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

Over 13 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.
“Meghan is great! Very friendly and clearly loves dogs. She arrived on time and followed the schedule / notes for the drop in. She sent photos as well so we could see how our dog was doing! Left the house clean too. We will definitely reach out to Meghan next time we need someone to help with our Golden Retriever.”

About: Hi! I’m Sasha, a lifelong animal lover with hands on experience caring for both cats and dogs of all personalities. At home, I have two tortie Siamese cats and a senior Yorkshire Terrier who is both blind and diabetic. Caring for her has taught me patience, attentiveness, and the importance of sticking to a routine. I administer insulin injections twice a day, monitor her closely, and make sure she always feels safe and comfortable. I know every pet is different. Some want endless playtime, while others need a calm, reassuring presence and someone who respects their boundaries. Whether your pet is energetic, shy, senior, or needs a little extra care, I’ll treat them with the same love and attention I give my own. My goal is simple: to make sure your pets feel happy, safe, and cared for while you’re away, and to give you peace of mind knowing they’re in good hands. I’m selfemployed, which gives me a flexible schedule throughout the week! That flexibility allows me to accommodate morning, afternoon, and evening visits while providing reliable, consistent care based on your pet’s routine. Your pet’s safety and comfort always come first. Caring for my own senior dog has taught me how important consistency, patience, and close observation are. I administer insulin injections twice a day, help her safely navigate the house because she’s blind, and pay close attention to any changes in her behavior or health. When caring for your pets, I’ll follow your instructions carefully, respect your home’s routines, and make sure your pets feel secure and comfortable in their familiar environment. I’ll also keep you updated with messages and photos so you can relax knowing they’re doing well.
About: I’ve taken care of a variety of pets for 20 years. Old pets included. I have no issues with giving medication needed for pets or bathing them if needed. I am a stay at home mom of 1! So I have plenty of free time to hangout and take care of cute fur babies! I have a fenced in yard that allows for safe roaming around. Plenty of green grass to roll around and enjoy. Great neighborhood to take dog or cats on walks.
“Emily was outstanding! She completed several early morning drop-ins for our cats over the holiday period with no problem. We had somewhat specific instructions and Emily was able to complete everything with ease. Through the photos and updates Emily provided daily, it was evident our two cats were very comfortable with Emily and enjoyed her company. When the need arises for future drop-ins, we will definitely book with Emily again!!”

About: I've been taking care of pets since I was 8, it started with a cat and grew to dogs and snakes and more, working with animals is my dream job. I work factory Monday through Friday but Friday night into Sunday I am available for pet care. I have 2 cats and a dog at my own home, but I am more than happy to dog sit at others homes. I make sure my cats litter boxes are kept clean, I keep their food bowls filled, and I keep their water filled. I walk my dog a lot and I take her out every couple hours to use the bathroom.
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, taking care of them, it all brings me 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’ll have plenty of time to spend with your pup! I’m great with communication and always happy to keep you in the loop. Just give me a quick call or text, and I’d be more than glad to update you on how your dog is doing. 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.
About: I have 4 years experience of working as a vet tech! I’ve also worked for a boarding kennel, a groomer, animal control and I also have some experience with training! I’m currently working full time but I’m available all day on Tuesdays for walks or drop-ins. And whenever for pet/house sitting. I would love to some day do week night pack walks with multiple dogs! You can trust that I will let you know of any issues with either your pet or your home. If I’m concerned of any behavioral issues or health issues, even the smallest of things, I will let you know immediately. With my experience in veterinary medicine, I have good judgment of weather a health concern can wait until you’ve returned home or if I need to take the pet to the vet immediately.
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!
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.
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.
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.
“Gabriella was able to help us out last minute and was a lifesaver! She communicated throughout her visits and was an absolute pleasure to work with. Can't wait to book with her again!”

“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!”

The median cost per visit for dog sitting in Winneconne is $20
Dog parents share their Rover experiences - Winneconne
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.

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!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family

1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog sitting - Winneconne
Select a filter and find qualifying sitters offering dog sitting.Sitters in Winneconne average 5 repeat dog sitting clients
FAQs for Drop-In Visits - Winneconne
Frequently asked questions about Rover
The average cost for Dog Sitting in Winneconne on Rover is $32.1 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .
As of August 2026, there are 431 sitters on Rover offering Dog Sitting across Winneconne. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Winneconne stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
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 short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
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:
- 91% 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 calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.










