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

5 repeat clients

"Daisy really enjoyed her stay and didn't want to leave. Cleda was great with her and made me feel confident that she was in good hands while I was away. I re... (more)"

Confirmed Memorial day Availability
2. Allison & Raymon

LOVING, ACTIVE DOG SITTERS!!

Tenney-Lapham, Madison, WI, 53703

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

2 repeat clients

"Oh. My. Goodness. Best pet-sitters ever! They're my first choice from now on. They we're so great with my cat and my dog when I had to be out of town, and se... (more)"

Confirmed Memorial day Availability
3. Gen

I'll love your dogs like you do!

Westhaven Trails, Madison, WI, 53719

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

13 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)"

Confirmed Memorial day Availability
4. Jenny

Walking for a living

Madison, WI, 53719

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

2 repeat clients

"Jenny is excellent with dogs. She goes above and beyond when watching my dog and Russia always has a great time walking with Jenny. Sometimes they walk at a ... (more)"

5. Eden

I’ll run with your dog!

Wexford, Madison, WI, 53717

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

About: Hi, I’m Eden! I’m an animal lover who will love your dog endlessly! Whether your need a pet sitter, dog walker, or house sitter, I will take offers... (more)

6. Steve

Frequent walks. Home full-time.

Hill Farms-University Neighborh, Madison, WI, 53705

Dog Boarding, Doggy Day Care

4 repeat clients

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

7. Sara

Stay at Home Dog Parents

Meadowood, Madison, WI, 53711

Dog Boarding, Doggy Day Care, Dog Walking

7 repeat clients

"Sara, her husband Tyler, and their two adorable pugs all made Bubba feel very welcome and cared for. I received many pictures and texts while we were away, w... (more)"

8. Tracy

Loving, clean home w/ fenced yard

Verona, WI, 53593

Dog Boarding, Drop-In Visits, Dog Walking

"We would highly recommend Tracy as a dog sitter. Our dog Faith was well cared for in Tracy's home while we were away on vacation for a week. Faith is an ol... (more)"

9. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

77 repeat clients

"Our Cocker Spaniel Leo absolutely loved staying with Andrea. She took care of him like he was her own. I will definitely call Andrea again if we go out of ... (more)"

10. Saralyn

Dog lover, credentials included :)

Middleton, WI, 53562

Dog Boarding, Doggy Day Care, Dog Walking

5 repeat clients

"Saralyn was so great with my two dogs! The meet and greet was very casual, yet thorough. I left them feeling very comfortable, and that comfort stayed as she... (more)"

Confirmed Memorial day Availability
11. Christine

Loving Certified Vet Tech

Prairie Hills, Madison, WI, 53711

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

2 repeat clients

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

12. Lynn

Lots of Love for your Best Friend!

Verona, WI, 53593

Dog Boarding

11 repeat clients

"Lynn was an absolute perfect choice for our dog. She's a kind and dedicated dog sitter. Her calm demeanor made our Remy feel safe and happy. He displayed non... (more)"

13. Rachel

Pre-vet Student at uw!

Regent, Madison, WI, 53726

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

1 repeat client

"Our dog Zoey had a great time staying with Rachel! She sent pictures so I always knew how much fun they were having-- going on walks, etc. She was very flexi... (more)"

14. Maiya

I'll love them like you love them!

Blackhawk, Madison, WI, 53717

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

About: I have loved animals since I was a little girl whether it be big or small, a pet fish or a pet horse, I am a true animal lover at heart, although ... (more)

15. Glenis

Every Dog Has its Staycay

Spring Harbor, MADISON, WI, 53705

Dog Boarding, Drop-In Visits, Doggy Day Care

27 repeat clients

"When my dog pulls at the leash to get into Glenis' home, it makes me feel so good. Glenis provides great communication for the humans...and great care for do... (more)"

16. Lauren

Lauren on the West Side

Madison, WI, 53719

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

1 repeat client

About: Affection, attention, and tender loving care. You can be assured your pet will receive all of these when I'm the sitter. Animals bring me a lot of ... (more)

Available this weekend
17. Caitlin

Is your dog my new best friend?

Maple-Prairie, Madison, WI, 53719

Dog Boarding

2 repeat clients

"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)"

18. 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)"

Confirmed Memorial day Availability
19. Jennifer

AVAILABLE THIS WEEKEND!!!

Madison, WI, 53719

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

11 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)"

20. 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)"

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: