Dog Sitting Countryside

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

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Over 37
pet parents in Countryside have booked dog sitting

Countryside, Find top rated dog sitting

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: Katelyn D.
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Katelyn D.
from
$25
per visit
5.0 out of 5 stars
• 8 reviews
4 repeat clients
11 years of experience
Clarendon Hills, IL, 60514

About: As someone who has always grown up around dogs, I understand that your pup is a part of the family and I take pride in taking care of your furry loved ones while you’re away! I currently have a German shepherd/Boxer mix (lives with my family) and a Rottweiler (lives with me). I have previously volunteered at a humane society and have also been employed at a dog boarding facility. I enjoy watching Dog Impossible in my free time and would love to spend time with your 4-legged family member in my free time too! I’m also an animal and nature photographer, so I’d be happy to take high quality photos while you’re away! I’m currently working full time from home (Monday-Friday) so I’d be more than happy to welcome your pup into my home and have a new coworker, taking them out as needed, or pack up my gear and work with them in the comfort of their own home! Please check out my calendar for my most updated availability ☺️ I have a friendly dog to keep your pup company and I have a fenced in yard for all of your pups squirrel chasing and potty needs! I will always be cautious and careful to any and all of your pets needs while on leash too!

Sitter Profile Image: Megan P.
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Megan P.
from
$30
per visit
5.0 out of 5 stars
• 114 reviews
28 repeat clients
27 years of experience
Westmont, IL, 60559

“Megan is the best! She has watched our two dogs, two cats and leopard gecko multiple times. She is super reliable, very communicative, and just a delight with the animals. My only hesitation in writing this review is that she will book up and won’t be available for our numerous last minute requests!”

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Julie B.
Sitter Profile Image: Reaghan B.
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Reaghan B.
from
$13
per visit
5 years of experience
Willowbrook, IL, 60527

About: My family has always had pets in our home. From a young age I've been interested in the emotions and health of our furry friends. I am currently working part time so I have plenty of time to play with your pups all evening! Tuesdays and Thursdays I am available all day but Monday, Wednesdays and Fridays I am available after 4:00 PM. Aside from daily walks, I will ensure they're eating a balanced meal based on a specific schedule as well as plenty of playtime to prevent boredom.

Sitter Profile Image: Nina B.
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Nina B.
from
$17
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
6 years of experience
Oak Lawn, IL, 60459

“Nina was great with our pets, Dodie is shy and stubborn but Nina navigated it well and had great communication. Thank you!”

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Heather N.
Sitter Profile Image: Valarie S.
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Valarie S.
from
$22
per visit
5.0 out of 5 stars
• 1 review
2 years of experience
Burr Ridge, IL, 60527

About: Doesn't have lot experience with dog's and I want to be honest but I know how to love them I've been taking their cats for many years By what I’m saying, I don’t believe that you would want me to do your dog and I can understand if you show me have the patient if you have the patient with me and thank you I’m disabled. I just not really due to me Dogs specially when it comes to my health , I apologize.thank you so everyone I can always try

Sitter Profile Image: Alexander D.
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Alexander D.
from
$28
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Westmont, IL, 60559

“Alex did a phenomenal job with my 2 cats. He uploaded pics and left detailed updates on the app everyday. He also cleaned up vomit and vacuumed! 5 stars. Will use Alex again.”

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Jenna M.
Sitter Profile Image: Karen P.
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Karen P.
from
$22
per visit
5.0 out of 5 stars
• 16 reviews
4 repeat clients
11 years of experience
Berwyn, IL, 60402

“Great communication, friendly and professional! Has experience with pitties, which is was a determining factor in our booking. Karen was very understanding and supportive of Diesel's needs.”

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Kayla A.
Sitter Profile Image: Kaila B.
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Kaila B.
from
$20
per visit
1 year of experience
La Grange Highlands, IL, 60525

About: I currently work at an animal rescue in Ridgway, CO. Relocating to LaGrange, IL in late July! I have worked at the shelter since February of 2025 as a pet care specialist and have been the animal care lead since February of 2026. I’ve had experience handling and caring for dogs and cats of all ages and sizes. As well as hamsters, bunnies and lizards! I have experience in medicine administration and promise to give your pet the best care! Pet care is a regular part of my daily routine. I make sure my dogs are fed right on schedule, have fresh water, get exercise and attention. I also ensure a clean, comfortable environment. Each week, I also set aside time for grooming, cleaning supplies and living areas, and monitoring their overall health to ensure they stay happy and healthy. I am someone who can keep a schedule consistent whether that means feeding, walks, giving medication, etc. I know basic obedience training and can give said training on walks and with puppies (potty training, basic commands, etc)

Sitter Profile Image: Estefani C.
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Estefani C.
from
$15
per visit
6 years of experience
Melrose park, IL, 60160

About: Hi my names estefani! I’ve loved all animals since i was baby and have grown up around them! Would love to meet all of ur furry friends in ur families any shape or size! i am reliable and very responsible and will keep ur fur baby safe and treat it as if it were my own! (meaning lots of love and loads of belly rubs) i do consistent updates and will be your very own furry friends photographer 📸🐶 Ademas soy bilingüe y hablo español! I am a student in high school who gets out at 3 but i’m usually all ready to go by 4 to start taking care of every and all types of fur babies! I have loads of free time afterschool and during weekends since i’m primarily focusing on school right now and doing rover 😊 i will ensure your furry friends are protected and safe since i know just how important they are to ur families and how much we all worry about leaving our babies with ones we trust!

Sitter Profile Image: Heather & Israel B.
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Heather & Israel B.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 30 reviews
11 repeat clients
30 years of experience
Burr Ridge, IL, 60527

About: I've grown up with dogs all of my life. From puppies to seniors, small and big, I've taken care of them all. I've taken care of my dogs after surgeries and kept them comfortable and assisted them getting around safely. I have completed dog training classes with dogs and have taught them tricks! I have a huge place in my heart for all dogs and will take care of your dogs like they're my own! I am currently a stay at home mom with our 5 year old son. I would be available to take care of your dog(s) throughout the day. Israel, Jaxson and I live in a house with a fenced in yard with our 9 year old dog Sophie, a Wheaten Terrier. We love meeting new dogs and enjoy seeing our dog friends return for another visit! Feel free to reach out to me with any questions! I am a Stay At Home Mom with a 5 year old son and our dog, so I am available throughout the day to take care of any new dog friends. I have a fenced in yard and a friendly dog to keep your fur baby company and stay active. We have gates we can put up while dogs eat to keep them separated and safe.

Sitter Profile Image: Fatima S.
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Fatima S.
from
$20
per visit
5 years of experience
Oak Park, IL, 60304

About: I’ve worked as a full time nanny for the past 6 years and have been responsible for walking and caring for their pets too, I also have my own senior doggie, a 13 year old schnauzer and have always loved caring for kiddos and their animal friends. I currently work as a nanny Monday- Friday, but only 4 hours per day because I am only responsible for school drop offs and pick ups, so a couple hours in the morning and a couple in the afternoon and I have the rest of the day available for walks and pet sitting! I can crate your dog if needed and provide any medication necessary for your pets, I love doing long walks and can stick to any schedule necessary whether that be feeding time or potty time. I am always punctual and I feel very passionate about making your pets feel safe and well taken care of.

Sitter Profile Image: Destiny N.
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Destiny N.
from
$30
per visit
5.0 out of 5 stars
• 84 reviews
16 repeat clients
20 years of experience
Downers Grove, IL, 60515

“Reliable, friendly..good at communicating”

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Kate R.
Sitter Profile Image: Joey S.
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Joey S.
from
$30
per visit
5.0 out of 5 stars
• 17 reviews
6 repeat clients
13 years of experience
Darien, IL, 60561

“Joey does an amazing job caring for our greyhound, Happy. He communicates well, arrives on time, and gives Happy plenty of love and pets. Our dog gets excited seeing Joey, when he comes to take her for a walk. I can confidently recommend Joey and I will be contacting him again. He is always our first choice for care.”

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Jennifer J.
Sitter Profile Image: Rebecca N.
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Rebecca N.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 8 reviews
3 repeat clients
15 years of experience
Downers Grove, IL, 60515

About: As a lifelong animal lover and experienced pet caregiver, I treat every pet as if they were my own. I understand that every dog has a unique personality, so I tailor walks, playtime, and care to meet their individual needs. Whether your pet loves adventures, belly rubs, or a quiet companion, I provide dependable, attentive care that helps them feel safe and happy while you're away. My goal is to give you peace of mind and your pet a fun, loving experience filled with plenty of attention and affection. *** Available after 3:30 pm during the week/open on weekends and holidays *** As a high school teacher, I have a reliable schedule and enjoy spending my free time caring for animals. During the school year, I am available after school, evenings, weekends, holidays, and school breaks. In the summer, I have a very flexible schedule with plenty of availability for walks, drop-in visits, daycare, and overnight care. This flexibility allows me to provide pets with the attention, exercise, and companionship they deserve. Your pet's safety, comfort, and well-being are always my top priorities. I provide a calm, loving, and secure environment where pets can feel relaxed and at home while you're away. With years of experience caring for animals, you can trust that your furry family member will receive attentive care, plenty of affection, and close supervision.

Sitter Profile Image: Amanda L.
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Amanda L.
from
$25
per visit
25 years of experience
Willow springs, IL, 60480

About: I have always had pets growing up as a child and my love for them has grown into my adulthood even more. I have a passion for learning and understanding all different types of animals. My experience in Pet Care is from having my own pets and caring for family, friends and volunteering over the years. I am currently working full time so my time currently is limited. I am available Friday nights, Saturdays and Sundays. All day Saturdays and Sundays Be patient and calm with pets that are withdrawn or scared. Pets are sensitive to change and may be missing their people; maintain their schedule as much as possible. When the pet is feeling comfortable, send pictures to the client, letting them know you're giving them extra attention.

Sitter Profile Image: Emily S.
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Emily S.
from
$16
per visit
1 repeat client
1 year of experience
Elmhurst, IL, 60126

About: I truly love pets and enjoy taking care of them. I regularly care for my brother’s and my boyfriend’s dogs, so I’m very comfortable with daily routines like feeding, walking, playtime, and giving lots of attention and affection. I treat every pet as if they were my own, making sure they feel safe, loved, and comfortable at all times. I’m patient, dependable, and attentive to each pet’s unique personality and needs! Pet care fits well into my daily routine because I’m already used to caring for dogs on a daily basis. I plan my schedule around their needs, including feeding times, walks, playtime, and relaxation. I care for pets in their home by following their routine, providing feeding, walks, playtime, attention, potty breaks and making sure they feel safe and loved.

Sitter Profile Image: Bob M.
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Bob M.
from
$21
per visit
4.9 out of 5 stars
• 22 reviews
10 repeat clients
20 years of experience
Orland Park, IL, 60462

“Bob does a great job taking care of our puppy while we’re at work! He makes sure our puppy gets lots of playtime and attention! Even on a snowy day, Bob made sure she got plenty of outside time 😊”

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Allison M.
Sitter Profile Image: Alicia J.
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Alicia J.
Star Sitter
from
$30
per visit
4.9 out of 5 stars
• 62 reviews
15 repeat clients
20 years of experience
Berwyn, IL, 60402

“Thanks, Alicia, for making it safe and easy for me to leave for a much-needed getaway! Your great communication and kind care gave me so much peace of mind, and I know the fluffy guy appreciated your visits, too.”

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meridian h.
Sitter Profile Image: dawn c.
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dawn c.
from
$19
per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
10 years of experience
Westmont, IL, 60559

About: I have hands-on experience caring for my own three dogs, including two Mastiffs and one Maltese. Caring for dogs with such different sizes, personalities, and needs has taught me how to adapt to each pet’s unique routine and temperament. From daily walks, feeding, grooming, playtime, and basic training to providing lots of love and attention, I understand the responsibility that comes with caring for pets. Friends and family have also trusted me to watch their pets, and I always treat every animal as if they were my own. As a nursing student with a strict schedule, I plan my time carefully to ensure pets receive the attention and care they deserve. I am available for walks, drop-in visits, and pet sitting throughout the week and on weekends. Whether your pet needs playtime, exercise, feeding, or companionship, I will make sure they feel loved and cared for while you’re away. As the owner of two Mastiffs and a Maltese, I am comfortable handling both large and small breeds. I understand the importance of maintaining routines, monitoring behavior, and creating a safe environment for every pet. Whether caring for pets in my home or a client’s home, I follow all instructions carefully regarding feeding, medications, exercise, and special needs. My goal is to ensure every pet feels safe, comfortable, and loved while their owner is away.

Sitter Profile Image: Rayshall R.
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Rayshall R.
from
$17
per visit
2 years of experience
Riverside, IL, 60546

About: What sets me apart from other sitters is that I can provide expert care for every stage of your pets life , I have knowledge of various breeds and species I have good techniques for safe handling. I start each day by planning in prioritizing my pets care. whether it’s morning walks or feeding schedules or administering medications throughout the week, I maintain a schedule that accommodates both regular visits and any special needs such as training sessions or senior care. I for example, have a snake in my house. I ensure that they are integrated into a safe and good environment. I provided dedicated space for rest for them as usual diet and feeding schedule every two days I give them water And give them two times a month mice, snakes are more tended to grow when they are fed more. For my client that I used to sitter their routine was different it was based on play , tend to their needs and routines. Since their pets enjoyed regular exercise . We would go to nearby parks and maintain usual diet three times a day and around the clock supervision.

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The median cost per visit for dog sitting in Countryside is $20

Dog parents share their Rover experiences - Countryside

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5.0 out of 5 stars

Was able to take our booking last minute and was very communicative. She showed our boy some love and was awesome!

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

This is our second time using Agnes’ services and can recommend them enough! They are reliable and on time, provide great reports, and we always feel comfortable leaving our pets in their hands.

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

Tamara was amazing! I booked her last minute to watch Charlie, and she was incredibly accommodating. What really stood out to me was that Tamara was recovering from surgery herself and was still so attentive with Charlie—even still taking her on walks. She kept me updated throughout her visits and sent pictures, which gave me peace of mind. I really appreciated how caring, reliable, and dedicated she was. I would absolutely book with Tamara again and highly recommend her.

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

Always know my boys are in good hands with Angelina. She goes above and beyond to ensure they are well taken care of and takes time to get to know their quirks. Cannot recommend highly enough. She’s the best!

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Landon E.
Drop-In Visits
5.0 out of 5 stars

Estefanía was great with our puppy Penny! She even came by a day early to meet her and get the care instructions.

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

Trustworthy, reliable, consistent and a nice person too. My pets love her and their lack of stress when I return home, demonstrates how comfortable they are with her

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

I truly appreciate Esther. She makes sure Ace gets some loving! Ace appreciates his play time with her

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

Did a great job caring for our two dogs! They were very excited to see her upon first meeting, and were in great spirits when we returned home from our trip. Would reccommend to anyone!

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

Dennis is great with the Carl, and is pet lover. I have confidence he will be just as caring and loving for your pet also.

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

Abby did a great job taking care of Quincy! She was reliable and a great communicator and did a great job with our anxious dog. Will definitely use again!

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

Kate watched our senior dog and he did great with her! She even tagged on an extra visit last minute for us. Will definitely book again :)

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

Madeleine was GREAT. On time, super nice, communicative, took Lulu for walk and when they came back Lulu was a little anxious so she sat on the floor with her to comfort her.

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

Our pup had 2 walks with Nastassia and both were great. Appreciated all the communication before & after. This was my first experience with Rover.

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

Kelsey is the best. She’s always so good with the dogs. Communicates super well through her notes. Always our first option on Rover.

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

Sarah is so kind and caring with our energetic puppy! She creates a nurturing and playful environment to keep him busy while we're gone. I highly recommend her!

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Gabrielle S.
Drop-In Visits
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

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

  • World-class support

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

How to book dog sitting

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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Popular requests for dog sitting - Countryside

Select a filter and find qualifying sitters offering dog sitting.

Sitters in Countryside average 7
repeat dog sitting clients

FAQs for Dog Sitting - Countryside

Frequently asked questions about Rover

The average cost of Dog Sitting in Countryside is $28 per visit as of October 2026. Most bookings cost between $24 and $28 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 12,145 sitters on Rover offering Dog Sitting across Countryside. 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 Countryside 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 Countryside 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 Countryside. On Rover:

  • 85% of sitters can help with special care needs
  • 91% can help with giving oral medications or injections
  • 94% 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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