Pet Sitting & Drop Ins in Wexford, 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
 Easter weekend
1. Bryan Verified Background Check

I am the definition of a dog person

Park Ridge, Madison, WI, 53719

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

"Nash loved having Bryan drop in to hang out for a week while I was working. Bryan was great dealing with my last minute instructions. Would definitely consid… (more)"

Confirmed availability
 Easter weekend
2. 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

"We had Rick do two drop-in's a day for 4 days in a row for our new 3 month old pup. He was really great with Doc and played and worked on commands with him wh… (more)"

3. Kim Verified Background Check

Loving and experienced Dog Mom!

Middleton, WI, 53562

Dog Boarding, Drop-In Visits, Doggy Day Care

"Again, always so pleased with the care Kim provides my cat, Maple. She is very attentive with her drop-in updates and devotes her time and care so well. (more)"

4. Caitlyn Verified Enhanced Background Check

It's like you never left!-Your Pets

Maple-Prairie, Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Caitlyn did a wonderful job taking care of our cats, Ellie and Jasmine, while we were out of town. During her daily visits she took the time to get to know eac… (more)"

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5. Hannah Verified Background CheckRover 101

Dogs love to run and play with me!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Hannah took great care of our big sweetie Fergie and we can’t wait to have her back! (more)"

Confirmed availability
 Easter weekend
6. Ashley Verified Background Check

Treating Your Furbabies Like My Own

Oakbridge Community, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"Ashely is awesome!! She is so good with both our dogs. She understands both our dogs and their different personalities. She is our go to when we need someone t… (more)"

7. Gen Verified Background CheckRover 101

The best care for your best friend!

Westhaven Trails, Madison, WI, 53719

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

"Gen is very responsive when you reach out and sent detailed updates after each visit checking our cat. She is professional and dependable. We would definitely … (more)"

8. Tom Verified Background Check

Home full time.

Spring Harbor, Madison, WI, 53705

Drop-In Visits, Dog Walking

"We are so fortunate to have found Tom. He is a godsend. He has helped us so much with training our new puppy. (more)"

9. 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

"We are just always so thankful for Mary!! She takes the best care of our pup and I always feel safe knowing she’s there to meet her needs when I’m out of town … (more)"

Confirmed availability
 Easter weekend
10. Cleda Verified Background CheckRover 101

Dogs & Cats LOVE me!

Spring Harbor, Madison, WI, 53705

Dog Boarding, Drop-In Visits

"Cleda took good care of Bailey while we were gone. I could tell from the pictures she sent that Bailey loved having her visit. I would definitely book again. (more)"

11. Kayla Verified Background Check

Reactivity, training, play, & sniff

Middleton, WI, 53562

Drop-In Visits, Dog Walking

"Kayla is a responsible, fun, and loving dog owner and caretaker. She is very knowledgeable on dog body language and behavior and has taken courses to learn abo… (more)"

12. Meli Verified Background Check

Responsible Dog Lover!

Middleton, WI, 53562

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

"Meli is a great dog sitter! She came to let my puppy out for a few days. She is trustworthy and sends greats updates and pictures of your pup while you are awa… (more)"

Confirmed availability
 Easter weekend
13. Katie Verified Background Check

All dogs love a stroll in Madison!

Sauk Creek, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"Katie is the best! My puppy loves when she comes to play. She always follows the instructions I leave and takes great care of my pup! (more)"

14. Tinaz Verified Background Check

Dog's Best Friend!

Middleton, WI, 53562

Drop-In Visits, Dog Walking

"Our dog and cat had a wonderful weekend with Tinaz! While we were off on a family vacation, our pets were having a fun, pamper-filled weekend of their own. Tin… (more)"

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15. Caitlin Verified Enhanced Background Check

Loving and playful while working

Middleton, WI, 53562

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

About: I treat animals as though they would be my own. I grew up around both dogs and cats so I know how to treat them very lovingly. I work from 7 in the m… (more)

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16. M Verified Background Check

The best care for your best friend

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"M is super great with dogs. M loves all animals and is a very responsible, attentive caretaker. M is knowledgeable about dogs and their needs. I trust M with m… (more)"

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17. Jake Verified Background Check

Woof! Let’s go for a walk!

Madison, WI, 53719

Drop-In Visits, Dog Walking

"Jake loves playing with my two dogs. He always pays attention to the detailed instructions I leave and has been reliable. The dogs are always tuckered out afte… (more)"

18. Molly Verified Background Check

Energetic attentive animal lover

Wexford, Madison, WI, 53717

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

"Molly became my dog sitter through a friends recommendation last year. She watched my dog for a week while I was away in Canada visiting family. My dog loves h… (more)"

19. Rebecca Verified Background Check

Animals are my jam!

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

About: I grew up with cats, but fell in love with both cats and dogs! My experience comes mostly from caring for my friends’ and family’s pets. I hopped on … (more)

20. Laura Verified Background Check

Caring, kind and flexible

Sauk Creek, MADISON, WI, 53717

Drop-In Visits, Dog Walking

"Outstanding!!!! Thank you Laura!!! (more)"

Pet parents in Wexford, Madison, WI love dog sitters on Rover.com. 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

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 Wexford 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 Wexford, 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 Wexford 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 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 Wexford, 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: