Pet Sitting & Drop Ins in Countryside, Orlando

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Calendar Recently Updated
Sitter Profile Image: Danny K.
Verified Enhanced Background Check
Sitter Profile Image: Danny K.
Verified Enhanced Background Check

1. Danny K.

Your Pup’s Perfect Pal
Orlando, FL, 32806
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
3 repeat clients
from
$15
per visit

We can always trust on Danny for last minute drop ins! He’s great with both our dogs and we always feel comfortable knowing he’s checking in on them and giving them all the attention while he’s there! Can’t recommend him enough

Calendar Recently Updated
Sitter Profile Image: Fiorella N.
Verified Enhanced Background Check
Sitter Profile Image: Fiorella N.
Verified Enhanced Background Check

2. Fiorella N.

Watching dogs is a pleasure for me
Beltway Commerce Center, Orlando, FL, 32829
4.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
49 reviews
10 repeat clients
from
$18
per visit

Fiorella went above and beyond to help us feel way more at ease with having to take a last minute emergency trip and leave our sweet boy, Mowgli, alone for the first time. She was thorough with her reports and followed our directions flawlessly.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Erin C.
Verified Enhanced Background Check
Sitter Profile Image: Erin C.
Verified Enhanced Background Check

3. Erin C.

32y/o Yoga Teacher+Personal Trainer
Orlando, FL, 32812
2.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
12 repeat clients
from
$20
per visit

Erin did a great job with her stop in visits for my orange cat! He was well fed, played with, cuddled, litter cleaned - everything I asked for. Moreover, her responsiveness and easy coordination makes her great to work with! I will definitely reach out to her again for my pet sitting needs :)

Calendar Recently Updated
Sitter Profile Image: Joshua R.
Verified Enhanced Background Check
Sitter Profile Image: Joshua R.
Verified Enhanced Background Check

4. Joshua R.

I Love, Care for, and Train animals
Beltway Commerce Center, Orlando, FL, 32829
4.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
6 repeat clients
from
$15
per visit

Always amazing. My pup absolutely loves him. And he loves taking care of her. She always behaves so much better when I get home too. Def speaks their language. No question in my mind (or my dog's) that he's the best dog sitter around.

Sitter Profile Image: Jamie M.
Verified Enhanced Background Check
Sitter Profile Image: Jamie M.
Verified Enhanced Background Check

5. Jamie M.

Loving and Dedicated Sitter!
Dixie Belle, Orlando, FL, 32812
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
65 reviews
20 repeat clients
from
$20
per visit

Jamie was fantastic. She took the time for our cat to warm up to her and he ended up trusting her right away. She played with our cat, gave him treats and I could tell he was well taken care of. She sent random pictures outside of the end of visit summary and including fantastic pictures as part of the summary, which made me really happy. Highly recommend.

Calendar Recently Updated
Sitter Profile Image: Zannia F.
Verified Enhanced Background Check
Sitter Profile Image: Zannia F.
Verified Enhanced Background Check

6. Zannia F.

Care and respect for your babies.
Orlando, FL, 32825
4.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
88 reviews
18 repeat clients
from
$18
per visit

Zannia has been walking my dog scout for about 2 months now. My dog absolutely adores her and she’s so sweet to him…I watch her through my ring camera and you can really just tell how much she actually cares about animals. She speaks to my dog in the sweetest tone. It makes me so happy to see her kindness towards my big goofy dog. I trust her in my apartment completely and never have to worry when she’s taking care of scout. She is very honest and respectful. I would 100% recommended Zannia to a friend. She is the best I’ve seen so far with communicating. I do have 3 other walkers incase Zannia is busy but she is always my first choice every time. She is also really open to communicate her schedule ahead of time which I greatly appreciated. Thank you again Zannia!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Julia K.
Verified Enhanced Background Check
Sitter Profile Image: Julia K.
Verified Enhanced Background Check

7. Julia K.

Part time pet sitter
Wadeview Park, Orlando, FL, 32806
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
172 reviews
57 repeat clients
from
$20
per visit

Our pup loves Julia! Not only is Julia great with communication, but she is punctual, spends the full amount of scheduled time, and is on top of special instructions. Would 10/10 recommend Julia!

Calendar Recently Updated
Sitter Profile Image: Maks H.
Verified Enhanced Background Check
Sitter Profile Image: Maks H.
Verified Enhanced Background Check

8. Maks H.

Pet lover, owner, and care giver.
Airport North, Orlando, FL, 32822
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
65 reviews
15 repeat clients
from
$15
per visit

Maks was very sweet to come and meet us before booking to see the house and answer any questions. She was very responsive, sent a summary with some amazing pictures. Look forward to booking with Maks again next time we need care for our kitty.

Sitter Profile Image: Athena M.
Verified Background Check
Sitter Profile Image: Athena M.
Verified Background Check

9. Athena M.

A love of long walks and fetch!
Belle Isle, FL, 32812
1.9 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
79 reviews
33 repeat clients
from
$15
per visit

Our kitties love Athena! They have become so comfortable with her, and it provides great peace of mind for us when we head out of town on vacation that they are well cared for. Thanks for all you do to keep Hashtag and Ethan comfortable while we are away, Athena!

Sitter Profile Image: Lauren C.
Verified Enhanced Background Check
Sitter Profile Image: Lauren C.
Verified Enhanced Background Check

10. Lauren C.

5 Year Experienced Foster
Bryn Mawr, orlando, FL, 32812
2.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
102 reviews
45 repeat clients
from
$18
per visit

Lauren was fantastic!!! She asked a ton of questions at our initial visit to make sure she would take the best care of our two dogs, and took amazing notes!! She sent us a bunch of great pictures, detailed updates (down to exactly how many bites of food one of our dogs had!), and took our dogs on an even longer walk then I expected! She was so kind and so great with our boys, thank you so much Lauren!! I highly recommend!!

Calendar Recently Updated
Sitter Profile Image: Michael S.
Verified Enhanced Background Check
Sitter Profile Image: Michael S.
Verified Enhanced Background Check

11. Michael S.

Experienced Dog and Cat Sitter
Orlando, FL, 32806
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$13
per visit

I am so happy to have met Michael! It is very hard to meet someone that you will be comfortable to take care of your fur babies! I found Michael and the reviews from his past clients reassured me that he was the one I could trust. We went on Spring Break for a couple days and he was excellent! The communication and a last minute adjustment was not a problem to him! We can’t wait to continue having Michael visit my babies while I’m away! Thank you so much Michael!

Sitter Profile Image: Martha D.
Verified Enhanced Background Check
Sitter Profile Image: Martha D.
Verified Enhanced Background Check

12. Martha D.

Who Wants a Belly Rub?
Monterey, Orlando, FL, 32807
3.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
27 reviews
11 repeat clients
from
$13
per visit

Martha is a sweet, kind person who loves dogs very much and would treat your fur babies wonderful! Your dogs will love attention from her!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Anna C.
Verified Background Check
Sitter Profile Image: Anna C.
Verified Background Check

13. Anna C.

Flexible availability
Airport North, Orlando, FL, 32822
0.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
301 reviews
97 repeat clients
from
$20
per visit

Anna is an amazing dog walker! Excellent communication, always great on timing and availability and my dog just loves her! I highly recommend her.

Calendar Recently Updated
Sitter Profile Image: Ashley G.
Verified Enhanced Background Check
Sitter Profile Image: Ashley G.
Verified Enhanced Background Check

14. Ashley G.

Furry Hugs & Sloppy Kisses
Orlando, FL, 32829
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$18
per visit

Ashley is an amazing dog sitter and cares for her job more than anything! I have a medium and a large akita, both have had problems with sitters in the past and are quite needy. She took care of all of their needs and they loved her! We had her dog sit for the whole day and they were taken out on walks, played with outside, and had all of their needs met. My family and I have an upcoming trip at the end of the year and we are definitetly booking with Ashley again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Elexsa P.
Verified Enhanced Background Check
Sitter Profile Image: Elexsa P.
Verified Enhanced Background Check

15. Elexsa P.

Orlando Walker/Sitter - FLEXIBLE!
Lake Frendrica, Orlando, FL, 32822
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
4 repeat clients
from
$14
per visit

Sent pictures and a rover card for her drop in. Very professional!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Chloe M.
Verified Enhanced Background Check
Sitter Profile Image: Chloe M.
Verified Enhanced Background Check

16. Chloe M.

Rover 101
Vegan, Pet Lover, Eager to Please
South Semoran, Orlando, FL, 32822
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
103 reviews
41 repeat clients
from
$20
per visit

Chloe was great and her experience shows! She was able to adapt to my dog's needs and they became fast friends over a few drop in visits! I would recommend Chloe if you want a friendly sitter who can handle pets with anxiety issues!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Karsyn M.
Verified Enhanced Background Check
Sitter Profile Image: Karsyn M.
Verified Enhanced Background Check

17. Karsyn M.

Your furry friends fav caretaker!
South Semoran, Orlando, FL, 32812
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$15
per visit

Karsyn is truly an animal lover! She has watched our dogs many of times and has always done an amazing job. She is very attentive and detail oriented. I would 100% recommend her to anyone!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Samara E.
Verified Enhanced Background Check
Sitter Profile Image: Samara E.
Verified Enhanced Background Check

18. Samara E.

I Love All Pets ♥️ Vet Tech
Orlando, FL, 32806
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
1 repeat client
from
$12
per visit

My babies were well taken care of when Samara came for a drop in visit. She accepted with little notice and saved the day!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jake G.
Verified Enhanced Background Check
Sitter Profile Image: Jake G.
Verified Enhanced Background Check

19. Jake G.

I want dogs to be engaged and heard
Orlando, FL, 32812
1.1 mi. away
Drop-In Visits, Dog Walking
1 review
from
$15
per visit

Jake is well known as the dog guy in our family. I have never seen a dog that didn’t fall in love with him. Our dogs go crazy with anticipation when they see him coming. When he leaves, they wait at the door for him to return. His enthusiasm and love for animals is obvious in the way they respond to him.

Calendar Recently Updated
Sitter Profile Image: Jillian B.
Verified Enhanced Background Check
Sitter Profile Image: Jillian B.
Verified Enhanced Background Check

20. Jillian B.

Animal lover, aspiring dog trainer
Orlando, FL, 32812
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$25
per visit

Jillian is excellent with dogs. She herself has German Shepherd which I have seen her care for meticulously. She is very patient and kind to all animals I have seen her with. She is on time, good listener, very conscientious. Jillian loves all animals equally. I would highly recommend Jillian to walk my dog, care for, and do any kind of work with a dog. She never yells or is mean to any animal. I trust her 100% !

Search Map

Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in Countryside:

Dog owners in Countryside, Orlando, FL turn to pet sitters on Rover.com for their pet sitting needs. Over 2158 pet owners have reviewed pet sitters in Orlando, giving them an average rating of 4.9/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Orlando with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Countryside pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Countryside, Orlando who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

Drop-In Visits