House Sitting in Oakbridge, Madison, WI
Find a loving house sitter to watch over your pets and your home.
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Top rated Oakbridge house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Kaitlyn was great with the dogs right from the meet and greet. She handled their different personalities and medical needs perfectly. She did all that was asked and more. Thank you for allowing me the peace of mind to enjoy this week with friends!!”
“Erika was amazing! We plan to use her again. It was our first time using Erika and one thing that really impressed me was that she contacted me because she noticed Remi was shaking her head a lot. Erika was clearly closely watching Remi. She also left our house perfect. I think she mopped because the floors were too clean for a week of dog prints. Thank you Erika!”
“Kaitlyn was patient with my anxious dog and gave him the time and space he needed to warm up to her. It put me at ease knowing he and my two cats were in good hands while I was out of town. She also left my house spotless! Highly 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!”
“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.”
“Kaelena is a great sitter! She takes attentive care of my dogs and is an excellent communicator. We encountered a traveling snag and she was graceful and kind. My pups and I highly recommend her!”
“Louisa always leaves my home as neat and clean as she found it, and takes good care of my cat, who is pretty demanding of attention. She does a great job of communicating and gives just the right amount of updates and pictures. This is the second time I have used Louisa for cat-sitting and I would definitely use her again!”
“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.”
“Mandi is great! My little Olive loved her. My very young dog (needs a lot of pottie training still), really, she's a lot of work... And Mandi was great and sent a ton of really great pictures which showed them hanging out and settled in as a very nice match. Mandi very much loves dogs and that showed through her care and thoughtfulness with Olive.”
“Shobhali was great! I will definitely contact her in the future. She took great care of my two goldens/doodles and kept me in touch with frequent photos she took while playing with them. And, my house was in fine shape when I returned from a 10-day vacation.”
“It was so nice to know we had a reliable, kind and experienced pet sitter! Amy took care of our two dogs, cat, and gecko and sent great pictures during her stay. We were lucky to have her!”
“Robert did a fantastic job with our two dogs. He was extremely responsive during the week: he checked on the pipes during a deep freeze we weren't expecting and was flexible when our return flights had to shift around. He sent lots of pictures and updates each day.”
About: I have helped care for dogs from their early puppy days all the way through end of life support/care. While my home currently doesn’t have any pets of our own, I am so excited to watch over and love your pets! I live in a very quiet neighborhood with tons of long walk opportunities. The house gets great sunshine and there are tons of spots for naps. I look forward to caring for your fur babies! I work full time from home, and am able to watch your pet easily during the day. I’m able to swing by and pickup/drop off as needed, and have time during the day to take any walks as needed. My neighborhood is very quiet and very dog friendly. Tons of sidewalks and parks, with minimal street traffic. The house is not currently fenced in, but I am planning to put one in during the spring (2026)!
“I felt so comfortable leaving my dog with Jess! My dog is always on my mind when I’m away for her, and I knew she was in great hands and I didn’t have to worry! Jess sends pictures and great descriptions of activities and keeps you informed a few times a day. Incredibly professional, and will definitely be booking her in the future! Thanks so much, Jess!”
“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!”
“Teagan did a great job taking care of my dog and cat for the weekend! Sent update pictures and made sure my pets were well taken care of. Would recommend!!”
Over 30 pet parents in Oakbridge have booked house sitting
Oakbridge pet parents share their Rover experiences
Evelin was absolutely amazing with our little puppy! She went above and beyond—washed his bed after he had an accident, etc. She loved on our puppy and played with him so well. She consistently gave us updates and sent tons of photos. I highly recommend her and will definitely be using her again to take care of our dog!
Christine was an absolutely exceptional sitter for our three big German Shepherds. Christine took them out for walks and even when it was really cold because she could recognize when they needed it. Our dogs also wake up very early and she made sure to get them outside to potty on their normal schedule. She sent us a ton of great pictures of them playing & cuddling and let us know they were eating well. We quickly became completely confident with her knowledge and abilty to care for and handle them. We were able to relax on our vacation and not worry because she was sharing their activities and we knew our three boys were in great hands, staying on routine and happy in our absence. We would definitely reach out to Christine the next time we need someone to watch our boys again. She is wonderful! A+
We had an amazing experience with Jesse! She took wonderful care of both our dog and our cat while we were away for two weeks. She was incredibly attentive, super kind with our pets, and clearly loved spending time with them. She even surprised our dog with some plush toys before she left, which meant so much to us. When we came back, both of our pets were completely relaxed and happy, which says everything about the level of care they received. On top of pet care, she was a huge help with things around the house when they came up and shared really helpful advice for managing our dog’s allergies. We truly felt supported the entire time we were away. We couldn’t be happier with her care and will absolutely be booking her again for our next trip. Highly recommend.
Shobhali did and amazing job caring for our 3 rather high-maintenance animals. We were so grateful to have such a competent sitter staying in our home over the holidays which can be a stressful time to be away. Shobhali sent tons of videos and pictures and was extremely communicative with us so we almost felt as if we were there. I could see our fur babies were happy and engaged. We came back to a spotless home with 3 content pets. I would book her again without hesitation any time I have to go away!!
Meta took great care of our 2 pugs. I felt totally comfortable leaving for 5 days and her caring for the dogs. We came home and the house was very clean. She even made us a delicious quiche. I am not saying everyone should expect a quiche, but that was very thoughtful! would deinately use Meta in the future. I highly recommend her.
Melissa watched our two dogs and cat over the Christmas holidays. She stayed at our home during this time. She sent updates with photos and videos. She took in the newspapers and mail. She left the house immaculate. She showed initiative to meet with us twice in advance of her . Highly recommend.
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 Oakbridge.
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. Oakbridge 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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