House Sitting in Highlands Community, Madison, WI
Find a loving house sitter to watch over your pets and your home.

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Top rated Highlands Community 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!”

“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!!”

“Louisa is amazing. So caring and thoughtful, and it’s clear she has worked with a lot of dogs. I felt very at ease with her staying at my house and watching Layla.”

“Kaitlyn was an absolute sweetheart and such a great communicator! Prior to our first booking, she asked thoughtful questions about what she could do to prepare and be well-informed, which I appreciated. She sent me photos and updates while caring for Princeton and also gave me a great recap after I got home. I highly recommend Kaitlyn and will definitely book her again!”

“Sidney was a great sitter! She took such good care of my cat and provided the best updates! She also took such good care of my home while I was gone! I really like the report cards she provided for Mae, it was super cute! Would definitely recommend!”

“Ann is always great about communicating and asking questions if she needs to find something to improve her stay for Gabby. I also really enjoyed the photo she shares with me while I’m gone.”

“This was Sabrina’s second time sitting for my cats, and they were just as happy and comfortable with her as the first time. She’s reliable, caring, and clearly has a way with animals. I’ll definitely keep her as my go-to sitter. Highly recommend!”

“Erika was great! Curly, my dog, was well taken care of and so was my apartment! She did a great job following all my care instructions for my senior dog and she did a great job keeping everything very tidy. I would certainly recommend her to others and will use her again!”

“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.”

“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!!!”

“Brenda was amazing!!! She took great care of our house and our cats. Sent pictures and updates, and left the house cleaner than she found it. 😁 We needed last minute help, and she was so flexible and accommodating! I would not hesitate to hire her again!”

“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.”

“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.”

“Christine is amazing!! Our dog Sasha was a euth list rescue and can be very timid and anxious around new people. She has some quirks because of her background and Christine was more than willing to come to meet her in advance to put our minds at ease. She clearly is very good with dogs and knows a lot about how to handle dogs that have difficult backgrounds! She won Sasha over right away. She sent many updates and pictures while we were away for 10 days, and Sasha loved her. She clearly had an amazing time and we didn’t worry at all that she was in great hands. Christine left the house tidy, watered our plants, brought in the mail, and most importantly took great care of our sweet girl!! We won’t hesitate to use her again for dog care in the future!”

“Yvonne has been absolutely AMAZING! Not only do my dogs love her, but she takes amazing care of them AND the house while I’m gone. I had a cancelled flight the night I was supposed to be back, and she graciously took care of my pups an additional day than planned, and she also picked me up from the airport! I could not recommend her enough 🙂 10/10”

“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.”

Highlands Community pet parents share their Rover experiences
Shobhali took great care of our dogs and our house while we were away! She sent us daily updates complete with photos and videos. Her dog, Bru, got along great with our dogs and was a great playmate in our backyard. We'll definitely have her house/dog sit for us again!
Shaina is my #1 go-to sitter for good reason. She is super conscientious with my home, a wonderful caretaker for my pets, and all of my fur babies are obsessed with her! I love someone who loves my babies as much as I do, to the point where they love her too!

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 Highlands Community.
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. Highlands Community 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.

















