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 468
pet parents in Winter Springs have booked pet boarding

Winter Springs, Find top rated pet boarding

1 / 1
Sitter Profile Image: Victoria R.
Verified Enhanced Background Check
Victoria R.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 47 reviews
15 repeat clients
15 years of experience
Sanford, FL, 32771

“This was our first time booking with Victoria, and Rocket absolutely loved it! He adjusted quickly and even made a new friend, Leo. Victoria was incredibly responsive, providing daily updates with pictures and videos, which gave us peace of mind. She took excellent care of Rocket, and we truly appreciate her attention to detail. We’ll definitely be booking with her again!”

Profile image
Kimberly G.
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
• 23 reviews
8 repeat clients
33 years of experience
Winter Park, FL, 32792

“Heather and Brendon were amazing with our dog, Hiro! They took such great care of him and kept us updated while we were away. They were so kind and flexible. We couldn’t have asked for a better sitter. Hiro came home happy and tired (the best combo!). Couldn’t recommend them more. They’re a total lifesaver!”

Profile image
John T.
Sitter Profile Image: Ailin L.
Verified Background Check
Ailin L.
from
$45
per night
5.0 out of 5 stars
• 12 reviews
5 repeat clients
10 years of experience
Winter Park, FL, 32792

“Ailin and our dogs got along fabulously! She gave them lots of love and attention and gave us frequent updates with pictures and stories about what they have been doing. This was our first time but we’ve already scheduled another stay.”

Profile image
Enrique D.
Sitter Profile Image: Jessica R.
Verified Enhanced Background Check
Jessica R.
from
$45
per night
14 years of experience
Winter Springs, FL, 32708

About: Most of my experience comes from caring for my own fur baby for 12 years. She recently passed last September. I have also gained experience with friends and family’ pets. Raising and caring for them throughout their life. I handled feeding schedules, walks, basic grooming, vet appointments, and making sure there fur babies felt safe and loved. Losing our dog recently reinforced how deeply I care about animals and how much I miss having a fur baby around. I'd love to extend the same love for your fur baby while you're gone. I have two young adult children that would extend the same love for your pup in my home and treat them as their own. I currently work remote and, I am available during the week for daily dog sitting Monday-Fridays. I will update my calendar for on boarding availiblity. I have a fenced yard on a corner lot, and a safe clean home where your pet will feel comfortable at all times. Please feel free to bring food, snacks, bedding, or there favorite toys.

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 is awesome, was able to take my Louie with a short notice. Treats him as if he’s her own. My Louie gets excited to see her, very comforting for me when I’m away. Highly recommend!!”

Profile image
Toni J.
Sitter Profile Image: Elyscia S.
Verified Background Check
Elyscia S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 56 reviews
19 repeat clients
10 years of experience
Altamonte Springs, FL, 32701

“Elyscia was awesome! She took my pup on short notice and I’m glad it worked out! I was able to have peace of mind during my vacation knowing my four legged child was being treated like family. Elyscia sent me pictures and updates throughout his stay, took him to the dog park, and even gave him a bath! I picked a happy and exhausted pup up so I know he enjoyed his vacation! I would highly recommend Elyscia to everyone and I will definitely use her again!”

Profile image
Matthew L.
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: David K.
Verified Enhanced Background Check
David K.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 496 reviews
86 repeat clients
10 years of experience
College Park, Orlando, FL, 32804

About: I grew up caring for multiple large dogs and cats simultaneously. One of the two labs required extra care as he lost a rear limb when he was a puppy. I currently am blessed with a beautiful domestic long hair cat named Misty that has extra grooming needs and requires extensive daily brushing. My professional lifestyle allows me plenty of available time to meet the needs of any unique or variable schedules for both my own and your pets sitting and walking needs. I’m an experienced dog walker and actively engage with animals to keep their attention and gain their trust. For cats I groom and brush daily as well as reinforce positive behavior through praise training.

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

“Ripley made himself quite to home with Javier and Milagros! They took great care of him. They are both super loving and sent plenty of pictures!! I highly recommend them!”

Profile image
Terry R.
Sitter Profile Image: Mia & Jason S.
Verified Enhanced Background Check
Mia & Jason S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 13 reviews
7 repeat clients
20 years of experience
Winter Park, FL, 32792

“We have booked Mia & Jason twice now for several days at a time and they have taken such great care of our girl Yara, treating her like their own. They follow our care instructions and have sent updates and cute pictures of Yara enjoying her stay. She always comes home happy and tired (which is a good sign that she's getting lots of playtime!) We would not hesitate to book them again!”

Profile image
Tori S.
Sitter Profile Image: Christy R.
Verified Background Check
Christy R.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 73 reviews
26 repeat clients
15 years of experience
Debary, FL, 32713

“So kind and a great communicator. Thank you for caring for Bonnie Bella with love. We look forward to seeing you in the future as our entrusted partner when my family and I are away.”

Profile image
Toy
Sitter Profile Image: Nadia I.
Verified Enhanced Background Check
Nadia I.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 45 reviews
18 repeat clients
12 years of experience
Oviedo, FL, 32765

“Nadia did a great job taking care of my pup for a second time. She was very accommodating when I needed to extend the booking due to a delayed flight back home. She always provided pictures throughout the week as well. I highly recommend Nadia for taking care of your pet. Thanks Nadia!!!”

Profile image
Nate B.
Sitter Profile Image: Maria & Jose V.
Verified Enhanced Background Check
Maria & Jose V.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 22 reviews
2 repeat clients
17 years of experience
Altamonte Springs, FL, 32701

“Highly recommend Maria & José! They’re super friendly and took great care of our Frenchie! Great communication and adjusted easily to our last minute needs.”

Profile image
Erik & Anne J.
Sitter Profile Image: Ashly S.
Verified Enhanced Background Check
Ashly S.
from
$35
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
15 years of experience
Winter Springs, FL, 32708

About: I've had pets since I was a child. I have experience caring for dogs, cats, birds and small animals. I have pet sat for family, friends and neighbors. I am available for boarding drop-offs and pickups after 5pm. I provide consistent and quality care to pets I am watching throughout the week. My spouse works from home, so there is almost always someone at the home. As a pet owner, safety is my top priority. I always ensure animals are accounted for when entering or exiting a home. I make sure all animals have access to their needs.

Sitter Profile Image: Omar P.
Verified Enhanced Background Check
Omar P.
from
$22
per night
4.8 out of 5 stars
• 47 reviews
23 repeat clients
8 years of experience
Orlando, FL, 32826

“Great communication fast response and very patient Definitely will be booking again for future trips. If anyone looking for a good pet sitter Omar is the one”

Profile image
Asia C.
Sitter Profile Image: Jonathan A.
Verified Enhanced Background Check
Jonathan A.
from
$40
per night
5.0 out of 5 stars
• 80 reviews
22 repeat clients
15 years of experience
Altamonte Springs, FL, 32701

“Jonathan was very easy to coordinate with, knowledgeable, friendly, and cared about taking the best care of our dog, Cadbury. I would highly recommend him.”

Profile image
Renu V.
Sitter Profile Image: Martha D.
Verified Enhanced Background Check
Martha D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 44 reviews
20 repeat clients
40 years of experience
Monterey, Orlando, FL, 32807

“Martha is awesome! This was my first time using Rover and I was a little nervous leaving Bennett with someone new but Martha couldn't have been better with him. I received many photo updates throughout the long weekend and she reached out to me with any questions and concerns, even including if his eyes watering was normal or if he was comfortable if she took the stickies out of his paws after playing. I appreciated that she was considerate with the small things since we all worry about our fur babies being okay when we're away. He got to go on many walks to the park and she checked with me beforehand what he is comfortable with. She really treated him like her own and he enjoyed playing with the other dogs. I definitely recommend and will use her in the future! Thank you Martha!”

Profile image
Cara C.
Sitter Profile Image: Desi R.
Verified Enhanced Background Check
Desi R.
from
$25
per night
5.0 out of 5 stars
• 1 review
1 repeat client
3 years of experience
Casselberry, FL, 32707

“Desi was amazing, took such good care of our dog, great communion, responsive, a pleasure to work with, we felt completely comfortable leaving our dog, will definitely ask for again and would highly recommend Desi to everyone!!!”

Profile image
Patricia M.
Sitter Profile Image: Kimberly & Margarita G.
Verified Background Check
Kimberly & Margarita G.
from
$55
per night
5.0 out of 5 stars
• 162 reviews
64 repeat clients
9 years of experience
Oviedo, FL, 32765

“Everything was great. They sent pictures and kept me well updated. Koda seemed happy and content when I picked him up. I definitely recommend them to owners with small dogs.”

Profile image
Michelle S.
Sitter Profile Image: Christy C.
Verified Background Check
Christy C.
Star Sitter
from
$125
per night
5.0 out of 5 stars
• 115 reviews
49 repeat clients
45 years of experience
Longwood, FL, 32779

“Christy and her family are so wonderful. Our 2 babies just adore her. She takes care of them like they’re her own. We got tons of pictures while we were gone. They got tons of hugs and walks. Our puppies were so well taken care of, I cannot thank her enough! Heart of gold this one!😘”

Profile image
Ginny S.
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

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

Reggie came home tired and obviously had lots of fun and attention. The pictures were received of him while on our trip were adorable and much appreciated. This was definitely a loving home. Thank you!

Profile image
Brent M.
Boarding
5.0 out of 5 stars

Adriana was so kind and caring for Major (Bernese Mountain Dog). She was very attentive to him and accommodating to make him feel right at home. We are very appreciative and will use Adriana again in the future.

Profile image
Jerry M.
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

Jomarie was the best and so sweet with our dogs. So many photos and videos, which put us at ease while traveling. We feel very lucky we found her.

Profile image
Graham 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

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

Profile image
LeeAnn 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
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!

Profile image
Bri-Ann W.
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 12
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 October 2026. Most bookings cost between $30 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 2,535 sitters on Rover for Pet Boarding in Winter Springs. About 92% 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 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 , 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 .

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 .

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.

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, 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