Pet Setting & Drop Ins in Whitetail Ridge, Madison, WI

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

1. Jennifer

Great with high energy dogs!

Worthington Park, Madison, WI, 53714

Drop-In Visits, Dog Walking

11 repeat clients

"Jennifer has been a life safer for us, as we are new to Madison and needed help with transitioning our dog Duke with us being at work all day. Jennifer is ve... (more)"

2. Crystal

Animal Lover

Middleton, WI, 53562

Drop-In Visits, Dog Walking

25 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. Ellen

Work from home, flexible schedule

Elvehjem, Madison, WI, 53716

Drop-In Visits, Dog Walking

2 repeat clients

"Ellen has a love for dogs that shows in her care for them. She is very organized and diligent which is great if you have any special instructions for your do... (more)"

4. Halley

Experienced and loving dog-sitter!

Capitol, Madison, WI, 53703

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

2 repeat clients

"Very nice you lady. Halley took very good care of my dog and was thorough with her report and sending pictures. (more)"

Available this weekend
5. Caroline

Ready to play and care for your pet

DeForest, WI, 53532

House Sitting, Drop-In Visits, Dog Walking

"Hello, Caroline would come over and walk/play with Penny when we were out late, and couldn't get back in time to let her out. Penny LOVES Caroline, and... (more)"

6. Rebecca

Patient, playful, and dedicated

Capitol, Madison, WI, 53703

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

"Rebecca was incredibly accommodating to my schedule and went out of her way to make sure the stay went well. My cats had a great time with her. I would for... (more)"

7. Valerie

Joyful care for your critters!

Rolling Meadows, Madison, WI, 53714

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

6 repeat clients

"Valerie did great with my puppy. She was patient and took the time to work on commands with him and wear the little guy out. She took sweet photos too. I'll... (more)"

Confirmed Memorial day Availability
8. Allison & Raymon

LOVING, ACTIVE DOG SITTERS!!

Tenney-Lapham, Madison, WI, 53703

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

2 repeat clients

"Alison's updates and pictures were great! It made us feel very comfortable knowing Henry was being taken care of so well while we were gone. We will definit... (more)"

Available this weekend
9. Stephanie

will give: love, exercise & care

Madison, WI, 53704

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

5 repeat clients

About: Hello! I’m Stephanie && am a COMPLETE dog lover. Leaving my dog is always the hardest/most stressful part of taking trips and I want to serve as a ... (more)

Available this weekend
10. Charli

A Dogs Best Friend

Nobel Park, Madison, WI, 53704

Drop-In Visits, Dog Walking

"Charli is great with dogs! She has 2 wonderful dogs of her own that are spoiled with tlc. She's very kind and would treat all dogs as if they were her own ki... (more)"

11. India

Active, loving dog sitter!

Capitol, Madison, WI, 53703

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

"India was great with Graham! She took the time for him to get to know her and was very detailed in her reports to ease my puppy mom mind. I will have her wat... (more)"

12. 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)"

13. 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)"

14. Anna

Home full-time, physically fit

Marquette, Madison, WI, 53704

Drop-In Visits, Dog Walking

"Anna J is the dog whisperer. She tuned into my pet and brought out the best in her. She provided frequent walks, video updates, followed my pet's special n... (more)"

15. Carol

Exec Assistant to Your CanineEO

Eken Park, Madison, WI, 53704

Drop-In Visits, Dog Walking

"Carol was very caring and considerate of my dog’s needs. Easy to work with. Wonderful personality. I highly recommend her to anyone looking for a great pet s... (more)"

16. Kelsey

Looking for some new doggo friends

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Kelsey is very attentive to our Tucker! She even surprised us by teaching him how to roll over! I am very comfortable leaving Tucker in her care while we a... (more)"

17. 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)"

18. Katerina

Patient Dog-Lover Avail. Full-Time

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Katerina was very friendly and accommodating. Stevie liked her instantly and he was happy and well taken care of. (more)"

19. Amy

Snuggly dog mama who loves to walk!

Emerson East, Madison, WI, 53704

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

"Amy is an excellent dog caregiver, I was in need of help with my standard poodle after a splenic tumor diagnosis and she was a godsend. She is instinctively... (more)"

20. Kirsten

Attentive part-time care!

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

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

About: Hi! I'm Kirsten. I've been around dogs since I was young from having family dogs to owning my own. I can provide daycare, boarding, walks, and drop... (more)

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 423 owners have reviewed sitters in Whitetail Ridge, Madison, WI, giving them an average rating of 4.9/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

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 Whitetail Ridge 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 Whitetail Ridge, 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 Whitetail Ridge 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 Whitetail Ridge, 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: