Doggy Day Care in Westchester Gardens, Madison, WI

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

Search

RoverProtect

Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more

Loving doggy day care in your neighborhood

Search Results

Sitter Profile Image: Sarah M.
Verified Enhanced Background Check
Sitter Profile Image: Sarah M.
Verified Enhanced Background Check

1. Sarah M.

Dog Loving Dynamic Duo
Deforest, WI, 53532
4.2 mi. away
Boarding, Doggy Day Care
from
$25
per day
5.0 out of 5 stars
44 reviews
10 repeat clients
Profile image

We are so grateful we found a great fit for our social and active pup! He played outside with Sarah’s sweet dogs. Great communication and care.❤️

Availability updated yesterday
Sitter Profile Image: Suellen A.
Verified Enhanced Background Check
Sitter Profile Image: Suellen A.
Verified Enhanced Background Check

2. Suellen A.

Loving care for your friends
Schenk-Atwood, Madison, WI, 53704
2.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per day
5.0 out of 5 stars
29 reviews
8 repeat clients
Profile image

My 7-month-old Jazzy Girl whines in excitement when we arrive at Suellen's, and once out of the car, she races up the steps, eager to be with her friends, Suellen's dogs, Mia & Wes. They all play well together.

Availability updated 6 days ago
Sitter Profile Image: Abby F.
Verified Background Check
Sitter Profile Image: Abby F.
Verified Background Check

3. Abby F.

Any dog, any size, happy and tired!
Glendale, Madison, WI, 53716
5.0 mi. away
Boarding, Doggy Day Care
from
$30
per day
5.0 out of 5 stars
160 reviews
72 repeat clients
Profile image

Thank you so much for taking care of our pups! And on such short notice as well! I’m sure we’ll need another dog-sitter soon and we’d love to have you watch Ghost and Kai again ?.

Availability updated 7 days ago
Sitter Profile Image: Pragyan & Anurag M.
Verified Enhanced Background Check
Sitter Profile Image: Pragyan & Anurag M.
Verified Enhanced Background Check

4. Pragyan & Anurag M.

Elevating Pet Care to new hights
Emerson East, Madison, WI, 53704
3.5 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$35
per day
5.0 out of 5 stars
20 reviews
2 repeat clients
Profile image

Pragyan and Anurag took such wonderful care of my puppy for the day! He had a fantastic time with them!! They were extremely responsive and sent me cute pictures throughout the day so that I knew he was happy and safe!

Availability updated 2 days ago
Sitter Profile Image: Robert L.
Verified Background Check
Sitter Profile Image: Robert L.
Verified Background Check

5. Robert L.

Rover 101
Madison's "Dog Whisperer"
Capitol, Madison, WI, 53703
5.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per day
5.0 out of 5 stars
233 reviews
41 repeat clients
Profile image

Our dog Halla is a rescue dog and he is very scared and nervous around new people. Robert has watched him few times and I am grateful that he understands that Halla needs time and space to get to know him. I am sure Halla will be in good hands when our family goes on a vacation this summer.

Availability updated yesterday
Sitter Profile Image: Megan T.
Verified Enhanced Background Check
Sitter Profile Image: Megan T.
Verified Enhanced Background Check

6. Megan T.

I love all animals
Eken Park, Madison, WI, 53704
2.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day
5.0 out of 5 stars
5 reviews
2 repeat clients
Profile image

Megan was amazing and so, so flexible with her schedule last minute! Would highly recommend

Availability updated today
Sitter Profile Image: Cynthia & Mark H.
Verified Enhanced Background Check
Sitter Profile Image: Cynthia & Mark H.
Verified Enhanced Background Check

7. Cynthia & Mark H.

Dogs Are a Woman's Best Friend!
Schenk-Atwood, Madison, WI, 53704
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per day
5.0 out of 5 stars
72 reviews
23 repeat clients
Profile image

My pup Popsicle loves Cynthia and gets so excited to see her! Cynthia gives excellent ‘pupdates’ and is super-communicative, so when you’re away from your pup (and missing them), you’ll get beautiful pics and updates. She treats my pup like family, and I’ve hired her again and again!

Availability updated 13 days ago
Sitter Profile Image: Tony D.
Verified Enhanced Background Check
Sitter Profile Image: Tony D.
Verified Enhanced Background Check

8. Tony D.

The Dogfather
Madison, WI, 53718
4.1 mi. away
Boarding, Doggy Day Care
from
$25
per day
5.0 out of 5 stars
63 reviews
24 repeat clients
Profile image

Tony was so sweet and was so great and accommodating with my dog! I got picture updates during the day and I felt like my dog was in great hands :) would definitely recommend!

Availability updated today
Sitter Profile Image: Elizabeth E.
Verified Enhanced Background Check
Sitter Profile Image: Elizabeth E.
Verified Enhanced Background Check

9. Elizabeth E.

Rover 101
giving pets the princess treatment.
Glendale, Madison, WI, 53716
5.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per day
5.0 out of 5 stars
1 review

About: I've never not had animals in my house, so I've been a pet-lover since day one! I started walking dogs and sitting as a little side-gig when I was 13 and never looked back. I have lived on farms, in apartments, and in the middle of nowhere, so I have a lot of experience from a lot of different places. Your animals will be loved (adored) and cared for like they are my own. I live in a townhouse with a front and backyard, and close to many dog-friendly trails/hiking paths as well as several off-leash dog parks. I enjoy the outdoors (rain or shine, hot or cold) so if your pet does too, we'll be a great match! I ask that you bring your dog's food, leash, collar and any medications (with instructions!) I do ask that unless it is an absolutely necessary comfort item that you leave any toys or blankets at home so they do not get lost in the shuffle. I have plenty of toys and soft things here for them to play and burrow to their heart's content! I currently work from home, so I am available at pretty much all times for any animal needs. This means its easy to go for long walks, or even a trip to the dog park, pretty much whenever! And cuddles, lots of cuddles. I have an unfenced backyard, but access to a dog park which is very close. I have two very well behaved animals: a ginger domestic shorthair cat named Wanda-Jo and a teddy bear golden dog named Trix. I take pet safety very seriously, and will go above and beyond to make sure your pet is happy, healthy, and content.

Availability updated today
Sitter Profile Image: Kara S.
Verified Background Check
Sitter Profile Image: Kara S.
Verified Background Check

10. Kara S.

Love your pets like my own
Lake Edge, Madison, WI, 53716
3.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$35
per day
5.0 out of 5 stars
84 reviews
27 repeat clients
Profile image

Kara is so wonderful with Birdie. She is patient and caring, and her home provides a wonderful space for Birdie to play with other dogs. Birdie is always super excited to go to Kara’s house.

Availability updated 2 days ago
Sitter Profile Image: Guadalupe S.
Verified Enhanced Background Check
Sitter Profile Image: Guadalupe S.
Verified Enhanced Background Check

11. Guadalupe S.

Looking to hang out with your pet!
Sun Prairie, WI, 53590
5.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per day
5.0 out of 5 stars
7 reviews
2 repeat clients
Profile image

Guadalupe was very easy to communicate with. I felt comfortable leaving Remy. He seemed to have enjoyed his stay. I definitely recommend this sitter!

Availability updated 20 days ago
Sitter Profile Image: Meghan & Jacob D.
Verified Enhanced Background Check
Sitter Profile Image: Meghan & Jacob D.
Verified Enhanced Background Check

12. Meghan & Jacob D.

We’ll treat your pet like our own!
McClellan Park, Madison, WI, 53718
3.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$28
per day
5.0 out of 5 stars
46 reviews
19 repeat clients

About: We have a combined 30+ years of caring for all types of animals, including cats, dogs, reptiles, & fish (and rabbits and chickens!). We’ve worked with pets of many different breeds and ages, including puppy/kitten and senior care. Medication needs or specific care requests? We're here for you! When we care for your pet, we'll work as a team to ensure your pet is comfortable, loved, and stimulated while you're away. Drop ins - Food, water, litter, walks, cuddles, medications, enrichment, or whatever your pet needs - we are happy to accommodate. Boarding - We live in the Grandview Commons neighborhood on the East side of Madison. We are WFH DINKS, single-family home with a fenced yard and are happy owners of fish, 1 dog, and 2 cats (and too many plants!). Book today for all your pet care needs! We have flexible schedules that allow us to care for pets during the week and on weekends - whether that includes boarding or drop-in visits. We will treat your pets like we treat our own! We will respect your pet care plan as outlined in any instruction/communication prior to our time with your pet/s.

Availability updated yesterday
Sitter Profile Image: Julie D.
Verified Background Check
Sitter Profile Image: Julie D.
Verified Background Check

13. Julie D.

Rover 101
Play, snack, & snooze with us!
Lake Edge, Madison, WI, 53716
3.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per day
5.0 out of 5 stars
86 reviews
43 repeat clients
Profile image

Small space, huge heart. Julie was great with our exuberant furbabies, Boss and Inja, and they clearly had a wonderful time! While there's not a huge space for them to run, they got plenty of activity and action playing with her and the other pups, and they came home exhausted even after sneaking in snuggles with Julie on the couch. Very happy with their experience and looking forward to them spending more time with Julie, Duncan, and the other visiting pack members!

Availability updated 29 days ago
Sitter Profile Image: Henry M.
Verified Enhanced Background Check
Sitter Profile Image: Henry M.
Verified Enhanced Background Check

14. Henry M.

Ready to watch any furry friend!
Eken Park, Madison, WI, 53704
2.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per day
10 years of experience

About: I've taken care of and watched dogs since I was a teenager. My parents have had Saint Bernard Great Dane mixed breed dogs so I have a lot of experience dealing with giant breed dogs. When my parents current dog was a puppy, I had a lot of one on one time taking care of her especially when she was a puppy and first coming home because my parents were working and I was on summer break, this has given me an intimate understanding of the needs of puppies and how to take care of them. My parents have also always had cats and they don't always get along with the dog which has given me a lot of experience managing animals in conflict while working to make them more comfortable and get along more. I've also done a lot of work watching my partner's family dog which has given me a lot of experience dealing with dog reactivity and aggression and learning how to calm dogs down. I'm currently in between jobs so I have all of the time in the world to watch your pet! Amy schedule is incredibly flexible and I can be available for drop in visits, sitting, and other services in general and especially on weekends I can easily crate a dog if needed and I also love getting to lay on the couch or in bed with a puppy if they're allowed. I do have two cats but they can be kept in a bedroom and not interact with a dog if they are not cat friendly. If they are cat friendly, my cats love to play and would be really interested in meeting and cuddling with more dogs!

Availability updated 6 days ago
Sitter Profile Image: Mariana P.
Verified Background Check
Sitter Profile Image: Mariana P.
Verified Background Check

15. Mariana P.

I am an animal lover!!!!
sun prairie, WI, 53590
4.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per day
5.0 out of 5 stars
53 reviews
17 repeat clients
Profile image

Our experience was full 5 stars all the way! Mariana provided updates and pics throughout Molly's stay. We know she had fun as she was exhausted and slept like a baby later than night. We would absolutely use Mariana in the future.

Availability updated 36 days ago
Sitter Profile Image: Nicole G.
Verified Background Check
Sitter Profile Image: Nicole G.
Verified Background Check

16. Nicole G.

Rover 101
Home Full-time, Loving Family
Madison, WI, 53704
2.1 mi. away
Boarding, Doggy Day Care
from
$30
per day
5.0 out of 5 stars
20 reviews
8 repeat clients
Profile image

Nicole and her kids were great. They were very kind and caring with my dog snooper. They have two other dogs that of course want to protect their owner .. but Nicole was careful to keep them on leash or contained during meet n greet. She thoughtfully considered my apprehension about leaving snooper with 3 dogs (they had another for day care I learned later) and figured out ways to keep the dogs separated. The kids were so loving to little snooper I think he had a lot of private attention! Nicole sets a great example for dog care for her kids—- as did her father who was around during meet and greet. So nice to see children take such loving interest in animals.

Availability updated over 1 year ago
Sitter Profile Image: Ella W.
Verified Enhanced Background Check
Sitter Profile Image: Ella W.
Verified Enhanced Background Check

17. Ella W.

Hi, my name is Ella!!
Ridgewood, Madison, WI, 53704
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day
5.0 out of 5 stars
18 reviews
6 repeat clients
Profile image

Ella was really sweet for helping me find a sitter last minute. Her communication before, during, and after was impeccable! It made me feel assured that Remy was in good hands while in her care. I highly recommend!

Availability updated yesterday
Sitter Profile Image: Tracy S.
Verified Enhanced Background Check
Sitter Profile Image: Tracy S.
Verified Enhanced Background Check

18. Tracy S.

Care that Makes a Best Friend
Rolling Meadows, Madison, WI, 53714
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per day
5.0 out of 5 stars
35 reviews
10 repeat clients
Profile image

Tracy was so patient with our elderly dog's needs and actions. Happy definitely had a good time and was exhausted each night! Great availability.

Availability updated 3 days ago
Sitter Profile Image: Jessica G.
Verified Enhanced Background Check
Sitter Profile Image: Jessica G.
Verified Enhanced Background Check

19. Jessica G.

I’m here to help! 🐶 🐱
Madison, WI, 53718
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day
5.0 out of 5 stars
15 reviews
2 repeat clients
Profile image

Not only will your dog fall in love with Jessica but you will too! I was so worried that a "sitter" wouldn't love my dog the way that I do. But when I drop Wolfie off at Jessica's, it's like he's spending time with his other mommy!! Jessica will hold, hug, snuggle, and play with your dog all day. She treats all her visitors as if they were her own animals. She's attentive to Wolfie's needs and even notices if something seems a little off with his behavior. We feel so lucky to have found Jessica! I feel like I found a great friend in the process. I would give Jessica 10 stars if I could!!!

Availability updated yesterday
Sitter Profile Image: Lilian A.
Verified Background Check
Sitter Profile Image: Lilian A.
Verified Background Check

20. Lilian A.

Lily’s doggie care
Bluff Acres, Madison, WI, 53704
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$29
per day
1 review

She is great and has been taking care of dog for over 30 years. She is a great walker and loves animals. Has patience. .

Availability updated 6 months ago

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!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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.

  • World-class support

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

Doggy Day Care FAQs

Frequently asked questions about Rover

Connect anywhere with the Rover app

Find loving doggy day care near you.
Add dates for the most accurate results
Search now