Dog Sitting Port Washington

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

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Over 50
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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: Alex R.
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Alex R.
from
$20
per visit
4.4 out of 5 stars
• 5 reviews
1 repeat client
10 years of experience
Milwaukee, WI, 53218

About: I have owned and watch dogs but also cats. I have a love for animals and I get very excited meeting new ones. It’s the best experience to me. I’m available anytime. I would be able to do last minute set ups. I’m sometimes away from home around 2-4 pm but that’s not often Everyone in the house loves animals, especially dogs. The most love is given like their our own. We get very excited and take them out for long walks. My dog has been around puppies before and he loves to be around other dogs.

Sitter Profile Image: Rebecah & David C.
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Rebecah & David C.
from
$13
per visit
5.0 out of 5 stars
• 33 reviews
18 repeat clients
10 years of experience
Sheboygan, WI, 53083

About: My husband and I have been watching dogs in our home for over 10 years. Our busy lives of work and family have always held us back from owning our own dog. To satisfy our love for dogs we started watching our friends and families dogs and over the years thru word of mouth we have started getting phone calls asking if we would take on more dogs and then joined Rover. We have experience with small to large dogs, dogs with special dietary needs, dogs that need to be able to run, dogs that want to sit on your lap, to dogs that have medical needs. We believe that dogs should be treated as part of the family. We allow them to sit on furniture, sleep in bed etc.. Our jobs have afford us the ability to be able to adjust our schedules to be flexible and have the option to work from home when we have a dog staying with us. This allows us to be home with your dog to ensure they are getting plenty of play time, outside time and lots of attention. It is very rare that your dog will be home alone for a period of time. Our home is your dogs home... we give the dogs full access to the house. We are non smokers and do not have any pets of our own or small children. We walk the dogs twice a day and have an acre of land that dogs are free to roam, run and play -we like to play ball and tug a rope. We do provide a ground stake with a leash for those that like to run "free". We have ability to work from home and have very flexible schedules when needed. Which in turn allows us to very rarely leave your dog home alone We treat the dogs just as if they were our very own pet.. as part of the family. They have free range of the house .. on the furniture and beds.

Sitter Profile Image: Patty W.
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Patty W.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 53 reviews
15 repeat clients
10 years of experience
Sheboygan, WI, 53081

“Absolutely fabulous sitter! Genuinely loves and cares for our furbabies as if they were her own. Ours are super skittish kitties, and she was so patient with them, gently trying to coax them out. Came home and they were all so happy and healthy!”

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Alaina A.
Sitter Profile Image: Erin N.
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Erin N.
from
$22
per visit
5.0 out of 5 stars
• 28 reviews
2 repeat clients
3 years of experience
Wauwatosa, WI, 53226

About: I have grown up with pets all my life and love both dogs and cats. We currently have a 3 year old dog and a senior cat that we love. We have a big fenced in backyard and our dog loves to play with others! I am a registered nurse so I have a more flexible schedule to sit for pets every week. My husband is also very flexible in his schedule, so between the two of us we always make sure your pets will be well cared for! We have a large fenced in backyard and our pup loves to play. We also have a cat that is comfortable with other dogs. I have no problem coming into clients homes to care for both cats and dogs.

Sitter Profile Image: Paige S.
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Paige S.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
3 repeat clients
8 years of experience
Bay View, Milwaukee, WI, 53207

“Paige took great care of our Buddy Boy while we were gone! We loved getting the detailed updates and multiple photos - you could tell he was well taken care of by his demeanor when we got back :) Thank you, Paige!!”

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Jillian G.
Sitter Profile Image: Benjamin M.
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Benjamin M.
from
$30
per visit
7 years of experience
Yankee Hill, Milwaukee, WI, 53202

About: Ive raised my dog since a puppy and absolutely love dogs! Had multiple pets throughout my life and have experience with multiple types of breeds I have an active lifestyle and would love to plan to get your dog out! I have a full time job but can easily work around it! I have a dog of my own that I walk everyday. I have multiple parks and dog parks near my home. I’m experienced and comfortable crating dogs, walking them or any other service thats needed

Sitter Profile Image: Olivia C.
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Olivia C.
from
$19
per visit
10 years of experience
Milwaukee, WI, 53233

About: I have raised and cared for many animals throughout my lifetime ranging from dogs, cats, kittens, cows, raccoons, guinea pigs, bunnies, and fish! There is no animal too big, small, or sassy for me! I love them all! I have experience with bottle fed, new born animals, pets with different feeding patterns in the same house, delivering medicine to pets (including via syringe), outdoor supervision, and caring for temperamental animals. My own dogs are a pitbull and Doberman respectively, so I know firsthand that a breed or size does not define an animal! I am here to provide exceptional care to your fur babies regardless of shape, size, age, or attitude! I attend law school at Marquette in Milwaukee and live in Oconomowoc, but would almost always be available for morning, afternoon, and evening care! If planned a few days in advance, I can accommodate most needs! I believe in following instructions carefully, especially when it comes to animals. While I strive to create a relationship with the animals I care for, my main priority is to listen to the advice and instructions of the pet parents to ensure I am prepared and aware of their pet’s unique characteristics and needs. Nobody knows an animal like their owner, and I am dedicated to doing as told when it comes to animals—especially considering the trust the owners have in me!

Sitter Profile Image: Cheyenne F.
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Cheyenne F.
from
$28
per visit
4.6 out of 5 stars
• 5 reviews
1 repeat client
10 years of experience
Waukesha, WI, 53188

About: I have 10+ years of hands-on experience caring for dogs & cats of all ages and personalities. I have also worked in pet care roles and fostered animals, including those who are shy, anxious or have special needs. I am patient, gentle and attentive and I take the time to understand each pet's unique needs and routine. Pet care fits naturally into my routine! I work Monday through Friday from 7:30 AM–4:00 PM in an office, so I plan my schedule around providing reliable, attentive care for the pets I look after. I’m available for pet care outside of my work hours, including early mornings, evenings, and weekends. I understand how important consistency and communication are, and I always do my best to accommodate each pet’s needs and maintain their routine. My goal is to make sure every pet feels comfortable, safe, and loved while their owners are away! In my home, pets are cared for in a calm, clean, and comfortable environment. I follow their normal routines as closely as possible, including feeding schedules, potty breaks, playtime, and rest. I provide plenty of attention, enrichment, and safe, supervised time, and I’m mindful of giving pets their own space when needed—especially those who are shy or adjusting. In your home, I focus on maintaining consistency and following your instructions closely, including feeding, medication, walks, litter care, crate routines, and playtime. I treat your home with respect, keep things tidy, and provide regular updates so you always know how your pet is doing. My goal in any setting is to ensure your pet feels safe, comfortable, and well cared for.

Sitter Profile Image: Julie K.
Verified Background Check
Julie K.
from
$40
per visit
4.9 out of 5 stars
• 77 reviews
21 repeat clients
35 years of experience
Mount Pleasant, WI, 53406

About: I'm Julie (Jules), a graphic designer and creative director. I own a design and branding company in the Chicago/Milwaukee area that services clients locally, nationally and globally. I love all creative pursuits, including writing music for piano and singing. I've always loved all dogs, especially larger breeds (though the smaller pups are super cute and sweet and steal my heart equally!). My pup, Bella, a black lab mix, was a very kind, sweet and gentle dog. She passed in 2016 at age 14, having had a very nice life. I would love to help other fur babies who need caregiving while their humans are away or need a daily walk or check-in. I'm at home working during the week and have access to a wonderful backyard, an amazing neighborhood, and parks nearby. I love all outdoor activities, especially hiking and swimming. Would love to take your pups to the beach or on any sized walk they desire!! :) I offer these services because I love dogs, not to make a living. It's a great win/win to have a sweet fur baby around from time to time. Yes, it's nice to have some extra cash to work on the house, but my primary career more than covers my income needs. I share this info so you can be sure no other dogs will share your pup's time with me.* I keep to a strict policy of one-on-one care and up to two dogs from the same family... if you have more than two, please reach out, and I may be able to make exceptions. My rates reflect this customized care and focus for your sweet puppers! *In mid-2024, I started pairing up dogs that requested having another pup present from a different family. Please let me know if you are open to having a playmate for your pup. If you prefer no other dogs in the home while yours is here with me, I strictly adhere to your preferences and take this quite seriously. I specialize in customized care for dogs with behavioral issues such as not getting along with other dogs. Since my dog passed in 2016, I have been able to devote all my time to your pup when they're in my care. They will be carefully cared for and pampered, with every need catered to. The only thing I won't abide is a pup who isn't house-trained. If your dog/pup has never been left with a sitter before and you'd like to ensure they're a great house guest, I do suggest booking a 1-2 night stay much in advance of your trip so we can see if your pup has any specific issues to call out, and if I'm a good fit for them/you. I have found this to be of great benefit to you and me! I charge a cleaning fee IF your pup has "surprise" issues with incontinence, as this behavior can happen; however, I don't take on dogs with this issue unless we have a solution, like a doggy diaper or pee pads (for puppies). Severe separation anxiety can also be challenging, as my own pup had this issue. If there are situations such as this, I ask that you bring a crate, and the pup must be trained and be OK to be in their crate as needed. If no issues like these exist, they need to have their own bed or spot where they like to sleep. I don't allow dogs to sleep upstairs with me. Snuggling up on the sofa with a couple of pups is one of my favorite things to do. I know most dogs like a comfy bed. As noted above, please bring a fresh bed for your pet, either a cleaned dog bed from home or a new one. I have blankets for the floor and a lovely sofa that I cover with a blanket for the occasional daytime snooze. If you have an elderly dog, I know just what to do to provide the best care. As my dog Bella aged, I learned how to adapt every year. Listening to your dog and providing the best care is my priority. I realized that leaving an ailing or elderly pup in another person's care can be stressful. I would treat your dog like my own and hope to put your mind at rest. I welcome all questions as part of our meet + greet. I only sit for dogs I know or can meet during our meet + greet (unless out-of-town circumstances or timing prevail). I can sit at the last minute only for pups I've sat for previously or know well. If you are traveling from out of town and cannot sync up for a meet + greet, please reach out to discuss your situation. As far as breeds go, I have experience with an extensive range of breeds—larger breeds with special needs like an elevated dog water/food bowl due to how they process food or other breeds that are great with humans and not so wonderful with other dog breeds. I've had great results with training. I have experience with smaller breeds as well. As mentioned, I only sit for house-trained and well-behaved dogs in the home. I book up early... sometimes six months before a planned trip. Please plan ahead to secure your desired dates. I look forward to meeting your amazing pups soon!! Jules I'm home most of the time. I work days and some evenings but make my own schedule. I'm available as needed for all types of customized care. I have a lovely yard for dog play. I would love the same situation if I were dog-sitting in your home. My home is also in a very safe Hales Corners neighborhood. It has a low volume of car traffic and is very quiet.

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The median cost per visit for dog sitting in Port Washington is $20

Dog parents share their Rover experiences - Port Washington

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5.0 out of 5 stars

Kayla was amazing! She was right on time and did such a good job with my high energy pup! I will definitely be using her in the future-thanks Kayla!

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Emma B.
Drop-In Visits
5.0 out of 5 stars

Anna was wonderful! She is reliable and communicative and did a wonderful job caring for our pup while we were away. I would highly recommend her :)

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Amanda G.
Drop-In Visits
5.0 out of 5 stars

Elisabeth was professional and kind to our puppy. Went out of her way to come meet us and him before coming over the next day to give him a much needed break whilst we were leaving. She was kind and caring to our high energy pup and I am eternally grateful for the care she provided.

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Alec L.
Drop-In Visits
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How to book dog sitting

  1. 1. Search

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Popular requests for dog sitting - Port Washington

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Sitters in Port Washington average 6
repeat dog sitting clients

FAQs for Dog Sitting - Port Washington

Frequently asked questions about Rover

The average cost of Dog Sitting in Port Washington is $22 per visit as of October 2026. Most bookings cost between $16 and $33 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 1,737 sitters on Rover offering Dog Sitting across Port Washington. 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 Port Washington 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 Port Washington 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 Port Washington. On Rover:

  • 88% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 95% 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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