Pet Boarding Winter Springs

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

Pick-Up
Search

Over 446
pet parents in Winter Springs have booked pet boarding

Winter Springs, Find top rated pet boarding

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

1 / 1
Sitter Profile Image: Mickelle R.
Verified Enhanced Background Check
Mickelle R.
from
$45
per night
5.0 out of 5 stars
• 9 reviews
15 years of experience
Winter Park, FL, 32792

“Couldn’t be happier with the way our Torie was cared for while staying with Mickelle. Truly she was pampered the same way she gets pampered at home. Not even sure she missed us 😊”

Profile image
Luis R.
Sitter Profile Image: Alex P.
Verified Background Check
Alex P.
from
$35
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
35 years of experience
Winter Springs, FL, 32708

“Alex and Andrew were awesome! We will definitely ask them to watch our border collie again. Their dog is super friendly and it was great for our dog to stay at a house with another dog. Our dog came back to us super happy and exhausted from all the play time. Highly recommend!”

Profile image
Paul M.
Sitter Profile Image: Heather & Brenden B.
Verified Enhanced Background Check
Heather & Brenden B.
Star Sitter
from
$34
per night
5.0 out of 5 stars
• 25 reviews
8 repeat clients
33 years of experience
Winter Park, FL, 32792

“Heather and Brenden were wonderful with our puppy, Chewy. This was the first time we left him with anyone and we were nervous about how he would do. They gave updates and sent pictures throughout the day. They were very friendly and he seemed to feel very comfortable in their home. We had no concerns, and will definitely be using them again.”

Profile image
Carol B.
Sitter Profile Image: Javier & Milagros O.
Verified Background Check
Javier & Milagros O.
Star Sitter
from
$48
per night
5.0 out of 5 stars
• 63 reviews
21 repeat clients
30 years of experience
oviedo, FL, 32766

“Javier & Milagros earn every bit of 5 stars…from the meet and greet where they accommodated us, the photos and video througj his stay and the pick up. They were very warm and loving to Rex. He was very happy with them. I almost dont want to continue to rave about them for selfish reasons ?. Will definitely use again!”

Profile image
Roberto G.
Sitter Profile Image: Amanda W.
Verified Enhanced Background Check
Amanda W.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 45 reviews
18 repeat clients
20 years of experience
Sanford, FL, 32773

“Amanda remembered how to take care of our pups from the last time we boarded them with her. She sent pictures to show how the pups were doing.”

Profile image
Tom H.
Sitter Profile Image: Kristina C.
Verified Enhanced Background Check
Kristina C.
from
$60
per night
5.0 out of 5 stars
• 162 reviews
55 repeat clients
10 years of experience
Altamonte springs, FL, 32701

“Totally first class! Had some last minute health needs for our dog, but Jerry & Kristina absolutely took care of everything and made us feel extremely comfortable.”

Profile image
Kelley B.
Sitter Profile Image: Milos & Karina P.
Verified Enhanced Background Check
Milos & Karina P.
from
$45
per night
5 years of experience
Apopka, FL, 32703

About: Caring for dogs has been a big part of my life for years. I previously worked professionally as a dog groomer, so I have hands-on experience safely handling dogs of different breeds, sizes, ages, and personalities. I’m comfortable with puppies, senior dogs, large breeds, small breeds, and dogs that may need a little extra patience. My wife is an active professional dog groomer and is also a Rover sitter. We both care for the dogs staying in our home, so your pet benefits from having two experienced people available to provide attention, supervision, and care. We work together to follow each dog’s normal feeding schedule, potty routine, medications if needed, exercise needs, and any special instructions provided by their owner. We prefer to keep boarding personal and comfortable rather than overcrowding our home with dogs. Our goal is for every pet to feel safe, relaxed, and treated like part of the family while their owner is away.. I currently work from home, which allows me to be present throughout the day for dogs staying with us. They receive regular potty breaks, attention, playtime, exercise, and supervision instead of being left alone for long periods. We live in a first-floor apartment in a large pet-friendly community with grassy areas, sidewalks, walking trails, and a dog park nearby for exercise and enrichment. We also provide regular photo and video updates so you can feel comfortable knowing how your pet is doing throughout their stay

Sitter Profile Image: Melanie & Troy W.
Verified Enhanced Background Check
Melanie & Troy W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 32 reviews
9 repeat clients
2 years of experience
Audubon Park, Orlando, FL, 32803

“My dog had a great time with Melanie & Troy! They watched him for 2 weeks and sent lots of photos. I could tell he was well-loved by their family. We will be booking again in the future!”

Profile image
Victoria R.
Sitter Profile Image: Nina A.
Verified Enhanced Background Check
Nina A.
from
$40
per night
5.0 out of 5 stars
• 111 reviews
23 repeat clients
10 years of experience
Baldwin Park, Orlando, FL, 32814

“Nina was absolutely wonderful with Brimley! She was incredibly caring, attentive, and kept us updated throughout her stay with photos and messages, which gave us so much peace of mind while we were away. It was clear that Brimley felt comfortable and happy with her, and we came home to a very well-cared-for pup. We couldn’t have asked for a better sitter and would absolutely recommend Nina to anyone looking for someone trustworthy, loving, and dependable. We will definitely be booking with her again!”

Profile image
Alexis A.
Sitter Profile Image: Lexus & Tiffany A.
Verified Enhanced Background Check
Lexus & Tiffany A.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 76 reviews
23 repeat clients
6 years of experience
Orlando, FL, 32817

“Lexus is our go to sitter, we’ve easily become regular customers. With every stay, my dog shows more and more comfort with her and her animal family. Thank you for always giving so much love and care, treating our dog like one of your own, and sending lots of pictures. Lexus is the best!”

Profile image
Caitlyn T.
Sitter Profile Image: Emily C.
Verified Enhanced Background Check
Emily C.
from
$35
per night
4.9 out of 5 stars
• 20 reviews
4 repeat clients
20 years of experience
Orlando, FL, 32826

“Emily was awesome!! I got updates of Birdie constantly and she seemed really happy to be taking care of her too! I'll definitely book again if I have another trip :)”

Profile image
Logan P.
Sitter Profile Image: Carolina S.
Verified Enhanced Background Check
Carolina S.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 31 reviews
6 repeat clients
3 years of experience
Orlando, FL, 32810

“Carolina is amazing. She took such good care of Luna, and was in constant communication with me while I was out of town. We recieved pictures and videos that allowed us to relax knowing Luna was in great care. Her backyard and pet area were wonderful! Thank you Carolina!”

Profile image
Jasmine B.
Sitter Profile Image: Rose R.
Verified Enhanced Background Check
Rose R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 82 reviews
22 repeat clients
20 years of experience
Oviedo, FL, 32765

“Rose perfect dog sitter. She took care of my husky Storm, entertained him. She took him for bike rides every day! I definitely will use her services one more time. She is the best!”

Profile image
Valerie F.
Sitter Profile Image: Caitlyn K.
Verified Enhanced Background Check
Caitlyn K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 35 reviews
10 repeat clients
16 years of experience
Lake Mary, FL, 32746

“Our little ones were happy and well taken care of while we were away. Thanks Kaitlyn!!”

Profile image
Cristy W.
Sitter Profile Image: Cristal F.
Verified Enhanced Background Check
Cristal F.
from
$30
per night
4.9 out of 5 stars
• 52 reviews
13 repeat clients
3 years of experience
Central Business District, Orlando, FL, 32801

“Leaving my dog with someone for the first time had me really nervous, and she made it so much easier. She was warm, attentive, and clearly cared about my dog as an individual. I got updates throughout the weekend (pictures & videos), and when I picked him up, he was happy, relaxed, and obviously well looked after.”

Profile image
Christopher F.
Sitter Profile Image: Samantha T.
Verified Background Check
Samantha T.
from
$30
per night
5.0 out of 5 stars
• 9 reviews
3 repeat clients
13 years of experience
Casselberry, FL, 32707

About: Passionate and experienced dog walker with 5+ years of professional experience. Dedicated to providing exceptional care, exercise, and companionship to furry friends. Safety-conscious, reliable, and adept at handling dogs of all sizes and temperaments. Your dog's well-being is my top priority! My daily routine revolves around feeding, playtime, walks, and ensuring the dogs are happy and healthy, making each day an adventure for this is my full time job I live in a house on an acre of land with a full basketball court where the dogs can run around freely and play with all sorts of toys and balls.

Sitter Profile Image: Ian B.
Verified Enhanced Background Check
Ian B.
Star Sitter
from
$32
per night
4.9 out of 5 stars
• 13 reviews
10 repeat clients
25 years of experience
Apopka, FL, 32703

About: Experienced dog sitter, trainer, and groomer. Fully sidwalked neighborhood for Pack walks, the dog park is only 2 miles away for excursions, round trip transportation to keep your car clean. looking forward to pampering your pooch. offer inexpensive dog bathing and full grooming can be requested so your dog always come home clean and we'll cared for. Full time stay at home avalible from 6am to 10pm dog park trips each morning are generally between 8-10am. Depending on weather I like to get the dogs well exercised early in the day so we are inside between 10am and 2pm to avoid the heat of the day Plenty of time for training, outback play, and socializing or pack walks If I have other out of the house apointments I keep my area of care to a 15/20 miles radius to do stop in care or walks so your dogs wont ever be alone for longer than a couple of hours tops I have a 8ft fenced in back yard multiple crates if needed as well as a 4 foot fenced partitioned side yard to seperate large and small dogs if needed. I own one female standard poodle excellently behaved so your dog will get socialized unless requested otherwise. Multiple food/water bowls are inside and outside. Bathing is optional but if your dog is a digger and gets particularly dirty i will to do a simple rinse and dry for free. We can arrange for full shaving/sanitary trims after shampooing, or de-shedding shampoo and brushing for double coats like huskies

Sitter Profile Image: Josmar R.
Verified Enhanced Background Check
Josmar R.
from
$28
per night
5.0 out of 5 stars
• 44 reviews
16 repeat clients
10 years of experience
Orlando, FL, 32820

“Ms. Josmar did an incredible job taking care of my dog. Communicated well and sent lots of pictures, kept me well updated, and clearly loved on my dog.”

Profile image
Emma K.
Sitter Profile Image: Erika T.
Verified Background Check
Erika T.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 178 reviews
74 repeat clients
10 years of experience
Orlando, FL, 32825

“Erika is an excellent pet sitter. She’s responsive and takes great care of the animals she’s watching. Never had any issues. I would highly recommend her”

Profile image
Mark R.
Sitter Profile Image: Daniela A.
Verified Enhanced Background Check
Daniela A.
from
$32
per night
5.0 out of 5 stars
• 9 reviews
5 repeat clients
5 years of experience
Sanford, FL, 32771

“Daniela is a sweet caring young women who is committed to quality pet care. since she has 3 dogs of her own she treated my Dog Zhu like her own. I’ve already booked her again.”

Profile image
Ali M.
1 / 1
View more

The median cost per night for pet boarding in Winter Springs is $40

Pet parents share their Rover experiences - Winter Springs

1 / 1
5.0 out of 5 stars

She was amazing! She sent pics and updates throughout the day and took very good care of my dog. She also has a very nice house with a big backyard, plenty of space for my dog to play and roam around.

Profile image
Eshana T.
Boarding
5.0 out of 5 stars

We had a wonderful experience with Jessica! From our first exchange, she was warm, personable, professional, and highly communicative. I felt comfortable entrusting Ollie and Mila to her care for an entire week. Jessica was thoughtful and attentive to their routines and individual personalities. Most importantly, it was clear that my dogs weren't simply being looked after—they were genuinely loved! They received plenty of affection from the whole family, and knowing they were happy and comfortable gave me tremendous peace of mind while traveling. I would happily book with Jessica again and recommend her to anyone looking for a caring, reliable sitter. Ollie and Mila clearly enjoyed their stay!

Profile image
Sandra J.
Boarding
5.0 out of 5 stars

Thank you so much for taking such wonderful care for Jet and Crush. They had such a great time. We received plenty of pictures and updates during our vacation. Crush and Jet will definitely be back❤️

Profile image
Carly R.
Boarding
5.0 out of 5 stars

We are beyond grateful for the love, care, and attention Ms Jomarie gave to our baby Choco! ❤️ Leaving Choco with someone else is never easy, but she made the experience so much easier by giving us peace of mind and showing us that our little one was in loving, caring hands. She didn’t just watch our dog; she treated him like family. We truly appreciate your patience, kindness, and the genuine affection she showed. The updates, pictures, and little moments shared meant so much to us because even while we were away, we felt connected and reassured that our baby was happy, safe, and loved. It’s not easy to find someone you can fully trust with such an important member of your family, and we are so lucky to have found you. Thank you for going above and beyond and for loving our Choco as if they were your own. We highly recommend her services to anyone looking for someone who genuinely loves and cares for animals. You are truly a blessing to pet parents like us! We will definitely be coming back. Thank you so much! ❤️🐶🐾

Profile image
Cel D.
Boarding
5.0 out of 5 stars

MJ was great! She was attentive, engaged and provided a wonderful experience for our pups. Highly recommend her!

Profile image
Scott S.
Boarding
5.0 out of 5 stars

Desi took great care of my golden retriever. I am very happy to have found a pet sitter close to my house. I had great communication with him and we will definitely book him again.

Profile image
Karina O.
Boarding
5.0 out of 5 stars

My sweet fur baby enjoyed his stay with Rebecca and family! This nervous mom was at ease and enjoyed her evening out because I knew he was in good hands. Thank you for loving our sweet boy 💙

Profile image
Melissa E.
Boarding
5.0 out of 5 stars

Thank you so much for taking care of our babies. I couldn’t ask for a better sitter. When we arrived the dogs were happy and felt at home in your residence.Thank you for that! Definitely will be using your services again!!

Profile image
Francisco N.
Boarding
5.0 out of 5 stars

Sasha was amazing! My Bella came home happy. She sent me daily updates and videos and kept in communication with us throughout the stay. Will definitely have Bella stay with her again.

Profile image
Diane C.
Boarding
5.0 out of 5 stars

Wonderful family! They dog sat for our dog with separation anxiety and made sure he is not alone. They did such a great job! Thank you!

Profile image
Rada & Adam U.
Boarding
5.0 out of 5 stars

Michelle took wonderful care of my kitties! We got plenty of photos, videos, and text updates. This was my first time being separated from them and I was a nervous wreck but knowing that they were with Michelle gave me peace of mind. Thank you so much for taking such good care of my babies!

Profile image
Sarah S.
Boarding
5.0 out of 5 stars

Brian is great, and takes such good care of our boy, we have rebooked multiple times, and will continue to do so so long as he is in business. Most importantly, our boy loves going to his home, and nearly jumps out the car. You can tell he is comfortable and loved from the updates Brian shares, and loves getting to hang out with his pall Popeye :). Do not hesitate to book!

Profile image
Lisa W.
Boarding
5.0 out of 5 stars

It’s a good feeling when your dog is happy to be dropped off somewhere for the weekend. Ashley and Jacob provide a safe and caring environment every time Wesley needs a sitter!

Profile image
Nathan C.
Boarding
5.0 out of 5 stars

Debra is the best!! Our dog is so comfortable in her home, and he is a very anxious boy, so this is really a big deal!! We are SO thankful for her!

Profile image
Elizabeth V.
Boarding
5.0 out of 5 stars

Carmin was wonderful! We needed a pet sitter for a 10 day trip and we were so grateful to find her! We had a meet and greet and she listened carefully as we discussed our pet's needs. We felt good about leaving him with her. She took great care of him while we were gone and communicated often with us letting us know how he was adjusting and sending pictures. It was an excellent experience and we will book Carmin again when we have another trip.

Profile image
Laurie M.
Boarding
5.0 out of 5 stars

Jacob was great with our little girl. She was immediately comfortable with him. He was very flexible with my early morning pickup. We will definitely look to book Jacob in the future.

Profile image
Marilyn S.
Boarding
5.0 out of 5 stars

Stella always has a great time with Amanda, you can tell she loves spending time with pups. Stella is always well cared for and we appreciate it so so much!

Profile image
Sheena D.
Boarding
5.0 out of 5 stars

Jennifer was great with Buddy even with him having to settle in some and being frisky 😊. Great communication during his stay, will definitely have her board him again.

Profile image
Kelley D.
Boarding
5.0 out of 5 stars

Sara was absolutely kind and took care of Bhairav. She provided photo and communicated whenever we asked for updates. Our pup was happy when we got back. Thank you. Will absolutely book with Sara again

Profile image
Sujatha G.
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!

Profile image
Johnathan F.
Boarding
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

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

  • World-class support

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

How to book pet boarding

  1. 1. Search

    Browse profiles of sitters near you who offer pet boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for pet boarding - Winter Springs

Select a filter and find qualifying sitters offering pet boarding.

Sitters in Winter Springs average 13
repeat pet boarding clients

FAQs for Pet Boarding - Winter Springs

Frequently asked questions about Rover

The average cost of Pet Boarding in Winter Springs is $33 per night as of November 2026. Most bookings cost between $31 and $53 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

There are 2,525 sitters on Rover for Pet Boarding in Winter Springs. About 91% of Winter Springs sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in FL ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge