Pet Sitting & Drop Ins in Skyview Meadows, 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
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To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

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Sitter Profile Image: Melinda N.
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Sitter Profile Image: Melinda N.
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1. Melinda N.

Sorry I was late. I saw a dog!
Madison, WI, 53719
0.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
43 reviews
14 repeat clients
from
$18
per visit
Profile image

This was my first time using a paid service to take care of my cats, and I am so happy with Melinda. She spent time with them and took great pictures of my boys, which I looked forward to every day I was gone. She was wonderfully respectful of my home. I would gladly book her services again.

Sitter Profile Image: Krista C.
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Sitter Profile Image: Krista C.
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2. Krista C.

I've never met a pet I didn't LOVE!
Verona, WI, 53593
2.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
5 repeat clients
from
$15
per visit
Profile image

Krista was so wonderful with my Bailey girl. She was so thorough with making sure she knew what Bailey needed and I wanted for their time together. I had no worries with Krista taking care of my dog and will definitely have her back! She’s such a sweetheart with a kind soul and your pets will be drawn to her!

Sitter Profile Image: Kyle S.
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Sitter Profile Image: Kyle S.
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3. Kyle S.

Long walks and tummy rubs.
Madison, WI, 53719
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
10 repeat clients
from
$20
per visit
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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: Seán & Leticia W.
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Sitter Profile Image: Seán & Leticia W.
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4. Seán & Leticia W.

Rover 101
Take Care Of Your Best Friend!
Maple-Prairie, Madison, WI, 53719
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
50 reviews
10 repeat clients
from
$16
per visit
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Seán and Leticia took great care of my sweet boy! They were super responsive and friendly, so I never had to worry about anything while I was away!

Sitter Profile Image: Dietrich G.
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Sitter Profile Image: Dietrich G.
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5. Dietrich G.

Dietrich is a dog's delight
Walnut Grove, MADISON, WI, 53717
3.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
29 reviews
8 repeat clients
from
$12
per visit
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Dietrich has been a wonderful dogsitter for my dog! He is a great communicator thru the Rover App and I appreciate is daily comments and photo. I know that Coco is in great care!

Sitter Profile Image: Michelle P.
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Sitter Profile Image: Michelle P.
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6. Michelle P.

Experienced, Trustworthy, Caring
Madison, WI, 53711
1.5 mi. away
Drop-In Visits
5.0 out of 5 stars
13 reviews
3 repeat clients
from
$17
per visit
Profile image

Couldn't be more impressed with Michelle. She took really good care of Benji and Lexi, and took the time to write detailed reports for every visit, including pictures and videos. The kittens were very energized! She also cleaned up during the last visit, which is much appreciated. Highly recommend!

Sitter Profile Image: Danielle M.
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Sitter Profile Image: Danielle M.
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7. Danielle M.

I am dog's best friend!
Verona, WI, 53593
2.8 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
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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!

Sitter Profile Image: Lauri P.
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Sitter Profile Image: Lauri P.
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8. Lauri P.

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

Lauri was the perfect person to care for our cat! She was able to give him injections for his medication - which was so relieving for us. Thank you Lauri for being so helpful.

Sitter Profile Image: Jennifer L.
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Sitter Profile Image: Jennifer L.
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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
297 reviews
112 repeat clients
from
$22
per visit
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Jennifer was so sweet to our anxious rescue pup! She worked with all of our dog's little quirks and we felt very comfortable knowing that Jennifer would take great care of her.

Sitter Profile Image: Allegra R.
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Sitter Profile Image: Allegra R.
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10. Allegra R.

Rover 101
Dog person for life.
Faircrest, Madison, WI, 53705
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
57 reviews
22 repeat clients
from
$25
per visit
Profile image

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: Maryrose A.
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Sitter Profile Image: Maryrose A.
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11. Maryrose A.

I'll walk any dog in any weather.
Meadowood, Madison, WI, 53711
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$15
per visit
Profile image

Maryrose did a great job, communication was excellent, and our pets loved her!

Sitter Profile Image: Ben P.
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Sitter Profile Image: Ben P.
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12. Ben P.

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

Ben was a wonderful cat watcher! He was very responsive and took great care of our kitties. He sent updates, including photos, after each visit which were comforting while we were so far away. He even did some tasks around the house for us. We will definitely use Ben again as a cat sitter!

Sitter Profile Image: Ella C.
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Sitter Profile Image: Ella C.
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13. Ella C.

Very experienced and I love animals
Hawk's Landing, Madison, WI, 53593
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
4 repeat clients
from
$16
per visit
Profile image

Ella did a fantastic job with my two kitties! They were energized and entertained. She also kept them well fed, of course, and kept the place clean. 10/10 would recommend!

Sitter Profile Image: Maria A.
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Sitter Profile Image: Maria A.
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14. Maria A.

Paws-itively a good match!
Fitchburg, WI, 53719
1.4 mi. away
Drop-In Visits
5.0 out of 5 stars
4 reviews
1 repeat client
from
$18
per visit

María is a wonderful person and a great dogsitter, she has take care of our pups many times when we left for vacations or to visits friends out of state, we we always trust our pets to her, she's take care of our cat as well, very reliable and trustworthy.

Sitter Profile Image: Whitney H.
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Sitter Profile Image: Whitney H.
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15. Whitney H.

Rover 101
Reliable & caring dog/cat sitter!
Madison, WI, 53719
2.2 mi. away
Drop-In Visits
5.0 out of 5 stars
30 reviews
16 repeat clients
from
$19
per visit
Profile image

I messaged Whitney at the absolute last minute because I realized I forgot to get someone to check in on my kitty while we were out of town for Thanksgiving. Whitney replied quickly and said she’d be happy to help while we were away— what a relief! She was great and my skittish cat was happy to come out and get some pets from her. Will definitely book Whitney again!

Sitter Profile Image: Valarie H.
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Sitter Profile Image: Valarie H.
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16. Valarie H.

Rover 101
Professional caregiver for your pet
Madison, WI, 53711
1.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
36 reviews
16 repeat clients
from
$20
per visit
Profile image

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: Taryn J.
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Sitter Profile Image: Taryn J.
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17. Taryn J.

Looking for walking buddies!
Madison, WI, 53719
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$15
per visit

Taryn took care of my cat (10 years old tabby) for me while I was out of town for a few days. She spent a good amount of time here visiting my kitty trying to get her to play and give her company so she wouldn't feel so lonely, which was much more than I expected of her to do! She even sent me a couple photos and updates while she was here, knowing I probably would be missing my fur baby. Gold stars, thank you Taryn!

Sitter Profile Image: Hannah I.
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Sitter Profile Image: Hannah I.
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18. Hannah I.

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

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)!

Sitter Profile Image: Jess B.
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Sitter Profile Image: Jess B.
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19. Jess B.

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

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

Sitter Profile Image: Isabella C.
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Sitter Profile Image: Isabella C.
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20. Isabella C.

I love dogs!
Madison, WI, 53719
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$14
per visit
Profile image

Isabella has been a huge help giving my pups a much needed mid-day break. She is flexible, responsive, reliable, and gives great updates with pictures after her visits!

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In Skyview Meadows, Madison, WI, dog lovers trust Rover.com for their pet sitting needs. Over 423 pet owners have reviewed pet sitters in Madison, giving them an average rating of 4.9/5 stars. Booking pet sitting in Skyview Meadows can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Madison on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Skyview Meadows, Madison drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Skyview Meadows, Madison . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

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