Dog Boarding Willow Oak
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 391 pet parents in Willow Oak have booked dog boarding
Willow Oak, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Matt and Nicole were absolutely amazing!! I’ve never done any type of boarding or dog sitting before so I was a little nervous, but the constant updates with pictures made me feel like I made the right decision. I will definitely be using them in the future. Thanks again!!”
“I have used Angie's services for the third time in a row and she is a wonderful person and I couldn't have found anyone better in my area to take care of the love of my life Mimi. Thanks Angie”
“Amy and her husband were fabulous! It was only my second time leaving my pup (who is VERY wild and playful) and she was amazing. She sent me plenty of updates, with pictures, too! Would highly recommend Amy and definitely will use her again in the future (if she can stand my puppy again lol). Thank you!!”
“Very nice people. I can tell my dog had a great time staying with them.I love how they update me too everyday about my dog. I will definitely book them again”
“Mary was the best! After our meet & greet I knew it was the perfect home for Honey to stay for the weekend. She was so welcoming, friendly, informative & honest. She sent updates with text, pictures, and videos of Honey. Mary’s home felt safe & easy for Honey to adjust to. I can’t thank her enough for taking care of our puppy so well. Honey was so loved & well taken care of. Mary truly made us feel like we were simply leaving Honey with another family member!”
“Skye has been an absolute blessing to our family multiple times! We are currently in the middle of a military move and needed somebody last minute to help us watch our dog. She has previously watched our Sophie girl while we went out of town and so I instantly thought of her! She accepted my booking quickly, and I had to reach out with some changes and she reassured me that whatever we needed she would help! If you were in need of a dog sitter, I would definitely recommend reaching out to her! Our dog loves going over to her house :) I wish I could give her more than five stars”
“Angela and Jorge were so good with our poodle Bailey! They made us feel comfortable in their home and Bailey to feel welcome. The communication was superb and we felt she was well cared-for and happy. We will definitely use them again.”
“Highly recommend! From setting up a meet and greet before we left to sending pictures and updates while we were gone. It was such a relief while we were out of state to know our babies were being loved and taken care of.”
“Clarissa and her family are absolutely fantastic! From the moment my pups and I walked in they put all my worries at ease and truly treated my pups as their own with respect and making sure their needs and comfortability are prioritized. Clarissa was amazing with communication and even sent update pictures that really made me worry free. My dogs came back happier I’m definitely going to be booking again with them! Thank you Clarissa Noelle and Luke has a blast with you!”
“⭐⭐⭐⭐⭐ The BEST sitter!!!! ❤️🐕 Maybell was absolutely amazing! This was a last-minute request, and she welcomed my baby with so much love and care. She lives in a very safe community and is home most of the time, which gave me so much peace of mind. Communication was excellent, and she kept me updated with pictures throughout the stay. She was incredibly professional, responsible, and punctual. You can immediately tell how much of a true dog lover she is! She has a beautiful family that works together as a team to make sure your fur baby feels safe, loved, and comfortable. My baby got along wonderfully with her sweet pup, who is so gentle, loving, affectionate, and kind. My baby was safe, happy, and very well cared for the entire time. Leaving my baby in her care gives me such peace of mind, and that means everything to me. I 100% recommend Maybell, and I will absolutely continue trusting her with my baby in the future. Maybell, thank you again for taking such wonderful care of my baby! You truly are the best! ❤️🐾”
“I couldn’t ask for the most perfect person to watch my Roman. Rom is a lot to deal with sometimes and requires lots of patience and she was that and more. Bri would send lots of updates and pictures during our time away from Roman and which was much appreciated!! She was very easy to communicate with as she well.”
“Yaima was fantastic! Yaima provided pictures at times and had great communication. She responded immediately to any questions I may have had. I appreciate her and her beautiful family for watching my two besties (Nova & Scotia). I would surely recommend her. Thank you very much Yaima.”
“Thank you for a great visit with my 3 dogs. They might not have enjoyed us being gone because they have never stayed away from us but you accommodated with such compassion. 10 stars !”
“Our dog Emma had a wonderful time and made some new friends. Garrett is professional and polite and friendly to Emma. We had a great experience for the first time using this app service. We will services again in the future when the need arises.”
“They are amazing sitters. The drop off was easy. The pickup was helpful and the dogs were extremely happy. This is a great house to leave your pets at. They are kind, wonderful people”
About: Hi! I'm a lifelong animal lover with years of hands-on experience caring for pets of all kinds. Ever since I was a kid, animals have been a big part of my life. My grandfather owned a farm, where I helped care for dogs, cats, horses, chickens, goats, and many other animals. Those experiences taught me patience, responsibility, and how to understand the unique needs of each animal. I believe every pet deserves to feel safe, loved, and comfortable while their family is away. Whether your dog loves long walks, playing fetch, exploring outside, or simply relaxing with companionship, I'll make sure they receive personalized care and plenty of attention. I'm dependable, responsible, and committed to keeping pet parents informed. You can expect regular updates, photos, and clear communication so you'll always know how your furry family member is doing. I treat every pet as if they were my own, with kindness, patience, and respect. My goal is to earn your trust by providing a safe, fun, and loving experience for your pet while giving you complete peace of mind. I look forward to meeting you and your best friend! Pet care fits naturally into my daily routine, and I make it a priority to provide reliable, consistent care. I have a flexible schedule that allows me to dedicate quality time to walks, feeding, playtime, and companionship. I plan my day around each pet's needs and routine, ensuring they receive the attention, exercise, and care they deserve. Whether it's a quick drop-in, daily walks, or overnight care, I'm committed to being dependable and making sure every pet feels safe, comfortable, and loved. Your pet's safety and well-being are always my top priorities. I take the time to learn each pet's routine, personality, and any special instructions so they receive the best possible care. Whether I'm caring for your pet in my home or yours, I'll maintain a clean, calm, and safe environment while following your feeding schedule, exercise routine, and any medication or care instructions. I always make sure pets have fresh water, plenty of attention, and a secure environment. During walks, I use safe handling practices and stay alert to my surroundings. I also provide regular updates and photos so you can feel confident and connected while you're away. My goal is to treat every pet with the same love, patience, and respect I'd give my own.
About: All creatures in my home with be treated with respect, warmth, and feel safe. I am in tune to a pets needs especially when left in a different place. I will work to ensure all animals left in my care will feel safe, warm and loved. I am able to give prescribed medications as needed as I am a retired RN. I get up early and need to feel busy. Retirement is enjoyable but I am used to feeling needed. So, taking care of Dogs and Cats will full-fill this for me. Our home has a caged pool area with dog door. The large yard is fully fenced with area to run. My husband and I love to be outside and we have a safe neighborhood to go for walks. During fall, winter and Spring we walk with our dog frequently. Summer is too hot.
“Rebecca was absolutely fantastic and took amazing care of our sweet Leia girl. I loved the update photos that she would send me while Leia was in her care. I will continue to use her for our future bookings ☺️💙”
About: The best care for your best friend Need someone trustworthy to care for your pet while you’re away? I’m here to help! I offer companionship, playtime, and fun walks — always with love and attention. Daily walks Lots of play and cuddles Photo and video updates Your pet will be treated like family! The best care for your best friend. I can spend a lot of time playing and keeping your pet company. I'm happy to go for a walk with your pet and play with him. And the best part? Your pet will have a little buddy to play with — my friendly small dog will be there to keep them company!
The median cost per night for dog boarding in Willow Oak is $40
Dog parents share their Rover experiences - Willow Oak
Megan was wonderful! She was able to accommodate us on somewhat short notice, which we really appreciated, especially with it being Halloween weekend when things are usually busy. We received fewer photos and videos than we might normally expect, but given the busy holiday weekend, that wasn't a concern for us. The updates we did receive showed two very happy dogs who clearly loved spending time with Megan. Most importantly, our dogs were well cared for and seemed to have a fantastic time. When we arrived to pick them up, they were almost too comfortable to notice we were there! I think that's a pretty good indication of how much they enjoyed their stay and all the love and cuddles they received in Megan's home. We would happily recommend Megan to anyone looking for someone to care for their pups!
Very satisfied repeat customers!! Matt and Nicole took great care of our old dog, accommodating for his needs, i.e. putting his bed and blankets in an out-of-traffic place. He came home with no signs of stress. Communication is great. We highly recommend Matt and Nicole and appreciate the level of care they provide.
Kenneth did an excellent job of looking after my two Australian Shepherd’s for over two weeks. This was a big deal to us because my pets and I have never been away from each other for that long and to say I was a little anxious was an understatement. Kenneth did a great job of exercising my dogs and keeping them comfortable and stress free. He also provided plenty of updates and was very easy to communicate with. I will definitely use him in the future.
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 dog boarding
1. Search
Browse profiles of sitters near you who offer dog 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 dog boarding - Willow Oak
Select a filter and find qualifying sitters offering dog boarding.Sitters in Willow Oak average 10 repeat dog boarding clients
FAQs for Dog Boarding - Willow Oak
Frequently asked questions about Rover
The average cost of Dog Boarding in Willow Oak is $25 per night as of November 2026. Most bookings cost between $22 and $42 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.
As of November 2026, there are 2,083 sitters on Rover offering Dog Boarding across Willow Oak. Enter your ZIP code to see which available sitters are closest to your home.
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.
Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
96% of sitters in Willow Oak can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Willow Oak home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Willow Oak.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
Yes, you can find sitters who have experience with handling special pet needs in Willow Oak. On Rover:
- 90% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 96% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
You and your Willow Oak sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
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.
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.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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