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

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Top rated Westmorland 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 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.”



“Hannah was awesome with our 11 year old rescue dog. She was great with walks and an overnight stay. She sent pictures to us and also left our home spotless. We highly recommend Hannah and will definitely request her in the future! We are so fortunate to have someone so reliable!!!”


“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!”


“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 fantastic! She watched our little Sadie while we got away for a weekend to celebrate our anniversary. She kept us updated with pictures the whole time and we were 100% confident our pup was happy and safe. We will definitely be booking again!”


“Hannah was wonderful to work with! I have a very anxious dog who doesn’t like new people, but Hannah knew how to handle her. She was very patient with her and they ended up getting along well. Hannah was also very responsive and communicative. I would definitely trust her to sit my dog in the future!”


“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!”


“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!”


“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!!!”


“Natalee was phenomenal with Remora! Consistent updates, cute pics of my cat, and very reliable with scheduling and coordination. Natalee took great notes to make sure Remora was cared for the best as could be. 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! :)”


“Marri came to our house for two nights to take care of our two dogs (2.5 years and 6 months). She did an excellent job. Communicated with us via texts, including photos, took the dogs for walks, and left our house very clean. We won’t hesitate to use Marri again.”


“Robert did a great job watching Sadie while we were out of the country for a week. He sent updates every day along with pictures. She looked so happy on her walks and when he was just hanging out with her. I recommend Robert!”


“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!”


“Joel sat for our two pups at our house and did an absolutely fantastic job with them! You can tell he has a lot of experience with animals and we will absolutely book with him in the future. Thanks Joel!”


“Ashley recently dog/house sat for us for several days. Using our dog's reaction to our return of "oh, you're back. Cool." as a guide, apparently she barely knew we were gone. :) Ashley shared info and photos, followed our feeding and care guidelines, and even stripped the sheets on the bed.”


“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!”

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!”


Katie T.Star Sitter

“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.”




Hannah I.
Star Sitter


“Hannah was awesome with our 11 year old rescue dog. She was great with walks and an overnight stay. She sent pictures to us and also left our home spotless. We highly recommend Hannah and will definitely request her in the future! We are so fortunate to have someone so reliable!!!”


Brenda S.

“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!”


Louisa M.Star Sitter

“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 B.Star Sitter

“Kaitlyn was fantastic! She watched our little Sadie while we got away for a weekend to celebrate our anniversary. She kept us updated with pictures the whole time and we were 100% confident our pup was happy and safe. We will definitely be booking again!”


Jolie ZevallosStar Sitter

“Appreciate Jolie taking care of my pups while I was out of town! She connects well with my anxious little friends and she makes sure everything goes smoothly.”


Hannah P.Star Sitter

“Hannah was wonderful to work with! I have a very anxious dog who doesn’t like new people, but Hannah knew how to handle her. She was very patient with her and they ended up getting along well. Hannah was also very responsive and communicative. I would definitely trust her to sit my dog in the future!”


Sara H.Star Sitter

“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!”


Erika K.

“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!”


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!!!”


Natalee Y.

“Natalee was phenomenal with Remora! Consistent updates, cute pics of my cat, and very reliable with scheduling and coordination. Natalee took great notes to make sure Remora was cared for the best as could be. 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! :)”


Marri S.

“Marri came to our house for two nights to take care of our two dogs (2.5 years and 6 months). She did an excellent job. Communicated with us via texts, including photos, took the dogs for walks, and left our house very clean. We won’t hesitate to use Marri again.”


Robert N.Star Sitter

“Robert did a great job watching Sadie while we were out of the country for a week. He sent updates every day along with pictures. She looked so happy on her walks and when he was just hanging out with her. I recommend Robert!”


Kaelena K.

“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!”


Joel F.
“Joel sat for our two pups at our house and did an absolutely fantastic job with them! You can tell he has a lot of experience with animals and we will absolutely book with him in the future. Thanks Joel!”




Ashley E.Star Sitter

“Ashley recently dog/house sat for us for several days. Using our dog's reaction to our return of "oh, you're back. Cool." as a guide, apparently she barely knew we were gone. :) Ashley shared info and photos, followed our feeding and care guidelines, and even stripped the sheets on the bed.”


Sabrina S.

“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!”


Isabel S.

“Isabel was absolutely amazing. Attentive, great communicator and best of all my dog was very happy 😃”
Westmorland pet parents share their Rover experiences
Teagan was amazing with our girl!! We recently rescued our baby from a shelter and were so nervous leaving her, as she can be slow to warm up and is still adjusting to her new life. Teagan was so patient with her! As soon as I met Teagan, I knew that she would take care of our girl just as we would. She provided text and picture updates during our travels and left our place just as we left it. I cannot recommend her more!!!!

Maria took such great care of our lab puppy while we were away. She sent regular updates and followed our directions. She even left us with a sweet note and paw print art of our pup. She also left our home clean. We will be happy to book with her again in the future!

Genevieve was amazing with our two dogs and cat! One of our dogs is old, incontinent, deaf, and medicated. The other is a barky puppy. And the cat...well she's an avid rodent hunter. Genevieve handled our zoo like an all star pro. We came home to happy animals and a clean house! She will be our first call going forward!

Louisa and Sammy did a wonderful job sitting for our six month old labrador puppy. They did a great job of working with her on training and encouraging her to hold a ball to help dress a dental issue. They are an awesome team and we will definitely book with them again!

Melissa (Auntie Myssah) is an amazing sitter. We feel so lucky to have experienced her excellent pet/house sitting services. She took care of our cat for six nights. We appreciated all the photos and updates throughout the week. We could tell our little guy was in great hands. We arrived home to a happy kitty and a very clean house. We definitely recommend her services and look forward to the next stay!

Ryan house-sat with our dogs, who get a lot of attention from me and my spouse because we are both retired. Ryan was a great communicator, letting us know how the meals and walks, and backyard hang-out sessions went, along with plenty of photos. We came home to happy dogs. We will definitely try to book him again.

How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. 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 away3. 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 Westmorland.
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. Westmorland 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.
