Pet Boarding Winter Park

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

Pick-Up
Search

Over 1,953
pet parents in Winter Park have booked pet boarding

Winter Park, 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: Kristie G.
Verified Enhanced Background Check
Kristie G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
162 reviews
54 repeat clients
30 years of experience
Central Business District, Orlando, FL, 32801

Kristie is one of a kind. She will love and protect your pet like it's her own. She sends pics and updates daily to alleviate any concerns or just to relieve the stress of being away from our little fur balls! Thanks Kristie!

Profile image
Jeffrey S.
Sitter Profile Image: Martha D.
Verified Enhanced Background Check
Martha D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
43 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: Kevin S.
Verified Background Check
Kevin S.
from
$40
per night
5.0 out of 5 stars
726 reviews
251 repeat clients
31 years of experience
Fern Park, FL, 32730

We recently moved to FL and have a rescue who can be a bit challenging. I was doing my due diligence knowing that we will need someone to watch him in the future. Kevin is amazing! His ability to get a feel for the dogs in his care and the time that he puts in to making their visit as happy as possible is wonderful. We were very impressed with his knowledge and understanding of what was going on with our boy as well as the other dogs in his care. We were nervous about his first visit but Kevin put our minds at ease and kept us updated on his status during the entire stay. Highly recommend!!!

Profile image
Devon G.
Sitter Profile Image: Debra R.
Verified Enhanced Background Check
Debra R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
263 reviews
106 repeat clients
35 years of experience
Casselberry, FL, 32701

Debra and Wendy are great. I rarely leave my senior furbaby alone for more than a couple hours so it makes it hard to be out and about or participate in things that come up last minute. Debra and her sister have consistently come through for me very last minute lately with kindness and prompt responses to allow me more time to take care of some people-things lol. I don’t trust my Diamond with everyone but I 100% do not hesitate to have her in their care. It’s obvious they love the pups and Diamond looks forward seeing them and spending time with her fur friends. I recommend them with no questions asked. 😊

Profile image
Amanda W.
Sitter Profile Image: Julie N.
Verified Enhanced Background Check
Julie N.
from
$25
per night
4.0 out of 5 stars
2 reviews
1 repeat client
8 years of experience
Orlando, FL, 32807

About: What sets me apart is the natural bond I form with animals, the love I give, and the attentive care I provide. I treat every dog and cat I look after as if they were my own. Honestly, taking care of pets doesn't feel like a task to me — it's just part of my day! I plan my mornings and evenings around feeding, walks, and playtime, and I love checking in throughout the day just to say hi and make sure everyone's happy. I treat every pet like they're already family. Whether we're at my place or theirs, I keep their routine just the way they're used to — fresh food, fresh water, a clean space, and lots of cuddles or calm time, depending on their mood. If I'm in your home, I'm respectful of your space and always leave things just as I found them.

Sitter Profile Image: Christy B.
Verified Enhanced Background Check
Christy B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
30 reviews
8 repeat clients
40 years of experience
Orlando, FL, 32825

Christine was absolutely amazing. My dog had the best time ever with her pets and got so much love and attention would highly recommend and will absolutely be using her for my services!!

Profile image
Marium B.
Sitter Profile Image: Sarah R.
Verified Background Check
Sarah R.
Star Sitter
from
$29
per night
4.9 out of 5 stars
200 reviews
84 repeat clients
14 years of experience
Winter Springs, FL, 32708

Sarah is extremely responsive and has a beautiful spacious home and backyard! Plenty pictures were provided and we can see our pup enjoying himself. We will be leaving our doggy with Sarah again.

Profile image
Jermaine W.
Sitter Profile Image: Briana A.
Verified Background Check
Briana A.
Star Sitter
from
$30
per night
5.0 out of 5 stars
159 reviews
57 repeat clients
10 years of experience
Orlando, FL, 32817

Briana was great and super sweet, her mom was awesome and helpful as well. Becka had a blast and enjoyed her time, will definitely bring becka back.

Profile image
Rob O.
Sitter Profile Image: Jackie S.
Verified Background Check
Jackie S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
157 reviews
31 repeat clients
20 years of experience
Casselberry, FL, 32707

Jackie is always so kind and caring when helping with our animals! She sends lots of amazing pictures with through details. She even helped us get some more dog food when we underpacked for them. Can not recommend her enough!

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

We had a last minute booking with Carolina to take care of our two dogs for 3 weeks. We enjoyed receiving the daily photos and videos which reassured us that our dogs were in good hands. Our dogs especially enjoyed running around with Nova (her Pomeranian) and the other dogs that she looked after. We will definitely book with her again.

Profile image
Ai B.
Sitter Profile Image: Amanda D.
Verified Enhanced Background Check
Amanda D.
from
$30
per night
5.0 out of 5 stars
2 reviews
2 repeat clients
3 years of experience
Maitland, FL, 32751

Amanda was so welcoming and gentle when first meeting them! She’s a very active sitter and that was perfect for my dogs because they LOVE their walks and they love to play. She communicated multiple times throughout the day with pictures and videos and even let us keep a tennis ball! I would absolutely bring them back to her again. They loved their stay!

Profile image
Samoontha R.
Sitter Profile Image: Chayla T.
Verified Enhanced Background Check
Chayla T.
Star Sitter
from
$25
per night
5.0 out of 5 stars
20 reviews
6 repeat clients
20 years of experience
Altamonte Springs, FL, 32714

Chayla was great ! Take you for the cute videos and photos of my Chloe ! She was very responsive to messages and even was able to accommodate my cat for an additional night last minute. Thank you!

Profile image
Jalissa W.
Sitter Profile Image: Fahriye G.
Verified Enhanced Background Check
Fahriye G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
105 reviews
33 repeat clients
20 years of experience
Oviedo, FL, 32765

What a wonderful experience with Fahriye and her husband. They are so sweet and our dogs just loved them. This was our first time leaving our dogs so it was difficult but I knew they were in good hands. Dogs came home happy and not stressed at all.

Profile image
Kelly O.
Sitter Profile Image: Ariana B.
Verified Enhanced Background Check
Ariana B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
347 reviews
94 repeat clients
14 years of experience
Orlando, FL, 32822

Ariana B. Was Wonderful and Very Professional My Dog Percy Jose had a great time at her House meeting and playing with His new friends. She gave Me updates at least 3 times a Day with Plenty of pictures. I will definitely be contacting Her again to take care of Percy in the near future. We are Very happy and Grateful. Thanks Ariana B. For taking such great care of Percy Jose! Will See You again soon.

Profile image
Ingrid R.
Sitter Profile Image: Shannon M.
Verified Enhanced Background Check
Shannon M.
Star Sitter
from
$28
per night
5.0 out of 5 stars
8 reviews
6 repeat clients
25 years of experience
Winter Springs, FL, 32708

Overall great experience. Quick to respond and took the initiative to send pictures everyday. The home was beautiful and I felt very safe leaving my puppy for a few nights.

Profile image
Alexandra W.
Sitter Profile Image: Natasha D.
Verified Background Check
Natasha D.
Star Sitter
from
$30
per night
4.9 out of 5 stars
234 reviews
96 repeat clients
10 years of experience
College Park, Winter Park, FL, 32789

Natasha is amazing! she took really good care of my dog while I was out of town and I was delayed in picking her up because of the hurricane and she had no problems at all for Sacha to stay extra

Profile image
Hesham E.
Sitter Profile Image: Amber P.
Verified Enhanced Background Check
Amber P.
Star Sitter
from
$60
per night
5.0 out of 5 stars
26 reviews
5 repeat clients
10 years of experience
Winter Park, FL, 32789

Amber took great care of my Lala. You can definitely tell she was taken care of with great care and she provided communication through out the stay plus great quality pictures. I will definitely recommend and have her take care of my baby anytime.

Profile image
Elliott J L.
Sitter Profile Image: Veronica S.
Verified Background Check
Veronica S.
Star Sitter
from
$30
per night
4.9 out of 5 stars
38 reviews
9 repeat clients
24 years of experience
College Park, Orlando, FL, 32805

Veronica took great care of my dog. She is a very nice, hardworking young lady who genuinely cares about animals. She was professional, responsible, and communicated very well. I felt confident knowing my dog was in good hands. I would definitely recommend Veronica to anyone looking for someone kind and dependable to care for their pets.

Profile image
Sherry C.
Sitter Profile Image: Patama B.
Verified Enhanced Background Check
Patama B.
from
$25
per night
4.7 out of 5 stars
7 reviews
7 repeat clients
20 years of experience
Winter Park, FL, 32789

Patama did a wonderful job helping us and our pup get acquainted with her family during a meet and greet. Our dog and hers got along well, and we were happy that she had someone to play with all week. Patama sent us pictures and videos each day as well.

Profile image
Ashley U.
Sitter Profile Image: Becky F.
Verified Background Check
Becky F.
from
$30
per night
5.0 out of 5 stars
543 reviews
163 repeat clients
20 years of experience
Winter Park, FL, 32792

Best dog sitter we have ever had. Our dog gets so excited whenever we say we are going to “Becky’s”. He always has a blast and comes home tuckered out. We moved further away and still use her knowing how much she cares for the dogs.

Profile image
Sydney C.
1 / 1
View more

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

Pet parents share their Rover experiences - Winter Park

1 / 1
5.0 out of 5 stars

Rachel took care of our Lola like it was her own! She was always sharing pictures of our little baby so we were always updated! 100% recommended

Profile image
Eliecer V.
Boarding
5.0 out of 5 stars

Natasha took great care of Appa and was always responsive with messages and photo requests! Would def rebook!

Profile image
Simone T.
Boarding
5.0 out of 5 stars

Very happy with the care provided by Chanteishta and her sweet roommates! I could tell my girl was spoiled 😊

Profile image
Heather P.
Boarding
5.0 out of 5 stars

Justin took such great care of Alfred during his stay! As a bulldog, Alfred requires a little extra attention and care, especially with things like keeping his wrinkles clean, and Justin did a wonderful job making sure he was well cared for and comfortable. He also sent a lot of pictures and updates throughout the stay, which we really appreciated and gave us peace of mind while we were away. We came home to a happy, well-cared-for Alfred and would definitely trust Justin to watch him again. Highly recommend!

Profile image
Kelley R.
Boarding
5.0 out of 5 stars

Tess is absolutely amazing! She took great care of Toby and he was so happy in her care. I would recommend her any day!

Profile image
Lauren C.
Boarding
5.0 out of 5 stars

We appreciate Mackenzie so much! Our dog Max was recently diagnosed with IVDD so we needed someone who has experience taking care of dogs with special needs. Max is on a lot of medications and needs to be expressed every few hours. He's a very shy boy who can take a while to warm up to others but Mackenzie wasn't fazed at all and took it all in stride! She always kept us updated, answered our questions, and followed any requests we had for his care. Thanks to her love and care for our Max, we were able to have peace of mind while away. We'll definitely be back whenever we need sitting for Max.

Profile image
Alexa D.
Boarding
5.0 out of 5 stars

We had Becky watch our dog Grace for two overnights. Grace was very happy and comfortable there from the pictures she posted and how she was when we went for our initial meet and greet. A relaxing atmosphere with a house of furniture and such the dog guests can call home while away from theirs. A secure back yard as well for outdoor mingling with the other dog guests. We will be having Grace visit there again for the love and attention that Becky gives her guests!!!! Thanks Becky!

Profile image
Patricia F.
Boarding
5.0 out of 5 stars

Spooky had another wonderful stay with Karyna and Emre! He stayed with them for 10 days and everyday we received multiple updates (videos and pictures) of all the fun he was having. It felt like Spooky was on his own vacation with all the fun things he was doing, which made us feel really comforted. We will definitely book with them again!

Profile image
Eleni P.
Boarding
5.0 out of 5 stars

This is our second time using Diego. I feel comfortable leaving our pup with him and his wife. They are wonderful pet sitters!

Profile image
Lori E.
Boarding
5.0 out of 5 stars

Jesse is an elder statesman, with elder statesman needs. Ehimare was great with him. I asked Ehimare to overnight board Jesse on two separate occasions while I was traveling. Ehimare graciously welcomed Jesse into his home, and I truly appreciate the care, patience, and subtle approach Ehimare gave to Jesse. He seems to understand dogs and truly care about them. To me, that means a great deal.

Profile image
John M.
Boarding
5.0 out of 5 stars

Jennifer and her family were wonderful watching my pup! I can tell she had a great time with them. Highly recommend her!!

Profile image
Erica O.
Boarding
5.0 out of 5 stars

The best ever! I’ve never felt more confident and comfortable leaving my crazy/ high maintenance frenchie with a sitter. My #1 choice in the future for sure.

Profile image
Elly D.
Boarding
5.0 out of 5 stars

Amber did a wonderful job caring for my 2 fur babies! Would highly recommend her and we look forward to using her services again in the future. Thank you Amber!

Profile image
Analisa F.
Boarding
5.0 out of 5 stars

Paraná did a great job stepping in last minute after my original booking needed to be cancelled. I felt very uncomfortable leaving my dogs with her and will definitely rebook with her when needed.

Profile image
Yoli C.
Boarding
5.0 out of 5 stars

Jennifer was amazing!!! I get nervous leaving Apple with anyone but she sent updates frequently and responded quickly! 10/10 recommend

Profile image
Taylor M.
Boarding
5.0 out of 5 stars

I recommend Lauren ti every pet owner. She took very good care of our boy, kept us posted with his whereabouts and cute pictures and videos, and all the time he looked happy and relaxed. Thanks, Lauren!

Profile image
Maria Z.
Boarding
5.0 out of 5 stars

Kalli is great, she makes sure to send pics of your lovely dog and message about daily routine. I am so happy with her.

Profile image
Arelys B.
Boarding
5.0 out of 5 stars

Nour was an amazing sitter! She took great care of my little frenchie. He was really happy with her for a whole week while I was away for a wedding. I will happily book her again

Profile image
Sarah W.
Boarding
5.0 out of 5 stars

First time stayed away from home. Pixie seemed very happy when we picked her up. Ivanka was very nice and sent us a picture of pixie. We would love to rebook with ivanka

Profile image
Cindy C.
Boarding
5.0 out of 5 stars

Banks absolutely loved staying at Rebecca’s ! He got so much loving and play time. Banks can’t wait to come back to Rebecca’s and play with Cosmo.

Profile image
Andrew K.
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.

Meet local sitters who will treat your pets like family

  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 Park

Select a filter and find qualifying sitters offering pet boarding.

Sitters in Winter Park average 12
repeat pet boarding clients

FAQs for Boarding - Winter Park

Frequently asked questions about Rover

The average cost for Pet Boarding in Winter Park on Rover is $31.08 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Boarding. For more information on service fees, click here .

There are 2,730 sitters on Rover for Pet Boarding in Winter Park. About 91% of Winter Park 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

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