Pet Sitting & Drop Ins in Sherman, Madison, WI

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

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Robert L.
1.
Madison's "Dog Whisperer"Capitol, Madison, WI, 53703
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Felt very comfortable leaving my pup with Robert for the week. He was very quick and responsive with communication and sent lots of updates so I knew they were … (more)

from
$35
per night
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Joan F.
2.
Your four-leggers home on the parkEastmorland, Madison, WI, 53714
Dog Boarding, Drop-In Visits, Doggy Day Care

Joan was so great with our pup! He can be a handful sometimes and Joan did such a great job of not only attending to his puppy energy and mischief but also was … (more)

from
$35
per night
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Lily G.
3.
Love hosting calm dogs & cats!Marquette, Madison, WI, 53704
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

My dog and I are not often apart, so I was apprehensive during an occasion that required me to hire a sitter. Lily was PHENOMENAL in making us both feel comfort… (more)

from
$50
per night
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Andrew L.
4.
COVID SAFE 24/7 online Vet accessGreenbush, Madison, WI, 53715
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Andrew was fantastic! My cat stayed with him for ~2.5 weeks while I was away for work, and I felt so comfortable knowing my fur baby was with him. I got lots of… (more)

from
$50
per night
Confirmed availability: Memorial Day
Sara & Chris J.
Work-from-home animal loverSherman Village, Madison, WI, 53704
Dog Boarding, Doggy Day Care

Hands down the best dog sitter I have ever had. My dog has behavior issues with aggression and I needed someone that could take care of him and I was terrified … (more)

from
$40
per night
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We 💜 a good CUDDLE PUDDLE! 🐕East Buckeye, Madison, WI, 53716
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Yoshi had sooo much fun with Chrissy that we brought him back when we went out of town for a Badger game. The snuggles and care he gets at her home is wonderful… (more)

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$50
per night
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7.
Experienced & Caring Dog Foster MomRegent, Madison, WI, 53726
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Meghan was very sweet and professional, she was totally willing to meet with me first as an anxious dog mom leaving her pup for the night! Meghan has experience… (more)

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$68
per night
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8.
Active student iso active dog(s)South Campus, Madison, WI, 53715
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Brenna was wonderful with our dog, Atlas. He was clearly well cared for, happy, and tired when he came home. Thank you, Brenna! (more)

from
$45
per night
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The bigger, the better!Capitol, Madison, WI, 53703
Dog Boarding, Dog Walking

Meredith responds in a timely manner and she kept me updated with a few pics. She took my dog exploring as well. Will be using her again in the future. (more)

from
$50
per night
10.
Dogs & Cats LOVE me!Spring Harbor, Madison, WI, 53705
Dog Boarding, Drop-In Visits

Cleda took great care of our pups, Nala and Riley! She kept us updated daily with photos and had good communication with us throughout our trip away. Our pups a… (more)

from
$45
per night
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11.
Kind,customized care for cats &dogsEken Park, Madison, WI, 53704
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

There should be more than 5 stars; Maggie is AMAZING! So amazing that she helped my now husband and me out on our wedding day!! Our two dogs, Nora and Remy, wer… (more)

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$55
per night
Confirmed availability: Memorial Day
12.
Serial Animal RehabberSherman Terrace, Madison, WI, 53704
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
22 years of experience

About: I have taken care of almost any animal under the sun. Years of experience and love with dogs, cats, ferrets, chinchillas, rats, hamsters, parakeets… (more)

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$50
per night
13.
Passionate about petsMcClellan Park, Madison, WI, 53718
Dog Boarding, House Sitting

Jolene was so welcoming to my Mocha, who can be a little skiddish with strangers; she felt comfortable right away! Jolene kept me updated with photos, it was ni… (more)

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$40
per night
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14.
Your Dog House is My Dog HouseEmerson East, Madison, WI, 53704
Dog Boarding, Dog Walking

Kenna was an amazing sitter for my pup, Joey! Even though it was a short stay, she went above and beyond to make sure that Joey would be well-cared for and happ… (more)

from
$35
per night
Confirmed availability: Memorial Day
15.
Joe 
Verified Enhanced Background Check
Your dog is in great hands!Regent, Madison, WI, 53726
Dog Boarding, Doggy Day Care, Dog Walking

Joe and his family took really good care of my puppy. He kept me informed of how everything was going for her, and shared pictures and videos. I had some last m… (more)

from
$50
per night
Confirmed availability: Memorial Day
Doggone Good Dog SitterMcClellan Park, Madison, WI, 53718
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

HIGHLY recommended!! Renee was great from start to finish. Very communicative, flexible, and adaptive with my schedule. I received pictures throughout Parker's … (more)

from
$50
per night
17.
I’ve had dogs since I was 7!Capitol, Madison, WI, 53703
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Ollie had a great time staying with Pauline! She sent many pictures throughout his stay. She was professional, nice and easy to reach. Would definitely book wit… (more)

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$40
per night
Loving family home!Fitchburg, WI, 53711
Dog Boarding, Drop-In Visits

We stopped traveling for one year due to the pandemic. When we could finally travel again we were excited but also nervous. Having our dogs stay at a trusted an… (more)

from
$35
per night
Calendar Recently Updated
19.
I am an animal lover!!!!sun prairie, WI, 53590
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Mariana took great care of Oreo and sent photos which was nice. Her home was warm and inviting. The fenced yard was wonderful and her dogs provided much needed … (more)

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$40
per night
Good Rover Experiences-Now HostingEast Buckeye, Madison, WI, 53716
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Staci and Steven were great!! Morty had a great time there and made sure to send a lot of update pics over the weekend so I was sure he was having a great time.… (more)

from
$35
per night

Dog owners in Sherman, Madison, WI love booking pet sitting with sitters on Rover.com. Over 423 pet owners have reviewed pet sitters in Madison, giving them an average rating of 4.9/5 stars. Booking pet sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Sherman.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Sherman pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Sherman, Madison, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Sherman pet sitters and avoid the kennel.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. 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 Sherman, 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: