Dog Boarding Woods Crossroads

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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: Amanda & Scott D.
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Amanda & Scott D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 153 reviews
50 repeat clients
20 years of experience
Williamsburg, VA, 23188

“Riley had the best time over the weekend playing with Walter and getting all of the cuddles! Amanda was so flexible and did a wonderful job keeping us updated about Riley’s stay with plenty of pictures. It was comforting to know he was in great hands during our weekend away.”

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Serena K.
Sitter Profile Image: Stephanie M.
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Stephanie M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 226 reviews
94 repeat clients
20 years of experience
Williamsburg, VA, 23188

“It was Abbey's first visit and she had a great time playing with the other dogs. It is like a doggy camp. No crates or cages. Stephanie and Max do not board aggressive dogs so we didn't have to worry like we do when we first enter a dog park.”

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Cathy C.
Sitter Profile Image: Teona & Louelyn M.
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Teona & Louelyn M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 202 reviews
59 repeat clients
17 years of experience
Williamsburg, VA, 23188

“We are definitely satisfied with Teona and Louelyn . They were easy to get along with and stayed consistent with messages. We will definitely be using them again.”

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Ruben T.
Sitter Profile Image: Lauryn B.
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Lauryn B.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 69 reviews
24 repeat clients
12 years of experience
Newport News, VA, 23608

“What a wonderful home for my dog Pixie to visit. I think her time there was like being on vacation. Lauryn did a fantastic job. The home is cleaner than mine. The fenced in back yard is spacious. The whole family is attentive and loving towards Pixie. Highly recommend.”

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Margaret K.
Sitter Profile Image: Lyra & Scott H.
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Lyra & Scott H.
Star Sitter
from
$39
per night
5.0 out of 5 stars
• 217 reviews
74 repeat clients
15 years of experience
Williamsburg, VA, 23188

“Highly recommend. They were able to take in my pup last minute as in the same day! They sent me pictures and updates on how he was adjusting and settling in. I will definitely be contacting them again if I ever need someone to watch Rocket.”

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Logan S.
Sitter Profile Image: Tara M.
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Tara M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 19 reviews
5 repeat clients
40 years of experience
Gloucester, VA, 23061

“Tara and her family were amazing with my dog. As a rescue, my dog is nervous in new situations. I appreciate all the great care that she provided. My dog had a great time and she cared for her with the same level of care that I would.”

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David K.
Sitter Profile Image: Robin D.
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Robin D.
from
$40
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
62 years of experience
Williamsburg, VA, 23188

“We are so happy our dog was with Robin during our getaway! She was nicely cared for and happy to be around her two pups. Robin is a very responsible pet caregiver, we highly recommend her services!”

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Lilia T.
Sitter Profile Image: Paul & Terri Z.
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Paul & Terri Z.
Star Sitter
from
$36
per night
5.0 out of 5 stars
• 33 reviews
12 repeat clients
30 years of experience
Williamsburg, VA, 23185

“Paul and Terri were absolutely amazing! They offered great communication, gave extra care and attention to our allergy pup, sent pictures throughout the day, and were flexible with drop-off/pick-up timing as we traveled out of state. They have more than enough outdoor space for pups to play safely. They were attentive to our pups needs, limiting outdoor time when too hot. I could tell by the pictures shared that our pup was happy and comfortable while in their care. Thank You Guys!!”

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Kristina J.
Sitter Profile Image: Omaira & Isaac Z.
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Omaira & Isaac Z.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 218 reviews
50 repeat clients
20 years of experience
Newport News, VA, 23608

“My 15 years old pet had a pet sitter for the first time, so I was understandably a little nervous. I couldn't have asked for a better experience! Omaira and Isaac treated my dog with so much patience, kindness, and care. I received updates and photos that gave me peace of mind , and it was clear my dog was comfortable and well looked after. It's such a relief to know I have someone I can trust. I would gladly book with them again and highly recommend them to anyone looking for a trustworthy pet sitter!”

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Blanca H.
Sitter Profile Image: Crystal J.
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Crystal J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 63 reviews
16 repeat clients
15 years of experience
Newport News, VA, 23603

“⭐️⭐️⭐️⭐️⭐️ Mrs. Crystal is truly a blessing! The peace of mind we have when Jaxon is in her care is priceless. She communicates well and treats him with such genuine love and attention. He always comes home happy and relaxed, it truly feels like his home away from home.”

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Sherdell M.
Sitter Profile Image: Erin P.
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Erin P.
from
$38
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
15 years of experience
Saluda, VA, 23149

“Erin and the family were great. I needed a sitter for Lyla on short notice and fortunately they were available. The day I picked Lyla up, she slept most of the rest of the day. I took that as a sign that she had a fun time. I would book them again if I have another occasion.”

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Jennifer B.
Sitter Profile Image: Bryan S.
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Bryan S.
Star Sitter
from
$38
per night
4.9 out of 5 stars
• 67 reviews
24 repeat clients
40 years of experience
Hayes, VA, 23072

“Wonderful with the pups and great with communication. Sent me photos multiple times a day to ensure my doggies were being loved and taken care of. Very friendly and accommodating and so easy to work with. They adjusted their schedule to my changing plans.”

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Olivia M.
Sitter Profile Image: Dustin & Janeen M.
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Dustin & Janeen M.
from
$46
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
17 years of experience
Williamsburg, VA, 23188

“What a God send! Janeen is such a kind and caring individual with obvious patience and compassion. She asked all kinds of follow up questions to make sure kitty would be as comfortable as possible in his home away from home. Janeen was very communicative and sent pictures and videos throughout the day every day. The family even moved some items around to allow kitty to climb on and around freely. I wish I lived closer to this wonderful family as I would 100% use their services again. They were thoughtfully accommodating knowing we were already away from home on vacation and even made some suggestions for local activities my family and I could visit. Do not scroll pass this couples profile I highly recommend this home for your pet baby needs.”

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Tarsha B.
Sitter Profile Image: Ryan & Stephanie A.
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Ryan & Stephanie A.
Star Sitter
from
$39
per night
5.0 out of 5 stars
• 27 reviews
8 repeat clients
20 years of experience
Toano, VA, 23168

“Ryan and Stephanie are wonderful! My Charlie had such a good time! I am sure if he wants to come home! Thank you Ryan and Stephanie for taking care of our ? pup”

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Linda W.
Sitter Profile Image: Ciara W.
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Ciara W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 78 reviews
24 repeat clients
10 years of experience
New Kent, VA, 23124

“Ciara and her family are wonderful! They completely spoil my babies so much that they’re falling asleep sitting up otw home Thank you for all you do 🩷”

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Chastity N.
Sitter Profile Image: Jared L.
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Jared L.
Star Sitter
from
$47
per night
5.0 out of 5 stars
• 77 reviews
23 repeat clients
25 years of experience
Williamsburg, VA, 23188

“Jared took such great care of my little fur baby. I’ve also hosted on Rover, but this was my first time needing someone to watch my little gal and I was nervous to find just the right fit, but he was a perfect match! He took her for runs and provided her with lots of treats and snuggles in my absence. He even taught her some new tricks! I feel so fortunate to have found someone that adores my four legged bestie and cared for her so very well. Thank you, Jared!”

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Elizabeth E.
Sitter Profile Image: Cristen & Michael M.
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Cristen & Michael M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 15 reviews
7 repeat clients
20 years of experience
Yorktown, VA, 23693

“Cristen and family were amazing! Wish we had found them before. They took very good care of Asher while we were at our daughter’s graduation. We didn’t have to worry about Asher at all. Wonderful family!”

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sheeba T.
Sitter Profile Image: Gretchen G.
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Gretchen G.
from
$40
per night
5.0 out of 5 stars
• 9 reviews
60 years of experience
Williamsburg, VA, 23188

“This was our puppy’s first visit to Gretchen, and I can’t adequately express how wonderful she was with him. She made him feel comfortable, and she sent us regular images of him as he relaxed on the couch. Thank you so much, Gretchen, for loving our little guy for the weekend!!”

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Shawn C.
Sitter Profile Image: Rodney M.
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Rodney M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 64 reviews
19 repeat clients
2 years of experience
Newport News, VA, 23601

“Rodney is amazing! He took good care of our sweet standard poodle while we were out of town. Very responsive and friendly. My dog had the best days while staying with him. Highly recommend him!”

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Yasmiry O.
Sitter Profile Image: Jackie & Kevin K.
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Jackie & Kevin K.
from
$35
per night
4.8 out of 5 stars
• 105 reviews
44 repeat clients
20 years of experience
Saunders, Newport News, VA, 23601

“My dogs recently stayed with Jackie and everything went as well as expected. She was easy to communicate with, clearly enjoyed the dogs, and was able to accommodate my schedule. I would be happy to book with her again.”

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Lisa B.
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Dog parents share their Rover experiences - Woods Crossroads

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5.0 out of 5 stars

Madelyn was able to accommodate us at the last minute. She took care of our 2 dogs and updated us with pictures.

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Yannick E.
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Meet local sitters who will treat your dogs like family

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FAQs for Dog Boarding - Woods Crossroads

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 Woods Crossroads 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 Woods Crossroads.

<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 Woods Crossroads 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.

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