Dog Sitting in Winter Springs

Book a Winter Springs dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Winter Springs dog sitters

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

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Sitter Profile Image: Rebecca B.
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Rebecca B.
Star Sitter
from
$13
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
15 years of experience
Casselberry, FL, 32707

I met Becca last week before this visit and had a great first visit going over the details of care for my Geriatric Cat. Becca communicated with me every step of the way and took pictures throughout her visit. I know Sneakers enjoyed the attention. When I got home, he was sleeping in his box and everything looked great! Thank you so much for loving on Sneakers.

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Suzanne S.
Sitter Profile Image: Ashland B.
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Ashland B.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
64 reviews
14 repeat clients
26 years of experience
Casselberry, FL, 32707

Ashland is absolutely the best care giver for pets! We are beyond grateful for finding her! She is incredibly sweet and her love for animals is amazing. Thank you for sharing all the photos and information from your visits.

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Brittany C.
Sitter Profile Image: Jordan C.
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Jordan C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Winter Springs, FL, 32708

Jordan was wonderful with our girl, Lollipop.

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Lindsey F.
Sitter Profile Image: Rosanne P.
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Rosanne P.
from
$15
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
Winter Springs, FL, 32708

Rosanne took wonderful care of my dog, Zoe. She spent extra time with her during visits to help her feel comfortable and cared for. She also sent pictures and updates throughout her visits, which gave me peace of mind. Rosanne was always on time, communicated consistently, and treated Zoe with kindness and patience. I would absolutely recommend her to anyone looking for a caring and reliable sitter.

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Beth S.
Sitter Profile Image: Kim L.
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Kim L.
from
$20
per visit
5.0 out of 5 stars
13 reviews
4 repeat clients
40 years of experience
Winter Springs, FL, 32708

Kim won the heart of our little Chadoo, who suffers from separation anxiety. She kept us updated on progress and voiced concerns. We highly recommend her!

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Debra D.
Sitter Profile Image: Amanda S.
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Amanda S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
278 reviews
92 repeat clients
15 years of experience
Lake Mary, FL, 32746

Amanda is simply wonderful. She was able to accommodate a last minute time change request without problems and is always so patient with my dogs (especially one who does not like to go outside).

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Meggie S.
Sitter Profile Image: Keonna M.
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Keonna M.
from
$13
per visit
10 years of experience
Winter Springs, FL, 32708

About: I’ve been around animals for most of my life and grew up with smaller dogs in my home while developing a love for dogs of all breeds and sizes. I currently care for my cat, Teddy, and our new kitten, Minnie, which has given me daily experience with feeding schedules, playtime, litter box maintenance, and providing plenty of love and attention. As someone who works remotely and attends school online, I have a flexible schedule that allows me to provide attentive care, companionship, walks, and potty breaks throughout the day. I promise to treat your pets with the same care and patience that I give my own! I currently work remotely as an online fitness coach while also attending school online, which gives me a very flexible schedule. Because I work from home, I can provide frequent potty breaks, walks, playtime, companionship, and regular check ins throughout the day. I genuinely enjoy spending time with animals and have the flexibility to adapt to your pet’s routine and needs! I care for pets in their own home where they are most comfortable and can maintain their normal routine. I understand the importance of following feeding schedules, exercise routines, medication instructions, and household rules exactly as requested. As a pet owner myself, I prioritize safety, patience, and building trust with every animal in my care. I’m also willing to provide regular updates and photos so you can feel confident that your pet is safe, happy, and well cared for while you’re away!

Sitter Profile Image: Tatiana M.
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Tatiana M.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
184 reviews
88 repeat clients
10 years of experience
Casselberry, FL, 32707

Tatiana was very kind and friendly. She did all the things I asked her to in caring for my dog. I felt very comfortable being away knowing that my dog would be cared for.

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Robin M.
Sitter Profile Image: Ava H.
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Ava H.
Star Sitter
from
$19
per visit
4.9 out of 5 stars
86 reviews
32 repeat clients
8 years of experience
Altamonte Springs, FL, 32714

Ava did a wonderful job taking care of our 2 dogs and cat. She sent lots of pictures and loved on our pets while we were gone. Will definitely be reaching out again for our pets!

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Jamie A.
Sitter Profile Image: Stefani B.
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Stefani B.
from
$13
per visit
19 years of experience
Longwood, FL, 32750

About: I’ve taken care of dogs my whole life, beginning with helping care for dogs as a child. I’ve owned and cared for many breeds from small to large, puppy to senior! I am a teacher with older children so my evenings and weekends are often free. I can’t fit any more pets at home so I’d love to share the love by helping others nearby! I am accustomed to caring for friends’/family members’ pets with extensive care requirements including fearful/shy pets and pets with dietary requirements and medications. I have an eye for the details and will follow my clients’ instructions carefully.

Sitter Profile Image: Brandee B.
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Brandee B.
from
$12
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
1 year of experience
Winter Springs, FL, 32708

About: Other than loving animals, I look forward to meeting new people and the lovely owners who built a home for their pets. I’ve also worked at a pet grooming shop where I met huge amount of dogs with different personalities. I cherished those moments even though it wasn’t easy. It taught me patience and to cherish impactful moments. This is my dream side job to take if fur babies in the most loving and safest way possible. I am currently on summer break, which gives me a very flexible schedule and open availability throughout the week, including mornings, afternoons, evenings, and weekends. This allows me to provide your fur babies with consistent attention, care, and companionship throughout the day. I have a large fenced yard and plenty of space for pets to safely roam, play, and get exercise throughout the day. Whether in my home or a client’s home, I follow each pet’s normal routine, provide constant supervision, and make sure they receive plenty of attention, care, and affection.

Sitter Profile Image: Jamie D.
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Jamie D.
from
$20
per visit
5.0 out of 5 stars
76 reviews
27 repeat clients
10 years of experience
Longwood, FL, 32750

Just knowing that Jamie is checking on our pets, let’s us relax and enjoy our vacation. Whether it’s several nights with Faith and Dolby or check ins when it’s just the cat, we can count on her. Thank you!!!

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Jason M.
Sitter Profile Image: Melissa R.
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Melissa R.
from
$16
per visit
5.0 out of 5 stars
22 reviews
6 repeat clients
38 years of experience
Winter Springs, FL, 32708

Melissa is amazing! She is always quick to respond and my dogs love her. She is very thorough and I feel comfortable leaving my high maintenance dogs in her care :)

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Emily J.
Sitter Profile Image: Luisa C.
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Luisa C.
from
$15
per visit
5.0 out of 5 stars
4 reviews
7 years of experience
Longwood, FL, 32750

Luisa was so kind and respectful to my home & my kitties. She was super responsive and went above & beyond to make sure our babies were comfortable while we were away.

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Caitlyn K.
Sitter Profile Image: Daniela G.
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Daniela G.
from
$15
per visit
4.9 out of 5 stars
47 reviews
11 repeat clients
5 years of experience
Winter Springs, FL, 32708

Daniela was very attentive and responsive to everything. It was my first time leaving my puppy home without me and she eased all my anxiety. She even taught her how to do “paw.” I am very happy and grateful for her care and how responsible she was with everything

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Lisa L.
Sitter Profile Image: Paula C.
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Paula C.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
47 reviews
17 repeat clients
15 years of experience
Winter Springs, FL, 32708

My regular sitter could not take care of my animals the whole time so I found Paula on Rover and she is great! I end up finding so many cool 😎 animal lover friends on here! Highly recommend Paula, she doesn’t usually do cats but was good about trying with my silly bengal-mix cat that acts like a dog in many ways and is very friendly with people…especially if you are there to feed her!

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Megan H.
Sitter Profile Image: Vanja M.
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Vanja M.
from
$25
per visit
5.0 out of 5 stars
30 reviews
16 repeat clients
35 years of experience
Casselberry, FL, 32707

This was our first time finding a dog sitter and we couldn’t have found someone better than Vanja. She’s knowledgeable, friendly and reliable. Our puppy immediately loved her, and we felt at peace knowing someone was there taking care of our dog. She’s amazing! Thank you so much Vanja!

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Melissa A.
Sitter Profile Image: Hannah M.
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Hannah M.
from
$20
per visit
5.0 out of 5 stars
38 reviews
12 repeat clients
12 years of experience
Altamonte Springs, FL, 32701

Hannah did a great job caring for our five pets! Will book her again!

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Christopher B.
Sitter Profile Image: Peter F.
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Peter F.
from
$16
per visit
5.0 out of 5 stars
18 reviews
5 repeat clients
20 years of experience
casselberry, FL, 32707

About: I have taken care of my own dogs since I first adopted in 2001. Dogs are the best friends anyone can ask for, and I love to be around them. Most of my co-workers love to leave their dogs with me over weekends, and sometimes longer. I get along better with dogs than people. I am confident that your loved furry friend will do just fine at my house if boarding. If you need someone to walk your doggo as well, trust me to do it well❤️ I currently work in office M-Thur roughly 3-4 hours those days, and return home. I work fully remote on Fridays. When I am not home, I have camera's to view the dogs at all times. My backyard has fences on both sides. I do live on a lake but never had had a problem with anyone going into the lake. I keep my eye SHARP on my girls, and hopefully your loved ones.

Sitter Profile Image: Cristen R.
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Cristen R.
from
$20
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
25 years of experience
Winter Springs, FL, 32708

Cristen was absolutely wonderful with my 11 year old English Bulldog.. she sent daily pics to make sure I knew Rosco was in good hands. She also have him lots of love and snuggles.. I would highly recommend her to take care of your doggies.

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Raul S.
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Winter Springs dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Addie has watched my pets twice and she does an exceptional job. I will definitely keep asking her to watch my pets.

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Marissa G.
Drop-In Visits
5.0 out of 5 stars

Jackalyn did a great job taking care of my pets. She asked questions about important details concerning my pets and kept me updated on anything and everything. I would recommend her to anyone and I will happily use her services again.

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Thomas T.
Drop-In Visits
5.0 out of 5 stars

Peter is amazing. Our dogs love him! He always sends photos after each visit which puts a smile on our face.

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Anne R.
Drop-In Visits
5.0 out of 5 stars

We are so grateful for the care and attention Caitlyn gives Niko. It’s clear how much patience, kindness, and love she has for animals. Communication is always great, and we appreciate the updates and reliability. Thank you for being dependable — we highly recommend Caitlyn to anyone looking for a trustworthy dog walker

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Cindy L.
Drop-In Visits
5.0 out of 5 stars

My dogs have been much calmer since Gina has started walking them. Always on time and very gentle and caring.

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Jacquelyn M.
Drop-In Visits
5.0 out of 5 stars

I love how she send photos and texts to let us know how blue was doing. The provided excellent service. We will book again

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Candi V.
Drop-In Visits
5.0 out of 5 stars

Joyce has always been professional and caring towards all of our dogs and cats. She is exceptionally compassionate towards our anxious and elderly pets. We can tell by the photos she sends us that our fur babies are happy and comfortable with the care she gives them! 5 stars!

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Julie P.
Drop-In Visits
5.0 out of 5 stars

Great work from Sarah. One of our senior dogs has a caste on her foot and Sarah took great care of her. The other is a velcro dog and Sarah was great with her. We will definitely use Sarah again.

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Howard J.
Drop-In Visits
5.0 out of 5 stars

Jayden was very friendly with the dogs and attentive and receptive to learning about puppy training so she can help keep consistency.

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Ralph C.
Drop-In Visits
5.0 out of 5 stars

Ashland was excellent with our dogs Chloe and Mochi. She played with them and they truly enjoyed her company, and care! Ashland is punctual , and well versed in doggie care. Photos were sent every visit which eased our minds, Will be using Ashland in the future for sure!

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Mike V.
Drop-In Visits
5.0 out of 5 stars

Nina is amazing! I have no hesitation when she takes care of my dog. She is so patient and kind and is able to give medication injections without a problem!! Takes care of my dog just as I would 🤍

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Jessica F.
Drop-In Visits
5.0 out of 5 stars

Lori did so great with our pup! She was super responsive for scheduling and during her drop in! I know Bentley had a great time!

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Alexis H.
Drop-In Visits
5.0 out of 5 stars

Amanda is absolutely amazing and trustworthy. She has been doing drop ins for me and my two dogs (and now a foster) for almost a year now. Communication is always reliable and I get pictures from the drop ins every time as well. Highly recommend!

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Meggie S.
Drop-In Visits
5.0 out of 5 stars

Laura is excellent. Very punctual. Kept me informed at each visit and my dog was taken good care. Will definitely use her services again

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Maria M.
Drop-In Visits
5.0 out of 5 stars

Brent was amazing with my dogs! He visited twice to let them out and feed them, and he sent plenty of pictures during each visit, which gave me so much peace of mind. I was very happy knowing both dogs were safe, comfortable, and well cared for at home. I would definitely book him again!

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Yadira A.
Drop-In Visits
5.0 out of 5 stars

Melissa took such great care of my fur babies! She spent a lot of time with them during her check in and made sure they got a long walk and plenty of time in the backyard. She also brought a package in for me, which was very thoughtful. She added super cute photos of the pups that I loved. Will definitely be using Melissa’s services again!

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Melanie M.
Drop-In Visits
5.0 out of 5 stars

Shelby was amazing! She is very sweet even when my dog decided to tear up his bedding, she cleaned it and was attentive to him. She was punctual and on time to every single drop in, and made me feel way better about being away from home. I would recommend her for any of your pet needs!

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Megan G.
Drop-In Visits
5.0 out of 5 stars

Diane was absolutely amazing with our fur child ❤️ she made sure he got his walks and gave him treats for being good…along with plenty of play time! She kept us updated with plenty of cute pics and even had her fur baby out for companionship with Hank 🫶🏼😍❤️ thank you so much for making it easy to leave our fur child with you! Will for sure book again!!!

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Lacy C.
Drop-In Visits
5.0 out of 5 stars

Gina was so helpful and kind and great for our pup while she was getting used to us not working at home. It was a big change but Gina helped us and Bella get through it! Super respectful, provided check-in info everyday and little notes about how Bella was doing. Couldn’t have been happier with her service!

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Janet L.
Drop-In Visits
5.0 out of 5 stars

Morgan did such a fantastic job caring for my furbabies. I’d highly recommend her to love on your furkids when you’re away to have an ease of mind. Thanks Morgan!

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Sarah R.
Drop-In Visits
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Dog Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Winter Springs dog sitter for the first time, visit the dog sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a dog sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.

Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Winter Springs.

Rover makes it easy to find Winter Springs dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.