Dog Boarding in Oakwood Village, Madison, WI

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

1. Cleda

I love dogs and they love me!

Spring Harbor, Madison, WI, 53705

Dog Boarding, Drop-In Visits, Dog Walking

3 repeat clients

"The moment I met Cleda I could tell she was a dog lover. She was really great with August and sent me photo updates every day. She even took August on short ... (more)"

2. Christina

Anything fluffy, fuzzy, & floppy!

Prairie Hills, Madison, WI, 53711

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

25 repeat clients

"Christina was wonderful! My dog loved playing with her dogs, playing in the fenced in yard, and getting loved on. She sent me pictures and updates throughout... (more)"

3. Thomas

Dog Hosting in Downtown Madison

Capitol, Madison, WI, 53703

Dog Boarding, Dog Walking

15 repeat clients

"Leinie enjoyed his stay with Thomas. I loved the photos of Leinie throughtout our time away. Thomas made sure Leinie had plenty of playtime and he sure was w... (more)"

4. Gen

I'll love your dogs like you do!

Westhaven Trails, Madison, WI, 53719

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

11 repeat clients

"Gen was so great with my dog. She was so easy to work with and sent many great photos. I picked up a happy stress-free dog after her weekend with Gen. (more)"

5. Steve

Frequent walks. Home full-time.

Hill Farms-University Neighborh, Madison, WI, 53705

Dog Boarding, Doggy Day Care

2 repeat clients

"Wonderful care. Pretty sure that our dog wanted to bring Steve & Angela home with her or maybe trade us in! (more)"

6. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

69 repeat clients

"This week has been hectic! I just moved from LA to Wisconsin and the place that i was going to stay at was suppose to be ready the day of my arrival. Well it... (more)"

7. Saralyn

Dog lover, credentials included :)

Middleton, WI, 53562

Dog Boarding, Doggy Day Care, Dog Walking

5 repeat clients

"Saralyn was so great to my little pooch, and she will be my go-to dogsitter! When I picked him up he looked happy and at home, and was well-rested. I feel ... (more)"

8. Rebecca

Fun times for your dog!

Junction Ridge, middleton, WI, 53562

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Rebecca is the best! She instantly had great rapport with my dog upon meeting him. She was flexible, kind and great attention to detail (she caught a syste... (more)"

9. Sara

Stay at Home Dog Parents

Meadowood, Madison, WI, 53711

Dog Boarding, Doggy Day Care, Dog Walking

6 repeat clients

"Colby loved his time at Sara’s and we really appreciated the daily updates and flexibility in pick-up/drop-off times. Thanks again Sara and we’d definitely l... (more)"

10. Glenis

Every Dog Has its Staycay

Spring Harbor, MADISON, WI, 53705

Dog Boarding, Drop-In Visits, Doggy Day Care

23 repeat clients

"Glenis was great with Zoe. She has a wonderfully dog friendly house and gave Zoe lots of attention. I felt very comfortable leaving Zoe with her. I hope she'... (more)"

11. Lydia

1 acre park in complex

Madison, WI, 53713

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

1 repeat client

"Lydia was wonderful. My dog is a pit bull mix, so he can be boisterous. But Lydia took good care of him and the dogs got along well. She was very flexible an... (more)"

12. Caitlin

Is your dog my new best friend?

Maple-Prairie, Madison, WI, 53719

Dog Boarding

2 repeat clients

"Daisy had a great time staying with Caitlin. She sent me pictures and kept me updated on their adventures. I will definitely recommend Caitlin to my friends ... (more)"

13. Christine

Outdoorsy, Loving Vet Tech

Prairie Hills, Madison, WI, 53711

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

1 repeat client

"Christine is great. Very friendly and accommodating. My dog had a great time. (more)"

14. Sarah

Takes Care of Pets of All Kinds

Madison, WI, 53719

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

3 repeat clients

"Sarah did an amazing job taking care of my 8 month old puppy, Mangosteen, for 4 days! She sent plenty of pictures and videos of Mango having fun with her and... (more)"

15. Tracy

Loving, clean home w/ fenced yard

Verona, WI, 53593

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Tracy is great with dogs, she is a dog lover. She watches friends and family dogs often and is great with dogs all shapes and sizes. There is no one I would ... (more)"

16. Casandra

Attentive and friendly sitter

Wexford Ridge, Madison, WI, 53717

Dog Boarding, Doggy Day Care

1 repeat client

"Casandra did a wonderful job with Teddy! He seemed to have a great time with Casandra and her mother. I especially appreciated the frequent updates and pictu... (more)"

17. Jennifer

AVAILABLE THIS WEEKEND!!!

Madison, WI, 53719

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

8 repeat clients

"Jennifer was amazing. She went above and beyond to ensure that me and my puppy were comfortable. I am so happy Riley was able to stay with her! (more)"

18. Melinda

Experienced Animal Lover

Prairie Hills, Madison, WI, 53711

Dog Boarding

5 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)"

19. 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)"

20. Rebecca

Animal lover!

Madison, WI, 53705

Dog Boarding, House Sitting, Dog Walking

13 repeat clients

"Rebecca was wonderful! She was very accommodating when it came to drop off/pick up times and stayed in contact with us throughout the stay. I love getting to... (more)"

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: