Dog Boarding Windy Run

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pet parents in Windy Run have booked dog boarding

Windy Run, 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: Natasha S.
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Natasha S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 18 reviews
2 repeat clients
15 years of experience
Rockville, VA, 23146

“Natasha and her family took care of our dogs like they were members of their family. Other places offered our dogs to " let out" every few hours from a shed. Natasha looked after our partially deff and blind senior citizen pug and our ball obsessed boarder collie in their own home. The dogs were always around someone who could play and love on them.”

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eva w.
Sitter Profile Image: Cyrus S.
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Cyrus S.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
14 years of experience
Henrico, VA, 23238

“Cyrus was the perfect person to watch my dog while I was states away. He kept me in the loop daily with photos and updates. Max loved his time with him, I will rebook whenever I go out of town!”

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Shana N.
Sitter Profile Image: Pamela & Paul H.
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Pamela & Paul H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 62 reviews
26 repeat clients
41 years of experience
Henrico, VA, 23229

“Pamela and Paul (and their dog Marlowe) are fantastic! They took amazing care of our pup, Riley. We did a meet and greet before our booking, and it was so nice to meet them and see how our pups would get along. It’s clear that they take this job very seriously and truly care about the pups as if they were their own. They have a lovely home with a fenced in backyard that the pups can run around in, and they let Riley sleep in their bed. 😊 Highly recommend!”

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Chelsea O.
Sitter Profile Image: Jennifer A.
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Jennifer A.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 103 reviews
40 repeat clients
20 years of experience
Richmond, VA, 23233

“Jennifer welcomed Vera into her home like she had always been there! Vera loved being there and was showered with love and attention! Jennifer will be our “go to” Rover sitter! Thank you!!!!”

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Cheryl R.
Sitter Profile Image: Kelsi T.
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Kelsi T.
from
$40
per night
5.0 out of 5 stars
• 74 reviews
13 repeat clients
10 years of experience
Doswell, VA, 23047

“Kelsi was a great communicator. She responded to all of my inquiries immediately and was really flexible. Kane came home happy and exhausted from all the playing. I recommend Kelsi to anyone traveling.”

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O.J. M.
Sitter Profile Image: Laura C.
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Laura C.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 20 reviews
8 repeat clients
16 years of experience
Richmond, VA, 23236

“Laura was fantastic! She sent updates and pictures everyday. Nellie had the most fun with Laura and her family. I loved how they really adopted Nellie into the family for the week!”

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Natasha S.
Sitter Profile Image: Michelle T.
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Michelle T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 56 reviews
16 repeat clients
10 years of experience
Randolph, Richmond, VA, 23220

“Michelle always does a great job sitting my dog. I had a last minute trip planned and she was able to accommodate. I even had a delayed trip back home and she was very flexible which I appreciated.”

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

“We are extremely impressed and pleased with how Stephen and his family took care of our dogs! We have two basset hounds and they were provided with royal service, were pampered by the family love and attention. Every day of the stay Stephen updated us with reports with photos and videos and even being overseas we knew that our beloved pups are receiving a great care and happy! We will be using Stephen's service again and recommend to anyone to enjoy his high level of professionalism!”

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Quan G.
Sitter Profile Image: Emily B.
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Emily B.
from
$30
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Newtowne West, Richmond, VA, 23220

“Emily was a great sitter for my fur baby! She was very thorough, from the initial booking to picking up my dog. I received updates and pictures daily. I will definitely be booking her again!”

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Jordan M.
Sitter Profile Image: Shanisse P.
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Shanisse P.
from
$40
per night
4.9 out of 5 stars
• 22 reviews
10 repeat clients
10 years of experience
Glen Allen, VA, 23060

“I had the pleasure of leaving my puppy with Shanisse and Kim for 1 week while I went away. I can't lie leaving my puppy that long was extremely hard for me. She sent me pictures and videos of Coco multiple times of the day. They have a really big closed in backyard and she seemed to love running around in it. As far as Coco being in the she house she was in her own space that was sort of "fenced" in with appropriate pet friendly gates. She had her own "condo" space. They did have one dog and a cat that coco got along with but I do not believe they had much interaction. I left food, toys and instructions that I do believe they followed. The communication was very good with Shanisse and Kim. I did not have much communication with Shanisse in person but more with Kim. They seem to work well together one for caring for the pets and one for the online support. Overall my experience was very good and I will be booking again. For reference my puppy is a cavapoo and is an out 15lbs. She did very well in their home. The posting says dogs allowed on furniture but I am not sure if she was in their furniture or not because I left her own bedding and she had her own little condo.”

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Daneil D.
Sitter Profile Image: Ronda M.
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Ronda M.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 22 reviews
8 repeat clients
3 years of experience
Glen Allen, VA, 23059

“Ronda is amazing, patient, and very caring. She kept my puppy with great care, took him on walks, and sent many pictures timely. We will definitely go back to her next time onwards. Highly recommended.”

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Rahul C.
Sitter Profile Image: Natalie P.
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Natalie P.
from
$35
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
15 years of experience
Short Pump, VA, 23233

“Natalie was fantastic! So communicative, attentive and responsive. She took excellent care of my dog and she looked like she had a wonderful time! She was great!”

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Christine M.
Sitter Profile Image: Alison H.
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Alison H.
from
$35
per night
10 years of experience
Henrico, VA, 23228

About: Animals have always been a big part of my life! I grew up in a home with three cats and regularly pet sat for dogs and cats. Today, I have an 80-pound dog and two cats of my own, so I understand the importance of finding a reliable, caring sitter who treats your pets like family. I have a flexible schedule and work from home on Wednesdays, Thursdays, and Fridays. I’m also home on the weekends and can arrange my schedule around your pet’s stay to provide plenty of supervision, companionship, and attention throughout the day. My home has a fenced in backyard where dogs can enjoy supervised outdoor time and play. I also have two cats who can be kept completely separate from visiting pets as needed. I’ll take the time to get to know your dog’s personality, routine, and individual needs to help them feel safe and comfortable in my care. Whether we’re going for walks, playing with favorite toys, spending time in the backyard, or simply relaxing together, I want your pup to feel right at home. I’ll carefully follow your instructions for feeding, exercise, and any special care needs, and I’ll send regular photo and video updates so you can see how your furry friend is doing while you’re away. My goal is to provide dependable, loving care that gives you peace of mind and makes your dog’s time away from you as happy and stress free as possible! I will plan my schedule around your pet’s stay so they aren’t left alone. We’ll have plenty of time for walks, playtime, attention, and cuddles, so your pet will get lots of company and care while you’re away! My home has a fenced-in backyard where dogs can enjoy supervised outdoor time and play. I have a friendly, pet-loving household with a dog of my own and two cats, who can be kept completely separate from visiting pets as needed. Your pet’s safety and comfort are my priorities. I’ll take the time to understand their personality, routines, and needs, and I’ll make sure any introductions to other dogs are handled carefully. I’m happy to follow your preferences for feeding, exercise, sleeping arrangements, and house rules so your pet feels comfortable in a new environment. I have a flexible schedule and can arrange to be home throughout your pet’s stay, providing plenty of supervision, playtime, attention, and affection. I’ll also keep you updated with photos and messages so you can relax knowing your pet is being well cared for!

Sitter Profile Image: Ayme Z.
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Ayme Z.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 622 reviews
183 repeat clients
12 years of experience
Oak Grove, Richmond, VA, 23224

“Ollie just spent the weekend at Ayme’s house and I can’t write enough good things about her! Ayme is so responsive, sent tons of photos, and gave Ollie the perfect balance of playtime and snuggles so that I know his weekend was a great one! She has also done in-home visits with our older dog, and both of these great experiences mean we will definitely be booking with Ayme again and again. And I know our great experience with Ayme isn’t unique — she has tons of shining reviews and I’m happy to pile on with yet another one!”

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

“Our dog Georgie, an 8 month hound mix, had a great stay with Andreea while we travelled out of state. Andreea was very reassuring that Georgie would have plenty of attention, walks and exercise. We were kept updated by photos and texts as to how Georgie was spending her day. I would highly recommend Andreea!”

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Alfred H.
Sitter Profile Image: Cindy T.
Verified Enhanced Background Check
Cindy T.
from
$42
per night
5.0 out of 5 stars
• 326 reviews
90 repeat clients
20 years of experience
north chesterfield, VA, 23235

“Cindy was real good with Hudson and communicated with us while we were gone. She sent pictures of him to us. We will use Cindy again in the future when needed. Thank you Cindy. Jay & Lisa M.”

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Jay M.
Sitter Profile Image: Adam B.
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Adam B.
Star Sitter
from
$39
per night
5.0 out of 5 stars
• 59 reviews
15 repeat clients
10 years of experience
Chesterfield, VA, 23838

“Adam was an EXCELLECT sitter! You can tell he has the patience and passion to engage positively with your dog!!! Great customer service and communication! Would rebook again!”

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Nykia W.
Sitter Profile Image: Nathaniel R.
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Nathaniel R.
Star Sitter
from
$65
per night
4.9 out of 5 stars
• 23 reviews
7 repeat clients
2 years of experience
Richmond, VA, 23226

“Nathaniel was a phenomenal caregiver for my big boy, Brock! 🐾❤️ I had to book care for Brock very last minute, and Nathaniel was incredibly compassionate and accommodating to both Brock’s and my needs with such little notice. Brock had a wonderful time and was so graciously cared for. Nathaniel went above and beyond by sending me pictures and videos throughout Brock’s stay, which gave me peace of mind and reassured me that my boy was doing great. I’d also like to highlight Nathaniel’s flexibility and his personal schedule, which worked out perfectly for caring for Brock. 10 out of 10! ⭐️⭐️⭐️⭐️⭐️ Thank you so much, Nathaniel, for taking such great care of my boy! 🐶❤️”

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Bishop B.
Sitter Profile Image: PC & Will H.
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PC & Will H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 42 reviews
17 repeat clients
20 years of experience
Moseley, VA, 23120

“Winnie loves to stay with P.C. & Will plus Dori, Marlon and Ivy. They take great care of her and are so wonderful at sending photos and videos. Highly recommend!”

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Heather T.
Sitter Profile Image: Laura M.
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Laura M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 102 reviews
15 repeat clients
12 years of experience
Henrico, VA, 23228

“Laura was wonderful. We liked her immediately and she was really good with my dog Banksy. When we walked in her home I knew we had made the right choice. Banksy got a lot of attention from Laura and had fun playing with her dog Daisy in the backyard. We really appreciated the videos and pictures she sent as well.”

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Debora C.
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The median cost per night for dog boarding in Windy Run is $45

Dog parents share their Rover experiences - Windy Run

1 / 1
5.0 out of 5 stars

Pepper came home from Riley’s place happy and exhausted! It’s clear she had an amazing time and we’re so happy to have found Riley’s home as a boarding option :)

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Hunter H.
Boarding
5.0 out of 5 stars

Oscar had the best time! I am so thankful he had a fun place to be while we travelled. Definitely rebooking with Riley again.

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Cassie W.
Boarding
5.0 out of 5 stars

Riley was fantastic! I had a last minute cancellation of another sitter and Riley was willing to accommodate at the last minute. She met Jackson and he was immediately smitten with her. Riley gave me updates and photos and kept me at ease in what was a very stressful situation. Definitely would use her again.

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Lisa P.
Boarding
5.0 out of 5 stars

Our pup is very very shy, and incredibly sensitive. We wanted to make sure that she could stay with someone patient, understanding, and kind. Alexandra was amazing with our girl and she left with more confidence than we dropped her off with! All instructions were followed, we got frequent updates, and the service went above and beyond what we would typically expect from any dog sitter. Worth every penny and we will be booking again

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Josh L.
Boarding
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 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 - Windy Run

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Windy Run average 12
repeat dog boarding clients

FAQs for Dog Boarding - Windy Run

Frequently asked questions about Rover

The average cost of Dog Boarding in Windy Run is $44 per night as of November 2026. Most bookings cost between $44 and $44 per night. On Rover, 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 November 2026, there are 776 sitters on Rover offering Dog Boarding across Windy Run. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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.

96% of sitters in Windy Run can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this 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 Windy Run home-away-from-home, we recommend 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 Windy Run.

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

Yes, you can find sitters who have experience with handling special pet needs in Windy Run. On Rover:

  • 91% of sitters can help with special care needs
  • 95% 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.

You and your Windy Run 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 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.

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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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