Dog Boarding Woods Cross Roads

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Woods Cross Roads, 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: Amanda & Scott D.
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Amanda & Scott D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 154 reviews
52 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: Teona & Louelyn M.
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Teona & Louelyn M.
from
$50
per night
5.0 out of 5 stars
• 213 reviews
64 repeat clients
17 years of experience
Williamsburg, VA, 23188

“Teona and Louelyn are the best!! Our dog is blind and needs extra care. They made sure he became familiar with his surroundings and knew where his bowls were located. I especially loved the photos and videos that were sent during the day showing how happy he was. We had full confidence in their caregiving. Would definitely recommend!”

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Suzanne C.
Sitter Profile Image: Lauryn B.
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Lauryn B.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 70 reviews
27 repeat clients
12 years of experience
Newport News, VA, 23608

“Lauryn was an incredible sitter! She accommodated all of my dogs’ needs and likes. She took care of my boys, Ace and Adonis, as if they were her own. I loved that she sent pictures and videos of them every day. It was such a bonus and put my mind at ease to see them having fun while I was away. I highly recommend her and we will be back! 🐾😊 Thank you Lauryn!”

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

“Sochi second time with MsCrystal, Sochi loves it there.MsCrystal is an awesome, she keep me posted with Sochi, she loves caring for Sochi Thanks you so much! We definitely see you again”

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

“Great experience for my two girls with Ciara! I got lots of pictures and great communication over the entire week they stayed with her. Would definitely recommend Ciara to anyone looking for a loving family environment for your dogs.”

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Joseph E.
Sitter Profile Image: Bryan S.
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Bryan S.
Star Sitter
from
$38
per night
4.9 out of 5 stars
• 76 reviews
25 repeat clients
40 years of experience
Hayes, VA, 23072

“Takes great care of my pets. My dog enjoys playing around their property and other pets. The family has also helped us out feeding our cat at our home.”

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Melissa M.
Sitter Profile Image: Ellie G.
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Ellie G.
from
$60
per night
5.0 out of 5 stars
• 32 reviews
9 repeat clients
20 years of experience
Locust Hill, VA, 23092

“Our dog Lulu had a blast and was well cared for with Ellie! She was very proactive about getting all the details to make sure she was at home, and she had so much fun playing with her dogs! We would recommend her to anyone and ask to board with her again!”

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Sarah K.
Sitter Profile Image: Robin & Kyle B.
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Robin & Kyle B.
from
$50
per night
5.0 out of 5 stars
• 8 reviews
10 years of experience
Williamsburg, VA, 23185

“We are so thankful that they were able to accommodate Gary on such short notice. They provided frequent updates throughout his stay, which gave us great peace of mind while we were away. It was clear that Gary was well cared for and treated like one of their own pets. We truly appreciate their flexibility, communication, and care. We would absolutely recommend them to anyone looking for a loving and reliable sitter!”

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Anthony A.
Sitter Profile Image: Melissa S.
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Melissa S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 19 reviews
19 repeat clients
9 years of experience
Yorktown, VA, 23693

“Melissa was great to work with! My dog is very shy around new people and Melissa was very paitient with her to ensure she was not overwhelmed during her stay.”

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Nick K.
Sitter Profile Image: Hillary C.
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Hillary C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 82 reviews
39 repeat clients
16 years of experience
Yorktown, VA, 23692

“We had a great experience with Hillary! My dog seemed to fit right in and it was obvious from the photos and updates that she was in great hands!”

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Molly L.
Sitter Profile Image: Monica P.
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Monica P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 46 reviews
19 repeat clients
20 years of experience
Yorktown, VA, 23692

“Monica and her family were fantastic! Their backyard is amazing! Our dog loved playing with their dogs and was fascinated with their other pets. Monica was great about sending updates and pictures throughout the week. Our dog couldn’t have been happier. We would definitely leave our dog with Monica and her family if we are in the Hampton Roads area again.”

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Sarah H.
Sitter Profile Image: Maggie W.
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Maggie W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 44 reviews
10 repeat clients
13 years of experience
Williamsburg, VA, 23188

“MAGGIE AND HER FAMILY AND EINSTEIN ARE THE BEST!! My girlfriend and I are traveling and needed somewhere for my little pup to stay for a few hours pretty last minute. Maggie responded very quickly and was able to look after my Piper. Piper can get a little nervous around other dogs but Einstein was super gentle and sweet so she was just fine. Not only did Maggie take care of Piper, but so did her family, which Piper loved! She got so many snuggles from everyone and I have the pictures of it… which is another great thing about Maggie. She will send you pictures throughout your pups stay which I appreciated SO MUCH! I have never left Piper with anyone before so was very nervous about it. Getting picture updates was great and Piper looked so happy in every single one! And she really loved going for a walk with Maggie and Einstein! We don’t live in Williamsburg, but if I did, I would ask Maggie to look after Piper if I ever need to leave her. Thank you so much, Maggie and crew, for taking such good care of our girl - means more than you will ever know! Recommend 10/10, 5 stars! ⭐️”

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Elizabeth C.
Sitter Profile Image: Lynn P.
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Lynn P.
from
$55
per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
35 years of experience
Deltaville, VA, 23043

“My dog was loved and cared for by Lynn as if she was still with me! Lynn sent so many pictures and messages which assured me that she was doing well without me. I strongly recommend her as a pet sitter for anyone who loves their pet!”

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Monique H.
Sitter Profile Image: Priscila G.
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Priscila G.
from
$35
per night
5.0 out of 5 stars
• 13 reviews
5 repeat clients
20 years of experience
Newport News, VA, 23602

“This was the longest I have ever been away from Simba (8 days)…he started off slow but Priscilla took care of him as if he was her own. She didn’t hide the fact that he was sad the 1st night…many sitters would have just said he is doing great. She made him feel at home and loved on him like I would. I appreciate Priscilla’s commitment and would highly recommend her for your pet.”

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Kendra J.
Sitter Profile Image: Ethel S.
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Ethel S.
from
$70
per night
5.0 out of 5 stars
• 25 reviews
6 repeat clients
50 years of experience
Williamsburg, VA, 23188

“Ethel was so great with my dog Bingley that he was depressed to come home! She spent lots of time loving on him and playing with him. I highly recommend her!”

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Amy P.
Sitter Profile Image: Suzanne V.
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Suzanne V.
from
$34
per night
5.0 out of 5 stars
• 13 reviews
2 repeat clients
20 years of experience
Yorktown, VA, 23692

“Suzanne was incredibly flexible with scheduling on short notice and took great care of Juno! She sent multiple photos and messages of Juno with her cats and I would definitely choose Suzanne again if I need a sitter.”

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Sourish V.
Sitter Profile Image: April C.
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April C.
from
$40
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
18 years of experience
Yorktown, VA, 23693

“Outstanding!!!!!! Would give 10 stars if it would let me. They took in our “Tank” as if he was theirs. Best experience boarding him I’ve ever had! Great Family!!!! Book with confidence”

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Amy B.
Sitter Profile Image: Deemie B.
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Deemie B.
from
$25
per night
5.0 out of 5 stars
• 52 reviews
11 repeat clients
17 years of experience
mathews, VA, 23109

“Deemie took such great care of our sweetheart. From the meet and greet to pickup and departure, we felt our sweetie was in loving hands. Deemie sent pictures and kept us up to date. We will definitely be booking again.”

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Caron&David B.
Sitter Profile Image: Heather A.
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Heather A.
from
$45
per night
4.9 out of 5 stars
• 51 reviews
24 repeat clients
15 years of experience
Newport News, VA, 23601

“Heather is the perfect sitter! She took excellent care of both of our dogs. She even administered oral meds to our elderly dog with no issues. She sent pictures and video of them having fun. I am glad we booked with her.”

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Erica T.
Sitter Profile Image: Allison M.
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Allison M.
Star Sitter
from
$65
per night
4.9 out of 5 stars
• 41 reviews
14 repeat clients
15 years of experience
Quinton, VA, 23141

“This is our second time using Allison and we already have our third stay booked. We have peace of mind knowing our dog is in good hands and safe while we are out of town.”

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Melissa C.
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The median cost per night for dog boarding in Woods Cross Roads is $40

Dog parents share their Rover experiences - Woods Cross Roads

1 / 1
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.
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 - Woods Cross Roads

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Woods Cross Roads average 14
repeat dog boarding clients

FAQs for Dog Boarding - Woods Cross Roads

Frequently asked questions about Rover

As of November 2026, there are 272 sitters on Rover offering Dog Boarding across Woods Cross Roads. 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.

94% of sitters in Woods Cross Roads 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 Woods Cross Roads 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 Cross Roads.

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 Woods Cross Roads. On Rover:

  • 91% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 94% 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 Woods Cross Roads 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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