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.
“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.”

“Katie was the best sitter ever!! She was so reliable and took such good care of my three dogs. She didn’t just let them out for a quick potty, every time she stopped by she spent lots of time with them keeping them company. She also sent so many photos that made me feel really secure about their well being. I will absolutely use Katie again! If you’re protective about your pets and want the best care possible- book with Katie!”

“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.”

“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”
“Mary was an amazing caregiver to our dog Gracie while we attended our daughters wedding in Washington State. I appreciate her staying the entire time so my dog didn't get lonely. She is a kind, caring and trusting person. I would highly recommend Mary to stay with you furry loved ones.”

“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.”

“Angelina was amazing! She took the time to come over before hand to meet Nala and learn her routine. We also got nonstop photos throughout our time away which was amazing and you could tell Nala was having so much fun! Highly recommend!”

“Taylor and Bruno are fantastic, we really appreciate their house sitting-dog watching and taking care of our chickens. Wonderful communication and pictures. Thank you Taylor and Bruno!!”

“I highly recommend Melissa as a dog sitter! She was punctual, communicated regularly with updates and photos, and left my house tidy. Melissa even went above and beyond by washing out the dog bowls and taking out the trash. I felt completely at ease knowing my Zara was in such great hands. Thank you, Melissa!”

“Joy and Casey were AWESOME!!! They took such great care of my babies! Joy sent me updates the entire time, including pics and videos! I was very nervous to leave my babies with “strangers” but they made it very comfortable for me, and the dogs clearly love them both!! I will for sure be using Joy again.”

“We've used Barbara for drop in visits for over a year now and adore her but this past week we had her housesit for the first time. We came back after 10 days to a clean home and happy (fat!) cats! She provided us with photos every day and stories about what was going on back home. What a relief to just be able to enjoy our vacation, knowing our furkids were safe and loved.”

“Jason was wonderful, patient with our anxious dogs. We lost both our sitters as they moved. So we’re working on finding new sitters. At first our little one was very scared and vicious.. Jason gave him treats and won him over in no time. He just stayed the day, but definitely call him again. He’s definitely a dog whisperer.👍💜🐾”


“Callie took care of my Lily and did an amazing job! She took her on walks on the beach, gave her a bath, and entertained her all weekend! She also provided pictures of my dog to keep me updated.”


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.
“Stephanie has been such a huge help in keeping our fur babies well taken care of when we are away and also giving us peace of mind that we have someone reliable, responsible, and caring in our home. Thank you so much!!!!”

“If I could give more stars I would! Peyton sat in my home for my elder pup who is very picky and stubborn. I was super anxious to be away from my animals for a long period of time and I could not have done it without her!”

“I reached out to Hailee the night before leaving for a trip because I found out the hotel wasn’t pet friendly. She was able to spend the weekend with my dog, and I appreciate her being available so last minute. She is a life saver!!!”

“Stephanie truly is a star sitter!! recommend her to everyone.. she went out of the way and spent extra hours as we got stuck in a concert and orlando traffic.. our puppy loved her!!”

“Lydia and Emmitt took such good care of my little guy! They provided pictures and daily updates. They reiterated how they provided meals, walks, and medications in their communications. They put me at ease and allowed me to focus on work. I came home to a clean home and happy dog! I highly recommend (unless it's when I need them again!) Lol!”

The median cost per night for house sitting in Oldsmar is $50
Pet parents share their Rover experiences - Oldsmar
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 .

Katie was the best sitter ever!! She was so reliable and took such good care of my three dogs. She didn’t just let them out for a quick potty, every time she stopped by she spent lots of time with them keeping them company. She also sent so many photos that made me feel really secure about their well being. I will absolutely use Katie again! If you’re protective about your pets and want the best care possible- book with Katie!

Melissa was amazing while we were out of town! Our pups need eyedrops twice a day and she notified us after every dose so that we knew they were staying on schedule. Loved the frequent photos and updates! Our return flight was majorly delayed and she was so helpful through that as well! We will absolutely use her services 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.
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 near you
Select a filter and find qualifying Oldsmar sitters!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.








