House Sitting in Ashippun

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Top rated Ashippun 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: Kendra M.
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Kendra M.
from
$42
per night
3 years of experience
ixonia, WI, 53036

About: I have taken care of my own animals and have helped out others as well! My love for animals is so high and I find a lot of joy in it! My work schedule is pretty flexible and I have lots of free time! I am usually free anytime after 11 tuesday-thursday, and every other day at anytime! I work well with any needs a family gives me! I love having a set list that the owner has and wants me to do just so the pup feels comfortable and not off schedule!

Sitter Profile Image: Tara R.
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Tara R.
Star Sitter
from
$52
per night
5.0 out of 5 stars
76 reviews
17 repeat clients
20 years of experience
Delafield, WI, 53018

Tara is truly the best! We were so nervous to leave our little anxious pup, but Tara made us feel so comfortable with her frequent updates and photos. She gave Roma so much love and attention. I'm pretty sure Roma likes Tara more than she likes us now :).

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Claire W.
Sitter Profile Image: Haydn H.
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Haydn H.
from
$60
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
8 years of experience
Ixonia, WI, 53036

Haydn was amazing with our boys! I am so thankful for the great care she gave them while we were away, and will definitely book again the next time we need a dog/house sitter!

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Ashley H.
Sitter Profile Image: Taylor S.
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Taylor S.
from
$50
per night
5.0 out of 5 stars
8 reviews
4 repeat clients
25 years of experience
Delafield, WI, 53018

My experience in working with Taylor was excellent. Great communicator and most importantly cared for my 10yr lab while out in a work trip. Taylor went above and beyond what was required as she left the house spotless, and washed bedding and bathroom towels before leaving.

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Todd L.
Sitter Profile Image: Kristin C.
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Kristin C.
from
$50
per night
5.0 out of 5 stars
37 reviews
10 repeat clients
10 years of experience
Watertown, WI, 53094

Kristin was great, came home to a very happy puppy and she had a great time with her. I was sent lots of pictures of a happy cuddled pup. I would recommend Kristin to anyone

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jordan o.
Sitter Profile Image: Meghan A.
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Meghan A.
from
$60
per night
5.0 out of 5 stars
32 reviews
9 repeat clients
20 years of experience
Rubicon, WI, 53078

Meghan was AWESOME! I hadn't left my pets alone in many years. I was anxiety ridden. She stayed at my home for 5 days when I had to attend my daughter's wedding. Along with giving my dogs and kitty excellent care and attention, she constantly reassured me every day with pictures of them and how well they were doing. She absolutely exceeded my expectations. Thanks to Meghan, I really had a worry free trip!

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Annie S.
Sitter Profile Image: Cindy S.
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Cindy S.
from
$55
per night
5.0 out of 5 stars
50 reviews
14 repeat clients
45 years of experience
Oconomowoc, WI, 53066

And all I can say is outstanding! Cindy went above and beyond to make sure my pets for well taken care of! She sent pictures and was very responsive to my questions plus when I got home my house was cleaner then when I left!- I really could not have asked for more and would definitely have her back again!!!

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Nancy S.
Sitter Profile Image: vtheine@gmail.com T.
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vtheine@gmail.com T.
from
$42
per night
5.0 out of 5 stars
31 reviews
9 repeat clients
50 years of experience
Oconomowoc, WI, 53066

Vonnie took very good care of all of our fur babies. She contacted us with updates and questions. She also watched our house and everything was nice and clean when we returned. Would definitely use her again and recommend her for your your fur babies.

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Susan K.
Sitter Profile Image: Katelyn W.
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Katelyn W.
from
$60
per night
5.0 out of 5 stars
27 reviews
12 repeat clients
8 years of experience
Oconomowoc, WI, 53066

Have used Kate multiple times to stay with our pets and our house. She does a great job and is super respectful of the space. Will continue to use her in the future.

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James F.
Sitter Profile Image: Victoria K.
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Victoria K.
from
$25
per night
5.0 out of 5 stars
4 reviews
10 years of experience
Oconomowoc, WI, 53066

Victoria took great care of our pups! She sent lots of pictures and kept us updated.

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Katelyn W.
Sitter Profile Image: Brenna C.
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Brenna C.
from
$50
per night
17 years of experience
Summit, WI, 53066

About: Hey there! I’ve grown up with dogs and had lots of cats all of my life! I would be happy to help you out with your loved family members! I’m great with drop ins, as well as staying at your house for overnights. I have availability every day, except for Tuesday and Wednesdays. Please let me know if I can be of any assistance with your fur babies! ❤️ Pet care fits into my routine because I only work Tuesday Wednesdays. I don’t mind dropping in to say Hi to pets, let them out, or take them for a walk. I care for your pet as if they were my own💕 pets are part of our family!!!!! I have 2 dogs of my own which mean the world to us!

Sitter Profile Image: Cooper B.
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Cooper B.
from
$70
per night
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Hartland, WI, 53029

Cooper did an incredible job caring for our two dogs and our cat. He sent daily photo updates, took the dogs on their walks, and made sure everyone felt loved and well cared for. He even cleaned up the house before he left, which was such a thoughtful touch to come home to. We highly recommend Cooper for any pet‑sitting needs and look forward to booking with him again.

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Lindsay D.
Sitter Profile Image: Emma R.
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Emma R.
from
$45
per night
5.0 out of 5 stars
5 reviews
10 years of experience
Pewaukee, WI, 53072

About: I've lived with animals my entire life. Growing up, we had five dogs, four cats, bunnies and guinea pigs, snakes and lizards, fish, and chickens. Currently, while living at home in the summers, we have snakes, lizards, spiders, a cat, and three dogs, one of which is mine. My dog Winston is a service dog in training that my mom and I are owner-training. While I'm in no way a professional trainer, I can help with teaching or maintaining the basics with any dog. I'm currently home for the summer from school and waiting on an application for a part-time job. I am free most of the day right now, as I haven't started working yet. So, I can come over and take care of any pet's needs most any time. I can take care of your animals' needs any time, whether it's taking them on a walk, letting them outside, feeding, cleaning up, or playing with them. My dogs at home are crate trained, so if your dog also stays in a crate at certain points of the day or night, I can easily crate them.

Sitter Profile Image: Yasmin U.
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Yasmin U.
from
$75
per night
5.0 out of 5 stars
2 reviews
4 years of experience
Watertown, WI, 53094

About: With years of hands-on experience caring for both dogs and cats, I bring a well-rounded and deeply committed approach to pet care. I am the owner of Oh My Paws, a pet-sitting business I started during college, and have worked as a kennel technician, dog handler for Can Do Canines, and am currently completing an apprenticeship at a Humane Society. These roles have given me experience with a variety of temperaments, medical needs, and behavioral challenges. What truly sets me apart is my background in dog behavior and training. I am currently studying to earn my CPDT-KA (Certified Professional Dog Trainer – Knowledge Assessed) certification and have experience training service dogs through the Falcon Fetch program. This gives me a unique ability to understand body language, reduce stress in pets, and ensure a safe, enriching environment during their care. Pet care is a central part of my life and something I prioritize in my weekly routine. I have very open availability on weekends (Saturday–Sunday), and I’m also available on Mondays if needed. This flexibility allows me to provide consistent and dependable care, whether it’s for daily visits, overnights, or last-minute bookings. Because I run my own pet-sitting business and am actively involved in training and animal welfare work, I structure my schedule around the pets I care for. I take the time to provide each animal with individualized attention, exercise, enrichment, and a calm, safe environment. Whether caring for pets in my home or in a client’s home, safety and trust are always my top priorities. I begin with a detailed intake to learn about each pet’s routine, medical needs, triggers, and preferences, and I tailor my care accordingly. I use positive reinforcement and clear communication to build trust with animals, helping them feel safe and comfortable. In a client’s home, I maintain their pet’s usual routines as closely as possible to reduce stress. I’m respectful of the home environment, leave things exactly as I found them, and provide regular updates with photos and notes for peace of mind.

Sitter Profile Image: Courtney Z.
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Courtney Z.
from
$50
per night
4.9 out of 5 stars
10 reviews
1 repeat client
8 years of experience
Hartford, WI, 53027

Courtney was very sweet and responded quickly to messages. There was a misunderstanding with her work schedule that she would not be in the home for 11 hours. I assumed she would come at lunch to let them out. Never assume - had to call neighbor to let dogs out 2 days as I did not want my dogs left that long without a potty break. Otherwise, all was good.

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Cindy L.
Sitter Profile Image: Rebekah B.
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Rebekah B.
from
$50
per night
5.0 out of 5 stars
7 reviews
1 repeat client
4 years of experience
Watertown, WI, 53098

Rebekah stayed with our 2 dogs while we were out of town and was wonderful! She was very kind and responsive and even sent us cute pictures of our fur babies while we were away.

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Nicki A.
Sitter Profile Image: Sydney H.
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Sydney H.
from
$50
per night
5 years of experience
Delafield, WI, 53018

About: Hi there! I am a former pet groomer with lifelong experience loving animals of all kinds! I have worked with senior animals, puppies, cats, and combative animals with professionalism and levity for 5+ years. I am super excited to get to know you and your animals. I am currently working summer camp jobs, and therefore have plenty of time to take care of your pets! I am very excited to get to spend plenty of time with animals while I navigate a new move to the area! My previous job as a pet grooming assistant as well as babysitting animals in the past has given me a lot of experience in keeping animals safe and comfortable. I work extremely hard to understand animal behavior and body language in order to respect animals boundaries. I also prioritize safety when caring for other people’s animals because that is someone’s baby! It is important to me to do a job well, and that includes maintaining safety and care for all animals.

Sitter Profile Image: Allison S.
Verified Enhanced Background Check
Allison S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
54 reviews
20 repeat clients
3 years of experience
Sussex, WI, 53089

Allison did a superb job with our multiple dogs and cats! We got daily pics and updates from her which helped ease our worries about the care of our pets. I highly recommend her for any pet sitting needs. We will definitely be using her again and already reserved her for our next trip. Thank you Allison!!

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Lisa M.
Sitter Profile Image: Joey C.
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Joey C.
from
$65
per night
5.0 out of 5 stars
77 reviews
18 repeat clients
40 years of experience
Hartland, WI, 53029

Our two labs LOVE Joey! They get lots of cuddles and lots of exercise. Joey is great with communication and we will definitely use her for future stays!

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Heather F.
Sitter Profile Image: Amy H.
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Amy H.
from
$70
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
40 years of experience
Hubertus, WI, 53095

Gave updates and gave Libby her meds as scheduled :)

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Tracy C.
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How Rover works

  1. 1. Search

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  2. 2. Meet & Greet

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  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 Ashippun 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 Ashippun 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 Ashippun 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 Ashippun 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 1,059 house sitters in Ashippun. 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, 87% of Ashippun house sitters respond in under an hour.

House sitters in Ashippun 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 Ashippun.

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. Ashippun 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.