Pet Setting & 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.

Confirmed availability
4th of July
1. Jennifer

Great with high energy dogs!

Worthington Park, Madison, WI, 53714

Drop-In Visits, Dog Walking

"Jennifer is the best - she is so good with our Siberian husky. We’re really particular about who we ask to watch our dog, and Jennifer has made us feel confi... (more)"

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2. Allison & Raymon

LOVING, ACTIVE DOG SITTERS!!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Alison's updates and pictures were great! It made us feel very comfortable knowing Henry was being taken care of so well while we were gone. We will definit... (more)"

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3. Halley

Experienced and loving dog-sitter!

Capitol, Madison, WI, 53703

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Very nice you lady. Halley took very good care of my dog and was thorough with her report and sending pictures. (more)"

Confirmed availability
4th of July
4. Devyn & Margaret

We'll Let The Dogs Out!

Greenbush, Madison, WI, 53715

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Devyn has taken expert and loving care of my cat and dog for years. I’ve met his two dogs and cat. They are happy and well behaved bunch; I’m sure a testamen... (more)"

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5. Rebecca

Patient, playful, and dedicated

Capitol, Madison, WI, 53703

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Rebecca was incredibly accommodating to my schedule and went out of her way to make sure the stay went well. My cats had a great time with her. I would for... (more)"

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6. Brenna

Graduate student animal lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"I really appreciated the help, photo and status that Brenna provided. She was comfortable with my high energy dog. (more)"

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7. Chelsea

Your fur baby is in good hands!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Chelsea kept us updated on our cat while we were away with a text and a photo update. She was responsible, responsive, and friendly. We would definitely book... (more)"

8. Marlena

I'll run with your dog!

Monona, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"Marlena was excellent! She replied promptly, took meeting my kitty very seriously and checked-in with photos and updates. I will use Marlena again for sure f... (more)"

9. Carly

Let me love them while you can’t

Schenk-Atwood, Madison, WI, 53706

House Sitting, Drop-In Visits, Dog Walking

"Carly is a fantastic dog sitter. I have a puppy and 6 yr old did. I was out of town for a week and she took very good care of my fur babies. She is a very h... (more)"

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10. Patti

Teacher summer off - runner

Marquette, Madison, WI, 53703

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"If you want your dog to HAVE FUN and BE SAFE, then Patti is absolutely the right choice. She's been our go-to house/dog-sitter for years because she's extrem... (more)"

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11. Alison

I'll run w/and help train your dog.

Capitol, Madison, WI, 53703

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Alison loves our dog as if he were her own. She is an animal lover and just a loving person. She’s detail oriented & trustworthy. (more)"

Confirmed availability
4th of July
12. Stephanie

will give: love, exercise & care

Madison, WI, 53704

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: Hello! I’m Stephanie && am a COMPLETE dog lover. Leaving my dog is always the hardest/most stressful part of taking trips and I want to serve as a ... (more)

Confirmed availability
4th of July
13. Fernanda

Great with puppies & small breeds!

Capitol, Madison, WI, 53703

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: I’m in town temporarily for school and I don’t own any pets at the moment, so your dog will get all the attention and care they deserve! Back home ... (more)

14. Anamaria

Catch Dog Training Academy Student

Sherman Village, madison, WI, 53704

Drop-In Visits, Dog Walking

"Ananaria has helped me numerous times with my dogs. I was looking for a reliable, responsible dog sitter and she certainly has lived up to that. Her knowledg... (more)"

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15. Matthew

Lover of all dogs, very attentive!

Ridgewood, Madison, WI, 53704

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Mathew and Topy (7lb,13 yr old male chihuahua) get along great. There is tons of room for the lil guy to run back and forth from the front door and back door... (more)"

Confirmed availability
4th of July
16. Julie

Playcare fun may cause drowsiness.

Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Julie is a true dog lover. Our pug, Rooney, always has a fun filled day when visiting Julie and her dog Duncan. When we drop Rooney off he is so excited; h... (more)"

17. Daniel

Lover of all, big and small!

Eastmorland, Madison, WI, 53714

House Sitting, Drop-In Visits

"Dan was very good with my dog Howard, a Newfoundland. Howard was a handful and most other sitters had an issue with him going to the bathroom or chewing thin... (more)"

Confirmed availability
4th of July
18. Johnathan

Home full-time, fenced backyard

Carpenter-Ridgeway, Madison, WI, 53704

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have raised a duck hunting dog and now have a sweet lab named hiccup. I love spending my time with dogs. I am available almost all the time as ... (more)

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19. Camille

I provide lots of cuddle & playtime

Tenney-Lapham, Madison, WI, 53703

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Camille is the best dogsitter ever! She is always enthusiastic and gives so much love and attention to my dog Shag! Shag is always happy to see Camille walk ... (more)"

Confirmed availability
4th of July
20. Charli

A Dogs Best Friend

Nobel Park, Madison, WI, 53704

Drop-In Visits, Dog Walking

"Charli did a wonderful job with my special needs pets. She gave updates and photos and went the extra mile to make sure they were safe and happy. I would def... (more)"

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:

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.