House Sitting In Highland Manor

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

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Top rated Highland Manor 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: Ashley K.
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Ashley K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
18 reviews
4 repeat clients
10 years of experience
Madison, WI, 53718

Askley dog sitted at our house for the weekend. She was very responsive to initial inquiry as well as continued communication. She was professional yet very friendly and asked appropriate questions about our dogs . Our dogs are quite a handful but she developed a fast relationship with them. She sent pictures and brief update daily. So glad we found an amazing caregiver thru Rover!

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Marcie R.
Sitter Profile Image: Robert L.
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Robert L.
Star Sitter
from
$44
per night
5.0 out of 5 stars
269 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: Tatyana K.
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Tatyana K.
Star Sitter
from
$55
per night
4.9 out of 5 stars
72 reviews
23 repeat clients
4 years of experience
Fitchburg, WI, 53713

Tatyana was great with my pups! She provided the perfect amount of updates and even left me flowers and a note congratulating me on my first home purchase ☺️

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Samantha K.
Sitter Profile Image: Travis M.
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Travis M.
from
$70
per night
5.0 out of 5 stars
24 reviews
5 repeat clients
15 years of experience
MONONA, WI, 53713

Travis is truly remarkable! We arranged a meet and greet where he invested time in getting to know our dog. He made sure to understand Remy's needs and ensured a perfect match. Travis went above and beyond by agreeing to house and Dog sit for 8 days. During his stay, Remy not only had the pleasure of regular walks but also relished the companionship at home. It's evident that Travis provided a level of care that exceeded our expectations. Our home was left in pristine condition, and to top it off, our neighbors were quick to compliment Travis on his friendly demeanor. Remy, our Husky German Shepherd Rescue, is eagerly anticipating his next stay with Travis. It's heartening to see such a positive connection between them. Travis has proven to be more than just a sitter; he's become a trusted companion for Remy. We're grateful to have found such a reliable and caring individual for our beloved pet.

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

Ruby was very accommodating for some last minute schedule changes that occurred on my end for a weekend away! My dog and I appreciate her so much!

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Alex S.
Sitter Profile Image: Sierra P.
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Sierra P.
Star Sitter
from
$85
per night
5.0 out of 5 stars
9 reviews
7 repeat clients
2 years of experience
Greenbush, Madison, WI, 53715

About: I’ve been surrounded by and taken care of animals since I was a toddler. I grew up with all sorts of animals in the home from Guinea pigs and bunnies to dogs and birds! I’ve pet sat on occasion including dogs and cats as well as chickens and horses! I’m currently self employed and am taking on work through Rover to support my business as I’ve experienced a transition with work over the past few months. This makes me very flexible during the week and weekends. I want to provide an experience that makes you feel comfortable and your pet cared for when you aren’t able to be there. Creating an environment that reflects the care that you give your pets is my priority as a pet owner myself.

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

Katy is so wonderful that I have to leave a second review. We’ve been going through a big transition and Katy continues to meet each of my boys where they are at. Her hyper awareness, consideration, and kindness allow me to travel and not stress about any of the boys.

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

Our most trusted sitter. Our pup loves him! He gives him lots of exercise and attention. Whenever I'm out of town, Nate is the first person I think of to watch my dog. Can't recommend him enough

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Anaelys B.
Sitter Profile Image: Alexandra B.
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Alexandra B.
from
$30
per night
5.0 out of 5 stars
3 reviews
6 years of experience
Capitol, Madison, WI, 53703

Alex was awesome! She was very nice and attentive to detail. We really appreciated her good communication and updates about our cat throughout our trip. We would definitely recommend her and use her again!

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Genna L.
Sitter Profile Image: Mallory P.
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Mallory P.
from
$40
per night
5.0 out of 5 stars
15 reviews
5 repeat clients
5 years of experience
Moorland-Rimrock, Madison, WI, 53713

Mallory has been amazing! She has watched my dog twice now and each time has gone very smoothly. My large dog is very sweet once you know him but has a protective streak that can make initial meetings difficult. However, Mallory instantly put him at ease and clearly knows when to give dogs space and how to best approach. My dog loves her and I always feel comfortable leaving him in her care. 100% recommend!

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Melissa S.
Sitter Profile Image: Ashley S.
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Ashley S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
27 reviews
10 repeat clients
10 years of experience
McFarland, WI, 53558

Ashley did a great job pet sitting for Tallee! She has been having seizures and Ashely was confident and willing to stay with her at my home. It really helped me enjoy my time away without worrying too much, knowing she was there with Tallee. I'm so happy to have her help!

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Michelle 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: Sidney M.
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Sidney M.
from
$45
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
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: Erin B.
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Erin B.
from
$30
per night
15 years of experience
Fitchburg, WI, 53713

About: I’ve grown up with dogs my whole life which convinced me to get my own dog a little over two years ago! I really enjoy taking dogs on walks and adventures around town. My dog is black and has thick fur so it definitely depends on the weather where we end up going on a walk (whether there is water or a shaded area). I also enjoy taking dogs to the dog park if they enjoy other pups. I can watch small dogs and big dogs (who might pull the leash a little harder). I am a teacher currently so I have the summer to have a chill job that’s flexible for my needs and other peoples needs as well. I will treat your pets as if they were my own. If you have a schedule where you need to let your dog out every other hour I can help out. I can also do something more chill where they just need to be fed early morning or late at night. Taking trips and being busy is part of life so I will help ease your stress about your little fur babies schedule.

Sitter Profile Image: Talia W.
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Talia W.
from
$28
per night
11 years of experience
McFarland, WI, 53558

About: I have had cats for more than half of my life and dog-sat for around the same amount of time. I used to dog sit two huskies all the time, had a dog of my own for a short time, and have experience dog sitting for labs as well! I have even taken care of a bearded dragon and snake on multiple occasions. Rover does not list animals other than cats and dogs directly but I am happy to arrange care for another animal as well, including exotic animals, for a fee that can be discussed. I am volunteering at the humane society and am very involved in caring for animals as much as I have time for. I am excited and ready to care for any and all pets that need it and will stick to specific details given. I won't hesitate to ask questions about the care of your pets when I have them to make sure your pet gets the utmost care and love while you're away or busy, and id yoy have plants that need watering, say the word and I'll do that too! I am currently full time in senior year of high-school and volunteering for two hours a week on the weekends, but I graduate in a month and will have all the time in the world to pet sit! I follow every instruction for food, water, walk, and treats and ask questions if I am unsure of something. I tend to stay longer than needed for check in visits just to give pets some company if I have the time. Unless pets are not very social, they will get all kinds of attention, and if they have any anxiety or behavioral differences I will be very careful and act however is best for them. I am very sure to be on time for visits and will be very specific to follow instructions for walking or being taken outside.

Sitter Profile Image: Mary M.
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Mary M.
from
$45
per night
5.0 out of 5 stars
62 reviews
13 repeat clients
6 years of experience
Madison, WI, 53718

Mary is a very responsible sitter. She had great communication and left me very detailed notes of Gracie’s schedule while I was away to let me know that Gracie was very well taken care of. I would highly recommend Mary.

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Isaac W.
Sitter Profile Image: Jordan M.
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Jordan M.
from
$40
per night
5.0 out of 5 stars
2 reviews
15 years of experience
Fitchburg, WI, 53711

About: I'm a lifelong dog lover with experience caring for dogs of all ages, sizes, and personalities. I've spent years caring for my own dogs and family dogs, and helping friends by pet sitting and caring for their pups when they're away. This has given me hands-on experience with everything from energetic puppies to senior dogs needing a little extra attention and support. In addition to my personal pet care experience, I have clinical experience working in veterinary offices where I learned about animal health, behavior, and handling. I'm comfortable caring for dogs with a variety of needs and can provide attentive, reliable care while you’re away. I understand that every dog is unique, and I strive to make each pet feel safe, comfortable, and loved. I look forward to meeting your furry family member! As a remote worker, I have the flexibility to provide frequent potty breaks, walks, playtime, and companionship throughout the day, ensuring your dog receives plenty of attention and care while you're away. I'll provide attentive, personalized care in the comfort of your pet's own home by maintaining their normal routine, including feeding, walks, playtime, potty breaks, medications, and plenty of affection. Because I work remotely, I have the flexibility to spend more time with your pet throughout the day and ensure they feel safe, comfortable, and loved while you're away.

Sitter Profile Image: Abigail C.
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Abigail C.
from
$38
per night
5.0 out of 5 stars
12 reviews
1 repeat client
5 years of experience
Vilas, Madison, WI, 53711

Abigail was incredible! She sent so many photos and videos while I was gone, I knew my cat was in excellent hands so I could enjoy my vacation. My apartment was spotless when I came back and she was super flexible when I needed to change the time I was coming home. I would 100% book again!

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

Alina was so sweet and professional! I especially appreciated her attention to detail and quick responses. It's always nerve-wracking getting a first-time sitter, but Alina made it easy. I would definitely recommend her!

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Aisha B.
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.
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Over 58
pet parents in Highland Manor have booked house sitting

Highland Manor pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Seanna was responsive, reliable, and took excellent care of our rambunctious 6 month old Great Pyr/Retriever puppy while we were away for a week. We have already sent another booking request for a future trip. I recommend her to anyone looking for a considerate and skilled dog and house sitter. Five stars.

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kristen k.
House Sitting
5.0 out of 5 stars

Marcela stayed with our new to us Pit-bull and cat. She was not bothered by their needs and sent many pics and updates over the week. Much appreciated.

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melinda p.
House Sitting
5.0 out of 5 stars

Rosana was wonderful, pets loved her & we got daily updates with photos. Would use her again if she is available when we take another trip.

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Jennifer L.
House Sitting
5.0 out of 5 stars

Sophie is wonderful and I love when she stays with my dog, Bluto! She’s communicative, playful with Bluto, and I can tell she truly cares about him. Never like being away from my pup but feel better knowing Sophie is there with him!

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Kelsey T.
House Sitting
5.0 out of 5 stars

Tatyana was great with my pups! She provided the perfect amount of updates and even left me flowers and a note congratulating me on my first home purchase ☺️

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Samantha K.
House Sitting
5.0 out of 5 stars

Allison always does an amazing job caring for our dog Ed. We’ve used her several times and highly recommend!

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Kelli R.
House Sitting
5.0 out of 5 stars

Robert couldn’t have been better! He took great care of my high-needs pup and she made it through our longest getaway just fine. She was given multiple walks per day and plenty of outside time. We also received at least one picture per day to show the kids (which made them very comfortable. I’ll definitely be booking him for my next trip.

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Elliott Y.
House Sitting
5.0 out of 5 stars

Meara was awesome with our kitties and super flexible when we needed to find a new sitter for our cats last minute!

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Reagan W.
House Sitting
5.0 out of 5 stars

Alyssa did a great job taking care of Princeton! I appreciated that she has experience with dogs that have separation anxiety, and Princeton seemed to warm up to her quickly. I would highly recommend Alyssa!

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Aisha B.
House Sitting
5.0 out of 5 stars

We were delighted with all of our experiences with Manu and how she cared for our dog, Bella for four days. Manu doesn’t just love dogs! She is knowledgeable about dog health, behavior and training as well as being very perceptive about a dog’s needs. Even before Manu started, she made sure that she had all the information she needed. Then when she had a question she spoke with our contact person. Then while we were away, she sent us s wonderful stream of photos of her playing with, walking and exploring with Bella. Bella was clearly very happy about being with Manu when we picked Bella up. We all feel confident that we left Bella in good hands and hope to work with her again. Review from 4 members of our family.

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Corliss K.
House Sitting
5.0 out of 5 stars

This was Kaitlyn’s second time watching Rory and everything went smoothly! Rory can be very high energy, but she is very calm and exercised well with Kaitlyn. Will continue to rebook!

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Emily R.
House Sitting
5.0 out of 5 stars

Alex was awesome! She was very nice and attentive to detail. We really appreciated her good communication and updates about our cat throughout our trip. We would definitely recommend her and use her again!

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Genna L.
House Sitting
5.0 out of 5 stars

Lillian watched our shy/nervous pup overnight for the first time and was great! She was super patient with him and treated our home with respect! Will absolutely be booking again in the future!

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Margie E.
House Sitting
5.0 out of 5 stars

Alexander was very easy to work with and sent lots of updates and pictures. Would happily book him again!

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Thomas P.
House Sitting
5.0 out of 5 stars

Mallory replied within 15 minutes and arranged to meet Gimli that very evening. We were able to go on our weekend trip with only 3 days notice. We have already recommended Mallory and Rover to our friends for house sitting.

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Tom & Kia C.
House Sitting
5.0 out of 5 stars

Katie was fabulous! She was able to help me out in a pinch and I’m so thankful for all her help! My pup was so well loved and taken care of, would 100% recommend her!!

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Hannah M.
House Sitting
5.0 out of 5 stars

Have repeatedly booked with Sam and our cats and house are always well taken care of. Definitely recommend.

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Nicole B.
House Sitting
5.0 out of 5 stars

Riley did a great job! She bonded with our dog right away and the animals were calm and happy when we returned!

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Susannah T.
House Sitting
5.0 out of 5 stars

My dog loves Ellena! Ellena is responsible, reliable, and responsive. I will continue to book with Ellena in the future.

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Anne E.
House Sitting
5.0 out of 5 stars

We’ve booked Caleigh a few times now and always come home to happy girls & the house just how we left it. She takes the best pics of them and sends good updates. Always appreciate her help. Thank you again!

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Ariel N.
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 Highland Manor 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 Highland Manor 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 Highland Manor 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 Highland Manor 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 841 house sitters in Highland Manor. 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 Highland Manor house sitters respond in under an hour.

House sitters in Highland Manor 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 Highland Manor.

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. Highland Manor 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.