House Sitting Oak Crest

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

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Over 146
pet parents in Oak Crest have booked house sitting

Oak Crest, 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: Jenny L.
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Jenny L.
from
$60
per night
5.0 out of 5 stars
• 56 reviews
12 repeat clients
20 years of experience
Winston-Salem, NC, 27106

“Jenny was very communicative during our stay away. She really got to know our Yeti and was reliable and supportive of our anxious dog! Cant say enough positives.”

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Devon L.
Sitter Profile Image: Hayley W.
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Hayley W.
from
$45
per night
4.6 out of 5 stars
• 9 reviews
10 years of experience
Winston-Salem, NC, 27105

“Hayley did a great job with our two Bulldogs. They can definitely be high-maintenance, but she handled them very well. Overall, it was a great experience, and we were very happy with her care.”

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Steven D.
Sitter Profile Image: Susannah H.
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Susannah H.
from
$40
per night
4.8 out of 5 stars
• 34 reviews
8 repeat clients
8 years of experience
Winston-Salem, NC, 27104

“Susannah is our number one dog sitter. She is comfortable with big dogs and is experienced administering trazodone when necessary. Susannah took our dogs' many quirks in stride. Yes, we would definitely recommend her for future dog sitting. The best.”

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Kay R.
Sitter Profile Image: Camille S.
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Camille S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 13 reviews
6 repeat clients
15 years of experience
Winston-Salem, NC, 27106

“Camille was great! She was super communicative, was willing to come earlier in the day to start to visit the dogs when our plans changed, and sent tons of photos while we were away. We came home to happy dogs 😊 We hope she is available for our next trip because we’d love to book with her again!”

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Kendal D.
Sitter Profile Image: Chelsea C.
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Chelsea C.
from
$50
per night
4.9 out of 5 stars
• 29 reviews
16 repeat clients
10 years of experience
Winston Salem, NC, 27101

“Chelsea is a wonderful house and dog sitter! She was friendly and instantly connected with our two dogs during the meet and greet. While watching our dogs for 2 nights, Chelsea sent updates with pictures and it was obvious how much fun our fur babies were having with her! She administered medicine at meal times and followed through with feeding instructions. She went above and beyond starting the dishwasher and sheets/towels in the washing machine before she left. Chelsea is thoughtful, communicative and great with dogs! We'd absolutely leave our pups and home in her care again.”

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Nicole M.
Sitter Profile Image: Madilyn F.
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Madilyn F.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
12 years of experience
Winston-Salem, NC, 27127

“Marilyn took excellent care of our cats and dogs while we were away. She was thoughtful and sent pictures of them enjoying themselves. Thanks so much.”

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Shannon R.
Sitter Profile Image: Hannah S.
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Hannah S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 52 reviews
20 repeat clients
1 year of experience
Winston-Salem, NC, 27105

“Hannah was a fabulous sitter. She stayed overnight with our girl. Hannah was very communicative and let us know what was going on with our girl. She left us a sweet card and a toy for Kat. We will definitely be using her again”

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Andrea W.
Sitter Profile Image: Mya L.
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Mya L.
from
$35
per night
8 years of experience
Winston-Salem, NC, 27106

About: I have taken care of friends and families dogs for several years and I have a black lab! I just started graduate school at Wake Forest and would love the chance to get away from class and studying to go on walks in this beautiful area with some doggos!! I’m currently a graduate student at Wake Forest, so I would only be available in the evening during the week but available all day during weekends! I have a fenced in yard at my apartment, so I can easily crate the dog if need be. I love going on walks and being active.

Sitter Profile Image: Cameron B.
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Cameron B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 21 reviews
6 repeat clients
5 years of experience
Winston-Salem, NC, 27101

“Cameron was an absolute delight! She took wonderful care of my boys and gave great updates! The house was tidy upon my return. She really went the extra mile. I highly recommend Cameron and will definitely be using her again.”

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Casey R.
Sitter Profile Image: Dominic M.
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Dominic M.
from
$20
per night
5.0 out of 5 stars
• 3 reviews
2 repeat clients
20 years of experience
Winston Salem, NC, 27106

“Dominic was great and respectful of the house. Sent cute pictures. Dogs were happy when I came home”

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Jacki B.
Sitter Profile Image: Meranda M.
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Meranda M.
from
$45
per night
10 years of experience
Pfafftown, NC, 27040

About: Been around dogs since I was little and offically took care of them when I was 8. Animals all around have been welcomed into my life whether they have four legs or not. Currently I am not working so it gives me more time to take care and play with your furry friends! I am available almost all hours of the day and can be contacted at anytime if in need of anything! I can easily bathe, clean, feed, brush, refill water for cats along with taking the time to play with them to ensure their daily enrichment for the day. For dogs I can easily help by simply brush, feeding, playing, being put into their crates, or even walking when needed to get their exercise and let them use the bathroom.

Sitter Profile Image: Kristin C.
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Kristin C.
from
$50
per night
5.0 out of 5 stars
• 47 reviews
10 repeat clients
20 years of experience
Winston-Salem, NC, 27103

“Kristin was awesome. She kept me up to date on the fur family and sent pictures and videos while we were gone. I will definitely use her again. All of the animals seemed to love her.”

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Lynne P.
Sitter Profile Image: Jurney B.
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Jurney B.
from
$32
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
11 years of experience
Pfafftown, NC, 27040

“Jurney did a great job keeping my fur babies during my weekend away. She always kept me informed, always pleasant, and just all around great to work with. My fur babies seem to love her as well and appeared well taken care of.”

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Renata S.
Sitter Profile Image: Haley S.
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Haley S.
from
$30
per night
5.0 out of 5 stars
• 6 reviews
15 years of experience
Winston-Salem, NC, 27103

“Haley was an absolute lifesaver for us!! We were visiting Greensboro for a concert and found ourselves searching at the last minute for someone we could trust with our babies. She responded right away, & even showed up early to get to know Willow and Cricket, before we left. Calm, kind, and instantly tuned into their personalities. She clocked Cricket's love of booty scratches and Willow's princess 👸 energy without much direction. She checked in while we were out, which gave us such peace of mind. Honestly, the worst part about going back to Florida, is we wish we could bring her back with us!! If we lived nearby, she'd be our go-to without question. Thank you, Haley, for turning a stressful situation, into such a relief!! What a Godsend 💛💛”

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Heather H.
Sitter Profile Image: Brittany D.
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Brittany D.
from
$70
per night
5.0 out of 5 stars
• 23 reviews
9 repeat clients
10 years of experience
Winston-Salem, NC, 27104

“Brittany was a great sitter while we were away for a few days! Highly recommend her for anyone looking for a reliable and communicative sitter. We felt comfortable leaving our dog and home in her care. Thank you Brittany!”

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Lauren M.
Sitter Profile Image: Bria G.
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Bria G.
from
$55
per night
5.0 out of 5 stars
• 2 reviews
20 years of experience
Winston-Salem, NC, 27103

“Brianna was amazing!! Very thorough and asked a lot of good questions in order to get to know our dogs and their routines. Very responsive and communicative throughout the day which we appreciate! I highly recommend and will be using Brianna in the future ☺️”

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Emily T.
Sitter Profile Image: Brooke D.
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Brooke D.
from
$55
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
7 years of experience
Winston-Salem, NC, 27101

“Brooke was great with our golden retriever! She sent lots of pictures and I know she took great care of her. Definitely will ask her to take care of Bailey again :)”

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Kristin A.
Sitter Profile Image: Amy D.
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Amy D.
from
$27
per night
10 years of experience
Winston-Salem, NC, 27104

About: With a lifelong history of caring for dogs. My experience spans from neighborhood pet sitting to providing a loving home for my own dogs, including a beagle, a pitbull, and a pug. When I lived in a trailer home neighborhood, I became the go-to person for neighbors who needed someone reliable to care for their dogs. I love pets ! 🩷me and your fur babies will become besties!🤞🏽😉 I’m currently doing reselling so im never to busy for my fur babies. Always anytime available for house sitting,drop in visits ,dog walking,I always give my full attention to them. I will provide constant supervision. Prioritize to a calm safely playful setting. I follow all owner instructions regarding dietary restrictions or medications, and I’ll always be prepared to provide updates or handle emergencies promptly.

Sitter Profile Image: Kathryn H.
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Kathryn H.
from
$50
per night
5.0 out of 5 stars
• 13 reviews
5 repeat clients
2 years of experience
Winston-Salem, NC, 27104

“Kathryn was very attentive to our dogs, keeping a similar schedule for them everyday and engaging with them regularly during her stay. Her communication with us was as good as it gets! We will definitely book with her in the future. 10/10.”

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Mike & Jordan M.
Sitter Profile Image: Marci B.
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Marci B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 20 reviews
6 repeat clients
6 years of experience
Kernersville, NC, 27284

“If I could give Marci 10 stars I would! She went above and beyond when we were traveling OUT during the ice storm and returned during the snow storm. She braved the horrible weather and took excellent care of our dog and cat. With going through such a stressful time figuring out flight cancelations and delays it was such a relief that she made sure we knew our dog and cat were happy and safe and cared for. It made all the difference in the world, her thoughtfulness and kindness has gone above and beyond what was expected. She checked in regularly with pictures and we were able to enjoy our time away without one worry about our pets. We will continue to book with her! The. BEST. Dog sitter.”

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Lee R.
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The median cost per night for house sitting in Oak Crest is $45

Pet parents share their Rover experiences - Oak Crest

1 / 1
5.0 out of 5 stars

This was our first time using a sitter. Poppy has never been left alone since we adopted her. Susannah did a great job just being here for Poppy’s comfort. We will definitely use her again and hope Poppy will eventually bond with her.

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Rhonda W.
House Sitting
5.0 out of 5 stars

Camille was fantastic with our anxious dog! We'll definitely book with her again and look forward to them becoming the best of friends.

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Jenny L.
House Sitting
5.0 out of 5 stars

Cameron was amazing with my three dogs. She provided updates and multiple pictures. The girls seemed very happy to have her staying with them. I highly recommend and will be requesting her services again in the future.

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Heather M.
House Sitting
5.0 out of 5 stars

Brooke was really great with our two girls! She was quick to respond and communicative, and went above and beyond even taking them for walks! They both seemed happy and well cared for when we returned from our 5-night vacation. It’s always hard to leave them but I would definitely feel good about having Brooke watch them again.

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Courtney M.
House Sitting
5.0 out of 5 stars

Chelsea was a wonderful house sitter. She took excellent care of Oreo and my home. She sent regular updates and was willing to help with weekly trash pickup when I forgot to put my cans out before leaving. I will absolutely be checking with Chelsea first next time I need a sitter for my sweet senior girl!

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Davis C.
House Sitting
5.0 out of 5 stars

Was very professional, good communication, and trustworthy during our long trip. Would definitely leave my pets with her again.

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Jessica H.
House Sitting
5.0 out of 5 stars

We had a great experience with Noelle! She was communicative, reliable, and kept us updated, which gave us peace of mind while we were away. The dogs were happy and well cared for when we got home. We'd definitely book with her again and would recommend her to anyone looking for a trustworthy pet sitter. 🐶✨

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Lauren M.
House Sitting
5.0 out of 5 stars

Bryan did a great job staying at our home and watching our high energy lab and also our cat, while keeping them safely separated for the week. He was communicative at all times, took good care of the house and the plants, and the pets seemed happy and well upon our return. We would gladly use his services again.

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Cheryl C.
House Sitting
5.0 out of 5 stars

Leah was wonderful! She sent pictures of our pups daily and was a great communicator! The pups loved having her around. We will definitely be booking Leah again! Thanks again!

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Cassidy W.
House Sitting
5.0 out of 5 stars

Annalisa checks on my Phoebe on a weekly basis, and I felt so safe leaving her when I was out of town and she stayed with her over a weekend! Very happy to have found her :)

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Jenna Z.
House Sitting
5.0 out of 5 stars

Sam was truly amazing with our lively dog Jack and my cat Ozzie!. She kept them safe and fed, and played with them daily…she shared photos of the pets having a great time! The house was left immaculate, and she was always very communicative and on top of all the details, asking for clarification when needed with regard to feeding times and medications. I felt very comfortable trusting her with our pets and our home, and would definitely have her back again.

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Cheryl C.
House Sitting
5.0 out of 5 stars

Heather was great! She took such good care of my two pups! She even made them lick mats and bought them some new toys! Definitely recommend heather and would rebook her again!!

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Darcie W.
House Sitting
5.0 out of 5 stars

Olivia did a great job taking care of our two dogs and house sitting for us while we were away for 8 days. She was attentive and communicative and very kind!

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Jennifer N.
House Sitting
5.0 out of 5 stars

Jack is amazing. Great with the dogs. Very friendly and professional. Kept the house clean as well. Highly recommend him.

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Will K.
House Sitting
5.0 out of 5 stars

Sandra is the best! We are and will be repeat customers - highly recommend. She takes great care of our sweet little Bill and he just loves her. She’s communicative, trustworthy, and flexible with our crazy schedules!

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Kelly C.
House Sitting
5.0 out of 5 stars

Caroline was an excellent Rover for our dog! She was very responsive and gave great updates. Very helpful!

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Chad T.
House Sitting
5.0 out of 5 stars

Chloe did an outstanding job dog sitting for us. She’s responsive, dependable and Murray seemed to love her company. Great relief and peace of mind while we were away. Highly recommend!!

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Jennifer A.
House Sitting
5.0 out of 5 stars

Repeat Rover-user here! Cassidy went above and beyond while watching our pets. Her communication was amazing. She sent consistent updates, photos, and checked in anytime something needed clarification. We have a Rottweiler and a Chihuahua as well as two cats. Our Chihuahua is a little shy and takes time to warm up, and she handled that with the utmost patience and calm energy until she was able to get comfortable and warm up which she did! She handled walks, feedings, cleaning up accidents, and even helped take care of our cats and fish without being asked. She was respectful of our home and literally treated our animals like her own. We felt completely at ease while we were away because of the level of care and attention she gave. 5/5 and 10/10 would absolutely book with her again!

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Jalen M.
House Sitting
5.0 out of 5 stars

Ben was wonderful! He took especially good care of my dogs large and somewhat crazy dogs, Tilly and Orla, while I was out of town for a few days. I would love to have Ben housesit again in the future.

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Stephanie K.
House Sitting
5.0 out of 5 stars

MK did a great job in caring for Stoner and our home. She communicated proactively and exceeded our expectations. Stoner loved her, and had fun playing outside with her! We will reach out again for our next needs. Thank you MK!

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Janice H.
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

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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 pets like family

  1. 1. Search

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

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Popular requests for house sitting - Oak Crest

Select a filter and find qualifying sitters offering house sitting.

Sitters in Oak Crest average 4
repeat house sitting clients

FAQs for House Sitting - Oak Crest

Frequently asked questions about Rover

The average cost of House Sitting in Oak Crest on Rover is $44 per night as of October 2026. Most bookings cost between $30 and $83 per night. 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 838 sitters on Rover offering House Sitting across Oak Crest. 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 Oak Crest 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 Oak Crest 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.

<b>Tip:</b> 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 Oak Crest 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 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 Meet & Greet .

sitters on Rover set their own cancellation policy , 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 Oak Crest. On Rover:

  • 94% of sitters can help with special care needs
  • 100% can help with giving oral medications or injections
  • 96% 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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