Pet Setting & 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.

1. Kaylin

Pick me for your Critter/Cat needs!

Oakbridge Community, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"Kaylin was very nice to meet and took very good care of Lloyd for us with her drop in visits. Will definitely use her services in the future. Thanks! (more)"

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2. Jenny

Walking for a living

Madison, WI, 53719

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

"I loved the comments and updates I got about my new puppy when I was stuck at work. It made me feel good knowing she was being well taken care of and loved ... (more)"

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3. Whitney

Reliable & caring dog/cat sitter!

Madison, WI, 53719

Drop-In Visits

"Whitney was great with my cats! One of them is super shy of strangers but he came out to see her every day. She is trustworthy and reliable and good with ani... (more)"

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4. Gen

Need help exhausting your pups?!

Westhaven Trails, Madison, WI, 53719

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

"Gen came over to play with the pooch for a while when I had to be gone for 12+ horurs, and Paco seemed happy and playful when I returned. No problems at all... (more)"

Confirmed availability
Christmas and New Year
5. Nicolette

Loving, active dog-sitter!

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Nicolette has been taking care of my dogs mid-day durning the week for over a month now and is extremely dependable and the dogs love her! I highly recommend... (more)"

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6. Mistie

Care + fun for your best friend

Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"Mistie V. is the epitome of a dog lover. She possesses a natural affinity for canines of all breeds and life cycle stages. Mistie is skilled at quickly devel... (more)"

Confirmed availability
Christmas and New Year
7. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

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

"Fran has been helping with our standard poodle puppy for about two months now. She has done a great job with drop-in visits, meals, and walks. She’s never ca... (more)"

Confirmed availability
Christmas and New Year
8. Christine

Loving, Veterinary Nurse ❤️

Prairie Hills, Madison, WI, 53711

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

"Christine did a great job taking care of my Cat. She sent many updates and pictures which was greatly appreciated. I felt at ease leaving my pet knowing she ... (more)"

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9. Celia

Dogs big/cats small I love 'em all!

Madison, WI, 53705

Drop-In Visits, Dog Walking

"Celia was awesome! I shared the experience with other friends that never used Rover.com. They were impressed by her daily updates and pictures. Seeing pictur... (more)"

10. Kimberly

Student by day, dog lover always

Middleton, WI, 53562

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

"Kim has always been there when I need someone to walk/feed/watch my dog Oakley. Oakley is a Siberian Husky and loves when Kim takes him for long walks. She... (more)"

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11. Courtney

Very detailed orientated person

MADISON, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Courtney did such a wonderful job with Dopey! i received pictures of him playing and panting! I will definitely be requesting Courtney more often! (more)"

12. Hilary

Fun-loving dog person! :)

Verona, WI, 53593

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

"Hilary has been a wonderful mom to our Golden Retriever, Leslie. Thanks to her loving care, Leslie has grown up well-trained and happy. Hilary adores all dog... (more)"

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13. Alyssa

I’ll run/walk your dog

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Alyssa is a wonderful person and avid dog lover. As a dog owner herself, I am positive she would make a great dog caregiver for you! Her punctuality, organiz... (more)"

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14. Jesse

25 yrs dogs/cats/horses/aggressive

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"While I was attending school I had to use jesse to watch my dog. Very affectionate with my dog and rain or shine the dog would get walked. Very punctual as... (more)"

Confirmed availability
Christmas and New Year
15. Cleda

I love dogs and they love me!

Spring Harbor, Madison, WI, 53705

Dog Boarding, Drop-In Visits

"Rest assured when Cleda is your Rover! 5+ stars! (more)"

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16. Taylor

I love walking/jogging with dogs!

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

About: I have been working with all types of dogs for 7 years. I have a lot of experience watching up to 100 at once. Dogs have always been my passion and... (more)

17. Amber

TLC always

Wisconsin Co-Op Housing, MADISON, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Whenever my family considers a go-away vacation, the first thing we do is check to see if Amber is available to look after our very energetic scotch collie, ... (more)"

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18. Ellie

Dogs are humans too! :)

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Ellie has always had a passion and love for animals. She has helped take care of my pets in the past and animals just seem to be so comfortable around her. S... (more)"

Confirmed availability
Christmas and New Year
19. Issie

I'm an affectionate caregiver

Spring Harbor, Madison, WI, 53705

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

About: Your dog can expect enthusiastic, engaged attention, care, pets and play. I’ve worked with Wag! (Another dog walking company for a year and have a ... (more)

20. Glenis

Every Dog Has its Staycay

Spring Harbor, MADISON, WI, 53705

Dog Boarding, Drop-In Visits, Doggy Day Care

About: Missing our Bayley (Treeing Walker Coonhound), so need a pooch fix. We'll care for your dog(s) (max. of three/night) while you go away to play....... (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: