Dog Boarding in Oakwood Village, Madison, WI

Find a loving dog sitter to watch your dog overnight at your sitter's home.

1. Thomas

Dog Hosting in downtown Madison

Capitol, Madison, WI, 53703

Dog Boarding

8 repeat clients

"My dog Conrad liked Thomas and got along well with his dog Freddy. Thomas was great, taking Conrad to the dog park, taking him to day care and sending me pic... (more)"

2. Kiersten

Corgis are my spirit animal.

Regent, Madison, WI, 53726

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

5 repeat clients

"Olive had a great stay with Kiersten! Would definitely use her again. Very flexible with drop-off/pick-up times. (more)"

3. Joseph

We love dogs! Fenced yard freedom!

Middleton, WI, 53562

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

"I'm very impressed with Joseph. He obviously loves dogs and showered mine with walks and attention. He gave me daily updates (with photos) and was very respo... (more)"

4. Gen

I'll love your dog like you do!

Westhaven Trails, Madison, WI, 53719

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

2 repeat clients

"Gen was amazing! She sent great pictures throughout and I felt completely confident that Fox was in good care! Her dog Sasha is adorable and sweet and played... (more)"

5. Christine

A tired dog is a good dog

Prairie Hills, madison, WI, 53711

Dog Boarding

34 repeat clients

"I boarded both of my dogs with Christine over the Christmas holidays. She took good care of them and sent lots of pics. Dogs had a great time! She has a big ... (more)"

6. Kendra

I love spending time with dogs

Capitol, Madison, WI, 53703

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

"Perry seemed very comfortable in Kendra's house when I dropped him off, and was very happy when I picked him up. She was able to watch Perry over a holiday w... (more)"

7. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

52 repeat clients

"Our pups had a great time at Andrea's home! She sent us pictures throughout the visit so we didn't miss them too much. They were able to play outside, meet n... (more)"

8. Saralyn

Dog lover, credentials included :)

Wexford, Madison, WI, 53717

Dog Boarding, Doggy Day Care, Dog Walking

4 repeat clients

"Saralyn does a great job with my small dog. He has been scared of children for a long time but Saralyn works closely with her daughter on "dog manners" and ... (more)"

9. Miranda

Around the clock care & cuddles!

Park Ridge, Madison, WI, 53719

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

6 repeat clients

"Miranda was a terrific dog sitter! She was warm, communicative and most importantly, terrific with my pup! I would definitely recommend her. (more)"

10. Meghan

Dog Sitting and Walking

Vilas, Madison, WI, 53711

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

8 repeat clients

"Meghan was awesome with Biscuit and Millie's! She was very attentive to their needs and made sure to ask questions about their habits. She has lots of experi... (more)"

11. Caitlin

Is your dog my new best friend?

Maple-Prairie, Madison, WI, 53719

Dog Boarding

1 repeat client

"Caitlin was amazing with my puppy Pepe! She sent me an updated picture during her stay and Pepe seemed to enjoy her very much. My pup was new to me without ... (more)"

12. Jennifer

AVAILABLE THIS WEEKEND!!!

Madison, WI, 53719

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Jennifer was fantastic. We had complete confidence leaving our dog with her. In fact, Jennifer had tips and ideas for additional training. She was great abou... (more)"

13. Morgan

Canine Rescuer, Trainer & Dog Lover

Greenbush, Madison, WI, 53715

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Had no doubt Dexter was in great care with Morgan. We could tell she had a natural sense of caring for dogs. She did a great job of sending updates with pic... (more)"

14. Glenis

Every Dog Has its Staycay

Spring Harbor, MADISON, WI, 53705

Dog Boarding, Drop-In Visits, Doggy Day Care

14 repeat clients

"Richie came back happy with his tail wagging! Glenis did a great job of updating us with pictures of what Richie was up to. She has a nice private fenced b... (more)"

15. Danae

fun and friendly and dog lover!

Wyndemere, Madison, WI, 53717

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Danae was absolutely wonderful! She was great at communicating any potential issues with scheduling and very prompt to respond to any questions or concerns... (more)"

16. Nancy

Fenced, flexible, photos, west MSN!

Summit Woods, Madison, WI, 53711

Dog Boarding, Doggy Day Care

96 repeat clients

"We would highly recommend Nancy! She did an very good job of taking care of our dog and providing us pictures of him. He felt just like he was home. Thank... (more)"

17. Nicole

24 hour custom care for your pet!

Middleton, WI, 53562

Dog Boarding, Doggy Day Care

1 repeat client

"Nicole was very responsive to me and very kind to my dog. She clearly spent a lot of time with my dog, and made him a member of her family. Her dog Emma was ... (more)"

18. Rebecca

Fun times for your dog!

Junction Ridge, middleton, WI, 53562

Dog Boarding, Drop-In Visits, Dog Walking

"Harley loved Rebecca! I will definitely be using Rebecca in the future. (more)"

19. Melinda

Experienced Animal Lover

Prairie Hills, Madison, WI, 53711

Dog Boarding

3 repeat clients

"Melinda was great! Having two Huskies herself I felt very comfortable dropping mine off with her! She sent pictures of long walks and hikes (a Husky favorite... (more)"

20. Amy

Energetic, Responsible, Dog lover

madison, WI, 53705

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: I grew up with dogs and I have a very sweet and high energy 1 1/2 year old goldendoodle. I am very energetic and patient and love dogs of all sizes... (more)

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Learn About Premier

When it comes to pet care and dog boarding, pet owners in Oakwood Village, Madison, WI trust their pets with sitters on Rover.com. Over 423 pet owners have reviewed dog sitters in Madison, giving them an average rating of 4.9/5. Dog boarding doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a dog sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a dog sitter and pet care on Rover? Check out our average dog boarding rates to get an idea before you begin a conversation with a sitter who seems like a great match.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Oakwood Village dog sitter in seconds on Rover.com. If you're looking for dog boarding while you're away, whether it's for one night or a whole month, you can find a dog sitter in Oakwood Village, Madison, WI who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks and community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers for hire, and that includes offering pet boarding in Oakwood Village.

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: