Pet Sitting & Drop In Visits in Woodland, 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. Catherine

Every dog could use a new adventure

Hubertus, WI, 53033

House Sitting, Drop-In Visits, Dog Walking

18 repeat clients

"Catherine took great care of my dogs. Very pleased with her! (more)"

2. Courtney

YB Playful Pups

Allenton, WI, 53002

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

2 repeat clients

"My dogs are my kids, so leaving them in someone else's care is pretty serious stuff for me. Courtney is definitely outstanding. She is very friendly, easy ... (more)"

3. Hannah

A walk a day, keeps the vet away!

Hartford, WI, 53027

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

"Hannah has always been a dog magnet, she has a special place in her heart for dogs. She is a very kind caring and compassionate person to humans as well as ... (more)"

4. Tess

Experienced & trustworthy pet lover

Hartland, WI, 53029

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Tess, thank you for coming in and checking on my 2 cats and keeping their litter boxes clean. I appreciate your time and kindness and the pictures of the kids. (more)"

5. Madelaine

Active, Energetic Dog Lover!

Ixonia, WI, 53036

House Sitting, Drop-In Visits, Dog Walking

About: Recently graduated from college with a degree in Animal Science with an emphasis on companion animals. I have also been working at a doggy daycare ... (more)

6. Jenna

Making your friend my priority!

Oconomowoc, WI, 53066

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jenna did such a wonderful job checking in on our dog Lola. She was very professional and you can tell she really loves dogs. I would highly recommend her fo... (more)"

7. Natalie

Will go on long walks with your dog

WATERTOWN, WI, 53094

House Sitting, Drop-In Visits, Dog Walking

About: Hello, my name is Natalie! I am a recent graduate from UW Madison with a degree in Latin American, Caribbean and Iberian Studies, currently living ... (more)

8. Meghan

Paws & Claws Critter Sitters

Watertown, WI, 53094

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Meghan has taken care our dogs for several years now. She's very responsible and makes sure our animals are well cared for. Whenever we go out of town, we ... (more)"

9. Morgan

I absolutely love dogs!

Hartland, WI, 53029

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

1 repeat client

About: I have a strong love for dogs, and I want to provide these services to help out others and for my own enjoyment! Your dogs would receive the most g... (more)

10. Alex

Three dogs who love to play!

Nashotah, WI, 53058

Dog Boarding, Drop-In Visits, Dog Walking

"Alex has a big heart and takes great care of and pride in his dogs (and ducks too)! His animals are always well fed, groomed, trained, and loved. He is extre... (more)"

11. Anne

Live Your Life Unleashed!

Beaver Dam, WI, 53916

House Sitting, Drop-In Visits, Dog Walking

"I have seen Anne work with a wide variety of dogs over the past couple of years; she is a canine manners class instructor at the same club where I instruct p... (more)"

12. Shauna

Large fenced yard in the country

Hustisford, WI, 53034

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

"For as long as I can remember Shauna has always had a passion and love for dogs. Not only does she do an amazing job taking care of her own dogs, she has tak... (more)"

13. Jacquelyn

I love dogs!!!

Hartford , WI, 53027

Drop-In Visits, Doggy Day Care, Dog Walking

"Jacki was great with our dogs! She’s very much at ease with pretty much any dog, and ours loved her right away. (more)"

14. Sarah

Dog Loving Sitter Available

Hartford, WI, 53027

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sarah treated my pup like one of her own. It was a great stay for my girl!! Flexible on time, attended to the special needs that were needed. She was kind an... (more)"

15. Carmenita

Energetic dog lover, rain or shine!

Watertown, WI, 53094

Drop-In Visits, Dog Walking

About: I’m a very energetic dog lover with tons of experience caring for dogs (I have three, small to large) I can drop in and make sure your fur baby... (more)

16. Alex

I LOVE DOGS MORE THAN PEOPLE

Hartford, WI, 53027

House Sitting, Drop-In Visits, Dog Walking

"Alex is first and foremost a dog lover. He has grown up with dogs and knows what is involved in the daily care of our canine companions. He has a very intuit... (more)"

17. Destiny

Active- Lets go for a hike!!

Hartford, WI, 53027

Dog Boarding, Drop-In Visits, Dog Walking

About: I'm 24 years old and married to my high school sweetheart. We live in a house in Hartford, WI! I work 9-5 Monday through Friday but am open to earl... (more)

18. Kayla

Kayla's Pup sitting

West bend, WI, 53090

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

1 repeat client
No Reviews Yet

About: Hello! My name is Kayla and I am 19 and currently a junior in college majoring in Pre Veterinary Sciences. I have had experience with animals my en... (more)

19. Hayley

Puppies love to play w/others

Beaver Dam, WI, 53916

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

About: My home is a pet friendly home my animals actually eat better then we do most days :) I believe in strict rules for my pups so they know who is in ... (more)

20. Vans

Vans's Animal Care Taking

Hartford, WI, 53027

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

2 repeat clients

About: I have professionally worked with dogs and other animals for a little over two years and have owned all types of animals my entire life. I am prof... (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 Woodland 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 Woodland, 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 Woodland pet sitters and avoid the kennel.