best decision I’ve ever made! She’s watched my pup multiple times now. She kept me to date throughout the day with so many photos and videos of my pup. It made me feel at ease while I was at work. The fact that she has kids and a few dogs made me feel very comfortable knowing that my pup needed socialization. Traci knows what she’s doing around dogs and you can see her passion! Can’t wait for Zara to go back :)

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Sarah C.
Sitter Profile Image: Emily G.
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Emily G.
from
$35
per day
5 out of 4.8 stars
79 reviews
29 repeat clients
9 years of experience
West Elsdon, Chicago, IL, 60629

Emily is amazing, she took care of my baby like it was her own. Snoopy always excited as soon as he saw we pulled up to her house and I can tell he felt safe and was happy to be spending the day with her. I will definitely bring him back.

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Gabriella E.
Sitter Profile Image: Daphnay S.
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Daphnay S.
Star Sitter
from
$45
per day
5 out of 5.0 stars
13 reviews
5 repeat clients
14 years of experience
Douglas, Chicago, IL, 60653

About: Looking for a dog sitter with a passion for pups and years of experience? I’ve not only been a dog mom for 14 years, but recently assisting in training the now 6 month old puppy that’s in my parent’s care. I’m the #1 dog sitter amongst my network, not only because I work from home and have availability, but because I also include their fur babies in my dog’s activities as well i.e. dog park dates, dog birthday parties, and doggie brunch! I’m a full- time remote employee with a very relaxed work schedule. Your pet will be spending the majority of their time in my care. I have a fenced front yard and a patio along with one 22lbs dog that will keep your pet company. I also have a lot of space to allow the dog to move around as they would like.

Sitter Profile Image: Pamela K.
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Pamela K.
from
$40
per day
5 out of 4.8 stars
32 reviews
12 repeat clients
20 years of experience
Grand Boulevard, Chicago, IL, 60615

Pamela is the sweetest and Charlie simply LOVES her. I'm so grateful that she cares for him so lovingly and truly enjoys him. She sends sweet updates that warm my heart. Why leave him alone when he can be so well cared for! I'll book with her again and again!!

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Karen N.
Sitter Profile Image: Maribel C.
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Maribel C.
from
$40
per day
5 out of 5.0 stars
42 reviews
17 repeat clients
15 years of experience
Brighton Park, Chicago, IL, 60632

Does great with new pets and is very patient with them! Definitely would recommend for people who are

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Ruben V.
Sitter Profile Image: Herawe K.
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Herawe K.
from
$33
per day
5 out of 5.0 stars
3 reviews
2 years of experience
Bridgeport, Chicago, IL, 60608

About: I treat every pet like family and bring reliable, loving care built on years of helping relatives and friends with their pets. While I don’t have my own, I’ve cared for dogs of all ages and temperaments, including playful puppies and gentle seniors. I’m attentive, patient, and committed to keeping your pet safe, happy, and comfortable. Pet care fits easily into my weekly routine since I’m currently working part-time. I have a flexible schedule and can dedicate quality time to walks, play, feeding, and companionship—making sure your pet feels loved and well cared for throughout the day. I prioritize safety and comfort by maintaining clean, pet-friendly spaces, following each pet’s routine, and ensuring secure environments—whether in my home or yours. I provide regular updates and am attentive to each pet’s unique needs, ensuring they feel loved and well-cared for.

Sitter Profile Image: Caitlin M.
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Caitlin M.
from
$40
per day
1 repeat client
30 years of experience
McKinley Park, Chicago, IL, 60609

About: I’ve taken care of or have had animals since I was a child. Currently I have a cat named Ida who is very sweet & affectionate. Currently I work from home & attend online grad school. I’m flexible in my routines to prioritize pet care. I have my weekends free at this time. My environment is animal friendly. I have a fenced in back yard and live near a park. I have a cat named Ida who is welcoming to new animals inside our home. I allow animals on my bed and furniture.

Sitter Profile Image: Willy J.
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Willy J.
from
$35
per day
5 out of 5.0 stars
24 reviews
8 repeat clients
10 years of experience
Douglas, Chicago, IL, 60653

Willy was amazing with my pup! I love that he has the skill to assist me with my 11wk pup with potty training. Very attentive with my baby and a lot of play time! Love the consistency with the updates and pictures and videos though out the day! Definitely will book against ten stars ⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️

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Dominique O.
Sitter Profile Image: Jacky & Leo V.
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Jacky & Leo V.
from
$35
per day
5 out of 5.0 stars
30 reviews
10 repeat clients
6 years of experience
West Englewood, Chicago, IL, 60636

Jacky is an amazing person, she really loved our Lola and looked forward to seeing her every morning. Lola was always happy after spending a day with her. High recommend Jacky and will definitely use her services in the future. Thank you!

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Krishna P.
Sitter Profile Image: Vick D.
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Vick D.
from
$40
per day
5 out of 4.4 stars
16 reviews
6 repeat clients
15 years of experience
Bridgeport, CHICAGO, IL, 60608

Vick is the best! Flexible, easy to communicate with, super nice, dependable, thoughtful, and caring! Best of all, he treated my old, anxious, nearly blind dog with kindness and expertise. She really loved staying at his house. It's obvious that he really loves and understands dogs. He's an amazing dog sitter. Thank you!

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Ellen G.
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Sitter Profile Image: Bola A.
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Sitter Profile Image: Bola A.
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Bola A.
Star Sitter

Big time dog lover 😄
Hyde Park, Chicago, IL, 60615
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$42
per day
5 out of 4.9 stars
123 reviews
34 repeat clients
Profile image

Bola came through for me last minute and took great care of Bea!! She sent me picture updates and communicated well throughout the day. Will definitely be booking again with her.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: E K.
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Sitter Profile Image: E K.
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E K.
Rover 101

Animal Loving Family
Grand Boulevard, Chicago, IL, 60653
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per day
5 out of 5.0 stars
322 reviews
146 repeat clients
Profile image

Liz and her family are ideal pet sitters. My bulldog Daffodil became comfortable quickly and is not eager to leave their home at the end of the day due to the abundant personal attention she receives. Great indoor and outdoor space. Consistent updates and photos. I think Daffodil has found a 2nd family, a home away from home, if you will.

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: K9 University
Sitter Profile Image: K9 University

K9 University
Local facility

ALL DOGS WELCOME!
2945 W Lake Street, Chicago, IL, 60612
5.6 mi. away
Doggy Day Care
from
$45
per day
5 out of 5.0 stars
5 reviews
7 repeat clients

My dog has been going to K9 University for about 8 years. When I’m out of town or not I take him there for doggy daycare. They take care of his grooming. I also have enrolled my dog into their classes for nose work, agility and obedience and my dog absolutely loves it. I am also satisfied with the results and experience of K9 University INC. Their staff members are well trained and they all practice the same delivery of services, for instance, what one staff members provide in quality customer services so does the remaining 5 staff members, therefore the quality you receive from this company isn’t compromised; moreover, they go above and beyond. They are all very professional and possess a wonderful attitude – they look very happy to be there. I’ll most definitely recommend using K9 University INC.

Availability updated today
Sitter Profile Image: Hua “Katrina” F.
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Sitter Profile Image: Hua “Katrina” F.
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Hua “Katrina” F.
Rover 101
Star Sitter

🏠Wedding Planner + Dog Mom
Near South Side, Chicago, IL, 60605
4.4 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$40
per day
5 out of 5.0 stars
71 reviews
21 repeat clients
Profile image

Katrina was excellent! She made my first Rover experience with my pup a breeze. She is incredibly responsive and is punctual. She walked me through everything to expect and she even helped me set up a day stay as a introduction for my pup before her longer 5 night stay. I felt that my dog was well cared for and was receiving so much attention and love from Katrina! I got many updates and cute photos through the day which made me feel at ease while at work. She even gave me a little souvenir photo of my pup at the end of the stay. She is also very professional and transparent about every aspect of the stay. I give her my highest recommendation and will definitely be a repeat client!

Availability updated today
Sitter Profile Image: Ashley B.
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Sitter Profile Image: Ashley B.
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Ashley B.
Star Sitter

Open house for Pets
Hyde Park, Chicago, IL, 60615
3.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per day
5 out of 5.0 stars
112 reviews
51 repeat clients
Profile image

Ashley takes great care of our puppy. Her kids give ample play time to entertain our puppy, and Ashley walks and feeds her well. She also is quick to respond to queries. Our puppy gets excited whenever coming to Ashley’s place.

Availability updated 18 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Tamara J.
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Sitter Profile Image: Tamara J.
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Tamara J.
Star Sitter

Experienced Dog Owner
Grand Boulevard, Chicago, IL, 60653
2.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per day
5 out of 5.0 stars
141 reviews
49 repeat clients
Profile image

I was looking for daycare for my dog and am happy to have found Tamara! She’s great with communication and has been flexible which has been very helpful. And my dogs tail is always wagging when we walk up.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Czarina H.
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Sitter Profile Image: Czarina H.
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Czarina H.

Take a break - I got your pup!
Near West Side, Chicago, IL, 60608
3.7 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$48
per day
5 out of 5.0 stars
7 reviews
2 repeat clients

About: I grew up with family dogs and have had mine since he was 8 weeks old (he will be 16 years old this August!). Experience with puppies through senior dogs. Large breeds and small! Would love to take care of yours. I work full time from home, so I have ample amount of time to hang out with your pups (no matter the age, dogs are forever pups in my eyes!). I have an almost 16 year old pup who naps most of the day but is always excited for his walks! I live in a low traffic area and just down the street from a fenced grass area we play in. In case there’s rain, I have a covered area to take the pups out so they still get some fresh air.

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Ania Z.
Verified Enhanced Background Check
Sitter Profile Image: Ania Z.
Verified Enhanced Background Check

Ania Z.
Star Sitter

WFH, pet loving, parks nearby
Near South Side, Chicago, IL, 60605
4.3 mi. away
Boarding, Doggy Day Care
from
$45
per day
5 out of 5.0 stars
80 reviews
5 repeat clients
Profile image

Ania was absolutely fabulous with my boy! Took him for a nice long walk. I could tell when I picked him up that he had really bonded with her.

Availability updated 18 days ago
Sitter Profile Image: Ashley M.
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Sitter Profile Image: Ashley M.
Verified Enhanced Background Check

Ashley M.
Rover 101
Star Sitter

WFH, pet loving, porch, parks!
Lower West Side, Chicago, IL, 60608
3.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$40
per day
5 out of 5.0 stars
117 reviews
43 repeat clients
Profile image

Ashley was absolutely amazing! She went above and beyond to make sure that my dog was comfortable with his stay at her house while I worked. She was very communicative, made sure to have full understanding of his care, and gave him lots of love! From the moment I dropped him off, I can tell she really cares about the pets she and her daughter care for, when I picked Echo up at the end of the day, he was so sad to leave! I’ll definitely be booking with Ashley again! :)

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jennifer N.
Verified Enhanced Background Check
Sitter Profile Image: Jennifer N.
Verified Enhanced Background Check

Jennifer N.
Star Sitter

Not Just a pet,a family favorite.
Lower West Side, Chicago, IL, 60608
3.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per day
5 out of 4.9 stars
213 reviews
111 repeat clients
Profile image

We were visiting Chicago for a graduation and left our young golden retriever with Jennifer and her family. They have a nice yard set up and there were other dogs there for her to play with. They sent a video each day, which we appreciated, as well. Thank you!

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Lisette S.
Verified Enhanced Background Check
Sitter Profile Image: Lisette S.
Verified Enhanced Background Check

Lisette S.
Star Sitter

For the love of pets!
McKinley Park, Chicago, IL, 60609
1.5 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$27
per day
5 out of 5.0 stars
55 reviews
9 repeat clients

I hired Lisette to walk and care for my 6 year old golden retriever/pit bull mix rescue dog Lucy whenever I would go out of town for business. Lisette is the daughter of my co-worker, the first time she met my best friend Lucy, Lucy was a bit standoffish due to her being uneasy around strangers. After a few hours Lucy loved Lisette and felt comfortable around her. Lisette would care for Lucy for 2 weeks every month while I was away, she would send me daily pictures of their walks or when they were just hanging out. Sometimes Lucy wouldn't want to leave Lisette's apartment. Although I don't travel as much I still employ Lisette to walk Lucy just so that Lucy can see her good friend Lisette. I definitely recommend Lisette to care for your 4 legged friends. Lisette would also watch over my 3 year old cat Benito. Although Benito does not need much maintenance Lisette always makes time to play with him and ensures he eats his food. Lisette also recommended for me to add water to his wet food to ensure he drinks more water for health reasons. I cannot recommend Lisette enough, she is good at what she does, I have also recommended her to other friends who do not have time to walk tbeir 4 legged friends.

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Traci H.
Verified Background Check
Sitter Profile Image: Traci H.
Verified Background Check

Traci H.

Structured, Safe, Training
Chicago Lawn, Chicago, IL, 60629
3.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per day
5 out of 5.0 stars
10 reviews
3 repeat clients
Profile image

Nothing but praise with Traci! She’s the best there is! I read a few reviews of Traci and decided to book with her. Best decision I’ve ever made! She’s watched my pup multiple times now. She kept me to date throughout the day with so many photos and videos of my pup. It made me feel at ease while I was at work. The fact that she has kids and a few dogs made me feel very comfortable knowing that my pup needed socialization. Traci knows what she’s doing around dogs and you can see her passion! Can’t wait for Zara to go back :)

Availability updated 5 days ago
Sitter Profile Image: Emily G.
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Sitter Profile Image: Emily G.
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Emily G.

Available full time for holidays
West Elsdon, Chicago, IL, 60629
3.3 mi. away
Boarding, House Sitting, Doggy Day Care
from
$35
per day
5 out of 4.8 stars
79 reviews
29 repeat clients
Profile image

Emily is amazing, she took care of my baby like it was her own. Snoopy always excited as soon as he saw we pulled up to her house and I can tell he felt safe and was happy to be spending the day with her. I will definitely bring him back.

Availability updated 3 months ago
Sitter Profile Image: Daphnay S.
Verified Enhanced Background Check
Sitter Profile Image: Daphnay S.
Verified Enhanced Background Check

Daphnay S.
Star Sitter

Dog Lover and Owner
Douglas, Chicago, IL, 60653
2.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$45
per day
5 out of 5.0 stars
13 reviews
5 repeat clients

I asked Daph to watch my friend’s hound mix , King, while I had to run out of town last minute . Confident in her dog-sitting skills, Daph assured me that everything will go smoothly. And it did ! Daph admits King was a handful, but she enjoyed every moment of their adventure.

Availability updated 8 days ago
Sitter Profile Image: Pamela K.
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Sitter Profile Image: Pamela K.
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Pamela K.

Dogs are four legged best friends
Grand Boulevard, Chicago, IL, 60615
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per day
5 out of 4.8 stars
32 reviews
12 repeat clients
Profile image

Pamela is the sweetest and Charlie simply LOVES her. I'm so grateful that she cares for him so lovingly and truly enjoys him. She sends sweet updates that warm my heart. Why leave him alone when he can be so well cared for! I'll book with her again and again!!

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Maribel C.
Verified Background Check
Sitter Profile Image: Maribel C.
Verified Background Check

Maribel C.
Rover 101

Pawsome Pet Boarding
Brighton Park, Chicago, IL, 60632
1.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$40
per day
5 out of 5.0 stars
42 reviews
17 repeat clients
Profile image

Does great with new pets and is very patient with them! Definitely would recommend for people who are

Availability updated 20 days ago
Sitter Profile Image: Herawe K.
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Sitter Profile Image: Herawe K.
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Herawe K.

Safe, Happy, Tail-Wagging Stays!
Bridgeport, Chicago, IL, 60608
1.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$33
per day
5 out of 5.0 stars
3 reviews

Herawé is amazing with dogs and extremely caring. She’s attentive, kind and patient when it comes to your pets and treats them like their own.

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Caitlin M.
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Sitter Profile Image: Caitlin M.
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Caitlin M.

Every animal deserves love & care.
McKinley Park, Chicago, IL, 60609
1.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per day
3 reviews
1 repeat client

Caitlin has been my trusted cat sitter for Paulette for the past 5 years and I couldn’t ask for anyone better. During this time, our cats have become besties, which gives me peace of mind knowing Paulette has a sweet friend to hang out with while I’m away. Caitlin sends me cute pics throughout the day that always make me pause in my tracks and smile. Whenever I pick up Paulette, she’s just happy as a clam, relaxed as if I never left, and super well-groomed thanks to the extra care and brushing Caitlin provides 😸💈

Availability updated 38 days ago
Sitter Profile Image: Willy J.
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Sitter Profile Image: Willy J.
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Willy J.

Reliable Dog Lover at your Service
Douglas, Chicago, IL, 60653
2.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per day
5 out of 5.0 stars
24 reviews
8 repeat clients
Profile image

Willy was amazing with my pup! I love that he has the skill to assist me with my 11wk pup with potty training. Very attentive with my baby and a lot of play time! Love the consistency with the updates and pictures and videos though out the day! Definitely will book against ten stars ⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️

Availability updated 11 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jacky & Leo V.
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Sitter Profile Image: Jacky & Leo V.
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Jacky & Leo V.

A dog is also a girls best friend!
West Englewood, Chicago, IL, 60636
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per day
5 out of 5.0 stars
30 reviews
10 repeat clients
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Jacky is an amazing person, she really loved our Lola and looked forward to seeing her every morning. Lola was always happy after spending a day with her. High recommend Jacky and will definitely use her services in the future. Thank you!

Availability updated 72 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Vick D.
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Sitter Profile Image: Vick D.
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Vick D.

I'll get on your dogs level.
Bridgeport, CHICAGO, IL, 60608
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per day
5 out of 4.4 stars
16 reviews
6 repeat clients
Profile image

Vick is the best! Flexible, easy to communicate with, super nice, dependable, thoughtful, and caring! Best of all, he treated my old, anxious, nearly blind dog with kindness and expertise. She really loved staying at his house. It's obvious that he really loves and understands dogs. He's an amazing dog sitter. Thank you!

Availability updated over 1 year ago

New City dog parents share their Rover experiences

1 / 1
5 out of 5.0 stars

Best doggy daycare experience ever! Miaoyun sent so many cute videos and photos of Dewey. As soon as I left, he was already best friends playing, napping, and having treats with her three pups. He was right at home ❤️🐾

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Sara L.
Doggy Day Care
5 out of 5.0 stars

Great experience! Agreed to watch Sundae, my puppy last minute. She provided updates on how sundae was doing and took her on walks. Highly recommend.

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Cheryl G.
Doggy Day Care
5 out of 5.0 stars

Mina was a godsend taking care of Caly last minute. Easy to communicate with and caly got so much exercise running around with Mina’s dog!

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Hanna M.
Doggy Day Care
5 out of 5.0 stars

Nicole was incredible. She asked so many questions prior to me dropping off Sundae to ensure that Sundae was taken care of. Throughout the time Sundae was with Nicole she continued to send me pictures of my puppy and provide updates so that I knew she was okay.

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Cheryl G.
Doggy Day Care
1 / 1
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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  • Reservation protection

    It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.

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