Dog Sitting Delafield

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

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Over 149
pet parents in Delafield have booked dog sitting

Delafield, 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.

1 / 1
Sitter Profile Image: Ella W.
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Ella W.
from
$20
per visit
5.0 out of 5 stars
3 reviews
10 years of experience
Oconomowoc, WI, 53066

Ella was wonderful !

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Matthew G.
Sitter Profile Image: Sierra S.
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Sierra S.
from
$20
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Waukesha, WI, 53188

Sierra was awesome with Maisel. Great communication and everything was easy. I highly recommend her services.

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Craig E.
Sitter Profile Image: Joey C.
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Joey C.
from
$25
per visit
5.0 out of 5 stars
77 reviews
18 repeat clients
40 years of experience
Hartland, WI, 53029

Joey was wonderful! Our kitten got sick the night before we left and Joey was able to change her plans and give our kitten all of her medications. She was very well taken care of and eased our minds while gone! Highly recommend!

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Abby U.
Sitter Profile Image: Faith B.
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Faith B.
from
$15
per visit
4.8 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
Hartland, WI, 53029

Faith took great care of our cat while we were away! She is good at communicating, reliable, and easy to work with. Thanks again!

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Michael C.
Sitter Profile Image: Cindy S.
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Cindy S.
from
$25
per visit
5.0 out of 5 stars
51 reviews
14 repeat clients
45 years of experience
Oconomowoc, WI, 53066

This is our second time using Cindy...she is amazing! After a 13 hour travel day, it was great coming home to clean litter boxes and our cats that have been very well cared for! You can't put a price on peace of mind, and we won't hesitate to use her again!

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Julie D.
Sitter Profile Image: Meagan W.
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Meagan W.
from
$20
per visit
5.0 out of 5 stars
15 reviews
5 repeat clients
19 years of experience
Pewaukee, WI, 53072

About: Animals have always been a part of my life. I’ve cared for cats since childhood, regularly looked after a spirited but lovable German Shepherd, and spent time around various animals including livestock. Currently, I work at a premium dog kennel and daycare, where I’ve gained valuable experience managing dogs of all breeds, ages, and personalities. What truly sets me apart is my deep rooted love and comfort around animals. I connect with them easily and genuinely enjoy their company more than anything else. Their well-being is always my first priority. My work schedule can vary between 6 a.m. and 7:30 p.m., but pet care still fits naturally into my routine. I work at a dog kennel/daycare, which gives me the unique ability to bring dogs with me if I have a long shift or if they need all-day supervision. Dogs are evaluated for daycare, and if they’re not comfortable around others, they’ll go into private play—where they get one-on-one outdoor time every few hours. The accommodations include beds, water bowls, and even free dog food if needed. I cover the cost myself, so your pet’s comfort and care are always a priority. We also offer baths at my work, which could come in handy for some dog owners. Since I’m unable to bring pets into my home, I offer in-home sitting and care. I believe the best care comes from following the pet owner’s instructions closely—no one knows their pet better than they do. I’m here to provide exactly what they feel is best for their pet’s comfort and routine. Through my work at a professional dog kennel, I’ve gained valuable experience recognizing signs of stress or discomfort in animals. If a pet seems uneasy with me or their environment, I adjust immediately to ensure they feel safe and secure. Additionally, if you're a beginner pet parent with any questions or concerns about caring for your pet, I’m happy to offer guidance and advice to help you feel confident in your role as a pet owner.

Sitter Profile Image: Jack & Jennifer P.
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Jack & Jennifer P.
from
$28
per visit
5.0 out of 5 stars
14 reviews
4 repeat clients
2 years of experience
Delafield, WI, 53018

About: We have lived with multiple animals over the years and had experience taking care of all of them. From dogs, to cats, Chickens and even snakes! I work full time, M-F 5:00am-4:00 pm. My wife works from home every other week, so depending on the week we can host with attention through the day. Otherwise after one of us gets home. We have a fenced yard great for bigger animals. Our home is very animal friendly and we have lots of room for them to explore. We also only ever watch one family friend at a time. Unless they are siblings. This is for our safety and the safety of your family.

Sitter Profile Image: Wendy W.
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Wendy W.
from
$20
per visit
5.0 out of 5 stars
17 reviews
6 repeat clients
12 years of experience
Pewaukee, WI, 53072

About: I have had pets my entire life. At this time, I am petless, so I would love to love on your pets. Family and friends have relied on me to watch, walk, and play with their furry friends. I and my husband are retired so we have a lot of time to spend with your dog and will walk them a few times a day and play with them. They will always have someone with them. I take younger dogs for a morning, afternoon and night walk. I adjust the number of walks and distance if they are older dogs. I also play with them. They can sleep on the bed and furniture.

Sitter Profile Image: Amanda G.
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Amanda G.
from
$17
per visit
1 repeat client
15 years of experience
Waukesha, WI, 53188

About: I’ve taken care of dogs since a young age in my own home and have dog sat for several families as a teenager and adult. I like to play and walk dogs and take care of their needs. I do have experience with puppies. I also have experience with cats, rabbits, Guinea pigs, hamsters, gerbils and fish. I work from home, so I have some flexibility/availability during the morning and afternoon and am free in the evenings. I am also available most weekends. I love getting to know dogs and other pets. I will learn from the owners about their pets and observe their behaviors to see works best for them in our interactions.

Sitter Profile Image: Jenny C.
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Jenny C.
from
$20
per visit
5.0 out of 5 stars
28 reviews
5 repeat clients
33 years of experience
Waukesha, WI, 53189

Jenny and the girls did a great job of taking care of our two cats. They alerted us promptly to an issue with our automatic feeder and provided great updates and photos.

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Alexandra B.
Sitter Profile Image: Jessica P.
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Jessica P.
from
$17
per visit
5.0 out of 5 stars
13 reviews
3 repeat clients
20 years of experience
Pewaukee, WI, 53072

Jessica was amazing!! Our crew loved hanging out with her! She sent pics with every drop in and was very attentive to the group! Would 10/10 recommend her to anyone and we will be booking with her again!

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Kayla M.
Sitter Profile Image: Hailee W.
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Hailee W.
from
$25
per visit
10 years of experience
Waukesha, WI, 53188

About: I have had dogs and helped to care for them for my entire life. Including maintaining proper feeding schedule, walking and exercising dogs, playing with dogs, comforting dogs, etc… I frequently dogsit (including overnight stays) for my nephew puppy (Theo, mini bernedoodle), who is now 11 months old but have been helping with him since we was 2 months old. I will be getting my own mini dachshund puppy in August! :) I currently work full-time as a nanny. However, my schedule will be changing in August, as I will be opening my own coffee shop in September. With my current schedule, I would be available early mornings (before 7/8am usually) or evenings (after 4pm usually). I am wide open on weekends. In August, my schedule will remain the same, though I will also be wide open on Tuesdays and Wednesdays. In September, when the coffee shop opens I will be flexible Saturday-Monday and available after 2:30pm the rest of the week. In your home, I will always follow your established rules for your pet. I am comfortable using harness and leash, overseeing pets in a fenced in area, walking dogs, administering medications, feeding dogs, playing, etc.

Sitter Profile Image: Audrey M.
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Audrey M.
from
$20
per visit
5.0 out of 5 stars
5 reviews
4 repeat clients
15 years of experience
Nashotah, WI, 53058

Audrey was very responsive, supportive, and helpful while we were away for work, taking care of our cats. She would send daily pictures and a give us a report of how the kittens were doing! She was great!

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Rebekah G.
Sitter Profile Image: Zachary & Katie R.
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Zachary & Katie R.
from
$22
per visit
5 years of experience
Hartland, WI, 53029

About: I've had a dog for most of my entire life and had the knowledge to train them on my own. While dogs seem to naturally gravitate toward me, I've felt that good discipline and reward at a young age is the most important thing for a healthy long-term friendship with an animal. I do work full-time, but I am able to make stops in the mornings and again after work as needed. My wife works at home full-time and can assist as needed also. I can be flexible depending on what you want. Right now, however, I prefer to do drop-in visits and walks while not taking your pet full-time.

Sitter Profile Image: adam f.
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adam f.
from
$16
per visit
5.0 out of 5 stars
10 reviews
6 repeat clients
20 years of experience
Oconomowoc, WI, 53066

Adam was wonderful with our cat and took extra care to make sure she was taken care of while we were away.

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Bonnie S.
Sitter Profile Image: Delaney H.
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Delaney H.
from
$20
per visit
18 years of experience
Oconomowoc, WI, 53066

About: Hi! I’m currently in graduate school for social work and am looking to get back into pet sitting and dog walking during my freetime which is something that I have enjoyed in the past. I have experience caring for dogs of different sizes, personalities, and energy levels and understand that each pet has their own routine and needs. Whether it’s going for walks, feeding, playing, or simply keeping your pet company, I’m happy to provide reliable and attentive care. I’d love the opportunity to meet you and your pet!! I work second shift as a clinical coach at a rehabilitation center which gives me availability during the morning, early afternoons, and on many weekends. Your pet’s safety and comfort are my top priorities. I always follow your pet’s normal routine, carefully follow any instructions you provide, and make sure they have plenty of attention, exercise, and affection. I treat every home with respect, keep pets secure at all times, and provide regular updates and photos so you can feel confident they’re happy and well cared for while you’re away

Sitter Profile Image: Susan M.
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Susan M.
from
$30
per visit
5.0 out of 5 stars
2 reviews
4 repeat clients
10 years of experience
Pewaukee, WI, 53072

Susan did an awesome job caring for our 3 "kids". Would highly recommend her to anyone. Will most definitely call her for our next vacation!

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Tammy L.
Sitter Profile Image: Susan D.
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Susan D.
from
$22
per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
30 years of experience
Wales, WI, 53183

Susan has been extremely helpful with helping to care for our dogs. They love her and we appreciate the help, updates and pictures. We will continue to work with her and would definitely recommend her!

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Danyelle K.
Sitter Profile Image: Erin K.
Verified Enhanced Background Check
Erin K.
from
$18
per visit
5.0 out of 5 stars
2 reviews
10 years of experience
North End, Oconomowoc, WI, 53066

About: Growing up I always had animals (dogs, hamsters, a guinea pig, a turtle, a cat, sugar gliders) and can’t imagine my life without animals. I adopted my pup right out of college, I know that sometimes it takes a village raising & caring for pets! I love dogs of all breeds, shapes & sizes ❤️ I have dog &cat sat for family members & love doing so! I’m happiest around animals. I’ve walked, played, fed, bathed, and have given medicine to dogs and am comfortable doing so. I promise to send cute pics of them too! I work very part time in the summers which gives me plenty of availability to stop by and love, play with, and/or walk your pet!! I will ensure your pet has food/water, is left where you’d want them (in a certain room, crate, etc), and any other specifics you need or want before I leave! Growing up around animals and having 2 rescues myself I understand that some animals need extra time to warm up &/or certain things (covered crate, routine, medicine, etc.) to help them feel safe and comfortable. I will work with you and try my best to ensure that your pet has whatever he/she needs to feel safe and comfortable!

Sitter Profile Image: Laura D.
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Laura D.
from
$30
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
15 years of experience
Nashotah, WI, 53058

About: At a young age i was brought to America from russia ; I instantly fell in love with my family pet Toby. She was a black lab mixed with Australian shepherd. I didn't speak english very well but Toby made me feel I was understood and this is where I found my love for animals. Few years later our next door neighbor gave us a cat and she was pregnant. 6 kittens later and out of 6 I managed to convince my parents to keep 4. A year later I found another cat in out country yard and kept her as well. Having 1 dog and 5 cats was a big task but I loved it. I currently have a very needy loving bulldog named merlin who loves all the attention from his mama. Merlins enjoy of life are sitting on his mama's lap and wanting to play as soon as he's had his maybe 3 nap in by 12pm after the well deserved nap merlin is all ready to use his energy on running, jumping, and giving kisses. My cat Ripley was going to be put down since she was at the pet shop for over a year. She wasn't wanted because she wasn't friendly towards everyone. She was as described as she was selective of who she'd come down her shelf for. My family visited her frequently and eventually I decided to adopte her. I offer to watch my apt neighbors dogs and any friends that ask me to watch their animals. I would love to get to meet your pet/s and give them attention when your away untill your return back. I take care of merlin ( English bulldog), Ripley (maine coon), 2 Russian tortoises( 8 yrs I've had them, probably will be passed down to my future husbands kids) , a hamster( had him for 3 yrs now ). I love sharing my attention to all the animals that I have and meet. I look forward to providing the best care for your pet/s while you are busy making money for the Biscuits or take a well deserved break from the every day to day. I currently can not pet sit at my apartment for a long period of time. I have occasionally watched a dog for a weekend but with prior meet/ greet and making sure my dog gets along with your pet/s. Im more then happy to watch your pet/s at your home. I'm comfortable walking your pet/s,feeding, treats, and play time indoors or outdoor. I don't prefer to give medication. If given directions and your pet/s has been on it and no emergency symptoms I can on request give medication. I do have a experience giving baths to kittens to dogs with some guidance of what your preferences are going about it im more then happy to do this service. I'm very flexible with my hours for the most part and with communication I'm glad to help out any way ; while your away from your pet/s.

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

Dog parents share their Rover experiences - Delafield

1 / 1
5.0 out of 5 stars

Mary did a wonderful job with our dog. She communicated well, reliable, and gave lots of love to our dog. We will definitely use her again.

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Sandy R.
Drop-In Visits
5.0 out of 5 stars

We had a wonderful experience with Julei! She was reliable and clearly care for Miss Bailey like her own! She provided notes and pics of her visits which were much appreciated. We came home to a happy, relaxed pup and felt very much at ease while we’re were gone.

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Carol P.
Drop-In Visits
5.0 out of 5 stars

Kim helped me out in a pinch and has been a wonderful introduction to Rover for Scout and I. I would recommend her and hope to rebook her again in the future!

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

Lauren was amazing! Super communicative, sent great updates, and took wonderful care of our pup. We’ll definitely book again!

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Nick S.
Drop-In Visits
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Sitters in Delafield average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Delafield

Frequently asked questions about Rover

The average cost for Dog Sitting in Delafield on Rover is $19.98 per visit (as of July 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 July 2026, there are 2,182 sitters on Rover offering Dog Sitting across Delafield. 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 Delafield 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 Delafield 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 Delafield 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 Delafield. On Rover:

  • 94% of sitters can help with special care needs
  • 97% 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 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.

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