House Sitting Oldsmar
Find a loving house sitter to watch over your pets and your home.
Over 181 pet parents in Oldsmar have booked house sitting
Oldsmar, 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.
“This is Maureen's third time watching our pup. She does such a great job and is very communicative and reliable. She's also very respectful of our home. Thank you so much Maureen!”
“Alyssa was available to take care of my boy at the last minute, and im not sure why she was available to book because she did an amazing job caring for my 75 pound siberian husky. She went above and beyond to ensure his needs were met and provided lots of photo updates to put my mind at rest that everything was going fine.”
“Stephanie was amazing with my girls. She took care of them. Sent a ton of pictures and went above and beyond with their care. I highly recommend using Stephanie for your fur babies.”
“There are not enough words to describe how thankful we are to have found Caitlyn. We travel a lot for work but normally bring our dogs with us. They’re a part of our family and it’s hard to trust. We had an opportunity to work in Italy for 18 days and could not pass it up. It was so scary to leave our 3 dogs and be that far away but Caitlyn made it easy. She sent photos every single day and updated us constantly. There was even a hurricane while we were gone and she stayed with them through all of it. Our house was sparkling clean when we got back and our 3 dogs were so well cared for. She even replaced their dog food so we didn’t have to worry about it. You can truly tell she takes pride in her work and cares for home and the animals she’s working with. One of our dogs, Chloe was abused before we adopted her and takes a long time to trust. Caitlyn put the work in and by the time she left, Chloe was her best buddy. Book Caitlyn! You will not be disappointed.”
“You couldn't ask for a better sitter. This was the 1st time we used rover and our dog had never had a sitter. Shawn used his charm and probably patience to win Bernadette over. He also left our house spotless. An all round gentleman. Would hire him again in a nanotechnology second”
“We are over the moon happy with the house sitting experience from Barbara. She was just what we have been looking for to take care of our "special needs" boxer. We received lots of pictures and there was great communication between us. Our family is very satisfied! Thanks Barbara!”
“Mary was very good at taking care of my cat , during our trip to the uk . She was prompt at replying to my texts about how Alfie was adjusting , and kept me informed of his eating patterns . Very happy with her service .”
About: Hello! I’m Stephanie and I love dogs of all breeds, sizes, and age. Each dog has their own quirks and personality, and as a dog sitter I respond accordingly. Playtime, cuddles, long walks, whatever your dog needs, I’ll be glad to provide. I live in Westchase, but I am willing to travel to dog sit or walk your dog. I have a very flexible schedule and accept one day advance notice. I am attentive and patient, giving your dog the love and care they deserve while in my watch. I can provide your pet with everything they need or want from medication, walks, and entertainment.
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.
“Hailee was amazing! She stayed at my apartment with my dog for 10 days while I was out of the country. She sent a ton of pictures and videos, and I came home to a happy dog & clean apartment!”
“Melissa is amazing. We have worked with her several times, and this visit was no different. She keeps us well informed and takes wonderful care of our little guy. We appreciate you Melissa!”
“Stephanie did a great job taking care of our senior dog and our home while we were away. She provided updates and photos throughout her stay. I highly recommend Stephanie to take care of your fur baby and home.”
“Lucas did a great job caring for our lab. He engages well with the dog and seems to genuinely like caring for him. He was very respectful of our home and communicates well. Lucas is very responsible and trustworthy. Highly recommend him!!!”
“Taylor and Bruno are great exceptional dog sitters. They were prompt and communicative from scheduling the meetup to staying on track with my puppers needs along with updates. I opted for an in house sitter for a short staycation since my dog gets anxious with quick changes and they were super respectful and left my place better than they found it. Would definitely recommend them!”
“Ava did such a fantastic job with my dogs. She was super attentive, she asked all the questions, and she really cared for them as if they were her own. She sent pictures the whole time i was away and updated me throughout the day. She was so great and I would absolutely have her watch them again! 🙌🏼”
“Linda is wonderful! She truly loves dogs. She treated Flo like her own. We canceled this bokking once because of Hurricane Milton then rebooked after the storm had passed and we made it through unscathed. Linda, however, had lost power at her house. We will definitely book with Linda again-- if she is available! She is understandably in high demand.”
“Alexandra was a good communicator, punctual and above all kind and loving with my dogs. She sent lots of updates with photos and left the house clean. I will definitely hope to use her services again.”
About: What sets me apart from other sitters is that I have two of my own cats. One is actually getting ready to give birth in 6 weeks. I know exactly what they need and how to take care of them especially since I’ve raised both from when they were kittens. I top of that I raised to of my family cats growing up as kittens as well. So I’m very educated and loving🥰 My availability is pretty open to whatever is needed from me. I’m available every day aside from Sundays:) just send me a message and we will confirm what is needed:) I scoop litter boxes everyday. Deep clean it 1-2 times a week. Frequency depends on how many cats you own because I’d do more than 2 times if it’s more than 2 cats and how many litter boxes is owned as well. Your cats will be in really good hands with me!
“Excellent excellent job watching my baby girl ?! she was very responsive. She gave lots of updates and she gave really beautiful pictures! I came home to a very clean house and my pup looking great! Thank you so much for everything! ?”
The median cost per night for house sitting in Oldsmar is $50
Pet parents share their Rover experiences - Oldsmar
We were new to Rover and had previously only had family or close friends look after our dogs when traveling. We ran into a last minute bind and needed to find someone to look after our dogs a day before we left. That’s when we were fortunate enough to get paired with Katie. From the first interaction, Katie was responsive, accommodating to our requests, and absolutely wonderful with our very co-dependent dogs. She sent us pictures and check-ins daily which truly exceeded my expectations. She took the best care of our pets while we were away and I’m truly grateful we met Katie. We will absolutely book with her in the future.
Victoria was fantastic! Stayed over on a holiday weekend and was great at staying in contact, sending pictures, and taking care of my babies! One of my dogs is a bit more high maintenance and she handled her wonderfully. I would definitely recommend Victoria and we will be contacting her again for future trips!
We couldn’t have asked for a better sitter for Blu! She kept us updated throughout his stay with frequent messages and lots of photos, which gave us so much peace of mind while we were away. It was clear that Blu was well cared for and truly in great hands. She was also incredibly thoughtful and respectful of our home, even taking the time to tidy up before she left, which was such a nice surprise. Her communication, professionalism, and genuine care exceeded our expectations. We would absolutely book with her again and highly recommend her to anyone looking for a trustworthy, caring, and reliable sitter. Thank you for taking such wonderful care of Blu! -Jen
Lillian was very good at communicating with pictures some days. This is one of the most important things to having someone in your home watching our Precious Fluffys . She let our Cockapoo snuggle in bed with her , that made Amber much more comfortable and lessened her missing us . She also made headway with our kitty , that is very shy . She got him to come to her for pets and snacks . This made us feel even better fir a more Peaceful vacation . Lillian is a delight , she also fed the squirrels in our yard and refreshed their water , which is so important during drought times . She also left our hone so clean, we almost couldn't tell she was here . Thank You Lillian for all of your help . We will hire 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.
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
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Popular requests for house sitting - Oldsmar
Select a filter and find qualifying sitters offering house sitting.Sitters in Oldsmar average 3 repeat house sitting clients
FAQs for House Sitting - Oldsmar
Frequently asked questions about Rover
The average cost for House Sitting in Oldsmar on Rover is $61.05 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 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 July 2026, there are 4,125 sitters on Rover offering House Sitting across Oldsmar. 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 Oldsmar 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 Oldsmar 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 Oldsmar 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 Oldsmar. On Rover:
- 90% of sitters can help with special care needs
- 95% 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.
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