Dog Boarding Windsor Park

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Windsor Park, 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: Robin H.
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Robin H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 46 reviews
18 repeat clients
30 years of experience
Kents Store, VA, 23084

“Robin was fantastic!!! When we used other kennels in the past and our dogs always came home “shell shocked” and were skittish for weeks. We left them with Robin from Thursday to Sunday and they were happy running and playing … socializing!!! Robin sent pics daily. We will definitely bring our dogs back to Robin.”

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Kristine P.
Sitter Profile Image: Bertie & Lissette A.
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Bertie & Lissette A.
from
$50
per night
5.0 out of 5 stars
• 138 reviews
58 repeat clients
20 years of experience
Charlottesville, VA, 22911

“This sitter literally saved me! Another sitter canceled right before my flight and in a matter of minutes they have responded and took my pet in with welcoming arms! They communicated efficiently, updated me every day throughout the day, and most importantly my dog was himself around them. Heaven sent family ! Don’t waste your time and book now!🩷”

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Kia T.
Sitter Profile Image: Stephen H.
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Stephen H.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 116 reviews
27 repeat clients
13 years of experience
Partlow, VA, 22534

“Such a wonderful experience keeping our pups with Stephen! He was so thorough when learning about each of our dogs and kept us updated the whole time we were away!”

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Annie A.
Sitter Profile Image: Nathan A.
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Nathan A.
Star Sitter
from
$37
per night
5.0 out of 5 stars
• 172 reviews
75 repeat clients
20 years of experience
Unionville, VA, 22567

“Nathan was wonderful! Very communicative and accommodating. Our pups had a ball, enjoyed great company and had no problems adjust to a new environment. Thanks to Nathan and his wife for being such a loving home away from home”

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Chicky T.
Sitter Profile Image: Annie S.
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Annie S.
from
$45
per night
4.7 out of 5 stars
• 13 reviews
4 repeat clients
13 years of experience
Sandy Hook, VA, 23153

“Annie was amazing, she was responsive and did an awesome job with my dog. She communicated shared photos and if I ever have the opportunity to have her watch my dog Austin I most certainly will. Thanks!”

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Brian W.
Sitter Profile Image: Riley E.
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Riley E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 25 reviews
10 repeat clients
14 years of experience
Charlottesville, VA, 22901

“Riley is simply the best dog sitter you can search for. She is conscientious, organized, responsive, and she loves dogs. Her way with dogs is special; she paid attention to our dog for the week we booked, and the entire time we were away, we were at ease knowing our dog was cared for like family. It is without reservation that we give the highest rating for Riley - again, simply the best!”

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Bill F.
Sitter Profile Image: Sara R.
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Sara R.
from
$46
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
2 years of experience
Sandy Hook, VA, 23153

About: Over the past couple of years, I’ve had the joy of caring for family and friends dogs when needed, giving their dogs a loving home away from home. I work from home so I have flexibility of time and a lot of love to give to your furry friend! Available for boarding any day of the week. My fenced-in back yard offers a safe environment for fresh air, fun, and exercise. Dogs allowed on furniture. I have a two year old lab who loves other dogs! I can also crate if needed.

Sitter Profile Image: Danielle L.
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Danielle L.
from
$50
per night
5.0 out of 5 stars
• 13 reviews
4 repeat clients
20 years of experience
Scottsville, VA, 24590

“Danielle took my last minute request to board Luna at her house. She was an AMAZING sitter. When we met her (since this was our first time meeting) she had a pen and paper ready to write down what Luna needed. Throughout her stay, Danielle sent lots of adorable pictures of play time and it made me feel at peace knowing Luna was in good hands. Her messages provided lots of updates with how Luna was doing and any pet who has her as a sitter is blessed to have found her!”

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Tatiana B.
Sitter Profile Image: Mary Alice C.
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Mary Alice C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 61 reviews
11 repeat clients
6 years of experience
Gordonsville, VA, 22942

“Hassle-free boarding for Max. It felt great receiving pictures from Mary of Max while he was away from us. I can see myself choosing Mary to watch over Max again in the future.”

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Bob C.
Sitter Profile Image: Elizabeth M.
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Elizabeth M.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 243 reviews
84 repeat clients
15 years of experience
Henrico, VA, 23238

“Elizabeth provided excellent care for Maddie during her one week stay at her home. She even cleaned the crusties out of her eyes I’m sure her mom is happy to get her lap and tv chair back to herself. We will absolutely use her services again.”

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Susan B.
Sitter Profile Image: Sheri J.
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Sheri J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 101 reviews
31 repeat clients
7 years of experience
Richmond, VA, 23229

“Sheri is fantastic! Her two teens are fantastic as well. I was quite nervous leaving our Great Dane Bodie, but once I met Sheri, I had no doubt he was in the best hands! They definitely had their work cut out out for them because Bodie was the biggest baby and the first few days of his stay was rough. They really worked with him to help him adapt to his new surroundings and by around day 3, he was completely comfortable and started sleeping through the night. I am so thankful for her and her sweet teens for taking great care of Bodie while we enjoyed a vacation with family. Thank you Sheri!”

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Sara V.
Sitter Profile Image: Terry M.
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Terry M.
Star Sitter
from
$35
per night
4.9 out of 5 stars
• 269 reviews
108 repeat clients
20 years of experience
Glen Allen, VA, 23060

“Did an outstanding job when Sammy had a (pretty bad) cut on his tail. Took care of him as I would have and gave me constant updates. Very highly recommended”

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Scott P.
Sitter Profile Image: Charleen K.
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Charleen K.
from
$40
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
Powhatan, VA, 23112

“Charleen and her family were great when i had to leave my pup for the first time! She came home happy and had a great time!”

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Carla C.
Sitter Profile Image: Ashley B.
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Ashley B.
from
$60
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
10 years of experience
Charlottesville, VA, 22901

“Ashley watched my Lexie, 5 and a half year old black lab, for 6 days. She provided me daily updates and photos of Lexi's activities to keep me informed that she was doing well. I highly recommend Ashley as a resource to care for your dog as well.”

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Scott S.
Sitter Profile Image: Andreea M.
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Andreea M.
from
$50
per night
5.0 out of 5 stars
• 216 reviews
84 repeat clients
20 years of experience
Richmond, VA, 23238

“My two experiences with Andreea taking care of my dog were great! She was responsive, flexible, accommodating & most importantly very good with Brady.”

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Scott M.
Sitter Profile Image: Amanda M.
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Amanda M.
from
$40
per night
5.0 out of 5 stars
• 14 reviews
3 repeat clients
30 years of experience
Beaverdam, VA, 23015

“We had our first experience with Amanda and family, and it was a long stay, over the holidays. I couldn’t have asked for a more thoughtful, loving, and kind family to take care of Rufus. From the very beginning, they went above and beyond—even the whole family came out together during the initial meet and greet to meet him, which meant so much to us, and I had no doubts our dog was going to have the best time and be in such great care. Rufus was treated like one of their own, made fast friends with Amanda’s dog (a bigger win than one might realize!) , and absolutely loved having the space to run around and play. We were so grateful for all the updates and communication throughout his stay—it gave us such peace of mind knowing he was in great hands. Their flexibility was also such a gift during a busy time. We’ll absolutely be booking with Amanda again and recommending them 100% to anyone looking for a sitter. Thank you so much for taking such incredible care of Rufus!”

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Kristi S.
Sitter Profile Image: Gena C.
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Gena C.
from
$36
per night
5.0 out of 5 stars
• 4 reviews
48 years of experience
Midlothian, VA, 23113

About: I have had pets my whole life and enjoy playing and socializing with them. I have walked other peoples dogs and taken care of friends and neighbors cats. I'm currently working part-time so I'll have plenty of time to take care of your pets needs. I have a very flexible schedule. And I can work around your needs. I have a fenced in yard and I have a cat that is used to being around a dog. I love to go on walks and to be outside so I can go on lots of short walks or long walks, whatever is needed. We can run in the backyard off leash if that is preferred.

Sitter Profile Image: Kelly P.
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Kelly P.
from
$42
per night
5.0 out of 5 stars
• 10 reviews
1 repeat client
15 years of experience
Bumpass, VA, 23024

About: I've taken care of dogs, cats and horses since I was 15. I have had pets my whole life. I have owned various breeds of dogs and cats. I have pet sat for all kinds of dogs, cats and horses and look forward to caring for your animals! I've had experience caring for various aged animals and am comfortable with all kinds. I have a flexible schedule and can accommodate early mornings, afternoons and evenings throughout the week. I look forward to working with you and meeting your pets! I am willing to accommodate your family's needs in your home. I consider pets family, and will care for them as you would to make them feel the most comfortable while you are away.

Sitter Profile Image: Laura K.
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Laura K.
from
$55
per night
5.0 out of 5 stars
• 39 reviews
16 repeat clients
15 years of experience
Charlottesville, VA, 22902

“Laura did an amazing job caring for our dog while we were on vacation. He came home happy from spending the week playing with Laura and her dogs—she even managed to brush him!! Looking at the photos she sent every day, we kept commenting to ourselves “he’s clearly on his own vacation, too!””

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Emily G.
Sitter Profile Image: Yana S.
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Yana S.
Star Sitter
from
$48
per night
5.0 out of 5 stars
• 80 reviews
32 repeat clients
10 years of experience
Charlottesville, VA, 22901

“Yana is amazing! She took such great care of my dog and sent daily pictures and updates which gave me peace of mind that he was happy and healthy while I was away. Highly recommend her!”

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Amie M.
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How to book dog boarding

  1. 1. Search

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FAQs for Dog Boarding - Windsor Park

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 Windsor Park 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 Windsor Park.

<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 Windsor Park 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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