Pet Sitting & Drop Ins In Lenox Heights

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 Lenox Heights 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
235 reviews
61 repeat clients
40 years of experience
Wauwatosa, WI, 53213

Have rebooked Kathy a few times because she takes such great care of my kitties. She’s also very accommodating when I ask for other little things, like feeding the fish, and watering plants.

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Melissa A.
Sitter Profile Image: Michelle Y.
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Michelle Y.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
100 reviews
29 repeat clients
16 years of experience
Cooper Park, Milwaukee, WI, 53222

Michelle is so kind and patient with my very energetic puppy. She’s punctual and follows directions! Bailey loves when she comes by! We will continue to use her!

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Kelly H.
Sitter Profile Image: Ivy G.
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Ivy G.
from
$20
per visit
5.0 out of 5 stars
39 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: Elizabeth B.
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Elizabeth B.
Star Sitter
from
$12
per visit
5.0 out of 5 stars
18 reviews
8 repeat clients
15 years of experience
Wauwatosa, WI, 53213

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: 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: 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: Michelle M.
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Michelle M.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
62 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
104 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: Olivia V.
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Olivia V.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
12 reviews
7 repeat clients
15 years of experience
Milwaukee, WI, 53226

So reliable and communicates so effectively. Highly recommend!

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Danielle H.
Sitter Profile Image: Jennifer B.
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Jennifer B.
from
$20
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Wauwatosa, WI, 53213

About: I have grown up with Golden Retrievers my whole life as my dad hunted with them and trained them for Field trials. We always had three in our home. Once we even had a litter of puppies and there is nothing better than puppy kisses. I personally have had two Black labs, one that was so content to lounge and be a couch potato and my current lab at 8 years old fools everyone into thinking she is 2 or 3 with how active she is. Because of her I understand the importance of walks and her needing lots of exercise, new sights and smells. I have a flexible work schedule and typically only work 3 days a week so I can be there to ensure your pup gets what they need. Happy to play in the yard or walk as needed to make sure your pup is content. Just let me know what their rules are and I'm happy to follow to ensure they are happy and healthy.

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.

Sitter Profile Image: Margaret D.
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Margaret D.
from
$15
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
20 years of experience
Cooper Park, Milwaukee, WI, 53222

About: Having pets all my life has given me pet care knowledge and ability to care for pets of all ages and abilities. I have had cats, dogs, bunnies and fish (currently a single cat household) throughout the years. While in college I worked as a Vet Tech and did pet sitting for clients of the vet clinic. Your pets will be loved and cherished in your home or in mine. I provide all levels of service from dog walking, drop-in daily visits, boarding or medical care visits. Currently working full-time as a pet sitter/dog walker. Available all day for all levels of service from daily walks, drop-in and medical care visits and boarding. My home is a smoke-free, fenced in yard, single cat household in the Milwaukee/Wauwatosa area. Willing to travel to provide boarding services in your home if needed. Any location in the Milwaukee area and within 30 miles.

Sitter Profile Image: Leilani W.
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Leilani W.
from
$15
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
2 years of experience
Wauwatosa, WI, 53213

Very timely and responsive

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Sarrah O.
Sitter Profile Image: Melainie T.
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Melainie T.
from
$25
per visit
5.0 out of 5 stars
43 reviews
15 repeat clients
25 years of experience
Enderis Park, Milwaukee, WI, 53210

I felt very comfortable with Lainie caring for Trixie while I'm at work from day one. She's so great with her! She sends adorable pictures of Trixie and receiving them are the best part of my work day!

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Stephanie L.
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: Sydney P.
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Sydney P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
20 reviews
13 repeat clients
12 years of experience
Wauwatosa, WI, 53213

Sydney connected with Leo very well on our meet and greet, which is hard to do because of his age and anxiety. From the photos she shared they had a good first visit.

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Cherie S.
Sitter Profile Image: Kaitlyn K.
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Kaitlyn K.
from
$16
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
10 years of experience
Cooper Park, Milwaukee, WI, 53222

Kaitlyn took the time to get to know our boys and really seemed to make an effort to understand them. Communication was easy and we trusted her with our boys!

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Hannah W.
Sitter Profile Image: Monsserath C.
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Monsserath C.
from
$20
per visit
4.8 out of 5 stars
37 reviews
14 repeat clients
2 years of experience
Enderis Park, Milwaukee, WI, 53210

About: Hello! 🐶🐱 I have experience caring for all types of animals from a very young age. Over the years, I have cared for roosters, chickens, ducks, rabbits, dogs, kittens, and goats 🐔🦆🐰🐕🐈🐐. I truly enjoy spending time with animals playing with them, taking them on walks, and providing loving care such as bathing and daily attention. I began working professionally as a pet caregiver at the age of 20, offering my services to neighbors, friends, and family 🤍. I strongly believe that animals are incredibly intelligent, sensitive, and full of love. This work has given me many beautiful and meaningful experiences, all thanks to the wonderful pets that have come into my life 🐾✨ I recently arrived in the country and have been living in Milwaukee for a little over a year 🇺🇸🏙️ a beautiful city that I truly enjoy. I am currently looking for a part time job that allows me to balance my time between my studies and my work as a body piercing artist 💎✨. At the same time, I am seeking opportunities to do what I genuinely love and feel passionate about: caring for pets 🐶🐱. I enjoy walking them, providing attentive care, and making sure they feel safe, happy, and loved 🐾💖. Working with animals brings me great joy, and I am committed to offering responsible, compassionate, and reliable care. I provide loving and attentive care both in my home and in my client’s home 🏡🐶. I live near a park, which allows me to take dogs on fun and safe walks, playtime, and exercise outdoors 🌳🦴. At home, I have a variety of toys and engaging activities to keep pets mentally stimulated and happy 🧸✨. I always follow each pet’s routine, including feeding schedules, walks, playtime, and rest. My goal is to create a calm, safe, and loving environment where pets feel comfortable, cared for, and treated like family 🐾💖.

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.

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Over 46
pet parents in Lenox Heights have booked pet sitting

Lenox Heights pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Charlotte came to do a meet and greet, and then was very quickly available for a drop in visit! She has great communication and Lenny loves her!

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

Olivia took excellent care of our five-year old Akita, Maya, while we were away for a few days. She came to our house multiple times each day to feed, walk, and just hang out with Maya. This was the first time we ever travelled without taking Maya with us, so naturally we we were nervous. However, Olivia connected with Maya right away and put our concerns to rest. We highly recommend Olivia to anyone else who may be looking for a caring and responsible person to watch their dog.

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

My shy cat and I both think Kelsey is a great pet sitter. The photos and updates were much appreciated. We can’t wait to hire her again!

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georgi j.
Drop-In Visits
5.0 out of 5 stars

Our second time using Kathy and her reliability, amazing communication and thoughtfulness put our minds at ease knowing how well our cats and home were taken care of while we were away. We HIGHLY recommend Kathy and feel lucky to have found her :)

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

Ivy is so accommodating and lovely to work with! She sends the funniest and most creative pet updates too. I can tell my doggo loves spending time with her :)

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Julia _.
Drop-In Visits
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

I’ve had a great experience with Ana! My dogs liked her immediately during our meet and greet, and I could tell she knew her way around bigger dogs. Communication was super straightforward and fast - she even asked how often I want updates, which I really appreciate. Ramses was very relaxed when I came home after Ana’s visit. I’ll definitely be booking her again!

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

Katelynn was wonderful! She took great care of our two cats, and we felt very comfortable being away with her help. She is very responsive, gives detailed reports from her visits, and takes cute photos! We highly recommend her!

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Elise S.
Drop-In Visits
5.0 out of 5 stars

Alyssa was available last minute and truly grateful for that! She was thorough and so helpful. Glad you got to meet our baby! Thank you again!

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Sheila T.
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

Great experience, Margaret sent frequent updates and seemed to genuinely want our cat Bunsen to be well while we are away. We appreciate that she was reliable, timely, and responsive. Would highly recommend!

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

Chelsea did an amazing job taking care of Samara and provided me with updates with everything regarding my dog. Super easy to communicate with and I can tell she really loves animals

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

Emma is great with our puppy Lenny! She has a flexible schedule and is able to drop in frequently throughout the week. She always send a picture or 2 which we love :) Thanks Emma!

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

Kristine took great care of my cat while I was away! Multiple pictures and updates with every visit were much appreciated, since my cat is older and very wary of new people. Thanks for the care and would not hesitate to book again!

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

Lexi was a very dependable dog sitter while we were away for the weekend. She was kind and patient with my doggie who can be a little lazy, she checked in on time and sent details and photos in a timely fashion. I felt that my doggo, Mama Zoe, was very safe with Lexi. Thank you, Lexi!

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Ann S.
Drop-In Visits
5.0 out of 5 stars

Grateful for Aiden and all she did for us while we were out of town. It was a relief to know my cat was so well cared for and I wouldn't hesitate to recommend Aiden to anyone. I'm not even sure my cat is happy we're back - I think she misses Aiden 😊.

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Stacey M.
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

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
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  1. 1. Search

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The median cost per night for pet sitting in Lenox Heights is $45

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Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Lenox Heights on Rover as of Jun 2026 was about $45 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Lenox Heights 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 Lenox Heights.

Rover makes it easy to find Lenox Heights 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.