House Sitting Olive

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

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Over 18
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.

1 / 1
Sitter Profile Image: Isabella P.
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Isabella P.
from
$37
per night
5.0 out of 5 stars
7 reviews
4 repeat clients
10 years of experience
Spotsylvania Courthouse, VA, 22553

Isabella was wonderful. She sent many very sweet updates and we felt completely comfortable with her in our home and with our pups. Will definitely use her again.

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Lauren W.
Sitter Profile Image: Anna P.
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Anna P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
14 reviews
5 repeat clients
5 years of experience
Fredericksburg, VA, 22408

Anna was absolutely fantastic! She sent photos everyday keeping me comfortable that my girl was taken well care of and enjoying her presence as well. She was a wonderful house guest and went above and beyond to make it seem like she wasn’t even there. I will definitely be booking Anna in the future.

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Amy G.
Sitter Profile Image: Madison H.
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Madison H.
from
$30
per night
5.0 out of 5 stars
3 reviews
1 repeat client
2 years of experience
Fredericksburg, VA, 22408

Madison was incredibly attentive and loving, perfectly balancing the chaotic needs of our high-energy puppy while showing patience and care to our elderly, slower dog. We received the sweetest updates while away that made our vacation stress free knowing they were taken care of. We will absolutely be booking her again!

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Lindsay F.
Sitter Profile Image: Larkin K.
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Larkin K.
from
$35
per night
5.0 out of 5 stars
2 reviews
2 years of experience
Fredericksburg, VA, 22408

Larkin is the best. Communicates well, sent pictures, punctual and most of all loved our dogs

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Carol S.
Sitter Profile Image: Kaitlynn M.
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Kaitlynn M.
from
$45
per night
5.0 out of 5 stars
3 reviews
7 years of experience
Fredericksburg, VA, 22407

Kaitlynn did a wonderful job taking care of my fur baby. I got regular check ins, she asked before taking him anywhere, and kept his regular schedule. I would book her in the future.

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Samantha H.
Sitter Profile Image: Tiffany T.
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Tiffany T.
Star Sitter
from
$55
per night
5.0 out of 5 stars
54 reviews
19 repeat clients
5 years of experience
Stafford, VA, 22554

We loved having Tiffany as our house sitter while on vacation this past week! She is always so attentive to our pups and makes a huge effort to care for them when we are gone. I love when she texts us pictures to show how they are doing. We love Tiffany!

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Anne G.
Sitter Profile Image: Kiley C.
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Kiley C.
from
$40
per night
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: Addison O.
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Addison O.
from
$40
per night
5.0 out of 5 stars
3 reviews
5 years of experience
Fredericksburg, VA, 22407

About: Lifelong animal lover with hands-on experience caring for dogs and cats of all sizes and temperaments. Experienced with feeding schedules, walks, playtime, medication reminders, and keeping pets comfortable in their routines. I'm currently working part time and doing online school so I have plenty of extra time to take care of all your pets needs! I provide loving, reliable care by feeding pets on schedule, giving exercise, attention, playtime, comfort, and following each owner’s instructions carefully! I have a fenced back yard as well.

Sitter Profile Image: Kylee C.
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Kylee C.
from
$60
per night
15 years of experience
Fredericksburg, VA, 22407

About: I’ve grown up caring for multiple dogs and currently help care for four dogs at home, including one with a paralyzed esophagus who requires extra attention and specialized feeding care. Through this experience, I’ve become very patient, responsible, and comfortable following detailed care instructions. I also have experience with walking, feeding, administering routines, and making pets feel safe and comfortable. I truly love animals and understand how important it is for pet owners to trust the person caring for them. I’m currently on summer break, so I have a very flexible schedule and plenty of time to dedicate to pet care. I’m available throughout the week and on weekends for walks, dropins, boarding, and overnight stays. I’m reliable with feeding schedules, potty breaks, medications, and making sure pets get lots of attention, exercise, and love while their owners are away. I have experience caring for multiple dogs, including one with a paralyzed esophagus who requires extra attention and specialized care. Because of this, I’m very patient, detail oriented, and comfortable following strict feeding or medication instructions. I always prioritize safety, supervision, and making pets feel comfortable and loved in both my home and my client’s home.

Sitter Profile Image: Peyton S.
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Peyton S.
from
$45
per night
5.0 out of 5 stars
22 reviews
7 repeat clients
14 years of experience
Stafford, VA, 22554

Peyton did a FANTASTIC job with my dogs and cat, as usual! She did a great job overnight, giving lots of love and attention to my needy dogs, and giving them medications and supplements. I highly recommend Peyton!

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Katherine M.
Sitter Profile Image: Brystal N.
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Brystal N.
from
$30
per night
5.0 out of 5 stars
1 review
3 years of experience
fredericksburg, VA, 22407

About: After receiving my pet care certification in highschool, I have been caring for legs for three years now. I’ve done everything from drop ins to overnight stays! Communication is top tier with me and I love sending pictures of your pet(s) to you! I am headed to college in August 2025, throughout my summer I am fully available for anything that is needed! I am open throughout the week for anything. I already own four dogs of my own, all of them trained. We can either come to terms with them having a play date, or just me spending time with them. I can easily crate your pet if need be and love to provide a safe environment for them.

Sitter Profile Image: Elizabeth R.
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Elizabeth R.
from
$38
per night
5.0 out of 5 stars
3 reviews
2 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: Erica W.
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Erica W.
Star Sitter
from
$70
per night
4.9 out of 5 stars
63 reviews
31 repeat clients
8 years of experience
Stafford, VA, 22554

Erica was great! She was great with my dogs and constantly updated me. I came home to a clean house and happy dogs. Thanks so much Erica and hope we can use you again!

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Madison S.
Sitter Profile Image: April B.
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April B.
Star Sitter
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: Bethany B.
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Bethany B.
Star Sitter
from
$85
per night
5.0 out of 5 stars
27 reviews
6 repeat clients
14 years of experience
Fredericksburg, VA, 22407

Bethany was my first house sitter and she was amazing throughout the entire process. It was my first time booking a house sitting, and I had zero anxiety from start to finish letting an unfamiliar person into my home with her. She provided constant updates as the days went by, with pictures of everything also! Upon meeting she was very inquisitive about what care needed to be provided for my doggo, and she exceeded all expectations. My only regret was not booking her for the whole two weeks during my out of town venture. I very highly recommend her for any pet needs you have, and look forward to utilizing her services again!

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James W.
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

She was very accommodating and helpful. Dogs were at ease with her and weren't stressed when I got home. Would book again. Definitely recommend.

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Terri L.
Sitter Profile Image: Gabriel C.
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Gabriel C.
from
$65
per night
5.0 out of 5 stars
4 reviews
3 repeat clients
5 years of experience
Fredericksburg, VA, 22406

Gabriel was a great pet sitter for my little guy! On time, left my place clean and always communicated! He will take great care of any animal. I’ll definitely be booking him again!

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kassie B.
Sitter Profile Image: Crystal J.
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Crystal J.
Star Sitter
from
$31
per night
5.0 out of 5 stars
45 reviews
14 repeat clients
4 years of experience
Fredericksburg, VA, 22407

About: I’ve taken care of dog for the last three years. I’m very trust worthy and compassionate when it comes to dogs, friends and family trust me with there pets I’m currently working during the week, but I’m available every weekend and also every Friday after 4:00 pm so I’ll have plenty of time to play with animals on weekends. I have a wide opened smoke free apartment so the pets could run freely and be comfortable. There is plenty of out door space also with a nature trail to walk.

Sitter Profile Image: Sydney M.
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Sydney M.
from
$30
per night
30 years of experience
Fredericksburg, VA, 22408

About: I’ve been around horses all my life. I’ve also have had cats and dogs for the last 30 years. I’ve also helped with rescues to find homes for cats and dogs. I try to be flexible on scheduling. I can walk, come in let animals out, feed animals, ect. I can also give daily updates on how your pets are doing. I’ve helped take care of puppies and kittens as well. I have 3 dogs and 5 cats at home. My horse passed away in 2019. I’ve had a few cats over the last few years that have had to be put down due to health complications. The animals safety and health is highly important to me. They’ll get excellent care. I accommodate to what the owners would like. I have open availability! I will mark out any days on the app that I may be out of town or unavailable to do a service! I’d love to be able to help take care of your beloved pets! I have a fenced yard. Can turn the dogs out separately. Can also come to your house and walk. Crate if necessary. Lots of play time

Sitter Profile Image: Helen D.
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Helen D.
from
$55
per night
5.0 out of 5 stars
3 reviews
4 years of experience
Fredericksburg, VA, 22401

Helen was wonderful! Our pets enjoyed spending time with her and she was so good to them!

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Alissa M.
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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

Madison was incredibly attentive and loving, perfectly balancing the chaotic needs of our high-energy puppy while showing patience and care to our elderly, slower dog. We received the sweetest updates while away that made our vacation stress free knowing they were taken care of. We will absolutely be booking her again!

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Lindsay F.
House Sitting
5.0 out of 5 stars

Anna is great! Very communicative and easy to work with. Went above and beyond with cleaning and care for my cat. Highly recommend!

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Averi H.
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
5.0 out of 5 stars

It was an absolute pleasure hiring Veronica to watch our Buffy. She was super responsive, timely, and took great care of our pup!

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Maria S.
House Sitting
5.0 out of 5 stars

Brittney was great as usual. She always makes sure my babies and my house is well taken care of. She keeps me updated on how they are doing and even made sure this time my baby that had surgery recently took it easy. My babies love her and I am so grateful that I can travel with a peace of mind. Thanks again Brittney!!

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Shameka M.
House Sitting
1 / 1
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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 Olive average 4
repeat house sitting clients

FAQs for House Sitting - Olive

Frequently asked questions about Rover

The average cost for House Sitting in Olive on Rover is $44.4 per night (as of June 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 June 2026, there are 1,032 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 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 Olive. On Rover:

  • 92% of sitters can help with special care needs
  • 98% 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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