Dog Walking Whitefish Bay

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Over 124
pet parents in Whitefish Bay have booked dog walking

Whitefish Bay, Find top rated dog walking

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Lucia M.
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Lucia M.
from
$16
per walk
5.0 out of 5 stars
• 10 reviews
9 repeat clients
10 years of experience
Whitefish Bay, WI, 53217

“Another successful walk! Thank you Lucia and Happy Holidays!”

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Sarah S.
Sitter Profile Image: Carrianne L.
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Carrianne L.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
• 219 reviews
55 repeat clients
20 years of experience
Shorewood, WI, 53211

“Carrianne was able to help us with a last minute walk for our dog. She took the time to stop by the day before to meet him. We appreciated the help and would book her again if the chance comes up!”

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Elizabeth S.
Sitter Profile Image: Melissa M.
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Melissa M.
from
$19
per walk
5.0 out of 5 stars
• 109 reviews
22 repeat clients
25 years of experience
Whitefish Bay, WI, 53211

“Melissa is wonderful with my pup! She understands cues from my pup, and gives her the time she needs to reacquaint before the walk. Melissa responds in a timely manner to my texts. Wish I could keep her, but I am out of her desired range for clients; she is doing me a favor until I can find someone else to walk my dog on a regular basis.”

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Stacie B.
Sitter Profile Image: Jodi C.
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Jodi C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 39 reviews
14 repeat clients
40 years of experience
Harambee, Milwaukee, WI, 53212

“Jodi is so great! She is very flexible with my last minute booking and has been great with our dog! She presents with great communication as well! Would recommend!”

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Kinga P.
Sitter Profile Image: Travis H.
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Travis H.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 377 reviews
116 repeat clients
35 years of experience
Riverwest, Milwaukee, WI, 53212

“Travis is phenomenal! Very respectful of my home and pets needs! Communicated quickly and was flexible to my pets needs and any changes that came up, especially with our puppy. He takes amazing photos too, I loved every single one he sent as an update! Super trustworthy!”

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Karen R.
Sitter Profile Image: Acacia L.
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Acacia L.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
• 11 reviews
6 repeat clients
8 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 on the weekends. 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: Jessica K.
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Jessica K.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 55 reviews
17 repeat clients
15 years of experience
Northpoint, Milwaukee, WI, 53211

“Jessica took the best care of Max! Her communication was impeccable and you could see the quality in her care she provided for our dog. We could tell Max looked forward to his walks with her. We would highly recommend her care with anyone’s pet!”

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Abigail B.
Sitter Profile Image: Andrew R.
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Andrew R.
from
$15
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
12 years of experience
Shorewood, WI, 53211

“I needed a walker yesterday because I couldn’t be physically away from my home, so I was there when Andrew arrived. He texted when he was on his way, arrived promptly, and spent a couple of extra minutes greeting Rosie, on her level, letting her check him out and get comfortable with him - I was pleased. When they were out walking, a friend happened to see them and called me to tell me that she was impressed with how patient and gentle he was with her. He obviously made a positive impression on Rosie because she was very excited when he returned in the afternoon for her 2nd walk. I will definitely use Andrew for my future needs.”

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Susan A F.
Sitter Profile Image: Kyleigh H.
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Kyleigh H.
from
$22
per walk
5.0 out of 5 stars
• 80 reviews
18 repeat clients
10 years of experience
Whitefish Bay, WI, 53217

“Kyleigh is reliable and communicates well. This was my first time using her and I was pleased with her care for my senior dog. Will use her again.”

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Jill G.
Sitter Profile Image: Daniel F.
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Daniel F.
from
$20
per walk
5.0 out of 5 stars
• 61 reviews
26 repeat clients
17 years of experience
Fox Point, WI, 53217

“My dog gets excited when she hears that her friend Daniel has arrived for their afternoon walk. He seems to enjoy his time with her as well and is very kind and communicative. I've only had positive experiences with Daniel.”

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Janee P.
Sitter Profile Image: Taylor G.
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Taylor G.
from
$20
per walk
5.0 out of 5 stars
• 29 reviews
12 repeat clients
5 years of experience
Glendale, WI, 53217

“Taylor did a great job with Iverson, a very energetic dog. She was on time and sent multiple pictures/updates. Will definitely look to use her services again in the future.”

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Brian L.
Sitter Profile Image: Ana B.
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Ana B.
from
$19
per walk
5.0 out of 5 stars
• 235 reviews
38 repeat clients
11 years of experience
Shorewood, WI, 53211

“Ana takes Bella, my 1yo Golden Retriever, on 2 walks a week so Bella can stretch her legs when I’m on too many work conference calls. Ana is prompt, Bella loves her and Ana gives me a detailed report and pictures through the app each time. I highly recommend Ana and am so glad to have her walking Bella.”

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Carey V.
Sitter Profile Image: Jan H.
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Jan H.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
• 283 reviews
125 repeat clients
40 years of experience
Whitefish Bay, WI, 53217

“Jan has been great, and Gizmo loves her! She will take him for walks, be sure he goes potty, and play with him in the yard for a bit. Jan is also flexible should a scheduling conflict arise. She truly loves dogs and looks forward to seeing Gizmo a few times a week!”

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Ryan F.
Sitter Profile Image: Hanna C.
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Hanna C.
from
$17
per walk
4.9 out of 5 stars
• 46 reviews
5 repeat clients
10 years of experience
Riverwest, Milwaukee, WI, 53212

“Hanna was great! She responded quickly to my booking and was very flexible. Hanna was attentive to Chloe’s needs and I will certainly book with her in the future.”

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Bella T.
Sitter Profile Image: Lenys H.
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Lenys H.
from
$25
per walk
4.9 out of 5 stars
• 31 reviews
11 repeat clients
12 years of experience
Shorewood, WI, 53211

“Lenys was very responsive and a good walker!”

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Lindsey V.
Sitter Profile Image: Lisa R.
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Lisa R.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 54 reviews
20 repeat clients
45 years of experience
Fox Point, WI, 53217

About: I thrive on the energy a dog brings to the family, and I promise to take the best of care of your fur baby. My 16 year old Yellow Lab recently passed away due to an old age-related illness. But my heart is still thankful and happy to help you with your dog when you can’t be home to love on him/her. I can walk, run, and play with your dog at your home or mine. Please contact me with any questions whatsoever. Thanks so much. Also, I’m a teacher and I work about 8 minutes away. My schedule for Rover pups: Monday-Friday: I leave home at 8AM, and return home for the remainder of day at 12:45PM. Weekends: I’m home all the time, unless I run out for a quick errand. Additionally, June through August, I am available all day, full-time. When boarding your dog at my home, I’ll care for his/her safety and make sure he/she feels loved. Outside, your dog will always be on leash and will be my sole focus. Inside, there will be no chewing/safety hazards. NOTE: For care not in my home, my drop-in care and dog-walking rates are $13 per 10 minute increments within the Whitefish Bay area. I am able to provide longer care/walks and/or travel outside of the WFB area at an increased rate.

Sitter Profile Image: Olivia K.
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Olivia K.
from
$25
per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
5 years of experience
Shorewood, WI, 53211

“Olivia was so thoughtful and kind. She helped us in a pinch and our golden retriever had a blast.”

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Carl M.
Sitter Profile Image: Hannah B.
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Hannah B.
from
$16
per walk
5.0 out of 5 stars
• 6 reviews
7 years of experience
Whitefish Bay, WI, 53211

About: I am a animal lover and previous pet owner. I have experience caring for cats, dogs, birds, fish, rodents, you name it!. I have worked with many animals and am comfortable grooming, walking, feeding, playing with and caring for your pets. I have been a volunteer and youth leader with Safe Humane Chicago and have participated in many of their programs. I think every pet I’ve met has shown me how to be more patient and kind.I have seen how owners truly care about their pets and his or her safety and that shows me just how much they love them as an important part of their family. If you are interested I would love to hear from you and am available via text or phone call Thanks, -Hannah

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

“Genesis is everything you’d want in someone taking care of your pet! She was amazing with my senior dog and was a fantastic communicator too! I would highly recommend her services to anyone and will definitely be seeing her again soon! Thanks Genesis :)”

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Salwa B.
Sitter Profile Image: Marissa B.
Verified Enhanced Background Check
Marissa B.
from
$20
per walk
5 years of experience
Shorewood, WI, 53211

About: Hi, I'm Marissa! I am an experienced dog owner, as I've had my own pup for near 6 years now. I have a strong background caring for dogs of all ages and energy levels. I grew up helping my grandma, who was a Samoyed breeder, so I've been around dogs my entire life and learned early on how to properly care for them. I've had my Aussie since he was 8 weeks, which has made me very comfortable with high-energy breeds and understand how important exercise, attention, and mental stimulation are. Whether your dog needs a quick drop-in, a walk, or just some extra attention during the day, I'll make sure they're not just checked on, but truly cared for and engaged with. I know how hard it can be to leave your pet, even for a short time. I focus on making sure your dog feels safe & comfortable. I am currently offering evening availability on the weekdays starting at 6:30pm Thursday/Friday, and flexible scheduling on Saturday's/Sunday's for drop-ins & walks. I treat every dog like my own and can't wait to meet you and your pup! I am currently working a full-time job, 8am-5pm. I know this creates limited availability, but I am willing to fit in drop-ins and walks after 6:30pm during the weekdays, and will have flexible availability on the weekend. I take my dog on two 30 minutes walks everyday, on top of playing fetch often, & providing training on basics daily. I practice off-leash in areas where it is allowed. I feed morning and evening for my dog, provide lots of cuddles and affection, and make sure play time is priority. That can be through basic training, scent games, DIY puzzles, and running in the park! As for crate training, I did it for a year but have no moved to allowing my dog to snooze next to my bed every night. This set him up for success and created trust between him and I. I focus on trust with my dog 100% of the time, and understand his needs and wants daily. The bond between your pet is so important so I want to make sure I bring that same energy to your pet!

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The median cost per walk for dog walking in Whitefish Bay is $20

Dog parents share their Rover experiences - Whitefish Bay

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5.0 out of 5 stars

Spencer provided great care for my pup, making sure he was comfortable and following his routine to a T!

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Elizabeth H.
Dog Walking
5.0 out of 5 stars

Maggie is great; she's been walking Bella, a Pittie who is often in the seek-and-destroy zone. She is hyper-focused on everything around her, but never on her handler. Bella Francis is my daughter's dog, who has been staying with me for the past three weeks. We hired Maggie to get Bella out on 4 30-minute walks per week, and she was a lifesaver. Thanks for everything, Maggie. If you need a walker who can handle anything and everything with a smile, I would highly recommend Maggie. She is 10 stars!

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Kris L.
Dog Walking
5.0 out of 5 stars

Carrianne is outstanding! She goes above and beyond, and my dog is always so happy when he is with her. Highly recommend!

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Sofia S.
Dog Walking
5.0 out of 5 stars

Abby is a great dog walker. Our dog George was shy at first, but he soon began waiting at the gate for her appearances. We look forward to hiring her again. As does George.

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Alex V.
Dog Walking
5.0 out of 5 stars

We are so lucky to have met Kendall! She is the absolute best with our old dog. Excellent communicator and always so flexible with our last minute requests or changes. If you are looking for someone to take care of your fur baby, look no further than Kendall!

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Isabelle P.
Dog Walking
5.0 out of 5 stars

Angela is great. Given her background work in volunteering with the rescue community, I trusted her to walk my big dog that is reactive to other dogs. My pup loves her and Angela is very reliable.

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Alison H.
Dog Walking
5.0 out of 5 stars

Ilene was wonderful to work with. She was very attentive and kind to Buddy. Would absolutely recommend to others.

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Karol A.
Dog Walking
5.0 out of 5 stars

Mikalanne was amazing- she was able to walk my dog every day for a week after a last minute request. She communicated well and was very accommodating. Highly recommend!

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Mike P.
Dog Walking
5.0 out of 5 stars

So grateful for Sydney! She is reliable, friendly, and a great communicator. Our dog always looks like she’s actually smiling in the photos Sydney sends. We know she is in good hands and absolutely recommend Sydney!

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Claudia M.
Dog Walking
5.0 out of 5 stars

Lucia is great! She did a wonderful job of walking our young dog who can sometimes be a bit stubborn. She was also amazing at communicating with us if anything came up. I highly recommend Lucia for dog care!

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Samantha W.
Dog Walking
5.0 out of 5 stars

Travis is reliable and great with the dogs. He jumped in for me when someone else canceled at the last minute. 10/10!

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Amy N.
Dog Walking
5.0 out of 5 stars

I needed a walker yesterday because I couldn’t be physically away from my home, so I was there when Andrew arrived. He texted when he was on his way, arrived promptly, and spent a couple of extra minutes greeting Rosie, on her level, letting her check him out and get comfortable with him - I was pleased. When they were out walking, a friend happened to see them and called me to tell me that she was impressed with how patient and gentle he was with her. He obviously made a positive impression on Rosie because she was very excited when he returned in the afternoon for her 2nd walk. I will definitely use Andrew for my future needs.

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Susan A F.
Dog Walking
5.0 out of 5 stars

Carly is great with my dog Peter! Im sure he enjoys taking walks with her. She is very good with training as well and making sure my dog is taken care of.

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Brett M.
Dog Walking
5.0 out of 5 stars

Katie has been wonderful from the time we booked to walking our boys Pickles and Brownie. Thank you for taking care of them and your great communication.

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Cody Y.
Dog Walking
5.0 out of 5 stars

Rebecca was very good at communicating. Quickly got back to me when I was looking for a person to walk Knox. Very polite and nice.

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Jeffrey K.
Dog Walking
5.0 out of 5 stars

Jessica is great! On time every day and very communicative with any changes. She was understanding of any modifications we needed to make with days or times and our Mona looked forward to seeing her!

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Amanda G.
Dog Walking
5.0 out of 5 stars

Jaki is extremely friendly and reliable. Our dog Birdie enjoys a robust half hour walk with Jacki three times each week. She is very trustworthy and has my highest recommendation.

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Neil W.
Dog Walking
5.0 out of 5 stars

We are so grateful to have found Mia after bringing home our 8 week old puppy! She fit us in her schedule and took wonderful care of our puppy during her visits while we were at work. She has excellent communication and was quick to reply and follow up! We loved the cute photos she shared after her visits. We highly recommend Mia!

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Cindy K.
Dog Walking
5.0 out of 5 stars

We love Ryan and Delilah! We have been so lucky to have them as dog walkers and house sitters. Ryan sends us the best videos and he is one of the only dog walkers we have had that likes to play with our pup. They always leave our house spotless and we trust them 100%! Wonderful people, highly highly recommended!!

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Margaret M.
Dog Walking
5.0 out of 5 stars

Julia was amazing and incredibly attentive with my dog! Chuchi took to Julia immediately even though she is normally shy around new people. Julia was so sweet with her and is clearly a natural with animals. She made sure to keep me updated on the walk which was very reassuring. I will definitely be rebooking with Julia and highly recommend her!!

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Alex P.
Dog Walking
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Popular requests for dog walking - Whitefish Bay

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Sitters in Whitefish Bay average 3
repeat dog walking clients

FAQs for Dog Walking - Whitefish Bay

Frequently asked questions about Rover

The average cost of Dog Walking in Whitefish Bay on Rover is $18 per walk as of October 2026. Most bookings cost between $6 and $28 per walk. walkers 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 2,159 sitters on Rover offering Dog Walking across Whitefish Bay. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Whitefish Bay. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include a map of the walking route , the total walk time and distance, and any pee or poop breaks recorded by the walker.

The route map lets you review where your dog was walked in Whitefish Bay after the booking. It is not live GPS tracking.

Have specific details you would like included? Message your dog walker in the app before the walk begins.

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.

Every walker 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 .

Yes, you can find walkers who have experience with handling special pet needs in Whitefish Bay. On Rover:

  • 92% of walkers can help with special care needs
  • 96% 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.

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 walker 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 walker 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 walker for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

walkers 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 walker.

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