House Sitting in Woodlands, Madison, WI

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Dismiss
1. Danielle

I am dog's best friend!

Verona, WI, 53593

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

18 repeat clients

"My first level of assessment is if Mia likes the sitter when she does the meet and great. I also want to make sure that the sitter is comfortable taking care... (more)"

2. Christina

Anything fluffy, fuzzy, & floppy!

Prairie Hills, Madison, WI, 53711

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

9 repeat clients

"Christina did a fantastic job! She was so flexible and wanted to make sure my dog felt happy and safe. I will definitely ask her to watch my best buddy in th... (more)"

3. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

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

1 repeat client

"When visiting Madison, we arranged with Fran to watch our Golden while we took our daughtwr out for a birthday dinner. Fran was very accommodating to our eve... (more)"

4. Andrea

Professional animal snuggler!

Middleton, WI, 53562

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

About: I am a huge animal lover and will take care of your pet the same way I take care of mine--with lots of snuggles, walks, love and care. Your pet wou... (more)

5. Alexis

Experienced dog handler

Verona, WI, 53593

House Sitting, Drop-In Visits, Dog Walking

"Who wouldn't want a dog trainer for a sitter? Alexis has great knowledge and a calm presence to help your dog along the way. Trust for your dog is number one... (more)"

6. 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

2 repeat clients

"Hannah was reliable and very easy to work with. She was able to squeeze us in and help out in the 11th hour, too. SO appreciated! (more)"

7. Jocelyn

Part Time Dog & Puppy walker/sitter

Fitchburg, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Jocelyn is a lifesaver. She was able to take care of my pup while I was away on a short-notice trip. She was extremely accommodating and very friendly! I hig... (more)"

8. Bryna

I am a huge dog lover!

Capitol, Madison, WI, 53703

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

About: I love all animals and have grown up taking care of dogs and other animals! I am used to both puppies and older dogs. I have one friendly cat livi... (more)

Available this weekend
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

54 repeat clients

"Andrea was great- she took care of my chihuahua Coco last minute when on a work trip to Madison. She came to pick her up early from my hotel and dropped her ... (more)"

10. Katelyn

Preparing for my own dog adoption!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Katelyn was great! Our dog had so much fun with her, I think he was disappointed we were back in town! (more)"

11. Ty

Loving and Experienced!

South Campus, Madison, WI, 53715

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

1 repeat client

"Ty is a very caring, patient, and knowledgeable pet lover. He works extremely well with dogs and knows how to play with them based on their size and breed. H... (more)"

12. Anna

Lover of all fur babies here!

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

About: Hello! I love pets (obviously). I have cared for 4 dogs in my childhood neighborhood. I also boarded for a family's dog for a few years while t... (more)

13. Michelle

Experienced foster & rescue worker!

Orchard Ridge Community, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Michelle is the only person outside of my grandparents that I have ever left my dogs with and I would do it again without question. Not only did she send me ... (more)"

14. Jennifer

AVAILABLE THIS WEEKEND!!!

Madison, WI, 53719

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

3 repeat clients

"Jennifer was great! She made room for my puppy who is a little over 5 months old, and he had a blast! I got pictures of him at the dog park, and he got to pl... (more)"

15. Andrea

Huge animal lover

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Andrea is a responsible and experienced pet sitter. She has taken care of our lab on several occasions and it gives us piece of mind to know he can stay comf... (more)"

16. Amy

Energetic, Responsible, Dog lover

madison, WI, 53705

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

1 repeat client

"Amy was a great sitter for my beagle! She was very communicative and flexible, which was so helpful! (more)"

17. 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)

18. Amy

Reliable & Conscientious Caretaker

Hill Farms-University Neighborh, madison, WI, 53705

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

6 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)

19. Lauren

Lauren on the West Side

Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I am one of those pet parents who will leave 9 pages of instructions for a dog walker. When I met Lauren, she was already three steps ahead of me. She asked ... (more)"

20. Kelsey

Want a 4 day weekend get-away?

Madison, WI, 53705

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

"Kelsey clearly has a way with dogs. My dog absolutely adores her and wants to be with her more than me sometimes. I think it has to do with her calm yet frie... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

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: