Dog Sitting Oldsmar

Book a Oldsmar dog sitter to watch your dog in your sitter’s home or yours.

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Over 204
pet parents in Oldsmar have booked dog sitting

Oldsmar, Find top rated dog sitting

Prices are estimates per visit. 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
$30
per visit
5.0 out of 5 stars
44 reviews
16 repeat clients
35 years of experience
Oldsmar, FL, 34677

We are so thankful to have Maureen care for our pup. Very professional and caring. We couldn’t ask for a better person to care for our Teddy.

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Sue S.
Sitter Profile Image: Melissa U.
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Melissa U.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
348 reviews
140 repeat clients
10 years of experience
Palm Harbor, FL, 34685

Melissa is great! Cullen is a young cat who requires special treatment and medication and she did everything perfectly as asked. A family friend for a long time, Melissa is definitely someone you can trust with your pets and know that they are in the best hands possible. Cullen and I both love her!

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Kristine S.
Sitter Profile Image: Lisa R.
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Lisa R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
120 reviews
26 repeat clients
26 years of experience
Safety Harbor, FL, 34695

Lisa was amazing! She did everything to not only make our dog feel safe, but consistently informed us how safe she was. We will 100% contact Lisa in the future. Not only because she was amazing, because we know Stella (our pup) definitely misses her.

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Jonathan G.
Sitter Profile Image: Amanda P.
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Amanda P.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
215 reviews
31 repeat clients
5 years of experience
Clearwater, FL, 33761

I left my two chihuahuas with Amanda for a week-long cruise. She was dependable and great with the pups. She sent lots of pictures so I could enjoy my vacation without any worries. I will definitely use Amanda again!

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Jana W.
Sitter Profile Image: Gracie L.
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Gracie L.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
13 reviews
5 repeat clients
7 years of experience
Tampa, FL, 33626

Gracie is reliable, trustworthy, and a great communicator. Lucy is always happy and well cared for after every visit. We really appreciate the updates and the peace of mind knowing she's in such good hands. Highly recommend!

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Todd S.
Sitter Profile Image: Elyse D.
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Elyse D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
32 reviews
20 repeat clients
25 years of experience
Misty Springs, Clearwater, FL, 33761

About: My first job, at age 12, was pet sitting/dog walking. I've had pets my entire life ranging from dogs and cats to rodents, fish, and reptiles. I currently have 4 cats. I have experience with older dogs and cats as well kittens and puppies. I've also spent years working in customer service so no request will be too much. I have plenty of time for walks and playtime. I can keep up whatever routine your pet is used to. I live near a dog park and can take your pup if they like to play with other dogs If your dog doesn't like cats, my cats can easily be kept separate in my room. They spend most of their day sleeping in there anyway

Sitter Profile Image: Tuany L.
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Tuany L.
from
$18
per visit
5.0 out of 5 stars
12 reviews
2 repeat clients
16 years of experience
Winding Wood, Safety Harbor, FL, 34695

About: Im a huge animal lover! I was born and raised in Brazil and grew up around different kind of animals. I have experience taking care of old and young dogs and I know they need different kind of attention. I will take great care of your fur baby like it’s my own. I love all kind of dogs no matter the size, breed or health conditions. I will walk, feed, play and give as much love as he needs. I can take him to walk on the beach, run in a park or just play with his favorite toys. I will make sure he feels safe while you are away. I would love to meet you and understand your dog needs. Message me today and we can coordinate a time to meet. Pet care fits naturally into my daily routine! I work from home Monday to Friday, and my flexible schedule allows me to provide plenty of attention and care for pets. Since I spend a lot of time in front of the computer, I enjoy taking break walks throughout the day—perfect for giving dogs some exercise and fresh air. On weekends, I love exploring parks, the beach, and different playgrounds with my son, so if your pup enjoys outdoor adventures, they’ll fit right in! Whether it’s playtime, walks, or cuddle sessions, I make sure pets feel comfortable and loved while in my care. In my home, I provide a safe and comfortable environment for pets. I have a fenced backyard where dogs can play and stretch their legs, and my street is lined with trees for shady, enjoyable walks. I’m also walking distance from Enterprise Dog Park, so if your pup enjoys socializing and running around, we can make that part of their routine (with your approval). I tailor care to each pet’s needs, whether that means frequent potty breaks, playtime, or just a cozy space to relax. My goal is to make every pet feel at home and well cared for!

Sitter Profile Image: Adriana D.
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Adriana D.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
42 reviews
18 repeat clients
15 years of experience
Palm Harbor, FL, 34683

I had a fantastic experience with Adriana! She was punctual, respectful, and incredibly trustworthy, which gave me complete peace of mind while I was away. My dog, Shirley, can be a bit particular, but she absolutely loves Adriana—which says a lot! It’s clear she has a natural way with animals, and I appreciated how attentive and caring she was. She followed all instructions perfectly, and I never had to worry about Shirley’s safety or happiness. I will definitely be booking her again and highly recommend her to anyone looking for a reliable and compassionate pet sitter!

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Sarah A.
Sitter Profile Image: Dorothy M.
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Dorothy M.
from
$15
per visit
1 year of experience
Tampa, FL, 33635

About: I am a dog lover looking to give you exceptional service! I have a 75lbs pit bull mix who is the love of my life. I love all dogs and would love to care for yours! I work as a server so my hours are short and very flexible. I’m good for drop ins and overnights as your pet will not be alone for long. I’m usually always with my pet. From morning walks, to breakfast, to midday cuddles, to afternoon walks, to dinner time, to late night cuddles. I’m typically against crating unless I am not able to supervise. I love just having the dog around and playing with them

Sitter Profile Image: Sophia G.
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Sophia G.
from
$15
per visit
7 years of experience
Tampa, FL, 33635

About: I have cared for 6 of my own dogs over the years, and I have cared for a number of other pets in my neighborhood with love! I have a part time job currently, so I have plenty of time to care for your furry friends! There are a few weekends with limited availability, but I am remaining local, so I will be near to care for your pet! I make sure all the pets needs are taken care of, including food, water, potty, exercise and even occasional treats and cuddles! I love and care for animals so much, and I will treat your pet as my own!

Sitter Profile Image: Peyton S.
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Peyton S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
84 reviews
30 repeat clients
10 years of experience
Clearwater, FL, 33761

Peyton took great care of our lab while we were away. Our dog loved her time with her, and Peyton was very good at keeping us updated. Communication was great! Thank you, Peyton!

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Heath W.
Sitter Profile Image: Michael M.
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Michael M.
from
$20
per visit
50 years of experience
Safety Harbor, FL, 34695

About: I have taken care of dogs ever since I can remember. I specialize in "bird dogs", retrievers, pointers, setters, and spaniels. Friends and family often rely on me to watch their furry friends. My schedule is flexible between the hours of 6am-3pm, Monday through Friday. I will accommodate special requests/events as needed. I will work with you to make sure your pet's needs are met. I provide a safe, loving, and caring environment for your dog. I offer the drop in service to give your dog a walk, potty break, and companionship.

Sitter Profile Image: Paula C.
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Paula C.
from
$20
per visit
1 year of experience
Oldsmar, FL, 34677

About: While I’m just starting professionally, I’ve always loved dogs and have one of my own who means the world to me. Caring for my own pup has taught me patience, responsibility, and how much love and attention dogs truly need. I may not have formal experience yet, but I bring genuine care, energy, and a deep love for all dogs to every walk and playtime. I’ll treat your pup like family because that’s what they are. I’m excited to get into pet care not just as a job, but because it’s something I truly enjoy and feel passionate about. I’m a full-time college student and also work full time, but my schedule is very flexible. I’m usually available after noon most days, and sometimes before 3 PM, depending on whether I have an opening or closing shift at work. I’m committed to working diligently to fit in any and all pups that need me, and I’ll do my best to accommodate your dog’s needs with care and consistency. At home, my dog and I enjoy daily walks, usually twice a day, and we always make time for play before and after work. He’s truly part of the family and gets all the love and attention he deserves, and I believe every pup should have that same level of care. I’ll make sure they always feel safe and loved, I always prioritize each dog’s comfort, routine, and happiness as if they were my own.

Sitter Profile Image: Kelly M.
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Kelly M.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
55 reviews
13 repeat clients
40 years of experience
Tampa, FL, 33615

Kelly is wonderful! This was our first time using Rover and we were concerned because we have two finicky cats, a boy and a girl. They are loving cats, however they are very apprehensive until they get to know a person. The first time (Kelly) walked in our home they trusted her at first sight. She followed our directions explicitly, she loved and played with the kitties every time she was here, she sent us beautiful pictures so we knew they were safe. She kept our home tidy and neat, she is hands down our ‘go to’ caregiver for our kitty cats!

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Andrea K.
Sitter Profile Image: Joshua L.
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Joshua L.
from
$16
per visit
4.9 out of 5 stars
16 reviews
5 repeat clients
20 years of experience
Tampa, FL, 33635

About: Hi I’m Josh. I recently moved to Tampa from California. I have a one year old golden doodle and before I had two dogs of my own for 15 years that just recently passed away. I was in the Air Force for 8 years and now I work in advertising sales. I am very active and I love being in the outdoors. I love taking dogs on walks. I am very relaxed and have no problem allowing your furry friend to be on the furniture or to sleep in bed with me. I work from home, so your pet will always have company . I am the only one in the house so I will make sure to give your animal tons of love. I work from home so your pet will have constant love and care. I provide constant care and walks throughout the day. I have a nice dog park in my complex. I provide constant affection and take them on walks throughout the day. I follow whatever instructions given by each owner. I also will provide photos of their stay while they are here.

Sitter Profile Image: Claudia A.
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Claudia A.
from
$22
per visit
5.0 out of 5 stars
9 reviews
1 repeat client
30 years of experience
Tampa, FL, 33635

About: Dogs aren’t just pets—they’re family. With a calm, loving energy and attention to detail, I treat every dog as my own. Whether it’s playtime, cuddles, or a quiet walk, I tailor care to each pup’s needs. Reliable, warm, and experienced—your dog will feel safe and loved with me. My flexible schedule means your pet gets more attention, not less. I don’t work regular hours, so I’m often home for walks, feeding, and playtime throughout the day. Your dog won’t be left alone for long stretches—they’ll enjoy companionship, comfort, and consistent care, just like they deserve. My apartment is a calm, clean, and pet-friendly space—perfect for your dog to feel safe and relaxed. With no other hazards, your pup gets all the attention.

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

My Australian Shepherd can be a handful and Barbara was wonderful with him. She won him over in a heartbeat and managed him with skill and grace :-) I had some extended work days so she came over every day for dog walks and play time. She was always on time, sent me lots of photos and a nice report of their activities every day. I have already requested that she be my in-home dog sitter this summer while we are away. I highly recommend Barbara; your pup(s) will love her :-)

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Karen G.
Sitter Profile Image: Heidi H.
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Heidi H.
from
$20
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
20 years of experience
Oldsmar, FL, 34677

About: I've pet sitted up North for years, a recent move South has me looking to do the same. Dogs and cats were what I did most but I've had a wide variety of pets myself. I am waitressing currently, so I do shift work. It gives me a lot of free time to do this. My kids are grown so I have more time to spend with fur babies. I have stayed at several peoples homes over the years and hung out/walked/played with and kept safe their fur babies so they could travel without worry.

Sitter Profile Image: Kasey W.
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Kasey W.
from
$15
per visit
4.8 out of 5 stars
53 reviews
25 repeat clients
25 years of experience
Woodgate, Clearwater, FL, 33763

My sweet Lily had many health problems and needed extra care. I searched and searched to find someone who I felt was qualified to care for her with the level of dignity and loving care that I would give. Then I found that in Kasey. With her compassionate care and loving spirit she took care of my Lily until it was time for Lily to pass on to the next phase of life. I will be forever grateful for the care Kasey gave and would give my heartfelt recommendation to anyone looking for a dog sitter who truly cares about your animal. Thank you Kasey for being so wonderful and sweet to my Lily when I could not be there.

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Dana R.
Sitter Profile Image: Benjamin S.
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Benjamin S.
from
$20
per visit
5.0 out of 5 stars
19 reviews
6 repeat clients
14 years of experience
Palm Harbor, FL, 34684

We are thrilled to find Ben! He is great with our pups, responsible and attentive. He filled us in with all the details needed at drop-in, and I can tell our dogs were excited to see him. Will book again!

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Sarah S.
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The median cost per visit for dog sitting in Oldsmar is $20

Dog parents share their Rover experiences - Oldsmar

1 / 1
5.0 out of 5 stars

Bianca was amazing with our Scout! She provided lots of updates and pictures each time she did a drop-in visit. She was also very flexible with our unpredictable schedule.

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Bethany B.
Drop-In Visits
5.0 out of 5 stars

Jayden was outstanding. She did such a great job taking care of our 2 dogs! She was reliable and her communication was excellent! Would highly recommend Jayden!!

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Dana H.
Drop-In Visits
5.0 out of 5 stars

Excellent dog walker! Reliable, professional, and a great communicator. Lucy loves her, and we always know she's being well cared for. She also takes great pictures that brighten our day. Highly recommend!

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Todd S.
Drop-In Visits
5.0 out of 5 stars

Great experience with Lillian. She walked my dog while I was gone. She was very reliable and showed my dog great attention.

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Susanne S.
Drop-In Visits
5.0 out of 5 stars

Lana is incredibly reliable, a great communicator, and cares deeply about our dog. We always feel confident knowing our dog is in such good hands. Highly recommend!

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Todd S.
Drop-In Visits
5.0 out of 5 stars

Lisa is a wonderful sitter amd my boys love seeing her. Her updates are thorough with tons of photos! We are so glad she was able to watch our babies this weekend. Highly recommend to other pawrents.

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Jaclyn S.
Drop-In Visits
5.0 out of 5 stars

Colton did a great job!! One of my dogs is a big barker and Colton has a good touch with hyper dogs. He’s always on time and uses the 30 minute drop-in fully to servicing the dog. I would recommend him for future visits.

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Jacob B.
Drop-In Visits
5.0 out of 5 stars

The BEST rover pet sitter we have booked. Our pets love her and we had piece of mind knowing they were in good hands!

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Daniel V.
Drop-In Visits
5.0 out of 5 stars

Olga is very attentive and caring. She knows exactly how to handle your puppy and any situation that may arise. Highly recommend!

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Gagan S.
Drop-In Visits
5.0 out of 5 stars

Stephanie is great! Super friendly and communicative. The pups loved her. We’ll definitely be contacting her again in the future! ☺️

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Christina D.
Drop-In Visits
5.0 out of 5 stars

Thanks Amber for your excellent care of Mia and your quick response! Super appreciate all your help! Linda P.

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Linda P.
Drop-In Visits
5.0 out of 5 stars

Cloe went above and beyond for Koko and Frosty… both have disabilities and she took great care of them while i was out of town! Always on time! Thank you Cloe!

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Johanna C.
Drop-In Visits
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  • 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?

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  • 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 dogs like family

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Popular requests for dog sitting - Oldsmar

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Sitters in Oldsmar average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Oldsmar

Frequently asked questions about Rover

The average cost for Dog Sitting in Oldsmar on Rover is $18.87 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog 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 Dog Sitting. For more information on service fees, click here .

As of July 2026, there are 6,926 sitters on Rover offering Dog Sitting across Oldsmar. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Oldsmar stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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!

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 .

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.

A Meet & Greet is a short introductory meeting between you, your dog, 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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Oldsmar with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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
  • 96% 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.

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.

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