House Sitting in Oakwood Village, Madison, WI

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

1. Daisy

I love dogs! Experience with dog sa

Capitol, Madison, WI, 53703

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

6 repeat clients

"Daisy is a great dogsitter and I highly recommend her to others! My 6-year-old boxer Evie was so calm and contented when I came back from a long weekend away... (more)"

Confirmed Easter Weekend Availability
2. Skylar

Dog loving academic!

Regent, Madison, WI, 53726

House Sitting, Dog Walking

2 repeat clients

"Skylar is great! I hired her to watch over my elderly, high needs dog (Bama) while I went on a weekend trip. I was quite nervous to leave Bama for even suc... (more)"

3. Erika

Experienced Pack Leader/Trainer

Leopold, Madison, WI, 53713

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

6 repeat clients

"My dog, Dexter, recently suffered a slipped disc so I was very hesitant to leave town for an upcoming trip due to his ongoing pain and medication regimen. I ... (more)"

4. Stephanie

Attentive animal lover just for you

Madison, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Stephanie is very reliable and resourceful (when I forgot to leave the leash for her)! I so appreciate feeling confident that my puppy can stay at home when ... (more)"

5. Kelsey

Animal loving college student

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I was nervous about leaving Kozmo with someone new, but having Kelsey stay in my home with him was so much better than boarding him! He seemed much happier t... (more)"

6. 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)"

7. Meghan

Dog Sitting and Walking

Vilas, Madison, WI, 53711

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

2 repeat clients

About: I grew up in a household that always had multiple dogs, both large and small so I'm comfortable around all shapes and sizes. But, now I'm in school... (more)

8. Amy

Energetic and passionate dog lover

madison, WI, 53705

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

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

Confirmed Easter Weekend 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

35 repeat clients

"This is the second time Andrea has house for me to take care of my dog Otis. She is absolutely the best! Andrea is very attentive to my dog's needs and takes... (more)"

10. 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)

Confirmed Easter Weekend Availability
11. Matthew

Experienced with high energy dogs

Dudgeon-Monroe, Madison , WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Matthew is the best. He loves dogs and took such good care of my 2 boys. They were exercised and treated with so much care. You can tell the dogs were loved ... (more)"

12. 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)

13. 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)

14. 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)"

15. 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)

16. 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)"

17. Jennifer

Here to make your pet feel loved

Madison, WI, 53719

House Sitting

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)

18. Mackenzie

Raised w/ 3 mastiffs & a Great Dane

Hill Farms-University Neighborh, Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"I've known Kenzie since she was a toddler, and she has always been a loving and responsible pet lover and owner. She and her family have had a multitude of ... (more)"

19. Meghan

Positive and enthusiastic dog lover

Regent, Madison, WI, 53726

House Sitting

9 repeat clients

"My doggie was happy and healthy when I walked in the door after a five day vacay. Meghan sent me pictures and videos and kept me informed of their activity. ... (more)"

20. Shauna

Recommended and experienced sitter

Spring Harbor, Madison, WI, 53715

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Shauna took care of my dog over the Thanksgiving weekend. She checked in with me in advance, and reviewed the details. She kept me informed during the weeken... (more)"

Experience exceptional service and a personalized match

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

Learn About Premier

When it comes to pet care and house sitting, pet owners in Oakwood Village, Madison, WI trust their pets with sitters on Rover.com. Over 423 pet owners have reviewed house sitters in Madison, giving them an average rating of 4.9/5. House sitting 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 house sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a house sitter and pet care on Rover? Check out our average house sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

Never beg a friend to watch your dog again. With Rover, you can find your the perfect Oakwood Village house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Oakwood Village, Madison who can provide the care your dog needs, when they need it.

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: