House Sitting in Woodlands, Madison, WI

Find a loving dog sitter to watch your dog overnight in your home.

1. Skylar

Dog loving academic!

Regent, Madison, WI, 53726

House Sitting, Dog Walking

2 repeat clients

"Amazing! That's the best word to describe our experience with Skylar. I missed Liza, but was never worried about her. I would hire Skylar again in a heart... (more)"

2. Karla

Dog lover

Madison, WI, 53715

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: I have been watching dogs in my home and in client's homes for 12 years. I also have provided daily walks and check-ins. I love dogs and do not hav... (more)

3. Erika

Experienced Pack Leader/Trainer

Leopold, Madison, WI, 53713

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

6 repeat clients

"Erika was great with our two dogs. We will definitely contact her next time we go out of town. (more)"

4. Stephanie

Attentive animal lover just for you

Madison, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Stephanie did an excellent job with our boys! Caring for senior dogs can be a challenge, but she did a wonderful job, and plan to use her again when traveling. (more)"

5. Jillian

I would love to play with your dog!

Fitchburg, WI, 53719

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

1 repeat client

"Jillian was great! She genuinely enjoys spending time with dogs and taking care of them. She also has lots of experience with her own dogs. (more)"

Available this weekend
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

33 repeat clients

"Andrea was amazing with my dog Otis. She house sat for me so Otis (who has separation anxiety and is timid) didn't have to leave the comfort of his own home.... (more)"

7. Shauna

Recommended and experienced sitter

Spring Harbor, Madison, WI, 53715

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Shauna is the best!! It was her 2nd time staying at our house to watch our dogs while we were on vacation and like before she did a wonderful job. (more)"

8. Matthew

Animal Lover

Madison , WI, 53719

House Sitting, Drop-In Visits, Dog Walking

About: I love dogs, they are like family to me. I have a dog of my own and I give him the love he desires. I've had 3 dogs in my past, two of them were La... (more)

9. 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

About: I grew up taking care of my 20 pound dog and now regularly care for two 50 and 80 pound dogs. While they keep me busy, I still have time for dog si... (more)

10. Michelle

Reliable Dog Lover

Oakbridge Community, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: I've always been a huge dog lover, tried to take in every stray as a kid, I grew up around dogs like basset hounds, Labradors, poodles and beagles.... (more)

11. Renee

Love animals with a passion

Dudgeon-Monroe, Madison, WI, 53711

House Sitting

About: I am a hard working individual that strives to make others happy and to put my best work forward. I love working with animals especially dogs and c... (more)

12. Kayla

Medical student dog lovers

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Kayla and her husband were wonderful with our cockapoos. When they came for the meet and greet, they plopped right down on the floor in the foyer so Pancake... (more)"

13. Jennifer

Here to make your pet feel loved

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

About: I have over 20 years experience working with dogs. For the past year I have been a dog groomer in Mt .Horeb. I have a flexible schedule. I enjoy wo... (more)

14. Stephanie

Dog and all around pet enthusiast!

Madison, WI, 53719

Dog Boarding, House Sitting

About: Hello there! As a pet owner myself, I know the importance of knowing that your beloved fur-baby is being taken care of in the same way as you wou... (more)

15. Christina

Anything fluffy, fuzzy, & floppy!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

3 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)"

16. Amy

Energetic and passionate dog lover

madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Amy is a caring and attentive sitter. She has watched my dog multiple times while I have had to travel for business. I received numerous updates on how my pu... (more)"

17. Adam

A friend of All Hunds

Orchard Ridge Community, Madison, WI, 53711

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

2 repeat clients

"Adam is clearly a dog lover. He proved to be a conscientious and trustworthy caretaker for our pets and property. We would definitely book Adam again, and re... (more)"

18. Jeff

Big or Small (just no cats)!

Madison, WI, 53705

Dog Boarding, House Sitting

"Jeff is a mans best friend. I mean a dogs. I guess both. I've been great buds with Jeff for a long time and I count on Jeff as a responsible, reliable, and c... (more)"

19. Danae

fun and friendly and dog lover!

Wyndemere, Madison, WI, 53717

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

"As a long time friend of Danae's, I have seen, countless times, the love and affection she shows towards all animals. She is especially good with dogs, and s... (more)"

20. Dana

Experienced Veterinary Worker

Spring Harbor, Madison, WI, 53705

Dog Boarding, House Sitting

About: I have been caring for client's pets for 5 years. I have personal and professional experience taking care of pets, from cats and dogs to horses. I ... (more)

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Learn About Premier

Dog owners in Woodlands, Madison, WI love booking house sitting with sitters on Rover.com. Over 423 pet owners have reviewed house sitters in Madison, giving them an average rating of 4.9/5 stars. Booking house sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book house sitting with Rover? Check out our average house sitting rates to get an idea before reaching out and starting a conversation with a house sitter near you in Woodlands.

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Woodlands, Madison house sitting needs. On Rover, it's easy to find a loving dog sitter in Woodlands, Madison, WI who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Woodlands house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Woodlands, Madison, WI for your dog: people who'll treat him like family.

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 Woodlands, 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: