House Sitting Olive

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Over 21
pet parents in Olive have booked house sitting

Olive, 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: Kiley C.
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Kiley C.
from
$45
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
20 years of experience
Fredericksburg, VA, 22408

About: 𝐀𝐛𝐨𝐮𝐭 𝐌𝐞 𝐚𝐧𝐝 𝐌𝐲 𝐄𝐱𝐩𝐞𝐫𝐢𝐞𝐧𝐜𝐞 Hi, I'm Kiley! I am a former communications officer with the Fredericksburg Police Department who turned a lifelong passion into opening my own home bakery, The Giving Treat. My entire pet care focus is dedicated to providing premium, attentive care exactly where your pets are most comfortable: right in their own home. Whether it's an energetic neighborhood walk, a midday drop-in, or overnight house sitting, I bring a high level of professionalism, reliability, and detail-oriented care to your pet's familiar routine. 𝐖𝐡𝐲 𝐂𝐡𝐨𝐨𝐬𝐞 𝐌𝐞? I believe pet care should be a stress-free, premium experience for both you and your furry family members. When you book with me, you aren’t just getting someone to check a box, you’re getting a dedicated caretaker who treats your home and pets with the utmost respect. 𝐄𝐯𝐞𝐫𝐲 𝐛𝐨𝐨𝐤𝐢𝐧𝐠 𝐜𝐨𝐦𝐞𝐬 𝐰𝐢𝐭𝐡 *𝐓𝐡𝐞 𝐆𝐢𝐯𝐢𝐧𝐠 𝐓𝐫𝐞𝐚𝐭 𝐄𝐱𝐩𝐞𝐫𝐢𝐞𝐧𝐜𝐞*: 𝑻𝒉𝒆 𝑺𝒘𝒆𝒆𝒕𝒆𝒔𝒕 𝑼𝒑𝒅𝒂𝒕𝒆𝒔: You will receive frequent, bright, high-quality photo updates during our time together so you never have to wonder how your pet is doing. 𝑨 𝑭𝒓𝒊𝒅𝒈𝒆 𝑲𝒆𝒆𝒑𝒔𝒂𝒌𝒆: At the end of my time with your pet, I print out one of our best photos, turn it into a custom magnet, and leave it on your fridge as a permanent keepsake. 𝑨 𝑻𝒉𝒂𝒏𝒌-𝒀𝒐𝒖 𝑻𝒓𝒆𝒂𝒕: Along with a handwritten wrap-up note, I always leave a complimentary fresh-baked treat from my bakery for you to enjoy when you get home! 𝐌𝐲 𝐂𝐚𝐫𝐞 𝐄𝐱𝐩𝐞𝐫𝐭𝐢𝐬𝐞 𝑺𝒑𝒆𝒄𝒊𝒂𝒍𝒊𝒛𝒆𝒅 𝑴𝒆𝒅𝒊𝒄𝒂𝒍 & 𝑺𝒆𝒏𝒊𝒐𝒓 𝑪𝒂𝒓𝒆: Leaving a senior or medically fragile pet can be incredibly stressful, but your furry family member is in safe, experienced hands with me. I am highly comfortable administering medications, managing strict veterinary schedules, and navigating specialized care. My personal and professional experience includes managing **feline diabetes**, tracking **strict prescription urinary diets**, and caring for sweet cats with **Cerebellar Hypoplasia (CH)**. 𝑪𝒂𝒕𝒔 𝑾𝒆𝒍𝒄𝒐𝒎𝒆 𝑯𝒆𝒓𝒆: As a dedicated cat parent to four rescues of my own, I speak "fluent feline." I understand how to read cat body language, handle complex weight-management schedules, and give them the exact space, pacing, or affection they need on their own terms. 𝑬𝒙𝒑𝒆𝒓𝒊𝒆𝒏𝒄𝒆𝒅 𝑫𝒐𝒈 𝑾𝒂𝒍𝒌𝒊𝒏𝒈: I have years of experience walking dogs of various sizes and energy levels, keeping them safe, engaged, and thoroughly exercised. 𝑺𝒆𝒄𝒖𝒓𝒊𝒕𝒚 & 𝑻𝒓𝒖𝒔𝒕: My background in local law enforcement communications means I take home security, clear communication, and emergency preparedness incredibly seriously. Your keys, codes, and home are entirely safe in my hands. I can't wait to meet you and your pets! Please feel free to reach out with any questions or to schedule a Meet & Greet. I operate a small cottage bakery full-time, which gives me excellent flexibility throughout the week! My primary baking days are Thursdays and Fridays. Outside of those specific baking windows, my schedule is completely open and flexible for midday walks, drop-in visits, and plenty of focused attention for your pets on weekends and early-to-mid-week days. Because I run an active home kitchen, I provide care exclusively in your pet's familiar, comfortable home environment. My background in local law enforcement communications means I prioritize home security, strict adherence to instruction, and safety above all else. Your keys, home access codes, and pet safety are handled with the highest level of professional responsibility. I treat your space with complete respect while ensuring your pets remain safe, happy, and relaxed.

Sitter Profile Image: Dustin T.
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Dustin T.
from
$75
per night
5.0 out of 5 stars
• 24 reviews
8 repeat clients
2 years of experience
Fredericksburg, VA, 22401

“Dustin was great with my dogs and followed my senior dog’s med schedule like I asked. I have nervous girl that was unsure at first but Dustin won her over and they were getting along great by the end of the visit. Dustin also went above and beyond and stayed late waiting for me to get home and not leaving the dogs alone.”

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Juliette G.
Sitter Profile Image: Marissa L.
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Marissa L.
from
$65
per night
5.0 out of 5 stars
• 27 reviews
8 repeat clients
20 years of experience
Spotsylvania, VA, 22553

“Marrisa did a fantastic job for us! She was a professional in every step of the process and made sure everything was in order. We will definitely invite her to watch our dog and our home again!”

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John And Rae W.
Sitter Profile Image: Tiffany T.
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Tiffany T.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 55 reviews
19 repeat clients
5 years of experience
Stafford, VA, 22554

“Tiffany was absolutely amazing with my two puppies! She handled them with so much patience and care, keeping me completely at ease while I was away. I really appreciated the regular updates and photos she sent — it made me feel confident they were in great hands. Tiffany went above and beyond, and I’ll definitely be booking with her again in the future!”

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Z A.
Sitter Profile Image: Heidi S.
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Heidi S.
from
$29
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
9 years of experience
Falmouth, VA, 22405

“I had a wonderful experience Heidi. She's reliable, kind, and clearly love what they do. Communication was excellent from start to finish—I received regular updates and photos, which gave me so much peace of mind while I was away. My dog was happy, well cared for, and comfortable the entire time. I truly couldn’t have asked for a better sitter and would absolutely recommend her to anyone looking for trustworthy and loving care. I will definitely be booking again!”

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Tammy W.
Sitter Profile Image: Sidney J.
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Sidney J.
from
$31
per night
20 years of experience
Fredericksburg, VA, 22401

About: I've taken care of both cats and dogs. When it comes to dogs, I've had big dogs, small dogs, and even once took care of 3 dogs for ½ weeks (specifically 3 huskies for ½ weeks). As for cats, they've been a part of my life since I was 3 years old. I've raised cats from kittens to super seniors and even helped treat their ailments throughout the years. I'm currently a full time online student, so I spend most of my time at home working. This leaves me with a lot of free time during the week and weekend. I try to spend as much time as possible with my pets while home and play with them as well. I also make sure to pay attention to their health and behavior as well and do research on things that are abnormal.

Sitter Profile Image: Hannah A.
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Hannah A.
from
$60
per night
15 years of experience
Fredericksburg, VA, 22408

About: I’ve taken care of dogs of all kinds! I always grew up with dogs in my house! Ranging from small to big, I ‘ve also cared for cats & have two of my own! Im able to dog sit over weekends and can walk or spend time with dogs in the mornings & after work M-F! I work 8-4 pm. So I would come before and after! I’ve grown up with dogs my whole life, have 2 cats, and volunteer at a local dog shelter frequently! I will come to your home!

Sitter Profile Image: Erica W.
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Erica W.
Star Sitter
from
$70
per night
4.9 out of 5 stars
• 69 reviews
35 repeat clients
8 years of experience
Stafford, VA, 22554

“Erica was prompt with all communication and I’m pretty sure my home is cleaner than I left it. I appreciated her frequent updates, especially considering our dog can be a handful. I’m glad to have found a trustworthy sitter who is willing to care for our pet in our own home. We’ve already booked her again!”

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Jacquelyn P.
Sitter Profile Image: Elizabeth R.
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Elizabeth R.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 11 reviews
6 repeat clients
4 years of experience
Fredericksburg, VA, 22406

“Elizabeth was the perfect house sitter and companion for our dog, Pringles! Her communication and service were superb. We will definitely invite her back!”

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John And Rae W.
Sitter Profile Image: Ragan W.
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Ragan W.
from
$65
per night
4.9 out of 5 stars
• 13 reviews
5 repeat clients
3 years of experience
Fredericksburg, VA, 22401

“Ragan was great as always. Especially with a last minute trip. I know Siggy boy is in great hands with her. Probably with mentioning the place is always clean when we get back, too. Thank you so much Ragan!”

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Sonia E.
Sitter Profile Image: Christian Q.
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Christian Q.
from
$35
per night
5.0 out of 5 stars
• 3 reviews
10 years of experience
Fredericksburg, VA, 22401

“Christian took very good care of our senior pup when we needed a last-minute sitter. We're so lucky we found him. She needs lots of care and he was so patient with her and so communicative throughout the stay. Thanks, Christian!”

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Angela W.
Sitter Profile Image: April B.
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April B.
from
$40
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
27 years of experience
FREDERICKSBURG, VA, 22407

“April was great! Great communication, easy to work with, always on time, accommodating on schedule/making adjustments I needed for my trip and up front about her schedule and conflicts she had, which she helped me with. Dogs adored her and were at ease during the first meet and weren't stressed when I got home. Will book again and recommend!”

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Terri L.
Sitter Profile Image: Chelsea D.
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Chelsea D.
from
$55
per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
10 years of experience
Fredericksburg, VA, 22407

“Chelsea D. Was super easy to talk to. She offered a meet and greet. That was perfect, she spent time to get to know the doggies and their needs. She arrived early on the day she set for our fur babies, that relieved us from stress. She’s a natural with pets with separation anxiety! When we arrived back home our one lil man that has separation anxiety showed no signs of stress, that was so comforting to us. The other two were very happy also. Looks like all 3 have a new friend. We will most definitely use Chelsea D. again! Thank you for sitting our babies!”

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Maria M.
Sitter Profile Image: Finn H.
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Finn H.
from
$50
per night
3 repeat clients
10 years of experience
Fredericksburg, VA, 22406

About: I have been taking care of the animals of close friends and family since I was 19 years old. In addition to taking care of cats and dogs, I am also an experienced farm hand. I have taken care of horses, chickens, donkeys, and Alpacas. Whatever your pet needs are, I can do it. I am currently doing volunteer work on Tuesdays, but am available every other day of the week. Early mornings and afternoons work best for me, but I am available later in the evening when needed I can do feedings, walks, drop ins, and full night stays. I can also administer oral medication. I have a dog of my own and she gets daily medication I give her myself.

Sitter Profile Image: Ashlyn C.
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Ashlyn C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 6 reviews
3 repeat clients
3 years of experience
Fredericksburg, VA, 22408

About: I have taken care of cats and dogs my entire life whether they’re mine or friends. I have a 80lb doberman/pitt mix making me very comfortable with large dogs, and a 10lb tabby cat making me comfortable with your tiny friends too! I work part time, and on days I do work I have a 2 hour lunch break. This allows me to be available for your furry friends whenever you need! I have experience walking dogs who are not fully leash trained and those that are reactive. I know the area well and am confident I can keep your furry friends safe and entertained!

Sitter Profile Image: Enriqueta V.
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Enriqueta V.
from
$27
per night
2 years of experience
Fredericksburg, VA, 22407

About: Besides taking care of multiple different animals over my life, ive been walking dogs since middle school! Been my side hustle for a while actually, plus just like spending time with dogs Id tend to do if after or before work or if im in school i do it after my classes, mostly just making money on the side so it fits into my schedule pretty nicely I walk my dogs twice a day, and give them a strict eating schedule, also give them time to play and go outside even if its cold, i do wrap them up because they are smaller but its vital for them to get that exercise.

Sitter Profile Image: Marcus C.
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Marcus C.
from
$22
per night
6 years of experience
Falmouth, VA, 22405

About: I’ve been working with pets ever since I was 12 walking them feeding them and taking care of them. I love taking care of pets no matter if it’s cats or dogs I love them all. I am currently working part-time and also a part-time student but I love being outside and going on walks with dogs and taking care of cats just by stopping. I have a pretty decent backyard that is fully gated off and I have two amazing and playful dogs yo-yo and Scooby. They are the cutest dogs ever and another small little furball named Cleo and she is just so adorable.

Sitter Profile Image: Lina D.
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Lina D.
from
$102
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Stafford, VA, 22554

About: I've been around and taken care of dogs my entire life. Through my own pets along with friends and family, I've been trusted to care for a variety of dogs thru out the years. Thanks for trusting me with your best fur friend! I'm currently working PT and obtaining my yoga teacher training course so I have plenty of open availability for services whether thats dog walking or sitting. I have a fenced in yard where my own dog Cosmo plays and can certainly crate your dog if needed. I am also available for dog sitting and am comfortable with any home set up.

Sitter Profile Image: Kindall D.
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Kindall D.
from
$40
per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
15 years of experience
Fredericksburg, VA, 22401

About: I’m an experienced, animal-loving pet caregiver with nearly a decade of professional experience and a lifetime spent around dogs and cats. Since 2017, I’ve provided professional boarding, dog walking, basic grooming, and daily pet care for animals with a wide range of ages, personalities, and energy levels. I have two working-breed dogs of my own, so I’m very comfortable caring for high-energy pups who need plenty of exercise, structure, playtime, and attention. I also have a mini poodle, so I understand that every dog has a different pace and personality—from active, adventure-loving dogs to smaller or more relaxed companions. Because I work from home, your pet will have lots of supervision and companionship throughout the day and will not be left alone for more than about an hour at a time. I provide frequent potty breaks, play sessions, enrichment, snack times when appropriate, and lots of affection. I’m happy to care for pets of all ages, including puppies, seniors, and pets who may need a little extra patience. I treat every pet like family and can’t wait to meet your furry friend! I work from home full time, but don’t fret. All doggos in this house get lengthy breaks from being inside by going on walks and play sessions throughout the day! I have 3 pups of my own that love to play… or sleep… or just sit outside. Whatever your dog wants to do they’re pretty easy going.

Sitter Profile Image: Jorge D.
Verified Enhanced Background Check
Jorge D.
Star Sitter
from
$31
per night
5.0 out of 5 stars
• 63 reviews
19 repeat clients
2 years of experience
Stafford, VA, 22554

“Lucas (Jorges son) treated our dogs to tons of snuggles and plenty of walks, he had good communication and held to our rather strict rules. When we came home our house exactly as we had left it. Lucas was very conscientious. (With the oversight of his parents). Our dogs were happy. Do not hesitate to reach out to Jorge.”

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Jennifer G.
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The median cost per night for house sitting in Olive is $50

Pet parents share their Rover experiences - Olive

1 / 1
5.0 out of 5 stars

Kiley was fantastic! My Beagle has never slept with a sitter but he wanted to with her. Kiley helped him get on the bed with her. My Chihuahua sleeps under the covers with sitters. Kiley made sure that both my dogs were happy while I was gone. She also took care of the hummingbirds that I feed. She sent updates every day with pictures. I felt very comfortable being on vacation because she cared about my pups wellbeing. I will absolutely use her again!!

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Debbieanimallover K.
House Sitting
5.0 out of 5 stars

Madison was fantastic!! One of our indoor/outdoor cats is basically feral and Madison was actually able to gain her trust enough to be only the third human being that has ever touched her! Anytime we need pet sitting services, Madison will be our go to person!!

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Wallace A.
House Sitting
5.0 out of 5 stars

Anna was very communicative and took great care of my Luna. I felt great knowing my baby was in excellent care while I was away!

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Jen P.
House Sitting
5.0 out of 5 stars

We can’t say enough wonderful things about Jessica! There’s never a doubt in our minds that our Nelly is well taken care of when she’s with Jessica. She sends multiple updates throughout the day and captures the best photos. It’s clear she is thoughtful, attentive, and loves our pup like her own. Thank you Jessica!

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Dakota & Alexandra W.
House Sitting
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How to book house sitting

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Popular requests for house sitting - Olive

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Sitters in Olive average 4
repeat house sitting clients

FAQs for House Sitting - Olive

Frequently asked questions about Rover

The average cost of House Sitting in Olive is $44 per night as of October 2026. Most bookings cost between $34 and $57 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 1,002 sitters on Rover offering House Sitting across Olive. 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 Olive 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 Olive 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 Olive 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 Olive. On Rover:

  • 91% 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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