Dog Boarding in Woodland Hills, 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. 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)"

4. 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)"

5. 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)"

6. 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)"

7. 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)"

8. 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)"

9. Glenis

Every Dog Has its Staycay

Spring Harbor, MADISON, WI, 53705

Dog Boarding, Drop-In Visits, Doggy Day Care

23 repeat clients

"My husband commented that this was among the best pet sitting experiences we've had for our beloved Corgi! Parker is "mature" and can be a bit stuck in his ... (more)"

10. 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)"

11. 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)"

12. Lynn

Lots of Love for your Best Friend!

Verona, WI, 53593

Dog Boarding

10 repeat clients

"Lynn is fantastic!! She is kind and sweet. She loves our dog, and she is very caring! Our jumps out of the car to see her. Lynn is responsive, and offers inf... (more)"

13. 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)"

14. Kaylyn

Full-time care, 50 ft from dog park

Middleton, WI, 53562

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

1 repeat client

"My puppy always has so much fun with Kaylyn! He is a never ending ball of energy, and somehow Kaylyn manges to wear him out enough that I can actually get s... (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 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)"

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. Jenny

Experienced, loving pet care!

Middleton, WI, 53562

Dog Boarding, Drop-In Visits, Dog Walking

About: I have over 20 years experience in pet care and pet sitting. I have worked in pet clinics for the majority of my career and currently work at a ver... (more)

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: