Dog Sitting in Whitefish Bay

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

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Top rated Whitefish Bay dog sitters

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: Margaret V.
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Margaret V.
from
$15
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
8 years of experience
Whitefish Bay, WI, 53217

About: I’ve been pet sitting for many years for family and friends - young dogs, senior dogs, and cats all included! My senior dog recently passed away and I am looking forward to spending time with animals again. I recently graduated college and moved back home so I am currently working part time as a nanny as I figure out what I want to do with my life. I have lots of extra time and love to go on walks! I will care for pets in your home as I am living at home with my parents right now. I want to be respectful of whatever you/your animal needs. Depending on the day I am needed I won’t be able to stay with the animal all day but usually the longest I ever need to step out to nanny is 4-5 hours.

Sitter Profile Image: Travis H.
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Travis H.
from
$25
per visit
5.0 out of 5 stars
345 reviews
107 repeat clients
35 years of experience
Riverwest, Milwaukee, WI, 53212

Travis was awesome and did a great job taking care of my girl Patches while I was away for a few days. Always made sure to take good pictures and kept me in the loop with what was going on. He took my request on short notice and exceeded all of my expectations. Will be sure to check with him again! Thank you Travis!!

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Benjamin C.
Sitter Profile Image: Nevaeh T.
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Nevaeh T.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
26 reviews
6 repeat clients
6 years of experience
Milwaukee, WI, 53211

Nevaeh was awesome! She sent us text updates including pictures/videos the whole time giving us peace of mind. Our dog Mallie loved her! Would definitely recommend!

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Cheyenne D.
Sitter Profile Image: Jessica B.
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Jessica B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
16 reviews
9 repeat clients
16 years of experience
Borchert Field, Milwaukee, WI, 53206

About: PREMIUM SERVICE: Recurring Daily Walks & Park Excursions I am currently accepting new recurring weekday clients for consistent, daily walks. I specialize in providing reliable, high-energy exercise for your dogs, including pack walks for multiple pets. Whether you need a standard walk or a dedicated 1/2 hour to 2-hour off-leash trip to local fully-fenced parks like Roverwest or Estabrook, I ensure your pups get the focus they need while you are away. This includes pick-up, drop-off, active playtime, and fresh water breaks—message me for custom booking rates. I have hands-on experience caring for dogs of all sizes, ages, and energy levels. I am fully comfortable managing multiple dogs at once, maintaining your exact routines, and ensuring each dog feels safe, exercised, and cared for. My approach prioritizes calm, structured movement, positive reinforcement, and clear communication with pet parents. I am highly experienced with strict feeding schedules, administering medication, building leash manners, and providing constant companionship. With your permission, my friendly Cavalier King Charles Spaniel, Bob, can join our outings to provide extra socialization and companionship, which is especially helpful for dogs with anxiety. Your dog’s comfort and individualized care are my top priorities. Please bring your pup with a secure harness instead of a collar for all outings; harnesses are significantly safer, more comfortable, and help keep your furry friend protected at all times. My daily routine balances client care with my own dog's needs. I schedule every morning, midday, and evening walks, ensuring every dog receives attention, exercise, and socialization while my small, friendly pup joins safely when appropriate. I provide attentive, loving care for pets in my home including feeding, walks, playtime, and safe socialization. My small, friendly dog can join walks for companionship and comfort with owner's permission.

Sitter Profile Image: Allison Z.
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Allison Z.
from
$14
per visit
1 repeat client
25 years of experience
Glendale, WI, 53217

About: I have watched friends and neighbor's pets for years and decided to sign up with Rover. I love all animals. I have 1 dog and 1 cat, and they are family. I will walk, love and play with all pets staying with me and follow instructions given by their owners. I can watch puppies that are really like toddlers or older wiser members of your families. I am comfortable giving medications if needed. Most will sleep on my bed and yes, they are allowed on my furniture, but they are welcome to sleep or nap wherever they would like. I want you to go on vacation knowing they are happy and having a vacation of their own. I have a morning routine which includes a long walk, depending on temperature, playing in the yard with my dog and another walk usually late afternoon. Walks include walks around my neighborhood and also at parks. While your dog is in my care, I will not be going to any dog parks with them. I will have our dogs meet prior to accepting a job. They can play in my yard and once we are both comfortable with their meeting, we can schedule a time for drop off or pick up. While in my home they will be treated with love and respect. Walks and playtime throughout the day. They are allowed to sleep or hang out wherever they would like.

Sitter Profile Image: Acacia L.
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Acacia L.
from
$14
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
7 years of experience
Milwaukee, WI, 53212

About: I have had experience caring for many different kinds of animals throughout my life, such as dogs, horses, guinea pigs, and fish. I am comfortable and confident with walking, feeding, bathing, etc. I am a full-time grad student, and I also work a part-time job. My schedule is a little different each weekday, sometimes with breaks in the middle of the day. I am available all day, every other weekend. I do not currently care for any pets in my home. I am not currently accepting jobs that require a pet to stay in my home.

Sitter Profile Image: Anna D.
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Anna D.
from
$16
per visit
3 years of experience
Harambee, Shorewood, WI, 53211

About: Grew up with big dogs (a Great Dane was my first pet!) but have since had every size & shape in-between; worked for a small pet-sitting & dogwalking business prior to moving for college, and currently my husband & I have 2 cats at home so I have experience w/both <3 I'm currently in school fulltime online and have just finished an apprenticeship, and in the past, dogwalking was such a fulfilling way for me to be around animals I love while also staying active throughout the day, so this is a natural return to that for me ~ I can work in walks and drop-by visits into my school schedule while also accommodating the barista position I work part-time on weekends. I previously worked for a small business doing pet-sitting and dog-walking completely in client's homes, working independently throughout the day, and am very familiar with the bond of trust it requires! As a pet owner myself, my main goal is to make sure both you & your pet(s) feel comfortable and happy, and I believe communication is key.

Sitter Profile Image: Megan K.
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Megan K.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
25 reviews
6 repeat clients
22 years of experience
Shorewood, WI, 53211

About: I am a 29-year-old from Minnesota. I went to the University of Wisconsin, and am currently a Registered Nurse! I grew up with a black standard poodle from ages 3-19, and an apricot standard poodle from ages 19-27. I now have my own golden doodle named Sonny. I love playing, walking, and just hanging out with dogs as often as possible; they always brighten my day. I am willing to cuddle, play fetch, or give your dog(s) treats as often as they would like. I promise to respect your pet(s) and home and do a great job. I love dogs of all kinds and am always excited to meet new puppy pals! I look forward to meeting you and helping you take care of your furry family member. I work a typical Monday to Friday, 8-5 job. It is remote, so I am typically working from home, although I occasionally have to travel outside of the state for work. If your dog is with me you can be assured their needs will be met! I will make sure they are respected and given the proper attention they need. :)

Sitter Profile Image: Noelle W.
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Noelle W.
from
$20
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Shorewood, WI, 53211

Noelle was great! Very communicative and trustworthy. The dogs loved her and we felt totally confident she was taking good care of them!

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Josh D.
Sitter Profile Image: Laura R.
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Laura R.
from
$26
per visit
5.0 out of 5 stars
7 reviews
20 years of experience
Shorewood, WI, 53211

About: 20+ years experience caring for dogs and cats of all sizes, ages, and breeds! Professional, punctual, caring, and fun! My services are especially catered to meet your pets needs. Experienced with administering medications and older aged animals as well. Daily pics and report will be provided to owners each day you are away! Enrichment, toys, and treats are supplied. I look forward to working with your furbabies! I'm currently doing this full-time time so I will have plenty of time to play with your pups! I'm also available weekends and holidays. 🐶❤️ I have no kids or pets. Your pet will be pampered and treated as one of my very own! As well as receiving 1:1 attention and lots of TLC. Dogs are allowed on the furniture and bed. Snuggles are welcome.

Sitter Profile Image: Lisa R.
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Lisa R.
from
$13
per visit
5.0 out of 5 stars
50 reviews
19 repeat clients
45 years of experience
Fox Point, WI, 53217

Lisa was outstanding with our doggies! Great communication with us and paid close attention to the little details that made them feel comfortable. Would highly recommend her!

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Mary F.
Sitter Profile Image: Auria R.
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Auria R.
Star Sitter
from
$45
per visit
5.0 out of 5 stars
159 reviews
69 repeat clients
40 years of experience
Glendale, WI, 53209

Auria was a competent, caring, and thoughtful dog sitter. She sent us numerous pictures and detailed updates as to how Lily was doing. I would highly recommend her and have already booked another stay! We truly felt as though Lily was in excellent hands.

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Maryanne M.
Sitter Profile Image: Genesis A.
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Genesis A.
from
$25
per visit
5.0 out of 5 stars
10 reviews
5 repeat clients
10 years of experience
Thurston Woods, Milwaukee, WI, 53209

An excellent sitter!

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Andrea L.
Sitter Profile Image: Evelyn E.
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Evelyn E.
from
$20
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Milwaukee, WI, 53211

About: I grew up with two cats and two dogs, so I’ve been around pets for most of my life! I got my own dog five years ago, and I have been taking care of her ever since. I love any and all types of pets, and I have am flexible with times and can accommodate mamy different schedules. Along with taking care of my own dog, I am available throughout the day to stop in and check on/walk dogs. I am also available any day to stay over as a sitter. My one and only priority would be taking care of your pet. I would never be intrusive or inappropriate in your home. I would treat it with the respect I would want from a sitter.

Sitter Profile Image: Terris R.
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Terris R.
from
$15
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
3 years of experience
Downer Woods, Milwaukee, WI, 53211

Terris was an excellent communicator and the dogs loved her. We will definitely use her again

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Jim O.
Sitter Profile Image: Anna S.
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Anna S.
from
$20
per visit
5.0 out of 5 stars
31 reviews
9 repeat clients
12 years of experience
Fenway-Kenmore, Fox Point, WI, 53217

Anna was wonderful - she took plenty of photos of our cat, gave great updates, and even stayed with our pet while she studied. She left everything in perfect shape. I really appreciate her!

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Kaci C.
Sitter Profile Image: Hanna C.
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Hanna C.
from
$15
per visit
4.9 out of 5 stars
44 reviews
5 repeat clients
10 years of experience
Riverwest, Milwaukee, WI, 53212

Hanna did a wonderful job taking care of my two cats while I was away on vacation! She was prompt, communicated very well, and sent lots of photos. I would highly recommend her to anyone looking for a pet sitter!

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Aisling N.
Sitter Profile Image: Cynthia E.
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Cynthia E.
from
$20
per visit
5.0 out of 5 stars
14 reviews
6 repeat clients
40 years of experience
Fox Point, WI, 53217

Cynthia is doing great with my reactive dog!! Thank you.

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Peggy K.
Sitter Profile Image: Alyssa D.
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Alyssa D.
from
$14
per visit
4 years of experience
Williamsburg, Milwaukee, WI, 53212

About: I love all animals. I trained my dog myself and I'm very responsible with animals. I know what to do to ensure things are safe for your loved pet. I go to school Monday to Friday, Fridays I'm available beginning at 4:00 pm and until 9:00 pm. Saturdays and Sundays I am available between 11:00 am and 9:00 pm. I can be available earlier on Saturdays and Sundays if needed. I would care for your dogs like they are my own pets. I would be sure to take them out based on their walk and bathroom schedule. I would feed them is needed during the time I have them. I love to cuddle dogs and help make sure they feel comfortable in whatever environment they are in.

Sitter Profile Image: Carole C.
Verified Background Check
Carole C.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
184 reviews
39 repeat clients
23 years of experience
Murray Hill, Milwaukee, WI, 53211

Very responsive and attentive. I booked them last minute for an evening visit and they responded right away! They gave lots of picture/text updates and I felt like my pup was in great hands.

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Lauren C.
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Over 101
pet parents in Whitefish Bay have booked dog sitting

Whitefish Bay dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Bria was great with our dog Mallie! We really appreciated her picking up a last minute request from us & taking the time to meet Mallie beforehand. She communicated quickly and left detailed feedback on her visit while we were out, which gave us peace of mind that our baby was in good hands. Will definitely be working with Bria again!!

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Cheyenne D.
Drop-In Visits
5.0 out of 5 stars

Katie provided peace of mind and lots of great love and attention to my two dogs. I can’t wait to have her help again in the future!!

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Tonya N.
Drop-In Visits
5.0 out of 5 stars

Travis was amazing and able to help on such short notice. The photos were great, and Pretzel looked so happy!

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

Christie did a phenomenal job taking care of our pup! She is great with him and very communicative throughout each drop in.

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Samantha L.
Drop-In Visits
5.0 out of 5 stars

Maggie was easy to work with, very responsive, and had an amazing time with my pup. Would love to have her watch my dog anytime!

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

Angela was great. The animals loved her and she left good descriptions and pictures with every visit.

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

Lisa was outstanding with our doggies! Great communication with us and paid close attention to the little details that made them feel comfortable. Would highly recommend her!

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

We loved having Elizabeth as a rover for the past year and half. Posie was always excited to see Elizabeth and she always communicated quickly with me for any bookings and details. I would highly recommend!!

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Cassie D.
Drop-In Visits
5.0 out of 5 stars

Megan was fantastic! Buddy was so happy hanging out with her. She sent lots of photos and videos and took great care of him!

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

Jessica was wonderful and took such great care of our pets for us while we were gone for a week! She is a clear animal lover and bonus has the cutest pup of her own 😊 Would definitely recommend her pet services to anyone looking for reliable care!

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Anna H.
Drop-In Visits
5.0 out of 5 stars

Being away from Shadow was really hard, but Carrianne was amazing and took great care of Shadow. I felt like Shadow was in good hands and appreciated the thorough notes and photos

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

Jan always takes great care of our 3 dogs. She keeps them on their schedule and gives them lots of love. When we get home the dogs are always relaxed and happy.

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Diane H.
Drop-In Visits
5.0 out of 5 stars

Melissa is a wonderful dog sitter and I can’t recommend her enough. She treated our pup as if he was her own and was very communicative with me throughout her visits. Looking forward to working with her again ☺️

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Samantha L.
Drop-In Visits
5.0 out of 5 stars

Vicki is amazing! My little Roxy warmed up to her quickly. It’s obvious she has much love in her heart for animals. Vicki is calm and nurturing. Vicki is also very responsive and on time. I felt comfortable leaving my Roxy with her right away.

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

We love Mia! I’m the kind of dog mom who can’t leave her baby easily. From our first meeting we knew Mia was the girl for us. She is caring, attentive & most important, Roxy approved. We will be hiring her many more times. I can’t recommend her enough!

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

Casey is always caring, trustworthy and respectful of our home and our dogs needs. I know our dog is well taken care of with Casey

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Jill H.
Drop-In Visits
5.0 out of 5 stars

Kim was attentive to my dog’s needs and gave her the attention and snuggles she needed when I was out of town.

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

Really appreciate the extra flexibility coming a little later than we originally discussed to give the babies dinner!

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Josie H.
Drop-In Visits
5.0 out of 5 stars

Madison was incredibly helpful when we needed a couple last minute drop ins for our dog. She sent photos with the report card and you can tell our pup is happy. I would recommend her to anyone!

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Lindsey A.
Drop-In Visits
5.0 out of 5 stars

Noelle was great! Very communicative and trustworthy. The dogs loved her and we felt totally confident she was taking good care of them!

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Josh D.
Drop-In Visits
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog sitting in Whitefish Bay is $20

Why Choose Rover?

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    It doesn't happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Whitefish Bay average 6
repeat dog sitting clients

Dog Sitting FAQs

Frequently asked questions about Rover

Dog sitters on Rover are free to set their rates. The median cost to hire a dog sitter in Whitefish Bay on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A dog sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Whitefish Bay dog sitter for the first time, visit the dog sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a dog sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 2,234 dog sitters in Whitefish Bay. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, 86% of Whitefish Bay dog sitters respond in under an hour.

Dog sitters in Whitefish Bay have an average of 16 years of experience. Dog sitters with repeat customers have an average of 6 repeat clients. Experience can vary from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Whitefish Bay.

Rover makes it easy to find Whitefish Bay dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

There are 2,234 dog sitters in Whitefish Bay on Rover, so you’re sure to find the perfect match for your dog! In Whitefish Bay, 95% of dog sitters offer daily exercise, 97% offer medication administration, and 92% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass background checks for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.