House Sitting in Middleton

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Top rated Middleton house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Kaitlyn J.
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Kaitlyn J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
25 reviews
6 repeat clients
15 years of experience
Madison, WI, 53705

Kaitlyn accommodated a last minute request for us, which really helped us out. She did an amazing job with our energetic puppy, he was happy and well taken care of. Our house was in left great shape. Would love to use her services again.

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Elizabeth H.
Sitter Profile Image: Allegra R.
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Allegra R.
Star Sitter
from
$65
per night
5.0 out of 5 stars
125 reviews
50 repeat clients
29 years of experience
Faircrest, Madison, WI, 53705

Allegra was fantastic! I have a nervous Great Dane with mild seperation anxiety and she was instantly at ease around Allegra. She worked so well with our dog Roo and sent updates with pictures to keep our minds at ease while we were away. Can’t wait to rebook her!

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Michelle K.
Sitter Profile Image: Robert L.
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Robert L.
Star Sitter
from
$44
per night
5.0 out of 5 stars
268 reviews
52 repeat clients
40 years of experience
Capitol, Madison, WI, 53703

Robert is THE BEST! He managed feedings and meds perfectly and our Rosie loved him! We really appreciated all the updates and pictures. Thank you!!!

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Shan M.
Sitter Profile Image: Anna H.
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Anna H.
from
$75
per night
5.0 out of 5 stars
34 reviews
9 repeat clients
7 years of experience
Middleton, WI, 53562

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.

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Lesli M.
Sitter Profile Image: Sidney M.
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Sidney M.
from
$40
per night
5.0 out of 5 stars
4 reviews
1 repeat client
6 years of experience
Madison, WI, 53711

Sidney was amazing! She sent me pics and updates of my pup and took great care of him while I was away, I would 100% recommend her!!

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Hannah M.
Sitter Profile Image: Lydia S.
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Lydia S.
Star Sitter
from
$52
per night
5.0 out of 5 stars
159 reviews
47 repeat clients
10 years of experience
Middleton, WI, 53562

Lydia really stepped in when I needed her. She was not only flexible when I had a sitter that didn’t work out last minute, but she was very quick and clear with communication. She sent lots of pictures and my dog was very happy with her.

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Taylor J.
Sitter Profile Image: Julia M.
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Julia M.
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
University Apartments, Madison, WI, 53705

Julia was so pleasant and professional! She asked great questions to prepare for her time with Princeton, and you could tell she really cared - Princeton warmed up to her immediately :) I highly recommend Julia and would definitely hire her again!

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Aisha B.
Sitter Profile Image: Louisa M.
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Louisa M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
88 reviews
24 repeat clients
3 years of experience
Midvale Heights Community, Madison, WI, 53711

Louisa and her daughter treated our 2 dogs and 2 cats like their own! I received regular updates and pictures on how they were doing and when we got home they didn't even seem to miss us. Our dogs received daily walks which was awesome! It was my first time having Louisa care for our pets, but she asked lots of good questions beforehand so I was completely comfortable leaving them under her care and she did not disappoint. I would not hesitate to use her services again!

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Judy M.
Sitter Profile Image: Amy U.
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Amy U.
Star Sitter
from
$65
per night
5.0 out of 5 stars
18 reviews
3 repeat clients
30 years of experience
Regent, Madison, WI, 53726

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!

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Beth R.
Sitter Profile Image: Katie T.
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Katie T.
from
$60
per night
5.0 out of 5 stars
42 reviews
9 repeat clients
5 years of experience
Westmorland, Madison, WI, 53711

Katie is amazing!! We have 2 very energetic dogs and she made sure to take them on a good walk and play in the backyard multiple times to get their energy out! Our one dog even had some tummy issues and she made him chicken and rice 🥹 we trust Katie with our pups and will definitely utilize her again!

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Kaitlyn J.
Sitter Profile Image: Ann A.
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Ann A.
Star Sitter
from
$82
per night
5.0 out of 5 stars
120 reviews
42 repeat clients
10 years of experience
Madison, WI, 53719

Ann was great. She watched our dog and our house for 11 nights, and took care of a couple other tasks for us. We will definitely try to book her again next time we leave town!

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Gregory B.
Sitter Profile Image: Nicole W.
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Nicole W.
from
$35
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
5 years of experience
Madison, WI, 53705

We (and our dogs) loved having Nicole sit for us. She is an excellent communicator and took care of our pups like they were her own. I’d absolutely have her stay with our dogs again—and based on their lukewarm reaction to us coming home, I think they’d like to see her again too. 🤣

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Kim B.
Sitter Profile Image: Ruby K.
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Ruby K.
from
$60
per night
4.9 out of 5 stars
18 reviews
3 repeat clients
6 years of experience
Madison, WI, 53704

Ruby was great! We got back a tired, happy pup and a house as clean as we left it. We’ll definitely hire her again when we need a house sitter.

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Scott K.
Sitter Profile Image: Alina G.
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Alina G.
from
$50
per night
5.0 out of 5 stars
4 reviews
4 years of experience
Madison, WI, 53726

About: Hi all, my name is Alina and I’m new to Rover :). I have been a reliable dog/cat sitter for family, friends, and co-workers for a few years. I am a respectful, friendly, animal-loving soul that is free all summer to care for pets and make them feel safe and happy! I am starting medical school in the fall so I am excited to get some time with furry friends this summer. I love getting animals outside for walks and playtime. I am happy to work with pets of all ages. I am not working any particular job this summer other than pet-sitting. With this, my schedule is very flexible and I’m available just about any day of the week/weekends except a few select dates. I’m happy to work early mornings and late nights too if needed. At my client’s home, I care for pets by following their feeding routine, brushing their fur, and incorporating lots of playtime and exercise. While I haven’t been previously asked, I would also be happy to bathe pets if requested!

Sitter Profile Image: Nate G.
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Nate G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
215 reviews
75 repeat clients
15 years of experience
Capitol, Madison, WI, 53703

Nate watched our 3 dogs and stayed at our house for a long weekend. He was great with our active puppy, gave medication to our senior dog, and provided lots of love to our pit bull snuggler. We recieved lots of pictures and the dogs were worn out when we got home, he took them on walks and played with them in our backyard. The dogs loved Nate. Would love to have him take care of our dogs again anytime!

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Charli M.
Sitter Profile Image: Megan B.
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Megan B.
from
$65
per night
5.0 out of 5 stars
10 reviews
8 years of experience
Madison, WI, 53719

Great sitter - of house and dog. Friendly and kind; Chico was happy and healthy when we returned and my house was exactly as I left it. I would recommend Megan to anyone and hope to reunite Megan and Chico again!

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Alex D.
Sitter Profile Image: Raymar F.
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Raymar F.
from
$40
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Madison, WI, 53705

Ray is amazing! Any fur baby would be lucky to have her as a sitter. Our senior pup, Ralphie, fell in love with her! She lovingly cared for him and even sent us updates and photos while we were away. She was very professional and we would never hesitate leaving our dog with her again!

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Colleen Q.
Sitter Profile Image: Jesse T.
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Jesse T.
Star Sitter
from
$28
per night
5.0 out of 5 stars
18 reviews
10 repeat clients
1 year of experience
Madison, WI, 53719

Once again, Jesse is incredible with our pets. She cares for them just like we would, and I couldn’t leave them with anything less than that level of love and care. Thank you Jesse for being awesome!

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Seb A.
Sitter Profile Image: Andrea P.
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Andrea P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
1 year of experience
Sauk Creek, Madison, WI, 53717

About: I love animals and truly enjoy taking care of dogs and cats. I make sure they’re well-fed, walked, and have plenty of playtime, giving them lots of love and attention. I treat every pet as part of my family, making sure they feel comfortable, safe, and happy while under my care. I’m available to care for dogs and cats on weekends. I can provide feeding, walks, and loving companionship with care and responsibility. My available hours are from Friday at 6:00 p.m. until Sunday at 9:00 p.m. I live in an apartment with my two daughters, who are very sweet and loving with animals. We have a spacious and comfortable area where your pet can feel relaxed and happy. There are plenty of natural areas nearby where I can take your dog for walks to enjoy the outdoors and nature. I’m available on weekends, from Friday at 6:00 p.m. to Sunday at 9:00 p.m., to provide loving, responsible, and personalized care for your pet.

Sitter Profile Image: Sidney R.
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Sidney R.
from
$50
per night
5.0 out of 5 stars
84 reviews
33 repeat clients
20 years of experience
Middleton, WI, 53562

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!

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Alysia (Cici) G.
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Over 446
pet parents in Middleton have booked house sitting

Middleton pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Allegra is fantastic! We are able to go on a vacation for 7 days and know that our two girls were taken care of. Allegra is responsive, super communicative, wonderful with sending pictures and the pups were sad when their time with her was over. Additionally, our house was cleaner when we got home than when we left it!! Wowza!

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Anne T.
House Sitting
5.0 out of 5 stars

Ray is amazing! Any fur baby would be lucky to have her as a sitter. Our senior pup, Ralphie, fell in love with her! She lovingly cared for him and even sent us updates and photos while we were away. She was very professional and we would never hesitate leaving our dog with her again!

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Colleen Q.
House Sitting
5.0 out of 5 stars

Thanks to Helen for taking wonderful care of Keon while we were gone! Helen did a great job communicating, shared tons of photos of Keon, and it was obvious that Keon was feeling happy and relaxed.

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Brandon F.
House Sitting
5.0 out of 5 stars

Hannah met our Ziggy on short notice and provided excellent care of him and our home while we were away. We highly recommend Hannah and hope she will house sit for us in the future.😁

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John H.
House Sitting
5.0 out of 5 stars

Our home & animals were well cared for and the place was left in better shape than we left it. Daily pics and happy animals. We’re sad Kaitlyn isn’t staying in the area for long because we’d definitely book her again.

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Forrest D.
House Sitting
5.0 out of 5 stars

Jessica did an amazing job with our dogs in our home. We will definitely have her back. Pictures everyday. Updates on their eating - they are picky eaters when we are away. She knew exactly what to do and try. Lisa

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Lisa S.
House Sitting
5.0 out of 5 stars

Megan took excellent care of my pups while I was away. One of my dogs became ill right before I left. She kept me updated on his condition and her concerns, as well as handling my sassy girl! I will definitely use her services again! My pups loved her.

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Leah H.
House Sitting
5.0 out of 5 stars

Jesse was great while she stayed overnight with my cat while I was on vacation. She sent pictures and videos, kept my place clean, and washed the sheets when she left. Thanks, Jesse!

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Chelsea B.
House Sitting
5.0 out of 5 stars

Wonderful care for our sweet golden retriever. Great communication and very attentive. We will definitely book with Alliyah again!

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Rebekah Z.
House Sitting
5.0 out of 5 stars

Shobhali was an absolute gem of a house sitter and we couldn't have asked for better care for our two dogs and cat. She stayed in constant communication, providing regular updates and adorable photos that gave us total peace of mind while we were away. Not only were our pets clearly happy and well loved in her care, but she also left our home in immaculate condition. Shobhali is great, we would highly recommend her to anyone looking for a top-tier sitter!

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Forrest D.
House Sitting
5.0 out of 5 stars

Nicole did an exceptional job caring for my dog and my cat (last minute!) while I was away. She gave them each their daily meds and sent me daily updates. She also took care with the house, checking in about finding a towel to protect the hardwood floors from snow tracked in when it snowed unexpectedly and even laundering the guest bed sheets before she left. I'd leave six stars if I could :)

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Chloe H.
House Sitting
5.0 out of 5 stars

Hannah was the best dog sitter we've ever had! She took wonderful care of our two wild dogs and sent daily updates and pics. She also left the house completely spotless, took out the garbage and brought in the mail! She even made us some delicious cookie bars to welcome us home! Hannah went absolutely above and beyond and I would highly recommend her to anyone!

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Lindsay N.
House Sitting
5.0 out of 5 stars

Sidney is a fantastic sitter! Knowing that our pets are in great hands when we travel gives us peace of mind.

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Sara W.
House Sitting
5.0 out of 5 stars

We’re so grateful to Shaina for housesitting over a long (and unexpectedly extended) vacation! We returned to a well-kept home and three happy and healthy pets. Throughout, Shaina was helpful, communicative, flexible, and brimming with cute pictures of our babies. 🙏🏻🙏🏻

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Mike K.
House Sitting
5.0 out of 5 stars

Hannah took great care of our dog, Cedar over the holidays. Hannah sent daily updates and left the house tidy and nice. No worries while we were away. Thanks so much!

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leah k.
House Sitting
5.0 out of 5 stars

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.

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Julie G.
House Sitting
5.0 out of 5 stars

Anna helped me out in a pickle when I scheduled something wrong! As always, she was great with my pets and they seemed happy and rested when I got home.

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Wendy B.
House Sitting
5.0 out of 5 stars

Taylor is great!! she was so accommodating and available at the last minute to watch my pup - highly recommend!

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Spenser G.
House Sitting
5.0 out of 5 stars

We are so grateful and was able to enjoy our getaway with ease. The house was spotless and Brewski really enjoyed her. She played with him. She communicated and sent pictures which I love. Will definitely getting her again. Thank you

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Jean S.
House Sitting
5.0 out of 5 stars

Karli and her husband were probably the most comfortable our pup has been in all the years we've him watched. Super kind, listened to his quirks, and without a doubt respected our requests. Would book them over and over again.

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Keely M.
House Sitting
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  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 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. 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 Middleton is $50

Why Choose Rover?

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  • 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 Middleton average 4
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 Middleton on Rover as of Jun 2026 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.

If you’re searching for a Middleton house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 762 house sitters in Middleton. 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, 89% of Middleton house sitters respond in under an hour.

House sitters in Middleton have an average of 15 years of experience. House sitters with repeat customers have an average of 4 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 Middleton.

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. Middleton 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.