Dog Boarding in Oakwood Village, Madison, WI

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

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1. Christina

Anything fluffy, fuzzy, & floppy!

Prairie Hills, Madison, WI, 53711

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

18 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)"

2. Gen

I'll love your dog like you do!

Westhaven Trails, Madison, WI, 53719

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

8 repeat clients

"Gen was great with making me feel comfortable leaving Logan - she is clearly super experienced with dogs! She sent pictures and updates during my dog’s stay ... (more)"

3. Grace

Home full-time, near dog park

Capitol, Madison, WI, 53703

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

9 repeat clients

"Grace was able to take Kayla in for 5 days on very short notice. She provided great care for her and provided me with a lot of updates. I was very pleased wi... (more)"

4. 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)"

5. Km

Loving, responsible, sociable!

Capitol, Madison, WI, 53703

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

1 repeat client

"Km took wonderful care of Winnie. It was our first time using Rover.com, so we were little nervous. However, without hesitation I would recommend Km. She... (more)"

6. Hannah

I'm probably as active as your dog!

Junction Ridge, Madison, WI, 53717

Dog Boarding, House Sitting, Doggy Day Care

5 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)"

7. Thomas

Dog Hosting in downtown Madison

Capitol, Madison, WI, 53703

Dog Boarding, Drop-In Visits, Dog Walking

11 repeat clients

"Thomas took great care of our dog- he sent us pics and updates and our pup had a great stay! Our pup loves Thomas! He was very excited to go back for a seco... (more)"

8. Dr. Elisa

Active dog-loving veterinarian!

Madison, WI, 53719

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

2 repeat clients

"Elisa goes above and beyond to make sure your furry friends are comfortable, safe, and having the time of their lives. She's experienced with dogs of all tem... (more)"

Confirmed Thanksgiving Availability
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

60 repeat clients

"My dog is very important to me. I treat her as I would my own child. I felt very comfortable leaving her with Andrea. kayla had a great time during her stay. (more)"

10. Amy

Reliable & Conscientious Caretaker

Hill Farms-University Neighborh, madison, WI, 53705

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

7 repeat clients

"Amy was awesome! I received nearly daily updates of Frankie's stay, including pictures. I was happy to hear my dog and her two dogs got along great. Amy also... (more)"

11. Glenis

Every Dog Has its Staycay

Spring Harbor, MADISON, WI, 53705

Dog Boarding, Drop-In Visits, Doggy Day Care

20 repeat clients

"This was the first time I've had to find someone other than family to watch my boys while I was on vacation. As soon as we did our meet and greet with Glenis... (more)"

Confirmed Thanksgiving Availability
12. Saralyn

Dog lover, credentials included :)

Middleton, WI, 53562

Dog Boarding, Doggy Day Care, Dog Walking

4 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)"

13. Cleda

I love dogs and they love me!

Spring Harbor, Madison, WI, 53705

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

"Cleda was very nice and knowledgeable! She watched Codex, my Shiba, in short notice over a long weekend and gave me cute picture updates. Codex returned to m... (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. 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)"

16. Lisa

Comfy home w/ fence on west side!

Madison, WI, 53719

Dog Boarding

"I left my pup with Lisa for about a week and he seemed to have a blast playing with Nora. Lisa sent plenty of updates while I was out and I definitely apprec... (more)"

17. 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)"

18. Sara

Stay at Home Dog Parents

Meadowood, Madison, WI, 53711

Dog Boarding, Doggy Day Care, Dog Walking

3 repeat clients

"Sara is one of the kindest, most generous people I've ever known. She loves all animals, and shows that compassion to all pets. She is incredibly responsible... (more)"

Confirmed Thanksgiving Availability
19. Jennifer

AVAILABLE THIS WEEKEND!!!

Madison, WI, 53719

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

6 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. 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)"

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: