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: ANN P.
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ANN P.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 293 reviews
79 repeat clients
40 years of experience
Darien, IL, 60561

“Had a great experience with Ann. She always arrived on time and took great care of my pets. Will usual her again for all future trips. So glad I found her!!!”

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Sharon P.
Sitter Profile Image: Sam S.
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Sam S.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 187 reviews
53 repeat clients
12 years of experience
Darien, IL, 60561

“Sam was great! I have two very timid chihuahuas and she spent so much time trying to make sure they were comfortable. She got my little old lady, Lucy to go out—my shy boy Myles was another story. lol. He’s a tough one to get close to. Sam was amazing though, I’m confident Myles will warm up to her. We will try again soon!! ❤️”

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Marisa K.
Sitter Profile Image: Nastassia G.
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Nastassia G.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 71 reviews
20 repeat clients
35 years of experience
La Grange, IL, 60525

“Nastassia did a great job by hanging out with the kitties and providing medication to our senior cat on a specific schedule. The cats were doing great when we came back and I would use her services again!”

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Etienne S.
Sitter Profile Image: Ashly R.
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Ashly R.
from
$17
per visit
5.0 out of 5 stars
• 6 reviews
3 repeat clients
2 years of experience
Brookfield, IL, 60513

About: I have worked I Dogtopia Lagrange for over a year now, I have also been a pet sitter in years prior and love to hangout with all different types of pups I do work my morning at Dogtopia of Lagrange Monday-Friday if your pup is already a pup that visit I can take them along with me if wanted but the rest of the day after work ( at 1pm) I have the rest of the day to have the most fun we can. First getting a dog used to a new environment/person is my first priority than, Lots of walks for your pups, if needed can crate, and lots and lots of cuddles.

Sitter Profile Image: Zulema D.
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Zulema D.
from
$17
per visit
5.0 out of 5 stars
• 40 reviews
14 repeat clients
10 years of experience
Brookfield, IL, 60513

“Zulema was amazing. This was the first time we’d used any services for our pets. She dropped in on our kitties while my family was out of town, made sure they were set on food and water and playtime. And sent us pics and communications each day. We met briefly when she stopped by to pick up the keys before we left and was very friendly and left us knowing our kitties would be in good hands without us having to worry about them at all. Thank you Zulema!”

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Kelly S.
Sitter Profile Image: Angela C.
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Angela C.
from
$20
per visit
5.0 out of 5 stars
• 70 reviews
17 repeat clients
2 years of experience
Darien, IL, 60561

“Angela was amazing! She was very thoughtful and able to help out if a problem came up. I feel very secure knowing she is watching over my cat Flora. Thank you!!”

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Helen N.
Sitter Profile Image: Tamara C.
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Tamara C.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 110 reviews
30 repeat clients
17 years of experience
Brookfield, IL, 60513

“Tamara dropped in to check on our dog while we were out of town for a week. She came to our home twice a day and sometimes 3 to check on our dog. She was amazing and we felt our pet was well cared for while we were gone. Tamara sent us pictures and videos at every visit. We could tell how much she cared for our dog. I highly recommend her and would not hesitate to hire her again.”

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Nora C.
Sitter Profile Image: Amanda J.
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Amanda J.
from
$20
per visit
4.9 out of 5 stars
• 310 reviews
124 repeat clients
20 years of experience
Palos, IL, 60464

“Amanda was amazing! Super friendly and over communicated every step of the way with my cat Salvador! I will definitely use her in the future!!”

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Julie L.
Sitter Profile Image: Leslie P.
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Leslie P.
from
$14
per visit
5.0 out of 5 stars
• 6 reviews
2 repeat clients
30 years of experience
Oakbrook Terrace, IL, 60181

“Leslie took great care of my cats! She gave me thorough updates and asked questions when needed, and made good inroads befriending the cats (even my super-shy one). I appreciate you, Leslie!!”

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Amy N.
Sitter Profile Image: Riya L.
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Riya L.
from
$25
per visit
5.0 out of 5 stars
• 22 reviews
4 repeat clients
4 years of experience
La Grange Highlands, IL, 60525

About: I’ve taken care of dogs my whole life. I was never allowed to have a dog growing up so I would help out my neighbors wherever i was living at the time when they were at work. I also volunteered at an animal shelter for a couple years and went through proper training on how to take care of and make both dogs and cats feel as comfortable as possible. I was finally able to convince my parents to let me have a dog and I have been the main caretaker of my golden doodle smudge for about three years now I have recently switched jobs so I have a lot more free time on my hands and am finally able to get started with Rover after wanting to job for years. This way I can take care of and love on all of the animals and I can take some of the responsibilities off of another animal parent because I know it can be hard sometimes. My dog gets two meals a day and a snack around lunch time. We go on a short morning walk and a longer evening walk after dinner. For overnight house sitting my goal is to make sure to follow the routines that clients already have in place for their pets as not to change their schedules. My boyfriend Cameron and I love taking care of the dogs and giving them a special staycation

Sitter Profile Image: Erika M.
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Erika M.
from
$22
per visit
5.0 out of 5 stars
• 15 reviews
5 repeat clients
15 years of experience
Western Springs, IL, 60558

“Our dogs love Erika! They are a little high maintenance and she is terrific with them!”

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Gina T.
Sitter Profile Image: Dana R.
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Dana R.
from
$29
per visit
5.0 out of 5 stars
• 13 reviews
1 repeat client
25 years of experience
La Grange, IL, 60525

“Dana given a most unusual assignment jumped right in!”

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Linda R.
Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 21 reviews
13 repeat clients
10 years of experience
Palos Hills, IL, 60465

“I was able to find Jennifer quickly on the Rover app. I chose her by her profile and her close proximity to where I live. She responded very quickly to our request thru the app. She came for a short visit so we and our doberman could meet her. I wanted her also to feel comfortable with our large dog. We needed someone to come a couple of days around midday to fed, potty, walk and play our very active 8 month old 60 lb dog. We had her come for an hour each day. It was also the first time we were leaving her all day. Jennifer did exactly what was asked and says she looks forward to helping us out again. I know we will use her in the future.”

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Marie A.
Sitter Profile Image: Lauren L.
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Lauren L.
from
$20
per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
6 years of experience
Downers Grove, IL, 60515

“Great drop-in visit! Our pup was well cared for, and it was such a relief knowing she was in good hands while we were away. We loved receiving the updates and photos. Thank you for taking such great care of her—we’d definitely book again!”

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Leslie D.
Sitter Profile Image: Edita M.
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Edita M.
from
$20
per visit
10 years of experience
Willow Springs, IL, 60480

About: I have skills in providing medicine to pets. Paw balm, flea medicine, and cleaning eyes. Care after surgery keep cone on head and watch him. I have an open schedule Monday to Sunday you have reach with me before booking. Some days i can busy . Let me know what day time and I come to your house . I can only care for pets at their own home. I have my own 2 cats at home. I can take only cats to my home.

Sitter Profile Image: Judith T.
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Judith T.
from
$20
per visit
5.0 out of 5 stars
• 244 reviews
98 repeat clients
20 years of experience
Riverside, IL, 60546

“Judith is awesome! We appreciate her thoughtful handling and skilled care of our pups. Thank you!”

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Marie M.
Sitter Profile Image: Lauren R.
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Lauren R.
from
$30
per visit
5.0 out of 5 stars
• 35 reviews
11 repeat clients
15 years of experience
Clarendon Hills, IL, 60514

“Lauren is incredible! She gave detailed updates, went above and beyond what we asked for in the care routine, and clearly sincerely cared for our very nervous cat. I'd give her ten stars if I could!”

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Micaelan V.
Sitter Profile Image: Fiona M.
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Fiona M.
from
$17
per visit
8 years of experience
La Grange Park, IL, 60526

About: I recently graduated from Northern Michigan University this past spring with a bachelors degree in Education. Before pursuing my career, I am taking time off to work and spend time with family. I am a lover of all animals, though I have the most experience with cats and dogs of all ages and sizes. Over the past 8 years, I have worked with several families for drop by visits and extended stays while they travel. I have a fur baby of my own, my cat Ringo, who I love very much. I have several references available for back ground check and to hear from prior families I have worked with for feedback if desired! I would love to work with you and your pets! I have a pretty open schedule! I work 1-2 shifts a week of retail for roughly 4 hours per shift. I can do overnights, extended stays, multiple visits per day, and so on. I’m flexible to your needs! When caretaking for you animal, I’ll be more than ready to follow your expectations. I have a list of references available from prior families I’ve worked with in the past that I am more than welcome to share with you. At any point, feel free to contact me via call or text if you have questions or concerns about the wellbeing of your animal.

Sitter Profile Image: Amy B.
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Amy B.
from
$17
per visit
25 years of experience
La Grange, IL, 60525

About: I bring over 25 years of dedicated experience caring for both cats and dogs, giving me a deep understanding of pet behavior and needs. What truly sets me apart is my extensive experience with specialized medical care. My beloved Shih Tzu, who recently passed away after a long and happy life, required attentive care for severe allergies, dry eyes, and diabetes. Because of this, I am completely comfortable and highly experienced in administering eye drops, oral medications, and routine insulin injections. I know firsthand how stressful it can be to leave a pet with special medical needs, and I am proud to offer the precise, gentle, and reliable care your furry family member deserves. I work from home and only go into the office once or twice a week for brief 4-hour stretches (typically 9:00 AM to 1:00 PM). The rest of my time is spent working locally so I can care for my wonderful 7.5-year-old special needs son, handling his school drop-offs and summer camp schedules. This highly flexible routine gives me the perfect opportunity to step away from my desk, stretch my legs, and provide your pups with dedicated neighborhood walks or attentive drop-in visits. Sadly, my beloved dog Rocky passed away in January 2026. This summer, I realized just how much I truly miss our daily walks and the companionship of a dog. While I am not quite ready to bring a new full-time pet into our home, I would love to channel that missing affection into helping busy neighbors by giving your pets all the exercise, attention, and love they deserve. Your pets are treated like true members of the family in my care. Because my beloved Rocky passed away in January 2026, my home is currently pet-free, meaning your furry family member will get my absolute, undivided attention during drop-ins or walks, with zero risk of conflict with resident animals. Backed by over 25 years of pet care experience, I approach safety with a proactive mindset—strictly adhering to your leashing preferences, double-checking that doors and gates are securely locked, and ensuring your home remains secure. I tailor my visits entirely to your pet's unique personality and energy level. Whether they need a high-energy walk to a local field where they can safely run or simply prefer quiet, comforting companionship on the couch, I treat your home and your pets with the highest level of respect and devotion. To give you ultimate peace of mind while you are away, I will always send you detailed text updates and plenty of photos during every single visit so you can see exactly how much fun we are having!

Sitter Profile Image: Reyna D.
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Reyna D.
from
$31
per visit
5.0 out of 5 stars
• 4 reviews
2 repeat clients
15 years of experience
Hinsdale, IL, 60521

About: I'm an active animal lover who loves the company of dogs. I've grown up surrounded by animals-- two chihuahuas and a french bulldog. I am a Stanford student who is unfortunately unable to live with a pet due to dorm restraints, which makes me even more excited to spend time with yours! I am a student with a car and a very flexible schedule. I have no problem coming to your house frequently to provide all the care your pet(s) need! I abide by the rules and routines set by the pet owner to ensure the pets feel safe, comfortable, and stress-free in my care. I follow feeding schedules, exercise routines, and any specific instructions related to medications, grooming, or behavioral needs to create the best experience possible!

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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

Yay Kwan was an amazing sitter for my dog, as usual! She made my dog feel comfortable and happy, always making sure she had everything she needed. It was obvious when we needed a sitter that we would rebook with her!

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Colleen H.
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

We booked with Estefanía for her to visit our dog three times a day during our week-long trip. She was always super professional- quick responses when I texted her any last-minute requests or instructions. She also brought in our trash bins and kept our plants alive:) Bruno was happy when we got home, but definitely no stress when we were away!

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Kristen B.
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

Tamara dropped in to check on our dog while we were out of town for a week. She came to our home twice a day and sometimes 3 to check on our dog. She was amazing and we felt our pet was well cared for while we were gone. Tamara sent us pictures and videos at every visit. We could tell how much she cared for our dog. I highly recommend her and would not hesitate to hire her again.

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

Angelina is a caring and dependable caregiver for our beloved dog, Walter. She not only takes him out but spends time with giving him attention and relaxing belly rubs and pets. He is clearly happy to see her when she arrives.

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Phillip L.
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

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.

Meet local sitters who will treat your dogs like family

  1. 1. Search

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

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Popular requests for dog sitting - Countryside

Select a filter and find qualifying sitters offering dog sitting.

Sitters in Countryside average 6
repeat dog sitting clients

FAQs for Dog Sitting - Countryside

Frequently asked questions about Rover

The average cost of Dog Sitting in Countryside on Rover is $28 per visit as of October 2026. Most bookings cost between $24 and $28 per visit. 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 12,274 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 Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to 25,000 in eligible veterinary care reimbursement.

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 Meet & Greet .

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:

  • 90% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 96% 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 cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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