House Sitting in Winter Springs

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Natasha R.
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Sitter Profile Image: Natasha R.
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1. Natasha R.

“Most likely to own an animal farm”
Longwood, FL, 32779
7.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
30 reviews
12 repeat clients
from
$50
per night

Natasha was wonderful. We needed a last minute sitter, and she worked with us to accommodate our needs. Our pup was thrilled to have her. They went on two walks and swam in the pool. He was thoroughly exhausted when we got home and super happy. She also sent pictures throughout the day of our pup having fun, and we even got a photo of our cat, who rarely makes an appearance for anyone. We will be using her again for sure! Thank you, Natasha!

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Sitter Profile Image: Chris G.
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Sitter Profile Image: Chris G.
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2. Chris G.

Patient, kind, animal lover 🐶❤️🐱
Maitland, FL, 32751
5.7 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
19 reviews
6 repeat clients
from
$45
per night

Chris was an immediate friend to my very particular pup. They became fast friends and Chris was a great communicator. He took great care of my dog and my whole home.

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Sitter Profile Image: Christian M.
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Sitter Profile Image: Christian M.
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3. Christian M.

Pet lover with free time to spare.
Orlando, FL, 32756
8.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
52 reviews
20 repeat clients
from
$36
per night

Couldn’t be more grateful for Christian’s outstanding professionalism and eagerness to take the best care of my puppies. I definitely spoil my puppies and i’m also very strict about food, water, play time and walks. Christian had no problem with my ways and made me feel very secure about him with my puppies.

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Sitter Profile Image: Ashley R.
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Sitter Profile Image: Ashley R.
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4. Ashley R.

Dog and cat lover of all breeds
Lake Mary, FL, 32746
5.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
7 repeat clients
from
$35
per night

Actually seem to get along, just great with my somewhat shy and reluctant cat. She patiently waited for him to come to her over a five day. And by the end they were kissing. The house was clean as I had left it and she even straightened her bed. I feel she’s responsible and I will be home in her again I am sure.

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Sitter Profile Image: Kristina L.
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Sitter Profile Image: Kristina L.
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5. Kristina L.

Rover 101
All you need under one WOOF
Altamonte springs, FL, 32714
7.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
52 reviews
20 repeat clients
from
$35
per night

Kristina is simply amazing. My dogs mean everything to me and she treated them like they were her own as well as my house too. If you want someone who is extremely communicable kind and responsible she is the one.

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Sitter Profile Image: Zachary A.
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Sitter Profile Image: Zachary A.
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6. Zachary A.

Rover 101
An Adventurer Who Loves Dogs & Cats
Longwood, FL, 32750
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
84 reviews
41 repeat clients
from
$62
per night

Zack does an amazing job with my kiddoz; the majority of which are seniors. It’s a relief to have someone you know you can trust and will do an amazing job! Thanks Zack!!

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Sitter Profile Image: Joyce R.
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Sitter Profile Image: Joyce R.
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7. Joyce R.

Rover 101
Purr..fessional Pet Sitter
Casselberry, FL, 32707
3.2 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
87 reviews
18 repeat clients
from
$55
per night

5 stars is not enough for Miss Joyce- Our senior pup Hank absolutely loves her, dogs don’t lie. One can see by the videos she sends his tail is like a propeller about to take off. Super happy! She is part of the family to us. Thank you Miss Joyce for being so amazing

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Sitter Profile Image: Ashlee B.
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Sitter Profile Image: Ashlee B.
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8. Ashlee B.

Friendly PetSitter | PT Petcare
Winter Park, FL, 32789
6.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
54 reviews
8 repeat clients
from
$50
per night

Ashlee is a phenomenal sitter. The pets love her and she follows all my instructions to the letter. We hope she remains our sitter for a long time.

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Sitter Profile Image: Tyler F.
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Sitter Profile Image: Tyler F.
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9. Tyler F.

Worry-Free Pet Sitting!🐾
Altamonte Springs, FL, 32714
5.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
5 repeat clients
from
$60
per night

Literally the BEST sitter anyone could ask for! She went above & beyond with taking care of my pup while giving me updated pics & i for the entire time. If i could give her more stars i would. she made the experience so much easier for me and my puppy . A++ 5 star Rating

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Sitter Profile Image: Daniela G.
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Sitter Profile Image: Daniela G.
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10. Daniela G.

Your pets new bff <3 WFH pet lover
Altamonte Springs, FL, 32701
4.5 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
23 reviews
6 repeat clients
from
$30
per night

I can't begin to describe how thankful we are to have found Daniela. It's hard to find professional and reliable pet sitters. Daniela has gone above and beyond for our fur babies. She was always on time and constantly sent updates and pictures. I know our fur babies are in good hands with Daniela. Highly recommend to anyone needing a pet sitter.

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Sitter Profile Image: Samantha R.
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Sitter Profile Image: Samantha R.
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11. Samantha R.

A friendly neighborhood pet sitter
Winter Park, FL, 32792
6.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
8 repeat clients
from
$45
per night

Samantha is fast becoming Cotton’s favorite pup-sitter! She takes him for nice walks, gives him lots of attention, and is often available on short notice. Samantha is our go-to for evenings out…thank you, Samantha!

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Sitter Profile Image: Amanda S.
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Sitter Profile Image: Amanda S.
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12. Amanda S.

Rover 101
Full-Time Fluff Lover
Lake Mary, FL, 32746
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
86 reviews
43 repeat clients
from
$45
per night

Amanda was amazing! She is extremely thoughtful and very attentive to our Lucy.

Sitter Profile Image: Whitney B.
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Sitter Profile Image: Whitney B.
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13. Whitney B.

Loving Pet Walker and Sitter
Casselberry, FL, 32707
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$40
per night

Whitney was so good with the pups! Very responsive and sent frequent updates. Definitely would use again!

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Sitter Profile Image: Stephanie P.
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Sitter Profile Image: Stephanie P.
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14. Stephanie P.

Fun, energetic animal lover
Lake Mary, FL, 32746
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$40
per night

Stephanie has watched my dogs several times and it has been a great experience. She stays at my house with them, so I feel much better about traveling. I receive updates and pictures while I’m gone and my house was arguably cleaner than I left it. I’ll continue to use Stephanie and absolutely recommend her to anyone looking for quality care for your animals!

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Sitter Profile Image: Adrienne L.
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Sitter Profile Image: Adrienne L.
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15. Adrienne L.

Work-from-Home Pet Care
Sanford, FL, 32773
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$30
per night

Adrienne is Amazing! She has been pet sitting for us in our home for the past 3 years and is very trustworthy, dependable, and responsible! She treats our pups like family. She has a great attitude and always does what needs to be done with clean ups, oral medication, or just giving extra time and affection to our 6 dogs, 6 cats, guinea pig and Cockatiel! We travel a lot and she is always willing to help out at the last minute and our dogs love her! Adrienne is very professional and compassionate and I would highly recommend her!

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Sitter Profile Image: Ashland B.
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Sitter Profile Image: Ashland B.
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16. Ashland B.

Experienced and reliable pet sitter
Casselberry, FL, 32707
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
4 repeat clients
from
$55
per night

Ashland is amazing!, Very sweet & kind and our Yorkie missed her when she left. ( He sat at the door after she left and waited for her to come back) Have already re-booked.

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Sitter Profile Image: Irene L.
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Sitter Profile Image: Irene L.
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17. Irene L.

Flexible Petsitter
Casselberry, FL, 32707
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 repeat client
from
$30
per night

Irene did a wonderful job with our sweet boys!

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Sitter Profile Image: Sarah S.
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Sitter Profile Image: Sarah S.
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18. Sarah S.

Free Belly Rubs; Pets Only Please
casselberry, FL, 32707
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
181 reviews
48 repeat clients
from
$60
per night

I loved the text, photo, and video check-in’s that Sarah provided. My Barney is the baby of our family.. I felt totally at ease with his care while I was away from home. My cats also warmed up quickly to Sarah.. they are so skittish, so this totally blew me away. Thank you, Sarah!

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Sitter Profile Image: Jada C.
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Sitter Profile Image: Jada C.
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19. Jada C.

I'm a pet mama of 2 cats & a pug!
Winter Springs, FL, 32708
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
8 years of experience
from
$35
per night

About: I have grown up with pets all my life, including fostering a puppy and caring for senior/special needs pets. I have also done drop ins for many of my neighbor's pets, giving me experience with many breeds of dogs and cats. I am currently a full time student with classes 2 days out of the week, allowing me to care for pets before and after my classes and any time all day on days I have no classes. My classes are mid day giving me time to care for pets in the morning and afternoon! Pets in my care will receive all the attention and love they need. Having pets myself, I know how to adjust and adapt to keep them happy and healthy.

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Sitter Profile Image: Katelin D.
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Sitter Profile Image: Katelin D.
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20. Katelin D.

Rover 101
Pet CPR & First Aid certified! 🐶🐱
Longwood, FL, 32750
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
184 reviews
54 repeat clients
from
$85
per night

Katelin was wonderful with my Precious. Her communication via tex and photos allowed me to focus on my business trip and not worry about my little girl?

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Winter Springs House Sitting ratings

Overall Rating:
5.0 out of 5 stars

House sitters in Winter Springs are rated on average 5 out of 5 stars based on 110 reviews.

Rover also offers House Sitting in:

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The next time you head out of town and need someone to take care of your pet - and your home - turn to Rover for your house sitting needs. It's easy to find a loving pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover - it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy house sitters for your pets--and avoid the kennel.

House Sitting