House Sitting Holiday
Find a loving house sitter to watch over your pets and your home.
Over 103 pet parents in Holiday have booked house sitting
Holiday, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Alex was awesome 💯. He did everything we asked of him and more and my dogs loved him. I have one dog who is usually kind of a pain and likes to give people a hard time but she was great with him so I know the dogs really liked him. I also have a huge pond with big koi which are my other babies and I was super worried about them too because it's easy for things to go wrong with it and I showed him how to maintain it and backwash the filter and he did a great job, came back to the pond being perfect without any issues as well. We also have a little leopard gecko an inside fish tank so lots of things to take care of and he did it with ease and it made our trip so much better because this was the first time using this service so I was nervous. I am glad I found this now and hope I can use Alex again on our next vacation!!! Thank you!!!”
“Karen was amazing. She provided daily updates and photos and seemed to bond very well with our dog. She responded to all communication promptly and came to meet Franklin prior to our trip. It's such a relief to have Pet care in your own home, especially with a senior dog. I would highly recommend Karen to watch your pup on your next trip!”
“We are very happy with Sierra house sitting our 2 dogs. She took great care of them, took them on walks, played with them in the yard and we received pictures of the dogs having fun as well. It was great knowing that our dogs were well taken care of and we could relax and enjoy our vacation. We will definitely be using Sierra again.”
“Julleyka was wonderful! She took great care of our hard to handle large dog and home for a long vacation. She even went over and beyond cleaning up after our dog got sick inside. Will be using again! Thanks, Julleyka!”
“Holi-Nicol was great! We had to make a last minute booking due to an out of town funeral. She responded quickly and set up a meet and greet for the next day. She was great with our three dogs, and kept us updated with pictures. The dogs loved her, and we will definitely be using her again!”
“Our dog is very timid around new people. Cora did a wonderful job taking care of her. We are definitely going to use her again in the future. We would recommend her to others as well.”
“Madison has been a pleasure to work with! Our two pups love her as much as she loves them. She treats them like her own and utilizes the tools we have in place so they can continue their training even when I'm not here. She goes above and beyond to help keep Bo and Tater comfortable while I'm out of town, this helps to ease my mind so I can enjoy my trips instead of worrying the whole time.”
“Daphne was absolutely wonderful! She was incredibly attentive, communicative, and responsive throughout the entire time. She was kind, organized, and very responsible, and I felt completely comfortable knowing my girls were in her care. She took great care of them and treated them with so much love and attention. I truly appreciated all the updates and her excellent communication. I highly recommend Daphne and would definitely trust her with my dogs again!”
“Angie blew me away by being 5 minutes early to her 6am arrival time at my house. ⭐⭐⭐⭐⭐ My little girl Tatiana fell in love with her immediately and gave her lots of kisses ☺️ Angie is very easy to be around and I highly recommend her for in home sitting.”
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.
About: I have been around and taking care of dogs since I could walk. I love all kinds and sizes of dogs. I will always put your dogs interests ahead of me when I take care of them. Making sure they are let outside, feed, fresh water, loved. Also if you’re interested in a dog lover look no further. If your dog gets dirty or has a mess I’ll clean up. If you need plants watered I’ll take care of it. If you need light cleaning around the house I’ll take care of it(like vacuum only if provided) bring in the mail. If needed to take you dog to their favorite place if able to or if your dog wants to just snuggle on the couch is awesome as well. I like being able to help whenever I can. I have a somewhat flexible schedule. I love dogs. If I get into a good routine with your dog all the better. I provide in your home service from walking or if you have a fenced in yard I’ll play with your dog outside. I provide safety by knowing my surroundings and knowing what your dog is capable of.
“Jillian was beyond amazing. We had some schedule changes and she rolled with the punches and was there to look after our home and Dog. She sent photos periodically to let us know he was doing great but also didn’t overwhelm us while we were away. we will definitely be having her back.”
“Isabella did a great job taking care of my two dogs and my home while we were on vacation for a week. My dogs were happy when we got home. Isabella made sure the house looked great too! I would recommend her without hesitation!”
“Doug was absolutely fantastic. He is an excellent communicator and kept us abreast of how our girls were doing. 10/10 would absolutely have him stay with our girls in our home again.”
“I absolutely love Linda. She took such good care of my 2 kitties & dog. They even seem to be a little more well behaved. I had one cat who would sometimes bully my dog (lol), but he isn't doing that anymore. Linda was also very helpful & took great care of my home. I'm looking forward to having her help out again.”
“We had a wonderful experience with Karin! She was incredibly attentive, caring, and communicative throughout the entire stay. She kept us updated with photos and let us know right away if anything seemed unusual with our dogs, which gave us so much peace of mind while we were away. She was very transparent, flexible, and genuinely treated our dogs as if they were her own. It was clear that she truly cared about their comfort, happiness, and well being. Our dogs were well cared for, and we could tell they received plenty of attention and love. We will be using her in the future and trust her with our dogs again. highly recommend Karin to anyone looking for a reliable, kind, and responsible pet sitter!”
The median cost per night for house sitting in Holiday is $50
Pet parents share their Rover experiences - Holiday
Karen is absolutely wonderful with my pup Chewie. I don’t have to worry or think about anything while I’m away. She walks her and takes good care of her and my home. I am so glad I have found her as my go to Pet Sitter. Her attention to detail and communication is top-notch.
I couldn’t be happier with the care my dog received! From the very beginning, I felt completely comfortable and confident leaving my dog in her care. She was kind, attentive, responsible, and genuinely caring. She kept me updated throughout the stay, which gave me great peace of mind, and it was clear that my dog was happy, comfortable, and well taken care of. I truly appreciated the love and attention Alexis gave my dog, treating her as if she was her own. I highly recommend her to anyone looking for a trustworthy, dependable, and caring dog sitter. I will definitely be using her services again.
As always, Ashley is so amazing. She even stayed longer on each visit due to us being anxious after an incident that happened completely outside of her drop-in visits on our last trip. She always takes great care of our boys, and we will rebook her every time.
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 house 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 house sitting - Holiday
Select a filter and find qualifying sitters offering house sitting.Sitters in Holiday average 3 repeat house sitting clients
FAQs for House Sitting - Holiday
Frequently asked questions about Rover
The average cost for House Sitting in Holiday on Rover is $39.96 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 House Sitting 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 House Sitting. For more information on service fees, click here .
As of September 2026, there are 3,543 sitters on Rover offering House Sitting across Holiday. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Holiday walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Holiday maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
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!
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 .
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 pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet 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.
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.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Holiday. On Rover:
- 92% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 98% 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.
Connect anywhere with the Rover app
