Pet Sitting & Drop In Visits in Caldwell, 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.
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Confirmed Holiday Availability
1. Loni

Doggie vacation!

Woodland Court, Milwaukee, WI, 53220

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

1 repeat client

"Sweet! Loves dogs. Will book again in the future... (more)"

2. Victoria

A Four Legged Word Is Love

Waterford, WI, 53185

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

28 repeat clients

"When we met Vicky for our meet and greet, we knew right away that she would be a great fit for our dog Mishka. It was very apparent after talking to her (at ... (more)"

Confirmed Holiday Availability
3. Jamie

Fox River Puppy Paradise

Vernon, WI, 53149

Dog Boarding, Drop-In Visits, Dog Walking

About: I have always been a huge animal lover my whole life! My first job ever was working with dogs at a Dog Day Care, playing with and taking care of se... (more)

Confirmed Holiday Availability
4. Cody

Nobody loves dogs more than me

East Troy, WI, 53120

House Sitting, Drop-In Visits, Dog Walking

"I believe Cody would provide a safe and loving care for dogs because he has a great love for them. He looks for opportunities to spend time with dogs as it i... (more)"

Confirmed Holiday Availability
5. Jenni

Experienced & Loving Dog Sitter

West Allis, WI, 53227

House Sitting, Drop-In Visits, Dog Walking

"I've known Jenni for a few years through a mutual friend. When I needed someone to watch my 5 year old pit bull mix for over a week she was available and I w... (more)"

6. Shea

Kennel hand experience!

North Prairie, WI, 53153

House Sitting, Drop-In Visits, Dog Walking

About: Hi! My name is Shea and I am an animal sitter in the Waukesha Area. I currently work at an animal hospital as a Kennel Ward Attendant, which means ... (more)

7. Whitney

Family of dog lovers!

New Berlin , WI, 53151

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

About: I have always had dogs since I can remember, they've always been such an important part of our family. Now that I have a family of my own we own a ... (more)

8. CHRISTINA

Dogs make my day.

Waukesha, WI, 53186

House Sitting, Drop-In Visits, Dog Walking

"Christina loves dogs! She grew up with them and watches a family members dog. She is a responsible, loving person. I would highly recommend her. (more)"

9. Ashley

I care for your dogs like my own!

Tampa, FL, 33606

House Sitting, Drop-In Visits

"Ashley was meant to be a dog owner. She loves our 2 dogs so much that being away at college is tough for her. She has plenty of love to give to your dogs. ... (more)"

Confirmed Holiday Availability
10. Jamie

The Same Care & Love I Give My Own

Muskego, WI, 53150

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

About: I've had dogs all my life and we currently have three which stole my heart the very day they entered my life. I will care for your dogs with as muc... (more)

11. Bastian

Take care of them as if my own! ✌

Mukwonago, WI, 53149

Drop-In Visits, Dog Walking

About: I speak English and Spanish, at this moment studying to become a Veterinarian Technician, have experience working in a kennel with many dogs at the... (more)

12. Laura

I am compassionate and kind hearted

Waukesha, WI, 53186

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

About: I have had dogs in my home since before I could remember and grew up loving, caring, walking and training them. I find a lot of happiness and joy w... (more)

Confirmed Holiday Availability
13. Minhi

Dog Lover, Adventure Seeker

New Berlin , WI, 53151

House Sitting, Drop-In Visits, Dog Walking

"For all of the years that I have known Minhi I have never known someone to be more conscious and caring of others than her. She has a history of being great ... (more)"

Confirmed Holiday Availability
14. Bryan

I'll treat your dog as my own

Fairview, Milwaukee, WI, 53219

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

About: I believe that all animals should be in a home that cares and loves them no matter what, and this is the reason why all of my pet family members ha... (more)

15. Michael

Caring for animals makes me smile!

Cannon Park, Milwaukee, WI, 53226

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

"Michael is the epitome of a "dog-lover". He was very passionate about his role as a foster parent to all of the dogs he provided a temporary home to; some of... (more)"

16. Rensielle

Dog & Animal lover since birth.

Euclid Park, Milwaukee, WI, 53227

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

"Rensielle is a amazing dog sitter because she will take care of your pet as it was her own. She will make sure they get exercise and properly fed and she wil... (more)"

17. Janet

World Class Animal Entertainer

Cannon Park, Milwaukee, WI, 53226

Drop-In Visits, Dog Walking

1 repeat client

"I've known Janet for a while now and she has taken care of my cat Sammy when I go out of town. Sammy gets excited when Janet comes over for visits. Janet gav... (more)"

18. Canaan

I LOVVVE DOGS!!! little/big buddies

Root Creek, Milwaukee, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

About: I have had dogs in my house all my life, mostly huskies and german shepards. My first dog on my own just passed away from old age, he was a pit mix... (more)

19. Ashley

My Life isn't complete without Paws

North Prairie, WI, 53153

House Sitting, Drop-In Visits, Dog Walking

About: I have grown-up with dogs as well as taken care of my friends dogs. I have babysat dogs of all sizes, and have experience with all temperaments. I'... (more)

Confirmed Holiday Availability
20. Heather

Your dog will get lots of love and playtime!

East Troy, WI, 53120

House Sitting, Drop-In Visits, Dog Walking

"Heather does daily drop-in's for me while i'm at work and my dogs just love her. When i'm home on the weekends they sit by window waiting for her, wondering ... (more)"

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Learn About Premier

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 Caldwell 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 Caldwell, 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 Caldwell pet sitters and avoid the kennel.