Pet Sitting & Drop In Visits in Lake Windsor, WI

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

1. Camille

Love and Cuddles

De forest, WI, 53532

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Camille is awesome. She is always prompt and very reliable . Our dog, Duke, loves her visits. (more)"

2. Traci

Nurturer by Nature!!

Sun Prairie, WI, 53590

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

4 repeat clients

"Traci was great. She made things so comfortable from initial texts, the meet & greet, and texts (with pictures) while she was with Chloe. It was such a rel... (more)"

3. Jennifer

Great with high energy dogs!

Worthington Park, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"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)"

4. 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)"

5. 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)"

6. 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)"

7. Melissa

Sebastian's love dogs!

Dane County, WI, 53590

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"Two years ago I met Melissa through a friend who recommended her to help me rehome an 8 year old Labrador Retriever who had been retired from a breeding kenn... (more)"

8. Kristi

Your dogs home, away from home!

Waunakee, WI, 53597

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"Kristi was awesome! I was not sure about allowing someone into my home with my babies...but the minute I met her...I felt comfortable....and my pets felt co... (more)"

9. 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)"

10. Kelsey

Professional Care Provider

Waunakee, WI, 53597

House Sitting, Drop-In Visits, Dog Walking

23 repeat clients

About: I am a reliable individual who will provide quality care to your dog(s). My hope is that by providing care in your home environment, your dog will ... (more)

11. 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)"

12. Tina

I volunteered in dog rescue.

Sun Prairie, WI, 53590

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

5 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)

13. Stephanie

will give: love, exercise & care

Madison, WI, 53704

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

2 repeat clients

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)

14. 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)"

15. 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)"

16. Katerina

Patient Dog-Lover Avail. Full-Time

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

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

17. Kelsey

Get help with your weekends!

Sun Prairie, WI, 53590

House Sitting, Drop-In Visits, Dog Walking

About: I love dogs! I own a 3 year old pit-bull, Daisy, who I love to pieces. I love to spoil dogs, to make sure they know how loved they are, but also m... (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. Abby

Dog-lover and owner!

DeForest, WI, 53532

House Sitting, Drop-In Visits, Dog Walking

About: Hi there! My name is Abby and I am a major dog lover! I have owned a dog (or two) almost my entire life along with volunteering to transport, babys... (more)

20. 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)"


Rover.com is the simple, savvy way to find and book Lake Windsor 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 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 60,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Lake Windsor. 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.