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.

Tip: Contact sitters now to confirm availability.
Confirmed availability
4th of July
1. Shiela

home full time, house on acreage

Mayville, WI, 53050

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

"1000% recommend Shiela to watch your pets. We have a Great Dane and she is so amazing with her. Definitely feel safe bringing our baby there and our Nova LOV... (more)"

2. 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)"

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3. Sarah

Dog Loving Sitter Available

Hartford, WI, 53027

House Sitting, Drop-In Visits, Dog Walking

"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)"

4. Shana

Treating your pet like family

West Bend, WI, 53095

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

About: A dog lover no doubt with a very flexible schedule. I have 10+ years working with the canine class ranging from personal dog ownership to working i... (more)

5. Anna

Providing TLC for all family pets!

Watertown, WI, 53094

House Sitting, Drop-In Visits, Dog Walking

"Anna is a super reliable and dependable person! She loves animals and takes great care of dogs! I highly recommend Anna as a dog sitter/dog walker! (more)"

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6. Shauna

Large fenced yard in the country

Hustisford, WI, 53034

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

"Shauna has been helping me out with my 2 dogs for a couple years now, but I have known her for a long time now. She is almost always available and willing wh... (more)"

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7. 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)"

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8. Heather

LIFETIME DOG LOVER & CUDDLER

HARTFORD, WI, 53027

House Sitting, Drop-In Visits, Dog Walking

"The only area sitter to respond to my request to do a drop-in visit on my dachshund. (What's the matter with everyone else-don't want to work?) Heather did a... (more)"

9. Meghan

Paws & Claws Critter Sitters

Watertown, WI, 53094

House Sitting, Drop-In Visits, Dog Walking

"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)"

Confirmed availability
4th of July
10. Ashley

I love cuddling with dogs!

Horicon, WI, 53032

House Sitting, Drop-In Visits, Dog Walking

"You will never find another more loving and caring person to provide care for your animals! Ashley has been dog sitting for my pitties for over 5 years now. ... (more)"

11. Tammy

Live, Love, Bark!

Hartford, WI, 53027

House Sitting, Drop-In Visits, Dog Walking

"What I appreciate most about Tammy is not just her obvious love for animals, but her professional approach to pet sitting. It is a great comfort to know my t... (more)"

12. 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)

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13. Kayla

Kayla's Pup sitting

West bend, WI, 53090

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

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)

14. 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)"

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15. Anne

Must Love Dogs...No Problem!

West Bend, WI, 53095

House Sitting, Drop-In Visits, Dog Walking

"You could not find a better dog sitter or walker than Anne. Anne is a very responsible adult, a woman you can count on to do what she says she is going to d... (more)"

16. Tricia

Dependable dog sitting

Hartford, WI, 53027

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

"Tricia has over 30+ years working with animals. She is extremely knowledgeable and overs a loving home for any guest pets she has. Tricia has worked with dog... (more)"

17. Joanne

Energetic, responsible, dog mom

Rubicon, WI, 53078

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

About: I grew up with dogs, and now I'm 25 with three dogs of my own. I currently own a Gordon setter, a 15lb doodle mix, and a Shiba inu puppy. I live on... (more)

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18. Hannah

More dogs to meet = more to love!

Hartford, WI, 53027

House Sitting, Drop-In Visits, Dog Walking

"I've known Hannah for years. She is one of the most patient, understanding, and thoughtful people you will ever meet. She has experience managing even large,... (more)"

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19. Whitney

Home full-time ->Lg yard to explore

Hartford, WI, 53027

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

"Whitney will not disappoint! Her love for dogs is obvious when you meet her. She owns a beautiful red lab, whom she adores. With Whitney working from home,... (more)"

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20. Chelsea

Enough energy to keep up with pup

Watertown, WI, 53094

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

About: I have been living with dogs since I was born. I have my own dog, and he is one of the best things that has happened to me :). With my past experi... (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.