Dog Boarding in Woodland Hills, Madison, WI

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

1. Lauren

Energetic Owner and Dog

Madison, WI, 53719

Dog Boarding, Dog Walking

8 repeat clients

"Lauren is one of the best dog-sitters we have ever had. She is extremely thoughtful and caring. Her and Jeremy's dog, Winston, is extremely dog-friendly--our... (more)"

2. Christine

compassionate, experienced care

Prairie Hills, madison, WI, 53711

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

29 repeat clients

"Thank you Christine!! Teddy loved his stay with Christine. She made sure he was comfortable and got plenty of play time. I greatly appreciated her daily pict... (more)"

3. Saralyn

Dog lover, credentials included :)

Wexford, Madison, WI, 53717

Dog Boarding, Doggy Day Care, Dog Walking

3 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)"

4. Caitlin

Is your dog my new best friend?

Maple-Prairie, Madison, WI, 53719

Dog Boarding

1 repeat client

"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)"

5. Meghan

Dog Sitting and Walking

Vilas, Madison, WI, 53711

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

2 repeat clients

"Meghan is fantastic, can't say enough good things about her. Max loves her, our cats love her also, and they all have the final stamp of approval for us! (more)"

Confirmed Easter Weekend Availability
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

35 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)"

Confirmed Easter Weekend Availability
7. Christina

Anything fluffy, fuzzy, & floppy!

Prairie Hills, Madison, WI, 53711

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

4 repeat clients

"Christina is an incredibly passionate dog owner and lover! She owns two dogs and is very experienced with all the ins and outs of caring for dogs - I'm alway... (more)"

8. Morgan

Canine Rescuer, Trainer & Dog Lover

Greenbush, Madison, WI, 53715

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: Is your dog high energy or loves just cuddling up on the couch? Does your dog love running and playing with other dogs? If so, you've found the... (more)

9. Danielle

I am dog's best friend!

Verona, WI, 53593

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

3 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)"

10. Emily

Dog and outdoors lover!

Blackhawk, Madison, WI, 53717

Dog Boarding, Drop-In Visits, Dog Walking

"Emily and Teddy took good care of my Chihuahua Sawyer for his two nights away. He was happy to get home as usual but must have had a good time since he was h... (more)"

11. 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)"

12. Susan

You'll never catch me without a dog

Vilas, Madison, WI, 53711

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

1 repeat client

"Susan and her daughter, Hanna were great. We have a 3.5 month puppy with lots of energy. They made sure that he got plenty of exercise, playtime and love. Th... (more)"

13. Echo

Easygoing part-time college grad

Capitol, MADISON, WI, 53703

Dog Boarding, Doggy Day Care

"Echo was a great helper. She met in advance with me and Bono to learn more about Bono and his routine. She updated me with pictures and Bono seemed relax on ... (more)"

14. Mitch

Dog-lover looking for more friends

Capitol, Madison, WI, 53703

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

"Mitch is great with dogs. I always trust him watching my pet when I'm away! I have a Pomeranian who is pretty high maintanence, but this is no problem for Mi... (more)"

15. Jennifer

Our dogs are treated like family!

Dudgeon-Monroe, Madison, WI, 53711

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

"Dogs are a passion for Jen; if I'd let her, we'd have our own dog farm. She's an excellent mother to Reggie (our six year-old Boston Terrier) and brings a lo... (more)"

16. Lynn

Lots of Love for your Best Friend!

Verona, WI, 53593

Dog Boarding

7 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)"

17. Miranda

All dogs are good dogs!

Park Ridge, Madison, WI, 53719

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

"I have had the pleasure of knowing Miranda for 15 years now and can say she is an incredible young woman. Along with being very sensitive to the needs of oth... (more)"

18. Katy

I am a lover of every dog around!

Vilas, Madison, WI, 53711

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

About: I have a lab of my own back home in Alaska that I love so much! I have the energy to keep up with dogs and go on walks and know what it takes to ta... (more)

19. Amy

Reliable & Conscientious Caretaker

Hill Farms-University Neighborh, madison, WI, 53705

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

4 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)"

20. Jeff

Big or Small (just no cats)!

Madison, WI, 53705

Dog Boarding, House Sitting

"Jeff was the foster parent of the dog that I recently adopted. I'm one who asks a lot of questions and require visits and time before I make a decision such ... (more)"

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Learn About Premier

When it comes to pet care and dog boarding, pet owners in Woodland Hills, 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.

Rover.com is the simple, savvy way to find and book Woodland Hills dog boarding. It's easy to find the perfect dog sitter. Many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter in Woodland Hills, Madison, WI has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 75,000 sitters who've listed their services on Rover. When you book Woodland Hills dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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 Woodland Hills, 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: