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

Calendar Recently Updated
Sitter Profile Image: Melinda N.
Verified Enhanced Background Check
Sitter Profile Image: Melinda N.
Verified Enhanced Background Check

1. Melinda N.

Sorry I was late. I saw a dog!
Maple-Prairie, Madison, WI, 53719
1.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
12 repeat clients
from
$18
per visit

Melinda was a great help and took great care of our pup during her check-ins. She was timely and is a great communicator. We’ll definitely ask her for help in the future!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Seán & Leticia W.
Verified Enhanced Background Check
Sitter Profile Image: Seán & Leticia W.
Verified Enhanced Background Check

2. Seán & Leticia W.

Rover 101
Take Care Of Your Best Friend!
Maple-Prairie, Madison, WI, 53719
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
40 reviews
10 repeat clients
from
$16
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.

Calendar Recently Updated
Sitter Profile Image: Kyle S.
Verified Enhanced Background Check
Sitter Profile Image: Kyle S.
Verified Enhanced Background Check

3. Kyle S.

Long walks and tummy rubs.
Stone Meadows, Madison, WI, 53719
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
9 repeat clients
from
$20
per visit

Kyle checked in on my cat Orion for a couple days while I was away and he was absolutely wonderful. He was very thoughtful of how Orion felt with a new person around and gave him time to warm up to him, which he did. Along with pictures, he gave me detailed notes every visit letting me know how much he was eating which helped me feel less anxious about leaving my furr baby. I’ll definitely use him to watch Orion in the future. Thank you so much for watching him while I was away!

Sitter Profile Image: Kim M.
Verified Background Check
Sitter Profile Image: Kim M.
Verified Background Check

4. Kim M.

Loving and experienced Dog Mom!
Middleton, WI, 53562
4.4 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
94 reviews
40 repeat clients
from
$17
per visit

Once again, so satisfied with Kim and the care she provides my little girl! She goes above and beyond to take care of Maple and I will always be so grateful!

Calendar Recently Updated
Sitter Profile Image: Devon G.
Verified Enhanced Background Check
Sitter Profile Image: Devon G.
Verified Enhanced Background Check

5. Devon G.

Keep pets safe and happy
Fitchburg, WI, 53711
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
5 repeat clients
from
$15
per visit

Was very quick and easy set up, especially with the key swap and her flexibility with everything. Appreciated her reaching out about pets concerns to be on the safe side. She also was very good about pricing.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lauri P.
Verified Enhanced Background Check
Sitter Profile Image: Lauri P.
Verified Enhanced Background Check

6. Lauri P.

I’m the daughter of a veterinarian!
Verona, WI, 53593
2.6 mi. away
Drop-In Visits
5.0 out of 5 stars
136 reviews
46 repeat clients
from
$16
per visit

Lauri is awesome! We decided at the last minute that it was better that someone dropped in a couple times instead of leaving our kitty home for 3.5 days straight and Lauri made it so easy to arrange - super responsive, fed and cleaned his litter box according to instructions with zero issue and kitty had someone to sit on for a bit every day if he wanted.

Calendar Recently Updated
Sitter Profile Image: Ben P.
Verified Enhanced Background Check
Sitter Profile Image: Ben P.
Verified Enhanced Background Check

7. Ben P.

Where Pets are Treated like Family
Madison, WI, 53719
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
76 reviews
21 repeat clients
from
$16
per visit

Ben was great with our dog Zoe. Shes a little shy but warmed up to hil fast and they became snuggle buddies pretty quick. He was very cordial and communicative with us while we were aways. Would use him again.

Calendar Recently Updated
Sitter Profile Image: Keezieng V.
Verified Enhanced Background Check
Sitter Profile Image: Keezieng V.
Verified Enhanced Background Check

8. Keezieng V.

A dog person through & through
Arbor Hills, Madison, WI, 53713
3.0 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
43 reviews
19 repeat clients
from
$19
per visit

Keezieng's assistance was a lifesaver this holiday season. His politeness and kindness when meeting us and our cat Olivia was reassuring and he did a great job of updating us during his visits while we were away. We’re so grateful for the excellent care provided!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jennifer L.
Verified Background Check
Sitter Profile Image: Jennifer L.
Verified Background Check

9. Jennifer L.

Rover 101
AVAILABLE THIS WEEKEND! TOP RATED!
Madison, WI, 53719
1.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
286 reviews
105 repeat clients
from
$22
per visit

Jennifer was a fantastic sitter! One of our kitties got sick right before our trip and Jennifer not only administered the medications while we were gone, but she also showed us an effective way to do so on our own. She was prompt, communicative, and professional. The kitties also appreciated the toy!

Sitter Profile Image: Allegra R.
Verified Enhanced Background Check
Sitter Profile Image: Allegra R.
Verified Enhanced Background Check

10. Allegra R.

Rover 101
Dog person for life.
Faircrest, Madison, WI, 53705
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
53 reviews
21 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!

Sitter Profile Image: Danielle M.
Verified Background Check
Sitter Profile Image: Danielle M.
Verified Background Check

11. Danielle M.

I am dog's best friend!
Verona, WI, 53593
3.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
56 reviews
37 repeat clients
from
$12
per visit

Danielle is awesome!! I am so lucky to have her as a sitter for Piper. Piper absolutely adores her and looks forward to every visit. Danielle is great with her and always keeps you updated on your dog. I honestly couldn't go to work without worries if it wouldn't be for her. Knowing that she is taking care of Piper gives me a piece of mind. A wonderful sitter and person!

Calendar Recently Updated
Sitter Profile Image: Jess B.
Verified Enhanced Background Check
Sitter Profile Image: Jess B.
Verified Enhanced Background Check

12. Jess B.

Your weekend/evening needs covered!
Madison, WI, 53719
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
9 repeat clients
from
$24
per visit

What was supposed to be a regular drop in visit turned into an emergency, our dog ended up getting into bag of Cosequin. Jess couldn’t have handled it any better. She called poison control for us, stayed on the phone with them for hrs, kept us updated the entire time. Then she even offered to stay the night with our dog to make sure he is ok. I couldn’t have asked for a better person to be there in the time of need. Definitely will be re-booking with her. Thank you Jess

Calendar Recently Updated
Sitter Profile Image: Valarie H.
Verified Enhanced Background Check
Sitter Profile Image: Valarie H.
Verified Enhanced Background Check

13. Valarie H.

Rover 101
Professional caregiver for your pet
Madison, WI, 53711
0.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
34 reviews
13 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!

Sitter Profile Image: Ilise M.
Verified Enhanced Background Check
Sitter Profile Image: Ilise M.
Verified Enhanced Background Check

14. Ilise M.

Company for Your Furbaby!
Orchard Ridge Community, Madison, WI, 53711
0.9 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
37 reviews
10 repeat clients
from
$15
per visit

We have used Ilise several times for our cat. She is always reliable and communicates well. She couldn’t find our cat this visit and she ended up being in the garage! We were so glad to have her there and she knew that our cat should have greeted her. She saved the day!

Calendar Recently Updated
Sitter Profile Image: Hannah I.
Verified Background Check
Sitter Profile Image: Hannah I.
Verified Background Check

15. Hannah I.

Rover 101
Dogs love to run and play with me!
Madison, WI, 53719
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
80 reviews
27 repeat clients
from
$20
per visit

Hannah was awesome with our 11 yo rescue dog, very caring and spent quality time with her. Hannah is very responsible, showed up promptly, and Luna was very happy with her visit (we were too)!

Calendar Recently Updated
Sitter Profile Image: Taylor R.
Verified Enhanced Background Check
Sitter Profile Image: Taylor R.
Verified Enhanced Background Check

16. Taylor R.

Professional fury baby spoiler!
Madison, WI, 53719
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
25 reviews
5 repeat clients
from
$22
per visit

Taylor took great care of my pup! She is super sweet and dependable!! My pup was super happy and loved Taylor

Calendar Recently Updated
Sitter Profile Image: Elissa S.
Verified Enhanced Background Check
Sitter Profile Image: Elissa S.
Verified Enhanced Background Check

17. Elissa S.

Lover of all animals!
Madison, WI, 53719
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
7 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!

Calendar Recently Updated
Sitter Profile Image: Taylor P.
Verified Enhanced Background Check
Sitter Profile Image: Taylor P.
Verified Enhanced Background Check

18. Taylor P.

I’m an animal loving person!
Fitchburg, WI, 53719
1.4 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
13 repeat clients
from
$16
per visit

Taylor did a wonderful job again! She was prompt, spent time playing with Lexi and Benji, and kept me updated with pictures/videos every day. I came home to two happy kitties and a clean home.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ruthanne F.
Verified Enhanced Background Check
Sitter Profile Image: Ruthanne F.
Verified Enhanced Background Check

19. Ruthanne F.

I pawsitively love dogs and cats!
Madison, WI, 53711
1.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
16 repeat clients
from
$20
per visit

Ruthanne was great. Had her watch my two kittens while I was out of town and she was timely and took care of the basics and also was able to bring the playful side out of two otherwise very shy kittens!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Michelle P.
Verified Enhanced Background Check
Sitter Profile Image: Michelle P.
Verified Enhanced Background Check

20. Michelle P.

Experienced, Trustworthy, Caring
Madison, WI, 53711
0.8 mi. away
Drop-In Visits
5.0 out of 5 stars
9 reviews
1 repeat client
from
$17
per visit

Michelle took excellent care of our cat, Olivia, during the holidays. Her dedication and thoughtful approach went beyond our expectations. We wouldn't hesitate to contact her again. The photos she shared and the detailed visit summaries reflected a happy and confident cat who clearly adored her.

Search Map

Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in Prairie Hills:

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.

Drop-In Visits