House Sitting in Oakwood Village, Madison, WI

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

Active and Accepting Requests
1. Nate Verified Background Check

Hour Long Walks

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Glad I chose Nate to stay at my house for a week while I was on vacation. He went out of his way and bought a new leash for my dog Lacy after it snapped. He ... (more)"

2. Rachel Verified Background Check

Work at Home Nurse looking to help!

Madison, WI, 53705

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

About: Hi! My name is Rachel and I am 25 years old living in Madison Wi with my boyfriend and our 3 year old Eskipoo named Cricket. I'm currently working... (more)

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3. Laura Verified Background Check

Pet lover looking for a win-win!

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits, Dog Walking

"Laura was the absolute best! She did a great job taking care of our rotweiller, we so appreciated her taking the time to send us so many pictures and update... (more)"

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4. Andrea Verified Background Check

Reactive dogs & all weather runs

Dudgeon-Monroe, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"We booked Andrea for a week of house sitting, with our two yellow labs. The boys took to Andrea immediately. We got mutiple photos and an email everyday. The... (more)"

5. Jocelyn Verified Background Check

Fun-loving dogsitter!

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits, Dog Walking

"Jocelyn was amazing and I would definitely trust her house sitting again! She sent photos and seemed to really care about making sure my dogs felt comfortabl... (more)"

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6. Carolina & Apoorva Verified Enhanced Background Check

The pet sitting power couple!

University Apartments, Madison, WI, 53705

House Sitting

"Awesome sitters! So kind and thoughtful. Our dog can be shy and they had so much patience while gaining her trust. Will definitely be booking again! (more)"

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7. Claire Verified Enhanced Background CheckRover 101

Big-hearted. Reliable. Responsible

Westhaven Trails, Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Claire was extremely professional, timely and considerate. She seemed to really enjoy spending time with dogs and we appreciated her photo updates! Will hope... (more)"

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8. Ashley Verified Background Check

Treating Your Furbabies Like My Own

Oakbridge Community, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"Ashley was great, came out in advance to meet everyone and kept us posted through her stay. (more)"

9. Michelle Verified Background CheckRover 101

I love walking & playing for hours

Verona, WI, 53593

House Sitting, Drop-In Visits, Dog Walking

"Michelle did a great job watching my golden doodle! She made sure to ask lots of questions about his feeding and walking schedule and sent me daily pictures ... (more)"

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10. Mary Verified Background Check

Furry Friends In Need!

Marbella, Madison, WI, 53705

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

"Mary was wonderful. Our dog definitely has a new friend and we have someone we trust him to. She sent photos and updates, and her communication was outstand... (more)"

11. Wenzell Verified Background Check

A lover of all breeds.

Prairie Hills, Madison, WI, 53711

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

"Wenzell B. has taken great care of my puppy on multiple occasions. He doesn't do a rush job. He takes his time showing special care to my puppy just as I wou... (more)"

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12. Beverly Verified Background Check

Family pet enrichment is my goal.

Madison, WI, 53719

House Sitting, Drop-In Visits

"Beverly cared for my 2 dogs, feeding & walking them when I went on vacation. The dogs were happy to see her come to the house. She played with them & their t... (more)"

13. Michelle Verified Background Check

i will love your dog like my own

Spring Harbor, madison, WI, 53705

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

"I love Michelle’s style of caring for animals. She is such a compassionate and understanding friend to them and has so much experience and knowledge on dog/c... (more)"

14. Kristin Verified Background Check

Veterinary Medicine Student

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Kristin is in veterinary school because she has always loved animals and wants to make sure they have the best care possible. She's responsible, trustworthy... (more)"

15. Amy Verified Background Check

Reliable & Conscientious Caretaker

Hill Farms-University Neighborh, madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Amy did a great job taking care of our fur baby. I would highly recommend Amy, she sent me updates and we had a very happy puppy when we returned home. (more)"

16. Arianna Verified Background Check

Dedicated & passionate animal lover

Middleton, WI, 53562

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

About: I have cared for my Pomeranian for 14 years, and it's felt like the time has flown by. Due to moving to an apartment I had to giver her to a friend... (more)

17. Sheridan Verified Enhanced Background CheckRover 101

Pet Care for the Busy Individual

Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"Sheridan stayed with our four dogs for a week. She was wonderful! Our dogs absolutely love her! She sent us pictures every day, and even printed some and lef... (more)"

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18. Ashton Verified Enhanced Background Check

Fur babies deserve to be spoiled!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"I asked Ashton to house sit and watch my animals ( 2-dogs 4-cats) for 5 days while I was in Florida. She was super respectful of our home and my animals wer... (more)"

19. Hannah Verified Background Check

TOP-KNOTCH CARE FOR BELOVED PETS

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"What a wonderful experience! Hannah stepped up during a last minute emergency. She is very energetic, competent and organized, but most importantly she is wa... (more)"

20. Gabriella Verified Background Check

Student who loves animals!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Gabriella was awesome! She gave me updates on Niall daily and helped with my other smaller more exotic pets giving them their water and spraying their tanks ... (more)"

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: