Doggy Day Care in Oakwood Village, Madison, WI

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

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Joe Y.
1.
Joe 
Verified Enhanced Background Check
Your dog is in great hands!Regent, Madison, WI, 53726
Dog Boarding, Doggy Day Care, Dog Walking

Joe was fantastic! He took great care my mini aussie shepherd, Jack. I really appreciated the frequent updates that Joe would send me with pictures of Jack's ac… (more)

from
$30
per day
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Meghan D.
2.
Experienced & Caring Dog Foster MomRegent, Madison, WI, 53726
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

This was the first time leaving our dog with someone else and we honestly couldn't have asked for a better experience. Our dog is very anxious and nervous, bu… (more)

from
$42
per day
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Robert L.
3.
Madison's "Dog Whisperer"Capitol, Madison, WI, 53703
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Robert is reliable and professional along with a great sense of humor. Communication was great and between the pictures and the fact that our dog has been asle… (more)

from
$35
per day
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Lorelei & Kayla E.
Safe home & large fenced yardMadison, WI, 53713
Dog Boarding, Doggy Day Care

Kayla was great and super responsive! Apple had such a blast and got to visit the dog park twice during her short visit. We will definitely be back! (more)

from
$37
per day
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Erika R.
5.
Loves long walks and winter cuddlesVerona, WI, 53593
Drop-In Visits, Doggy Day Care, Dog Walking

Erika went above and beyond! She was so good with the 2 pups. They loved her and had a great time. She was very flexible and great at communication when we had … (more)

from
$35
per day
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6.
Company for Your Furbaby!Orchard Ridge Community, Madison, WI, 53711
Drop-In Visits, Doggy Day Care, Dog Walking

Cannot recommend Ilise enough! She is a dog lover and takes the best care of our dog Millie! We would recommend her to any friend and if you are looking for a d… (more)

from
$25
per day
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7.
Dog owner & med student!Spring Harbor, Madison, WI, 53705
Drop-In Visits, Doggy Day Care, Dog Walking

Sophie did great with Rodney! She was very responsive, timely and always provided updates and pictures at the end. He had a blast with her dog. We can’t wait to… (more)

from
$25
per day
Confirmed availability: Labor Day
8.
I sit, stay, and play!Fitchburg, WI, 53711
Drop-In Visits, Doggy Day Care

Ashley was great with my puppy. He got to spend some time with her dogs, got plenty of exercise, and slept like a rock after two days of fun at Ashley’s house! … (more)

from
$27
per day
Confirmed availability: Labor Day
9.
🐶🐱fitchburg, WI, 53713
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Gracie delivered an exceptional experience for both me and my dog Rosie. Gracie walked Rosie for me daily until she passed away in May. She was accommodating, p… (more)

from
$50
per day
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Work from home Dog Mom!Madison, WI, 53719
Dog Boarding, Doggy Day Care

Our dog had a great first visit and will be back in August for a longer stay. Jessica was attentive to Harper's anxiety about meeting new dogs and also flexible… (more)

from
$35
per day
Confirmed availability: Labor Day
11.
Gen 
Verified Background Check
Rover 101
Not your average pet care service!Middleton, WI, 53562
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Amazing sitter. I'm usually very anxious about sending my dog to someone I don't personally know but Gen was amazing with Malbec and took so many cute photos du… (more)

from
$30
per day
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12.
At-Home Dog Care Expert with Yard!Vanchamasshe, Madison, WI, 53705
Dog Boarding, Doggy Day Care, Dog Walking

Sarah took my dog, Ida, at the least minute for daycare this week. I received regular updates and photos, and my mind was at ease the entire time. Ida had a gre… (more)

from
$24
per day
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13.
Fellow dog mom hereWaunakee, WI, 53597
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

You’re Charlie’s new bff Amber thank you!!! (more)

from
$25
per day
Confirmed availability: Labor Day
We love and care for puppers!Madison, WI, 53719
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

My little puppy felt so safe at Pri's house. She was flexible with my varied work schedule. Pick up and drop off was quick and easy. Her daughter was also very … (more)

from
$39
per day
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15.
COVID SAFE 24/7 online Vet accessGreenbush, Madison, WI, 53715
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Drew was fantastic- Hammy immediately felt comfortable with him, he sent us pictures and updates, and he even organized a structured play date for Hammy! We wil… (more)

from
$42
per day
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16.
Love to play and walking with a dogMiddleton, WI, 53562
Dog Boarding, Doggy Day Care

Tony is a wonderful pet sitter who takes excellent care of our dog, Alpha, and my dog likes to play with his dog, Jade. Tony is very warm, patient, and friendly… (more)

from
$25
per day
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17.
I like dogs more than humans :)Middleton, WI, 53562
Dog Boarding, House Sitting, Doggy Day Care

Meghan is a true dog lover! She is just as excited to see a dog as the dog is to see her. She loves taking them on long walks, and the dogs are always tired aft… (more)

from
$28
per day
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18.
I have a big heart for animalsMadison, WI, 53705
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Ellie is great with animals. She's kind-hearted and caring and willing to help all animals in need. With her background of being a vet student, she knows lots a… (more)

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$25
per day
19.
All dogs welcome at my homePrairie Hills, Madison, WI, 53711
Dog Boarding, Doggy Day Care, Dog Walking

About: I love taking long walks with dogs. My house is very dog friendly. Two dogs since they were puppies. Frequently watch family members dogs for long p… (more)

from
$50
per day
20.
Lover of furry babies & walksMadison, WI, 53719
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Heather is a sweet, caring, and trustworthy person. She will make sure she takes care of all your needs and wants. Heather has excellent communication skills. … (more)

from
$40
per day

In Oakwood Village, Madison, WI, dog lovers trust Rover.com for their doggy day care needs. Over 423 pet owners have reviewed day care sitters in Madison, giving them an average rating of 4.9/5 stars. Booking doggy day care in Oakwood Village can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book doggy day care in Madison on Rover? Check out our average doggy day care rates to get an idea before reaching out and beginning a conversation with a sitter.

With Rover, you can find a trustworthy, loving pet sitter to take care of your dog while you're at work or have a day full or errands. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 60,000 sitters who've listed their services on Rover. That way, you're sure to find a doggy day care who's right for your needs. We're proud that 95% of our sitters have 100% 5-star reviews, and we think your dog will love them too. Search for a sitter who offers doggy day care, schedule a Meet & Greet, and book the stay if it seems like a good fit. No matter how often you need day care, you're sure to find a sitter who will treat your dog like family. And just like with overnight services booked on Rover, doggy day care is covered by premium insurance, at no extra charge to you.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Oakwood Village, Madison donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Madison.

We're proud to support over 200 organizations across the nation, including: