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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Dismiss
1. Kristi

We love dogs and will love yours!

Waunakee, WI, 53597

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

"Kristi is amazing, wonderful with our puppy! We come home to a happy puppy that has been given love while we are at work. Kristi is on time & prompt with sch... (more)"

2. 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)"

Confirmed Holiday Availability
3. 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)"

Confirmed Holiday Availability
4. 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)

5. Crystal

Your Neighborhood animal lover

Sun prairie, WI, 53590

Dog Boarding, House Sitting, Drop-In Visits

About: My love for animals is deep routed. Growing up in a small farm town I am use to being around animals of all kinds. I currently volunteer with 2 res... (more)

Confirmed Holiday Availability
6. Brooke

An overwhelming need to help pets

Sun Prairie , WI, 53590

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

"Brooke has always had a great love for animals, she walks into a house and the first thing she says hi to is the animal in the room. I have known her for 18 ... (more)"

7. Todd

Earth Bound Hounds

Lake Edge, Madison, WI, 53716

Drop-In Visits

"We have found Todd to be very caring and responsible dog trainer. Our dog, Indy is a very difficult and stubborn dog. Todd has shown great patience with h... (more)"

8. 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)"

9. Brooke

Caring & Experienced Dog Sitter

DeForest, WI, 53532

House Sitting, Drop-In Visits

"Brooke has been taking care of my Fozzie for many years. I got on trips often either for business or pleasure and she will make sure she is available. She ta... (more)"

10. Meredith

Winter Break Dog Sitter!

Sun Prairie, WI, 53590

House Sitting, Drop-In Visits, Dog Walking

"Meredith is the best! I always trust her to watch my German shepherd when I'm out of town. Axel loves her! Meredith is the friendliest and most trustworthy s... (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. 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)"

13. Emily

Let's go for a run!

Tenney-Lapham, Madison, WI, 53703

Drop-In Visits, Dog Walking

"Emily loves dogs! She is an avid outdoors person - walking, running, swimming, skiing... she stays active in all weather. She is also very compassionate an... (more)"

14. 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)

Confirmed New Years Availability
15. Jolene

Compassionate Animal Lover

Madison, WI, 53718

Drop-In Visits, Dog Walking

"Jolene is a remarkable pet owner! There is no one I can think of that has more compasion for animals. Her advanced knowledge of our canine friends makes her ... (more)"

Confirmed New Years Availability
16. Daisy

I love dogs! Experience with dog sa

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"So you need someone to love your pet while you're not around? Daisy is the one! She genuinely seems to enjoy our pup, and they have a joyous reunion every ti... (more)"

17. 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)"

Confirmed New Years Availability
18. Jim

Reliable and attentive pet-sitter.

Cherokee Park, madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"I highly recommend Jim as a doggy sitter. He has spends loads of time caring for our own dog as well as our "grand dogs" He is a conciencious, loving caregiver! (more)"

19. Elizabeth

Taking care of dogs like my own

Maple Wood, Madison , WI, 53704

House Sitting, Drop-In Visits, Dog Walking

About: I love taking care of dogs. I currently foster dogs from a shelter called thunder home shelter. I have been fostering dogs for 4 years now and I lo... (more)

20. Jenninfer

Animal Lover From Birth

Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

About: As a child, I had both cats and dogs in the house and we frequently took in abandoned animals, treated their medical problems, and found them homes... (more)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

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 free 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.