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
“Julie went above and beyond for Cosmo. She is a great communicator and really seemed to enjoy taking care of my pup. She left our house in great condition and we would have her back in the future!”
“Katie took excellent care of our dogs and our home. We felt very comfortable with her and the dogs took to her right away. She took them for walks and sent pictures too! Thank you Katie!”
“Our pups had a great experience with Louisa over the two days we were out of town. We came back to two happy and well cared for little guys. I loved the daily pictures, nice personal touch. Louisa checked in with us making sure we’re made it back. Very grateful!”
“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!!!”
“Marley goes above and beyond and I’d highly recommend her to anyone looking for a sitter. Our cat has to take medication and she did great handling that. We were out of town and I trusted her completely. She offered updates and pictures and we knew our cat was in great hands. Her knowledge and professionalism sets her apart from the rest! :)”
“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.”
“Ann was phenomenal! She was so patient and understanding of our dogs and kept us informed with constant updates. The pictures we received we very reassuring as well and we felt completely comfortable being away knowing they were very well taken care of. We would not hesitate to book with her again, as it was one of the best experiences we've had.”
“We had no worries while Terry was watching our home and pup!! The home was immaculate when we returned, and our dog was in great spirits!! Looking forward to our next experience with Terry🐾”
“Robert was friendly and very commutative. Robert took Clementine last minute and she seemed well cared for. I would have him watch her again.”
“Hannah was great. She was communicative from start and asked good questions when she stopped by for a quick visit before her stay. Nigel was happy and the house was tidy when we came back! We'd glad have Hannah back.”
“James was very dependable and conscientious in taking care of our dogs, cats, and home. He sent pet pictures, texted us if he had any questions, and left our home clean. We were very pleased.”
“Kaelena came over every day to stay with Odara while we were away, she was very attentive and kind with our baby, who now loves her! She followed the instructions I left and I found a happy and calm dog when I got back 🥰”
“Sidney was great! Very attentive, patient and kept us updated the whole time! We have a very energetic pup who is still learning manners and she was patient with him. We also have an old girl who can be a little unsure of new people and she gave her the time and space to warm up to her. The dogs were in great hands! We will be using Sidney again!”
“Ashley is the best thing to happen to our family needs! She goes above and beyond, caring for our pup like he was her own. She’s communicative and sends great daily updates.”
“Sabrina took amazing care of our two cats, including our asthmatic boy Sebastian who needs a daily inhaler. We received daily updates and photos, and it was clear the cats were happy and comfortable in her care. On top of that, Sabrina went above and beyond by picking up our mail and even watering a plant (little things that made a big difference). Would definitely recommend Sabrina to anyone looking for a responsible and genuinely kind sitter!!”
About: I’ve been caring for my own cats since I was in 3rd grade, learning the importance of caring for them in many aspects through feeding them, cleaning their litter boxes, and respecting their needs of play time vs needing space. I started caring for my friends animals in college and that’s when I learned more about dogs and how to tell what dogs are friendly, when they need space, etc. Respecting animals and giving them the love and care they deserve is of utmost importance to me. I have a fairly flexible job, so I’m able to fit in visits almost any time of day. The only day I’m not flexible is Sunday, I work a mandatory 12 hour, so could stop in after my shift but not before or during. Respecting people’s space and privacy is important to me, if I’m walking your dog and caring for your cats, you can trust me to do the job at hand and leave your space in one piece. Keeping a clean home is important to me, so you can rest assured that if your pet makes a little mess, it will be cleaned up for you and you’ll never know it happened.
Loving house sitters in your neighborhood
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Julie A.Star Sitter
“Julie went above and beyond for Cosmo. She is a great communicator and really seemed to enjoy taking care of my pup. She left our house in great condition and we would have her back in the future!”
Jolie ZevallosStar Sitter
“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.”
Katie T.Star Sitter
“Katie took excellent care of our dogs and our home. We felt very comfortable with her and the dogs took to her right away. She took them for walks and sent pictures too! Thank you Katie!”
Louisa M.Star Sitter
“Our pups had a great experience with Louisa over the two days we were out of town. We came back to two happy and well cared for little guys. I loved the daily pictures, nice personal touch. Louisa checked in with us making sure we’re made it back. Very grateful!”
Annie J.
Star Sitter
“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!!!”
Marley M.
“Marley goes above and beyond and I’d highly recommend her to anyone looking for a sitter. Our cat has to take medication and she did great handling that. We were out of town and I trusted her completely. She offered updates and pictures and we knew our cat was in great hands. Her knowledge and professionalism sets her apart from the rest! :)”
Kaitlyn B.Star Sitter
“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 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.”
Hannah I.
“Highly recommend Hannah! She took great care of our 120 lb dog! She provides updates and has great communication. Can’t wait to have her dog sit for us again!”
Ann A.Star Sitter
“Ann was phenomenal! She was so patient and understanding of our dogs and kept us informed with constant updates. The pictures we received we very reassuring as well and we felt completely comfortable being away knowing they were very well taken care of. We would not hesitate to book with her again, as it was one of the best experiences we've had.”
Terry K.
“We had no worries while Terry was watching our home and pup!! The home was immaculate when we returned, and our dog was in great spirits!! Looking forward to our next experience with Terry🐾”
Robert N.Star Sitter
“Robert was friendly and very commutative. Robert took Clementine last minute and she seemed well cared for. I would have him watch her again.”
Hannah P.
“Hannah was great. She was communicative from start and asked good questions when she stopped by for a quick visit before her stay. Nigel was happy and the house was tidy when we came back! We'd glad have Hannah back.”
James S.
“James was very dependable and conscientious in taking care of our dogs, cats, and home. He sent pet pictures, texted us if he had any questions, and left our home clean. We were very pleased.”
Kaelena K.
“Kaelena came over every day to stay with Odara while we were away, she was very attentive and kind with our baby, who now loves her! She followed the instructions I left and I found a happy and calm dog when I got back 🥰”
Sidney R.Star Sitter
“Sidney was great! Very attentive, patient and kept us updated the whole time! We have a very energetic pup who is still learning manners and she was patient with him. We also have an old girl who can be a little unsure of new people and she gave her the time and space to warm up to her. The dogs were in great hands! We will be using Sidney again!”
Anna H.
“Anna did a great job with our dog Oscar! Anna took him on multiple walks and was excellent with updates and sending photos. We will most definitely use Anna again!”
Ashley E.Star Sitter
“Ashley is the best thing to happen to our family needs! She goes above and beyond, caring for our pup like he was her own. She’s communicative and sends great daily updates.”
Sabrina S.
“Sabrina took amazing care of our two cats, including our asthmatic boy Sebastian who needs a daily inhaler. We received daily updates and photos, and it was clear the cats were happy and comfortable in her care. On top of that, Sabrina went above and beyond by picking up our mail and even watering a plant (little things that made a big difference). Would definitely recommend Sabrina to anyone looking for a responsible and genuinely kind sitter!!”
Megan B.
“Megan is fantastic with our pets! She has watched them over weekends when we’re gone, and checked in while we’re at work during the day. She always makes sure they are comfortable and safe when she leaves which is huge because we have a little escape artist! I would hire Megan to watch our babies again and again!”
Oakwood Village pet parents share their Rover experiences
Our first Rover experience was today with Shatoria. She did a great job keeping us informed and sending some pictures. Chief transitioned easily to our return. Will definitely hire her again (actually we already did, twice). Excellent service and from a very nice professional person. Highly recommend!
Shaina is an amazing house & pet sitter! She checked in every day, sent lots of pix, and my cats clearly loved her. The house was perfect when I got home and she kept my many many plants in tip top shape. Shaina is for sure our go to for dog walking or pet/house sitting going forward!
Hannah is incredibly responsive, trustworthy, and caring. My pup got stung by something and had a pretty bad reaction during our vacation. Hannah went above and beyond to make sure he had the proper care, medication, and corresponded with my vet. It was such a great feeling to know that he was being well watched over. There is no one else I would trust more with my dog. So thankful for her!
This was our first time using a dog sitter, specifically using Rover, for about 10 years and I was nervous--with a 15 year old dog and a newly adopted 1 ½ year old pup. Robert was very personable, was clearly comfortable with both dogs, competent with medication administration. He sent me pictures frequently and was very prompt at communications back and forth. I would recommend his services to anyone without any hesitations. We would definitely reach out to him again if circumstances require us to leave both dogs at home while we travelled.
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!
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.
House Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.
Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available 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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