House Sitting in Whitetail Ridge, Madison, WI

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. Allison & Raymon

LOVING, ACTIVE DOG SITTER!!!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Allison was great for my pup Pivo! She was flexible when I had to change my plans, was attentive to Pivo’s needs and kept me updated with pictures. I returne... (more)"

Confirmed availability
Christmas and New Year
2. Kerri

Canine Therapy - Nothing Better!!

DeForest, WI, 53532

House Sitting, Drop-In Visits, Dog Walking

"Out dog loves being in the comfort of our home with Kerri’s care. We never worry about him while we are going and he loves his long walks with her. (more)"

Confirmed availability
This weekend
3. Mallory

GSD-owner, runner, heckin ❤️ doggos

Middleton, WI, 53597

House Sitting, Drop-In Visits, Dog Walking

"Mallory did a wonderful job taking care of my animals. She made sure that they felt loved - I'm not even sure they missed us! (more)"

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4. Amy

Your dog will return tired & happy!

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"I have known Amy for over 10 years. Not long after I met her, she adopted her pup Ollie from a local shelter. The two of them have been inseparable ever si... (more)"

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5. Viri

Fenced yard and yummy treats!

Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53703

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

"I had a last minute trip and my usual kennel was full. No one could watch my dog because they lived in apartments or didn't have the time. I asked Viri if sh... (more)"

Confirmed availability
Christmas and New Year
6. Alaura

Super zen super fun dog time

Emerson East, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Alaura was great with our dog Ralph and took care of our home while we were out of town for a short trip. She kept us up to date on her stay with Ralph with... (more)"

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7. Erin

Treat your furry baby as my own

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Jordy and Maeby had a blast with Erin! They got to snuggle, play fetch, and even eat some delicious home-made dog biscuits! We will definitely book with Erin... (more)"

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8. Marie

Run, walk, and play with your pup!

Marquette, Madison, WI, 53704

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

"Marie was great. Very communicative with me and great with our puppy. When they first got introduced it was clear that Marie had experience with dogs and Bar... (more)"

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9. Phillip

Belly rubs, walks, and lots of love

Tenney-Lapham, Madison, WI, 53706

House Sitting, Drop-In Visits

"Phillip house-sat for our two pets (cat and dog) for 4 nights. Our pets took to him right away and so did we! He texted and sent pictures nearly every day, f... (more)"

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10. Michelle

I love walking & playing for hours

Rolling Meadows, Madison, WI, 53714

House Sitting, Drop-In Visits, Dog Walking

"Michelle did an amazing job with my crazy pants pitbull! She played with him, walked him, and snuggled with him everyday. Michelle was sure to ask about all ... (more)"

Confirmed availability
Christmas and New Year
11. Julian

Home full time, lots of energy

Capitol, MADISON, WI, 53703

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

"Mary G I highly recomend Julián , we are Dog For Life a small non profit Group that rescue dogs from a Goverment Shelter and find homes for them. So we res... (more)"

12. Mary

I love animals!

Ridgewood, Madison, WI, 53704

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

"Mary is AMAZING! We scheduled sitting for our Golden Doodle Frankie somewhat last minute and she was super responsive and flexible. Frankie loved her right a... (more)"

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13. Rachel

Flexible hours. Love cats & dogs!

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Rachel sat for my dog, Raven, when I lived in Wisconsin. One of the hardest things about my move out of state was leaving her behind and finding someone new!... (more)"

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14. Jaime

Your pets new best friend!

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Hi I've known Jaime all her life. Very trustworthy and is a hard worker. She has a cat that she loves and also loves dogs of all types. She's very much an... (more)"

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15. Valerie

Joyful care for your critters!

Rolling Meadows, Madison, WI, 53714

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

"Val was absolutely amazing! She was kind, respectful of the space, and most importantly was fabulous with our furbabies. Our two high-energy dogs LOVED her a... (more)"

Confirmed availability
This weekend
16. Erica

Friendly and Experienced dog lover

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"My dogs seemed to have had a great time! Along with light house cleaning, picture updates, and tired dogs, there's nothing better to come home to. (more)"

Confirmed availability
Christmas and New Year
17. Mitchal

Doing this because I miss my dogs

Tenney-Lapham, madison, WI, 53703

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

"Mitchal is the perfect animal person. He is loving and affectionate towards all creatures big and small, but with his dog training experience, he also knows ... (more)"

Confirmed availability
This weekend
18. Hilary

Professional Animal Behaviorist

Mayfair Park, Madison, WI, 53714

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

"It is easy to see Hilary’s love for dogs as well as their comfort and joy with her. She is patient and considerate with the way she approaches and interacts ... (more)"

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19. Cody

I love animals!

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"I would recommend Cody because of his passion for animals, He watches my two dogs Princess and Diamond and he does Amazing with them and my puppies are hyper... (more)"

20. Abigail

Flexible work hours, CVT

Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704

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

"Abby truly made our first experience with Rover exceptional! We received updates on our dogs almost daily that helped ease our guilt for being away. When w... (more)"

When it comes to pet care and house sitting, pet owners in Whitetail Ridge, Madison, WI trust their pets with sitters on Rover.com. Over 423 pet owners have reviewed house sitters in Madison, giving them an average rating of 4.9/5. House sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a house sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a house sitter and pet care on Rover? Check out our average house sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Whitetail Ridge, Madison house sitting needs. On Rover, it's easy to find a loving dog sitter in Whitetail Ridge, Madison, WI who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Whitetail Ridge house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. 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 dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Whitetail Ridge, Madison, WI for your dog: people who'll treat him like family.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. 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 Whitetail Ridge, 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: