Dog Sitting Holiday
Book a Holiday dog sitter to watch your dog in your sitter’s home or yours.

Over 172 pet parents in Holiday have booked dog sitting
Holiday, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I highly recommend Heather! Communication is everything and she was on top of it! She always let us know when she was on her way to take care of our fur baby and gave us updates after her visits. She was also very flexible on the time frame we needed the drop in visits to happen and she will send pics as well. 100% would request her again!”


About: Hi there! My name is Kelsey. I have been caring for peoples animals for 20+ years now. I have watched many dogs, cats, birds, equestrian facilities, and small animals - there is no job too big or small. I have also fostered and adopted out 12 dogs into their fur-ever homes through various rescue groups in Illinois. I am comfortable with administering medications or accommodating special needs. My family and friends use my services and recommend me whenever possible. I am a big lover of all kinds of animals. I have two senior dogs of my own, Brooklyn and Theodore. I work from home full-time and have a flexible schedule. I look forward to meeting and caring for your animals! Just communicate your needs with me, and I will do everything I can to leave you confident in leaving your beloved pet with me. I work from home full-time and my animals are my top priority. My schedule is very flexible and home-based. My world revolves around the animals 🙂 I have an unfenced yard which I use for quick potty breaks, and take daily walks for exercise around the bike trails and parks near my house. Animals are my top priority
About: I have a jack Russell/ blue healer (I think) dog, that doesn't currently live with me. I've had my cat for a year and a half. I am willing to learn about your fur baby's needs, including medication. I will treat them like you would treat them. Any questions or concerns? Just ask me any time. I have a job, working 2pm until 2am. Sometimes I get off early. I'm available for any time 2am until work. Can let your pets out if you live in Spring Hill, TN or Columbia. I will treat your pet just like my own. I have a tiny fenced in area at my apartment for the dogs to run in. They will go for walks. My cat is trained to walk on leash. Willing to try and train yours. They're NOT allowed on my porch, seeing as it's on the top story! Multiple vet offices located very near, if needed.
“I had a fantastic experience with Adriana! She was punctual, respectful, and incredibly trustworthy, which gave me complete peace of mind while I was away. My dog, Shirley, can be a bit particular, but she absolutely loves Adriana—which says a lot! It’s clear she has a natural way with animals, and I appreciated how attentive and caring she was. She followed all instructions perfectly, and I never had to worry about Shirley’s safety or happiness. I will definitely be booking her again and highly recommend her to anyone looking for a reliable and compassionate pet sitter!”

“Skylar is amazing with our dog! Her calm demeanor and attentiveness are exactly what he needs to feel comfortable with a pet sitter. I highly recommend Skylar and will continue to request her.”

About: I have worked in pet care doing daycare, boarding, and training for dogs of all sizes and ages. I have pet CPR certification and have worked alongside medical giving medications and subcutaneous injections. I currently work at the Humane Society working with dogs, cats, rabbits, and guinea pigs. I’m comfortable with animal animal - any size, any age! I currently work Wednesday - Sunday full time, so my availability during those days is based on specific requests. Mondays and Tuesdays I am available anytime. I have a fully fenced in yard at my home. I have also done over 6 years working as a dog trainer, and I am very comfortable walking any dog on leash. I am fear free certified through the Humane Society, so you can guarantee your pet is in good hands!
About: I currently have one rescue pup who I love to spoil - he is a nice old chihuahua (5.5lbs). I just lost my lab/cattle dog, Kona, in Sept 2022. I have experience caring for older dogs who need meds and with little dogs who are timid. I have had my dogs for 12+ years and grew up with dogs and other pets. I am extremely reliable and work from home and know how important it is to give your fur kids the best life. I am part of the Tampa Bay Dog Moms group as well - i love all the dogs : ) I am also a homeowner so I understand how important it is to take care of and secure your home when you rely on a dog sitter/walker. I am extremely reliable and trustworthy and look forward to helping care for your dogs when you need it. I work 100% remote from my house, so I can go on lunch breaks, take mid-morning and mid-afternoon breaks, and after work I can also take care of the pups. I work 8-5pm typically, M-F. I have two very sweet dogs, they just hang out with me. They are welcoming of other pups. I do not have a fenced in yard, but I go out with my dogs every time I take them out, so they are always supervised. I live on a dead end small street so I rarely get traffic. I work from home 8-5pm Mon-fri. I let my dog out many times and take breaks to give the dogs the attention they need and want I go out with my dog every time. He doesn’t use a leash but I would follow your instructions for your dog to ensure he/she is safe. I’m also at a dead end street, so minimal traffic

About: As a lifelong dog lover and owner for 10 years, I’m now embarking on a new chapter after 24 wonderful years in Chicago. Following a long career in advertising sales, I’m seeking a slower-paced, more fulfilling path — one that lets me combine my reliability with my love for animals. At 49, I bring maturity, responsibility, and genuine care to every pup I watch, ensuring your they are looked after as if they were my own. Also, the doodle you see in some pics is my amazingly chill, gets along with every living thing, sidekick Lambeau. So please note your dog(s) must be okay with other dogs. I'm currently taking some time off and won't be going back to remote work until the fall '26, at the earliest. So I'm very flexible with my time at the moment. I live in an apartment complex (2 bed / 2 bath) with a huge unfenced grassy area off my lanai, that Lambeau and I call our own backyard. I also live across the street from John Chesnut park, in the Tarpon Woods area so Lambeau and I spend lots of time at that huge dog park and/or exploring the various trails. So if you're open to that as well, I'll gladly take your pup(s) over there for some adventures.

“So thankful we found Sianna! She did an amazing job dropping in on our crew while we were on an over night stay. Her communication is top notch and all of my fur kids (and my toddler) adore her! We will definitely be using her services in the future and recommend her highly!”

“Victoria did an amazing job and took care of all of our fur babies and even cuddled with them. Thank you Victoria we appreciate you and look forward to our next trip and you taking care of our fur babies”

About: I’ve been around animals my entire life. I grew up on a farm surrounded by dogs, cats, goats, and all kinds of critters, so caring for animals is second nature to me. Over the years I’ve had six dogs of my own, each with their own personalities, quirks, and needs. I’ve also rescued and nurtured multiple animals I’ve found on the side of the road, giving them safety, love, and a second chance. Because of all that hands-on experience, I’m confident with shy pets, energetic pets, big dogs, small dogs, and everything in between. I treat every animal like family—with patience, gentleness, and genuine care. Your fur baby is in loving, capable hands with me. I currently work part-time, which gives me plenty of flexibility and extra time to focus on your pet. My schedule allows me to be available for daytime walks, drop-ins, and extended quality time. I’m home often, so your pet gets lots of attention, playtime, and companionship—not just quick check-ins. If your pet enjoys cuddles, exercise, or just having someone around, I’m able to give them that consistent comfort throughout the day. I provide all pet care in my client’s home to keep your pet comfortable in their own familiar space. I follow your routines closely—feeding, walks, playtime, potty breaks, and any special instructions you have. My goal is to keep your pet’s day feeling as normal and stress-free as possible while you’re away. I’m tidy, respectful of your home, and make sure your pet gets plenty of attention, affection, and activity. Whether it’s drop-ins or house sitting, I focus on creating a calm, consistent environment where your pet feels safe and cared for.
About: What makes me stand out as a pet sitter is my dedication to personalized care and my deep understanding of each pet’s unique needs. Unlike others, I offer tailored attention, ensuring every pet feels comfortable and loved. My extensive experience, reliability, and commitment to creating a safe and comforting environment set me apart. I go above and beyond to provide exceptional care, giving you confidence and peace of mind while you’re away. As a work-from-home professional, pet care seamlessly fits into my daily and weekly routine. Being home allows me to provide constant attention, timely feedings, and regular playtime for pets. My flexible schedule ensures I can cater to each pet’s needs throughout the day, offering a comforting and engaging environment. This setup allows me to be highly responsive and attentive, ensuring pets receive the best care possible. We will go on walks in the morning, lunch, and evenings (being mindful of the heat on their feet’s!) In my home, I provide a safe and cozy environment for pets, with a consistent routine for feeding, playtime, and exercise. I offer personalized attention and keep everything clean and hazard-free. I’m also prepared for emergencies to ensure your pet’s well-being at all times.

About: I have three years' worth of work experience, with the last two years being at an animal hospital right here in Tampa! I worked as a veterinary assistant for the past two years where I trimmed nails, expressed anal glands, thoroughly cleaned ears, administered medications, preformed sanitary bathes on certain animals, and provided compassionate care. Before that, I worked in a furniture warehouse where I was forced to multitask, problem solve, think critically, perform organization, and communicate properly. I’m currently unemployed but attend an online university, so my schedule is very flexible. As far as animals go, I have two dogs and one cat. Both of my dogs are senior, so I’m used to providing senior type care. I’ve also had reptiles in the past. I have a fenced in yard and a screened in patio as well. My two dogs are both seniors and haven’t paid any attention towards strangers animals in the past. They wouldn’t be an issue.
About: Everyone trusts me with their pets I'm very cuddly with them and loving I treat them as my own and personally that is my family is all dogs I have a part time job and plus I love all animals so this is the perfect company to work for. Very trusting personality and truthful Like there r my own family pet. I respect them as they are like human beings. I put all my love and care for all animals

About: I have pet sit for about two years through family friends, I am reliable, responsible and fun! I enjoy helping my community with pet care! I work M-SAT, but once I am out of work I go straight to pet sitting when needed. I still fit it in my routine! I care for clients pets in their homes. I am good with their feeding schedules, as well as going on walks or outside and playing!

About: Hi! I’m Rachel, and I’m an animal lover who genuinely believes pets are family. 🐾❤️ I know how stressful it can be to leave your furry babies with someone else, so my goal is to make the experience as comfortable and worry-free as possible for both you and your pets. I’m patient, attentive, and happy to follow your pet’s normal routine so they feel safe and comfortable while you’re away. Whether your pet wants lots of cuddles and attention or prefers a little space, I’m happy to meet them where they are. I’m especially comfortable caring for cats and love getting to know each one’s unique personality — including the shy, sassy, and slightly spoiled ones! 🐈⬛💕 I’m also very responsible when it comes to feeding schedules, medications or special instructions, litter box care, playtime, and keeping you updated while you’re away. Your home and your pet will always be treated with the same care and respect I would want for my own. I’d love the opportunity to meet your pets and help give them a happy, comfortable experience while you’re away! 🐾 Pet care fits naturally into my routine because I genuinely enjoy spending time with animals. I’m able to build visits and pet care into my daily schedule and make sure each pet gets the attention, care, and consistency they need. I’m very comfortable following established routines, including feeding schedules, medications, litter box care, playtime, and other special instructions. I also understand that pets thrive on consistency, so I make it a priority to be dependable and keep their routine as close to normal as possible while their owners are away. 🐾💕 I care for pets in their own home by keeping their routine as consistent and comfortable as possible. I follow all care instructions closely, including feeding schedules, fresh water, litter box care, playtime, cuddles, medications, and any special treatments they may need. 🐾 I’m respectful of my clients’ homes and treat them with the same care I would want someone to show my own home. I also make sure pets receive plenty of attention and companionship while their owners are away, while respecting their individual personalities and boundaries. I’ll provide regular updates and photos so you can relax knowing your fur baby is happy, safe, and being well cared for. 💕
The median cost per visit for dog sitting in Holiday is $20
Dog parents share their Rover experiences - Holiday
Kyla is phenomenal. She's quick to respond and is thorough and thoughtful with her responses. Incredibly sweet and our animals love her! She has the best Rover cards and getting pictures of my animals throughout the day from her visits are the best! 10/10, best Rover experience. Kyla is who you want to watch your pets!
Alex did a great job with my “kids” The doors to the house were locked … all 4 he would have used. The two water bowls were full and clean (no days of residue in the bottom ) Their dishes were clean and ready for the next meal . The cats litter boxes clean. For me it was having a stranger in my home that I was most concerned with… Alex came in, attended to the kids promptly, sent communication when needed and left the house. I am very pleased will use Alex in the future ☺️

Lindsay was fantastic with Indie, Francine, and Pearl. She was punctual, attentive to each dog’s individual needs, and went above and beyond—cleaning up messes and making sure everyone was comfortable. We appreciated the personalized care and will definitely be using her again. Highly recommended.

I can't say enough positive things about Angela. She was able to accommodate my last minute trip. She kept in contact throughout the day, provided adorable updates and pictures. Even though I was out of town, I felt my animals were in good hands, and I had peace of mind. I'm actually looking forward to going out of town again because I know my babies will be well taken care of. Thank you Angela!! I appreciate 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 dog sitting

1. Search
Browse profiles of sitters near you who offer dog sitting.
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 sitting - Holiday
Select a filter and find qualifying sitters offering dog sitting.Sitters in Holiday average 6 repeat dog sitting clients
FAQs for Dog Sitting - Holiday
Frequently asked questions about Rover
The average cost of Dog Sitting in Holiday is $21 per visit as of October 2026. Most bookings cost between $16 and $27 per visit. 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 October 2026, there are 5,946 sitters on Rover offering Dog Sitting across Holiday. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Holiday choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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 .
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 .
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Holiday with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Holiday. On Rover:
- 90% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 97% 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.
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.














