House Sitting Countryside

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

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Over 19
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: Elba N.
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Elba N.
Star Sitter
from
$35
per night
5.0 out of 5 stars
18 reviews
7 repeat clients
25 years of experience
Orlando, FL, 32812

Elba is the absolute best pet sitter!!!! We went away for vacation and needed around the clock care. Elba was very thorough with the instructions and information we gave her. She took care of our animals as if they were her own. She gave updates every single day and sent the best pictures. Our animals were so happy and loved while we were away. And Elba even went above and beyond when we had a tree branch from a neighboring yard fall during a storm and damage our fence. She kept me notified and sent pictures. I would absolutely recommend Elba for anyone who is looking for a trustworthy person to care for your pets! We will most definitely be using Elba in the future to take care of our fur babies!!!!!!!

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Megan C.
Sitter Profile Image: Kaitlyn B.
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Kaitlyn B.
from
$40
per night
5.0 out of 5 stars
12 reviews
1 repeat client
5 years of experience
Orlando, FL, 32822

Kaitlyn was wonderful for Pepper and took great care of her while we were away. She was very communicative and sent lots of great pics of our pets. We’ll definitely book with her again when we’re traveling.

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Dominic D.
Sitter Profile Image: Dalia R.
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Dalia R.
Star Sitter
from
$100
per night
5.0 out of 5 stars
19 reviews
7 repeat clients
8 years of experience
Orlando, FL, 32812

Dalia was so kind with my nervous boys and sent me a lot of photos and updates! I will definitely be reaching back out to her the next time I need someone to watch Winston and Wallace.

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Gloria L.
Sitter Profile Image: Marina S.
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Marina S.
from
$35
per night
5.0 out of 5 stars
60 reviews
21 repeat clients
2 years of experience
Monterey, Orlando, FL, 32807

Marina did a terrific job taking care of my cat Goldie and housesitting while we were away. She patiently listened to all of my instructions and carried them out; She was gentle and made Goldie feel safe; She sent photos and texts every day; and the house was in the same condition as we left it. I trust Marina and will ask her to pet sit again.

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Gail A.
Sitter Profile Image: Mya V.
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Mya V.
Star Sitter
from
$50
per night
5.0 out of 5 stars
16 reviews
7 repeat clients
4 years of experience
Orlando, FL, 32825

Throughout my time away, Mya maintained excellent communication, providing regular updates and even sending adorable pictures and videos of my pup. It was incredibly reassuring to know that my pups were still not only well-cared for but also enjoying their time under the watchful eye of such a dedicated and responsible pet sitter.

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Daphne A.
Sitter Profile Image: Zuleimarie F.
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Zuleimarie F.
from
$60
per night
5.0 out of 5 stars
16 reviews
5 repeat clients
10 years of experience
Orlando, FL, 32825

Zuleimarie provided outstanding care for our dog. She took detailed notes of everything we mentioned and made sure nothing was overlooked. She actively communicated with us every day, was always punctual, and kept us reassured with photos and videos of our pup. Our dog received attentive, loving care, and we returned home to a happy, well-cared-for pet and complete peace of mind. We will definitely book her again.

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Angel T.
Sitter Profile Image: Susan S.
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Susan S.
from
$60
per night
5.0 out of 5 stars
52 reviews
6 repeat clients
23 years of experience
Orlando, FL, 32809

Susan only stayed with Rory for one night, but she is so warm and comforting, I know Rory was well cared for and well loved. Would definitely use Susan again.

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Mary F.
Sitter Profile Image: Makenzy B.
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Makenzy B.
from
$65
per night
5.0 out of 5 stars
40 reviews
12 repeat clients
8 years of experience
Vista East, Orlando, FL, 32829

Makenzy took care of my cat while I was away for a week. She sent me plenty of updates and was easy to reach! Would definitely book with her again!

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Dylan Z.
Sitter Profile Image: Danny K.
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Danny K.
Star Sitter
from
$90
per night
5.0 out of 5 stars
263 reviews
62 repeat clients
15 years of experience
Orlando, FL, 32806

Danny is again a rockstar. This is our 2nd time enlisting his care services for our baby boy, and everything went smoothly. Our 8-year-old “pup” really likes him!!!

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Misael A.
Sitter Profile Image: Amanda C.
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Amanda C.
from
$35
per night
5.0 out of 5 stars
11 reviews
1 repeat client
10 years of experience
Lavina, Orlando, FL, 32832

She did an amazing job watching my dog and followed everything exactly how I asked. I checked in a lot while I was away and she was always super responsive and reassuring, which made me feel so much better. I could tell she really cared and kept me updated, and I felt comfortable knowing my dog was in good hands. I’d definitely book with her again and highly recommend her!

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wendy g.
Sitter Profile Image: Juli D.
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Juli D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
40 years of experience
Orlando, FL, 32809

Wonderful care. She takes great detailed notes and pictures. I feel confident about her care and I know my babies are in good hands with her.

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Jill-Victoria R.
Sitter Profile Image: Colleen C.
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Colleen C.
from
$42
per night
5.0 out of 5 stars
24 reviews
8 repeat clients
4 years of experience
Orlando, FL, 32806

This was my first time using Rover for my 4 dogs and Colleen was amazing! She had great communication through the entire stay and I felt like my dogs were in great hands. I was not worried for a minute while they were in her care. I will definitely be rebooking Colleen in the future.

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Sabrina F.
Sitter Profile Image: Devona S.
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Devona S.
Star Sitter
from
$30
per night
5.0 out of 5 stars
99 reviews
39 repeat clients
10 years of experience
Orlando, FL, 32839

Devona did a great job watching our 2 dogs. She sent us pictures throughout the day to keep us updated. She also came prior to meet the dogs in advance. We would definitely use her again.

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Erica S.
Sitter Profile Image: Michelle R.
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Michelle R.
from
$40
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
20 years of experience
Orlando, FL, 32825

About: Hi, I’m Shelly – a lifelong animal lover with over 2 years of experience as a veterinary assistant and a lifetime of caring for both dogs and cats. I’m 35, work full-time from home, and have a super flexible schedule that allows me to give your pets the attention they deserve throughout the day. Whether your pup needs midday walks, your cat needs playtime and snuggles, or you're heading out of town and want someone reliable and loving to care for your pets, I’m here to help. I understand animal behavior, know the signs to watch for when something’s off, and most importantly—I treat every pet like my own. Let’s set up a meet & greet—I’d love to learn more about your pet’s routine and how I can help! I currently work from home and have flexible availability to meet your pets needs and current schedule so they don’t have to stress changes to their routine! Happy to learn your routines and treat your pets as my own! They’ll be safe, comfortable, and well loved in my care, no matter what their needs are.

Sitter Profile Image: Alison W.
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Alison W.
Star Sitter
from
$100
per night
5.0 out of 5 stars
116 reviews
40 repeat clients
10 years of experience
Dover Estates, Orlando, FL, 32812

Alison is our go to when we go out of town! We've worked with her many times, and she is our absolute favorite. We know we will feel at ease when she's watching our dogs. Our dogs and our house have always been in perfect order when we return. She keeps us updated while we are away and does a great job. I couldn't recommend Alison enough!

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Michelle S.
Sitter Profile Image: Kiri R.
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Kiri R.
from
$55
per night
5.0 out of 5 stars
65 reviews
27 repeat clients
17 years of experience
Orlando, FL, 32803

Kiri house sat our labrador for three nights! She updated us multiple times a day and followed all instructions. We will definitely be booking her again in the future. Thank you Kiri!

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Alexa H.
Sitter Profile Image: Hannah Z.
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Hannah Z.
Star Sitter
from
$65
per night
5.0 out of 5 stars
24 reviews
10 repeat clients
5 years of experience
Orlando, FL, 32807

Hannah did an amazing job. I booked her for a long weekend to watch my two high engery dogs. She took them on runs and to the local dog park to get some much needed exercise. She was able to administer pills to one of my pups with no problems. During my time away my pesky pups escaped, but not to worry, Hannah dropped everything and made sure of their sade return.

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Andrew H.
Sitter Profile Image: Jasper G.
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Jasper G.
from
$35
per night
5.0 out of 5 stars
2 reviews
1 repeat client
8 years of experience
North Orange, Orlando, FL, 32812

Jasper was excellent - and our dog really loved him! Will definitely get him again next time.

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James G.
Sitter Profile Image: Ethan L.
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Ethan L.
from
$40
per night
23 years of experience
Mariners Village, Orlando, FL, 32812

About: Hello! My name is Ethan and I adore animals. I’ve always had more than 3 pet in my life. They are all so special and unique and deserve all the care and love they can get and hopefully I can make your life easier so your animal gets out or get taken care of so you don’t have to worry too much (: Right now my days are pretty organized with my online classes, and working at a restaurant with very flexible hours. I’m very fit and active. And very into wellness. I cannot house animals in my own home. But I am comfortable visiting and taking care of animals in clients homes. I am willing to take as many visits as possible.

Sitter Profile Image: Christian O.
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Christian O.
from
$32
per night
15 years of experience
Orlando, FL, 32822

About: Having grown up with a Cocker Spaniel who parted my family when I was 12 and my Siamese cat named Tony my love for pets organically arose in me. I’m a very patient individual who enjoys the simple things in life such as caring for others and learning something new each day. For the past 10 years I cared for my parents’ 3 Yorkies while they were away traveling or on their weekend gate away. Looking forward to walking your dog or coming to play with your cat! My schedule is very flexible as I run my own business from home, I am able to provide dog walking services or boarding part time. I am very flexible and can provide the type of care your pet requires, whether that is to engage your pet and play around with them, or simply taking them on their daily walk to release some energy.

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The median cost per night for house sitting in Countryside is $45

Pet parents share their Rover experiences - Countryside

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5.0 out of 5 stars

Dalia is incredible! Our senior dog Luna had a wonderful time with her and she was in the best hands with Dalia. We came back from our trip to very happy animals and the house looked amazing!! Highly recommend Dalia for all your pet sitting needs!!

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Mary K.
House Sitting
5.0 out of 5 stars

Alison was absolutely wonderful! From the moment we met her, we felt confident our pets were in great hands. She took the time to ask thoughtful, detailed questions to make sure she understood their routines and personalities, which gave us so much peace of mind while we were away. She sent plenty of photos and updates throughout the weekend, and it was clear our pets were happy, comfortable, and well cared for. They absolutely loved her! It’s such a relief to find someone who is so reliable, attentive, and genuinely caring. We wouldn’t hesitate to book Alison again and highly recommend her to anyone looking for an exceptional pet sitter.

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Erica D.
House Sitting
5.0 out of 5 stars

We feel so fortunate to have found Makenzy! She did an amazing job caring for our two large dogs and cat while we were on vacation. She kept us posted with updates and pictures, and all our animals loved her. She will definitely be our go to person for any future pet-sitting needs!

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Courtney B.
House Sitting
5.0 out of 5 stars

Kaitlyn was so good with my Penny. Super professional and communicative, and she sent lots of pictures. She clearly loves what she does - it really comes through. Thanks for taking such great care of Penny and my house while I was gone.

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Rachel G.
House Sitting
5.0 out of 5 stars

Jennifer is amazing! First of all her energy is awesome, my dog usually takes a few days to trust a new person, but he immediately loved Jennifer. He slept with her the first night without hesitation! He actually cried when she left. Aside from that she kept the house perfect, even went above and beyond what she needed to do, like take garbage out, bring in deliveries, fed extra to our bird, brought newspaper in, etc. Also, she kept us informed daily multiple times a day via text and photos. I appreciated that I didn't have to "hunt" her down for info on how he was doing. My dog requires specified feeding times and insulin shots, she had no issues with those and gave shots like a pro. We have her booked for 6 nights in October and it gives us such relief and peace of mind to know our baby is in great hands and is being spoiled while we are gone.

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Linda V.
House Sitting
5.0 out of 5 stars

Always the best pet sitter! She treats your fur babies like her own. And she has amazing communication the whole time!

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Megan C.
House Sitting
5.0 out of 5 stars

Absolutely loved having Keisha watching my babies! Our meet and greet was smooth and she understood all their needs. Throughout her stay, I received a ton of updates and pictures. She is very responsive and left my house clean! Would highly recommend her!

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Kelsie C.
House Sitting
5.0 out of 5 stars

Zuleimarie is responsive, dependable and clearly loves animals. We will definitely hire her again in the future!

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Jenny P.
House Sitting
5.0 out of 5 stars

Chloe was so sweet and great with the dogs! Lola is intense and crazy, Mia is skittish and flighty, but they warmed up to her quickly. I wasn't nervous leaving them, especially with all of the updates and pictures Chloe sent. I would absolutely have her watch them, again.

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Stephanie V.
House Sitting
5.0 out of 5 stars

This was the longest I have been away from my pets and Isabella made it so easy with updates and pictures. When I got home they were relaxed and I could tell they were well cared for. She's anazing at communucating and following instructions and goes above and beyond doing things I didn't even think about. Isabella is a gem and I would recommend her without hesitation!

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Maria H.
House Sitting
5.0 out of 5 stars

Kristen was amazing! My dog was well cared for and well loved. I got several photos a day and check ins, which I appreciated! House was clean and tidy when I got home. I’ll be using her again next time I travel and highly recommend her!

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Stephanie G.
House Sitting
5.0 out of 5 stars

Alyssa always does a good job with Pepper. She’s very flexible and great at communicating. She sends great pics.

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Dominic D.
House Sitting
5.0 out of 5 stars

She was great with my dogs and they quickly settle for snuggles with her. She sent pictures and updated me about my dogs. Thank you adn I recommend her.

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Stephanie P.
House Sitting
5.0 out of 5 stars

Our.dog is so happy to see her, and always relaxed instead of anxious when we come home. Gives us peace of mind.

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Beth M.
House Sitting
5.0 out of 5 stars

Elizabeth did a wonderful job with our two 80 dogs and two cats. She did great exercising them and occupying them. Sent us daily updates about how they were doing with pics! Thank you! I will absolutely rebook with Elizabeth!

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Bryan J.
House Sitting
5.0 out of 5 stars

Rebekah was wonderful! She had great communication and I felt at ease with her taking care of the furbabies

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Brittany W.
House Sitting
5.0 out of 5 stars

Nathaniel stayed overnight with my dog Oki and took great care of him for a few days and left my place neat. Since we met for the first time he seemed he could be trusted and super nice. Very happy, will definitely call him again.

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Nancy S.
House Sitting
5.0 out of 5 stars

Cohen was great! He took care of Dennis for 2.5 days. He was very response with messages and updates throughout the entire time. He sent photos of the visits for me to see Dennis having such a great time. I definitely recommend him and hope to use his services again in the future.

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Jason Ç.
House Sitting
5.0 out of 5 stars

Where do I even begin. Courtney not only has a heart of GOLD but our dogs and cat LOVED her! She is so communicative and so sweet! We can’t wait to book her again! We entrusted her with our whole home and pets and she was so extremely respectful and honestly incredible we cannot sing enough praises about her! Keeping in mind we have a 8 month old puppy golden retriever and he’s crazy yet she handled him so perfectly! We loveeeeeeeeee you Courtney and cannot be more thankful to have had you take such extreme good care of our babies! Thank you thank you thank you 10000000x more! Can’t wait to book you again and honestly host you!!! Our babies are going to miss you extremely so we’ll need you back real soon! You can trust Courtney with anything she will take care of it ❤️

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Samuel P.
House Sitting
5.0 out of 5 stars

Danny has been such a valuable help! We travel a lot and have relied on family/friends for so long and have been hesitant to find a sitter because our dogs are difficult. As rescue dogs, they are afraid to go outside, have special dietary preferences, and are very hesitant to meet new people. Danny somehow makes them feel comfortable and takes the best pictures of them, which means they are comfortable interacting with him! We are so thankful for his help and will definitely be using his sitting services again!

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Anne M.
House Sitting
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Sitters in Countryside average 4
repeat house sitting clients

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