House Sitting Countryside

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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.

1 / 1
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: 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: Dana R.
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Dana R.
from
$48
per night
5.0 out of 5 stars
12 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: Katalina T.
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Katalina T.
Star Sitter
from
$35
per night
5.0 out of 5 stars
15 reviews
2 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: ANN P.
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ANN P.
Star Sitter
from
$75
per night
5.0 out of 5 stars
279 reviews
77 repeat clients
40 years of experience
Darien, IL, 60561

Ann is consistent and reliable. We know we can count on her to spend lots of time with our fur babies and she keeps us updated on how they’re doing. Highly recommend Ann!

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Colleen N.
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: Dylan M.
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Dylan M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
20 reviews
6 repeat clients
1 year of experience
Portage Park, Chicago, IL, 60641

Dylan was a lifesaver when we had another cancellation at the last minute. He was professional and great with our senior pup. We'd definitely work with him again.

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Krysta M.
Sitter Profile Image: Bryan S.
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Bryan S.
from
$45
per night
5.0 out of 5 stars
67 reviews
27 repeat clients
15 years of experience
Lake View, Chicago, IL, 60657

We were happy with the service we had from Bryan house sitting our two dogs for a few days. Great communication and flexibility, dogs seemed very well cared for, and house was left very clean.

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Miriam C.
Sitter Profile Image: Diane B.
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Diane B.
Star Sitter
from
$70
per night
5.0 out of 5 stars
47 reviews
16 repeat clients
40 years of experience
River Forest, IL, 60305

The experience with Diane was great! We will not hesitate to book with her again. She recently stayed for 4 nights with our 90-lb German Shepherd Dog. Being so comfortable with Diane made being away so much more enjoyable and relaxing. Diane sent multiple videos throughout each day to reassure us that our boy was getting exercise and having a good time. In addition, she took great care in the house. We couldn't have asked for a better experience. 5 Stars!!

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Barb C.
Sitter Profile Image: Leslie & Marisol T.
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Leslie & Marisol T.
Star Sitter
from
$85
per night
5.0 out of 5 stars
51 reviews
22 repeat clients
20 years of experience
Lemont, IL, 60439

I recommend Marisol and would give 6 stars if I could. She stayed in our home and watched our large anxious dog over July 4th when there were massive storms. I did not have to worry one bit about our dog's nerves, as she did everything possible to comfort him when he was scared (stormed for days!). She followed all of my instructions beautifully, gave detailed updates, and left my house clean and tidy. Marisol exceeded my expectations, and I will definitely use her again and refer her to my friends and family!

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Katie D.
Sitter Profile Image: Tara W.
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Tara W.
Star Sitter
from
$80
per night
5.0 out of 5 stars
24 reviews
9 repeat clients
8 years of experience
Evergreen Park, IL, 60805

Tara is fabulous with my cat. I appreciated how much time and energy she spent playing with Jim Catsby. She sent me awesome photos and a video of their time together. Tara really cares about Jim, and leaving him happy. I’m grateful for her passion for pets and their care. She is motivated to give our pets the best experience possible.

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Colleen D.
Sitter Profile Image: Lauren A.
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Lauren A.
from
$55
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
15 years of experience
Justice, IL, 60458

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
Sitter Profile Image: Brandon P.
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Brandon P.
from
$35
per night
5.0 out of 5 stars
12 reviews
7 repeat clients
3 years of experience
Darien, IL, 60561

About: We love dogs, and have small loving family. I work from home and we are around on weekends, so are perfect for when you need a weekend or week of dog sitting. Our lives have always included dogs, and love spending time with them! We both have experience with puppies and older dogs, and we love going for walks. We have two boys (Archie 6 and Eddie 3) and a lab/vizsla coco (9) and we are all dog lovers! I take coco for two walks a day, which are about 1 mile. I would love to have another dog to take on our walks! We cannot wait to meet your dog and spend quality time with them. I work from home so I will have a lot of time to spend with your dog! I can take the dogs out as much as needed. I work from home and will spend most of the day with the dogs. We have an unfenced yard, but I don't mind taking dogs out on a leash! I can take the dog out as much as needed.

Sitter Profile Image: Charlotte S.
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Charlotte S.
Star Sitter
from
$100
per night
5.0 out of 5 stars
126 reviews
27 repeat clients
20 years of experience
Bolingbrook, IL, 60440

Charlotte did a wonderful job caring for our babies while we were away. She sent frequent updates and lots of photos, which gave us great peace of mind during our trip. It was clear from the pictures and her communication that the dogs were happy, comfortable, and well cared for. We experienced severe storms while we were gone, and Charlotte was attentive to our girls anxiety needs and followed our instructions regarding medication. We really appreciated knowing our pets were in capable and caring hands.

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Tina S.
Sitter Profile Image: Joanna P.
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Joanna P.
Star Sitter
from
$89
per night
5.0 out of 5 stars
38 reviews
6 repeat clients
20 years of experience
Norridge, IL, 60706

Joanna was great. She obviously loves cats and knows a ton about them, which made me very comfortable leaving her in charge of my 2 guys. She sent me updates including video clips of her engaging and playing with the boys every day. Would definitely rebook

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Tracy B.
Sitter Profile Image: Lisa H.
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Lisa H.
Star Sitter
from
$65
per night
5.0 out of 5 stars
118 reviews
34 repeat clients
20 years of experience
Oak Forest, IL, 60452

Lisa was super great with our pups, Penny and Sedona. They both warmed up to her immediately and Lisa made sure they were comfortable and loved while we were away. We got frequent updates and pictures which really eased our minds. Lisa also gave us peace of mind, being at the house and keeping us updated on things. She also took care of our chickens and went out of her way to get some extra treats when we ran out. We couldn't have asked for a better dog sitter/housesitter to take care of our babies and our home. We will definitely be booking with Lisa again!

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Merintha P.
Sitter Profile Image: Grace M.
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Grace M.
from
$40
per night
5.0 out of 5 stars
221 reviews
77 repeat clients
6 years of experience
Riverside, IL, 60546

Grace did a great job watching our dogs for a long weekend. Her flexible schedule allowed her to come over after we left and spend extra time with our dogs, which I'm sure they loved. She got along with them great and sent us photos and updates everyday. She was also a clean and courteous house guest. Couldn't ask for more! Thanks Grace!

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Lauren C.
Sitter Profile Image: Natalie V.
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Natalie V.
from
$80
per night
5.0 out of 5 stars
93 reviews
22 repeat clients
8 years of experience
Albany Park, Chicago, IL, 60630

Natalie was really great! This was my first time leaving my humane society rescue who is a bit of a velcro dog. On top of that, I was going to a remote part of Oregon where there was no cell service. After meeting Natalie, and because of her reliability and clear communication, I felt confident that he was in good hands.

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Lauren N.
Sitter Profile Image: Miguel G.
Verified Enhanced Background Check
Miguel G.
Star Sitter
from
$30
per night
4.9 out of 5 stars
19 reviews
3 repeat clients
20 years of experience
Forest Park, IL, 60130

Miguel was fantastic! I got tons of updates, I could see that my dog was getting the very best care. Would definitely recommend Miguel for a dog sitting and walking.

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

Heidi is absolutely wonderful. She has done an in-home stay at our house twice now and both times, she did an excellent job. She is great at communicating and truly loves the dogs. It’s so nice to be able to go on vacation and not have to worry. We are so lucky to have connected with her and look forward to using her again in the future.

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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

1 / 1
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

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.
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

Absolute pleasure dealing with Holly, she did exactly what was expected, and nothing more or leas. Would definitely hire her again.

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Matt K.
House Sitting
5.0 out of 5 stars

Stephanie took great care of Drogo and handled my nervous boy with care. She was communicative and responsive and sent lots of pictures while I was away. Drogo had a great time with her and I am looking forward to being able to have her watch Drogo in the future.

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Katy P.
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

Sage is amazing. She watched our 2 cats, dog, and home while we were on vacation for 9 days. She sent various updates throughout the day and helped ease my anxiety about being away from my animals for so long. Our dog loved her! We will definitely be utilizing her again. I could not recommend her more!

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Nina P.
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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