House Sitting in Prairie Hills, Madison, WI

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

End
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Prairie Hills 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: Isabel S.
Verified Enhanced Background Check
Isabel S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
14 reviews
5 repeat clients
15 years of experience
Midvale Heights Community, Madison, WI, 53711

Gabby anlways enjoys her time with Isabel and I appreciate the photos and updates throughout the visit.

Profile image
Kelly H.
Sitter Profile Image: Louisa M.
Verified Enhanced Background Check
Louisa M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
85 reviews
24 repeat clients
3 years of experience
Midvale Heights Community, Madison, WI, 53711

Louisa and her daughter Samantha are wonderful. I had to book them last minute, they were flexible, on time, and respectfully did what I asked them to do! They are very patient with my 7 yr old lab and my 9 week old lab puppy (we all know how naughty and energetic they can be). I received several updates during their overnight stay, and both of my girls were very content when I got home from work. Definitely would recommend them!

Profile image
Jennifer V.
Sitter Profile Image: Ann A.
Verified Enhanced Background Check
Ann A.
Star Sitter
from
$82
per night
5.0 out of 5 stars
108 reviews
36 repeat clients
10 years of experience
Madison, WI, 53719

Ann did a great job caring for our dog and even made friends with our very shy cat. She was very responsive and sent lots of updates, which were very reassuring since this was the first time we’ve left our dog at home overnight. Our dog was happy and calm when we returned. We will definitely rebook with her if she is available!

Profile image
Carol H.
Sitter Profile Image: Kaelena K.
Verified Enhanced Background Check
Kaelena K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
15 years of experience
Fitchburg, WI, 53711

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!

Profile image
Erin B.
Sitter Profile Image: Kaitlyn B.
Verified Enhanced Background Check
Kaitlyn B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
30 reviews
7 repeat clients
20 years of experience
Madison, WI, 53705

Kaitlyn was an absolute sweetheart and such a great communicator! Prior to our first booking, she asked thoughtful questions about what she could do to prepare and be well-informed, which I appreciated. She sent me photos and updates while caring for Princeton and also gave me a great recap after I got home. I highly recommend Kaitlyn and will definitely book her again!

Profile image
Aisha B.
Sitter Profile Image: Marri S.
Verified Enhanced Background Check
Marri S.
from
$50
per night
5.0 out of 5 stars
18 reviews
3 repeat clients
5 years of experience
Fitchburg, WI, 53711

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.

Profile image
Suzie V.
Sitter Profile Image: Robert N.
Verified Enhanced Background Check
Robert N.
Star Sitter
from
$65
per night
5.0 out of 5 stars
163 reviews
59 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Robert did a fantastic job with our two dogs. He was extremely responsive during the week: he checked on the pipes during a deep freeze we weren't expecting and was flexible when our return flights had to shift around. He sent lots of pictures and updates each day.

Profile image
Alex M.
Sitter Profile Image: Nathan S.
Verified Enhanced Background Check
Nathan S.
from
$40
per night
5.0 out of 5 stars
3 reviews
5 years of experience
Westhaven Trails, Madison, WI, 53719

About: I have helped care for dogs from their early puppy days all the way through end of life support/care. While my home currently doesn’t have any pets of our own, I am so excited to watch over and love your pets! I live in a very quiet neighborhood with tons of long walk opportunities. The house gets great sunshine and there are tons of spots for naps. I look forward to caring for your fur babies! I work full time from home, and am able to watch your pet easily during the day. I’m able to swing by and pickup/drop off as needed, and have time during the day to take any walks as needed. My neighborhood is very quiet and very dog friendly. Tons of sidewalks and parks, with minimal street traffic. The house is not currently fenced in, but I am planning to put one in during the spring (2026)!

Sitter Profile Image: Kaitlyn J.
Verified Enhanced Background Check
Kaitlyn J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
17 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.

Profile image
Robyn S.
Sitter Profile Image: Annie J.
Verified Enhanced Background Check
Annie J.
from
$55
per night
5.0 out of 5 stars
85 reviews
27 repeat clients
6 years of experience
Midvale Heights Community, Madison, WI, 53711

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!!!

Profile image
Genevieve H.
Sitter Profile Image: Erika K.
Verified Enhanced Background Check
Erika K.
from
$45
per night
5.0 out of 5 stars
12 reviews
1 repeat client
12 years of experience
Middleton, WI, 53562

Erika was great! Curly, my dog, was well taken care of and so was my apartment! She did a great job following all my care instructions for my senior dog and she did a great job keeping everything very tidy. I would certainly recommend her to others and will use her again!

Profile image
Micha M.
Sitter Profile Image: Amanda S.
Verified Enhanced Background Check
Amanda S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
18 reviews
11 repeat clients
12 years of experience
Madison, WI, 53713

Good communication and appropriate check ins. Handled being accidentally locked out very well when the battery to my keypad lock died. Would book again.

Profile image
Amanda M.
Sitter Profile Image: Amy U.
Verified Enhanced Background Check
Amy U.
Star Sitter
from
$65
per night
5.0 out of 5 stars
12 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!

Profile image
Beth R.
Sitter Profile Image: Anna H.
Verified Enhanced Background Check
Anna H.
from
$65
per night
5.0 out of 5 stars
32 reviews
9 repeat clients
7 years of experience
Middleton, WI, 53562

Anna is great. This is the second time we’ve used her and once again our dogs were happy and well taken care of. She leaves the place spotless as well.

Profile image
Karen B.
Sitter Profile Image: Jess B.
Verified Enhanced Background Check
Jess B.
Star Sitter
from
$74
per night
5.0 out of 5 stars
49 reviews
16 repeat clients
10 years of experience
Madison, WI, 53719

I felt so comfortable leaving my dog with Jess! My dog is always on my mind when I’m away for her, and I knew she was in great hands and I didn’t have to worry! Jess sends pictures and great descriptions of activities and keeps you informed a few times a day. Incredibly professional, and will definitely be booking her in the future! Thanks so much, Jess!

Profile image
Jinda K.
Sitter Profile Image: Chelsea G.
Verified Enhanced Background Check
Chelsea G.
from
$38
per night
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Madison, WI, 53715

Chelsea was so great with Ollie! He just loved her. She sent pictures throughout the stay and took wonderful care of my pup and my place. Highly recommend!

Profile image
Angi K.
Sitter Profile Image: Nicholas & Lauren R.
Verified Enhanced Background Check
Nicholas & Lauren R.
from
$75
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
38 years of experience
Fitchburg, WI, 53711

Lauren and Nia were great with our pets and us! This was our first time using pet sitters and they really helped put us at ease through the process. With picture and video updates we knew our dogs and cats were having a good time and being well cared for. Highly recommend using them!

Profile image
Jessica F.
Sitter Profile Image: Christine N.
Verified Background Check
Christine N.
Star Sitter
from
$45
per night
4.9 out of 5 stars
112 reviews
62 repeat clients
27 years of experience
Prairie Hills, madison, WI, 53711

For anyone looking for a trusting and loving person to care for their family, there is no need to look any further. Christine is an exceptional pet sitter who truly goes above and beyond in her care for our dogs and cats. We recently entrusted her with our furry family members for several days, and she exceeded all our expectations. Our dogs (two large unruly huskies), who can be quite a handful, were handled with such love and care, that they are happier to see her than they are when they see us returning home. It actually makes me a little jealous of how much they like her. Every day, Jessie sent us delightful photos and videos of our pets, keeping us updated and reassured. It was such a joy to see our pets happy and well cared for while we were away. Her communication was consistent and thoughtful, ensuring we never had to worry about their well-being. When we returned home, we were amazed to find the house even cleaner than when we left it. Her attention to detail and dedication to her work are truly commendable. Our pets were not only well-fed and exercised but also showered with affection and care. We genuinely appreciate Christine for the outstanding job she does. It’s such a relief to have someone we can trust completely with our beloved pets and our home. We highly recommend her to anyone looking for a reliable, caring, and professional pet sitter. She is a true gem and an invaluable part of our life. Thank you Christine, you're the best!!!

Profile image
Nood
Sitter Profile Image: Justine D.
Verified Enhanced Background Check
Justine D.
from
$43
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Meadowood, Madison, WI, 53711

Justine was so great with my pups! One of my dogs has special needs and the other is anxious and shy around new people, and Justine won them both over and made sure they were well cared for while I was away. I plan on being a repeat customer!

Profile image
Erick S.
Sitter Profile Image: Teagan R.
Verified Enhanced Background Check
Teagan R.
Star Sitter
from
$65
per night
4.9 out of 5 stars
83 reviews
30 repeat clients
12 years of experience
Westmorland, Madison, WI, 53711

This is the second time I’ve had Teagan watch my two golden retrievers for a few days/nights in my home. She takes great care of them (follows my overly detailed notes), provides updates, and always leaves my home just as it was when she got there. Would rebook and would recommend!

Profile image
Abigail C.
1 / 1
View more sitters

Over 29
pet parents in Prairie Hills have booked house sitting

Prairie Hills pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Kaelena did a fantastic job taking care of our two Labrador puppies for the day! This was our first time using her, and we couldn’t have been happier. She spent lots of time playing with them in the yard, fed them dinner, and gave them indoor playtime as well, including puzzle games. We came home to happy, well-cared-for puppies who were tired out and ready for bed. We would happily book her again!

Profile image
Ben D.
House Sitting
5.0 out of 5 stars

Fantastic as always! Our pups were very well taken care of and put to bed for the night. They were very content puppies when we got home!

Profile image
Ben D.
House Sitting
5.0 out of 5 stars

Robert did a fantastic job with our two dogs. He was extremely responsive during the week: he checked on the pipes during a deep freeze we weren't expecting and was flexible when our return flights had to shift around. He sent lots of pictures and updates each day.

Profile image
Alex M.
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.

Profile image
Sara W.
House Sitting
5.0 out of 5 stars

Christine was an absolutely exceptional sitter for our three big German Shepherds. Christine took them out for walks and even when it was really cold because she could recognize when they needed it. Our dogs also wake up very early and she made sure to get them outside to potty on their normal schedule. She sent us a ton of great pictures of them playing & cuddling and let us know they were eating well. We quickly became completely confident with her knowledge and abilty to care for and handle them. We were able to relax on our vacation and not worry because she was sharing their activities and we knew our three boys were in great hands, staying on routine and happy in our absence. We would definitely reach out to Christine the next time we need someone to watch our boys again. She is wonderful! A+

Profile image
Kathleen H.
House Sitting
5.0 out of 5 stars

Amanda went above and beyond! I traveled to SE Asia for 2 weeks so with the time difference communication was limited. She handled everything so well and I was able to enjoy my trip knowing my pup was being cared for! She sent updates and photos as well as understood that my availability was limited. Can’t say enough good things!

Profile image
Amanda M.
House Sitting
5.0 out of 5 stars

Gabby anlways enjoys her time with Isabel and I appreciate the photos and updates throughout the visit.

Profile image
Kelly H.
House Sitting
5.0 out of 5 stars

Hannah is very reliable and great with my dog Otis. She makes it easy to leave and know he’s so well taken care of.

Profile image
Glenn J.
House Sitting
5.0 out of 5 stars

Justine did a nice job with our 2 labrador puppies and played with them out in the snow. We came home to very happy girls! Thanks Justine!

Profile image
Ben D.
House Sitting
5.0 out of 5 stars

Sara was great! She was very responsive and took great care of my two pups!! She sent updates with photos which I greatly appreciate!

Profile image
Gwen K.
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. 🙏🏻🙏🏻

Profile image
Mike K.
House Sitting
5.0 out of 5 stars

We had an amazing experience with Jesse! She took wonderful care of both our dog and our cat while we were away for two weeks. She was incredibly attentive, super kind with our pets, and clearly loved spending time with them. She even surprised our dog with some plush toys before she left, which meant so much to us. When we came back, both of our pets were completely relaxed and happy, which says everything about the level of care they received. On top of pet care, she was a huge help with things around the house when they came up and shared really helpful advice for managing our dog’s allergies. We truly felt supported the entire time we were away. We couldn’t be happier with her care and will absolutely be booking her again for our next trip. Highly recommend.

Profile image
Seb A.
House Sitting
5.0 out of 5 stars

Anna was fabulous!! She was so attentive and took such great care of my pup, would 100% recommend her!

Profile image
Hannah M.
House Sitting
5.0 out of 5 stars

Ava was responsive and professional. She stayed at our home with our elderly dog for nearly a week while we were on vacation and did a fantastic job. When we returned the house was spotless and our dog was happy. I recommend her for any services you need regarding your pets.

Profile image
Carson H.
House Sitting
5.0 out of 5 stars

Alecia was a fantastic dog sitter. She sent regular updates on how our dog was doing and was very responsive during the coordinating process leading up to the booking. We know our dog loved spending time with her and would definitely book again!

Profile image
Bianca P.
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!

Profile image
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.

Profile image
Julie G.
House Sitting
5.0 out of 5 stars

Our dog Cedar was clearly well cared for and our home was kept tidy and nice. Thanks for everything, Anna!

Profile image
leah k.
House Sitting
5.0 out of 5 stars

Alex was able to help out last minute and clearly communicated her schedule prior to booking. She sent great updates and pictures and left my apartment perfectly clean! I’d trust her with my cat any day!

Profile image
Cameron M.
House Sitting
5.0 out of 5 stars

Jolie took our feedback regarding our dog and we really appreciate her communication 🙏 our dogs love her!

Profile image
Rachel H.
House Sitting
1 / 1
Find pet care near you

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!

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

If you’re searching for a Prairie Hills 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.

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 Prairie Hills.

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. Prairie Hills 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.