House Sitting Oldsmar

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

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Over 191
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.

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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

“After meeting with Maureen I knew she is someone that I could trust with my babies and my house. She was on-time and took good care of my dogs. Communication was just right which allowed me to enjoy my evening away. I now feel like I have someone can trust. Thank you Maureen, "You're the best".”

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David S.
Sitter Profile Image: Mary W.
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Mary W.
from
$55
per night
5.0 out of 5 stars
• 41 reviews
9 repeat clients
33 years of experience
Ozona, FL, 34660

“Mary is amazing . She treated our two treasured dogs like they were her own . She takes her responsibilities seriously and it shows . I could tell Dolly and Gypsy were extremely well cared for while we were away for a whole week …no worries with Mary on board . Huge side note - our dogs are BIG shedders - a daily vacuum for sure …and when we got home the house looked exactly like we left it . Mary went above and beyond her job as a dog sitter keeping the house dog hair free . She is a gem and we will definitely use her again and again . Thank you Mary .”

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Dan K.
Sitter Profile Image: Meredith P.
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Meredith P.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 19 reviews
5 repeat clients
3 years of experience
Westchase, FL, 33626

“This is the first time we used a dog sitter, but definitely not the last! Meredith was amazing! She took such good care of our dog, i think Oreo was disappointed when we returned! Would 100% recommend!”

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Patricia M.
Sitter Profile Image: Shawn P.
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Shawn P.
from
$50
per night
5.0 out of 5 stars
• 21 reviews
60 years of experience
Safety Harbor, FL, 34695

“Shawn took great care of my pets and house. The house was in excellent condition when we returned. Our animals were happy to see us but I could tell they were well taken care of while we were gone. Shawn would send us pictures of them while we were gone so we knew they were ok. I would definitely rebook him.”

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Cristina C.
Sitter Profile Image: Allyson B.
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Allyson B.
from
$76
per night
4.8 out of 5 stars
• 17 reviews
7 repeat clients
16 years of experience
Palm Harbor, FL, 34684

“Wow amazing! Amazing communication and even came by for a meet and greet with such short notice. One of our pups had some tummy troubles and she kept us updated the entire time and even made a vet visit on our behalf. The whole process she made a breeze. We will for sure be using again. She loves dogs.. it radiates off her!! Our boys seemed so so happy and we felt comfortable having her stay in our home.”

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Melissa R.
Sitter Profile Image: Jason M.
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Jason M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 46 reviews
13 repeat clients
20 years of experience
Dunedin, FL, 34698

“Jason took great care of our 5 dogs and house while we were out of town! The dogs all seemed very comfortable with him. Even the one that is very weary of new people warmed up to him particularly quickly! Jason kept the house clean and was very attentive to all of the dogs needs. He read all the instructions we left for him and followed them to a T. Highly recommend Jason!”

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Annika S.
Sitter Profile Image: Jason H.
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Jason H.
from
$45
per night
20 years of experience
Tampa, FL, 33635

About: I’ve spent nearly 17 years caring for my own dogs, giving me extensive hands-on experience with dogs at every stage of life, including senior dogs with more specialized needs. I understand that every pet has their own personality, routine, comfort level, and needs, and I believe they deserve the same patience and attention they receive from their own family. My experience includes providing medications, managing feeding routines and dietary needs, assisting with mobility and bathroom routines, keeping pets comfortable, and paying close attention to changes in behavior or appetite. I’m especially comfortable caring for older dogs who may need extra patience, assistance, or a little more time throughout the day. Most importantly, I treat pets like family. I’m attentive, dependable, affectionate, and committed to making sure every pet in my care feels safe, comfortable, and loved while their owners are away. My Schedule I work full-time from home, so I have a flexible schedule and am able to give pets plenty of attention throughout the day. I’m available for boarding, house sitting, and drop-in visits, and I can accommodate different routines and care needs. Because I’m home most of the day, pets won’t be left alone for long stretches of time. I’m also able to provide regular potty breaks, meals, medication, playtime, and plenty of companionship throughout the day. I live in an apartment with my partner and our cat, Trixie. Our community has a fenced dog park area where dogs of all sizes can safely get some exercise and play. I provide a comfortable, safe, and welcoming environment where pets can feel at home while in my care.

Sitter Profile Image: Callie C.
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Callie C.
from
$75
per night
5.0 out of 5 stars
• 16 reviews
7 repeat clients
28 years of experience
Safety Harbor, FL, 34695

“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: Isabella C.
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Isabella C.
from
$50
per night
4.8 out of 5 stars
• 34 reviews
13 repeat clients
5 years of experience
Odessa, FL, 33556

“This is the third time I’ve used Isabella and her sister Great experience- they were on time very dog loving and respectful of our home and Teddy Bear !! We intend to use Isabella over and over again It’s great to have a trusted sitter ! Thanks, Dave”

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DaveTropf
Sitter Profile Image: Chris P.
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Chris P.
from
$45
per night
4.8 out of 5 stars
• 6 reviews
2 repeat clients
1 year of experience
Tampa, FL, 33625

“Chris is Very communicative and patient with timid dogs. This was the first time I had pet sitting at my house and was nervous about the entire process his communication and willingness to follow the directions I provided really made it easy to trust him in my home and with my dogs. I have a Doberman and a Yorkie, the Doberman is still very new to me as he is a recent rescue and Christ provided him the space he needed to naturally warm up to Chris. I recommend and would reschedule.”

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Isabel H.
Sitter Profile Image: Erin L.
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Erin L.
from
$55
per night
5.0 out of 5 stars
• 19 reviews
5 repeat clients
15 years of experience
Clearwater, FL, 33759

“Erin was very kind to our puppy and was very flexible with working with us and our dog. She did a great job and we will definitely request her again.”

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Chad R.
Sitter Profile Image: Linda S.
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Linda S.
Star Sitter
from
$34
per night
5.0 out of 5 stars
• 93 reviews
32 repeat clients
50 years of experience
Clearwater, FL, 33764

“This was the first time in my 3-year-old dog's life that I was away from her for a few days. Linda took great care of Stella. I'm so happy I found her!”

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Mindy P.
Sitter Profile Image: Jesse L.
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Jesse L.
from
$45
per night
5.0 out of 5 stars
• 21 reviews
3 repeat clients
25 years of experience
Clearwater, FL, 33760

“Highly recommend! Jesse watched our two cats while we were away for the week. She kept us updated and did a great job taking care of them. The cats were happy and healthy when we got home and I could tell they were being well taken care of all week. Jesse was a pleasure to work with and we look forward to working with her again in the future!”

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Laura S.
Sitter Profile Image: Jayden G.
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Jayden G.
from
$65
per night
5.0 out of 5 stars
• 55 reviews
14 repeat clients
5 years of experience
Westchase, FL, 33626

“Jayden watched our 3 yorkies and we were very happy with her. We will use her again in the future.”

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Shawna G.
Sitter Profile Image: Kierra J.
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Kierra J.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 56 reviews
29 repeat clients
1 year of experience
St. Petersburg, FL, 33716

“I have never left my dog with anyone other than family or friends so I was nervous using rover for my first time. I had a friend cancel for watching my dog Saint a DAY before a trip I had planned. I was freaking out and didn’t know what to do. I found Kierra and rover and gave it a shot. She accepted my booking the day before I left and I couldn’t be more thankful. Kierra exceeded my expectations x 100! My dog Saint loves her and when I came home he was happy and well taken care of. Kierra checked in with me and sent me photos during my time away which made me feel sooooo much better. I would 100% recommend her to anyone, and will be using her services anytime I go out of town again and can’t take my baby!”

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Alivia W.
Sitter Profile Image: Angelee A.
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Angelee A.
from
$40
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
6 years of experience
On Top Of The World, Clearwater, FL, 33763

“I couldn't have chosen a better sitter than Angelee! My dog, Bubby, who is a bit high strung and a barker, took to her immediately. She is wonderful! I will definitely use her again!”

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Kathleen R.
Sitter Profile Image: Tia F.
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Tia F.
from
$60
per night
4.8 out of 5 stars
• 20 reviews
8 repeat clients
5 years of experience
New Port Richey, FL, 34655

“Tia loved my dogs and sent pictures letting me know how they were doing. If I had questions she responded quickly. Definitely use her again. They will miss her”

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Diane M.
Sitter Profile Image: Courtney F.
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Courtney F.
from
$85
per night
4.9 out of 5 stars
• 35 reviews
9 repeat clients
5 years of experience
Palm Harbor, FL, 34684

“Archie LOVES Courtney. Courtney showed up on short notice, with limited direction, and stole Archie's heart within seconds of arriving. I would give Courtney the highest recommendation, without reservation.”

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Christopher C.
Sitter Profile Image: Rachel B.
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Rachel B.
from
$40
per night
20 years of experience
Landmark-Countryside, Clearwater, FL, 33761

About: I’ve had a variety of dog care and sit experience throughout the years. I’ve taken care of puppies, and I have taken care of older dogs that require medication and extra attention. I currently work remotely, so I am flexible with pet care needs. There will be situations where I need to run errands or take care of things outside of the home but as of right now I am flexible and able to meet the pet and parents needs. I will be providing care in the clients home. I only offer home sits at this time. I am happy to meet with the pet parent prior to the sit, pending availability in person versus FaceTime, to go over needs specifications of routine and review care needs prior to the sit.

Sitter Profile Image: Lillie & Tamara T.
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Lillie & Tamara T.
from
$38
per night
8 years of experience
Clearwater, FL, 33763

About: I have been a dog owner since 2018, and I have a beagle who I love so much. I am currently in Florida for school and would love to do some work while in school. I also have a cat who is very good and is okay with dogs. She will tolerate them as long as they keep their distance. She can be separated if really necessary. I can go above and beyond to care for any animal. I spoil my dog and cat like they're my own kids. I go to school on Tuesdays and Thursdays and am home all day on Mondays, Wednesdays, and Fridays, plus the weekends. If I were to dog/cat sit on Tuesdays and Thursdays, they wouldn't be alone; my mom would be home to take care of them as well. I have a yard but can go on walks if needed. I can offer anything that you need and will make sure they get the care they need.

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

Pet parents share their Rover experiences - Oldsmar

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5.0 out of 5 stars

I came home to a happy, healthy dog and a clean house. Shawn was great with Mya and I will definitely have him sitting for Mya again.

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Dennise C.
House Sitting
5.0 out of 5 stars

Stephanie took great care of our four Chihuahuas and handled all of their , lots of updates house was kept perfectly clean. Overall great experience.

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Adam K.
House Sitting
5.0 out of 5 stars

Hailee was wonderful with our disabled dog. It’s very hard to leave him, but I felt so confident that Hailee was taking good care of him & he looked happy in the photos she sent. Excellent communication & our house was spotless on our return. I will definitely book Hailee again soon!

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Colleen H.
House Sitting
5.0 out of 5 stars

Meredith was wonderful with our two dogs while we were away for the weekend. She was so attentive — we never worried for a second. The pictures and videos she sent kept us smiling the whole trip, and it was obvious the dogs were happy and comfortable with her. We'd definitely book her again in a heartbeat and recommend her to anyone looking for a sitter who genuinely cares. Thank you, Meredith!

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Michelle B.
House Sitting
5.0 out of 5 stars

Melissa is a very thorough pet sitter. She cared for both my senior dog & my recent 2 year old rescue dog. Sent me updates & pictures giving me peace of mind. I will definitely call on Melissa again for my overnight pet sitting.

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Katherine K.
House Sitting
5.0 out of 5 stars

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.

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Brandon C.
House Sitting
5.0 out of 5 stars

Melissa is fantastic. She took amazing care of all 3 of our dogs including two elderly dogs with some special needs. All 3 absolutely loved her. She sent great pictures and kept us updated every day. Thank you so much Melissa!!!

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Renee C.
House Sitting
5.0 out of 5 stars

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!

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Brittany R.
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

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

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
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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 to book house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

    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.

Popular requests for house sitting - Oldsmar

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Sitters in Oldsmar average 3
repeat house sitting clients

FAQs for House Sitting - Oldsmar

Frequently asked questions about Rover

The average cost of House Sitting in Oldsmar is $61 per night as of October 2026. Most bookings cost between $30 and $98 per night. 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 4,055 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 , 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 .

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 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 .

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.

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
  • 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.

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