Dog Boarding Woods Crossroads

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Woods Crossroads, 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
51 repeat clients
20 years of experience
Williamsburg, VA, 23188

“Amanda & Scott were absolutely incredible. We received pictures and videos. They were very understanding when our plane was late getting in. And also my husbands luggage was lost. We have not had someone so responsible in a long time.”

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Christina C.
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
• 222 reviews
74 repeat clients
15 years of experience
Williamsburg, VA, 23188

“We were extremely pleased with Lyra & Scott! They took great care of our dog Bella. She is an older dog and I was hesitant leaving her, but they made Bella feel very comfortable. They sent me photos of Bella and she had a great stay with them. I will definitely use them again when we visit Williamsburg!”

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Mark H.
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: Omaira & Isaac Z.
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Omaira & Isaac Z.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 235 reviews
53 repeat clients
20 years of experience
Newport News, VA, 23608

“Omaira and Isaac made us feel very comfortable leaving our dog Koda for the weekend. When we came back, Koda was clearly happy and well taken care of. He also seemed to have a great time getting to play with the other dogs being boarded!”

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Adam M.
Sitter Profile Image: Jared L.
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Jared L.
Star Sitter
from
$48
per night
5.0 out of 5 stars
• 80 reviews
25 repeat clients
25 years of experience
Williamsburg, VA, 23188

“Jared is phenomenal. Treated Taz as his own. Daily updates and photos. Went above and beyond for me and my pup. Will be booking future stays with him.”

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Tiana Joy K.
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
• 16 reviews
7 repeat clients
20 years of experience
Yorktown, VA, 23693

“Oh my gosh! My boy Neeko had THE BEST time!!!! Cristen was great at sharing photos and videos during his 2 night weekend visit. Her communication is so good. Micheal playing out in the yard with him throwing the ball. The whole family gave Neeko lots of love as if he were their own. Once I picked Neeko up and got him home, he slept the rest of the day. He was completely worn out!! If he were a kid, I think he would be talking about his sleepover for days!!! Lol. I could not have found a more perfect family to love my baby. 🥰”

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Daisy M.
Sitter Profile Image: Karen P.
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Karen P.
from
$35
per night
5.0 out of 5 stars
• 27 reviews
2 repeat clients
50 years of experience
Weems, VA, 22576

“Karen was warm and friendly with both us and our dog. She sent regular updates while we were away. Our dog must really love Karen because she was barking protectively when I walked up to the door. We look forward to more visits with Karen!”

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Betsy L.
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
• 28 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: Rodney M.
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Rodney M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 73 reviews
19 repeat clients
2 years of experience
Newport News, VA, 23601

“Rodney took such great care of our Grady while we were away for a week! Grady is a Velcro-type dog, always wanting to be near his humans & experiences separation anxiety. Rodney sent us pics & reports once to twice a day to assure us Grady was doing well. Took him for lots of walks and gave him lots of attention. So grateful to Rodney for caring for our silly boy and putting our minds at ease so we could fully enjoy our trip!”

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Mary A.
Sitter Profile Image: Hillary C.
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Hillary C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 80 reviews
38 repeat clients
16 years of experience
Yorktown, VA, 23692

“Hillary and the rest of her family are just the sweetest! She was so great with communication and pictures, and my pup obviously loved being there. Will be booking with her again!”

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Stephanie Lynn B.
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 was outstanding! She was so kind, and cared for my Frenchie like she was one of her own. She sent me pictures and a little update almost everyday, and I'm almost certain my fur baby wasnt ready to come home lol She also gave her a bath and a pawpicure before she brought her home, which was a real treat and bonus! I would defn trust Monica again to watch my Nina:)”

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Sherrell C.
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: Christene H.
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Christene H.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 129 reviews
55 repeat clients
20 years of experience
Williamsburg, VA, 23185

“Christene did a fantastic job of easing any anxiety we had about leaving Gambino for an extended long weekend. Gambino was well cared for and we will feel very comfortable booking services with Christene in the future!”

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Lisa A.
Sitter Profile Image: Issa P.
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Issa P.
from
$30
per night
35 years of experience
Williamsburg, VA, 23185

About: I’ve been caring for dogs and cats since I was about 10 years old, and my love for animals has only grown stronger over the years! From pet sitting for family and friends to caring for furry companions of all sizes, ages, and personalities, I’ve always had a special connection with animals. Whether it’s walks, playtime, feeding, companionship, or plenty of cuddles, I provide patient, attentive, and loving care. My goal is to make every pet feel happy, safe, and comfortable while giving their owners peace of mind. Every pet deserves to feel loved, and I’m always happy to provide a little extra spoiling! I have a very flexible schedule and work primarily from home, which allows me to dedicate plenty of time, attention, and care to your furry family members! I’m available throughout the week, including weekdays and weekends, and I’m happy to accommodate a variety of schedules and routines. Whether your pet needs a midday walk, playtime, companionship, or a little extra love and attention, I enjoy working with pet parents to create a schedule that fits their needs. My goal is to provide dependable, personalized care while giving you peace of mind knowing your pet is in loving hands! 🐾 Your pet’s safety, comfort, and happiness are always my top priorities! I live in a welcoming, pet-friendly townhome with plenty of indoor space for your furry friend to relax, play, and feel right at home. My community features beautiful, spacious walking paths, perfect for regular walks, fresh air, and exercise. Pets are welcome to enjoy my home rather than being confined to one area, and crating is available if that’s part of their normal routine or their owner’s preference. I believe in maintaining consistency, so I carefully follow each pet’s feeding schedules, walking routines, and individual care instructions. With my flexible schedule, I’m able to provide plenty of attention, companionship, and supervision. Whether caring for your pet in my home or yours, my goal is to create a safe, loving, and stress-free environment where your pet feels comfortable and you feel confident they’re in good hands! 🐾

Sitter Profile Image: Ashley & Ashley U.
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Ashley & Ashley U.
from
$25
per night
5.0 out of 5 stars
• 9 reviews
3 repeat clients
10 years of experience
Newport News, VA, 23601

“Ashley and Ashley took great care of my pup! Their big back yard, and friendly boxer made my guy’s stay a wonderful time. They sent some fun pictures and made sure he was safe and comfortable while I was out of town.”

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Sam C.
Sitter Profile Image: jessie l.
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jessie l.
from
$30
per night
4.9 out of 5 stars
• 11 reviews
5 repeat clients
7 years of experience
Gloucester, VA, 23072

“Jessie took great care of Leo ? He came home happy and healthy boy. He got along with her leo really well. She sent us regular updates and pictures. Thank you so much Jessie ?”

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Priya V.
Sitter Profile Image: Alana S.
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Alana S.
from
$41
per night
5.0 out of 5 stars
• 324 reviews
126 repeat clients
20 years of experience
Williamsburg, VA, 23188

“Thank you so much for taking care of our Fur babies while we were away. Bruce has a bit of separation anxiety, but he became comfortable with you very quickly. Barb adjusted very quickly, and we were happy you were able to handle her puppy doodle antics. She's high energy and a hopper. The updates and photos made our day and allowed us to enjoy our trip. We are super blessed to have found you! I would recommend you a million times to anyone.”

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Chambala R.
Sitter Profile Image: Hilary H.
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Hilary H.
from
$35
per night
5.0 out of 5 stars
• 6 reviews
30 years of experience
Williamsburg, VA, 23188

“Hilary was absolutely amazing! Not only did she treat my baby girl like family, but she also sent me multiple updates and pictures throughout her stay. I will definitely be using Hilary for future stays! Thank you Hilary for loving my girl and making my time away from her a little easier!”

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Patricia A.
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.
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

“As always, Priscilla was amazing with our elderly Jack Russel. On more than one occasion our flights were delayed/canceled and she worked with us. Thank you so much!!”

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Alexx D.
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The median cost per night for dog boarding in Woods Crossroads is $40

Dog parents share their Rover experiences - Woods Crossroads

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 Crossroads

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Woods Crossroads average 14
repeat dog boarding clients

FAQs for Dog Boarding - Woods Crossroads

Frequently asked questions about Rover

As of November 2026, there are 277 sitters on Rover offering Dog Boarding across Woods Crossroads. 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 Crossroads 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 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.

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 Crossroads. On Rover:

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

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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