Pet Sitting & Drop Ins In Roosevelt Grove

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Roosevelt Grove pet 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: Kathy S.
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Kathy S.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
232 reviews
60 repeat clients
40 years of experience
Wauwatosa, WI, 53213

She is great! She managed to pill her royal furry highness which usually requires a tourniquet and skill of a big game hunter. She worked with our insane schedule and didn’t bat an eye at tore up our house is (not kidding - our life is hectic and our house pays the price - Kathy didn’t even bat an eye).

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Wendy H.
Sitter Profile Image: Elizabeth B.
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Elizabeth B.
Star Sitter
from
$12
per visit
5.0 out of 5 stars
17 reviews
7 repeat clients
15 years of experience
Milwaukee, WI, 53208

Liz was amazing! She was so sweet to our two cats and took excellent care of them. She also took her son over to visit them one night and he was great with them. Can’t recommend her enough, we are immediately rebooking for our next weekend trip.

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Jackson H.
Sitter Profile Image: Ivy G.
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Ivy G.
from
$20
per visit
5.0 out of 5 stars
37 reviews
13 repeat clients
20 years of experience
Uptown, Milwaukee, WI, 53210

Initially, Ivy came over for a meet and greet and our dogs took to her quickly, which is always a huge sign for me! Since then she’s been accommodating, personable, easy to communicate with and great with our dogs! I’d highly recommend her!

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Trista B.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
61 reviews
26 repeat clients
15 years of experience
Washington Heights, Milwaukee, WI, 53208

About: Hi, my name is Missy I've had a great deal of experience with all different kinds of animals. I worked with a local vet helping place feral cats in homes and providing excellent care for them. Including helping pregnant feral cats with delivery and maternal care. I have volunteered at the Wisconsin Humane Society. There I worked in the Wildlife rehabilitation center as well as the dog care center. I currently own dogs and cats of my own and I recognize how important it is to provide excellent care as well as exercise and playtime. I have past experience in boarding and dog sitting in my home which has always been a great experience. Can't wait to give the love and care your dog(s) deserve!

Sitter Profile Image: Charlotte M.
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Charlotte M.
from
$17
per visit
5.0 out of 5 stars
103 reviews
8 repeat clients
12 years of experience
Milwaukee, WI, 53210

Charlotte was super sweet and took great care of my cats! She had to give one of them ear drops and was very good at taking care of that!

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Sophie C.
Sitter Profile Image: Stephen & Wipawee D.
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Stephen & Wipawee D.
from
$25
per visit
5.0 out of 5 stars
51 reviews
19 repeat clients
5 years of experience
Dineen Park, Milwaukee, WI, 53216

Stephen and Amelie are the best! They take excellent care of our babies and our home when we’re away and make us feel completely comfortable when we need to travel without the pups. Our dogs love them too!

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Laura B.
Sitter Profile Image: Ilene G.
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Ilene G.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
21 reviews
9 repeat clients
7 years of experience
Riverwest, Milwaukee, WI, 53212

Ilene was a great sitter for our two-year-old kitty! She was very communicative, flexible and laid-back. She was able to come for a meet-and-greet ahead of time and amended the drop-in time, per my request, partway through our trip. We really appreciated her detailed write-ups and quality photos. Thank you, Ilene!

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Annamarie H.
Sitter Profile Image: Evita E.
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Evita E.
from
$25
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Sunset Heights, Milwaukee, WI, 53216

About: I have been the go-to pet sitter for my large family & friends for years and just decided to see if anyone else would need the service. I have no pets or kids but I am a pet lover in a nice home with a big fenced in yard. I like hanging out with the pets like little buddies, getting some days of cuddles and then sending them home 😅. It’s the perfect way to get some fur baby time until I’m ready for my next dog or cat in the future. This is not a business for me, it’s something I have enjoyed doing for my family and friends, and if you want your beloved pet to be in a calm but fun, comfortable environment while you’re away, I can extend my service to you. I recently started doing home stays/drop ins for the pet sitting too and enjoyed it. I currently have a really flexible schedule with a lot of availability. I live with my dad that occasionally says hi if the dog or cat is friendly but mostly the house is big enough that they never cross paths. I have a fenced in yard and a big house with a lot of space that I can also section off by closing doors. I typically take the animals out several times a day, feed them, and let them roam around the house or snuggle with me. I like when pet owners bring a bed for their pets so I can make them their own space but they’re welcome to chill with me in whatever I’m doing. I’m youthful, active, and responsible. I have a naturally friendly, calm demeanor that animals and people respond well to. I have no pets right now but used to have a pit/black lab mix that I loved dearly so I love pits and other breeds with historically bad reputations. I frequently sit my aunt’s beagle mix who’s just a little old pup that sparked my interest for pet sitting cuz it was so fun to have visits from him. He and my old dog are in a bunch of my pics. With all animals I just try to make them comfortable and let them feel at home.

Sitter Profile Image: Nariya W.
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Nariya W.
from
$25
per visit
5 years of experience
Garden Homes, Milwaukee, WI, 53209

About: I am a former dog handler that worked at a doggy day care where I cared for multiple dogs daily, managing different temperaments and energy levels. I’m experienced in supervising play, maintaining safety, and keeping dogs calm, comfortable, and well cared for. I’ve also owned dogs and cats in my lifetime as well! Genuinely an animal lover. I’m available for morning and evening visits on weekdays, and I have open availability on weekends. I offer flexible scheduling for walks, drop ins, and pet sitting, and I do my best to accommodate each pet’s routine. I prioritize a safe, calm, and clean environment. I’m attentive to each pet’s behavior and needs, follow routines closely, and make sure every pet feels comfortable, secure, and well cared for.

Sitter Profile Image: Jamila M.
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Jamila M.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
97 reviews
29 repeat clients
27 years of experience
Washington Heights, milwaukee, WI, 53208

Jeremy was an amazing cat sitter! Both my cats were immediately comfortable and really grew to like Jeremy’s daily visits and play time. Super responsive and always sending lots of pics for me to check in on- it’s was such a relief to have them in Jeremy’s care. Highly recommend!!!

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John L.
Sitter Profile Image: Ariana B.
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Ariana B.
from
$17
per visit
6 years of experience
Sunset Heights, Milwaukee, WI, 53216

About: I’ve taking care of pets since I was 13. I currently have a blind senior german shepherd, and guide him when needed, giving him lots of treats and love. I also have a 1 year puppy and give her frequent time out. I’m planning on working weekends whenever needed to play with doggies and give them the care they need! I can feed them, give medicine, and care for blind and senior dogs. I put my dogs before anything and make sure they have everything they need. Treats, water, food, play time, medicine, supplements, nap time and love.

Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
153 reviews
39 repeat clients
30 years of experience
Glendale, WI, 53217

Kim was absolutely amazing with my dog. I needed a few drop in visits while I was out of town. She took the time to ensure he had everything he needed & was comfortable while I was away. She's great at communication and I didn't have to worry about a thing.

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Randi F.
Sitter Profile Image: Krystal D.
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Krystal D.
from
$20
per visit
5.0 out of 5 stars
44 reviews
12 repeat clients
26 years of experience
Milwaukee, WI, 53210

About: 👋🏼 Hello! My name is Krystal and I am a dog lover who has taken care of dogs for 25+ years. I have 2 male poodle mixes, Adobo and Charley.💙 They’re social boys who love company, but respect boundaries if their furry friends don’t want to play. I work from home and walk my dogs 2 times a day (or 1 long walk) and we also enjoy hiking or playing in our fenced-in backyard. Your furry friend will have activity, company, and love while under my care! ☺️ 👩🏻‍💻 Working from home full time gives me the flexibility to easily fit pet care into my day, allowing me to provide regular attention, walks, playtime, and companionship. Please feel free to send a message to check on my availability! 🐕‍🦺 I have a large fenced in yard and friendly dogs, Adobo and Charley, that can keep your furry friend company with play or lounging. I can crate if needed.

Sitter Profile Image: Jessica B.
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Jessica B.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
14 reviews
9 repeat clients
16 years of experience
Borchert Field, Milwaukee, WI, 53206

About: 🐾 PREMIUM SERVICE: Off-Leash Dog Park Excursions Want your dog to get maximum socialization and energy out? I offer dedicated 1/2 hour to 2-hour trips to local fully-fenced dog parks like Roverwest or Estabrook. This includes pick-up, drop-off, active playtime, and a 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. Because I work from home full-time, I can take your pup on potty breaks as often as needed throughout the day. My approach prioritizes calm, structured walks, positive reinforcement, and clear communication with pet parents. I am highly experienced with overnight boarding, strict feeding schedules, administering medication, building leash manners, and providing constant companionship. I have a small, friendly Cavalier King Charles Spaniel named Bob who gets along great with other dogs. With your permission, Bob can join our walks to provide extra socialization and companionship, which is especially helpful for dogs with anxiety or those who just enjoy gentle interaction. •SAFETY PRECAUTIONS• Your dog’s comfort and individualized care are always my top priorities. Please bring your pup with a secure harness instead of a collar for walks and 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: Destiny T.
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Destiny T.
from
$14
per visit
4 years of experience
Franklin Heights, Milwaukee, WI, 53206

About: I’ve grown up around animals my entire life and have experience caring for dogs, cats, rabbits, guinea pigs, birds, and more. I currently work as an enrichment specialist/dog handler at a dog daycare, where I supervise and care for dogs of all sizes with all kinds of personalities, energy levels, and needs. Before working professionally with dogs, I also spent years walking and caring for pets for friends, neighbors, and family. I’m comfortable with shy dogs, high-energy dogs, puppies, and senior pets, and I always focus on making animals feel safe, comfortable, and cared for. I’m very attentive to behavior, routines, and body language, and I genuinely enjoy spending quality time with animals instead of just rushing through visits or walks. Your pet’s comfort, safety, and happiness are my priority. I’m currently working part-time so I have lots of free time and space for your pup(s)! I am free every Sunday, Monday, Wednesday, and Friday with all day availability and flexibility! Your pet’s safety and comfort always come first. I have professional dog handling experience, pay close attention to behavior and routines, and have a fenced yard for safe playtime. Something I’d also prioritize are play breaks! Play breaks/rest for dogs are just as important as exercise, which is something most people miss!

Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
Jessica Z.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
204 reviews
63 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

Jessica was great! Very responsive and communicative and appreciated how timely her visits were. Our cats seemed to be very happy having her drop in too and we loved all the photos 😊

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Colleen S.
Sitter Profile Image: Angela M.
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Angela M.
from
$18
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
15 years of experience
Whitefish Bay, WI, 53217

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

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Aidan F.
Sitter Profile Image: Sydney P.
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Sydney P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
19 reviews
13 repeat clients
12 years of experience
Wauwatosa, WI, 53213

Sydney is great! She was able to check in on my two pups multiple times. Sydney always leaves a detailed report and makes sure we get pics of the pups during her visits. We highly recommend her!

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Zach M.
Sitter Profile Image: Carrianne L.
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Carrianne L.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
175 reviews
43 repeat clients
20 years of experience
Shorewood, WI, 53211

This was our first booking with Carrianne. She was great! She asked good clarifying questions during our meet and greet to make sure she fully understood how to care for our kitty, and was reliable and timely during the booking. We fully trusted her to take care of our anxious cat. We would love to book with her in the future!

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Jessica C.
Sitter Profile Image: Jeffrey K.
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Jeffrey K.
from
$14
per visit
30 years of experience
Cooper Park, Milwaukee, WI, 53222

About: Grew up an animal lover with multiple dogs and cats over the course of my life. Long story short, I have experience with puppy life, shelter life, low energy, high energy, etc. I just love animals and look forward to taking care of yours I work full time as a school counselor but understand what it takes to be a healthy dog owner. This means a walk in the morning before I leave, a walk when I get home after work, and depending on a lot of other factors maybe one late maybe not. On weekends I'm a a homebody which is why I signed up for this. I will get out of the house to walk my girl or take her on an adventure to the dog park, trail walk, etc. Otherwise I like just hanging out and playing video games. My girl has a crate in the family room but I also repurposed a spare bedroom into a doggy friendly room. I wasn't using it for any reason so figured why not make it dog friendly for my girl and others. I also have a fenced in yard that I can easily let her and other dogs out. It is big enough to be able to throw a ball around as well.

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pet parents in Roosevelt Grove have booked pet sitting

Roosevelt Grove pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Sydney took great care of my cat, Rocco! I will definitely ask her to watch him again in the future!

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

Michelle always gives great feedback during her drop in visits that make us feel like our pup is in great company! :) we’ve booked her twice for some drop in visits and we love having her!

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

Leilani is an amazing sitter. She keeps me updated, ends pictures and loves on my little guy, noticing changes in his behavior and demeanor but most importantly, he knows he too and feels comfortable with her :)

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

Rayanne is extremely helpful and easy going, she has eased my mind about the care of my cat while being out of town. I will be continuing to go through her for my cat’s care when I’m out of town, I highly recommend her for your pets care!

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

Kathy was great. When we booked her, she came by for a meet and greet to show her around and have her meet our cat. While we were gone, she was very diligent about checking in and giving us updates. Our cat, Wesley, is very shy, so he didn't come out at all. But she would still give updates and made sure he was fed, had a clean litter-box, and talked to him anyway. We appreciate her help and definitely would book her again.

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

Cindy had been wonderful! She asked questions about Vladimir’s schedule, behaviors, even where he likes to sleep. She pays close attention to directions and details and is an excellent communicator! I feel very comfortable leaving Vladimir in her care. I know he will be loved on, cared for, and is safe. Vladimir loved her immediately and we’re lucky to have found her!

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Marie W.
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

Elizabeth always goes above and beyond to care for our dogs. You can tell this is her priority above all else, and always ensures they are safe and taken care of. 10/5 would recommend

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

Esterah is wonderful! She was able to do a last minute same-day drop-in visit. She always sends pictures and takes great care of my dog.

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

Erica was a huge help and accepted my request on very short notice! She did a great job taking care of my cat, Ladybug, and provided updates after every visit. Thanks, Erica!

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

Michelle takes excellent care of our two dogs. We have fairly detailed instructions and she follows them to a tee! I feel confident leaving her in charge of our pets while traveling abroad. Thank you, Michelle!

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

Danielle is amazing with our puppy, Boomer. She makes sure he is played with, and handled with care. She is very trust worthy and passionate. She keeps the house cared for as well. We look forward to continued bookings with her!

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Kyle T.
Drop-In Visits
5.0 out of 5 stars

Jill was extremely kind and professional. My cat is honestly pretty rude to sitters. Jill was great at noticing her body language, giving my cat her space, and even finding her when she managed to get into an unusual hiding space. She's a great and reliable caregiver for your pets!

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

Kaitlin was amazing! She took great care of our kitties while we were out of town. Her communication was stellar. She took the initiative to bring in some mail and a package that snuck through before we asked her to. Highly recommended! We would definitely book with Kaitlin again!

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Elizabeth J.
Drop-In Visits
5.0 out of 5 stars

Ivy was absolutely AMAZING! Our dog is sometimes timid and shy of other people but he quickly warmed up to her. I would highly recommend having her help with your furry friends :)

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

Alex did great with my kitty. He was well cared for while we were gone, and I am very grateful! Plus she kindly brought in a package and the mail for us!

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

Repeat booking with Julia! We appreciate her updates and communication. She is reliable and professional - highly recommend!

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

I have had Kristin three times now to take care of my diabetic cat twice a day for a week at a time. She has to feed and inject her with insulin at each visit. She is kind, detail oriented and professional. I highly recommend her to care for your pet.

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

Excellent communication and does a great job with our pets! This is the 3rd time we’ve used her and she does a fantastic job.

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

April is awesome! She communicates before, during and after her visits. She is punctual and reliable. And most of all, she always takes great care of Lola. We have used her twice and plan to use her again.

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Angie B.
Drop-In Visits
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Frequently asked questions about Rover

If you’re searching for a Roosevelt Grove pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

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

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.

Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Roosevelt Grove.

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

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

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

Note: If your pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.