Pet Sitting & Drop Ins in Prairie Hills, Madison, WI

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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Sitter Profile Image: Sara J.
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Sitter Profile Image: Sara J.
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1.

Sara J.

I’ll take care of your PAWfect pup
Junction Ridge, Madison, WI, 53717
House Sitting, Drop-In Visits, Dog Walking
5.0
15 reviews
4 repeat clients
from
$25
per visit

Sara has been timely with her drop in visits, flexible with the craziness of having to exchange keys, and communicative! We appreciate (including Maverick) her greatly with our long work hours.

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Sitter Profile Image: Seán & Leticia W.
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Sitter Profile Image: Seán & Leticia W.
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2.

Seán & Leticia W.

Take Care Of Your Best Friend!
Maple-Prairie, Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
2 repeat clients
from
$13
per visit

Seán & Leticia were great to work with for my first time using Rover. They were respectful of my very nervous cat and took great pictures of my friendlier cat! Seán helped adjust the dates of my booking and checked in with me often to make sure he had all the details right.

Sitter Profile Image: Melinda N.
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Sitter Profile Image: Melinda N.
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3.

Melinda N.

Sorry I was late. I saw a dog!
Maple-Prairie, Madison, WI, 53719
Drop-In Visits, Dog Walking
5.0
25 reviews
9 repeat clients
from
$18
per visit

Melinda was a great help and took great care on the drop in visits with Odin.

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Sitter Profile Image: Nikki A.
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Sitter Profile Image: Nikki A.
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4.

Nikki A.

Pet sitter with flexible schedule
Madison, WI, 53711
House Sitting, Drop-In Visits
3 reviews
from
$15
per visit

Nikki has watched my 2 cats for me a couple of times now. She’s wonderful! She’s very communicative and listens to instructions well. My cats also love her, so that doesn’t hurt either. She sends videos and pictures of them and spends needed quality time with them when I’m gone (which I appreciate SO MUCH). I have had no issues with Nikki before, and I’m definitely planning on using her for pet-sitting again in the future!

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Sitter Profile Image: Jenny P.
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Sitter Profile Image: Jenny P.
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5.

Jenny P.

Rover 101
Professional furbaby snuggler
Fitchburg, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
49 reviews
17 repeat clients
from
$30
per visit

Jenny is outstanding! She really knows and understands quirky dogs...and their guts! She goes way above and beyond in communicating, photos, videos, thinking ahead, even watering plants in a very hot dry holiday weekend. She brought Remi over a puzzle type toy to stimulate Remi's mind while we were away. Remi is pacing at the front door looking for Jenny now that we are back home! Jenny is fantastic.

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Sitter Profile Image: Louisa M.
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Sitter Profile Image: Louisa M.
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6.

Louisa M.

Your pet’s new friend! 🐶🐱🐰🐔🐠
Midvale Heights Community, Madison, WI, 53711
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
31 reviews
12 repeat clients
from
$25
per visit

Louisa was exceptional. We reached out at the last minute over a holiday weekend and she was very accommodating and helpful. She was conscientious, punctual and loved our large dog lots. She sent Rober and text updates, pictures and was easily reachable whenever we needed. We won’t hesitate to have her dog sit when needed again!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Allegra R.
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Sitter Profile Image: Allegra R.
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7.

Allegra R.

Rover 101
Dog person for life.
Madison, WI, 53705
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
47 reviews
18 repeat clients
from
$25
per visit

My dogs really like Allegra and she seems to be great with them too. She was great during our meet and greet and spent time to get to know the pups. Will hire again for sure!

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Sitter Profile Image: Jessica W.
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Sitter Profile Image: Jessica W.
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8.

Jessica W.

Exotic Pet Friendly Too!
Fitchburg, WI, 53711
Drop-In Visits, Dog Walking
5.0
5 reviews
from
$15
per visit

Jessica has done an amazing job looking after our kitties, and they love her! She always gives them lots of cuddles and sends photos and updates. Would absolutely recommend Jessica if you’re looking for a safe, gentle and responsible pet sitter!

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Sitter Profile Image: Kelsee C.
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Sitter Profile Image: Kelsee C.
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9.

Kelsee C.

No dog too big or small 🐶
Madison, WI, 53719
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
47 reviews
14 repeat clients
from
$15
per visit

I so appreciate Kelsee. She is dependable to take care of my three month old border collie and gives feedback for what the puppy did as well as following any instructions needed. Highly recommend.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Shaina N.
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Sitter Profile Image: Shaina N.
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10.

Shaina N.

Animal-loving Madisonian
Midvale Heights Community, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
1 repeat client
from
$30
per visit

Shaina left me feeling very comfortable about having her drop in for visits with my kitties. I feel as if she treated them like her own and was very thorough during her time spent. I feel like I could also tell a difference with the cats demeanor when I arrived back home as well; they didn’t seem as anxious as in the past with using another service. Thank you Shaina!

Sitter Profile Image: Jess B.
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Sitter Profile Image: Jess B.
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11.

Jess B.

Your weekend/evening needs covered!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
25 reviews
8 repeat clients
from
$24
per visit

Jess and my cat get along so well! Jess is a wonderful pet sitter and always sent me great updates and pictures of my cat. Much appreciated!!! She rules.

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Sitter Profile Image: Gary M.
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Sitter Profile Image: Gary M.
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12.

Gary M.

A very patient caretaker :)
Madison, WI, 53719
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$12
per visit

Gary is one of the most patient people i have ever met. His presence alone has a calming effect, not only on humans but on dogs as well. I foster dogs, and Gary has helped me care for them when needed. Foster dogs can sometimes have behavioral issues due to their unknown background, but Gary does a fantastic job at making dogs feel more calm and comfortable. He bonds really quickly with any dog he meets, and he’s even more patient than I am. He has even bonded with my very difficult Pomeranian/chihuahua mix, who used to nip at Jj him, but she now goes as far as to share the bed him :)

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Sitter Profile Image: Fanny M.
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Sitter Profile Image: Fanny M.
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13.

Fanny M.

Attentive, caring and compassionate
Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
7 reviews
from
$20
per visit

I appreciated having Fanny as my first pet sitter experience on Rover so much! She was not only amazing with my cats (one of whom is very hesitant with new people), she also helped me understand the booking on the app and was very flexible when my vacation times changed. Would definitely recommend her for any pet care needs!

Sitter Profile Image: Teghan B.
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Sitter Profile Image: Teghan B.
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14.

Teghan B.

Treating your pet like my own!
Meadowood, Madison, WI, 53711
House Sitting, Drop-In Visits
5.0
10 reviews
5 repeat clients
from
$20
per visit

Teghan has loved all animals since a very young child. She asked for a dog at the age of 6 and took complete care of it daily. In middle school, she began talking about being a Veterinarian. She currently has 2 dogs and multiple cats and cared for them as well, but the rescue dog is hers. Leaving that part of her family (the pets and the people) to attend college was difficult, and she misses them all. In addition, she is an excellent student, reliable and dependable in all past employments, and honest. Most of all she wears her love of animals and it shows! She would make an excellent, responsible, and loving caregiver more than anyone I know.

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Sitter Profile Image: Katie L.
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Sitter Profile Image: Katie L.
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15.

Katie L.

Rover 101
Experienced, Caring, and Adaptable!
Fitchburg, WI, 53719
Drop-In Visits, Dog Walking
5.0
16 reviews
7 repeat clients
from
$25
per visit

Katie is awesome! She handled my 8 week old puppy flawlessly (and trust me, he can be quite the handful) She was patient and loving, I absolutely recommend her

Sitter Profile Image: Paula R.
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Sitter Profile Image: Paula R.
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16.

Paula R.

Sad Empty Nester
Fitchburg, WI, 53711
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
50 reviews
17 repeat clients
from
$25
per visit

Thank you so much Paula. You are so great! You went above and beyond for the boys and I cannot express how grateful I am! Thank you for all of the photos you sent, being patient with Bear, and accepting Blueberrys very exciting “hellos”. I hope we can work together again in the future and I know the boys feel the same ❤️ Thank you again for treating the boys like your own ❤️

Sitter Profile Image: Elissa S.
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Sitter Profile Image: Elissa S.
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17.

Elissa S.

Lover of all animals!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
14 reviews
2 repeat clients
from
$25
per visit

So wonderful! Eased my worries about leaving my new puppy alone for the first time. Followed my commands and continued my training routine for her too! Absolutely so thankful!

Sitter Profile Image: Jody G.
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Sitter Profile Image: Jody G.
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18.

Jody G.

Experienced Cat Boarder
Greentree, Madison, WI, 53711
Boarding, Drop-In Visits
5.0
25 reviews
8 repeat clients
from
$25
per visit

Jody is so good with my dog and cats. She's very accommodating and thorough. You can tell that she really cares about building a relationship with each pet and learning their personalities.

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Sitter Profile Image: Bryn S.
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Sitter Profile Image: Bryn S.
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19.

Bryn S.

Love All Furbabies
Madison, WI, 53711
Drop-In Visits, Dog Walking
5.0
3 reviews
1 repeat client
from
$15
per visit

Bryn was a godsend! She sent regular, detailed updates with pictures, and it was clear she really cared for my pups. Her communication gave me peace of mind while I was gone, and I came home to very happy and well-cared for dogs.

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Sitter Profile Image: Valarie B.
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Sitter Profile Image: Valarie B.
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20.

Valarie B.

Rover 101
Professional caregiver for your pet
Madison, WI, 53719
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
20 reviews
7 repeat clients
from
$20
per visit

Valarie was fantastic! She kept my kitties happy and healthy while I was away, and was so great about communicating with me. I look forward to her watching them again for my next trip!

Search Map

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 423 owners have reviewed sitters in Prairie Hills, Madison, WI, giving them an average rating of 4.9/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Prairie Hills pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Prairie Hills, Madison who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Prairie Hills, Madison donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Madison.

We're proud to support over 200 organizations across the nation, including:

Drop-In Visits