Dog Boarding Winfrey

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Winfrey, Find top rated dog boarding

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: Jocelin B.
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Jocelin B.
from
$45
per night
5.0 out of 5 stars
• 50 reviews
22 repeat clients
10 years of experience
Culpeper, VA, 22701

“Jocelin was great. Very responsive and took care of our dog Benny. Jocelin sent photos of Benny and kept me informed about how he was doing.”

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Phil S.
Sitter Profile Image: Whitney G.
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Whitney G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 15 reviews
4 repeat clients
20 years of experience
Culpeper, VA, 22701

“So helpful, my booking was last minute and i greatly appreciate Whitney being able to watch my pups for me. My dogs were so warm out from playing so much at her house. Will definitely keep her at the top of my list!”

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Kapree B.
Sitter Profile Image: Julie O.
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Julie O.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 76 reviews
28 repeat clients
25 years of experience
Fredericksburg, VA, 22406

“I couldn't be happier with the care our pup received with Julie. We got tons of pictures and videos and updates, and I never once worried about how well he was being taken care of. Julie was extremely responsive and always quick to answer any questions I had. We'll absolutely be bringing our pup back!”

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Alissa S.
Sitter Profile Image: Jennifer S.
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Jennifer S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 17 reviews
3 repeat clients
30 years of experience
Remington, VA, 22734

“Fantastic experience, Jennifer’s frequent updates and pictures allowed us to be able to relax and enjoy our vacation. Her dog Charlotte and our puppy played well together. Our puppy keeps asking to go back. Totally will use Jennifer again, and highly recommend her.”

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John S.
Sitter Profile Image: Heather M.
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Heather M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 170 reviews
67 repeat clients
30 years of experience
Catlett, VA, 20119

“Jonah stayed with Heather for 10 days and we would use her again without hesitation! We appreciated Heather's excellent communication, diligence in keeping Jonah separated from larger dogs, giving him lots of attention, caring for him in the ways we requested, and sending us a snapshot on occasion while we were on our trip. We're glad to have found Heather!”

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Steve F.
Sitter Profile Image: Matisa U.
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Matisa U.
from
$35
per night
4.9 out of 5 stars
• 87 reviews
39 repeat clients
10 years of experience
Stafford, VA, 22556

“This was my second time booking with Matisa, and once again she did an amazing job caring for my dog! She was communicative throughout the stay and sent regular updates and photos, which gave me so much peace of mind while I was away. My dog came home happy and well cared for, and it was obvious she was in good hands. It’s clear that Matisa genuinely cares about the pets she watches, and I always feel confident leaving my dog with her. I would absolutely book with her again and highly recommend her to anyone looking for a reliable, caring, and trustworthy sitter!”

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Renee S.
Sitter Profile Image: Jeleesa F.
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Jeleesa F.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 22 reviews
8 repeat clients
6 years of experience
Fredericksburg, VA, 22406

“Jeleesa and her sweet family took incredible care of my dog, Penny. She asked all the right questions, made sure Penny stuck to her walk and feeding schedule, and sent so many amazing photos and videos. Penny does not trust easily, but within 30 minutes of me dropping her off, she trusted Jeleesa enough to be pet on the stomach! We will definitely be coming back for all of our dog sitting needs.”

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Jordan O.
Sitter Profile Image: Tara G.
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Tara G.
from
$35
per night
5.0 out of 5 stars
• 23 reviews
4 repeat clients
24 years of experience
Warrenton, VA, 20186

“Exceptional service and great animal lover, Provided daily updates of pictures with the dogs activities throughout the day. Very pleasant experience! Kaiser had a blast!! Thank you, Tara and family!”

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Maritza A.
Sitter Profile Image: Maria S.
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Maria S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 47 reviews
12 repeat clients
17 years of experience
Gainesville, VA, 20155

“Maria was great! Our dogs came back happy and worn out from playing in her backyard. Overall really good experience, definitely recommend Maria. 👍”

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Cory T.
Sitter Profile Image: Riza A.
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Riza A.
from
$35
per night
5.0 out of 5 stars
• 20 reviews
3 repeat clients
20 years of experience
Fredericksburg, VA, 22406

“Thank you so much, Riza, for taking care of Princess\ the photos you sent gave me peace of mind\. I truly felt that Princess was in good hands\. I really appreciate your kindness and the love you showed her\. I would definitely trust you to care for her again\. Thank you\!”

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Eliana B.
Sitter Profile Image: Christie W.
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Christie W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 26 reviews
11 repeat clients
40 years of experience
Fredericksburg, VA, 22407

“Christie was great with our puppy. We got picture and video updates also communication was prompt and easy. Everything went great, can recommend! 👍”

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Frederick V.
Sitter Profile Image: Scott & Sarah O.
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Scott & Sarah O.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 56 reviews
17 repeat clients
30 years of experience
Sperryville, VA, 22740

“Nigel loves Sarah & Scott's so much! I loved seeing the updates on him. They even were amazing on caring for him during the scary thunderstorm! Thank you!”

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Jennisa F.
Sitter Profile Image: Alexis C.
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Alexis C.
from
$45
per night
2 repeat clients
20 years of experience
Lignum, VA, 22726

About: I have 20+ years of pet experience with dogs, cats, horses, goats, pigs, chickens, and more. I am available for dog boarding in my home for multiple dogs. I am comfortable giving medications. I can make multiple visits to your home while you are gone. Let me know what your needs are and we can find a suitable accommodation for your pet. They will be loved like our own. I am a stay at home mom who homeschools my children. Most of our days are wide open and I can easily accommodate taking care of other pets. I will look after your pets like I do my own. I will make sure they always have the proper food and water and are never left unattended. I can meet a variety of needs for many different pets.

Sitter Profile Image: Michael & Sherry G.
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Michael & Sherry G.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
3 repeat clients
31 years of experience
Spotsylvania, VA, 22551

“Michael and Sherry are so great with our dog! She is well cared for and comes home spoiled! We will continue to use them in the future.”

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Cory S.
Sitter Profile Image: Meredith C.
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Meredith C.
from
$45
per night
5.0 out of 5 stars
• 4 reviews
3 repeat clients
17 years of experience
Fredericksburg, VA, 22407

“Meredith is an angel with our sweet pup! She kept him for the duration of our cruise, and updated us with several pictures and a video. She was able to cater to our specific feeding needs, as well as administering medication. We are so lucky to have a puppysitter that treats him with such love and care.”

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Chelsea K.
Sitter Profile Image: Jessica C.
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Jessica C.
from
$40
per night
5.0 out of 5 stars
• 10 reviews
1 repeat client
45 years of experience
Warrenton, VA, 20187

“Jessica took amazing care of my dog Ruby while I was traveling. She sent consistent updates every morning and evening, including details about Ruby’s walks, meals, bathroom habits, and mood. Ruby got long walks, backyard playtime, and lots of attention. When Ruby skipped a meal, Jessica monitored her closely and kept me fully informed until everything was normal again. Her communication was excellent and gave me total peace of mind. Ruby was happy, safe, and well‑cared for. I would absolutely book Jessica again.”

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Sriram P.
Sitter Profile Image: Tiffany T.
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Tiffany T.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 55 reviews
19 repeat clients
5 years of experience
Stafford, VA, 22554

“Tiffany is truly the BEST! She really is my dog’s second mama. He loves her and gets excited to see her and spend time with her family. She’s very present with her communication and always makes sure I’m in the loop. I get regular photos and videos of my pup which puts my mind at ease. If you are looking for someone 100% trustworthy to look after your fur baby, Tiffany is your person!! I’ve been looking working with her for over 3 years now.”

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Sheridan S.
Sitter Profile Image: Karla G.
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Karla G.
from
$45
per night
5.0 out of 5 stars
• 57 reviews
15 repeat clients
15 years of experience
Stafford, VA, 22556

“Karla and her family are so amazing if I could give her a ten I would. She took such of good care of my max and we couldn’t be happier with her service. Her dog Oliver embraced max and was such a good host.”

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sujeiry c.
Sitter Profile Image: Beth N.
Verified Enhanced Background Check
Beth N.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 88 reviews
26 repeat clients
20 years of experience
Warrenton, VA, 20187

“Beth is one of the best. Been using River for years and always seek Beth for day or overnight stays. She communicates clearly and promptly every time. My pup is always excited to get there and reluctant to leave.”

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Kimberly B.
Sitter Profile Image: Ingrid O.
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Ingrid O.
from
$48
per night
5.0 out of 5 stars
• 8 reviews
4 repeat clients
1 year of experience
Fredericksburg, VA, 22408

“Ingrid was amazing! I took a chance in contacting her for a last minute sit for our fur baby and she was very accommodating! Received updates and pictures and our fur baby was so comfortable. So glad that Ingrid’s kids loved our baby and were especially helpful in her care too! Warm loving home for your fur babies? Definitely will reach out again.”

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Lucinda L.
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Dog parents share their Rover experiences - Winfrey

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5.0 out of 5 stars

Our pup loved his stay over! Such a happy camper! Jocelin sent pictures and kept us posted as anything came up! Definitely will use again :)

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Nick P.
Boarding
5.0 out of 5 stars

Jessica is awesome! She sent us so many photos and videos of our Gengar and made him feel at home!! She spoiled our silly boy! 10/10!

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Alexis K.
Boarding
5.0 out of 5 stars

Both our dogs stayed with Kristi for 10 days and she and her husband were wonderful with them. Kristi sent us regular updates with pictures and was great to communicate with. She also did not hesitate to dog sit our dogs even if one had epilepsy. I would highly recommend Kristi and will probably use her service again when the time comes.

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Marie C.
Boarding
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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 to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    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.

Popular requests for dog boarding - Winfrey

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FAQs for Dog Boarding - Winfrey

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Winfrey home-away-from-home, packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Winfrey.

<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Winfrey sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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 .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in VA ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

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 dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog 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.

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