House Sitting in Oakwood Village, Madison, WI
Find a loving house sitter to watch over your pets and your home.
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Top rated Oakwood Village house sitters
“Katie was wonderful with my dog and a great communicator. She sent lots of updates and I could tell she was taking great care of him. She went above and beyond! I would definitely utilize her again.”
“Annie took great care of our dog and guinea pig! She gave me frequent updates and was very attentive to our anxious dog’s needs. Thank you!!!”
“Julie is an amazing dog sitter. Best we have had through Rover yet. She watched our two dogs, one of which is a senior dog with health issues and requires medication. I couldn't recommend her more highly!”
“Louisa and her daughter did a great job of communicating with me, though their stay was short. My cat loved the attention they gave her. Her coat was beautifully soft and clean from all the brushing. I would definitely schedule them again when I am out of town.”
“Kaitlyn has been so patient with my anxious dog! I feel so good leaving him in her care because I know he'll be well taken care of and allowed to adjust at his own pace. She always leaves my home spotless and communicates promptly when I reach out. Highly recommend!”
“Erika was great. She is a delightful person who gleefully mixed with my two furry sweet beasts. When I returned home, everything was in fine shape and the dogs were very happy. I will surely contact her in the future when I travel.”
“This was our first time leaving our dog “Gracie” with a sitter. Hannah arrived on time and it was a very early morning arrival!! Gracie is an anxious dog around strangers, but Hannah knew instinctively to let Gracie approach her and get comfortable. We were gone for 12 hours and came home to a happy well cared for puppy. Hannah sent pictures and updated us throughout the day. We felt very comfortable knowing she was in good hands and will definitely call on Hannah again. Thank you, Hannah!!”
“McKenna, was great. She sent pictures of our dogs. They seemed very happy. Our house was in the exact same shape when we got home as we left it. Would definitely recommend.”
“Ann did a fantastic job dog sitting our very high energy and dog-reactive pup in our home for five days! She sent so many pictures and we could tell our pup was content/happy and so well taken care of. Ann also reached out to ask clarifying questions when needed and was very responsive. I highly recommend Ann!”
“Sidney took great care of my house and dogs while I was away for a few days. I will definitely work with Sidney again if I get the opportunity to!”
“Jolie is great. Good communication and goes above and beyond to spend quality time with our two large dogs. Very happy, will book again if possible.”
“Sophie jumped in and helped us so last minute & she was great! Gave our dog time to warm up, sent pics and gave her lots of love. Thanks Sophie!”
“Christina was very attentive to Kya and sent lots of updates and pictures.”
“Anna is a fantastic dog sitter who goes above and beyond for her clients. Before having Anna sit for us for the first time, she made the effort to come by and visit our pup. This was so important for there reasons: 1. Gave our pup the opportunity to become friends with Anna; 2. Allowed our dog to feel comfortable in her home with this new friend; and 3. Gave us the opportunity to show Anna where the important things for our dog are in the house. Anna is prompt and communicative. She gave us photo and text updates throughout her visit. She is clearly a kind and respectful person and dogs seem to love her immediately. I will most definitely reach out to Anna again for any dog sitting/house sitting occasions.”
“Robert did an excellent job taking care of my high energy dog and 2 cats. He communicated very well and let me know what they were up to during the days I was away. He left my house just as clean as when I left it.”
“Ashley was so great with our two pups. She shared pictures and updates during our time away and was really patient with our energetic puppy and also made sure to care for our older senior dog individually. So thankful for Ashley so we could take time away from our pets.”
“Sarah was very calm and understanding when meeting our anxious and nervous dog Halla for the first time. Halla took treats from her and let her pet him, which usually doesn’t happen when he meets a new person. During our walk outside Halla was a bit of a jerk but she handled him very nicely. Hopefully Halla behaves better next time and matches Sarah’s calmness and kindness.”
“Sara was great with a last minute booking when my regular sitter had an emergency. I appreciated her willingness to look after Ollie on short notice. She was great with him and I wouldn't hesitate to recommend her to anyone!”
About: I have experience caring for pets of all kinds and ages. I am an active runner and love long walks and will make sure your dog returns home ready for a nap! I work a 8-4 day job as an engineer but would love to give your friends some attention before or after work or on the weekends! I am happy to take care of your pets at your home. I am dependable and responsible and look forward to developing a bond with your pet. If applicable I also can explore your neighborhood on a *shhh* walk!
“Stephany was a great house sitter! She was super friendly and respectful, and our dog got along with her great! She took him on lots of walks and we came home from our weekend away to a very happy pup. Will book her again!”
Loving house sitters in your neighborhood
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1. Katie T.
“Katie was wonderful with my dog and a great communicator. She sent lots of updates and I could tell she was taking great care of him. She went above and beyond! I would definitely utilize her again.”
2. Annie J.
“Annie took great care of our dog and guinea pig! She gave me frequent updates and was very attentive to our anxious dog’s needs. Thank you!!!”
3. Julie A.
“Julie is an amazing dog sitter. Best we have had through Rover yet. She watched our two dogs, one of which is a senior dog with health issues and requires medication. I couldn't recommend her more highly!”
4. Louisa M.
“Louisa and her daughter did a great job of communicating with me, though their stay was short. My cat loved the attention they gave her. Her coat was beautifully soft and clean from all the brushing. I would definitely schedule them again when I am out of town.”
5. Kaitlyn B.
“Kaitlyn has been so patient with my anxious dog! I feel so good leaving him in her care because I know he'll be well taken care of and allowed to adjust at his own pace. She always leaves my home spotless and communicates promptly when I reach out. Highly recommend!”
6. Erika K.
“Erika was great. She is a delightful person who gleefully mixed with my two furry sweet beasts. When I returned home, everything was in fine shape and the dogs were very happy. I will surely contact her in the future when I travel.”
7. Hannah I.
“This was our first time leaving our dog “Gracie” with a sitter. Hannah arrived on time and it was a very early morning arrival!! Gracie is an anxious dog around strangers, but Hannah knew instinctively to let Gracie approach her and get comfortable. We were gone for 12 hours and came home to a happy well cared for puppy. Hannah sent pictures and updated us throughout the day. We felt very comfortable knowing she was in good hands and will definitely call on Hannah again. Thank you, Hannah!!”
8. McKenna B.
“McKenna, was great. She sent pictures of our dogs. They seemed very happy. Our house was in the exact same shape when we got home as we left it. Would definitely recommend.”
9. Ann A.
“Ann did a fantastic job dog sitting our very high energy and dog-reactive pup in our home for five days! She sent so many pictures and we could tell our pup was content/happy and so well taken care of. Ann also reached out to ask clarifying questions when needed and was very responsive. I highly recommend Ann!”
10. Sidney R.
“Sidney took great care of my house and dogs while I was away for a few days. I will definitely work with Sidney again if I get the opportunity to!”
11. Jolie Zevallos
“Jolie is great. Good communication and goes above and beyond to spend quality time with our two large dogs. Very happy, will book again if possible.”
12. Sophie H.
“Sophie jumped in and helped us so last minute & she was great! Gave our dog time to warm up, sent pics and gave her lots of love. Thanks Sophie!”
13. Christina H.
“Christina was very attentive to Kya and sent lots of updates and pictures.”
14. Anna H.
“Anna is a fantastic dog sitter who goes above and beyond for her clients. Before having Anna sit for us for the first time, she made the effort to come by and visit our pup. This was so important for there reasons: 1. Gave our pup the opportunity to become friends with Anna; 2. Allowed our dog to feel comfortable in her home with this new friend; and 3. Gave us the opportunity to show Anna where the important things for our dog are in the house. Anna is prompt and communicative. She gave us photo and text updates throughout her visit. She is clearly a kind and respectful person and dogs seem to love her immediately. I will most definitely reach out to Anna again for any dog sitting/house sitting occasions.”
15. Robert N.
“Robert did an excellent job taking care of my high energy dog and 2 cats. He communicated very well and let me know what they were up to during the days I was away. He left my house just as clean as when I left it.”
16. Ashley E.
“Ashley was so great with our two pups. She shared pictures and updates during our time away and was really patient with our energetic puppy and also made sure to care for our older senior dog individually. So thankful for Ashley so we could take time away from our pets.”
17. Sarah T.
“Sarah was very calm and understanding when meeting our anxious and nervous dog Halla for the first time. Halla took treats from her and let her pet him, which usually doesn’t happen when he meets a new person. During our walk outside Halla was a bit of a jerk but she handled him very nicely. Hopefully Halla behaves better next time and matches Sarah’s calmness and kindness.”
18. Sara H.
“Sara was great with a last minute booking when my regular sitter had an emergency. I appreciated her willingness to look after Ollie on short notice. She was great with him and I wouldn't hesitate to recommend her to anyone!”
19. Katia W.
“Katia has been a wonderful sitter for us for the last 4 years. Always professional and loving with our pets. She goes a great job communicating while we are away letting us know how it’s going and you can tell she has a passion for pets.”
20. Stephany D.
“Stephany was a great house sitter! She was super friendly and respectful, and our dog got along with her great! She took him on lots of walks and we came home from our weekend away to a very happy pup. Will book her again!”
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in Oakwood Village is $50
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Sitters in Oakwood Village average 3 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Oakwood Village on Rover as of Jul 2024 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jul 2024, there are 622 house sitters in Oakwood Village. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 88% of Oakwood Village house sitters respond in under an hour.
House sitters in Oakwood Village have an average of 15 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Oakwood Village.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Oakwood Village house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
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