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: Jessica R.
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Jessica R.
from
$20
per visit
5.0 out of 5 stars
• 13 reviews
1 repeat client
16 years of experience
Alverno, Milwaukee, WI, 53220

About: My unconditional love for all animals. Every cat or dog that I meet I treat and cherish as if they were my own fur baby. I do work a full time job, 8-4 Mon-Fri. However, I am looking to use some of my free time taking care of your fur baby! I do my best to maintain whatever routine you have with your fur baby. I am willing to go the extra mile to make your pup feel safe and comfortable while you are away.

Sitter Profile Image: Maxwell W.
Verified Enhanced Background Check
Maxwell W.
from
$20
per visit
5 years of experience
West Allis, WI, 53214

About: I’ve grown up caring for cats and dogs and have always enjoyed spending time with animals. I have an active dog of my own who loves going on long walks, so I’m very comfortable keeping energetic dogs active and entertained. As a high-level athlete, I’m active myself and genuinely enjoy being outdoors, whether that’s walking, playing, or simply spending time with a pet. I’ve also helped neighbors care for their animals while they were away. Right now I’m training in Milwaukee and have practice at 3:30 so I can take care of your pet during the day but also after practice if needed. Would be preferred if I did at the clients house but I live in a apartment right now they have a dog park and sorts.

Sitter Profile Image: Alex M.
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Alex M.
from
$30
per visit
4.6 out of 5 stars
• 83 reviews
19 repeat clients
10 years of experience
Cudahy, WI, 53110

“Alex M. is our first Rover dog care provider in the Madison area. We moved from Indiana this past summer and were users of Rover for several years. Alex visited us twice before the day of her actual care. This was at our request because our dog has several personality quirks. She was professional and confident in approaching our dog and followed our suggested guidelines. Her second visit was without our presence and she made several suggestions based on her solo visit. We made the changes and the day of her multiple visits went well for our dog and for Alex. We highly recommend her to care for your dog!”

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Susie P.
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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

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
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

While we have been a satisfied Rover customer for a couple of years, Faith is truly exceptional! Not only is she professional, courteous, accommodating, and flexible, she clearly is intuitive, kind, gentle and attentive when it comes to the care of our pet. As a result, our pet remained content throughout our absence and in good spirits upon our return.

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Sheri F.
Drop-In Visits
5.0 out of 5 stars

I am so grateful I found Faith to take care of my doggies! She is super organized, responsible, and trustworthy, proving solid communication and photos of the visit. Plus!!!! She is great with my dogs and they were happy and well taken care of!! I highly recommend her!

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Jennifer P.
Drop-In Visits
1 / 1
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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.

How to book dog sitting

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog sitting - Williams Bay

Select a filter and find qualifying sitters offering dog sitting.

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 is $22 per visit as of October 2026. Most bookings cost between $18 and $28 per visit. On Rover, 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 1,090 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 .

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 , 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 .

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:

  • 91% of sitters can help with special care needs
  • 95% 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 , 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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