Doggy Day Care in Douglas, Chicago, IL

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Top rated Douglas doggy day care sitters

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Tamara J.
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Tamara J.
Star Sitter
from
$40
per day
4.9 out of 5 stars
227 reviews
76 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Tamara is great! My dog is excited every time I drop her off. I’ve used her services for about a month and she’s very consistent and flexible.

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Jennifer C.
Sitter Profile Image: E K.
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E K.
from
$45
per day
5.0 out of 5 stars
349 reviews
166 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

My puppy had sooo much fun he came home & took the longest nap. i received so much updates and pictures which made me feel so at ease! I 100% recommend You bring your Doggy with E!

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Suliee A.
Sitter Profile Image: Ania Z.
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Ania Z.
Star Sitter
from
$45
per day
5.0 out of 5 stars
115 reviews
6 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: Amy C.
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Amy C.
from
$40
per day
5.0 out of 5 stars
19 reviews
11 repeat clients
15 years of experience
Loop, South Loop, IL, 60605

Amy provided exceptional care for Maeve during her time at daycare. Maeve had an amazing time playing with her new friend Frank, and Amy treated her with the same warmth and attention as if she were her own. I highly recommend Amy and look forward to booking with her again!

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Nelly T.
Sitter Profile Image: Daphnay S.
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Daphnay S.
Star Sitter
from
$45
per day
5.0 out of 5 stars
18 reviews
7 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: Alexandria T.
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Alexandria T.
Star Sitter
from
$40
per day
5.0 out of 5 stars
10 reviews
5 repeat clients
15 years of experience
Near South Side, Chicago, IL, 60605

Alexandria took excellent care of our puppy, Pista. He loved spending time with her, especially practicing sit and come. She was thoughtful, punctual, and responsive throughout the entire process, taking him out for multiple walks. Highly recommend her services!

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Harsha R.
Sitter Profile Image: Nadine T.
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Nadine T.
from
$38
per day
5.0 out of 5 stars
10 reviews
15 years of experience
Near South Side, Chicago, IL, 60616

About: I have seven years of experience working for a local dog walking company and am looking to expand clientele. I am experienced with most breeds, comfortable administering medications, and have lifelong experience caring for dogs. I promise to treat your pet like a family member with the highest level of care. Although I do have a dog of my own, he loves to make friends or is able to visiting grandmas house in the suburbs for periods of time if needed! I currently am going back to school for my masters degree and I plan to dog walk while attending school. I have a flexible schedule that allows for daily/weekend visits. I am lucky enough to have lots of parks in south loop for your doggo to explore! If I am staying closer to your area I am happy to adapt

Sitter Profile Image: Annie X.
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Annie X.
from
$45
per day
4.8 out of 5 stars
141 reviews
106 repeat clients
8 years of experience
Armour Square, Chicago, IL, 60616

About: Whether it’s in your home or mine, I provide calm, flexible, one-on-one care tailored to each pet’s personality and comfort level. From cozy boarding stays to in-home visits and overnight house sitting, your pets will always be treated with warmth and respect. 📍 Serving Chicago and surrounding suburbs — including Downtown, South Loop, West Loop, Bridgeport, Pilsen, Chinatown, Hyde Park, Lincoln Park, and beyond. Flexible travel options available, with customized arrangements for extended distances. 🐾 My Journey with Purrfect Pet Sit 🐾 Since 2019, I’ve provided trusted, professional pet care for busy Chicago professionals and families. With over six years of experience and many ⭐⭐⭐⭐⭐ reviews, I specialize in creating a stress-free, high-quality experience for both pets and owners. I specialize in cat sitting, small and medium breed, and senior pet care, with experience in administering oral and topical medications. I’m also open to caring for large dogs after a Meet & Greet, to ensure a good fit between each other. 🤝Meet & Greet Policy Meet & Greet is required for all new clients before confirming a booking. This step allows us to review care details, daily routines, home logistics, key access if needed, and overall fit in person, including how your pet and I interact. Scheduling details will be discussed during the inquiry process. 📸💬 Daily Photo & Text Updates You’ll receive regular photo and text updates, so you can travel or work with peace of mind knowing your furry family is happy and safe at my care. I can’t wait to meet your pets and make their time truly Purrfect! 🐾💛 🌞 Schedule & Availability I work full-time with a hybrid schedule in eCommerce, with some days onsite in the western suburb Lombard and others working from home in the city. Because I regularly commute and am comfortable with travel, I’m open to overnight house sittings and extended stays beyond my immediate area when everything is a good fit. 🐾 Drop-in visits: Available early mornings before work and/or evenings after work, depending on location and care needs. Exact visit times cannot be guaranteed, but I always aim to stay within a reasonable time window and will communicate updates as needed. Flexibility is required in terms of visit time. 🏠 House sittings: My standard rate covers overnight care from evenings through mornings. Daytime hours are not included in the base rate. Daytime coverage may be added depending on availability, with a separate daytime rate based on hours, location, and care needs. More details will be discussed when reaching out. Constant care — defined as continuous presence without leaving - is not included in standard bookings but can be discussed on a case-by-case basis depending on scheduling and availability. 🚗 Pick-up / Drop-off: Available upon request when it aligns with my Lombard–Chicago commute route. 🐕 Boarding & daycare: Limited spots available - please message to confirm availability. 🏡 Home Environment & Safety Calm, cozy home with fenced yard and pet-friendly setup - a safe, peaceful space for every guest to relax, play, and rest comfortably during their stay.

Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$42
per day
5.0 out of 5 stars
164 reviews
60 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: David R.
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David R.
Star Sitter
from
$62
per day
5.0 out of 5 stars
379 reviews
92 repeat clients
10 years of experience
Loop, Chicago, IL, 60605

Today was my first experience with David! I suggested a test run of my dog visiting for day care before booking an overnight stay over the weekend. David was extremely professional and communicative. Pick-up and drop-off was super easy and Winston had so much fun with David’s dogs. He kept me updated with pictures throughout the day and I felt at ease and confident my dog was in great hands. 12/10! Winston will be back this weekend 🖤

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Juana P.
Sitter Profile Image: Sherraine M.
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Sherraine M.
from
$33
per day
2 years of experience
Kenwood, Chicago, IL, 60653

About: Hey! I am a responsible, attentive sitter who understands that pets are family. I provide a calm, structured home environment where your dog can feel safe, cared for, and genuinely loved while you're away. I have experience caring for dogs with different temperaments, including shy dogs, energetic pups, and senior dogs who need a slower pace. I'm patient, consistent, and very tuned in to behavior and emotional cues, which helps dogs adjust quickly and feel more secure. I work in a helping profession, so I naturally prioritize communication. You'll receive regular updates so you can relax knowing your companion is doing well. My home is well organized, supervised, and structured. Pets get real attention, whether it's playtime, routine walks, medication reminders, or just a cozy place to rest. Daily routine is structured. Dogs recieve morning and evening walks, regular potty breaks every 3-4 hours. Feeding on their normal schedule, provided by family. Supervised downtime. Limited number of boardings so each pet can receive attention, playtime, and a calm, predicatable environment throughout their stay. Home is safe, structured and loving! I have a fully fenced in yard for secure outdoor time and supervised play. I have a friendly dog who enjoys company and can help visiting pups feel comfy and social. Night crating is optional, and can be used if part of your dogs normal routine. Dogs welcome on furniture. For safety, up-to-date vaccinations are required, and dogs to be comfortable around children and other dogs.

Sitter Profile Image: Alexander K.
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Alexander K.
from
$38
per day
5.0 out of 5 stars
7 reviews
2 repeat clients
15 years of experience
Near West Side, Chicago, IL, 60607

Alex was fantastic. I was nervous leaving my anxious pup, but she was totally relaxed and happy with him. Plus, Alex is just a genuinely delightful human. Couldn’t recommend him more!

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Sheena B.
Sitter Profile Image: Bola A.
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Bola A.
from
$40
per day
4.9 out of 5 stars
161 reviews
55 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: Katie "Anni" W.
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Katie "Anni" W.
Star Sitter
from
$50
per day
5.0 out of 5 stars
88 reviews
30 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

Anni is so amazing!! She watches our puppy when my boyfriend is traveling and I have to be in office and she sends so many updates and our puppy Sally loves seeing her every time.

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Cadence P.
Sitter Profile Image: Tommy C.
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Tommy C.
Star Sitter
from
$40
per day
5.0 out of 5 stars
6 reviews
3 repeat clients
3 years of experience
Loop, Chicago, IL, 60607

Tommy and his gf are amazing!!! Such sweet people and they take care of your dog really well. Super grateful! Will be back soon!♥️

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Minji J.
Sitter Profile Image: Nikki & Prat P.
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Nikki & Prat P.
Star Sitter
from
$42
per day
5.0 out of 5 stars
21 reviews
3 repeat clients
20 years of experience
Near West Side, Chicago, IL, 60607

Our puppy loved her stay with Nikki & Prat! Their communication and fun photos throughout the day helped us feel at ease that our dog was well taken care of. They have the perfect spot for a pup vacation, with a beautiful yard and plenty of space to lounge & relax. Highly recommend!

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Eric F. R.
Sitter Profile Image: Talla A.
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Talla A.
from
$40
per day
4.8 out of 5 stars
26 reviews
10 repeat clients
3 years of experience
Douglas, Chicago, IL, 60616

Talla was such a sweetheart. She took great care of Wilbur and made sure to update me regarding his activities and medications. She was available last minute and was very responsive and communicative!

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Christina G.
Sitter Profile Image: Timothy B.
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Timothy B.
Star Sitter
from
$36
per day
5.0 out of 5 stars
14 reviews
4 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60616

Timothy is our puppy’s favorite sitter (and ours too!). It’s clear he really understands and empathizes with dogs of all ages and sizes. We’ve had multiple stays at Timothy’s place, and every time our dog comes home happy, well-cared for and occasionally having made new dog friends! We especially appreciate the way he handles our rambunctious labrador puppy- calm, kind, and confident. It’s such a relief knowing she’s in good hands. We’re grateful to have found him, highly recommend!

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Eric F. R.
Sitter Profile Image: Kseniia S.
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Kseniia S.
Star Sitter
from
$50
per day
5.0 out of 5 stars
9 reviews
3 repeat clients
5 years of experience
Loop, Chicago, IL, 60607

10/10!!! Very friendly, was able to accommodate my last minute request. Constant photo and video updates which was very important for me, they took Simba on multiple walks and my dog clearly enjoyed his time with Kseniia and Sophia💖 Will book again with confidence

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Arina U.
Sitter Profile Image: Vivian N.
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Vivian N.
from
$35
per day
5.0 out of 5 stars
9 reviews
8 repeat clients
7 years of experience
Near South Side, Chicago, IL, 60605

Vivian was amazing! Communicating with her was seamless and she took awesome care of my girl Maya. I loved getting pics and videos of Maya playing with her adorable pup Dior. I would def recommend her to anyone in a heartbeat. Thanks for being such a great sitter.

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Tenzin W.
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Douglas dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Anni is so amazing!! She watches our puppy when my boyfriend is traveling and I have to be in office and she sends so many updates and our puppy Sally loves seeing her every time.

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Cadence P.
Doggy Day Care
5.0 out of 5 stars

Rachael takes such wonderful care of my slightly nervous rescue pup! She has become one of my go-to sitters in my neighborhood.

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Christi A.
Doggy Day Care
5.0 out of 5 stars

Tommy was great! He was super accommodating to both me and my dogs needs. I will definitely be booking with a Tommy in the future.

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Christopher U.
Doggy Day Care
5.0 out of 5 stars

Nikki and Prat were awesome! Probably one of the only folks that I will leave Ryo with. They were caring, understanding, and very accommodating.

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Kai N.
Doggy Day Care
5.0 out of 5 stars

Monica and her father were the best!! So grateful they could watch my pup - they were incredibly kind and friendly & he was immediately so comfortable with them. I’ll definitely be back for any dog sitting needs in the future :)

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Sharon L.
Doggy Day Care
5.0 out of 5 stars

Muindi has a calming energy and a genuine love of dogs. He asked clarifying questions before drop off which helped put me at ease that he wanted to take great care of our Kiwi. He took her on a really long walk and sent several pictures during the day. She came home tired and happy. Highly recommend!

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Tessa M.
Doggy Day Care
5.0 out of 5 stars

She took wonderful care of my deaf, blind, and anxious dog, with great and considerate communication!

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Gail O.
Doggy Day Care
5.0 out of 5 stars

Alexander was so great! He accommodated an extremely last minute request and treated my girl with such great care. Highly recommend!! Thanks again :)

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Mia M.
Doggy Day Care
5.0 out of 5 stars

Betsy was very flexible and communicative when she watched my dog for daycare. I would definitely recommend her and will be using her services again!

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Sarah L.
Doggy Day Care
5.0 out of 5 stars

My puppy had a great time and I received pictures during her stay! I’m excited for her to go back and have playtime with other dogs! :)

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Precious C.
Doggy Day Care
5.0 out of 5 stars

My dog loves Tamara! I’ve been using her for over a year and only trust her to watch my dog who has bad anxiety and is skiddish with most people. When I drop her off, she doesn’t even know I’m there anymore. That makes me happy since my baby has anxiety bad. Definitely recommend her. She’s very caring and accommodating!

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Jennifer C.
Doggy Day Care
5.0 out of 5 stars

Timothy is our puppy’s favorite sitter (and ours too!). It’s clear he really understands and empathizes with dogs of all ages and sizes. We’ve had multiple stays at Timothy’s place, and every time our dog comes home happy, well-cared for and occasionally having made new dog friends! We especially appreciate the way he handles our rambunctious labrador puppy- calm, kind, and confident. It’s such a relief knowing she’s in good hands. We’re grateful to have found him, highly recommend!

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Eric F. R.
Doggy Day Care
5.0 out of 5 stars

DEMIN was amazing. We had to find someone very last minute as the prior Rover we booked cancelled last minute. She was very responsive, welcoming and organized. She answered all our questions and was very confident to help care for both of our dogs. Would definitely book with her again, highly recommend!

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Kelsey D.
Doggy Day Care
5.0 out of 5 stars

Katrina was great. Very good communication, lots of updates and pictures, and had an extra harness when ours broke. Would highly recommend!

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AJ S.
Doggy Day Care
5.0 out of 5 stars

Ashley's kindness and consideration for my dog was a true blessing! This was our first visit with her but will definitely not be our last. Her professionalism only added to my overall decision to always book with her if possible!

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Sylvia B.
Doggy Day Care
5.0 out of 5 stars

Mina did a great job taking care of our dog Jade! Got updated and she was very prompt in communication leading up to our dog’s stay with her!

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Caroline W.
Doggy Day Care
5.0 out of 5 stars

Had to book a last minute daycare and found out about Madison through a fellow dachshund owner friend who had a great experience with her. She was very quick to respond and sent us photos and updates while we were gone. She made us feel comfortable (I was nervous about leaving him last minute with someone new) and clearly made Ralph feel comfortable because he was laying in her lap halfway through his stay (always a great sign!). We plan to book her again and will also recommend her to our other dog owner friends!

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Jessica K.
Doggy Day Care
5.0 out of 5 stars

Chao was great with Sweetheart and we definitely would love to use her again next time we need someone.

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Monica D.
Doggy Day Care
5.0 out of 5 stars

My dog has terrible separation anxiety and seems to have done really well with Cynthia. I appreciated the updates and the flexibility.

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Krishna A.
Doggy Day Care
5.0 out of 5 stars

Alexandria was wonderful! My puppy absolutely loved her. She kept me updated throughout the day with pictures, videos, and thoughtful messages, which gave me peace of mind. The consistent communication made me feel completely comfortable leaving my pup in her care. She even shared some helpful tips, which I truly appreciated. I would highly recommend her to anyone looking for a caring and attentive pet sitter!

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Catherine C.
Doggy Day Care
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The median cost per day for doggy day care in Douglas is $45

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Doggy Day Care FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Douglas on Rover as of Mar 2026 was about $45 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Douglas doggy day care sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

Typically, sitters offering doggy day care on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!

Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Douglas.

Douglas doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Douglas sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:

  • Puppies and high-energy dogs
  • Dogs with special needs, including seniors
  • Pet parents who work long hours
  • Dogs with separation anxiety

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your doggy day care sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.