Dog Sitting Williams Bay

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

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Over 81
pet parents in Williams Bay have booked dog sitting

Williams Bay, 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 H.
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Olivia H.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
• 10 reviews
6 repeat clients
24 years of experience
Harvard, IL, 60033

“Olivia was absolutely wonderful while we were away! She dropped in twice to let our dogs out, feed them, and make sure they were well cared for. She treated our home with so much respect and care, truly like it was her own. One of our favorite parts was all the beautiful pictures she took of the dogs while we were gone, it gave us so much peace of mind and made us smile seeing how happy and comfortable they were. You can really tell she genuinely cares about animals.”

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Michael C.
Sitter Profile Image: Emily D.
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Emily D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 94 reviews
38 repeat clients
11 years of experience
Capitol, Burlington, WI, 53105

“Emily did a great job with watching our three kitties! We were gone for 10 days and she did drop in visits to clean their litter boxes, to give fresh food and water, and she also provided attention and love to each one of them! We appreciated the pictures from each visit too! We have one cat that really likes to hide and she made sure to find him at each visit. Emily has wonderful communication and was very reliable!! We will hire her again in the future to take care of our three kitties! Thank you!!!”

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Melinda P.
Sitter Profile Image: Hannah B.
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Hannah B.
from
$20
per visit
5.0 out of 5 stars
• 15 reviews
3 repeat clients
15 years of experience
Delavan, WI, 53115

About: Grew up around dogs and cats (and some farm animals) but currently living in an apartment that doesn’t allow them! Need my fix of pet love! I am a teacher so I am available more in the summer. During the school year I am available before 7 am and after 3 pm. Available most weekends. Although I can’t keep your pet(s) at my home, I’m happy to visit yours and/or do any other house sitting needs! Former babysitter, dog sitter, and house sitter.

Sitter Profile Image: Makinzi K.
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Makinzi K.
from
$13
per visit
5.0 out of 5 stars
• 2 reviews
15 years of experience
Burlington, WI, 53105

“Amazing sitter to my cats, would highly recommend!”

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Kristin O.
Sitter Profile Image: Brianne M.
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Brianne M.
from
$31
per visit
5.0 out of 5 stars
• 8 reviews
1 repeat client
15 years of experience
Lake Geneva, WI, 53147

About: I have almost a lifetime of experience with animals of all ages. Im patient with high energy puppies and calming to older and wiser animals. I love to bond with dogs over long walks and play sessions. I love spending time outdoors and with the company of a dog, the time becomes even more meaningful. Caring and visiting pets had always been a huge mood booster for me. When I am spending time with your pets we will be playing, taking walks or cuddling as much as possible. I will take the time to understand the needs your pet might be communicating.

Sitter Profile Image: Casie C.
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Casie C.
from
$25
per visit
5.0 out of 5 stars
• 7 reviews
8 years of experience
Delavan, WI, 53115

About: I’ve been around dogs forever now! I’ve had all kinds of experiences with all different breeds. I can’t wait to love your pet almost as much as you do! I’m currently working from home and would love to have an excuse to get out of the house a little more often. I also love taking walks! I have a fenced yard and cameras set up around my house. I also have a security system in my house for doors being left open and so forth.

Sitter Profile Image: Linda S.
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Linda S.
from
$30
per visit
5.0 out of 5 stars
• 1 review
15 years of experience
Lake Geneva, WI, 53147

About: I was born and raised in Chicago, Illinois and always dreamed about a career working with animals. (As a young adult, I was always that teenager who rescued stray animals and brought them home to our family until their forever home was found) I was very fortunate to have been an Owner/General Manager of a National Pet-Sitting and Dog Walking Franchise in Illinois for over seven years. Whether you are working long hours, traveling or just enjoying the great outdoors, I have a range of services that can be customized to meet your needs, including daily pet visits, private dog walks, pet taxi, overnight sitting, and more….. A FREE in-home consultation permits clients, pets and sitter to get acquainted and address each pets unique needs. You can request information on line to learn more about my services. Schedule a free, in-home consultation today and enjoy the peace of mind that comes knowing your pets receive the loving attention they deserve. I look forward to taking care of your “FUR-EVER” friend!! My schedule is flexible and can accommodate your pet sitting needs, whether it is early morning and evening visits for your furry kids. Thank you! At this time, I do not offer pet care in my home. I would treat your home and pets like they are my very own!

Sitter Profile Image: Michelle A.
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Michelle A.
from
$23
per visit
4.7 out of 5 stars
• 23 reviews
4 repeat clients
40 years of experience
Harvard, IL, 60033

“First time booking wirh Michelle. She lives in the same town, has all kinds of pets & loves cats. We scheduled a meet & greet to learn what the pets needed. I appreciated that very much. Michelle took fed & watered & took photos of my outdoor cats and also tried to have cuddle, offer affection & pet them time as booked, but cats werent used to her. I thanked her for trying. Good experience and very reliable.”

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Nikki & Mark D.
Sitter Profile Image: Noah M.
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Noah M.
from
$23
per visit
10 years of experience
Lake Geneva, WI, 53191

About: I've had dogs since I was little. Love pets. I go for walks daily so a furry friends to assist me in these walks in ideal! Growing up we had two dogs since puppies and rescued an older dog! I am a natural care taker who loves animals! I am a teacher during the year so I am available all summer! Morning, afternoons, evenings! Weekend can get busier, but I am a flexible go with the flow person! Letting dogs out, watching them in the yard, leasing them up, taking them on walks, making sure they are fed and hydrated, occasional treats, all up my alley.

Sitter Profile Image: Yahayra M.
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Yahayra M.
from
$30
per visit
5.0 out of 5 stars
• 8 reviews
1 repeat client
8 years of experience
Elkhorn, WI, 53121

“Wonderful sitter with great communication skills!”

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Paula K.
Sitter Profile Image: Susana C.
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Susana C.
from
$20
per visit
5.0 out of 5 stars
• 33 reviews
8 repeat clients
15 years of experience
Eagle, WI, 53119

“Susana followed my Kitten Leo s food instructions well. Played with Leo each visit and cleaned up after him. Thank you Susana! You did a great job!!”

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Susan S.
Sitter Profile Image: Chloe J.
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Chloe J.
from
$15
per visit
5 years of experience
Elkhorn, WI, 53121

About: I’ve taken care of anywhere from dogs, cats, ferrets, guinea pigs, chickens of all ages throughout my whole life. I have a passion for making sure animals are happy and well taken care of with a calm demeanor. I am available Monday-Friday during work hours and may have some flexibility outside that as well. Saturdays and Sundays some availability depending on the weekend or need. In other clients homes I will make sure to learn every space to become familiar with where the animal(s) are most comfortable. I will also utilize leashes and/or any other equipment necessary.

Sitter Profile Image: Will H.
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Will H.
from
$20
per visit
15 years of experience
Twin Lakes, WI, 53181

About: I've taken care of pets from as earliest as birth and into their elderly years, since I was 8. My family would occasionally breed our American Akitas. I've trained them, bathed them, cleaned up after them, and administered medications. They are a ton of work, but always worth the effort when we saw them finally meet their forever homes. I am available for whatever service you need, except for boarding, most days of the week except Thursdays after 2 pm, Fridays, and Saturdays before 2 pm. I am unable to care for your pet at my residence. We have 5 dogs here currently and I wouldn't want to overwhelm your pet with so many new faces. I am more than willing to be as accommodating as needed to care for them in your home, walking them, or simply letting out for a potty break.

Sitter Profile Image: Jordan C.
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Jordan C.
from
$30
per visit
14 years of experience
Lake Geneva, WI, 53147

About: I’ve grown up with dogs, and even bought a dog of my own 3 years ago and he’s the best ever! He’s super friendly with other dogs and plays well with others. I usually take him on walks mornings, midday, and evening time and in the summer I only give him a walk in the evening because he’s a Husky and it gets too hot for him during the day. Evenings are best time for him. I try to take him to the dog park at least a couple times a week, so you can count on your pup having some one on one time with another pup and having LOTS of fun. I have walked dogs for family/family friends since I was 14. I’ve dog sat too and fed and bathe them. I am a stay at home mother of two beautiful children (3yrs, and 8months) and I take them along on walks too. They love dogs! I am available during the week at any time! I have 1 male Siberian Husky, he’s 3yrs old. He’s fixed and is up to date on all his shots, he’s also super friendly and plays well with any type of dog and any size.

Sitter Profile Image: Declan G.
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Declan G.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 55 reviews
22 repeat clients
10 years of experience
Antioch, IL, 60002

“Declan is an extremely friendly and reliable sitter! He's great with our new kittens and has been very gracious working with us on short notice with our relatively erratic schedule. Would recommend to anyone in need of a sitter!”

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Matthew N.
Sitter Profile Image: Melissa A.
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Melissa A.
from
$15
per visit
10 years of experience
Wonder Lake, IL, 60097

About: I've grown up with dogs and cats. Growing up, my family had Dalmatians, which probably began my love for large dogs. I currently have two rescue, pitty-mixes. I love the playful energy and am understanding that different dogs have different needs. My dog, Bear, is always getting into something, so I've become pretty good with first-aid! I am a very organized person and have dealt with medications given at particular times. I'd rather be overly cautious than not cautious enough! I have a senior cat that I rescued in 2010. She runs the house and that's ok by me! I love snuggling with dogs and cats alike and giving them all the attention. My education background is a Masters in Secondary Education, with a concentration in Biology, and a bachelor's degree in psychology. I'm totally OK with spending the night with your pets if needed. My husband can watch our crazy boys and cat :) I used to teach middle school science when I lived in Maryland but now I'm a stay-at-home mom in Illinois! Just let me know when you are needed and I'll make it work! I am a very organized, clean and tidy person. I totally understand how much we love our fur babies and will treat them like I'd treat my own. Again, I'd rather be overly cautious than not enough! Our babies can't voice for themselves so it is important to always advocate for them and do what is in their best interest!

Sitter Profile Image: Devin R.
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Devin R.
from
$17
per visit
5.0 out of 5 stars
• 14 reviews
2 repeat clients
10 years of experience
Antioch, IL, 60002

“Very reliable and punctual sitter. She took very good care of our pups while we were away and gave them lots of extra love and attention. I would highly recommend her”

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Pamela M.
Sitter Profile Image: Ava B.
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Ava B.
from
$40
per visit
5.0 out of 5 stars
• 2 reviews
18 years of experience
Elkhorn, WI, 53121

About: I have experience with almost every kind of pet. I have taken care of farm animals, reptiles, birds, dogs, etc. I have experience with bottle feeding & medications if your pet needs either of those ! I love taking care of things I really enjoy. I enjoy tending to gardens, taking care of plants and my cats. Caring for your pet will be just like I’m caring for mine! ( with your pets different needs of course) I’m a very reliable person. You can trust that your babies are safe with me. If I come to your home I can assure you I’m very respectful and if your pet comes to mine it is family for the time it’s here !

Sitter Profile Image: Christine M.
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Christine M.
from
$25
per visit
5.0 out of 5 stars
• 30 reviews
5 repeat clients
30 years of experience
Wonder Lake, IL, 60097

“Chris came to our rescue with little notice, as we had a family event enter our lives, and I can’t thank Chris enough. Our introductory meeting with Tricksy, our Shar Pei, went very smoothly as Chris was confident and open around her. She also listened carefully to Tricksy’s personal habits and idiosyncrasies. Wee felt positive about having the drop-on visits and Chris kept us well informed with messages and photos. Can’t thank her enough for helping us through this time of grieving for my family.”

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Kate T.
Sitter Profile Image: Mary S.
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Mary S.
from
$35
per visit
40 years of experience
Harvard, IL, 60033

About: I live on a small farm in Harvard we have horses , 2 dogs , 1 cat and a flock of chickens . I’m comfortable with all animals !! Oh ….. except for snakes :) I’m retired so I have plenty of time . Love spending time with all my animals and catering to their needs . My husband is semi retired so my availability is huge . My dogs are always supervised when outside exploring our 15 acres . They love outside time !!! They also of course enjoy their couch time .

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The median cost per visit for dog sitting in Williams Bay is $20

Dog parents share their Rover experiences - Williams Bay

1 / 1
5.0 out of 5 stars

I know my girls are in good hands with Andy. Andy is dependable and my girls loved with every visit.

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Joanne K.
Drop-In Visits
5.0 out of 5 stars

Our dogs were happy that they got to go on walks and belly rubs! Faith visited twice during the day and even adjusted the schedule the day of our visits. Thank you!

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Lori G.
Drop-In Visits
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Sitters in Williams Bay average 5
repeat dog sitting clients

FAQs for Dog Sitting - Williams Bay

Frequently asked questions about Rover

The average cost of Dog Sitting in Williams Bay on Rover is $22 per visit as of October 2026. Most bookings cost between $18 and $28 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 1,105 sitters on Rover offering Dog Sitting across Williams Bay. 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 Williams Bay 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 Williams Bay 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 Williams Bay. On Rover:

  • 94% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 96% 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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