Dog Boarding in Oakwood Village, Madison, WI

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

1. Hannah

I'm probably as active as your dog!

Junction Ridge, Madison, WI, 53717

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

4 repeat clients

"Hannah was dependable and communicative. Her apartment is nice. Our dog returned to us happy and obviously fond of Hannah. Will book with her again. Than... (more)"

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

54 repeat clients

"Andrea was a wonderful host for our puppy! She had a few other dogs at the time and was very respectful in introducing our shy girl! She also kept us updated... (more)"

3. Thomas

Dog Hosting in downtown Madison

Capitol, Madison, WI, 53703

Dog Boarding

8 repeat clients

"Moo had so much fun staying with Thomas! Thomas sent me daily photos/updates, which made me feel reassured that Moo was in good hands. I will definitely be u... (more)"

4. 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)"

5. Gen

I'll love your dog like you do!

Westhaven Trails, Madison, WI, 53719

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

4 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)"

6. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

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

1 repeat client

"Fran was great with Bruno. We received updates and photos throughout her visit. I'd recommend her to anyone! (more)"

7. Jasmine

The best adventures are with dogs.

Capitol, Madsion, WI, 53703

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

2 repeat clients

"Jasmine was very enthusiastic and accommodating. She kept in frequent contact, sending pictures and updates daily. I hope Abby can stay with her again! (more)"

8. Christine

A tired dog is a good dog

Prairie Hills, madison, WI, 53711

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

37 repeat clients

"Christine was very accommodating for drop-off and pick-up times and was very responsive. She sent pictures of Rasta having fun and even took him to the park.... (more)"

9. Christina

Anything fluffy, fuzzy, & floppy!

Prairie Hills, Madison, WI, 53711

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

11 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)"

10. Madie

Reliable Dog Sitting and Walking

Vilas, Madison, WI, 53711

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

"Madie is excellent sitter! Our pup had such a good weekend with her, you can really tell that she loves animals. Next time we are in Madison, we will definit... (more)"

11. Chris

Walks, playing, cuddles, & treats

Madison, WI, 53713

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

1 repeat client

"Chris was awesome! Bella had a wonderful time and he sent pictures and updated us on how she was doing throughout her stay. We will definitely be using Chr... (more)"

12. Saralyn

Dog lover, credentials included :)

Middleton, WI, 53562

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)"

13. Andrea

Responsible & Loving in Fitchburg!

Fitchburg, WI, 53711

Dog Boarding, House Sitting

2 repeat clients

"Andrea did a great job caring for Deacon over five days. We needed someone quickly and Andrea graciously obliged. She even reported taking Deacon running, ... (more)"

14. 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)"

15. Jessi

Active Dog Lovers

Verona, WI, 53593

Dog Boarding, Dog Walking

"Jessi was fantastic! She sent daily updates and pictures, which was appreciated. My dog can get anxious being in unfamiliar environments, but Jessi made him ... (more)"

16. Glenis

Every Dog Has its Staycay

Spring Harbor, MADISON, WI, 53705

Dog Boarding, Drop-In Visits, Doggy Day Care

17 repeat clients

"Glenis is lovely. She kept in frequent touch with funny photos of my pup. And then when I went to pick my Phoebe up, she didn't want to leave! Sat down on Gl... (more)"

17. Melinda

Experienced Animal Lover

Prairie Hills, Madison, WI, 53711

Dog Boarding

4 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)"

18. Danielle

I am dog's best friend!

Verona, WI, 53593

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

23 repeat clients

"My pooch Paco loves Danielle, and I loved having her dog sit while I was out of town. Organized, friendly, punctual, and super loving toward the dog. He in... (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. 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)"

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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: