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House Sitting in Madison

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Nate Verified Background Check

Hour Long Walks

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Glad I chose Nate to stay at my house for a week while I was on vacation. He went out of his way and bought a new leash for my dog Lacy after it snapped. He is… (more)"

Confirmed availability
 Christmas and New Year
2. Ashley Verified Background Check

Treating Your Furbabies Like My Own

Oakbridge Community, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"Ashley was wonderful! She was on time so we could take off for our trip. My two dogs absolutely loved her! She would respond right away to texts and sent pictu… (more)"

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3. Daina Verified Enhanced Background CheckRover 101

Retired Vet Tech to Love Your Pet!

Moorland-Rimrock, Madison, WI, 53713

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

"Daina was great!! She suggested a meet and greet and came with great questions and assured me my puppy was in great hands. She sent updated photos during her s… (more)"

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4. Emily Verified Background Check

Lover of Animals & Exercise!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Emily was awesome with our two labs, they were very happy with exercise lots of pictures for our daughter to see them. Left a update note at the end will defin… (more)"

Confirmed availability
 Christmas and New Year
5. Laura Verified Background Check

Pet lover looking for a win-win!

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits, Dog Walking

"Laura was the absolute best! She did a great job taking care of our rotweiller, we so appreciated her taking the time to send us so many pictures and updates … (more)"

6. Alba Verified Enhanced Background Check

Pet Whisperer for hire!

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Alba is wonderful. I was nervous about leaving my energetic rescue dog because she is not always good with strangers but Alba handled everything beautifully. … (more)"

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7. Faith Verified Background Check

Lover of all dogs!

South Campus, Madison, WI, 53715

House Sitting, Drop-In Visits, Dog Walking

"Faith was amazing! Very nice , polite,send me pics while she stayed with my dog.My pup liked her right away. I will use her services again and I highly recomm… (more)"

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8. Robert Verified Background CheckRover 101

I'm one-on-one with YOUR doggo!

Capitol, Madison, WI, 53703

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

"Robert always goes above and beyond to accommodate me and Gizmo both. I feel safe knowing my baby is well taken care of :) and so is my place ! Thanks Robert y… (more)"

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9. Charlene Verified Enhanced Background Check

Vet student w/ hands-on experience

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Hans seemed very happy she did a wonderful job would definitely hire again (more)"

10. Leah Verified Background Check

Enthusiastic and reliable sitter

Marquette, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Leah was an excellent house-sitter for Hercules!! She has great communication and booking flexibility. She was an excellent (very clean) house guest and was g… (more)"

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11. mary Verified Enhanced Background Check

I will care for your pets as my own

Midvale Heights Community, Madison, WI, 53711

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

"It's my daughter Maggie who would like to work as a loving dog care owner. Maggie loves being around dogs and she is very responsible. We have a young Terrie… (more)"

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12. Rick Verified Enhanced Background Check

Experienced, active, & trustworthy

Arbor Hills, Madison, WI, 53713

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

"I would give 10 stars if I could!! Rick was incredibly attentive to and knowledgeable about our assorted variety of pets. He was observant and quick to ask abo… (more)"

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13. Kristen Verified Background Check

Dogs are my spirit animal!

Regent, Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Kristen was great! She’s super friendly and great with communication. I went out of town over night, she sent photos of my dog and provided update throughout t… (more)"

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14. Charlene Verified Background Check

Been pet sitting for many years!

Madison, WI, 53705

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

About: I have grown up with animals of all types including horses, dogs, cats, fish, rabbits, pigs, squirrels, and more. I’ve been petting sitting for multi… (more)

15. Ellen Verified Background Check

I’ll ❤️ your pets as much as you do

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Ellen was great with my girls ! She sent tons of photos and took such good care of them while I was away. I would definitely feel comfortable leaving them in h… (more)"

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16. Caleb Verified Enhanced Background Check

A Couple that Loves Dogs

Capitol, Madison, WI, 53703

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

About: I am a twenty-one year old male named Caleb looking to start a side job related to my favorite thing: dogs. My girlfriend, Kaylee (also twenty-one) l… (more)

Confirmed availability
 Christmas and New Year
17. Amy Verified Background Check

Animals melt my heart!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Amy has been simply wonderful with our pug, Daisy, who just goes crazy with happiness whenever she shows up. Highly recommend Amy for *anything* dog related. S… (more)"

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18. Karina Verified Background Check

I can’t wait to care for your pet!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Karina is one of the most kind hearted people I know! She is responsible and considerate, understanding that each dog is different and that each dog owner has … (more)"

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19. Allyson Verified Enhanced Background Check

Hello! I’m Ally & I love dogs:)

Capitol, Madison, WI, 53703

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

"I have used Allyson multiple times to watch my dog while I was on vacation. She is kind, considerate, and I trust her. I also really liked how much time she sp… (more)"

20. Susan Verified Background Check

Dog's best friend while owner away!

Greenbush, Madison, WI, 53715

House Sitting, Drop-In Visits, Dog Walking

"Susan is wonderful. We gave her a difficult assigment--watch our new puppy that we'd had for less than two weeks and our adult cat, who was not happy being cha… (more)"

Check out the house sitting options in your neighborhood:


Rover.com is the simple, savvy way to find and book Summit Woods, Madison house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Summit Woods on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes the Rover Guarantee, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 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. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Summit Woods, Madison, WI house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.