Pet Boarding in Winter Springs

Find a loving Winter Springs pet sitter to watch your cat or dog overnight at your sitter’s home.

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Top rated Winter Springs pet boarders

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: Rebecca B.
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Rebecca B.
Star Sitter
from
$22
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
15 years of experience
Casselberry, FL, 32707

About: I’ve had animals ever since I was a child growing up on a farm. We had so many types of animals and I loved them all. I currently have 5 pets (3 cats & 2 dogs) and I’ve done everything from potty training 8 week old Beagles to end of life care for two of our sweetest dogs over the years. I love training my dogs to do tricks, but also just giving them cuddles at the end of a long day. I’ve given countless doses of meds, cleaned up plenty of puke & other messes, & know at the end of the day what it means to leave your pets in someone else’s care. I’m here to help you relax while they’re with me. I have my own pets & I have my own business that I run from home. Pets are constantly top of mind for me as they’re around me all day. I use crate training for nighttime & while I’m away from home (for our own two dogs) but otherwise they’re running around the home & yard all day long (or, if you’re our beagle, napping all day long). I love to do a quick check & make sure there are no messes (ie, puke, accidents, hairballs, etc.) and then make sure each pet gets some affection. They’ll get lots of pets throughout the day in my own home, but I also make sure to let them out frequently (we have a doggie door for the dogs). They’re fed consistently & appropriately, and I follow any guidelines left with me. My children, if your pets are at our home, will also ensure your pets get lots of affection & attention.

Sitter Profile Image: Briana A.
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Briana A.
Star Sitter
from
$30
per night
5.0 out of 5 stars
155 reviews
54 repeat clients
10 years of experience
Orlando, FL, 32817

Ollie always has a great time with Briana and is very happy to see her and when we pick him up! She is great and sends updates with pictures!

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Ryan B.
Sitter Profile Image: Fahriye G.
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Fahriye G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
42 reviews
11 repeat clients
20 years of experience
Oviedo, FL, 32765

Second time booking and my dog Cooper had another great stay! He always comes home happy and worn out in the best way. Fahriye is reliable, communicative, and clearly genuine about caring for the dogs she watches. Cooper can't wait to go back. Highly recommend!

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Rush F.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$52
per night
5.0 out of 5 stars
145 reviews
37 repeat clients
22 years of experience
Longwood, FL, 32750

Michelle was amazing. I left my dog with her for 9 days. She kept me informed about my dog by sending me pictures and videos almost everyday. She was an absolute blessing, because I book her services sort of last minute. I’m definitely going to use her services again!

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Daniela T.
Sitter Profile Image: Zuleica c.
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Zuleica c.
Star Sitter
from
$40
per night
5.0 out of 5 stars
45 reviews
11 repeat clients
30 years of experience
Winter park, FL, 32792

Zuleica did such a wonderful job watching our dog, Leia. She sent plenty of photos throughout the week and always assured her safety and comfort.

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Chris C.
Sitter Profile Image: Carla B.
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Carla B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
96 reviews
36 repeat clients
12 years of experience
Winter Park, FL, 32792

Carla took good care of Buckeye. We used Carla when we took a cruise because our area has very limited options. We were pleased it worked out.

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Lisa L.
Sitter Profile Image: Victoria R.
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Victoria R.
Star Sitter
from
$38
per night
5.0 out of 5 stars
37 reviews
9 repeat clients
15 years of experience
Sanford, FL, 32771

Victoria was awesome and very sweet. She constantly gave me updates about my fur baby. Lots of pics. Pictures that made me feel that my dog felt very comfortable with her. Thank you so much Victoria. I definitely would/will be re-booking.

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Stephanie A.
Sitter Profile Image: Bryan G.
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Bryan G.
Star Sitter
from
$30
per night
5.0 out of 5 stars
10 reviews
5 repeat clients
10 years of experience
Maitland, FL, 32751

Bryan always does a great job taking care of our cat and dog. They are very comfortable with him and we will continue to book with Bryan whenever we need a sitter.

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Stephanie S.
Sitter Profile Image: Linda L.
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Linda L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
41 reviews
10 repeat clients
1 year of experience
Orlando, FL, 32810

Linda was Amazing!!!! Her communication was outstanding and her care and love for my dogs was everything that I hoped for. I am so happy to have found such a wonderful, loving, caring, understanding dog sitter.

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Alix M.
Sitter Profile Image: Julieth C.
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Julieth C.
from
$35
per night
5.0 out of 5 stars
6 reviews
1 repeat client
15 years of experience
Sanford, FL, 32773

Julie and her husband were wonderful! My pup had a great time playing with their dogs and was well cared for. Will definitely book with her again!

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Jessi S.
Sitter Profile Image: Sarahi & Leandro P.
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Sarahi & Leandro P.
Star Sitter
from
$33
per night
5.0 out of 5 stars
115 reviews
48 repeat clients
24 years of experience
Orlando, FL, 32807

I last minute needed an overnight sitter for my dog Paco while passing through Orlando. Sarahi and Leandro communicated quickly with me, have reasonable rates, were kind, sent lots of pictures and a video of Paco, have a nice fenced in backyard, and gifted us a thank you note for letting them watch my kiddo. I was able to enjoy my time in Orlando without being worried about my dog, I knew he was being well taken care of. I would definitely use their services again.

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Lindsey W.
Sitter Profile Image: Richard D.
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Richard D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
37 reviews
11 repeat clients
3 years of experience
Winter park, FL, 32792

Richard was great! He was very responsive and took great care of my dog during a pretty stressful time with a hurricane. We would definitely use him again.

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Erin P.
Sitter Profile Image: Susann M.
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Susann M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
25 reviews
12 repeat clients
28 years of experience
Lake Mary, FL, 32746

Milton loved his stay with Susann! Susann and her family gave him so much love and took him on plenty of adventures! I appreciated Susann’s daily updates and photos so I knew how Milton was doing throughout his time with her and her family. I will definitely be booking again next time I leave town!

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Kaylee V.
Sitter Profile Image: Kim L.
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Kim L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
27 reviews
9 repeat clients
100 years of experience
altamonte springs, FL, 32701

Bentley had another great stay with Kim. He’s so happy and relaxed each time I pick him up so I know he is comfortable and enjoys his time there.

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Jennifer L.
Sitter Profile Image: Terrie S.
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Terrie S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
206 reviews
82 repeat clients
60 years of experience
Altamonte Springs, FL, 32701

My goodness! Don't know where to start. I booked my first Rover dog sitting session with Terrie, and I must say that I was delighted! Terrie was very responsive since the time I booked her all until the time I dropped off my Sparky. She not only offered to meet & greet prior to booking, but she also offered to accommodate around my busy schedule. She also reached out to check if I had questions. When I arrived to Terrie's home to drop off my little guy, she was very pleasant, friendly and excited. She truly displays a genuine love for animals. He husband was also there and he too, was very welcoming and respectful! Terrie offered a tour of her home and showed us where Sparky will be sleeping at. Throughout the stay, Terrie texted/posted pictures of our furry guy on a daily basis, giving us a status of how he was doing. This allowed us to stay relaxed throughout our vacation away from home. I would definitely recommend Terrie with your pet stay, and will definitely re-book her again if I ever need dog-sitting again!

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Jessica V.
Sitter Profile Image: Carla H.
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Carla H.
from
$45
per night
5.0 out of 5 stars
29 reviews
9 repeat clients
30 years of experience
Altamonte springs, FL, 32701

Couldn’t have asked for a better experience! Our two dogs were so well taken care of and came home happy and relaxed. Loved getting updates and pictures while we were away—it made everything stress-free. Definitely booking again!

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Jennifer L.
Sitter Profile Image: Shannon L.
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Shannon L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
36 reviews
10 repeat clients
30 years of experience
Oviedo, FL, 32765

Shannon was amazing with my old man. I had booked someone previously but was uncomfortable with it and then I found Shannon. She put me at ease. I would 100% rebook next time we go out of town.

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Rebekkah R.
Sitter Profile Image: Mary H.
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Mary H.
from
$40
per night
5.0 out of 5 stars
15 reviews
6 repeat clients
24 years of experience
LONGWOOD, FL, 32779

Mary is a wonderful pet sitter! I boarded my three dogs for 10 days with her & they were extremely well cared for. She has a very kind, gentle and friendly demeanor, lovely home and beautiful big backyard. All three dogs were happy, healthy, and very comfortable in their setting .I would highly recommend Mary!

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J D.
Sitter Profile Image: maria C.
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maria C.
Star Sitter
from
$79
per night
5.0 out of 5 stars
131 reviews
42 repeat clients
20 years of experience
Altamonte Springs, FL, 32714

Maria was great at keeping me updated with clear communication and photos/videos throughout the stay. As it was my first time booking, she made the experience very reassuring. I’m definitely looking forward to booking with her again.

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Cindy F.
Sitter Profile Image: Vanessa L.
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Vanessa L.
from
$40
per night
5.0 out of 5 stars
12 reviews
5 repeat clients
20 years of experience
Sanford, FL, 32773

Westley wasn't feeling good on this trip. Vanessa and family shot straight into action and got Wesley to the vet. Thank goodness for her and her family. Thank you so very much. I didn't realize it had been so long and I hadn't said thank you!

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John W.
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Winter Springs pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Brian, Thank you so much for taking such amazing care of PJ. Knowing he was in such good hands gave me so much peace of mind while I was away. Your kindness, communication, and genuine care did not go unnoticed. It was clear that you treated PJ like family, and that means the world to me. PJ came home happy, comfortable, and well cared for, which speaks volumes about the care you provide. Thank you again for going above and beyond. I truly appreciate everything you did, and I would absolutely trust you with PJ again in the future. With gratitude, Danielle & PJ 🐾

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Dannie K.
Boarding
5.0 out of 5 stars

MJ was great! She was very professional and I loved the frequent updates. Romeo and Charm had the best time! We will definitely use MJ again in the future

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LeeAnn G.
Boarding
5.0 out of 5 stars

We had a positive experience booking with Ashley and Jacob. They were friendly, accommodating, and we felt comfortable leaving Lucy with them. They sent pictures, updates through her stay. I can tell she got lots of love and attention! Thank you so much Ashley and her family for everything.

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Lori D.
Boarding
5.0 out of 5 stars

Debra was great. Bambi is very shy but she understood that and gave Bambi space to just be Bambi. Thank you

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Jocelyn R.
Boarding
5.0 out of 5 stars

Carmin is a fantastic sitter! Flora was clearly comfortable at her house. Carmin made sure we returned with everything we brought over and sent us updates with pictures throughout our trip.

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Leighanna D.
Boarding
5.0 out of 5 stars

Sasha was always responsive and sent pictures of my babies everyday. She was nice to them and took greta care of them

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Henry A.
Boarding
5.0 out of 5 stars

Thomas has been my Dashy boy’s dog sitter for a couple of years now and I can always trust him with my Golden!

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Johnathan F.
Boarding
5.0 out of 5 stars

This was my first time using Rover, and I honestly couldn’t have asked for a better experience. Amanda watched Calliope for three nights and took such good care of her. She was very responsive, sent sweet photo updates, and kept me in the loop throughout the day, which really eased my anxiety. It felt comforting knowing Calliope was in good hands. I would definitely book with her again and truly appreciate the care she gave her.

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Jo'Neil W.
Boarding
5.0 out of 5 stars

Absolutely wonderful, Lenny was super happy and cared for! Communication was wonderful. Will book again upon availability!

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Gelica A.
Boarding
5.0 out of 5 stars

Andrea was wonderful with our fur baby! Rux felt right at home. She sent me so many adorable photos and kept me updated the entire. We will definitely be using her again!

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Cassidy T.
Boarding
5.0 out of 5 stars

Rebecca is a very trustworthy and reliable pet sitter. She’s easy going and my fur baby just loves hanging out with her family and her cats mostly 😉 thanks again for taking care of my girl.

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Karen C.
Boarding
5.0 out of 5 stars

Sara was great! She was very responsive and very flexible! Blu was exhausted when he came home so I know he had fun! My first rover experience with my sweet baby blu was a success! Blu will be back!

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Lauryn F.
Boarding
5.0 out of 5 stars

This family is truly stellar! They are incredibly flexible, accommodating, and lead with genuine care. My pups are treated so much like their own that they’re actually reluctant to come home after a long stay! ​If you’re looking for a welcoming environment where your four-legged kiddos will be truly loved, you’ve found the right place. My pups are always excited to jump out of the truck and run inside to find their friends and 'second family.' Highly recommended for anyone who wants total peace of mind!

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Bri-Ann W.
Boarding
5.0 out of 5 stars

As always the best of the best!!! We love Destiny and she loves Kenobi. I can travel and know for sure he’s in the best hands.

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Isamara C.
Boarding
5.0 out of 5 stars

Alex was amazing and so communicative Maui definitely enjoyed his stay He even cried a little bit when I was trying to leave. I highly recommend her and I’m so glad I found her.

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Maria Fernanda P.
Boarding
5.0 out of 5 stars

Jennifer was great with our little baby keeping us updated or when it was us writing to her she would reply right away. This was our first time leaving our baby behind while going away so it was hard for us but Jennifer made me feel at ease when we did the meet and greet prior to Gracie staying with her.

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Clelin F.
Boarding
5.0 out of 5 stars

Michelle took great care of our pup! She was communicative, sent photos and videos, and made sure we knew he was doing well.

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Laura H.
Boarding
5.0 out of 5 stars

Addie was fantastic! I don't think our dog wanted to leave! She was attentive to her needs and made sure she keptnour crazy pup active and engaged. Can't wait to use her again!

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Nicole F.
Boarding
5.0 out of 5 stars

Shelby did a great job taking care of my 5 year old dachshund, Penny. She kept me informed about how she was doing and alerted me to any issues. If you need a caring and loving pet sitter, I strongly recommend Shelby!

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Kathy W.
Boarding
5.0 out of 5 stars

The girls (2 80 lb dogs) (one with anxiety) had a great time and seemed very happy with Victoria and her fantastic yard. She sent videos and pictures consistently. She was very flexible. We will be rebooking with her if she will have them!

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Kac H.
Boarding
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  1. 1. Search

    Read verified reviews by pet parents like you and choose a boarder who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

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Why Choose Rover?

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  • Reservation protection

    It doesn't happen often, but if your pet boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Pet Boarding FAQs

Frequently asked questions about Rover

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

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

Typically, pet boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your pet in no time!

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

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

  • Dogs and cats of all ages and abilities, including puppies and kittens
  • Pet parents looking for a safe, loving alternative to a kennel or hotel
  • Pets who’d love to socialize with their 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 pet boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet boarding 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 pet boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.