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

Baileys 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.
“Our dog stayed with Donna for nine days and she was fantastic! He warmed to her quickly and she was very loving with him. She also sent daily updates with photos, which we really appreciated as we were abroad and missed our dog very much. We would definitely use Donna again!”

“Tehani was great! She was kind, easy to communicate with, and sent me plenty of updates throughout my pups’ stay. They both came back to me happy and healthy. I would definitely use Tehani again and would recommend her to anyone else.”

“Lauren and her pup Bentley were great hosts for Lincoln! This was our first stay with Lauren, and right from the initial meet and greet, she made us feel comfortable. Lauren made sure Lincoln settled in and sent us lots of photos and videos throughout. We knew Lincoln was well taken care of.”


“Aisha was so amazing in taking care of our high energy doggo for a whole week while we were away for our wedding!! I received updates and photos every day. I was nervous at first because this was our first time using Rover or going away without our doggo, but Aisha made me feel confident and comfortable in her abilities to take care of our boy the very first hour she had him! He had a blast playing at the dog park, got to go on long walks, and made a new doggo friend with her dog. I HIGHLY recommend Aisha to anyone and will definitely be booking her again in the future (if she'll have our silly pup again!) If I could give her 10 stars, I would! She was amazing!”

“I’ve been dragging my feet on leaving this review for one reason alone: I want to keep Elizabeth to myself! She is the best sitter I’ve been able to find on this app, and she is great at communicating both prior to a booking and during as well. My dog comes back happy and tired every time he stays with her and is always so excited to go back to her house. I trust her with my dog every time!”

“Vincent was wonderful! Asked all the right questions and was dedicated about learning about our dog’s routine and personality. He sent daily updates which made my wife and I feel so much better an easier about being away from our pup. When we picked up Simba, he was relaxed and happy. I will definitely book Vincent again when we travel and highly recommend him.”

“I recently used Brogan to care for my dog while I was away on short notice, and I couldn’t be happier with the service. From the very first message, communication was clear, friendly, and reassuring. She asked thoughtful questions about my dog’s routine, personality, and any special needs, which immediately put me at ease.”

“Zeta is our beloved 9yr old, 7lb havanese dog who never does well when we travel, until now. Sophie, her dog Love, and their family took wonderful care of zeta, sending us multiple photos a day. We are so happy to have found Sophie.”


“Kayla and Adam were wonderful hosts for our little Bonnie! This was Bonnie’s first time staying anywhere without us, but Kayla and Adam obviously love dogs and were simply great with her. Kayla sent reports with pictures several times a day, putting our minds at ease. And the fact that our dog, a very nervous and picky eater, was relaxed enough to eat on her first day told us very clearly that she was doing fine and felt at home with Kayla and her family. Thank you Kayla and Adam - we’ll be back!!”

“Jennifer and Louis are FANTASTIC. They are Dolly's home away from home. I feel 100% at ease with Dolly in Jennifer's 24 hour care. Dolly has stayed with Jennifer before - and just now for 2 weeks and I will fly up from Florida for Dolly to stay with Jennifer and Louis when my family and I travel Internationally in October. Jennifer communicates, send pictures and keeps us informed. We love Jennifer and Dolly is always happy to see her and Louis.”

“I highly recommend Karen! My dog Minnie stayed at Karen's great place recently for 5 nights. I was a little nervous. I recently lost my other (older) dog so this was Minnie's first time boarding alone. I had no need to be worried. Karen gave her tons of walks, playtime & love. Minnie had a great time. I couldn't have been happier.”

“Rae was absolutely great to work with when we had to take a trip shortly after adopting our pup, Moxie. It was clear from the meet and greet that she knows dogs well, and even though Moxie is still being trained on some things, Rae was great by giving us additional tips and tricks that we can use going forward and worked very well with her. Moxie had a great time playing with Rae's pups as well so it was great that she got some additional socializing too! We would recommend Rae and will be repeat customers”

“Russ and family took great care of our 13 year-old Goldendoodle for nine nights. Copper has a few health issues, and is on several medications that he takes four times per day. Russ ensured that Copper got all his meds and kept track on a chart we provided. He also sent photos daily showing Copper doing well which gave us great comfort while we were away on vacation. Russ and family are clearly dog lovers, and I would definitely recommend them and would use them again.”

“Michelle was amazing!! We had a family emergency where we needed a dog sitter ASAP. Michelle was very responsive and promptly accepted our request with open arms with no hesitation. Michelle and family were very welcoming! During our doggo’s stay, Michelle updated me constantly with adorable pictures and videos of the ample play and generous green space that Blaze enjoyed at Michelle’s property!! Blaze made plenty of friends and had a blast. Thank you Michelle and family!”

“Behice was absolute amazing with my fur baby Scotty! She was super flexible when I needed to change my pickup time and sent daily photo and video updates. Scotty loved her so much he didn’t want to leave :). Very highly recommend”

“Freddy had a wonderful time at his stay, he loved all the attention and fun adventures. Tia and Mario took great care of him, to include giving Freddy the medication he was prescribed right before his stay.”

“As always Melanie, Greg and their kids did a fantastic job taking care of our pups. They always come home happy and exhausted. They will continue to be our go-to Rover sitters!”

“Highly recommend! John took such good care of our dog Bandit while we were away. Even with the cold temperatures I knew he was taken out for walks multiple times and dressed accordingly. John updated me daily with photos and information about Bandits day. I knew he was spoiled and loved on the entire 9 days we were away. I also appreciated the fact that Bandit had company all day, everyday.”

“Erin watched Kiwi and Belsh for a couple of days and they had a great time! Erin was super communicative, sending pictures and updates, and was flexible with timing on pick up and drop off. We would use her again in the future!”

Dog parents share their Rover experiences - Baileys Crossroads
Vivian did a great job taking care of our 2 pups for 2 weeks! She was very flexible and accommodating when we had slight changes to our travel plans. She sent some photos throughout the 2 weeks which was appreciated! I would recommend Vivian to others and use her again!

Such a lovely family! My pups seem to really love their "vacations" and play time with Jennifer & Joel's dogs. I really appreciate their patience with my dogs over excitement at pick up. The daily picture updates are great and show that my pups are well loved in their home. Thank you!

Lauren and her pup Bentley were great hosts for Lincoln! This was our first stay with Lauren, and right from the initial meet and greet, she made us feel comfortable. Lauren made sure Lincoln settled in and sent us lots of photos and videos throughout. We knew Lincoln was well taken care of.

We had a phenomenal experience with Catherine as a caretaker for our dog, Sadie. She went way above and beyond in making sure Sadie was loved and comfortable. She also took lots of photos and was very communicative through Sadie’s stay. We will be hiring Catherine again the next time we need a pet sitter!

My pup had a great time with Tori. I really appreciated how communicative Tori was, and she offered a meet and greet before booking which put my mind at ease, especially because my dog is reactive to other dogs. My only super minor constructive suggestion would be to send owners more photos of their pups. Tori sent a couple, but there’s no such thing as too many! I would recommend her services.
We were in a pinch and Denise and Mauricio had a booking fall through, and we’re so happy it worked out! Denise and Mauricio (and their wonderful kids) took such great care of Jack, and we never worried about a thing. They sent lots of updates and were flexible on both drop off and pickup. Their home was perfect for our Boston Terrier, and they were cognizant of all of his quirks. We really loved having them watch our dog Jack and know he looks forward to his next staycation with this fantastic family and their lovely home.
Carmen was, without question, the best dog sitter I could have asked for! My old pup can be quite the grumpy little guy, but she treated him with so much patience, kindness, and genuine affection. She took him on walks, sent wonderful pictures, and accompanied each update with beautifully written notes that made me smile every time. It was clear she wasn’t just looking after him, she genuinely cared about him. Finding someone you can trust with an aging, sometimes difficult dog means the world, and Carmen went above and beyond in every way. I couldn’t recommend her more highly, and I would absolutely trust her with my pup again!
Writing I can’t say enough good things about Brogan! I found her on Rover and had never met her before, so leaving my pup with someone new felt like a big step. From the start, Brogan put me at ease by sending numerous updates throughout the weekend, which I really appreciated. When I picked up my pup, she was excited to see me, of course, but the sweetest moment was watching her as Brogan walked away. I could tell my pup had grown attached to Brogan, too, and that she loved her! Seeing that genuine connection meant more to me than words can say. It was clear that Brogan hadn’t just watched my dog—she had made her feel safe, happy, and loved. Brogan was wonderful about keeping me informed and gave me complete peace of mind while I was away. I’m so glad I found her, and I would absolutely trust her with my pup again. If you’re looking for someone who will treat your dog with genuine care and affection, I highly recommend Brogan!

Im so glad I found Cristina! I had to travel internationally, and booked with Cristina pretty last minute. When I dropped my nervous pup Raven off with her, Cristina had her comfortable and walking alongside her in less than 5 minutes. I felt comfortable that I had found the right person. While I was abroad, Cristina communicated frequently, sending lots of pics and videos of my sweet girl, which made me smile. I would def book with Cristina again!

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 - Baileys Crossroads
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Baileys 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 Baileys Crossroads 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 Baileys Crossroads.
<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 Baileys 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 , 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.













