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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Confirmed Holiday Availability
1. Kelsey

Animal loving college student

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I have owned animals all of my life especially dogs. Being in college I do not have the opportunity to own pets. I love going for walks and do that... (more)

Confirmed Holiday Availability
2. Sarah

Excited to get to know your pooch

Madison, WI, 53718

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

1 repeat client

About: I have owned dogs my whole life, but currently don't have a dog of my own. I look forward to spending time and getting to know your dog!!! I love ... (more)

3. Ben

I've got a passion for animals

Vilas, Madison, WI, 53711

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

1 repeat client

"Ben was patient with Winnie while she warmed up to him. The Rover app wasn't working properly so I only saw a couple of updates. Ben left a detailed message ... (more)"

4. Jade

Fun, quirky, Madison native

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"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. Alex

Upbeat & Funny

Lake Edge, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"Alex is a wonderful human being, and she is very committed. She loves dogs, and has much experience walking, feeding, and other tasks. She is very much a dog... (more)"

Confirmed Holiday Availability
6. Tina

I volunteered in dog rescue.

Sun Prairie, WI, 53590

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

2 repeat clients

About: I grew up with animals on a farm and had house pets. I volunteered in dog rescue for many years, house/pet sitted for friends of friends, worked @ ... (more)

Confirmed Holiday Availability
7. Kari

Certified Veterinary Technician

Monona, WI, 53716

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

1 repeat client

"Ean had a great time- thank you so much! He'll definitely be coming back. (more)"

8. Brooke

An overwhelming need to help pets

Sun Prairie , WI, 53590

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

"Brooke is amazing with all animals and animals seem to like her (even the shy ones), she's a great people person who goes will constantly exceed your expecta... (more)"

Confirmed Christmas Availability
9. Stephanie

The crazy dog lady is real!

Glendale, Madison, WI, 53716

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

1 repeat client

About: I have the biggest soft spot for dogs. Just under 2 years ago I adopted my first pup. Since then, I have dreamt of one day owning my own doggy hote... (more)

10. Todd

Earth Bound Hounds

Lake Edge, Madison, WI, 53716

Drop-In Visits

"I am happy to endorse Todd Regan as a pet care provider. I hired him to take my dog for a 25 minute walk Monday through Friday for 7 weeks while I recovered ... (more)"

11. Betania

Caring dog-mom

Lake Edge, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"I have known Beta for some years now, and the best way to understand her love and commitment to dogs is simply by meeting her and Chuleta (her french bulldog... (more)"

12. Julia

Responsible - Care & Love all dogs

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Julia is a sweet girl & she does a great job taking care of my dog. She's very responsible & communicates well (more)"

13. Allison

Dog lover!

Sun Prairie, WI, 53590

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

"Allison makes an outstanding dog caregiver because not only is she trustworthy and reliable, but loves every dog like he or she is her own child. I know tha... (more)"

14. Ryan

Out we go-Rain or snow. Let's Walk!

Marquette, Madison, WI, 53703

Drop-In Visits, Dog Walking

"Ryan is a trustworthy, warm, and compassionate dog owner and friend. He is a capable leader, and very comfortable around animals -- qualities that come from ... (more)"

15. Keni

Experienced doggy daycare worker

Schenk-Atwood, Madison, WI, 53704

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"Keni has taken care of my Phil a handful of times and he is always overjoyed to see her. She is my go-to sitter for long and short term stays! (more)"

16. Kiana

Perfectly pawfect. ?

Elvehjem, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

About: I've had dogs all my life, usually Labrador Retriever mixes. Last March, my dog passed away at age 16, and I've been busy trying to find a way to f... (more)

17. Jessica

Compassionate and loving!

Rolling Meadows, madison, WI, 53714

Drop-In Visits, Doggy Day Care, Dog Walking

"Jessica is my cousin and she has always had a soft spot for any animal, especially dogs. Shes had dogs her whole life and has alot of experience with them. I... (more)"

Confirmed New Years Availability
18. Jolene

Compassionate Animal Lover

Madison, WI, 53718

Drop-In Visits, Dog Walking

"Jolene is excellent with dogs of all shapes and sizes. I have a German Shepherd and a Yorkshire Terrier, and I trust Jolene with both. She is kind and comfor... (more)"

19. Jess

Confident, reliable and resourceful

Marquette, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Jess has pet sit for us several times. We have one dog (a lab/golden mix), and three indoor/outdoor cats. Our dog sometimes has anxiety and trouble with othe... (more)"

20. Anna

Animal lover available to help out!

Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704

Drop-In Visits, Dog Walking

"Anna did a wonderful job taking care of my then-3 year old Beagle/Jack Russell mix, Cali. I had to go out of town and was in a little pinch and found Anna t... (more)"

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Learn About Premier

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: