House Sitting Oak Crest

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

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Over 138
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: Hannah S.
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Hannah S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
50 reviews
19 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: Susannah H.
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Susannah H.
from
$40
per night
4.8 out of 5 stars
33 reviews
8 repeat clients
8 years of experience
Winston-Salem, NC, 27104

Susannah was great! Very communicative, responsible, took great care of our dog over a long weekend. Would definitely book her again in the future.

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Lydia H.
Sitter Profile Image: Hayley W.
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Hayley W.
from
$38
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Winston-Salem, NC, 27105

Hayley was amazing!!! She was very attentive and our dogs loved her!! We will definitely book with Hayley again and again!!

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Tara T.
Sitter Profile Image: Summer A.
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Summer A.
Star Sitter
from
$30
per night
5.0 out of 5 stars
33 reviews
13 repeat clients
15 years of experience
Winston-Salem, NC, 27106

Summer watched Katie for me on short notice and did a wonderful job! Went above and beyond to make sure my girl was cared for. I’ll reach out to her next time I need a sitter!

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Kelly C.
Sitter Profile Image: Noelle N.
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Noelle N.
from
$45
per night
5.0 out of 5 stars
43 reviews
18 repeat clients
5 years of experience
Winston Salem, NC, 27106

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.
Sitter Profile Image: Samantha P.
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Samantha P.
from
$50
per night
5.0 out of 5 stars
19 reviews
7 repeat clients
8 years of experience
Winston Salem, NC, 27104

Samantha was amazing! She was able to watch our animals very last minute, and did everything we asked of her! She was very respectful of our home, and & took photos of everyone! Thanks so much!

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Claire G.
Sitter Profile Image: Ruahmari R.
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Ruahmari R.
from
$55
per night
4.9 out of 5 stars
51 reviews
31 repeat clients
20 years of experience
Winston-Salem, NC, 27101

Ruah was very communicative and reliable during her stay with our kitties. She left the place immaculate and we came home to two happy, healthy fur babies. Would work with Ruah again!

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Nawal M.
Sitter Profile Image: Dave F.
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Dave F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
56 reviews
15 repeat clients
14 years of experience
Winston-Salem, NC, 27101

Our dog, Marcel, always love to see Dave coming. Dave is really good with him. We are very thankful to have found someone that Marcel is good with as he has severe separation anxiety.

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Shanessa R.
Sitter Profile Image: Madilyn F.
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Madilyn F.
from
$45
per night
5.0 out of 5 stars
5 reviews
1 repeat client
12 years of experience
Winston-Salem, NC, 27127

Madilyn took great care of my babies. She sent photos of them and updates during her stay. The house was left clean and tidy. Will definitely book her again!

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Missi S.
Sitter Profile Image: Elise S.
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Elise S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
8 reviews
4 repeat clients
8 years of experience
Winston-Salem, NC, 27103

Elise was amazing! She took great care of our dogs while we were on vacation.

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Emily T.
Sitter Profile Image: Jurney B.
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Jurney B.
from
$30
per night
5.0 out of 5 stars
4 reviews
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: Ashton N.
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Ashton N.
from
$30
per night
5.0 out of 5 stars
73 reviews
14 repeat clients
10 years of experience
Winston Salem, NC, 27105

Ashton was absolutely amazing! Our crew loved her and her daughter. Fantastic communication, no notes!

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Margaret A.
Sitter Profile Image: Kirsten S.
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Kirsten S.
from
$40
per night
20 years of experience
Winston-Salem, NC, 27103

About: I’ve grown up with dogs. I have experience caring for puppies and elderly dogs. I have an Aussie doodle puppy. I’m available for drop ins, walks, or sittings. I have a flexible schedule and will be available the majority of the day to care of your pets. If I have to leave during boardings, it will be only for short periods of times which will be communicated to you. I live in an apartment with plenty of space and a dog park. There is a nice neighborhood and park nearby for walks. For sittings at your home, I will respect your space and keep it clean. I will update you with as many photos or videos you’d like!

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

Marci is the best! She watched my four dogs overnight in my home. She brings calm to the dogs and to me. She sent plenty of pupdates, she’s puntual, a great communicator and cate taker. She also took great care of our home.

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Christina L.
Sitter Profile Image: Morgan M.
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Morgan M.
from
$50
per night
10 years of experience
Winston Salem, NC, 27103

About: Hi! I'm Dr. Mo -- I'm reliable, attentive, and I absolutely love doggos! I'm the person people trust with their pets when they're out of town, working, or overwhelmed (let's face it -- life is lifing pretty hard these days). I have a kind, grounded, and loving presence and tend to do well even with high-energy and sensitive pets. I'm a psychologist --the human kind --but I am tuned in to behavior and routines, so I pick up on what helps your pet feel safe and comfortable. Whether it's long walks (or run/hikes!), playtime, or just keeping a consistent schedule while you're away --I'll treat your pet like my own. I'm also comfortable with medications, special instructions, or multi-pet households. You'll get regular photos and updates so you'll never have to wonder how things are going. If you're looking for someone dependable who genuinely gets animals (and their humans) I'd be honored to help. The doctor is in (and down for walks!) I currently work part time (remotely) as a college professor and run my own consulting firm, so I have flexibility to care for animals all week! I tend to work from a local coffee shop or my apartment mid day, but like to take morning and afternoon breaks -- which is perfect for dog sitting/walking! I live in a shared apartment, so won't be boarding dogs, but I'm happy to house/pet sit at your home. I've been doing this for friends, family, and faculty, for over 10 years! My work is flexible -- if I have my laptop, I'm set to work from anywhere. I'm adaptable and respectful of privacy, and enjoy having a change of scenery and working from different environments -- and enjoying the company of a special doggie pal makes life more wonderful.

Sitter Profile Image: Ceili T.
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Ceili T.
from
$40
per night
5.0 out of 5 stars
16 reviews
5 repeat clients
10 years of experience
winston salem, NC, 27103

Ceili was wonderful. Always felt our dogs were happy and taken care of. We got lots of food photos and videos. She stayed at our home and left it in great shape. Definitely recommend her services and we’ll be reaching out for future needs!

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Carey B.
Sitter Profile Image: Grace L.
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Grace L.
from
$30
per night
5.0 out of 5 stars
2 reviews
20 years of experience
WINSTON SALEM, NC, 27103

About: I have always had a fondness for animals, I believe they show us the best parts of love! I have taken care of many animals including cats, dogs, and goats for many friends and family. I love spending time with the little babies who need a bit of extra attention, time, and patience! I am currently employed full time within walking distance from my apartment. I go on walks in the morning and evening, and would love more companions! I have a knack for reading how people/animals are doing in new situations, so I do my best to provide a gentle, patient, and loving home away from home!

Sitter Profile Image: Alejandra Y.
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Alejandra Y.
from
$70
per night
5.0 out of 5 stars
23 reviews
5 repeat clients
7 years of experience
Walkertown, NC, 27051

Alejandra was amazing, our dogs olly and isla loved her!! She was very patient with them and she cuddled and played with them alot (they’re puppies) + isla really warmed up to her which is rare because she is usually very picky about the people she’s around with. thank you so much alejandra for taking care of our kids! ◡̈ they loved you alot!! til next time!

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Rebecca S.
Sitter Profile Image: Chelsea R.
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Chelsea R.
from
$50
per night
5.0 out of 5 stars
2 reviews
20 years of experience
Winston salem, NC, 27101

Chelsea is awesome!! Great with Boone and willing to be flexible!

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Pamela J.
Sitter Profile Image: Mary Kathryn H.
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Mary Kathryn H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
5 years of experience
Winston-Salem, NC, 27101

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.
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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

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

I am a repeat customer, very happy with Susannah. Multi-day overnight stay, no fuss and a happy dog. Couldn't ask for more.

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Jeffrey V.
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

Christine helped us out of a bind - the night before leaving our puppy for the first time on a 4 night trip we had to make other arrangements because of the sitter we had reserved not showing up. she came and stayed at our home and did a wonderful job with her ! We were already apprehensive about leaving her and to have that happen at the last minute it was such a blessing to find such a professional Dog Sitter. We highly recommend her. She left our home in great condition and was an excellent communicator which made us feel comfortable while on our trip. We highly recommend her.

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Bobbie D.
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
5.0 out of 5 stars

Emily did a great job watching our dog. She was quick to respond to messages and gave us regular updates while we were gone. I particularly liked that she let us know her planned schedule for communicating with us, so we knew when to expect an update each day. Our dog was happy when we returned and our house was just as we left it. We definitely recommend Emily!

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Jenelle C.
House Sitting
5.0 out of 5 stars

Kelsey stayed at my place over the weekend, taking great care of my furbaby! Gave Becca lots of belly rubs and plenty of walks, was super communicative, and easy to schedule additional care - and left my place tidy and clean! 10/10 recommend

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Michaela A.
House Sitting
5.0 out of 5 stars

Ryan was very professional and communicated well throughout the visit. I felt my fur babies were left in good hands and did not worry while we were away. Would not hesitate to book Ryan for future needs.

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Melanie W.
House Sitting
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  • 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

    Schedule a free in-person Meet & Greet to find the perfect fit
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Popular requests for house sitting - Oak Crest

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Sitters in Oak Crest average 4
repeat house sitting clients

FAQs for House Sitting - Oak Crest

Frequently asked questions about Rover

The average cost for House Sitting in Oak Crest on Rover is $37.45 per night (as of July 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 July 2026, there are 886 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.

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 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 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 Oak Crest. On Rover:

  • 94% of sitters can help with special care needs
  • 100% 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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