House Sitting in Sheboygan

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Confirmed availability: Easter Weekend
Sitter Profile Image: Judy P.
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Sitter Profile Image: Judy P.
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1.

Judy P.

Go Getter, Animal Lover, farmer
Sheboygan, WI, 53081
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
76 reviews
34 repeat clients
from
$32
per night

Judy was wonderful! It was my first time using Rover and was a bit uncertain about how it would go. Judy kept me updated and sent pictures daily. Even when there was a bit of a hiccup, she did a great job communicating and made sure my kitties were well taken care of.

Sitter Profile Image: Itzchel G.
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Sitter Profile Image: Itzchel G.
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2.

Itzchel G.

They call it Puppy Love 🖤
Sheboygan, WI, 53081
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
4 repeat clients
from
$50
per night

Itzchel went above and beyond! She was very quick to respond and solve any issues that arose. Our dogs were happy to see her and spend time with her. She kept our house clean and well maintained during her in home dog sitting. We will definitely be requesting Itzchel in the future.

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Sitter Profile Image: Patty W.
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Sitter Profile Image: Patty W.
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3.

Patty W.

Animals are perfection and pure Joy
Sheboygan, WI, 53081
0.6 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
14 reviews
3 repeat clients
from
$50
per night

Patty watched our dogs Ted and Jax and cats Jinx and Inky for 5 nights and 6 days and she stayed in our home. We got numerous updates, pics and videos. She did an amazing job! Our Teddie is very sensitive to people he does not know and she got him to warm up to her within hours!! We had Patty come for a meet and greet a few months ago and we instantly knew she was a wonderful animal lover, as well as a super awesome human being. She even had music playing for our babies when we got home, very nice touch. My house was spotless also! Patty THANK YOU. We already have her booked for another sitting and will continue to have her sit our fur babies.

Sitter Profile Image: Jessica L.
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Sitter Profile Image: Jessica L.
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4.

Jessica L.

Lots of love and care!
Plymouth, WI, 53073
14.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
32 reviews
10 repeat clients
from
$100
per night

We returned home earlier than expected. Jessica stopped by after we returned and Ruby was more excited to see her, when she had just stopped in at lunch, than she was to see us after four days.

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Sitter Profile Image: Raina R.
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Sitter Profile Image: Raina R.
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5.

Raina R.

trained dog handler/bather 🐶✂️
Sheboygan, WI, 53081
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$30
per night

Raina is a true animal lover. She makes walks and playtime a fun experience and shares lots of pets and cuddles. She has a background in doggy day care and will care for YOUR furry family members with diligence and zeal. My pittie loves spending time with her.

Sitter Profile Image: Stephanie P.
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Sitter Profile Image: Stephanie P.
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6.

Stephanie P.

My dog needs friends
Sheboygan, WI, 53081
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
4 years of experience
from
$40
per night

About: I’ve had dogs ever sense I can remember, I currently have one dog she a queen who sleeps most of the day. I work in childcare and have no problem cleaning up messes and accidents. I’ve also farm sat including feeding cleaning and bathing dogs and cats. I currently work part time with the Sheboygan area school district that being said I have off from 9am to 11am , 1pm to 3pm and then from 6pm to 6am, being able to let the dogs during the day and at night. Dogs need compassion and companionship just as much as we do as humans, I would happy to cuddle, play, walk, bathe, water and feed your precious fir buddies following all rules you have for your home and our friends!

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Sitter Profile Image: Makenna K.
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Sitter Profile Image: Makenna K.
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7.

Makenna K.

Trained experiencedDog Handler 😊🐕
Sheboygan, WI, 53083
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
48 reviews
10 repeat clients
from
$60
per night

Makenna went above and beyond and took such good care of our cats and dogs. Our pets LOVED her and actually missed her when we came home. Our German shepherds can be a bit demanding when it comes to attention and neediness, but Makenna was an absolute pro. She even tidied up so our house was actually cleaner when we came back than when we left. We can't recommend her enough and will definitely be re-booking her for any future trips (and possibly some drop-ins now and then because our dogs miss her).

Sitter Profile Image: April K.
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Sitter Profile Image: April K.
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8.

April K.

Rover 101
Animal loving girl
Elkhart Lake, WI, 53020
11.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
30 years of experience
from
$35
per night

About: I’ve been with all animals since I was a baby. Grow up on a dairy farm and still raising animals. Have 6 dogs of my own. All inside dogs. Crazy I know! I house sit coworkers dogs and family dogs. I foster from the Humane society mom dogs and they deliver here and I raise pups til about 9 weeks and give back and they find house for pups and moms. I do have foster fails at the house. When I was younger I helped train dogs for hunting and field test. I work full time 2nd shift. So, I have a.m.'s available and late nights. I’m not scheduled to work weekends but I occasionally do Saturday nights. Well, the coworkers dog I babysit, we just let out with our dogs and I go out with them. We don’t have a fenced in yard. We live out in the country. For dogs who are new I would either tie up or walk with leash around yard.

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Sitter Profile Image: Kari W.
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Sitter Profile Image: Kari W.
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9.

Kari W.

Ready to care for your pup!
Sheboygan Falls, WI, 53085
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$100
per night

Kari did a wonderful job taking care of my Tinker. Daily updates and communications helped ease any concerns I had with my older little lady. Kari was quick to respond to any of the concerns that I had during the house sitting. Additionally, Initial contact with very quick and Tinker and Kari hit it off right away. Will definably use Kari's services again!

Sitter Profile Image: Britney B.
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Sitter Profile Image: Britney B.
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10.

Britney B.

Rover 101
Looking to help care for your pet!
Sheboygan, WI, 53083
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$55
per night

About: I've been taking care of dogs full time since August 2022 and am insured outside of Rover through Britney's Barking Lot (ig:britsbarkinglot). I have 3 rescue dogs: 4 year old Staffordshire Ruby, 8 year old Lab/Rhodesian Remy, & 9 year old terrier/hound Rosie that I love to spoil. Each dog has had their share of health issues - infections, 3 types of worms, a couple sprained tails, ingesting something they shouldn't, etc., so I also have experience caring for dogs beyond being let out and walked. I really enjoy animals in general and hope to help you care for yours! It's not uncommon for me to bring treats, puzzles, toothed balls, etc. I'm happy to accommodate your pets needs and routine as best I can, including diet. I can provide daily walks and play time/exercise multiple times a day. I will feed your dog separate from mine and sit with your dog while they eat. I have extra kennels, bowls, beds, toys, etc., and allow dogs on my furniture. I treat them like my own. We live in a quiet subdivision neighborhood close to I-43/WIS 42, with a fenced in back yard, and plenty of space for both your and my dogs needs. I'm happy to follow any care instructions provided but basically your dog will receive individualized care, daily exercise, stimulation including dog socialization, health monitoring, and will rarely, if ever, be in a kennel/crate. I can provide you with as many updates/photos as you would like but I typically provide 1 update with a couple pics/video per day. I will put an extra dog bed right next to my bed for your dog. Any time I give my dogs a treat, bone, or dental chew, I will also include your dog unless instructed otherwise. I usually give all dogs a dental chew once you drop yours off as they get used to each other. If you have a puppy, I will even make sure to have puppy treats on hand. I want your dog to settle into their new surroundings while also keeping my dogs on their best behavior. I will be outside with the dogs at all times unless I truly feel comfortable (only longer/multiple stays). One of our rescues had a couple owners before we adopted her and is still a little skittish so I also have experience with pets who may need a little extra love or attention. Currently I only board 1-2 dog at a time to ensure the best care possible. Any request for 7 nights or longer I will treat your dog to a trip to Petsmart to pick out a toy (please let me know if car rides are a hard pass). Mon-Wed I provide daycare services so there's always plenty of play mates. I spent most of my time at home unless I have errands or other clients. Dogs receive lots of play time, outside time, and stimulation. I have a fenced in yard, extra crates, gates, etc., and provide near constant supervision. We live in a quiet, dog friendly subdivision. I'm insured outside of Rover, know basic first aid, minor ailments. If your dog has an upset tummy I'll boil them chicken and rice or give them a bath if they get dirty.

Sitter Profile Image: Samantha W.
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Sitter Profile Image: Samantha W.
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11.

Samantha W.

Rover 101
Your Pet, my Best Friend
Plymouth, WI, 53073
13.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$100
per night

Samantha has watched our two dogs on several occasions. She has stayed overnight at our house and also has come over for drop in care. Samantha is patient and calm with my small dog who can be high strung and anxious. She calmed her and takes such great care of her. My little and large dogs are both so excited to see her whenever she comes over. Samantha is also great with my 70 lb Golden Retriever. She follows directions carefully for feeding and walking the dogs. She is my top choice whenever I need to be away from my dogs. I trust her completely with my dogs AND my home!

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Sitter Profile Image: Ashley W.
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Sitter Profile Image: Ashley W.
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12.

Ashley W.

I’ve loved pets my entire life!
Sheboygan, WI, 53081
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$60
per night

Ashley took great care of our duo. She sent pictures daily to let us know how the dogs were doing. I will definitely book her again when we need a sitter!

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Sitter Profile Image: Nicholas C.
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Sitter Profile Image: Nicholas C.
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13.

Nicholas C.

Animal lover with many pets to give
Sheboygan, WI, 53083
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$27
per night

Great pet sitter in my home. Will use again

Sitter Profile Image: Gracie M.
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Sitter Profile Image: Gracie M.
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14.

Gracie M.

Compassionate, animal lover
Sheboygan, WI, 53081
0.9 mi. away
House Sitting
5.0 out of 5 stars
1 review
from
$27
per night

I couldn't be more thrilled with the care my dogs received from Gracie while I was away. My dogs caught a respiratory infection that prevented them from being around other dogs and required additional care. Not only did she expertly administer their medications, she also took the time to pick up additional medicine from our vet. Her thoughtful updates, complete with adorable pictures, were the highlight of my day. I can't recommend her highly enough!

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Sitter Profile Image: Taeler V.
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Sitter Profile Image: Taeler V.
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15.

Taeler V.

Bring one bring all I love them all
Newton, WI, 53063
13.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
36 reviews
13 repeat clients
from
$55
per night

Taeler has watched over my two labs and yorkie terrier several times while on vacation the past years. She kept me updated with pictures thought out the stay. One of my labs is older and requires assistance getting around, along with daily medication. Taeler had no problem with helping perl.

Sitter Profile Image: Katie D.
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Sitter Profile Image: Katie D.
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16.

Katie D.

Cat mom looking to help pet parents
Sheboygan, WI, 53081
0.2 mi. away
House Sitting, Drop-In Visits
1 review
from
$30
per night

Katie has been petsitting my dog and two cats for the past 5 years and they absolutely adore her. She has been extremely responsible and always made sure my babies were taken care of. Wouldn’t want anyone else looking over them!

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Sitter Profile Image: Lacey D.
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Sitter Profile Image: Lacey D.
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17.

Lacey D.

I will be your dogs new bestfriend!
Sheboygan, WI, 53083
2.0 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
15 reviews
5 repeat clients
from
$100
per night

It’s obvious that Lacey is a dog lover and treated our pups like her own. We’ll call on her next time we need a sitter.

Sitter Profile Image: Amber K.
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Sitter Profile Image: Amber K.
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18.

Amber K.

I’ll do my best for your pet
Sheboygan, WI, 53081
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5 years of experience
from
$27
per night

About: I’ve taken care of animals my whole life since my family has always had pets, I’m kind and patient and have the abilities to make sure your pet has everything they need to be happy I can take pets anytime, and I’m available for every holiday and weekends too. I can even take them for extended amounts of time too I have a fenced in yard so your pet can run around and play safely. I also have toys they can play with and chew on

Sitter Profile Image: Sarah A.
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Sitter Profile Image: Sarah A.
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19.

Sarah A.

✨HIGHEST✨ quality pet care!
Sheboygan, WI, 53081
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$125
per night

Sarah watched our two large, energetic dogs and our cat for an entire week while we were on vacation. She truly loves animals, and you can see it in the way she treats them…as if every one was her own. I would enthusiastically recommend Sarah to anyone looking for a kind, reliable pet companion.

Confirmed availability: Easter Weekend
Sitter Profile Image: ESTELLE L.
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Sitter Profile Image: ESTELLE L.
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20.

ESTELLE L.

I am a big dog lover!
Sheboygan, WI, 53083
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$27
per night

Estelle is a dog enthusiast! She cuddles with them, talks to them as friends, and takes them for playtimes and walks. Estelle is fun, but also very responsible. She's worked part time since 14 years of age and has never missed a day of work. If you are looking for someone responsible, yet loving...she's your gal! She will take great care of your furry loved one ❤️

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Sheboygan House Sitting ratings

Overall Rating:
4.9 out of 5 stars

House sitters in Sheboygan are rated on average 4.9 out of 5 stars based on 71 reviews.

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Rover.com is the simple, savvy way to find and book house sitting. It's easy to find the perfect house sitter - many sitters on Rover have a long history of house and pet sitting, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every pet sitter on Rover has the option to complete a free background check, so look for their badge that says they've had the check done. Pet and house sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 40,000 sitters who've listed their services on Rover, so you're sure to find the perfect house sitter on Rover. When you book with one of our trusted house sitters on Rover you get peace of mind that your home and pets are in loving hands.

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