House Sitting Oldsmar

Find a loving house sitter to watch over your pets and your home.

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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.

1 / 1
Sitter Profile Image: Maureen T.
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Maureen T.
Star Sitter
from
$50
per night
5.0 out of 5 stars
44 reviews
16 repeat clients
35 years of experience
Oldsmar, FL, 34677

Great communication, great photos, very kind and helpful. Animals loved her. I have a hard time trusting people to take care of my animals at the level that I do but she was so amazing with them (and me)!

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Keirston G.
Sitter Profile Image: Alyssa S.
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Alyssa S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
26 reviews
7 repeat clients
2 years of experience
Clearwater, FL, 33761

Alyssa was absolutely amazing beyond expectations. She cared for our 2 pups and our cat. Great communication and true care for our babies. Would highly recommend and when needed Will definitely ask for help again. A+++

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Todd I.
Sitter Profile Image: Katie K.
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Katie K.
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
6 years of experience
Oldsmar, FL, 34677

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!

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Claire T.
Sitter Profile Image: Shawn P.
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Shawn P.
from
$50
per night
5.0 out of 5 stars
19 reviews
60 years of experience
Safety Harbor, FL, 34695

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

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Barbara W.
Sitter Profile Image: Stephanie W.
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Stephanie W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
74 reviews
29 repeat clients
28 years of experience
Oldsmar, FL, 34677

Stephanie did an incredible job with our two golden retrievers. She sent me lots of pictures while we were gone and i could tell the dogs were having a great time. She left our house immaculate - it looked better than before we left! She was a pleasure to work with and we will definitely be using her again in the future!

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Maureen C.
Sitter Profile Image: Barbara B.
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Barbara B.
Star Sitter
from
$120
per night
5.0 out of 5 stars
54 reviews
19 repeat clients
30 years of experience
Oldsmar, FL, 34677

Barbara did a wonderful job with our two dachshunds, Teddy and Benny. She sent multiple pictures and videos. In addition, she asked thoughtful, clarifying questions and cared for our pups very well! She was super respectful of the house. We would 100% book her again in the future.

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Sophia M.
Sitter Profile Image: Mary W.
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Mary W.
from
$55
per night
5.0 out of 5 stars
27 reviews
8 repeat clients
33 years of experience
Ozona, FL, 34660

Mary did a wonderful job caring for our Coco! Coco is 14 years old Shih Tzu and is on 2 medications and is very particular with his food. She took extra care and followed directions perfectly!! We have already scheduled her for another visit for a longer time. Thank you so much Mary!! 🐾🐶

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Michelle N.
Sitter Profile Image: Angelina Y.
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Angelina Y.
from
$40
per night
5.0 out of 5 stars
6 reviews
15 years of experience
Palm Harbor, FL, 34683

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!

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Olivia A.
Sitter Profile Image: Douglas W.
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Douglas W.
from
$32
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
14 years of experience
Palm Harbor, FL, 34684

Doug is such a caring person. He took amazing care of our dog and house for more than a week. Our dog absolutely loved him. Moreover he took care of our plants and fish. He also did a very beautiful sketch of our dog. He is so talented! We are highly recommending him!

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Lavinia W.
Sitter Profile Image: Lydia & Emmitt J.
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Lydia & Emmitt J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
369 reviews
54 repeat clients
6 years of experience
Palm Harbor, FL, 34684

Absolutely phenomenal job Lydia and Emmitt watching our two dogs while we were away. Not only did they take care of our pups, but had to deal with our AC going out the 2nd day we were gone. They handled it in stride, all the while keeping us updated with pictures, walks, and coming home to a clean house and well taken care of doggos was more than we could of asked for. Highly recommend them for your pets needs!

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Ben Z.
Sitter Profile Image: Taylor B.
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Taylor B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
35 reviews
8 repeat clients
18 years of experience
Clearwater, FL, 33765

Taylor was great! She took amazing care of Faze and left the house better than I left it. I would definitely hire her again. Thank you so much Taylor :)

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Hillary S.
Sitter Profile Image: Jason M.
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Jason M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
35 reviews
10 repeat clients
20 years of experience
Dunedin, FL, 34698

Jason was so great with both dogs. One dog is so scared.. barks, nips. Jason was patient and caring, and soon they were buddies. Jason goes above and keeps house and yard clean. We’ll definitely call on Jason again.

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Angela H.
Sitter Profile Image: Courtney C.
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Courtney C.
from
$60
per night
5.0 out of 5 stars
6 reviews
1 repeat client
2 years of experience
Palm Harbor, FL, 34685

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.

Sitter Profile Image: Callie C.
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Callie C.
from
$50
per night
5.0 out of 5 stars
12 reviews
5 repeat clients
25 years of experience
Safety harbor, FL, 33759

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.

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Lexie H.
Sitter Profile Image: Joy S.
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Joy S.
from
$75
per night
5.0 out of 5 stars
26 reviews
8 repeat clients
25 years of experience
Tampa, FL, 33635

Joy is an amazing human being. She loved my furbaby and did a house sit in for a week while I was away on a vacation. She's very caring and considerate about all the little quirks and needs of a pet. She was very proactive with the updates, she had video calls to help me talk to my pet. She kept my house spotless, I would 100% recommend her to anyone and hope that she is able to care for my pupper again.

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Sunny B.
Sitter Profile Image: Stephanie A.
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Stephanie A.
Star Sitter
from
$60
per night
4.9 out of 5 stars
49 reviews
15 repeat clients
10 years of experience
Dunedin, FL, 34698

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!!!!

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Rachell B.
Sitter Profile Image: Stephanie A.
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Stephanie A.
from
$63
per night
5.0 out of 5 stars
14 reviews
3 repeat clients
20 years of experience
Safety Harbor, FL, 34695

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.

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Fran E.
Sitter Profile Image: Donna V.
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Donna V.
from
$50
per night
4.9 out of 5 stars
83 reviews
25 repeat clients
22 years of experience
Oldsmar, FL, 34677

Donna is great- she's kind to my dog and communicates often during her stay, sending pup pictures. Donna's dog Daphne is well-behaved and friendly- my dog loves to play with her. I will definitely use Donna again. Thank you!

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Monica M.
Sitter Profile Image: Melissa U.
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Melissa U.
Star Sitter
from
$45
per night
4.9 out of 5 stars
343 reviews
139 repeat clients
10 years of experience
Palm Harbor, FL, 34685

Melissa filled in when my regular sitters weren't available. She was very thorough, keeping me updated regularly throughout the stay. I came home to happy girls.

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Danielle T.
Sitter Profile Image: Alexandra M.
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Alexandra M.
Star Sitter
from
$125
per night
5.0 out of 5 stars
137 reviews
24 repeat clients
20 years of experience
Palm Harbor, FL, 34683

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.

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Rebecca C.
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The median cost per night for house sitting in Oldsmar is $50

Pet parents share their Rover experiences - Oldsmar

1 / 1
5.0 out of 5 stars

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

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Jen K.
House Sitting
5.0 out of 5 stars

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 .

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Cheryle & Kelly C.
House Sitting
5.0 out of 5 stars

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!

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Claire T.
House Sitting
5.0 out of 5 stars

Once again Hailee did a great job with our Lexi! She is reliable, responsible and kept in touch throughout our time away. We are so thankful to have Hailee sit for us and have that peace of mind when we are away. Thanks again Hailee!!

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Charlene M.
House Sitting
5.0 out of 5 stars

Absolutely loved her! Will use her again. Wonderful with our pups and got updated pics throughout the night. Thank you Barbara

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misty s.
House Sitting
5.0 out of 5 stars

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!

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Sandra C.
House Sitting
5.0 out of 5 stars

We are very grateful for Heidi and her services! Not only were our fur babies cared for she also tackled helping us with home contractors while away! Good communication and cares for the home and Amari and Luna as her own!!

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Amber M.
House Sitting
5.0 out of 5 stars

Stephanie was great with the dogs you can tell she loves animals !! She watched them for an overnight and everything was great - would definitely use her again and recommend her for your pets

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Michael T.
House Sitting
5.0 out of 5 stars

Giovanni did a great job. Kept me up today and took care of anything that needed to be done and left the place. Super clean.

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Todd M.
House Sitting
5.0 out of 5 stars

Olga took great care of our dog while we were away. Our dog loved her. She communicated with us and sent us pictures. She is very reliable and I would highly recommend her.

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Janaki W.
House Sitting
5.0 out of 5 stars

Such an amazing caregiver! Thank you so much for your patience and keeping me updated on how Alfie and Nala were doing

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Becca T.
House Sitting
5.0 out of 5 stars

Dean was on time, friendly and was able to keep our special needs dog happy and comfortable. We loved the pics he sent. We would definitely use Dean again. 🐕

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Carol S.
House Sitting
5.0 out of 5 stars

Colton stayed at our home and took great care of Toby. He’s flexible with scheduling and communicates well. He’s a very trustworthy young man - I would highly recommend him!

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Farooq S.
House Sitting
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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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

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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