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. Samantha

Dog-lover, home full-time

Tenney-Lapham, Madison, WI, 53703

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

3 repeat clients

About: I'm a dog-lover with extensive experience in animal care. I have dog-sat and dog-walked for many years, taking care of pitbulls, mastiffs, golden ... (more)

2. Rebecca

Patient, playful, and dedicated

Capitol, Madison, WI, 53703

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

"She is very responsible and hard-working. Rebecca always does what needs to be done even if it is hard work. She goes out of her way to help people and loves... (more)"

3. Marlena

I'll run with your dog!

Monona, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Marlena was excellent! She replied promptly, took meeting my kitty very seriously and checked-in with photos and updates. I will use Marlena again for sure f... (more)"

4. Jade

Madison native. Loves to run!

Capitol, Madison, WI, 53703

Drop-In Visits, Dog Walking

1 repeat client

"Jade has been very helpful watching our dogs from time to time. She not only feeds & walks them, but has given them medications, taken them to a dog park, a... (more)"

5. Jennifer

Great with high energy dogs!

Worthington Park, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jennifer is definitely a dog-of-all-ages-lover and great caregiver. She is very knowledgeable of puppy and grown up dog behaviors and ways! I highly recommen... (more)"

6. Megan

Adaptive to your dog's needs!

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"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. Viri

Fenced yard and yummy treats!

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

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"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)"

9. Kiana

Perfectly pawfect.♡

Berkley Oaks, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Kiana did drop in visits for my 2.5 month old great Pyrenees puppy, and I will surely use her again. She gave great detailed updates (with pics) , listened ... (more)"

10. Daniel

Lover of all, big and small!

Marquette, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Daniel has a soft spot for animals and it shows when he has cared for my dog. I've been able to go away on trips and have peace of mind and relax because sh... (more)"

11. Lauren

Your Madison Area Dog/Pup Sitter✌?

Hawthorne, Madison, WI, 53714

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

2 repeat clients

"Lauren is wonderful with animals and always has been very comfortable around them. She grew up with cats dogs and horses and they all loved Lauren. Her own d... (more)"

12. Victoria

This vegan wants to walk your dog!

Eken Park, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Vicki was very responsive, positive and proactive. She was able to help us out on short notice and work well with our somewhat frazzled new puppy mama brains... (more)"

13. Kelly

Fenced yard & lots of love for pups

Eastmorland, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

8 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)"

14. Ryan

Great with cats and dogs!

Sheridan Triangle, Madision, WI, 53704

Dog Boarding, Drop-In Visits, Doggy Day Care

3 repeat clients

"Ryan was great with checking in on our cat over the long weekend. We got great reports and pictures, and Ryan was always quick to respond. I felt especiall... (more)"

15. Stephanie

will give: love, exercise & care

Madison, WI, 53704

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

About: Hello! My name is Stephanie and I am an absolute 100 percent dog lover. I know that leaving my pup is always the hardest/ most stressful part of le... (more)

16. Mary & Michael

Your cuties will be loved with me

Ridgewood, Madison, WI, 53705

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

"Mary is a kind-hearted animal lover with a big heart for dogs. she will take care of anyone's dog as if it was her own, feed it, bathe it, cuddle it, love it... (more)"

17. 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)"

18. Keri

I really enjoy caring for your dog!

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"She was on time and made sure that the pups got there exercise and much needed potty break. She checked in after and let us know how it went. Would recommend... (more)"

19. 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)"

20. Katerina

Patient Dog-Lover Avail. Full-Time

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Katerina is a very trustworthy and responsible caregiver . On many occasions I've had her watch my dog and walk her she is a Australian shepard named Molly a... (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: