Doggy Day Care in Winter Park

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Top rated Winter Park 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.

1 / 1
Sitter Profile Image: Becky F.
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Becky F.
Star Sitter
from
$25
per day
5.0 out of 5 stars
538 reviews
162 repeat clients
20 years of experience
Winter Park, FL, 32792

Great overnight visit for my boy! Lots of great pictures, good communication, reasonable prices, and very friendly caretaker. Highly recommend!!!!

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Beth P.
Sitter Profile Image: Cherie M.
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Cherie M.
Star Sitter
from
$24
per day
5.0 out of 5 stars
107 reviews
30 repeat clients
5 years of experience
Orlando, FL, 32825

Fantastic first experience with using Rover. Cherie made me feel completely at ease with regular communication, and my dog came back home seeming very happy. Thank you!!

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Kelley C.
Sitter Profile Image: Ivanka P.
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Ivanka P.
Star Sitter
from
$25
per day
5.0 out of 5 stars
65 reviews
23 repeat clients
20 years of experience
Winter Park, FL, 32789

Today was my girls first day spending with Ivanka and her 2 pups. It appears she had a great time playing! Thank you Ivanka for taking such good care of Willow 😊

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Sue B.
Sitter Profile Image: Mya R.
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Mya R.
from
$50
per day
5.0 out of 5 stars
6 reviews
2 repeat clients
3 years of experience
Winter Park, FL, 32789

My dog Vinny always gets excited when I drop him off

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Tony M.
Sitter Profile Image: Maria C S.
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Maria C S.
Star Sitter
from
$35
per day
5.0 out of 5 stars
89 reviews
24 repeat clients
30 years of experience
Winter Park, FL, 32792

Maria saved the day! We were in town for graduation and our dog was whining when we left him at daughter’s new apartment. Maria was available immediately and she was so sweet, had a great house, yard, and son to help our dog feel better about staying in a new place. She also sent lots of pics and kept in touch so we wouldn’t have to worry.??

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Sabrima R.
Sitter Profile Image: Kevin S.
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Kevin S.
from
$38
per day
5.0 out of 5 stars
696 reviews
247 repeat clients
30 years of experience
Fern Park, FL, 32730

Kevin is Amazing! Our dog Kash becomes excited when he hits the door, wondering which friends he will be able to play with. I have never worried about his well-being with Kevin.

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Kathy D.
Sitter Profile Image: Emre & Karyna D.
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Emre & Karyna D.
Star Sitter
from
$38
per day
5.0 out of 5 stars
102 reviews
35 repeat clients
15 years of experience
Colonicaltown North, Orlando, FL, 32803

Rainie had a great day of daycare with Karyna. Karyna was very conscientious and asked great questions regarding Rainie's care and schedule. Would not hesitate to book again!

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Eric W.
Sitter Profile Image: Martha D.
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Martha D.
Star Sitter
from
$25
per day
5.0 out of 5 stars
42 reviews
19 repeat clients
40 years of experience
Monterey, Orlando, FL, 32807

Martha and her family were absolutely warm and welcoming. They took him on walks and sent photos and updates. My dog was a little anxious this time around and they approached it with complete kindness. Thank you so much.

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Alissa H.
Sitter Profile Image: Kimberly H.
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Kimberly H.
from
$35
per day
5.0 out of 5 stars
4 reviews
3 repeat clients
30 years of experience
Orlando, FL, 32804

The Best Dog Sitter I Could Ask For! I couldn’t be happier with Kimberly! She's been watching my baby boy every week, and her care and compassion toward him warms my heart. From the moment we met her, it was clear she has a genuine love for animals and enjoys making them feel comfortable and happy. Each week, she goes above and beyond, ensuring Cooper gets oodles of attention. The cute photos she sends and text updates alway shows me he being so well cared for. She even brushes him when he visits, LOL! I love how quickly she responds when we communicate and how kind she is to me every time we interact. If you’re looking for someone who is caring, dependable, and loves dogs as much as you do, look no further than Kimberly. We’re so grateful to have found her!

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Brandi N.
Sitter Profile Image: Erika T.
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Erika T.
Star Sitter
from
$15
per day
5.0 out of 5 stars
143 reviews
65 repeat clients
10 years of experience
Orlando, FL, 32825

Super nice young lady. It was a last minute booking and went out of her way to make it easy. Clearly great with dogs. Quite residential area. Highly recommend!!!

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George S.
Sitter Profile Image: Kristina C.
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Kristina C.
Star Sitter
from
$39
per day
5.0 out of 5 stars
156 reviews
51 repeat clients
10 years of experience
Altamonte springs, FL, 32701

Our puppies had a great day at Kristina’s! She has a great outdoor space for pups to run around. Kristina is a loving and kind puppy Mom! Thanks Kristina!

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Ginny S.
Sitter Profile Image: Ailin L.
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Ailin L.
from
$40
per day
5.0 out of 5 stars
10 reviews
4 repeat clients
10 years of experience
Winter Park, FL, 32792

Ailin did such an amazing job with our dog! This is the first time our dog was with a sitter for an entire day, and she did so well with her. She updated us on how our dog was doing. She found ways to calm our dog, and so our dog was comfortable enough to eat, which is something she doesn’t do with sitters. Overall, it was a great experience, thank you!

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Ileana L.
Sitter Profile Image: Carilyn & Jorge M.
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Carilyn & Jorge M.
Star Sitter
from
$32
per day
4.9 out of 5 stars
268 reviews
86 repeat clients
15 years of experience
Orlando, FL, 32808

No tengo palabras para agradecer a Carilyn lo amable que fue con nosotros y Santin. Es la primera vez que contesto un servicio de este tipo para cuidar a lo más preciado que tengo, mi hijo perruno. Gracias por el cuidado y amor brindados. Santin salió feliz de allí. No solo lo recomiendo si no que les aseguro que sus peluditos no van a estar mejor en otro lugar que no sea este. Gracias gracias gracias!!!

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Magali F.
Sitter Profile Image: Carmin C.
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Carmin C.
Star Sitter
from
$25
per day
5.0 out of 5 stars
64 reviews
18 repeat clients
23 years of experience
Longwood, FL, 32750

Carmin was a superb Doggy Day Care host. I can see why she's booked all the time! Aside from the dogs enjoying themselves, she's a great communicator—always prompt in returning messages, and sending lots of photos, as well. We hope to see her again—if she has an open date!

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Brent K.
Sitter Profile Image: Kallee & Daniel C.
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Kallee & Daniel C.
Star Sitter
from
$29
per day
5.0 out of 5 stars
6 reviews
2 repeat clients
10 years of experience
Orlando, FL, 32808

Everything you could ever hope for! They were so kind, sweet, and understanding. Our GSD puppy had a blast with Sailor. It’s hard for us to entrust our baby to other people but as soon as we met the three of them our puppy and us knew it was going to be perfect. 100/10 without a doubt

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Paige C.
Sitter Profile Image: April T.
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April T.
Star Sitter
from
$40
per day
4.9 out of 5 stars
323 reviews
158 repeat clients
30 years of experience
Orlando, FL, 32825

Nugget had a wonderful time at April's. They kept me updated with photos, which was fantastic. I will definitely use their services again! Thank you!

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Amanda B.
Sitter Profile Image: Iliana A.
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Iliana A.
Star Sitter
from
$30
per day
5.0 out of 5 stars
452 reviews
141 repeat clients
10 years of experience
Orlando, FL, 32822

Liliana was great as always. Kept us informed during our dog’s stay with pictures and texts. We definitely will be using her services in the near future.

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Angel L.
Sitter Profile Image: Kim L.
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Kim L.
Star Sitter
from
$40
per day
5.0 out of 5 stars
27 reviews
9 repeat clients
100 years of experience
altamonte springs, FL, 32701

What can I say about Kim? She was accommodating of my last minute request for doggie daycare for a couple hours. Very responsive and quick about replying back. There's a certain ease and comfort for me and my dog, Emma when you get to know Kim. Rest assured that your beloved fur-member will find fulfillment (mentally and physically) when you book with her. We ♥️ you, Kim. Glad we finally found you.

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Brian B.
Sitter Profile Image: Nour G.
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Nour G.
from
$38
per day
5.0 out of 5 stars
17 reviews
2 repeat clients
18 years of experience
Winter Park, FL, 32789

About: Beginning in childhood, I’ve had several dog breeds (over 20!) that I’ve been tasked to take care of, play with, keep healthy and whose needs I’ve grown to pay attention to and understand. I adore animals and I approach them gently and mindfully, always considering what support will help prolong their lifespan and keep them happy, yet trained and behaved. My friends and family often call on me to either keep their pets company, train or housesit them, and I’m always more than happy to spend time with their animals. I firmly believe pets are not toys, and much more like our own kids, deserving of care, compassion, joy and attention. I have 17+ years experience taking care of and loving French bulldogs and pugs, who notoriously require extra responsibility, attention and instruction, as they can be stubborn and prone to health and breathing issues (often brought on by heat). I have cared for senior dogs who deserve nothing but love towards the end of their lives, and also puppies who need time spent on training and feeling safe, and lots of play and activity to stimulate their growing minds. I am a graduate student, with flexible availability between Saturday to Tuesday, during my off days, when I’ll be studying from home, often lounging and relaxing in my space. Having a pet to look after, feed and care for would not only be a very welcomed time commitment, but would make my space feel even more homely and bring me joy. I have enough time to play with dogs, pay attention to their unique needs and keep them active and joyful, or to simply accompany them while they rest and rejuvenate. I have a spacious apartment and a shaded dog park within my apartment community, as well as a dog wash corner next to the park - helpful during hot days in Florida. I am extremely mindful towards any pet staying with me, and provide them with a comfortable, safe and cooled space, in which I am committed to staying aware of their habits, likes and dislikes, and learning to understand their groove. There are several areas for them to use the bathroom outside, take a walk within the apartment community, as well as designated pee pads inside the apartment. I am happy to be in touch with the clients as often as needed, to help them feel at ease about letting their little one stay with someone new. I care about building trust with a dog, and taking the time to grow our bond, so they can be at ease in their surroundings and reduce any anxiety from a new environment.

Sitter Profile Image: Douglania B.
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Douglania B.
Star Sitter
from
$30
per day
5.0 out of 5 stars
412 reviews
157 repeat clients
5 years of experience
Sanford, FL, 32771

My saving grace! I love Douglania and her wonderful husband. They take such good care of not only my dogs, but any dog that’s in their care. Their home is clean. Their yard is perfect for the dogs. I opted for the bath for both of our dogs so they could have a little spa day, they smelled AMAZING! Judging by the pictures they enjoyed themselves very much. I’m extremely excited to have my dogs with her regularly for doggy daycare!

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Randi Y.
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Over 25
pet parents in Winter Park have booked doggy day care

Winter Park dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

I highly recommend Patama. I have a high energy Corgi with a bit of an attitude. He is usually a picky eater, and it’s very hard to tire him out. After spending a day with Patama, he came home tired and actually ate all of his food. I received photos of him throughout the day, and I could tell he was having a great time. I can honestly say he enjoyed his day. Thank you, Patama!

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Miguel S.
Doggy Day Care
5.0 out of 5 stars

We’ve brought Boomer to Santo a few times now, and he lovesss it every single time. He’s always so excited to go and is treated with so much care. Santo and her husband are incredibly sweet, and they always send pictures and videos to let us know how well Boomer is doing. We trust them completely and feel at ease knowing Boomer is in great hands. It takes all the stress away when we are away from him for the day or night. We’ll definitely keep bringing Boomer to them, he’s always happy to go and comes home a very happy pup.

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Suzie K.
Doggy Day Care
5.0 out of 5 stars

Absolutely terrific! The whole process was extremely easy. Sending pictures of our doggies and seeing how happy and relaxed they were brought so much ease to my mind. This was our first time ever using a pet sitter and we will be using Barb for all future dog sitting needs!

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Meghan C.
Doggy Day Care
5.0 out of 5 stars

Becky was a pleasant host with a thoughtful setup to host our dog in a safe, comfortable environment.

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Terry P.
Doggy Day Care
5.0 out of 5 stars

Daniela was amazing with our Miniature Schnauzer, Hanna! You could tell she genuinely enjoyed spending time with her and took great care of her. We felt completely at ease knowing Hanna was in such good hands. We’ll definitely be booking with Daniela again — highly recommend!

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Edison R.
Doggy Day Care
5.0 out of 5 stars

Willow loves going to Ivanka’s for the day because she has adventures! Thank you for taking such great care of my girl 😊

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Sue B.
Doggy Day Care
5.0 out of 5 stars

Meghan was absolutely awesome. We have an anxious frenchie and picked her up so happy. We cannot thank you enough, Meghan!

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Samuel M.
Doggy Day Care
5.0 out of 5 stars

My puppies love to visit Amber! I get the most adorable pictures during their visits showing all the fun and snuggling going on all day. 💙

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Terry D.
Doggy Day Care
5.0 out of 5 stars

She was very excited about looking after my baby, and overall a confident sitter who asked the right questions, and made sure my puppy had lots of play time. :)

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Lindsay A.
Doggy Day Care
5.0 out of 5 stars

Amazing doggy sitter to the point that Chihiro recognizes where she lives and is super excited to see her!!!!

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Gil H.
Doggy Day Care
5.0 out of 5 stars

Took such great care of little Miss Fancy Pants that the next time I dropped her off she ran up and jumped on him (and dobermans are very selective in who they like).

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Astrid P.
Doggy Day Care
5.0 out of 5 stars

Hannah is the best, and we can't recommend her enough! Our dog Bella loves getting doggy daycare time with her. Hannah is a wonderful person, loves animals, has great communication, a spotless home and a perfect neighborhood for dogs to enjoy.

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Ashley K.
Doggy Day Care
5.0 out of 5 stars

We have used Benjamin and Hunter multiple times now and we always have such a good experience! Our dog just loves their dog Chewy!

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Erin C.
Doggy Day Care
5.0 out of 5 stars

Brittany is great! Dependable, great communication, warm and welcoming. I have been a regular for a short bit, but have no thoughts of going anywhere else. Brittany works with my schedule and is always goes the extra mile to make sure my puppy is loved and taken care of. Couldn’t say enough nice things to capture all that Brittany does. There is more to it than just day care. It’s an immersive caring experience. Will be back again shortly :-)

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Ankur M.
Doggy Day Care
5.0 out of 5 stars

Cindy is a STAR with our pup. He always looks forward to going there and we are so comfortable leaving him with her. We get so many updates and know that he is just as loved there and he is in our own home. Cindy is an angel among Dogsitters and we are so lucky to have found her ❤️

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Josh R.
Doggy Day Care
5.0 out of 5 stars

Thank you so much for the wonderful care you gave Max, Laila, and Simba today! We had such peace of mind knowing they were in great hands. We highly recommend you and appreciate your help so much!

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katherine m.
Doggy Day Care
5.0 out of 5 stars

I was in town for a dinner and did not want to leave Chutney alone for over 4 hours. Sara was generous to give us a quick meet and greet so Chutney could check out Sara's two dogs plus her father's dog. They were all calm and gentle with twenty pound Chutney. When I dropped Chutney off, Sara took the time to let her settle in with just her for a while, then introduce her dogs again. I could tell from the pictures Sara sent that Chutney was calm and happy. Thank you Sara for taking such kind care of my Chutney.

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Cheval O.
Doggy Day Care
5.0 out of 5 stars

Mike was great, was very accommodating and we felt like Spud was well taken care of. Would recommend!

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Kalan W.
Doggy Day Care
5.0 out of 5 stars

Second daycare with my pups and they are basically fully comfortable with her! My anxious dog isn’t so anxious with her anymore and now lets her pet him and take him outside in the backyard with no issues! I’m so happy I found a sitter for my dogs! :)

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teri & Natalie I.
Doggy Day Care
5.0 out of 5 stars

Makenna is a great communicator, and my pup came home worn out and happy! The multiple walks were much appreciated.

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Allister S.
Doggy Day Care
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  3. 3. Book & Pay

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The median cost per day for doggy day care in Winter Park is $32

Why Choose Rover?

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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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    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Winter Park average 4
repeat doggy day care clients

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 Winter Park on Rover as of Jun 2026 was about $32 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 Winter Park 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.

As of Jun 2026, 2,251 sitters provided doggy day care in Winter Park. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 86% of Winter Park sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Winter Park have an average of 17 years of experience. Sitters offering doggy day care with repeat customers have an average of 4 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Winter Park.

Winter Park 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 Winter Park 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

There are 2,251 sitters offering doggy day care in Winter Park on Rover, so you’re sure to find the perfect match for your dog! In Winter Park, 97% of sitters offer daily exercise, 97% offer medication administration, and 89% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

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.