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
• 154 reviews
50 repeat clients
20 years of experience
Williamsburg, VA, 23188

“Scott and Amanda are fantastic with Lily. I always feel comfortable entrusting them with my girl. She plays super hard so she sleeps for a day when she gets home. Happy girl = happy Mom. Thanks for taking care of my baby.”

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Lorraine H.
Sitter Profile Image: Robin D.
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Robin D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
62 years of experience
Williamsburg, VA, 23188

“Robin is Absolutely amazing!! Sweet and loving to me and to my baby Teddy! She kept checking in and letting me know how he was doing. I felt like I made a friend in her. I highly recommend her and will use her again and again! I've already referred her to my friend!”

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Shanno H.
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
26 repeat clients
12 years of experience
Newport News, VA, 23608

“Lauryn helped to take care of my 2 dogs from September 5 to September 13 while we were out of town. Lauryn was very sweet to them. I can tell my dogs was very relaxed and comfortable to stay with her. When I went to pick them up, they were reluctant to leave. It felt like they had one week vacation too. In the future I’ll definitely choose Lauryn again.”

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Nancy M.
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
• 34 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
• 232 reviews
52 repeat clients
20 years of experience
Newport News, VA, 23608

“Omaira and Isaac took very good care of Bentley, providing me regular updates. They were very flexible with my booking and worked with my changes. I would definitely use them again”

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Pam P.
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 her family are wonderful to work with. It’s clear they love animals and treat all the dogs that stay with them as their own. Would definitely recommend them!”

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Molly L.
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

“GREAT with our dog! She is a dog lover and gave Elsa the run of her home. Sent videos and called with updates. Would absolutely use her again!!”

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Wes C.
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 & Stephanie were great! They responded quickly to my original request and were extremely good at communication. Most importantly, Hazel felt right at home with this awesome family while we’re out of town. 110% recommend!”

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Eddie W.
Sitter Profile Image: Kristy M.
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Kristy M.
from
$32
per night
5.0 out of 5 stars
• 30 reviews
4 repeat clients
30 years of experience
Williamsburg, VA, 23185

“Tug absolutely loved Kristy and her family! Kristy took such great care of our little boy! She provided daily photo updates and we are very thankful for her quick responses, her love and dedication to dog care truly are unmatched! If I could give her ten stars I would!”

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Jeanette P.
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

“Hilary and her family took great care of my dog Peanut! I appreciated her updates and flexibility through the stay. Our pup had anxiety and she took great care to make her comfortable. We will definitely use her again in the future!”

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Kasey B.
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: Sandra T.
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Sandra T.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 15 reviews
2 repeat clients
15 years of experience
Toano, VA, 23168

“Sandra and her family are great! Both of our dogs instantly felt comfortable with them and so did we. We found Sandra to be patient and kind to our boys and had no doubt they were in goods hands while we were away. She checked in with us often to let us know how they were doing. Great job Sandra!”

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Mike K.
Sitter Profile Image: Alexandra B.
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Alexandra B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 212 reviews
141 repeat clients
24 years of experience
Yorktown, VA, 23693

“Alexandra helped me thru the process as it was my first time using this app. Took good care of Malcolm. She also worked with me having to add another day because I broke down on the way home. Would recommend her and I will will use her again.”

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Jeff G.
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 is great! Our pup looked so happy in the pictures and video. We knew he was taken care of. I would absolutely let him stay with her again.”

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Elizabeth B.
Sitter Profile Image: Anna D.
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Anna D.
from
$50
per night
4.8 out of 5 stars
• 88 reviews
20 repeat clients
15 years of experience
Williamsburg, VA, 23185

“Anna was very responsive and quick to communicate. She also sent pictures of my dogs. I think they had fun playing with her 2 dogs. Thank you!”

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Angelica H.
Sitter Profile Image: Tameka B.
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Tameka B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 48 reviews
15 repeat clients
3 years of experience
Newport News, VA, 23601

“Tameka was an amazing caregiver for my two weenie dogs! I was so happy to be able to keep them together in a lovely home environment. Tameka was very attentive to my dogs needs and provided me with lots of updates and cute photos. Thank you Tameka!”

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Britt A.
Sitter Profile Image: Autumn C.
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Autumn C.
from
$40
per night
5.0 out of 5 stars
• 2 reviews
7 years of experience
Newport News, VA, 23602

About: I've taken care of cats and dogs ever since I was 14. My family relied on me to feed, walk, play, and bathe the animals. I enjoy my time taking care of the pets/animals around me. I am available 24/7 to care for the pets. I have open availability every day of the week and am indoors for majority of those days. I have an animal park at my apartment that they can run around in and a spacious living room if they want to play. I stay close to them to make sure they well taken care of.

Sitter Profile Image: Caitlin & Andrew B.
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Caitlin & Andrew B.
from
$30
per night
5.0 out of 5 stars
• 29 reviews
3 repeat clients
18 years of experience
Williamsburg, VA, 23185

“Caitlin and her family went above and beyond ensuring that my sweet girl was happy and given plenty of attention! She gave me many updates, including pictures, and was super quick to respond to my messages even with me having an hour time difference on vacation and no cellular service. This was my first time leaving my girl for an extended period of time and it was by far an excellent experience. I will certainly be rebooking for future vacations.”

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Kiara J.
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

“We used Allison for the first time for a in-home boarding stay. Our dog was safe, well cared for, and we appreciated knowing she was in a home environment rather than a traditional kennel.”

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Melissa C.
Sitter Profile Image: Danielle E.
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Danielle E.
from
$30
per night
3.0 out of 5 stars
• 2 reviews
2 repeat clients
3 years of experience
Mathews, VA, 23109

“Danielle watched my Goldendoodle in a friendly and professional way. She was responsive and my dog was happy with her.”

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Alvaro S.
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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

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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.

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.

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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