Dog Sitting Waukesha

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

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Over 146
pet parents in Waukesha have booked dog sitting

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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.

1 / 1
Sitter Profile Image: Terri E.
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Terri E.
from
$27
per visit
5.0 out of 5 stars
• 109 reviews
27 repeat clients
20 years of experience
New Berlin, WI, 53151

“Terri did a great job with are little Puppy Gracie. We felt comfortable and confident with her care. We will use her again. Thanks!”

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David R.
Sitter Profile Image: Stajia W.
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Stajia W.
from
$20
per visit
5.0 out of 5 stars
• 17 reviews
2 repeat clients
15 years of experience
West Allis, WI, 53227

About: Hello my name is Stajia and I’m 29 years old. I work as a Medical Assistant, and am in school online for my bachelors. I have a pretty flexible schedule, and looking forward to watching your furr puppies. I grew up with dogs in my home, I’ve volunteered at the humane society dog walking, I’ve watched several family members pets. I currently work full time but I am very flexible. I travel for work so I am always stopping at home in between. I will be able to make sure your furr baby gets all of the love & attention they need. I have more than enough space in my home for your furry baby to play, relax, and feel comfortable during their stay. I also have a friendly 1-year-old dog of my own who loves having company and can help your pup feel comfortable, happy, and right at home. I’m also a mom of three daughters, ages 5 months, 9 years, and 10 years old. My older girls absolutely love dogs and enjoy giving them plenty of attention and affection! 🥰🐶 Your pet will be welcomed into a loving, family-oriented environment where they’ll receive lots of care, playtime, attention, and cuddles. My goal is to make your furry baby feel safe, calm, and loved while they’re away from home. ❤️🐾

Sitter Profile Image: Marlowe F.
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Marlowe F.
from
$25
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
8 years of experience
Delafield, WI, 53018

About: I’ve taken care of friends and family's pets since I was young. Recently I have been pet sitting as many dogs and kitties as I can. I’m very adaptable and adore animals. I dance part time, on Monday’s 3-9, Tuesdays 7-9, and Thursdays 3-7. Other than that my time is completely flexible for pet sitting. I’m very tidy and will always leave the house better than I found it! I’m also good with cleaning up puppy/kitty accidents.

Sitter Profile Image: William B.
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William B.
from
$18
per visit
10 years of experience
Brookfield, WI, 53005

About: I grew up with cats all my life and have spent time taking care of them while dog sitting dogs of all ages for my neighbors. I have done walks, feeding, emptying litter boxes, given medications, and taking them to appointments! I’m currently applying to residency programs and have more time on my hands to spend taking care of animals! This allows me flexibility to take care of pets most days of the week where I don’t have an interview. My girlfriend and I do not currently have a pet at home, unfortunately. While caring for others’ pets, I enjoy ensuring that they don’t become lonely while their people are gone!

Sitter Profile Image: Nicole J.
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Nicole J.
from
$18
per visit
5.0 out of 5 stars
• 8 reviews
2 repeat clients
9 years of experience
Sussex, WI, 53089

About: I’ve been taking care of dogs for friends and neighbors for almost 10 years. I have helped raise puppies while nannying, and have dog sat overnight for years! I have an energetic lovable 9 month old lab of my own who would love to have a friend to play with! I’ve cared for sick pets, puppies, and adult dogs. I’m experienced with bathing pets, love long walks and playing in the yard. I always make sure there is plenty of enrichment time. My husband works from home some days and I also have a lot of flexibility with work to make sure pups get the love and attention they need! We also make sure to walk our pup in the morning before work and after with lots of playtime in the evening. I have a large yard and a lovable pup who can be a companion to your pet! She has gone to daycare for months so is fully socialized and always wants to play with anyone who is interested. We have a camera in our crate room to make sure everything is alright when we are away. We have a full room that is pretty much empty designated for dog toys and treats! I will make sure your pet gets all the love and attention they deserve while you are gone!

Sitter Profile Image: Abigail K.
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Abigail K.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
• 10 reviews
2 repeat clients
14 years of experience
Menomonee Falls, WI, 53051

“Thank you for taking such great care of Winston.”

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Sheryl D.
Sitter Profile Image: Lo P.
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Lo P.
from
$35
per visit
5 years of experience
Waukesha, WI, 53186

About: I've taken care of animals ever since childhood. Growing up I had 2 cats a giant schnauzer, who eventually had diabetes. Routine was essential to keep the animals happy and loved. As an adult I currently have 2 orange cats (who are ridiculous as you can imagine). I have dog sat for family, friends and neighbors. I work full time as a mental health therapist for crisis, with varying schedules that are made 2 months at a time. I'm flexible, mainly working 2nd shift. Reach out and let's chat about your pets! I will be the only one taking care of any animals when contacting me regarding the care of your pet. I currently work 4 to 5 days a week, mainly 2nd shift hours starting between 12:30-3:30 Sunday-Wednesdays. My hours can change as we make schedules 2 months at a time. Caring for pets in our home include a cleaning routine, enrichment and quiet time. I work best when given directive and a timeline of an animals day, so we can keep them comfortable and regulated as much as possible.

Sitter Profile Image: Taylor S.
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Taylor S.
from
$25
per visit
5.0 out of 5 stars
• 10 reviews
5 repeat clients
25 years of experience
Delafield, WI, 53018

“Taylor was wonderful! She took such good care of our pets and went above and beyond.”

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Marshall B.
Sitter Profile Image: Susana C.
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Susana C.
from
$20
per visit
5.0 out of 5 stars
• 36 reviews
9 repeat clients
15 years of experience
Eagle, WI, 53119

“Susana followed my Kitten Leo s food instructions well. Played with Leo each visit and cleaned up after him. Thank you Susana! You did a great job!!”

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Susan S.
Sitter Profile Image: Allison S.
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Allison S.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 57 reviews
21 repeat clients
3 years of experience
Sussex, WI, 53089

“Allison was great, she was very communicative during the stay and helped us when we need to make any adjustments. Would recommend if you are in need of great dog care!”

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John C.
Sitter Profile Image: Paxton D.
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Paxton D.
from
$14
per visit
5.0 out of 5 stars
• 1 review
7 years of experience
Lannon, WI, 53046

About: I’m a caring, patient, and responsible pet lover who understands that pets are part of the family. I know how important it is to make sure your pet feels safe, comfortable, and loved while you’re away. I’m happy to follow your pet’s usual routine, provide plenty of attention and playtime, and keep you updated with photos and messages. I’ll treat your pet with the same care and respect I’d want someone to give my own. I maintain a consistent weekly routine and value being dependable and organized. I work full-time during the week, but I plan my time carefully to make sure I can give pets the attention, exercise, and care they need. I’m happy to accommodate morning and evening walks, feeding schedules, playtime, and weekend care based on my availability. I understand that pets thrive on consistency, so I do my best to stick to their normal routines and keep owners updated while they’re away. Your pet’s safety, comfort, and well-being are my top priorities. I take the time to understand each pet’s personality, routine, dietary needs, and any special instructions before providing care. I’m attentive, patient, and responsible, and I make sure pets are supervised appropriately and kept in a safe environment. In a client’s home, I respect their space and follow all care instructions carefully. I’m happy to provide regular updates and photos so you can feel confident that your pet is in good hands. I’ll treat your home with respect and care for your pet as if they were my own.

Sitter Profile Image: Stephan K.
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Stephan K.
from
$15
per visit
5.0 out of 5 stars
• 4 reviews
6 years of experience
Bluemound Heights, Milwaukee, WI, 53214

About: While I don't own a pet I lived with pets almost my whole life until buying a home for myself. While I wait until the right pet comes along in my life I'll happily care for yours! Living near the Hank Aaron Trail allows plenty of time for walks or runs around the neighborhood. If your pet isn't a fan of long walks or runs that's okay, too! Couch time is always something to look forward to with a friendly dog as well. Happy to follow any and all rules owners have while going the extra mile to make sure your pet feels cared for every day I take care of them. Look no further for someone to dedicate their time for your pet than my home. I work full time in the Milwaukee area but am usually not gone for longer than 8.5 or 9 hours at a time. I make time right away in the morning and immediately after work to care for any of the pets that I am watching. If your pet is active I'll happily take it out for runs around the trail or make time to play with it either in my yard or at the park near me. I will happily take the time to play with your pet outside or just let it roam around and do its business if that is what your pet prefers. There aren't many dogs in the area that are out and about to worry about. I don't have a pet of my own that you need to worry about your pet being comfortable with, either. I work full time Monday to Friday and am gone for 8.5-9 hours at most. I make time in the mornings and after work to take dogs out for walks and regular exercises as needed. My schedule typically revolves around the dog I’m watching. While sitting dogs I make them my priority and try to give them as much attention as they desire or you would at your home. There are parks and open fields nearby to play in and plenty of sidewalks to roam and get a leisurely walk in.

Sitter Profile Image: Emily M.
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Emily M.
from
$50
per visit
5.0 out of 5 stars
• 45 reviews
12 repeat clients
30 years of experience
Milwaukee, WI, 53213

“Emily is a great sitter for my dog Scout! We've been working together for about a year, and she's able to handle senior/disabled dog issues, including lifting/carrying paralyzed dog & dealing with potty issues that occur when Scout is alone.”

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Caitlin A.
Sitter Profile Image: Donald D.
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Donald D.
from
$30
per visit
5.0 out of 5 stars
• 9 reviews
2 repeat clients
10 years of experience
Pewaukee, WI, 53072

About: I’ve taken care of dogs since childhood. I’ve trained puppies and have taken care of seniors. I love all types and sizes of dogs. I have no problem taking more than one walk a day, I like running with dogs who are able to keep a good pace, and I’ve had experience helping dogs with different dietary needs. My schedule is fairly open, aside from the occasional soccer practice for the kids. I work part time, so typically I am around. I do work full days on Mondays and Thursdays. I have two high energy, friendly dogs happy to keep your furry friend company! I am able to crate as well if that is what is preferred. I have long tethers in my yard for outdoor play and will be fencing the yard in coming months. I live an active lifestyle where I’m able to exercise with the dogs frequently.

Sitter Profile Image: Brenna S.
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Brenna S.
from
$40
per visit
20 years of experience
waukesha, WI, 53189

About: ive taken care of dogs since i was just a little girl and love being around all sorts of animals and also kids as well:) i am available at any time during the day/weekends for taking care of pets weather if its dogs or cats or both. i adore any type:) i have a fenced in huge yard and a 6 year old well taken care of spoiled red lab reggie and have lots of toys

Sitter Profile Image: Brandi W.
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Brandi W.
from
$15
per visit
5.0 out of 5 stars
• 22 reviews
6 repeat clients
8 years of experience
Mukwonago, WI, 53149

“Brandi is amazing cat sitter, our cats love her. When we came back after long trip, I feel like both of my cats didn’t feel we were gone at all. Thanks to her again. Definitely ask her to check our cats again in the future.”

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nirana b.
Sitter Profile Image: Madison B.
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Madison B.
from
$25
per visit
5.0 out of 5 stars
• 8 reviews
1 repeat client
17 years of experience
Regent, Hartland, WI, 53029

“Madison took great care of our cat. Arrived at the agreed upon time, fed and played with him. She even cleaned up a little mess he made. Great experience. Will hire her again.”

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Nicole B.
Sitter Profile Image: Nicole Z.
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Nicole Z.
from
$20
per visit
32 years of experience
Menomonee Falls, WI, 53051

About: Just moved back in with my two retired parents. We have a big unfenced yard with a 50ft dog run going from the front porch to a tree. Growing up we’ve always had dogs and I have my own dog in adulthood for 9 years now. But, who can ever get enough dog time in their life, am I right?! I would love the opportunity to walk more dogs either by them selves or with my dog Maggie whom loves meeting new dogs herself and is very friendly. We would also love to dog sit or board, if dog sitting I could bring my dog Maggie along or leave her with my parents if that’s the preference. Having raised a puppy before I am very very patient with dogs and have lots of love for all breeds and temperaments! I am super accomodating to you and your dogs needs so let me know if you have any questions or preferences, I look forforward to meeting all the cute doggos! I work as a server, mostly at night and some Saturday mornings. I also have Thursday and Sundays off. I am available for all services from 6am to 2pm any day and boarding or doggy day care Thursdays and Sundays. I moved back in with my 2 retired parents I plan on being home if I am dog sitting or boarding but if I had to run out for any reason one of us is always home and your fur children would never be left alone.

Sitter Profile Image: Brittany D.
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Brittany D.
from
$20
per visit
5.0 out of 5 stars
• 2 reviews
2 repeat clients
5 years of experience
Milwaukee, WI, 53226

About: Hi! have two dogs at home that I call my brothers and love them to death. My dad won't let them live with me right now so I always go home to visit and play with them. I have worked at a doggy daycare for over a year, so I do have professional experience with every type of dog. I promise I will show your dog all the love it deserves. I am currently going to school at University of Wisconsin Milwaukee and studying Biology and Zoology. After I finish school I want to transfer to University of Wisconsin-Madsion and receive my Prevet Degree. I want to help animals and care for them in my future in any way I can. I will watch over your dog like their my dog and treat them in the best possible way.

Sitter Profile Image: Makayla D.
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Makayla D.
from
$35
per visit
5.0 out of 5 stars
• 31 reviews
13 repeat clients
20 years of experience
Muskego, WI, 53150

“This was our first time ever hiring a pet sitter, and we hit the jackpot with Makayla. She's not just any pet sitter; she's a legitimate vet tech! Talk about putting our nervous hearts at ease during our month-long absence, especially considering our cat has a history of urinary tract blockages. But she's a professional and very perceptive about their health and mood. Makayla is punctual and communicates to the max. She's also incredibly patient. Our cat can get very anxious with strangers, so we did a rehearsal run before our departure. The thing is, she's not just a pet person; she's a full-on cat enthusiast. She knows her stuff - our cat's quirks and habits were like an open book to her. While we were away, we never wondered if our cat was getting the love and attention they needed. Makayla handled it like a pro, and when we returned from vacation, we could tell the cat was missing Makayla! So, if you're on the lookout for a pet sitter, Makayla is the real deal. We're already counting down the days until she can help us out again. A big thanks to Makayla for treating our cat like one of her own!”

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Lezi E.
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The median cost per visit for dog sitting in Waukesha is $20

Dog parents share their Rover experiences - Waukesha

1 / 1
5.0 out of 5 stars

Jen went above and beyond helping us with our dogs. Schedules were a little crazy for us with a wedding and the world series. But Jen was great and accommodating.

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

Scott and Ashley took great care of my fur baby! They went above and beyond to make sure my dog had the best care by adding in walks and making sure she doesn’t get into things as she tends to do that. Scott brought in my garbage cans and picked up after my dog without asking. Will definitely re book again!

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Emily M.
Drop-In Visits
5.0 out of 5 stars

Aly did a wonderful job watching our pup, two kitties and home. She sent me detailed updates daily which I super appreciated. Would definitely recommend and book again in future.

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

Another great drop in with Catilyn! She was able to help me out with just a couple days notice. Always reliable! I have no doubt Jimmy is in good hands with her!!

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Jenna Z.
Drop-In Visits
5.0 out of 5 stars

This was our second time booking Danelle and she was great again! She was timely and kept Ivy entertained while we were away during the evening. We’ll definitely be hiring her again!

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

Allie was great! I had a last minute need and she was able to come and save me. Dogs were happy. All is well.

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

Ashley did a great job watching my dog Swiss over a weekend! Very attentive and great with communication

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Brice C.
Drop-In Visits
5.0 out of 5 stars

Tereace showed up on time for both drop ins! She made sure Cleo was taken on long enough walks and had enough food and water while we were gone for a LONG Father’s Day!

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

Sydney has been amazing with my dog. She’s sweet, reliable, and truly cares. I love knowing Penny is in such trustworthy hands during the day. Highly recommend!

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Jolene T.
Drop-In Visits
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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How to book dog sitting

  1. 1. Search

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Popular requests for dog sitting - Waukesha

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Sitters in Waukesha average 6
repeat dog sitting clients

FAQs for Dog Sitting - Waukesha

Frequently asked questions about Rover

The average cost of Dog Sitting in Waukesha is $20 per visit as of October 2026. Most bookings cost between $11 and $30 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 2,146 sitters on Rover offering Dog Sitting across Waukesha. 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 Waukesha 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 Waukesha 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 Waukesha. 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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