House Sitting in West Middleton

Find a loving house sitter to watch over your pets and your home.

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Top rated West Middleton house sitters

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

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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 so great! Haze LOVES her. She accommodated to Hazel’s separation anxiety and other quirks so well and sent plenty of updates and pictures. My flight was delayed and Ann was able to stay an extra night, we really appreciate her flexibility!

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Paige H.
Sitter Profile Image: Sidney M.
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Sidney M.
from
$45
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: 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 is a blessing to all dogs everywhere. If you and your dog have the opportunity to meet Allegra...do it. We left Arya overnight for the first time ever and couldn't have had a more pleasant experience. I hope that next time we go out of town Allegra is available.

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Jordan W.
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

Louis and her family took good care of my dog. He seemed very happy the entire time and enjoyed their company. She made sure to send lots of pictures and check in too.

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Jessie A.
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 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!!

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Sharon S.
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 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!

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Don W.
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: Ann M.
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Ann M.
from
$28
per night
5.0 out of 5 stars
3 reviews
1 repeat client
30 years of experience
Fitchburg, WI, 53593

Ann was wonderful with our puppy. She was very responsive to our messages and flexible when we needed to change things. We felt our puppy was in great hands when we were away and she even taught her a few commands. Will definitely recommend her to others.

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Kyle T.
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: 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: Michelle S.
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Michelle S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
135 reviews
55 repeat clients
4 years of experience
Madison, WI, 53719

Michelle did a great job watching my golden doodle! She made sure to ask lots of questions about his feeding and walking schedule and sent me daily pictures and updates during her stay. I would absolutely ask her to watch Vash again!

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Kastyn M.
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 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!

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Dawn S.
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: 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

Sydney did a fantastic job being with our dog, Della. She shared comments with us while we were gone. This made us feel confident that the care she provided was important to her. We would definitely ask Sydney to care for our dog again! Thank you.

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Kevin A.
Sitter Profile Image: Monica M.
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Monica M.
from
$80
per night
5.0 out of 5 stars
8 reviews
1 repeat client
15 years of experience
Verona, WI, 53593

Monica went above and beyond! Our dog really had a great time with her and Bella, and the kitties also loved her. She sent lots of photos every day, and our dog also took me to her house once we got home because she missed her! I highly recommend Monica for all of your pet care needs.

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Brooke D.
Sitter Profile Image: Anna H.
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Anna H.
from
$38
per night
5.0 out of 5 stars
16 reviews
3 repeat clients
2 years of experience
Verona, WI, 53593

This was our first experience with Rover with our labrador girls, including a 3 month old puppy and a 10 1/2 year-old, and Anna did a great job! Thank you for starting us off with Rover on such a positive note!

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Ben D.
Sitter Profile Image: Tucker S.
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Tucker S.
from
$38
per night
10 years of experience
Verona, WI, 53593

About: I have had dogs since my childhood and have worked with breeds of different sizes and backgrounds, including some with special needs. In my home life, I have two cats that I adore and spend much of my free time with. I’m available all day on weekends, as well as from 5:30pm onward on weekdays (typically). If you have specific requirements for your animal let me know and we can create a schedule that works best for you! I can perform any specific needs that your pet may need. One of my own pets has special medical requirements, so I am familiar with taking care of animals that need extra care.

Sitter Profile Image: Jacki J.
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Jacki J.
from
$40
per night
5.0 out of 5 stars
4 reviews
25 years of experience
Maple-Prairie, Madison, WI, 53719

Jacki is amazing!!!! I cannot say enough good words about her! She provides constant updates with great information about the my pets and lots of very cute photos! She made me feel super confident that my pets are well taken care of so I don’t have to worry about them. There’s always an update coming my way right when I wanted to check. She also has great attention to details and noticed that I had a perishable package delivered. She checked in with me to get my permission for next steps and I really appreciate how she approached that situation. It is an amazing experience having Jacki as a sitter. I would highly recommend her to anyone considering.

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Maggie L.
Sitter Profile Image: ariel s.
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ariel s.
from
$47
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
20 years of experience
Madison, WI, 53711

Ariel was great watching my dog. She's blind and sometimes needs a little extra love.

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Martha T.
Sitter Profile Image: Tatyana K.
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Tatyana K.
Star Sitter
from
$55
per night
4.9 out of 5 stars
71 reviews
23 repeat clients
4 years of experience
Fitchburg, WI, 53713

Absolutely wonderful experience! Our pups were happy and calm when we returned home from a long afternoon/evening away. Tatyana definitely understands how to handle large, rambunctious (and love and adorable) dogs. She sent me pics throughout the evening as well, which was so lovely to receive.

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Tamara M.
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West Middleton pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Super communication and easy to work with. Kept us updated through text messages and pictures. Would love to work with her again and highly recommend!

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Ben B.
House Sitting
5.0 out of 5 stars

Annalesse did so great with our 2 cats and 2 dogs. She is reliable and came on time. An expert at following instructions; everyone got their supplements with meals and treats daily. She sent us picture updates every day & was able to medicate and take time to let our shy/finicky cat eat as well which meant a lot. 10/10 would book with her again!

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Jasmyne S.
House Sitting
5.0 out of 5 stars

Ann was wonderful with our puppy. She was very responsive to our messages and flexible when we needed to change things. We felt our puppy was in great hands when we were away and she even taught her a few commands. Will definitely recommend her to others.

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Kyle T.
House Sitting
5.0 out of 5 stars

Maria did a great job. We needed a last minute house sitter for our 2 German Shepherds, who are sweet but not low maintenance :). We came home to happy non-anxious doggos, and the house seemed in better shape than we left it. Thanks Maria!

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Alison B.
House Sitting
5.0 out of 5 stars

This was my second time booking with Monica and she delivered wonderful care to my large pack once again! Highly recommend!

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Elizabeth K.
House Sitting
5.0 out of 5 stars

Mandi was excellent! Her communication was impeccable something that we have struggled with past sitters. She was a natural with our two small dogs and gave us the peace of mind we have been looking for. We will definitely use her again!!

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Tracy Y.
House Sitting
5.0 out of 5 stars

Great experience! Our sitter took wonderful care of our two Labrador puppies—playing with them in the yard, giving them a special treat, and keeping them happy and content. We loved receiving photos of them playing and resting peacefully. Highly recommend!

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Ben D.
House Sitting
5.0 out of 5 stars

Sarah consistently provides good care of our pups. She communicates well and is very pleasant to work with. I absolutely recommend her services.

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Mathieu S.
House Sitting
5.0 out of 5 stars

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.

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Denise R.
House Sitting
5.0 out of 5 stars

Azaria did a great job house sitting and caring for my two dogs. She sent darling photos every day, she was responsive, and the house was in perfect condition when I returned. I'll definitely choose her again and I recommend her for house and dog sitting.

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Marit S.
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

Rose, thank you for taking excellent care of our pets while we were out of town. They were happy and content when we got home. I would not hesitate to recommend you or hire you again.

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Jen & Dave G.
House Sitting
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How Rover works

  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 West Middleton is $50

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.

Sitters in West 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 West 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 West 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 764 house sitters in West 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 West Middleton house sitters respond in under an hour.

House sitters in West 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 West 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. West 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.