Doggy Day Care in Woods Crossroads

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Top rated Woods Crossroads doggy day care sitters

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Madelyn M.
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Madelyn M.
from
$35
per day
4.4 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Gloucester, VA, 23061

About: I believe this is an excellent way to incorporate my love for animals, and making money in my spare time. I can guarantee your pet’s safety and that he or she will get lots of love while they stay. My husband and I have two children. We live on 6 acres of land and I stay home. Your furry friend will be treated like one of ours. I will keep open communication with you throughout the duration of their stay, and ensure that your worries are at ease. I am a full time caregiver who works from home and will be home 24 hours a day. This will ensure that your pet is well looked after. I have an open yard and can take your pet on walks. We have a puppy who is 6 months old who can keep your fur baby company or be kept separate if needed.

Sitter Profile Image: Stephanie M.
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Stephanie M.
Star Sitter
from
$55
per day
5.0 out of 5 stars
• 218 reviews
89 repeat clients
20 years of experience
Williamsburg, VA, 23188

“Stephanie help us out super last-minute at our stay in Williamsburg. She quickly responded and was very accommodating. River was happy to spend the day with her and the other dogs. He was able to go on a walk and relax in a comfortable home. We were updated throughout the day with pictures. We felt very comfortable leaving River in Stephanie's care and we're very appreciative of her last-minute ability to watch him. We would use her again and highly recommend. Thanks Stephanie!”

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Eric W.
Sitter Profile Image: Abigail L.
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Abigail L.
from
$40
per day
5.0 out of 5 stars
• 163 reviews
49 repeat clients
35 years of experience
Gloucester, VA, 23061

“Victor and Abigail were awesome and took extra steps to make sure our anxious pup had a great time. They sent us videos and pictures every day, which we really appreciated. After his first day in daycare, my dog was very excited to return on the following days. He seemed to really like the folks who took care of him and was nice and tired once I picked him up. Staying with these folks was definitely a mini vacation for my dog!”

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Liz W.
Sitter Profile Image: Erin P.
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Erin P.
from
$25
per day
15 years of experience
Saluda, VA, 23149

About: I've been around dogs my whole life. I grew up with them, cared for and dog sat for over 15 years while being a nannny. I've had two dogs of my own as well. My family and I have recently lost our beloved pup and are desiring to spend time with yours to get all the dog snuggles and love we can! I am a stay at home mom with 3 kids. We are home daily and most weekends. We love for your sweet pup to hang with us during the day or stay with us during a vacation or long weekend away. We do not have a fenced in yard but have 2 acres of property that we would leash your dog and take for walks around the property. We had a dog in the past that had medication needs and special food needs so I accustomed to caring for dogs with special needs. We are also a couch/furniture friendly family if that is something that is important to you. We do have small children but both are use to dogs and love them! We also do not have a pet of our right currently and so your dog would definitely be the center of our attention.

Sitter Profile Image: Esteisy M.
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Esteisy M.
Star Sitter
from
$35
per day
5.0 out of 5 stars
• 35 reviews
6 repeat clients
15 years of experience
Williamsburg, VA, 23188

“Esteisy took wonderful care of our senior dog, Charlie. Her communication and responsiveness were exemplary. She sent many photos and updates, which we greatly appreciated.”

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J W.
Sitter Profile Image: Ellie G.
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Ellie G.
Star Sitter
from
$50
per day
5.0 out of 5 stars
• 25 reviews
7 repeat clients
20 years of experience
Locust Hill, VA, 23092

“Ellie G. is a great communicator with photo updates. The daycare day went well and Annie O was introduced to Ellie’s chickens and I’m sure she wanted to get a little closer but Ellie was great keeping Annie away from them. Annie also met Ellie’s dog and it appears that they both made a new friend. The day was a success.”

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Jacqueline E.
Sitter Profile Image: Lyra & Scott H.
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Lyra & Scott H.
Star Sitter
from
$35
per day
5.0 out of 5 stars
• 186 reviews
67 repeat clients
15 years of experience
Williamsburg, VA, 23188

“Our pup had fun with Scott, Lyra and their sweet girls. We appreciated their prompt communication and photo and text updates throughout the day. This was our first experience using Rover, and we could not have asked for a better first experience!”

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Leslie S.
Sitter Profile Image: Ashton V.
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Ashton V.
Star Sitter
from
$38
per day
5.0 out of 5 stars
• 30 reviews
5 repeat clients
10 years of experience
Williamsburg, VA, 23188

“Ashton was amazing with our dog. She updated us so frequently that she made us feel so comfortable. She made sure to let us know that she is in good hands. She also sent us a lot of pictures of out pup. thank you again ashton, you saved us :)”

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Yomary C.
Sitter Profile Image: Alyssa A.
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Alyssa A.
from
$40
per day
5.0 out of 5 stars
• 6 reviews
1 repeat client
3 years of experience
gloucester, VA, 23061

“My dogs loved Alyssa and her puppy diesel. She took them for the day while we were sea kayaking. Would use again in a heart beat!”

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Megan C.
Sitter Profile Image: Maggie W.
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Maggie W.
Star Sitter
from
$38
per day
5.0 out of 5 stars
• 36 reviews
9 repeat clients
11 years of experience
Williamsburg, VA, 23188

“Our Kona's Day Care is coming along quite nicely with Maggie and her family. He is getting to know her children and small dog. We look forward to leaving Kona with Maggie for a few nights later this month. We think it is a good fit and that he will be happy which is very important to us. Thank you Maggie for taking good care of our boy. Mike and Kay Chase”

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Sandra C.
Sitter Profile Image: Carolina S.
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Carolina S.
from
$35
per day
4.9 out of 5 stars
• 12 reviews
1 repeat client
20 years of experience
Gloucester, VA, 23061

“this was a last minute and Caroline was very helpful to accommodate this and take care of our dog.”

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Mike S.
Sitter Profile Image: Christene H.
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Christene H.
Star Sitter
from
$27
per day
5.0 out of 5 stars
• 105 reviews
49 repeat clients
20 years of experience
Williamsburg, VA, 23185

“Christene's daycare was just what we needed. We had a fantastic meet and greet where our dogs got along great. After daycare, Willow seemed happy and excited. Best part, Willow smelled great at pickup (I can't say the same when she gets home from company daycares).”

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Jay K.
Sitter Profile Image: Brooke B.
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Brooke B.
from
$30
per day
20 years of experience
Gloucester, VA, 23061

About: I was raised with inside and outside dogs, I have years of experience with all ages of dogs, from newborns to my current rescue senior dog. I have a big backyard for plenty of walking and playing, a quiet neighborhood setting as well for lengthier walks. My senior dog is extremely calm and loves all dogs of all sizes. My young pup is well socialized and energetic to play with your pup for hours. My home will come with approved treats, I currently keep milkbones and dentasticks on hand, I am a rawhide free home due to its choking hazards. I have a work from home job, I am home all day 4 days of the week at minimum. Even on my “off days” I am generally gone no longer than about 4 hours. I have a long rope leash for play, a backyard that isn’t fenced but is more so “closed off” to neighbors. I have sturdy baby gates to section off my home to give dogs space for “alone” time away from my dogs if they need it.

Sitter Profile Image: Jaberlee G.
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Jaberlee G.
from
$27
per day
5.0 out of 5 stars
• 2 reviews
10 years of experience
Williamsburg, VA, 23185

About: I have been caring for dogs and cats for about 10 years, from puppies learning potty training to senior dogs who need extra help with daily tasks. my dog and I would love some furry company and can’t wait to give your pets lots of love and attention! I could use the company as well! I work Monday through Friday, but my job is mostly computer-based, so I have plenty of flexibility to telework. This means I can be home and attentive to whatever your pet may need throughout the day. My home is spacious and pets are welcome on furniture or wherever they feel comfortable. I also have space for them if they prefer to be alone. If they prefer playful friends they will have a great time, as I have a friendly dog and will cater to all their needs. Nearby, there’s plenty of grassy space for walks and playtime, which I can enjoy with your pet too!

Sitter Profile Image: Jared L.
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Jared L.
Star Sitter
from
$29
per day
5.0 out of 5 stars
• 32 reviews
7 repeat clients
25 years of experience
Williamsburg, VA, 23188

“We’ve had a wonderful experience with Jared! He is always very flexible with scheduling, which I truly appreciate, and he consistently sends photos throughout the day that give me peace of mind. Bella absolutely loves going there—especially the trips to the park to play and burn off energy. She also adores children, so she gets extra excited on days when she can spend time with his daughter. It’s clear she feels comfortable, happy, and well cared for. I highly recommend Jared to anyone looking for a reliable and caring sitter!”

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Cameron S.
Sitter Profile Image: Lana P.
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Lana P.
from
$45
per day
5.0 out of 5 stars
• 125 reviews
34 repeat clients
10 years of experience
Williamsburg, VA, 23188

“This was the most amazing doggie vacation spot we could have ever dreamed for our 2 pups! Beautiful home and fenced in yard, well behaved doodle and little girl, Lana obviously loves pets and treated them just like they were her own! I cannot wait to go back to Williamsburg and visit and let the pups visit their home away from home again also!!!”

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Jennifer I.
Sitter Profile Image: Bryan S.
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Bryan S.
Star Sitter
from
$33
per day
4.9 out of 5 stars
• 48 reviews
23 repeat clients
38 years of experience
Hayes, VA, 23072

“This family takes great care of our pup. When I pulled into the drive and Rosy recognized where we were, she was super excited! They love her and Rosy loves them right back!”

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Andrea R.
Sitter Profile Image: ming d.
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ming d.
from
$90
per day
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Williamsburg, VA, 22801

“Ming did an excellent job in working with us and acclimating Josie to her new environment. She was always excited to see him. We would definitely book with Ming again.”

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ltwood@yahoo.com
Sitter Profile Image: Ireland W.
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Ireland W.
from
$29
per day
5.0 out of 5 stars
• 2 reviews
1 repeat client
3 years of experience
Hayes, VA, 23072

About: I have been around all kinds of animals my whole life from horses to bunnies I am taking care of goats chickens dogs every day as of right now would love for your fur babies to be included I work part time with a schedule I choose from so I would be able to take care of your pets anytime you needed me to do so I have lots of land plenty of leashes and space to go on walks, three friendly dogs. Can also go to the park up the road and let them run around in a fenced in area.

Sitter Profile Image: Stephanie A.
Verified Enhanced Background Check
Stephanie A.
from
$35
per day
20 years of experience
Gloucester, VA, 23061

About: Creator and owner of dauchshund to the Rescue.I've always had a passion for animals since I was a little girl.I'm currently going to school for veterinary medicine. My life revolves around taking care of animals while running the rescue so I am always home to take care of all of their needs. Each dog and cat is different, so it's on a case-by-case basis, I always like to observe their behavior and take care of them based on what they seem comfortable with.

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The median cost per day for doggy day care in Woods Crossroads is $30

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Sitters in Woods Crossroads average 5
repeat doggy day care clients

Doggy Day Care FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Woods Crossroads on Rover as of Feb 2026 was about $30 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Woods Crossroads doggy day care sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Feb 2026, 144 sitters provided doggy day care in Woods Crossroads. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 86% of Woods Crossroads sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Woods Crossroads have an average of 16 years of experience. Sitters offering doggy day care with repeat customers have an average of 5 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Woods Crossroads.

Woods Crossroads doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Woods Crossroads sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:

  • Puppies and high-energy dogs
  • Dogs with special needs, including seniors
  • Pet parents who work long hours
  • Dogs with separation anxiety

There are 144 sitters offering doggy day care in Woods Crossroads on Rover, so you’re sure to find the perfect match for your dog! In Woods Crossroads, 100% of sitters offer daily exercise, 95% offer medication administration, and 86% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your doggy day care sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.