Dog Boarding Penneys Crossroad
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Penneys Crossroad, 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.
“Our special needs senior dog is our child. He sleeps with us, sits beside us (or on top of us) on the couch, and is our first consideration when we're making any plans, even as simple as leaving him to go to the grocery store. We haven't left him with anyone outside of our home besides family in his 11 years! I came across Stephen's profile on Rover, though, and instantly felt like something was different. From our first communication, I was totally at ease. Leaving Winston with a stranger in their home was going to be okay- I just knew it in my bones. Now post- initial stay, I can absolutely say that Stephen and his family are simply, unequivocally the BEST. I received updates, photos, and videos throughout the day- he was on their couch, in their laps, wrapped life a burrito in blankets 😂, getting his treatment, giving complete "content dog" vibes. There was not a single doubt in my mind that he was loved there. If you're at all nervous about leaving your fur baby- this is the place. They are WONDERFUL. I'm reluctant to share this information, actually, because I don't want Stephen to ever not be available, but I also want others who worry about leaving their dogs as much as we do to experience the level of ease we felt. Fortunately he had availability for our next planned trip, and I've already rebooked.”


“I couldn’t be more pleased with Amber’s care for my dog over the weekend! She was incredibly attentive and provided me with frequent updates, which gave me peace of mind while I was away. Amber made sure my dog was comfortable, happy, and well taken care of, and it was clear she genuinely cares about animals. I highly recommend her to anyone in need of a trustworthy and responsible dog sitter. Thank you, Amber, for going above and beyond!”

“Petey had a wonderful time and I am happy to have Jeanette look after him whenever we travel. She provided pictures of Petey during his stay and was waiting for us on her front porch. He made new puppy friends, met a little boy who loves him and now has new friends.”

“I am extremely grateful that my baby Max was taken in at last minute. He was a little sad to leave so I know he had fun with all his other new friends at Denise’s. Will book again when needed.”

“Meredith is an angel with our sweet pup! She kept him for the duration of our cruise, and updated us with several pictures and a video. She was able to cater to our specific feeding needs, as well as administering medication. We are so lucky to have a puppysitter that treats him with such love and care.”

“I was little unease at first but Mr. Praveen help me to feel comfortable with his interaction with me through photos. I’m was able to enjoy my event knowing that Judah was in good company. I will definitely use Mr. Praveen again.”

“Nathan is a professional. Will definitely be back. He has excellent communication, booking was easy and he was so flexible for us. I couldn’t be happier. He even gave our pup a bath and gave medicine. Such a positive experience! Thank you Nathan!”

“Ingrid was amazing! I took a chance in contacting her for a last minute sit for our fur baby and she was very accommodating! Received updates and pictures and our fur baby was so comfortable. So glad that Ingrid’s kids loved our baby and were especially helpful in her care too! Warm loving home for your fur babies? Definitely will reach out again.”

“Kelsi was so awesome! We needed to modify the schedule a little and she was flexible. Kelsi sent pictures everyday which is important to us. Most importantly, our little guy was happy and calm when he got back home:). Will definitely reach out to Kelsi again!!”

“Charlotte took great care of our dog and sent lots of pictures, which we loved! We know our dog was cared for, and we look forward to having Rosie stay with her again while we’re away on an upcoming vacation!”


“Jordan and his family was amazing with Monty. He was very quick in his responses with continous updates while taking care of my dog. His home provided the perfect space for Monty to roam and be free. Will definitely use again.”

“Edith is nothing short of absolutely amazing! We had a very last-minute situation with me going out of town for work and my husband tied up with commitments he couldn’t miss. We signed up for Rover and immediately matched with Edith. Not only was she able to accommodate our last-minute boarding and sitting request, but she went above and beyond. We received the sweetest pictures and videos of our puppy, Rosie, which warmed our hearts and gave us peace of mind. With how busy my work has been the last few months, I’m only just now able to sit down and truly thank her for ALL she did—including keeping us consistently updated on how Rosie was doing. On top of that, we faced another unexpected challenge during the stay, and Edith once again came to the rescue. Our family is forever grateful that our paths crossed with hers, and we will be using Edith for ALL of our puppy’s needs moving forward. Amazing care, Edith—thank you!”

“I recently had the pleasure of using Christopher for 4.5 days, and I couldn’t be more impressed with the level of care and professionalism. From the moment I dropped Titus off, I felt at ease knowing he was in capable hands. Overall, I highly recommend Christopher to any pet owner looking for trustworthy, compassionate, and reliable dog care. We’re grateful for the wonderful care Titus received and will definitely book again.”

“This was my second time booking with Matisa, and once again she did an amazing job caring for my dog! She was communicative throughout the stay and sent regular updates and photos, which gave me so much peace of mind while I was away. My dog came home happy and well cared for, and it was obvious she was in good hands. It’s clear that Matisa genuinely cares about the pets she watches, and I always feel confident leaving my dog with her. I would absolutely book with her again and highly recommend her to anyone looking for a reliable, caring, and trustworthy sitter!”

“Communication was fast and my dogs loved staying with Crystal! She sent photos and updates and answered any questions I had. I loved that she was willing to meet the dogs beforehand to see if they’d be ok with staying with her. I’ll definitely use her again when we go out of town.”

“Marah and her husband were great caretakers for our 8 month old puppy. She sent lots of pictures while we were on our vacation. I would highly recommend Marah to anyone!”

“We found ourselves in a pinch and needed a pet sitter for a few days. Amanda was great in responding and setting up a meet and greet with her pups beforehand. I truly felt comfortable leaving our girl Relic with her and she had an awesome time. I would definitely use Amanda again in the future.”

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. Search
Browse profiles of sitters near you who offer dog boarding.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog boarding - Penneys Crossroad
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Penneys Crossroad
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 Penneys Crossroad home-away-from-home, 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 Penneys Crossroad.
<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 Penneys Crossroad 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 , 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 .
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.



