Pet Boarding Windermere
Find a loving Windermere pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 2,458 pet parents in Windermere have booked pet boarding
Windermere, 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.
“This was my first boarding experience for my 1 1/2 year old doggo. I was nervous and she was nervous. I needed more than a boarding option, I needed a family to care for my dog while I had to be out of town. That is what Kallee and Daniel provided, a family that loved her while I was gone. They went beyond what a boarding facility could offer and personally cared for my dog while she went through separation anxiety and missing her family. Sailor became the older sibling she needed and I received not only daily communication but updates and responses as I was going through my own separation issues from her. I couldn't have asked for a better home for my dog to be in while I was away. Their home is a perfect place for an active dog and they are the perfect family to care for an energetic dog especially one who needs support to come out of her shell while her family is away. I couldn't thank them enough for their care for my doggo.”
“Sassy loved her stay with Tia. I loved that she made sure to send me pictures of Sassy daily and I can tell she loves dogs. I would definitely recommend and we will book again.”
“Jia and her family took care of my baby Beau better than anyone has. She is my new go-to caretaker for my fur baby. Plenty of pictures, updates, and messages were sent to me while they were taking care of him. I really want to hide this secret treasure until I need them for my doggo but I am letting the world know to try Jia and her family before any other on here.”
“Thank you Gloria for taking care of Dante and the great care you took with him, more than pleased with your service. We will definitely use your excellent service again, thank you again for making Dante feel like part of your family.🐾💙”
“Carilyn was amazing taking in my cat who’s never been away from me or home. She constantly gave me updates and sent photos of him and was prompt in responding to me!”
“Charity was absolutely great and made my first experience using the service very comfortable. She sent me pictures daily and had great communication. I highly recommend Charity.”
About: I've had dogs my entire life and have experience caring for dogs of all sizes and ages. Unfortunately, my family dog recently passed away, which only deepened my appreciation for the love and companionship pets bring into our lives. I recently graduated from Florida State University and regularly volunteered at Champs Chance Rescue in Tallahassee, where I helped care for dogs of different breeds, ages, and temperaments. I also fostered a dog this past semester, which gave me valuable experience providing consistent care and helping a dog adjust to a new environment. I love spending time outdoors, going on walks, and making sure dogs get plenty of exercise, attention, and affection. As a nursing student, I'm responsible, dependable, and attentive to each pet's individual needs, and I treat every dog like they're my own. I’m currently focused on studying for my NCLEX to become a Registered Nurse, so I spend the majority of my time studying from home. I also work part-time as a Pilates instructor, which is typically only a 6–10 hour commitment each week, and my schedule is very flexible. Because of this, I have plenty of time to provide attentive care, companionship, walks, and playtime for your pet throughout the day. My home is a safe and pet-friendly environment with plenty of space for your dog to feel comfortable. I have a pet ferret who stays in his cage, and I am able to crate your dog if needed. I also have a screened-in pool area and live in a gated neighborhood with lots of green space that's perfect for walks. Additionally, there is a local dog park just a short drive away for dogs who enjoy extra exercise and socialization.
“We were very happy to have Abby stay with Selenia when we took a week long cruise. We received great reports and pics. Will definitely use Selenia's service again! Thanks Selenia!”
“Dayani was incredible!! Making our dog feel like she was at home, very responsive and sending us pictures and updates during the day! She was also very understanding with the hours of pick up as we were traveling! Def booking with her again!”
About: Hii, my name is Stephany! I am a senior at the University of South Florida majoring in Environmental Science & Policy. I have many years of experience with dogs, cats, birds, and rabbits. I have volunteered before at the Humane Society of Tampa Bay and at a local animal rehabilitation center in Orlando. I have experience with responsibilities such as feeding, walking, cleaning, and providing love and companionship. I have also have experience in administering special diets to animals and enrichment. I always keep my home cleaned and tidy and make sure to always keep my space pet-friendly. I will provide regular updates including photos to the owner since I know it can be hard to be away from your little one! I can’t wait to meet your pets! I am currently working part-time but I am available anytime before and after work to care for your pets. Other than that I am always at home and available. I have my own room, bathroom and lots of space out in the living room. When caring for dogs I have a small dog park available and have lots of accessible walking areas.
About: I’ve been caring for dogs of all sizes and personalities since I was young. Friends, family, and neighbors trust me to feed, walk, and spend quality time with their pets. I’m patient, attentive, and genuinely love animals. I make sure every pet feels safe, loved, and comfortable while you’re away. I also pay close attention to routines, behavior, and any special needs to keep them happy and stress-free. I have a flexible schedule that allows me to give pets plenty of attention throughout the day. I’m available on weekdays and weekends for check-ins, feeding, and playtime. I make sure to follow each pet’s routine and provide consistent care so they feel comfortable and relaxed. I provide a safe, calm, and clean environment where pets can feel comfortable and cared for. I always follow the owner’s instructions closely, including feeding schedules, routines, and any special needs. I pay attention to behavior and make sure pets are secure at all times. My goal is to make them feel safe, loved, and stress-free while you’re away.
“Roseli was amazing! My Abby was so well taken care of. She came back to me a happy pup and I can’t thank Roseli enough. She was able to take us last minute and I can’t wait to use her again!”
“Sol and her family took wonderful care of our dog Penny while we were on a 10-day vacation. We got pictures multiple times a day, and she was always incredibly responsive to messages. Penny had a great time and we’ll definitely be using Sol’s services the next time we need to go out of town.”
“Sharyn was AMAZING with Zoey! She made my girlie so comfortable. She always kept me updated with pictures and was so loving with her. I would definitely recommend her!!”
“Ariana took wonderful care of my Poppy. She made her feel comfortable and happy. She also sent us pictures of her every day. I am extremely pleased with the care she took of Poppy and will definitely use her again if needed.”
“Alberto was absolutely amazing with our dog. He sent videos, pictures and updates every day, and responded immediately each time we reached out. I actually think our dog was sad to leave him! I'd recommend Alberto to anyone looking for a safe, caring place for their pet!”
“Ashley was great with Macy! She had no problem with giving Macy time to warm up to her dog, sent updates and pictures, and made me feel 100% comfortable leaving my girl with her. I would/will use her again in the future if the opportunity arises.”
“Michael and Rinrada took amazing care of my dog, Simba! They walked him, took him to the park and kept me updated with pictures and videos. I highly recommend them and will be booking with them again! 😊”
“Thank you sue and Steve for taking incredible care of my Emmett! You sent pictures and kept me updated; leaving me feeling relaxed, and comfortable knowing he was taken care of. I will definitely be a regular!”
The median cost per night for pet boarding in Windermere is $40
Pet parents share their Rover experiences - Windermere
This was our first time leaving our pup and we couldn’t have picked a better sitter. Monica was phenomenal!! Her communication with us was great, sending videos every day. You could tell she loved on and spoiled our Macie as much as we do. Would highly recommend, we will definitely use her again!!
Every time our dog, Winnie, stays with Sol, we couldn’t be happier with the care she receives! it’s clear that she’s truly loved, and Sol treats Winnie like her own. Throughout the stay, she’s incredibly communicative—sending photos, updates, and little notes that gave us total peace of mind while we were away. Our dog can be a bit shy and standoffish around other dogs at first, but Sol is patient, gentle, and attentive to her and each of her guest's needs. When we came home, Winnie was relaxed, happy, and clearly very well cared for. If you’re looking for someone reliable, kind, and genuinely amazing with pets, look no further. We will definitely be booking with Sol again!
Taryn was absolutely amazing with Kahlua! From the moment we booked, she was attentive, communicative, and so reassuring. She gave the best updates with pictures throughout the day which meant so much to me, especially since Kahlua struggles with anxiety. It was clear that Taryn gave her so much love, patience, and attention. You can truly tell she cares about the dogs she watches. I felt completely at peace knowing Kahlua was in such good hands. I would 1000% book her again!
Dianet was absolutely amazing with our Aiden. She got lots of love, attention and exercise, and even made a new dog friend. Dianet kept us updated throughout Aiden’s stay. We felt very reassured during our trip knowing that she was in good hands with Dianet and her family. Our baby came home a very happy girl! We would 100% recommend :)
This is the second time Rio has stayed with Meredith and her family. We have been looking for a sitter for a while and have finally found an absolute gem! Consistent communication, many pictures, Rio burns so much energy and loves going to their house! We will rebook time and time again, HIGHLY recommend!!!
Michael took care of my dogs very well , was super patience and was always sending me pictures and updates of my dogs , he really took time to make them feel like home and my dogs were happy to stay at his place , thank you so much Michael for such a great caregiver for my dogs
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. Search
Browse profiles of sitters near you who offer pet boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for pet boarding - Windermere
Select a filter and find qualifying sitters offering pet boarding.Sitters in Windermere average 12 repeat pet boarding clients
FAQs for Boarding - Windermere
Frequently asked questions about Rover
The average cost for Pet Boarding in Windermere on Rover is $49.95 per night (as of July 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 2,719 sitters on Rover for Pet Boarding in Windermere. About 90% of Windermere 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.
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