House Sitting Prairie Hills

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Over 12
pet parents in Prairie Hills have booked house sitting

Prairie Hills, Find top rated house sitting

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: Louisa M.
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Louisa M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
95 reviews
26 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!

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Jennifer V.
Sitter Profile Image: Poorna D.
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Poorna D.
from
$55
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
12 years of experience
Verona, WI, 53593

Poorna did an incredible job overnight sitting for our two dogs, Chopper and Ophelia, while we were away on vacation. She provided lots of updates and many great pics of them while we were away unprompted, and was an amazing guest in our house as well. We would recommend her to anyone and will be booking with her in the future.

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Jace M.
Sitter Profile Image: Anna H.
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Anna H.
Star Sitter
from
$75
per night
5.0 out of 5 stars
37 reviews
10 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.

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Karen B.
Sitter Profile Image: Stephany D.
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Stephany D.
from
$45
per night
4.9 out of 5 stars
61 reviews
15 repeat clients
13 years of experience
madison, WI, 53719

Stephanie is a delight and I am so thankful we connected with her and could have her petsit for us. She met with us several times before our week away so the animals could get to know and love her before our departure, which really showed how dedicated she is to giving them the best care. As others have stated, the house was in better condition than we left as well and she was very thorough in making sure everything is perfect for the return. The animals loved her and we were able to truly relax on our vacation because we knew she had everything taken care of. Thank you Stephanie, for your wonderful service and we look forward to the next time!

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Laura E.
Sitter Profile Image: Oliver A.
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Oliver A.
from
$50
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
10 years of experience
Bram's Addition, Madison, WI, 53713

Oliver did an excellent job taking care of our dog! Great communication while we were away and sent lots of cute pictures.

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Keelin M.
Sitter Profile Image: Tatyana K.
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Tatyana K.
Star Sitter
from
$55
per night
4.9 out of 5 stars
78 reviews
25 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: Lisa T.
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Lisa T.
Star Sitter
from
$90
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
2 years of experience
Madison, WI, 53719

Lisa did a terrific job with our fur babies! She was very careful and caring with them, kept us posted with the right amount of details, and kept the home really clean. Would definitely have her sit for us again!

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James W.
Sitter Profile Image: Lynne O.
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Lynne O.
from
$60
per night
5.0 out of 5 stars
8 reviews
30 years of experience
Fitchburg, WI, 53711

Asked question about the girls to get to know them. Provided a lot of pictures while we were gone.

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Barb R.
Sitter Profile Image: Briana L.
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Briana L.
Star Sitter
from
$40
per night
4.9 out of 5 stars
28 reviews
8 repeat clients
10 years of experience
Madison, WI, 53711

Excellent, kind, considerate dog sitter. Briana sent us pictures daily of our dog, she walked him extensively and also helped to work on some training with him. Briana knew how to handle our dog who has some reactivity and anxiety. She was respectful of our home, prompt and great with communication and care !

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Amy K.
Sitter Profile Image: Hanna P.
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Hanna P.
from
$40
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
6 years of experience
Madison, WI, 53719

Hanna was awesome with all the doggies while we were away, she kept us updated every day with photos and comments. Thank you for taking care of them!

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Mik R.
Sitter Profile Image: Ann A.
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Ann A.
Star Sitter
from
$95
per night
5.0 out of 5 stars
143 reviews
53 repeat clients
10 years of experience
Madison, WI, 53719

Ann did a fantastic job dog sitting our very high energy and dog-reactive pup in our home for five days! She sent so many pictures and we could tell our pup was content/happy and so well taken care of. Ann also reached out to ask clarifying questions when needed and was very responsive. I highly recommend Ann!

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Claire G.
Sitter Profile Image: Tucker S.
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Tucker S.
Star Sitter
from
$48
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
10 years of experience
Orchard Ridge Community, Madison, WI, 53711

Tucker was amazing — he took great care of my fur baby and provided pics regularly AND he was gracious and unflappable in the face of some unforeseen challenges. Flexible, great communicator, and left the house cleaner than he found it. Great with following directions and proactively taking care of all the things — he even noticed the light on the automatic feeder and refilled it before I even messaged him about the notification I’d received. Perhaps best of all, he saw AJ for the loving, playful kitty that he is—so I knew AJ was feeling comfortable and that he was in good, kind hands. Would definitely recommend to others and would be glad to have his help again!

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Sarah G.
Sitter Profile Image: Katie T.
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Katie T.
from
$30
per night
5.0 out of 5 stars
3 reviews
1 repeat client
4 years of experience
Madison, WI, 53713

Katie was wonderful and took excellent care of my cat, dog, and house during a weekend away. She was very communicative and sent lots of photos, which I really appreciated.

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Cydney N.
Sitter Profile Image: Elizabeth M.
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Elizabeth M.
from
$50
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
Madison, WI, 53711

Lizzy was great with our elderly dog. She has multiple daily meds and a special diet, and actually got a little bit sick while we were gone. Lizzy was kind and patient with her. We got daily updates and pictures and felt totally comfortable while we were away. Zeba was happy and relaxed when we got back and had obviously been well cared for. We'll definitely use Lizzy again!

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Christy S.
Sitter Profile Image: Austin M.
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Austin M.
Star Sitter
from
$65
per night
4.6 out of 5 stars
12 reviews
2 repeat clients
29 years of experience
Park Ridge, Madison, WI, 53719

About: Caring for dogs isn't just something I do. It's something I'm genuinely passionate about. I have experience caring for dogs of all ages, personalities, and energy levels, from young puppies learning routines to senior dogs who need a little extra patience and attention. I understand that every dog is different, and I take the time to get to know each pet's unique needs. I'm comfortable with feeding schedules, administering oral medications, crate training, basic puppy training, leash walking, playtime, and providing plenty of love and attention. I'm also attentive to changes in behavior or health and believe it's important to catch anything unusual early and communicate it with owners right away. I know how stressful it can be to leave your pet with someone else, so I make it my priority to provide a safe, clean, and calm environment where they feel comfortable. Whether your dog loves long walks, playing fetch, or simply relaxing with company, I'll make sure they receive the care and attention they deserve. Communication is very important to me. I'll provide regular updates, photos, and messages so you can enjoy your time away knowing your pet is in good hands. My goal is to care for every pet as if they were my own and give owners complete peace of mind. Pet care is already a major part of my daily routine. My day is structured around caring for dogs, so adding walks, drop-in visits, daycare, or boarding fits naturally into my schedule. Because I'm already following consistent routines for feeding, exercise, potty breaks, playtime, and cleaning, I'm able to provide dependable, attentive care throughout the day. I have a flexible schedule that allows me to give pets the time and attention they deserve rather than leaving them alone for long periods. Whether your pet needs a consistent routine, extra exercise, medication, or simply companionship, I'm committed to making sure they feel safe, comfortable, and well cared for while you're away. Safety and comfort are my top priorities when caring for pets, whether in my home or a client’s home. I make sure every pet is in a clean, secure, and calm environment where they can feel relaxed and stress-free. I follow each pet’s routine closely, including feeding schedules, potty breaks, exercise, and any special instructions provided by the owner. I pay close attention to behavior and overall well-being so I can quickly notice if something seems off and communicate right away. In my care, pets are never left unattended for long periods. I supervise interactions, provide structured playtime, and ensure a safe environment at all times—especially when introducing pets to new surroundings or other animals. I also respect the client’s home fully when providing in-home care, keeping everything clean, secure, and exactly as I found it. I understand how important trust is when someone allows you to care for their pet or enter their home, and I take that responsibility seriously. My goal is to make sure pets feel safe, loved, and comfortable, while giving owners complete peace of mind through clear communication and reliable care.

Sitter Profile Image: Jacki J.
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Jacki J.
from
$40
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
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: Celeste T.
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Celeste T.
from
$75
per night
4.8 out of 5 stars
5 reviews
2 repeat clients
17 years of experience
Summit Woods, Madison, WI, 53711

Everything went smooth! Sent photos and was communicative! Would recommend

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Olivia W.
Sitter Profile Image: Amy F.
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Amy F.
from
$40
per night
4.9 out of 5 stars
19 reviews
1 repeat client
30 years of experience
Meadowood, Madison, WI, 53711

We couldn't have asked for a better experience with our recent Rover sitter! She was absolutely fantastic while watching our dog, Scooby, for the week. From the start, she excelled at being adaptable, seamlessly adjusting to Scooby’s routine and needs without any issues. We also truly appreciated the frequent, reassuring text messages and photos she sent throughout the week, which gave us total peace of mind while we were away. Most importantly, she provided Scooby with an incredible amount of love, affection, and exercise—he was a very happy pup when we returned. We highly recommend her services to anyone looking for a caring and reliable sitter!

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Zachary M.
Sitter Profile Image: Brienna T.
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Brienna T.
from
$50
per night
5.0 out of 5 stars
4 reviews
10 years of experience
Madison, WI, 53719

About: Hi! I’m a reliable, caring dog lover who treats every pup like my own. Whether it’s walks, playtime, or cuddle time, I’ll make sure your dog feels safe, happy, and loved while you’re away. I’ll follow your pet’s routine and keep you updated so you can have peace of mind! I'm a part-time student who takes morning classes Monday-Thursday. I am typically at home the majority of the day, but if I am ever away I will return home for about an hour to take any guests out during lunch (12-1PM). Weekends, I am mostly free. Drop-off/pick-up can be anytime! My schedule is pretty flexible during weekends so if you need a specific time, I can make it work. I'm very accommodating. Just let me know in advance when you are thinking about booking and I can check my schedule for that day. If you have a busy schedule, I can also pick-up and drop-off for free! Let me know what your fur-baby's routine is like (sleep, eat, play schedule). I hope to make your fur-baby comfortable while you are away. For DROP-INS: I have experience with drop-ins for dogs, cats, and fish! If you would like me to do a short walk during the 30 minute drop-in for your pup, let me know! I typically like to refresh their water, give a treat (if you allow it), and make sure they go potty! For cats, I will make sure their water & food is replenished and will clear out litter boxes! I will also water your plants, bring in your mail/newspapers (if requested). Thanks for considering me! Let’s set up a Meet & Greet! **Holiday Rates will also be applied for Easter, Mother’s Day, and Father’s Day weeks/weekends** I’m currently working part time with plenty of time for fuzzy friends! I haven’t found my perfect pet just yet, so I have lots of love to give! I have loads of experience training young and old pups, no matter the service your looking for I would love to incorporate good habits for your pet!

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

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.
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The median cost per night for house sitting in Prairie Hills is $50

Pet parents share their Rover experiences - Prairie Hills

1 / 1
5.0 out of 5 stars

Great communication and attention to detail. Hanna took good care of Ford, Chanel and Coco. I appreciated all the pictures :)

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Jennifer W.
House Sitting
5.0 out of 5 stars

Tucker took good care of our pups and he was very respectful in our home. He sent periodic pictures and updates while he was sitting for us and arrived on time.

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Danny W.
House Sitting
5.0 out of 5 stars

Allegra is amazing! She stayed with our Japanese Akita while we were traveling for our wedding outside of the country. She went above and beyond and we never had any doubts about him being in good hands.

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Jennie T.
House Sitting
5.0 out of 5 stars

My cat, Sunny, seemed very happy and comfortable with Ann! She sent me pictures regularly, was very responsible, and was always easy to communicate with. I felt completely at ease knowing Sunny was in good hands. I’ll definitely reach out to Ann again the next time I need a cat sitter!

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Jin
House Sitting
5.0 out of 5 stars

Jesse was absolutely amazing with Snowy! Her communication was great, and I loved getting all the frequent picture updates while I was away. She was super punctual, paid really close attention to Snowy's routine, and showered her with love. I couldn't have asked for a better sitter and will 100% be booking with her again!

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Elaine P.
House Sitting
5.0 out of 5 stars

Austin took great care of our bulldog, Uecker and provided us updates throughout about how he was doing!

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Allison B.
House Sitting
5.0 out of 5 stars

Amy took great care of my new puppy, and her passion for fur babies really shone through. She was communicative, attentive, and shared some fun photos with me while I was away. I would definitely use her again!

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Janice B.
House Sitting
5.0 out of 5 stars

Annalesse was so sweet and attentive while caring for our 15yr old beagle. We received plenty of updates and pictures and our mind was at total ease knowing she was there! She asked good questions and left the house nice and clean for us! We will most definitely be rebooking, thanks annalesse!!!!

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Kelly R.
House Sitting
5.0 out of 5 stars

Hannah did an excellent job! We got regular updates, she kept all our babies happy and well exercised, and left the house in a spotless condition!

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Diksha A.
House Sitting
5.0 out of 5 stars

Louisa was wonderful with our little Jynx! She stayed in contact throughout the day stopping in a number of times to feed, walk, and just let Jynx enjoy the beautiful weather sitting outside. Jynx can have some anxiety when we are gone but she was content and relaxed when we got home! Great experience and I highly recommend Louisa!! Thank you!!

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Mary N.
House Sitting
5.0 out of 5 stars

Justine took good care of our two dogs and home while we were away for two weeks, including an unexpected necessary visit to the vet for one of our dogs. Highly recommend.

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Lauren L.
House Sitting
5.0 out of 5 stars

Ben did a great job and taking care of Raven! Lots of pictures were sent to confirm activity and confirm happiness of my pup. She took care of her in every way and am happy he was there for her the entire time as she was having some separation anxiety at the time. Highly recommend.

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Katie T.
House Sitting
5.0 out of 5 stars

Anna took great care of our pup and our home! She applied eye medication and was great about communication. We would love to have her back again sometime.

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Allison B.
House Sitting
5.0 out of 5 stars

I'd give Emma 10 stars if that was an option. Emma stayed at my home for 6 nights, to care for my 6.5 year Frenchie who required special attention and Tess, the newest member of my pack weighing in at 11lbs at only 3 months. Emma clearly understood my concerns with leaving a new pup and resident pooch who were still getting acquainted, and gave both pups the love they were accustomed to, collectively and on a solo basis. Emma vacuumed and made sure my home was clean and in the same condition I left it for her, my plants were watered and the garbage was taken out. Yay! Both pups seem very happy and stress free when I got home, for which I couldn't be more happy. Side note: I'm sure there's a bit of sticker shock with Emma's fee, but her premium is well deserved and earned and I have no hesitation to contact Emma for future house and puppy/dog sitting needs.

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Susan D.
House Sitting
5.0 out of 5 stars

It is safe to say that our kitties gave Jennifer a run for her money- one who hates strangers, the other who makes a break for the door when sitters try to leave! She handled all of it with grace and kindness. We were sent daily pictures and always felt our pets were in great hands.

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Dorothy P.
House Sitting
5.0 out of 5 stars

McKenna was wonderful once again! Our dogs love when she comes and stays with them. She is very responsive and gives quite a few updates. Would definitely book her again.

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Ashley B.
House Sitting
5.0 out of 5 stars

Camille did a great job taking care of Sandy and my home! She kept in touch as requested and helped me feel confident that Sandy was in good hands while we were out of the country(and out of touch at times). I was comfortable trusting Camille with Sandy's daily care for several weeks and also medical care if needed. Camille is welcome back in my home and I will invite her to take care of Sandy the next time we need a sitter. Thank you!

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Rita W.
House Sitting
5.0 out of 5 stars

As always, Jolie did an excellent job taking care of my dogs while I was away. Appreciate her thoughtful care!

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Erick S.
House Sitting
5.0 out of 5 stars

My pets had a great time with Devon, who was communicative with any questions and reported on how they were doing. When I returned, all 3 pets were happy and rested. I am definitely contacting him again.

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Wendy B.
House Sitting
5.0 out of 5 stars

Andrea did a wonderful job taking care of Toby and was communicative with clear updates throughout the weekend!

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Akshay R.
House Sitting
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