Pet Setting & Drop Ins in Westchester Gardens, Madison, WI

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

1. Mary

Dog walks and home visits

Emerson East, Madison, WI, 53704

Drop-In Visits, Dog Walking

3 repeat clients

"Mary is amazing! We've been using her services with our border collie mix for the past month. She comes twice a week to take our pup for walks, and also play... (more)"

Confirmed Holiday Availability
2. Marlena

I'll run with your dog!

Monona, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"Marlena is such a great dog owner and is fantastic with other people's dogs as well! She is full of energy and always ready to give every dog she meets the a... (more)"

3. Emily

Customized canine care

Elvehjem, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"Emily has been helping out our family with our dog care since we adopted our first rescue pup in 2001. Now that we have two little ones again, I know that E... (more)"

4. Bea

Walks-Exercises-Treats-Happy Pet.

Sun Prairie, WI, 53590

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Bea has been our dog and cat sitter for many years. Not only does she care for our pets, she also takes care of our house when we are on vacation. It's so ni... (more)"

5. Anamaria

Catch Dog Training Academy Student

Sherman Village, madison, WI, 53704

Drop-In Visits, Dog Walking

"Ananaria has helped me numerous times with my dogs. I was looking for a reliable, responsible dog sitter and she certainly has lived up to that. Her knowledg... (more)"

6. Megan

Adaptive to your dog's needs!

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Megan provided excellent care to my two little hounds when I needed to travel for Thanksgiving. She stopped in multiple times throughout the day for walks, p... (more)"

7. Larissa

Animal Loving Student

Berkley Oaks, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Larissa was wonderful, as always! My little dog Shadow was given love, her supper, and a nice walk.. I knew I didn't have to worry while I was gone (Shadow i... (more)"

8. Rayleen

Authentically dog-obsessed!

Marquette, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Rayleen is a fantastic choice to help with your furry friend! She has watched Kersey on several occasions, including overnight, and she's always wonderful. K... (more)"

9. Sarah

I am an all around animal lover!

Madison, WI, 53718

House Sitting, Drop-In Visits, Dog Walking

"Sarah was wonderful with our three fur-babies! They were always fed on time and taken care of properly. Most importantly, they were loved. Every time we went... (more)"

Confirmed Holiday Availability
10. Erica

Will love your dog as my own

Elvehjem, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"Erica is wonderful to work with and did a great job looking after Varrick (large and rambunctious malamute). We will definitely be booking with her again for... (more)"

11. Dana

doggy exercise and playtime!!!

Rolling Meadows, Madison, WI, 53714

Drop-In Visits, Dog Walking

"Dana is an animal lover and will take the best care of your pet. She is a frequent visitor to various dog parks and routinely walks with her own dog. She i... (more)"

12. Alesha

Dog enthusiast with love to give.

Ridgewood, Madison, WI, 53704

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

"Alesha is a lover of all dogs, and she certainly has a way with them. The dogs will always be her top priority, whether it's taking them on a walk, to the do... (more)"

13. Kelly

Fenced yard & lots of love for pups

Eastmorland, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

5 repeat clients

"Kelly and Neil have been amazing dog sitters for my Annie and Daisy dogs! Annie and Daisy are older cocker spainiels that have some special needs. I typicall... (more)"

Confirmed Holiday Availability
14. Rachael

Gone for the Holidays? Let me help!

Lake Edge, Madison, WI, 53716

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

About: **I'll be home for the holidays! Need some care for your pup while celebrating the Holidays? Then I'm your gal! I have off of work from December 22... (more)

15. Erin

Treat your furry baby as my own

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Erin dog sat for my three dogs (2 boxers and 1 husky). These are not easy dogs. They have a lot of energy and 2 out of the 3 rescues came with behavioral i... (more)"

16. Margot

Responsible, Caring, & Flexible

Bluff Acres, Madison , WI, 53704

House Sitting, Drop-In Visits, Dog Walking

About: I took care of my neighbors dogs for years growing up. We also had a family dog who was basically mine because I took care of it the most. Most wer... (more)

17. Christopher

Home FULL TIME! Dogs = my passion!

Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53714

Drop-In Visits, Dog Walking

About: Hi, I'm Chris, a stay at home dog-dad on the East Side of Madison. I have a marketing company that allows me to work from home where I spend time ... (more)

Confirmed Holiday Availability
18. Viri

Fenced yard and yummy treats!

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

Dog Boarding, 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)"

19. Claudia

Enjoy going on walks and play time

Sherman, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Claudia was great! I had to book her last minute and she was very accommodating and took great care of our cat. Will definitely book her again for future sit... (more)"

20. Sierra

Awesome caretaker for dogs & cats!

Madison, WI, 53704

Drop-In Visits, Dog Walking

"My two small dogs have a TON of energy, and every time Sierra visits them they have a great time! She takes the time to make sure they each get plenty of pla... (more)"

Dog owners in Westchester Gardens, Madison, WI turn to pet sitters on Rover.com for their pet sitting needs. Over 423 pet owners have reviewed pet sitters in Madison, giving them an average rating of 4.9/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Madison with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Westchester Gardens pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Westchester Gardens, Madison who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. 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 Westchester Gardens, 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: