Dog Sitting Winneconne

Book a Winneconne dog sitter to watch your dog in your sitter’s home or yours.

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Over 18
pet parents in Winneconne have booked dog sitting

Winneconne, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Olivia S.
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Olivia S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 47 reviews
15 repeat clients
15 years of experience
Menasha, WI, 54952

“Olivia was fantastic. Very dependable. She went above and beyond with our 2 cats. Sent pictures every day and great feedback. Will definitely use her again.”

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Linda B.
Sitter Profile Image: Ella W.
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Ella W.
from
$15
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
23 years of experience
Oshkosh, WI, 54904

About: I’ve had cats and dogs growing up. Right now I have 2 cats and a dog. I love pets and caring for them with whatever they need! I work full time as a nurse. I’m any spare time I am more than willing to lend a hand in helping out with your pets needs. I have a yard at my house, along with lots of sidewalks to take walks on. I live upstairs in my house so have lots of spare room.

Sitter Profile Image: Kaylee F.
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Kaylee F.
from
$15
per visit
5.0 out of 5 stars
• 1 review
5 years of experience
Oshkosh, WI, 54901

“Outstanding service! I was so nervous about leaving my 2 cats for a week, especially since she needs daily medication, but they absolutely crushed it. Every single instruction I left was followed perfectly, and they managed to give her her meds every single day for 7 days straight without a single issue. I got great updates, and my cat was totally relaxed when I got home. It’s such a relief finding someone this reliable and detail-oriented. Will 100% book again!”

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Sam S.
Sitter Profile Image: Keely S.
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Keely S.
from
$15
per visit
5.0 out of 5 stars
• 1 review
1 repeat client
2 years of experience
Neenah, WI, 54956

“Shes amazing!! A huge festival was happening right on my street and yet she always showed up every time and gave my kitty proper love and care ‼️”

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James C.
Sitter Profile Image: Hannah J.
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Hannah J.
from
$17
per visit
5.0 out of 5 stars
• 9 reviews
3 repeat clients
6 years of experience
Menasha, WI, 54851

“Hannah was able to come over on short notice to watch our puppy. She sent a video of him having fun outside to give us peice mind. She went above and beyond and stayed with him for extra time, as well as leaving our space clean and tidy. We would recommend Hannah 😊”

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Sammi & Zachary D.
Sitter Profile Image: Jasmine H.
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Jasmine H.
from
$50
per visit
5.0 out of 5 stars
• 10 reviews
8 years of experience
Menasha, WI, 54952

About: I'm a dog person through and through! I've only ever owned dogs my whole life, and I'd never have it any other way. Training them, playing with them, caring for them, it all fills my heart with so much joy. To me, dogs are one of life's greatest gifts, a true blessing from God. They love without conditions and make every day a little brighter. I wouldn't trade a single wagging tail or muddy paw print for anything. I work from home, so your pups will never be left alone for long. While I'm in my office, they'll have Stryda as a built-in playmate, and together the pack keeps each other happy, busy, and engaged throughout the day. Between their playtime and my breaks to check in, cuddle, and toss a ball around, your dogs will get plenty of love and attention, just like my own. I’ll have plenty of time to spend with your pup! I’m great with communication and more than glad to send you daily updates on how your pup(s) doing with me! Your pup will feel right at home with me! I have a fenced yard and a loving Australian Shepherd named Stryda, who’s sweet and playful with all dogs. Your dog will always have fresh water, plenty of playtime, and a comfy, safe space to relax. I’ll keep them active, well cared for, and showered with attention throughout the day. Whether it’s a good play session, a cozy nap, or just some cuddles, I’ll treat your dog like one of my own, and I’m always happy to keep you updated however you’d like.

Sitter Profile Image: Rebecca D.
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Rebecca D.
from
$20
per visit
1.0 out of 5 stars
• 1 review
6 years of experience
Oshkosh, WI, 54904

About: I have taken care of many of my friends pets since I was 12 which includes staying overnight at their homes when they are gone for weeks. I do long and short care sitting for pets. I love to spend time with pets and making sure they get the care they deserve. I am currently not working right now but will have a part time job soon. I will talk with the owners and work out a good schedule that will work best for all. Growing up we have used an invisible fence and radio collars to keep our dogs in our yard. We made sure to check in on them periodically while they were outside. While I'm taking care of my friends pets, I would play inside and outside with them, go on walks with them, and make sure they get the best care.

Sitter Profile Image: Maggie B.
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Maggie B.
from
$20
per visit
1 repeat client
10 years of experience
Pickett, WI, 54964

About: I’ve been caring for dogs for over 15 years and truly enjoy building trust with each animal I work with. I have experience with in-home dog sitting for families while they are on vacation, as well as daytime dog walking and regular drop-in visits. I’ve even cared for and traveled with pets of A-list celebrities! Over the years, I’ve primarily cared for medium and large dogs of all personalities, and energy levels, and I’m comfortable adapting to each pet’s unique needs and routine. I take pride in being reliable, attentive, and calm in every situation, making sure each dog feels safe, comfortable, and well cared for while their owner is away. My goal is always to provide consistent care, plenty of attention, and peace of mind for pet parents. I’m currently working part-time, so will have plenty of time to care for your pet. Pet care fits easily into my daily and weekly routine because I intentionally build my schedule around the time and attention pets need. I prioritize consistent visits, walks, and check-ins so each pet gets reliable care and lots of attention. At home I have a black lab! I care for pets as if they were my own, with a focus on safety, consistency, and lots of attention. I follow their usual routines as closely as possible with feeding schedules, walks, and playtime so they experience minimal disruption.

Sitter Profile Image: Kenzie B.
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Kenzie B.
from
$20
per visit
5 years of experience
Oshkosh, WI, 54901

About: I have worked at two dog boarding/daycare facility one in Omro, WI and one in La Crosse, WI. I have also walked dogs through Wag! as well as sat dogs for others through Rover! In total I have more than 5 years of professional experience with dogs, but a lifetime of loving all animals. I also have experience taking care of horses from a stables I used to work at! I just graduated college with a degree in biomedicine drom UWL. I currently live in Omro. As for your pets, I can’t wait to love on them and care for them to my best abilities! I would love to work with you and your dogs on behavior and training as well as walking and pet sitting. I have two dogs of my own currently! Paisley is a shy yet energetic lab mix and Jade is a spunky, sassy border collie. I have always had dogs of my own to care for and love. If you have any questions feel free to ask. Thank you and I can't wait to meet you and you dog(s). I am very open with my availability currently and can adjust my current schedule as needed to help you and your pets the best I can! At my home, we currently have 3 dog-friendly dogs with a long runner leash in the backyard to keep the dogs in the yard. Very active lifestyle, but love to cuddle up with the girls as well.

Sitter Profile Image: Jorden W.
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Jorden W.
from
$13
per visit
10 years of experience
Oshkosh, WI, 54901

About: I’ve taken care of my family’s dogs growing up. I’ve just recently got my own puppy, so I know how to best care for dogs of all ages! I’m currently working part time and on winter break so I have plenty of time to hang out with your pets! I’m mostly available during the week or Saturday after 4. Please let me know at least a week ahead of time so I can check my schedule! I’ll make sure your dog feels safe, happy, and loved while you’re away. I provide regular walks, playtime, feeding, and lots of cuddles. I’ll also send many updates and photos so you know your pet is doing well!

Sitter Profile Image: Mercades L.
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Mercades L.
from
$25
per visit
4.9 out of 5 stars
• 20 reviews
8 repeat clients
16 years of experience
Berlin, WI, 54923

“Mercedes did a great job! She let me know when she arrived at our house and left our house. She sent daily pictures and let me know how our Zoe was doing! I’d use Mercedes again!”

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Janet K.
Sitter Profile Image: Sasha P.
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Sasha P.
from
$30
per visit
5.0 out of 5 stars
• 44 reviews
9 repeat clients
22 years of experience
Appleton, WI, 54911

“Our dog had the best time with Sasha this week. She kept him busy, engaged, and entertained each visit. The daily reports were very detailed and enjoyable to read with plenty of pictures to view, which were always the highlight of my day. Sasha is very reliable, caring, conscientious, and easy to communicate with. I know my dog is already looking forward to another visit!”

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John A.
Sitter Profile Image: Dominica S.
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Dominica S.
from
$22
per visit
5.0 out of 5 stars
• 4 reviews
16 years of experience
Wautoma, WI, 54982

“I highly recommend Dominica! I was happy we were able to do a meet and greet first, so the dogs could get to know her. Her visit went great, I'm very appreciative of her services!”

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Kayla M.
Sitter Profile Image: Mackenzie S.
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Mackenzie S.
from
$25
per visit
5.0 out of 5 stars
• 6 reviews
4 repeat clients
12 years of experience
Appleton, WI, 54915

About: I've been taking care of dogs on my own since middle school. We've always had a family dog in the household as well as friends and neighbors who would need help with their little ones. I have a BS in Animal Science, have worked as an emergency vet assistant/triage tech for the last 3 years, and have some professional dog training experience. I currently have 2 guinea pigs, and a 2-year-old AND 1-year-old pitty/lab mix that love to come to work with me and go on all sorts of outdoor adventures! Needless to say, my life revolves around animals and I don't know what the world would be like without them! I would love to get to know your little one and be there for them (and you!) when needed! Good communication and planning helps me arrange my schedule and make myself available for your needs. I often have days off during the week so I can spend time with our furry friends while their families are at work. Having worked in an emergency pet hospital keeps me on my toes and I always put safety first. When it comes to walking outside, I double check collar/harness every time to ensure a secure yet comfortable fit that can't be slipped out of. I also know dog body language and signs of illness to monitor and keep people and pets safe!

Sitter Profile Image: Samantha G.
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Samantha G.
from
$15
per visit
22 years of experience
Fond du Lac, WI, 54935

About: I've taken care of dogs since I was 10 years old and have a passion for giving them the best life! I will treat your pet as my own, making sure they are well taken care of and happy. I'm always ready and willing to go for walks, give them approved treats, lots of play time and willing to give them medicines if needed as well! I am available most of the time!! I can be available for early morning walks, afternoon potty breaks, or weekend runs around the block! Pets are a huge priority in my life and I will make your pet one of my biggest priorities. I currently have three rescue dogs and one rescue cat. I understand that every pet is different in their comfort level with humans. I will work with your pet, at their comfort level, to ensure we create a positive and safe relationship. If possible, I'd be happy to set up play dates with other dogs as well! Leashes and harnesses are what I use for my pets, but I'm open to walking your pet how they walk best.

Sitter Profile Image: Bryanna M.
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Bryanna M.
from
$25
per visit
4.8 out of 5 stars
• 22 reviews
5 repeat clients
15 years of experience
Rosendale, WI, 54974

“It was a true blessing to come across Bryanna to help with drop in visits for our 2 adult rescue dogs and outside cats. Our dogs are seldom left alone over night and this was their first time having somebody come in to care for them. Bryanna came out to meet the dogs and learn of the routine and responsibilities a few days before. During the drop ins, Bryanna sent pictures and would respond to messages promptly. Although our dogs would bark at Bryanna when she came in, they were fed, let out and were given treats. They were in good hands. Bryanna was prompt with her care and time with them. Thank you Bryanna!”

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Michele Kevin S.
Sitter Profile Image: Cherie S.
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Cherie S.
from
$25
per visit
5.0 out of 5 stars
• 1 review
1 repeat client
25 years of experience
Appleton, WI, 54913

About: Let me know if your dog has any special needs, medications, or behaviors that I can account for or help with. I would love to help. If you have plants that need watering, mail, or packages that need to be brought in, I can help with that too! I'm retired and love traveling around Wisconsin and the world. Slow traveling is my favorite. I can explore new neighborhoods, cities, and local attractions without being rushed. I will follow your directions for your house and loved ones. Let me know the extra duties like watering, mail, or garbage routine. The house is left cleaner than I found it.

Sitter Profile Image: Lauren W.
Verified Enhanced Background Check
Lauren W.
from
$14
per visit
1 repeat client
6 years of experience
Appleton, WI, 54911

About: I’ve grown up around animals and love being outdoors! I have most recently worked as a horse wrangler and have had lots of experience with being around dogs and animals. I will treat your pet as my own and have full availability right now! Would love the chance to give some pups some exercise I have a flexible schedule and spend a lot of time being active outdoors. I’m always going for walks and often take hikes in the foothills, so your dog will get plenty of exercise and attention. I’m available most weekdays 1pm and have open availability on weekends for boarding, walks, or drop-ins. I prioritize keeping pets on a consistent routine and making sure they feel comfortable and cared for while you’re away. I provide a safe, calm, and clean environment for pets. I live in a basement-level home with a yard and all wood floors, which makes for easy cleanup and a pet-friendly space. There are no other pets in my home, so your dog will have a low-stress environment with lots of one-on-one attention. I’m attentive, responsible, and happy to follow any specific care instructions, including feeding schedules, crate training, or medication needs.

Sitter Profile Image: Collin C.
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Collin C.
from
$15
per visit
5.0 out of 5 stars
• 10 reviews
40 years of experience
Fond du Lac, WI, 54935

About: “God speaks to the creatures through the creatures.” -Dr. Chase. “All you need is love.” -John Lennon. Plenty of love I have to give, but I also have the experience of 35 years as a science teacher. I’m well-versed in how animals like dogs and cats talk to us through their gestures. Dogs evolved with humans, and I understand that relationship and how dogs meet our emotional needs. Please read my first four reviews which I received from pet owners that I served even before signing up with Rover. The pet owner decides when treats are allowed, if table scraps are allowed, and how much food to give. The dog decides when it wants to go potty. 😉 Just in case, I usually take the dog out before it decides and always before any discomfort. Snuggles welcome. 🐾🥰😻 When serving you and your pet, I like to send pictures. We can also use FaceTime or Zoom to check in. 🐶🤩 At age 61, I’ve been a retired teacher for 3 years, and my activity level allows me to run or play with your beloved dog. In your home, I follow instructions and do the routine for your beloved just like you would. However, if I’m allowed to give more snuggles, or more walks, or more training than you normally have time for, I’m at your service.

Sitter Profile Image: Michelle K.
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Michelle K.
from
$25
per visit
5.0 out of 5 stars
• 27 reviews
5 repeat clients
15 years of experience
Neshkoro, WI, 54960

“Michelle checked in on my cat Mittens while I was out of town Easter weekend!”

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Penny S.
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The median cost per visit for dog sitting in Winneconne is $20

Dog parents share their Rover experiences - Winneconne

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5.0 out of 5 stars

Danielle is amazing with our two fur babies. Especially our senior dog Sadie. Sadie requires pills daily and it needs to be crushed and added to her food. Danielle is very comfortable with doing this for our Sadie girl. ❤️❤️

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Julie N.
Drop-In Visits
5.0 out of 5 stars

Reliable. My pups love her and her kids. We feel very comfortable having Danielle care for our pups.

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Julie N.
Drop-In Visits
5.0 out of 5 stars

Great first experience with drop-in care! We hired Danielle to do a series of drop-in visits for our two dogs while we were away on a late summer family vacation, and we couldn't be happier with how it went. Danielle put us right at ease. She was consistent and timely with her communication and updates, which gave us real peace of mind while away. Coming home, both dogs were clearly happy, relaxed, and well cared for in the comfort of their own home. We would gladly reach out to her again for future trips.

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Nick W.
Drop-In Visits
5.0 out of 5 stars

We are so happy we found Katie on Rover! Our two dogs absolutely adore her, and we feel so comfortable leaving them in her care. This first visit was an hour drop-in to feed them and let them out. We couldn't be happier. So much so, we already have her booked for a week long stay at our home to care for them while we are on vacation. We highly recommend Katie!

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Melissa V.
Drop-In Visits
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Popular requests for dog sitting - Winneconne

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Sitters in Winneconne average 5
repeat dog sitting clients

FAQs for Dog Sitting - Winneconne

Frequently asked questions about Rover

The average cost of Dog Sitting in Winneconne on Rover is $32 per visit as of October 2026. Most bookings cost between $20 and $67 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 444 sitters on Rover offering Dog Sitting across Winneconne. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Winneconne choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to 25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Winneconne with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Winneconne. On Rover:

  • 89% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 97% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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