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.

1. Taylor

Your dog's happiness is my passion

Burlington, WI, 53105

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: I have over 6 years of on and off pet care experience. My availability is before and after work for drop ins and dog walking/running. The time of t... (more)

Confirmed Holiday Availability
2. Amie

Home full time, fenced yard, love!

Waukesha, WI, 53189

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

"Amie watched my 2 cats and 1 kittens while my husband and I were away for 10 days. We love our cats like our babies, so we were very anxious when leaving the... (more)"

3. Victoria

A Four Legged Word Is Love

Waterford, WI, 53185

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

41 repeat clients

"Vicky came over for the first visit with my 3 dogs and did great! She walked all 3 no problem! My chihuahua is a crabby old lady and she miraculously was abl... (more)"

4. Angela

Angela's dog walking Waukesha

Waukesha, WI, 53189

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Angela did a wonderful job watching Charlie for us. He loved being able to make a new friend. (more)"

5. Kimberly

For the love of dogs

Burlington, WI, 53105

Drop-In Visits, Dog Walking

2 repeat clients

"Kim was wonderful. Our two cats were well taken care of. She sent photos after each visit. I will definitely book her when we go out of town again. (more)"

Confirmed Holiday Availability
6. Jamie

Fox River Pet Resort

Vernon, WI, 53149

Drop-In Visits, Doggy Day Care

5 repeat clients

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)

7. Lacy

Im home full time

Kansasville, WI, 53139

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Lacy is awesome, she responded within 2 minutes and did a meet and greet within 90 minutes after first contact. She went above and beyond while caring for o... (more)"

8. Nicole

Home full time-large fenced in yard

Mukwonago, WI, 53149

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

1 repeat client

"Nicole took great care of my kitty while I was away! She sent me pictures during her visits and gave her lots of love and attention. She was a happy girl whe... (more)"

9. Jessie

Caring. Reliable. Knowledgeable.

Big Bend , WI, 53103

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Jessie has taken care of my 8 year old special needs Morkie on many occasions. Each time, Jessie has shown a great level of interest in his well being and is... (more)"

10. Erica

I will treat your pup like you do!

Muskego, WI, 53150

Drop-In Visits, Dog Walking

"Erica is great with dogs - she has two of her own, and volunteers at a local humane society as well! My dogs love seeing her, and they are great judges of c... (more)"

11. Lindsey

Reliable and active dog sitter.

Waukesha, WI, 53189

House Sitting, Drop-In Visits, Dog Walking

"Great with large dogs. Patient. Loves walking. Flexible. Trustworthy. Dependable. Lindsey has been dog sitting for us for 10 years and always treats the do... (more)"

Confirmed Holiday Availability
12. Haley

Ill run/ walk/ play!

Waukesha, WI, 53189

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Haley was absolutely wonderful! My husband and I got a Great Dane puppy at the end of the summer and Haley came over three-four days a week to help! She help... (more)"

13. Amy

I will care for your dog as my own

Wind Lake, WI, 53185

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

"Amy has a genuine compassion and love for dogs. Her enthusiasm and passion shows in how she cares for her own dogs. When we had our lab, she showered her w... (more)"

Confirmed Holiday Availability
14. Jamie

Big or small, I love them all!

Muskego, WI, 53150

House Sitting, Drop-In Visits, Dog Walking

About: I'll take care of your pups as if they were my own. Hugs and high fives are complimentary for your pup! I'll work with you to figure out the best p... (more)

15. Mackenzie

Safe neighborhood & access to marsh

Mukwonago, WI, 53149

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

About: I'm available from 3 to 9 on weekdays and 8 to 10 on weekends. I have owned dogs for my entire life so I have plenty of experience. I love going fo... (more)

16. Wendy

Athletic dog lover!!

Waukesha, WI, 53189

Drop-In Visits, Dog Walking

About: I have owned two vizslas over the past fourteen years, so I am used to handling high-energy dogs! I currently have a 7-year-old vizsla that I rescu... (more)

17. 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)

Confirmed Christmas Availability
18. Chrissy

Local Dog Lover Looking to Help!

Waukesha, WI, 53189

Drop-In Visits, Dog Walking

About: We have two dogs currently that are 7 and 3 and are great friends to us and each other! We have trained them both through both classes and on our o... (more)

19. Carlie

I've been called "Crazy Dog Lover"!

Waukesha, WI, 53189

Drop-In Visits, Dog Walking

About: Growing up with them ignited my love and over the years, I've come to realize the joy and love a dog can give you is like no other. Being a dog wal... (more)

Confirmed Holiday Availability
20. Katelyn

Loving care when you’re not there!

East Troy, WI, 53534

House Sitting, Drop-In Visits, Dog Walking

About: I have an innate love for all types of animals and I have over 10 years experience! I volunteered with Friends of Noah for seven years with experie... (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 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.