Pet Setting & Drop Ins in Wyndemere, Madison, WI

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

Confirmed Thanksgiving Availability
1. Alexis

Experienced dog handler

Verona, WI, 53593

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Alexis does a great job with Oberon. She gives detailed updates. (more)"

2. Crystal

Animal Lover

Madison, WI, 53719

Drop-In Visits, Dog Walking

17 repeat clients

"Crystal is great! She made me feel so at ease and is flexible and professional. I left my dog for the first time with a stranger and came home to a calm, qui... (more)"

3. Maryrose

I'll walk any dog in any weather.

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"MaryRose is one of the most responsible people I know, and a fantastic dog caregiver. She is excellent at setting dogs of all ages, sizes, and breeds at ease... (more)"

Confirmed Thanksgiving Availability
4. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

60 repeat clients

"Andrea is fantastic with dogs! Our dog is a foster that Andrea had, and we were so glad she was willing to part with her! When we got married Andrea watched ... (more)"

Available this weekend
5. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

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

2 repeat clients

"Fran is the absolute best. She came to stay at our house and look after our pup and she was the best houseguest and dogsitter ever. First of all, our dog Fox... (more)"

6. Brooke

I can run/walk your dog anytime!!

Blackhawk, Middleton, WI, 53562

Drop-In Visits, Dog Walking

2 repeat clients

About: Hi, my name is Brooke and I am 22 years old. I just graduated from UW-Madison with a degree from the Business School. I am trying to play golf prof... (more)

Confirmed Thanksgiving Availability
7. Whitney

Reliable & caring dog/cat sitter!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Whitney was very conscientious when caring for Wrigley!!! (more)"

8. Celia

Dogs big/cats small I love 'em all!

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Celia was fantastic to work with! When something came up with her schedule and we needed to make adjustments, she let me know right away and I truly felt so ... (more)"

Confirmed Thanksgiving Availability
9. Christina

Anything fluffy, fuzzy, & floppy!

Prairie Hills, Madison, WI, 53711

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

18 repeat clients

"Christina took such great care of my cats! They needed meds twice a day (oral antibiotics, eye ointment, and ear drops) and she made sure they got everything... (more)"

10. Kiersten

Corgis are my spirit animal.

Regent, Madison, WI, 53726

Drop-In Visits, Dog Walking

6 repeat clients

"I would recommend Kiersten to everyone! She has come and seen our puppy several times. She is extremely reliable and flexible. We are so lucky to have found ... (more)"

11. Joy

New best pal for your dog!

Middleton, WI, 53562

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

1 repeat client

"I've known Joy for several years now. She has a 5 year old Sheltie of her own and she is a fantastic owner. She has puppysat for my two dogs on several occas... (more)"

12. Heather

a person who says hi to dogs first

Wisconsin Co-Op Housing, Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Awesome sitter! Sent pictures and updates daily! (more)"

13. Amy

Love and Patience!

Regent, Madison, WI, 53726

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

4 repeat clients

"Amy is great with my two (kind of high maintenance) beagles. She "dropped in" with one of them and walked the other while I was at work, and both of them wer... (more)"

14. Kaylyn

Professional, Positive, Pet Sitter

Middleton, WI, 53562

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

"My puppy always has so much fun with Kaylyn! He is a never ending ball of energy, and somehow Kaylyn manges to wear him out enough that I can actually get s... (more)"

15. Andrea

Huge animal lover

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Andrea does an amazing job!! Our Wrigley can be quite shy, Andrea made Wrigley feel safe and secure. Wonderful communicator. Thank you!! (more)"

16. Dr. Elisa

Active dog-loving veterinarian!

Madison, WI, 53719

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

2 repeat clients

"Elisa goes above and beyond to make sure your furry friends are comfortable, safe, and having the time of their lives. She's experienced with dogs of all tem... (more)"

17. Michelle

At-home CPA who loves fur babies!

Hill Farms-University Neighborh, Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"If you want more bang for your buck, Michelle is outstanding! As a dogsitter, she's a natural - our golden, Abbie, took to her immediately. She also sent r... (more)"

Confirmed Thanksgiving Availability
18. Jennifer

AVAILABLE THIS WEEKEND!!!

Madison, WI, 53719

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

6 repeat clients

"Jennifer is super and very reliable! She's really great about being flexible and working with our schedule. I was out of town and needed an extra stay. I had... (more)"

Available this weekend
19. Matthew

Top-Notch Professional Pet Services

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Matt is a passionate dog lover! I would trust him with my dog which is saying a lot becuase my dog loves to run away and actively pursues the challenge of g... (more)"

20. Kelsey

Want a 4 day weekend get-away?

Madison, WI, 53705

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

2 repeat clients

"Kelsey is wonderful! She walks our golden doodle puppy on a regular basis and also has popped last minute to help us out in a pinch! She's on-time, trustwo... (more)"

When it comes to pet sitting, dog owners in Wyndemere, Madison, WI love Rover.com. Over 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. The cost of pet sitting in Wyndemere may surprise you - in a good way. That's because there's a pet sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for pet sitting on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Wyndemere, Madison drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 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, so you're sure to find the perfect pet sitter in Wyndemere, Madison . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

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 Wyndemere, 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: