House Sitting Countryside

Find a loving house sitter to watch over your pets and your home.

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Over 31
pet parents in Countryside have booked house sitting

Countryside, Find top rated house sitting

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Stephanie M.
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Stephanie M.
Star Sitter
from
$70
per night
4.9 out of 5 stars
• 44 reviews
14 repeat clients
10 years of experience
Irving Park, La Grange, IL, 60525

“Stephanie takes great care of Lilah Blue -- he levelheadedness and great communication is especially appreciated when things go a little sideways (thanks to Lilah's obsession with squirrels/rabbits.)”

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Darice B.
Sitter Profile Image: Lauren A.
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Lauren A.
from
$55
per night
5.0 out of 5 stars
• 18 reviews
5 repeat clients
15 years of experience
Justice, IL, 60458

“Lauren a great sitter, very prompt, organized, and flexible. She was able to stay several hours later with our dog due to flight delays. She is highly recommended!”

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Rachel
Sitter Profile Image: Sarah P.
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Sarah P.
from
$65
per night
5.0 out of 5 stars
• 44 reviews
8 repeat clients
12 years of experience
Western Springs, IL, 60558

“Sarah took great care of our dog while we were away for a few nights! She provided pictures, updates, was super easy to work with. Our dog was well cared for when we returned thanks to Sarah! We will definitely work with her again.”

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Colleen C.
Sitter Profile Image: Katalina T.
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Katalina T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 21 reviews
4 repeat clients
15 years of experience
Berwyn, IL, 60402

“Katalina gave us great peace of mind watching our dog Avery. She gave regular updates and pictures of our pup, and she was clear and friendly in her communication. Such a professional who wants to make sure your fur baby is taken care ofb”

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Drew A.
Sitter Profile Image: Cynthia R.
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Cynthia R.
from
$60
per night
5.0 out of 5 stars
• 15 reviews
5 repeat clients
18 years of experience
Hinsdale, IL, 60521

“Cynthia is very sweet and made sure I knew what was going on. My dogs loved her, and I definitely will be asking her to sit for them again!”

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Rebekah G.
Sitter Profile Image: Dana R.
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Dana R.
from
$48
per night
5.0 out of 5 stars
• 13 reviews
1 repeat client
25 years of experience
La Grange, IL, 60525

“Thank you so much for caring for my fish, pups, and plants. I hope you were comfortable. I would definitely book again. I would even like to see your band play again. I really enjoyed the last time. I follow you on Facebook so maybe I’ll see one that’s close. Be well, Angelique”

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Angelique L.
Sitter Profile Image: Heather L.
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Heather L.
from
$60
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
25 years of experience
Willowbrook, IL, 60527

“Heather did a fabulous job of taking care of our three dogs, cat and turtle. She regularly sent updates and photos and all of our pets warmed up to her immediately. We could not have been more pleased with her service, communication and professionalism. Highly recommend.”

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Brent G.
Sitter Profile Image: Miguel G.
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Miguel G.
Star Sitter
from
$30
per night
4.9 out of 5 stars
• 20 reviews
5 repeat clients
20 years of experience
Forest Park, IL, 60130

“Miguel could not have possibly been better. He took great care of all 3 of my dogs as well as I do. He kept me up to date with messages and pictures and videos. I will use Miguel every time if at all possible.”

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Jim K.
Sitter Profile Image: Sam S.
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Sam S.
Star Sitter
from
$150
per night
5.0 out of 5 stars
• 187 reviews
53 repeat clients
12 years of experience
Darien, IL, 60561

“Sam was great with our dogs!! She was extremely flexible when booking at the last minute and very communicative while she watched our pups. She made our trip extremely relaxing knowing our dogs were in great hands.”

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Tessa L.
Sitter Profile Image: Diane B.
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Diane B.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 53 reviews
17 repeat clients
40 years of experience
River Forest, IL, 60305

“DIane was fantastic with our dog, Bailey, during our weekend trip. Communication was excellent; we loved the photo & videos she was thoughtful enough to share daily, which gave us peace of mind. She followed all of our specific instructions for feeding and walks and it was clear our Bailey girl was happy and comfortable in her care. We would highly recommend Diane and will definitely be booking again in the very near future:) she was absolutely fantastic:)”

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Laura F.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$43
per night
4.9 out of 5 stars
• 12 reviews
5 repeat clients
10 years of experience
Chicago, IL, 60638

“Chelsea is the absolute BEST! She house sat for us while we were gone for a week and we arrived back to a clean home and happy,happy pets:) I would book her a thousand times over again and you should too!”

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Rebekah W.
Sitter Profile Image: Natalie K.
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Natalie K.
from
$50
per night
4.6 out of 5 stars
• 13 reviews
5 repeat clients
8 years of experience
Elmhurst, IL, 60126

“Natalie did such a great job watching our 3 pets! I came home to 2 happy dogs and cat. I would recommend to anyone and will def book again’”

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Maria G.
Sitter Profile Image: Esther I.
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Esther I.
from
$30
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
7 years of experience
Lyons, IL, 60534

About: I’ve taken care of dogs ever since I was young. I’ve had many dogs over the years and all were loved, cared for, and given a life they deserve. I’m currently working part time and have hybrid classes. So, I have time to meet the needs of families and their fur babies. I am available to drop in the day, or spend nights to make sure your animals are cared for. I make sure they have clean water and food when needed. I let them out to run around and take pets on walks. I brush animals to make their coats soft, and offer baths.

Sitter Profile Image: Jennifer G.
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Jennifer G.
from
$70
per night
1 repeat client
20 years of experience
Brookfield, IL, 60513

About: I have taken care of dogs for most of my life! I had a puppy as a young girl, and cared for her through her old age. I also have extensive pet sitting experience, and have watched 5 dogs simultaneously. I have a very caring personality and would love to care for your fur babies! When it comes to cats, I have about 12 years of experience. I have taken care of numerous outdoor stray cats, and have rehomed many of them, including taking two into my own home. I am self employed (jewelry artist!) so I have plenty of time to check in with your pets, walk/play etc. I am available anytime during the week (M-F) and usually on the weekends as well. I currently live in a small apartment, and would need to come by you. I am excellent at following directions, and will cater to you and your pets needs.

Sitter Profile Image: Fiona M.
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Fiona M.
from
$30
per night
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: Heidi T.
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Heidi T.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 33 reviews
7 repeat clients
35 years of experience
Willowbrook, IL, 60527

“Awesome! We were so lucky to have Heidi watch our dogs while we were on vacation! She was so sweet and caring with them, handled all of their medication and care needs, sent frequent updates, and left our home in perfect condition. She even took out our trash cans on garbage day without being asked. Typically when we have gone on vacation, we have been worried about our dogs the entire time, but not with Heidi. She put us at ease every day and was so great with then. When we came back, both our dogs were happy and calm - a great change from when we would pick them up from boarding or come home to our prior dog sitter in the past. If you need a dog sitter you can trust while away, I cannot recommend Heidi enough. She truly is the best!”

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Kate R.
Sitter Profile Image: Laina W.
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Laina W.
Star Sitter
from
$120
per night
5.0 out of 5 stars
• 80 reviews
19 repeat clients
26 years of experience
La Grange, IL, 60525

“Laina was fantastic with our 2 elderly pups! Needed to be away for 3 nights, but had a completely good feeling after we'd met, introduced the dogs, and gave her the info on the house. The house was in great shape when we returned, and more importantly the pups did fine while we were away. I would trust Laina with pups young and old. I felt they were well cared for while we were away. Mostly highly recommend Laina!”

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Tom S.
Sitter Profile Image: Christopher P.
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Christopher P.
from
$65
per night
1 repeat client
25 years of experience
Brookfield, IL, 60513

About: My family has had at least one dog most of my life, one of which became my best friend, and he (Bear) was the reason I named my current dog (Polar) after him. I have my own 100+ pound white Lab who had a whole lot of energy when he was a puppy ,so I am familiar with how crazy the young ones (and older ones too) can get. Your pet is safe with me, (s)he will be treated like family, and as if (s)he were my own dog to love. I am currently a full-time MBA student and can be home full-time if needed. Potty breaks every few hours, or as requested by him/her. Lots of play time in between, as I always need an excuse to take a break from my studies... My family has had at least one dog almost my entire life, and I currently have my own 100+ pound white Lab, so I am capable to providing care as if it were my own dog. I have a fenced in yard that your dog will be allowed to go out to every few hours, or whenever he/she indicates the need. One neighbor does not have a dog, the other house does have a dog but is only outside for a few minutes at a time. I do have an alley behind my house where very rarely somebody in the neighborhood might walk their dog, but the strong chain link fence will keep them separate. Inside has miscellaneous stuff around the house that may be an issue if your dog chews items, but I can identify and remove any distractions deemed necessary. I have lots of toys and balls for your dog to play with, whatever he or she wants... In your home, I will follow any and every rule you establish. Whatever you say goes. Please give me a detailed list with any guidelines that need to be followed and I will do so.

Sitter Profile Image: Maggie D.
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Maggie D.
from
$60
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
5 years of experience
Westmont, IL, 60559

“Maggie did a great job with my two dogs! She stayed overnight with them and made sure they had what they needed. Very responsible!!”

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Carla J.
Sitter Profile Image: Holly H.
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Holly H.
from
$75
per night
5.0 out of 5 stars
• 21 reviews
2 repeat clients
14 years of experience
Hinsdale, IL, 60521

“Holly did an amazing job! She is so easy to communicate with and extremely responsible. The dogs love her and when we came home, our house was spotless. She is very receptive to the instructions we provided and communicated with us throughout our trip with pictures. We will definitely use Holly again!”

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Christine A.
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The median cost per night for house sitting in Countryside is $50

Pet parents share their Rover experiences - Countryside

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5.0 out of 5 stars

Stephanie stayed with our 4 large dogs over a long weekend and was absolutely fantastic. She provided frequent text and photo updates assuring us that the dogs were being well cared for. Our dogs that typically hides away when we are gone was warmed up to her within hours! She left our home better than she found it. We are so appreciative.

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Adrienne S.
House Sitting
5.0 out of 5 stars

Holly did an amazing job house sitting and taking care of our 3 mini Aussies. She sent numerous photos and sent us daily updates! We will definitely have Holly watch our pups in the future!

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Mathew M.
House Sitting
5.0 out of 5 stars

Sage went above and beyond taking such great care of my fur babies and the house. She provided very informative updates with pics which brought great peace of mind. Highly recommend Sage!

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Kristen G.
House Sitting
5.0 out of 5 stars

We had a wonderful experience with Dana! She took fantastic care of Kona during her 5-night stay, strictly keeping up with all regular feedings and walk schedules. Communication was clear and prompt throughout the booking, and she took wonderful care of our home while we were away. Highly recommend Dana, and we will absolutely book her again!

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Brian W.
House Sitting
5.0 out of 5 stars

I cannot say enough good about Gena. She was wonderful with my kids, kept in touch regularly and just all around great. The house was, dare I say, cleaner when I returned than when I left. My 70+@ collie mix and normally vocal cat were very chill when I walked in the door. Definitely glad to see me but very relaxed and comfortable. I couldn’t ask for a better house/pet sitter. Will definitly check with Gena for all my future overnights away.

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Marcy F.
House Sitting
5.0 out of 5 stars

Riya stayed with our pup Kenai while we were out of town & she took AMAZING care of him. She was so attentive and was so consistent in keeping with his daily routine. Another highlight was that her communication was incredible-we got tons of text and photo updates that made being away a little easier. Cannot wait to book her again!! 🥰

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Kaelin M.
House Sitting
5.0 out of 5 stars

Sarah is fantastic with our dog, Chester! She's so calm, thoughtful, and attentive with his needs. I give her my highest recommendation!

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Gabrielle S.
House Sitting
5.0 out of 5 stars

The weekend of my son and daughter-in-law’s wedding, Angelina provided care to their cat as well as my three cats, staying overnight for two nights at my home. Prior to that weekend, she came over to meet the cats and myself and run through their daily care routine. Even my shy cat Brody seemed curious about her. Wedding weekend, she was great at providing updates through text and photos throughout her stay, and I appreciated her attention to cleaning up their litter boxes and feeding mats one more time before she left. She has a gift for working with animals and is trustworthy and easy to communicate with. I will definitely use her again!

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Kami B.
House Sitting
5.0 out of 5 stars

Heather did a fabulous job of taking care of our three dogs, cat and turtle. She regularly sent updates and photos and all of our pets warmed up to her immediately. We could not have been more pleased with her service, communication and professionalism. Highly recommend.

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Brent G.
House Sitting
5.0 out of 5 stars

Samantha was amazing. We couldn’t have asked for a better sitter for Murphy. He loved her right away. She went above and beyond!

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Lindsay R.
House Sitting
5.0 out of 5 stars

Leanna was amazing! She noticed things that needed to be done despite our poor instructions (fish needing to be fed, garbage needing to go out on garbage day). She was very responsive and we loved having her stay with our dogs.

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Kerry R.
House Sitting
5.0 out of 5 stars

Thank you as always for taking such great care of Bunny, sending updates, and for leaving the house cleaner than you found it!!! You’re the best, Lauren!

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Rachel
House Sitting
5.0 out of 5 stars

Oh my goodness, Holly is truly the best!!! She sat with our 8 week old (VERY energetic) pup for a long day and was so patient & kind 🥰 She was also great with communication.

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Gina R.
House Sitting
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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 pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house 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 house sitting - Countryside

Select a filter and find qualifying sitters offering house sitting.

Sitters in Countryside average 4
repeat house sitting clients

FAQs for House Sitting - Countryside

Frequently asked questions about Rover

The average cost for House Sitting in Countryside on Rover is $66.6 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of September 2026, there are 8,076 sitters on Rover offering House Sitting across Countryside. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Countryside walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Countryside maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

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!

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.

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 .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

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

Yes, you can find sitters who have experience with handling special pet needs in Countryside. On Rover:

  • 93% of sitters can help with special care needs
  • 94% 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.

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