The #1 network of pet sitters & walkers
200,000+ Sitters
1M+ Reviews
95% Perfect 5-star ratings
18M+ Photo Updates

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.

1. Steve

Frequent walks. Home full-time.

Hill Farms-University Neighborh, Madison, WI, 53705

Dog Boarding, Doggy Day Care

"Steve is so wonderful with Bella! I love dropping her off in the morning because she's so happy to see him and Angela. He took her out for 5 walks, Bella's f... (more)"

Confirmed 4th of July Availability
2. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Andrea was fantastic when I needed someone to watch my 8 week old Springer Spaniel. I was able to set a date on short notice and her response time was fantas... (more)"

3. Holly

Will treat your pup as my own

Madison, WI, 53719

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Holly has provided great care for my puppy since I got him a few months ago. She watches him while I'm at work for the day and if I ever need her for night c... (more)"

4. Alison

I'll run w/and help train your dog.

Capitol, Madison, WI, 53703

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Alison was so sweet with our dogs! She played with them a bunch, even brushed them and worked on one of our dog’s reactivity issues! Both dogs were happy an... (more)"

Confirmed 4th of July Availability
5. Jasmine

The best adventures are with dogs.

Capitol, Madsion, WI, 53703

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Jasmine was great. She was available for our last minute needs and was flexible with our schedule. She took great care of Kevin and made sure to keep us upda... (more)"

6. Patti

Teacher summer off - runner

Marquette, Madison, WI, 53703

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"If you want your dog to HAVE FUN and BE SAFE, then Patti is absolutely the right choice. She's been our go-to house/dog-sitter for years because she's extrem... (more)"

7. Sarah

Takes Care of Pets of All Kinds

Madison, WI, 53719

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Sarah did a great job with my puppy. He had fun playing with her dog and was all out of energy by the time he got home. She kept me up to date on everything ... (more)"

Confirmed 4th of July Availability
8. Sara

Stay at Home Dog Parents

Meadowood, Madison, WI, 53711

Dog Boarding, Doggy Day Care, Dog Walking

"Sara and Tyler are great! Max loves spending time with them and their pups. He gets the run of their fenced yard and comes home happy and tired! (more)"

9. Kaylyn

Full-time care, Lots of Walks!

Middleton, WI, 53562

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"I’m so happy with Kaylyn. Her family was super welcoming and sweet. She sent pictures and updates throughout the day and even sent him home with a box of hom... (more)"

10. Michael

James Madison Park iz 4 the Dogz <3

Capitol, Madison, WI, 53703

Drop-In Visits, Doggy Day Care, Dog Walking

"Michael is an amazing combination of smart and talented blended with kind, caring, gentle, and responsible. He has a giant heart and a playful spirit, and ab... (more)"

11. Charlotte

Dog Nanny Available for the summer

Stonefield Woods-Ridge, Madison, WI, 53717

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Charlotte has always been brilliant with our dogs Jerry and Iceni. They are always very happy to see her and she takes great care of them. I have always foun... (more)"

Confirmed 4th of July Availability
12. Bea

Pampered Pooch Palace

Allied Community, Madison, WI, 53711

Dog Boarding, Doggy Day Care

"Bea!! Thank you for taking care of my old lady. She was a wonderful cat sitter for my baby when I needed it. She gave my kitty a room of her own and made s... (more)"

13. Jaclyn

Experienced and kind dog sitter

Capitol, Madison, WI, 53703

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I grew up with pets and am a dog lover. Being a student and working I am unable to have a dog of my own right now. I love caring for dogs and I’m e... (more)

Confirmed 4th of July Availability
14. Casandra

Attentive and friendly sitter

Wexford Ridge, Madison, WI, 53717

Dog Boarding, Doggy Day Care

"Casandra and her mom were great with Parker. (more)"

Confirmed 4th of July Availability
15. Fernanda

Great with puppies & small breeds!

Capitol, Madison, WI, 53703

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: I’m in town temporarily for school and I don’t own any pets at the moment, so your dog will get all the attention and care they deserve! Back home ... (more)

16. Semhar

Great with high energy dogs!

Fitchburg, WI, 53719

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Semhar has watched my dog for years and has always done an excellent job. She cares for them and always goes the extra mile. She has done whatever she can to... (more)"

17. Susan

You'll never catch me without a dog

Vilas, Madison, WI, 53711

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Susan really has been a godsend for my wife Amanda and I, as we looked for someone to watch our golden retriever Willie during Amanda’s long work days. I rec... (more)"

18. Dr. Elisa

Active dog-loving veterinarian!

Madison, WI, 53719

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Elisa was absolutely fantastic to work with! She was extremely flexible with setting up a meeting prior to boarding Bentley so we could ensure the dogs got a... (more)"

Available this weekend
19. Nader

Not available now

Middleton, WI, 53562

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Sorry guys but I literally just started a new job on 02/22/18 and I have a rotating shift schedule so I do not know yet when I will work. Once I ha... (more)

Confirmed 4th of July Availability
20. Frances

Im home full time and we will play

Fitchburg, WI, 53719

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I love pets... wishing in the future to have one on my own so since i dont have one i will take care of yours like is my own ill be friendly, kind ... (more)

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:

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

Card image cap

1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

Card image cap

2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

Card image cap

3) Book & pay

Our platform makes it easy and secure. No cash necessary.

Card image cap

4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.