Pet Boarding Windermere
Find a loving Windermere pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 2,640 pet parents in Windermere have booked pet boarding
Windermere, Find top rated pet boarding
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.
“Margarita was very good. Our main ask was to receive as many pictures of our dog as possible and they did exactly that. Our dog returned clean and had a happy demeanor throughout his stay. We recommend this sitter.”
“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.”
“Rey and Karla did an amazing job taking care of my puppy during my short trip. They made sure to keep me updated on their drop in visits with lots of pictures! Would definitely book again 💯”
“Amanda was and is awesome! Our puppy Skol was in the best hands. She took such great care of him, we love how much our pup loved her. We will be keeping in touch with Amanda for any future trips and day boarding needed❤️”
“Michael & Rinrada took great care of Macy while we went out of town for a few days! They sent several updates and pics of throughout her stay and that really helped me feel at ease and I could tell that she was comfortable with them. She got along well with their dog, Blaise. I would highly recommend them as sitters to anyone I know!”
“Daniela took care of my dog Scooby over the weekend, and it was a great experience! She was professional, kind, and enthusiastic about spending time with Scooby. Daniela kept me updated with regular photos and videos, showing Scooby enjoying his daily routines. I highly recommend Daniela to anyone looking for a trustworthy and loving pet sitter. Thanks, Daniela.”
“Laura so so amazing with Meatball (my pup)! I was grateful for her to be our dog sitter :) she sent tons of pictures (which I appreciated so much!!) and made me feel super comfortable leaving him. I’ll definitely be using her again!!”
“Went on a overnight mini getaway and he watched our baby last minute. He was a great sitter and let us enjoy our night out. Thank u again. I would recommend and use him again if I'm in the area”
“Nicole was very accommodating and attentive when communicating to me about my senior dog, Lefty. Lefty is a very anxious dog due to his blindness and deafness and had a hard time adjusting to his stay with Nicole and her family. Nicole frequently updated me about his condition and suggested to me that he should reunite with me a little earlier than planned. Although, I wish we could have finished out the stay, I do believe that she tried her best to make Lefty feel comfortable but ultimately it didn't work out. Her communication with me was great; letting me know what was going on with Lefty and sending pictures of him. Thanks again, Nicole!”
About: I’m a pet mom and I love dogs. I always look after a friend's pets when she travels, and she said to me, "You take care of them with so much love and affection—why don't you offer your services to other families?" I don't have a big house, but I take the little ones for walks in the green area 3 times a day, morning, afternoon and evening. I currently work from home and spend most of my time at home, so I have plenty of flexibility to care for your dog. I’m available during the day for walks, playtime, feeding, potty breaks, and lots of attention. I can also accommodate overnight and weekend stays depending on your dog’s needs and my availability. Your dog will be cared for in a safe, clean, comfortable, and loving home. I’m a dog lover and have experience caring for my own dog, so I understand how important it is to treat every pet with patience, attention, and affection. I will follow your instructions regarding feeding, medication, routines, and any special needs. I will also keep you updated with photos and messages so you can feel comfortable knowing your pet is happy and well cared for.
“My pups absolutely loved spending 5 days with Kevin while I travelled. He was caring, knowledgeable, playful, attentive and even advised me on some really good products for Ares and Nyx. I came back to two happy, well-fed, and well-exercised babies. I absolutely couldn't be happier! Thank you Kevin!!!”
About: I have 2 years of experience caring for pets, and I truly love spending time with them. I enjoy giving them attention, comfort, and lots of love. I care for every pet as if they were part of my own family. I have a flexible schedule and Can care for pets throughout the weekends and weekdays. Feel free to message me to coordínate the Best time for your pet. Your pet’s safety and comfort are my priority. I always make sure they feel secure, supervised, and cared for at all times. I follow your instructions closely, keep routines consistent and Pay attention to any special needs. You Can trust that I will treat your furry family member with respect and love.
“Miss Tisha took great care of Fozzie. I dropped him off every morning & picked him up in the evening, Sunday to Tuesday. We were on vacation in FL & didn’t want to take him to a commercial broading chain. He was pulling me to her front door; happy to go there and hang with Lili, Tisha's fur-baby. We will use Tisha the next time we are in FL.”
“Carly has been amazing with Asher on his third stay! Communication, safety, care, consistency, all the wonderful qualities you hope to find for your pup. Looking forward to his next stay!”
“Marie is the best of the best!!! I left my baby with her to attend my dad funeral and I felt so happy knowing he's safe with her. She sent me pictures, videos and kept me updated the entire time. She's is so kind hearted. I love her!!! If I'm ever in the area again and need a sitter I won't think twice about who I'm booking. Thank you Marie!!”
The median cost per night for pet boarding in Windermere is $40
Pet parents share their Rover experiences - Windermere
Julia was fantastic! Caring and kind, my senior cat adjusted well to her and her home after an initial period and he enjoyed the patio especially. Will definitely rebook with Julia for our time away now. It is nice to know raven will be cared for and happy while we are away.
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!
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. 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 Pet Boarding - Windermere
Frequently asked questions about Rover
The average cost of Pet Boarding in Windermere is $50 per night as of October 2026. Most bookings cost between $31 and $67 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 2,705 sitters on Rover for Pet Boarding in Windermere. About 91% 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 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.
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