Pet Sitting & Drop In Visits in Cooksville, 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. Karley

Flexible Hours! I❤️Dogs ???

Stoughton, WI, 53589

House Sitting, Drop-In Visits, Dog Walking

"Karley sent us cute photos of our puppy during her check ins. She also left a note saying what she did with our puppy during the check ins (ex: Nova peed twi... (more)"

2. Leah

Fitchburg area daytime walker

Oregon, WI, 53575

House Sitting, Drop-In Visits, Dog Walking

"Leah has a wonderful aging black lab named Max. He is the happiest boy in the world. She does not kennel him, but allows him access to her home when she is... (more)"

Available this weekend
3. Stacy

Dog rescuer seeks doggos to ❤️

McFarland, WI, 53558

House Sitting, Drop-In Visits, Dog Walking

"Stacy was wonderful, we had her do a drop in visit to our dog while we gone for the day. She gave us great pictures and details from her visit and Gracie see... (more)"

4. Samantha

Love four legs and fur!

Stoughton, WI, 53589

House Sitting, Drop-In Visits

"Samantha has been so willing to be flexible with our work schedules and sincerely cares about Teddy’s overall well-being. We hit the jack pot! There’s not en... (more)"

5. Margaret

Dog auntie and walk lover

Stoughton, WI, 53589

House Sitting, Drop-In Visits, Dog Walking

"I have known Margaret for over twenty years, so she's spent a lot of time with me and my dogs. She is one of the most fun, responsible, and kind people I kno... (more)"

6. Alex

Christian Dog Lover

Oregon, WI, 53575

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

About: Hi, my name is Alex and I'm a third year law student. I have walked and sat dogs since I was very young. My family owns two black labs. I can't hav... (more)

7. Rebecca

Advanced Training in Dog Psychology

Stoughton, WI, 53589

House Sitting, Drop-In Visits, Dog Walking

"Being a first time Rover user, Rebecca was extremely helpful and very professional. Rebecca did a great job with our dog who has some special needs at the mo... (more)"

8. Kassidy

Active & Welcome Short Notice!

Oregon, WI, 53575

Dog Boarding, House Sitting, Drop-In Visits

"Kassidy responded to my short notice request for cat care drop-in very quickly. The dates worked for her, so she came to my house to meet kitty, Belle, and g... (more)"

9. Rae

friends call me 'Dog whisperer'

McFarland, WI, 53558

House Sitting, Drop-In Visits, Dog Walking

"Rae is extremely responsible, respectful and passionate about all animals and I even trust her with my child. She’s reliable and straight up wonderful person (more)"

10. Peter

Your dog will be happy and relaxed

Stoughton, WI, 53589

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

"Peter did a wonderful job with our dogs last night. We sent him directions and he not only followed them but went above and beyond. We are so happy to find... (more)"

11. Lindsay

Let’s be FUR-iends!

Evansville, WI, 53536

House Sitting, Drop-In Visits, Dog Walking

"Lindsay is an amazing person who has an exceptional love for 4 legged furry friends. She has had plenty of experience with several medical issues that dogs ... (more)"

12. Karina

I'll keep your pups nice and happy!

Edgerton, WI, 53534

House Sitting, Drop-In Visits, Dog Walking

"I would highly recommend Karina as a dog caregiver. Not only is she responsible and charismatic, but she cares deeply about these dogs safety and well-being... (more)"

13. Abby

Active dog lover!

Oregon, WI, 53575

House Sitting, Drop-In Visits

About: I am a HUGE dog lover! Especially labs!! I have had labs my entire life and bread them growing up. I love having dogs a part of the family because ... (more)

14. Kris

I like dogs more than most people!

Oregon, WI, 53575

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

"Kris watched our elderly dog for a week while we were on a family vacation. The entire time TooToo was with Kris she was given love and attention just as if... (more)"

Confirmed 4th of July Availability
15. Kimberly

2 dogs available to play with yours

Stoughton, WI, 53589

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

"For years now, we've had Kim care for our dogs every time we've been away from home for a vacation or work. We'll be gone as long as a week to 10 days. Kim h... (more)"

16. Aj

Flexible Dog Lover

Brooklyn, WI, 53521

Drop-In Visits, Dog Walking

"A.J. is a wonderful person, with a big, loving heart, and is super affectionate and caring towards animals in particular. She is very detailed orientated, f... (more)"

17. Christina

Ill run with your dog

Evansville, WI, 53536

Drop-In Visits, Dog Walking

"Great sitter, she came at the last minute for us. Sent feedback on the day. A+ in my book. (more)"

18. Sarin

Dog walks are a must!

Edgerton, WI, 53534

House Sitting, Drop-In Visits, Dog Walking

About: I have had dogs my whole life, our four legged friends are always a joy to be with! I have 3 dogs currently and at one time, had six in total! I lo... (more)

Confirmed 4th of July Availability
19. Jasmine

Energetic, active and cheerful

Oregon, WI, 53575

House Sitting, Drop-In Visits, Dog Walking

"Jasmine is an amazing caregiver! She has been a helpful friend to our human children and our children with fur on many occasions. You will not find anyone ... (more)"

20. Hannah

I can bake homemade dog treats

Stoughton, WI, 53589

House Sitting, Drop-In Visits, Dog Walking

"Hannah is super great with my dog shadow. She will always be my first choice to baby sitting mu fuzzy son. He is a very timid dog but he wamred right up to h... (more)"


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 Cooksville 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 Cooksville, WI, 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 Cooksville pet sitters and avoid the kennel.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

Card image cap

1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

Card image cap

2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

Card image cap

3) Book & pay

Our platform makes it easy and secure. No cash necessary.

Card image cap

4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.