Dog Boarding Wildwood

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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: Bertie & Lissette A.
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Bertie & Lissette A.
from
$50
per night
5.0 out of 5 stars
• 137 reviews
58 repeat clients
20 years of experience
Charlottesville, VA, 22911

“We had such a wonderful experience with our Bertie! They took care of our dog for two days and treated him like their own. From the moment we dropped her off, we felt completely at ease. They consistently kept us updated with videos and photos, which meant so much to us. Seeing Coco happy, comfortable, and well cared for made it easy to relax while we were away. Communication was excellent the entire time — quick responses, thoughtful updates, and genuine care. We’re so grateful for the love and attention they gave our pet and would absolutely book with them again. Highly recommend! 🐾”

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Dhvani T.
Sitter Profile Image: Svitlana F.
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Svitlana F.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 117 reviews
35 repeat clients
30 years of experience
Charlottesville, VA, 22901

“We are regulars with Svitlana- my dog loves her, and she's fantastic! I get great photos and videos and I know my dog is getting great exercise. Thank you!”

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Julia M.
Sitter Profile Image: Katina M.
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Katina M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 120 reviews
41 repeat clients
32 years of experience
Troy, VA, 22974

“Katina M. and crew are one of the nices, kindest, and most professional pet sitters and boarders I have ever had the pleasure of doing business with. I will be recommending her service to everyone I know and all over social media. You will have a hard time finding anyone more caring and considerate of your pets and you than Katina. Thank you so much and I know Gizmo will miss being over there.”

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P. M.
Sitter Profile Image: Ashley B.
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Ashley B.
from
$60
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Charlottesville, VA, 22901

“Ashley watched my Lexie, 5 and a half year old black lab, for 6 days. She provided me daily updates and photos of Lexi's activities to keep me informed that she was doing well. I highly recommend Ashley as a resource to care for your dog as well.”

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Scott S.
Sitter Profile Image: Cynthia W.
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Cynthia W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 53 reviews
20 repeat clients
40 years of experience
Ruckersville, VA, 22968

“Cynthia made sure my fairly anxious dog, Obi, was well cared for! This is the first time I’ve left him with someone he doesn’t know, so I was worried at first. But Cynthia kept me updated the whole time I was gone and her pictures and quick updates made me feel so much better about being away from Obi!”

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Kennedy H.
Sitter Profile Image: Ashley G.
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Ashley G.
from
$45
per night
4.9 out of 5 stars
• 27 reviews
9 repeat clients
33 years of experience
Earlysville, VA, 22936

“Ashley communicated so well. She texted photos and gave updates while my dog stayed with her. My dog was happy and well cared for. Thank you Ashley!”

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Neli R.
Sitter Profile Image: Anne G.
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Anne G.
from
$50
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
15 years of experience
Charlottesville, VA, 22901

“Anne took great care of our dog Hershey. He was very comfortable and happy at her house. We highly recommend Anne and look forward to using her again in the future”

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TobyJoy G.
Sitter Profile Image: Kathryn H.
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Kathryn H.
Star Sitter
from
$32
per night
5.0 out of 5 stars
• 35 reviews
21 repeat clients
20 years of experience
Stuarts Draft, VA, 24477

“Kathryn was fabulous! She was attentive to our pup, sent lots of pics of a very happy pooch and was quick responding to my texts! We will definitely be booking with her again!🤗”

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Susie B.
Sitter Profile Image: Izzy B.
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Izzy B.
from
$75
per night
5.0 out of 5 stars
• 13 reviews
4 repeat clients
7 years of experience
Blue Ridge-Rugby Ave, Charlottesville, VA, 22903

“Izzy was awesome! She was great at communication and took good care of our River. She was flexible and kind when flights were delayed an entire day. She watched River an extra night and even dropped him off for us. I highly recommend her!”

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Mary E.
Sitter Profile Image: Emil F.
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Emil F.
from
$29
per night
4.7 out of 5 stars
• 66 reviews
29 repeat clients
10 years of experience
Charlottesville, VA, 22901

“Emil was very flexible and accommodating over the holidays and kept Chewie happy and active. Sent pics every now and then. Would totally recommend and hope he will be available for Chewie in the future! 😊☺️”

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Joshua T.
Sitter Profile Image: Cory P.
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Cory P.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 111 reviews
21 repeat clients
30 years of experience
Crozet, VA, 22932

“Cory responded to my frantic request for a sitter after a last minute cancellation. He and his family took really good care of my dog, Rain, sending pictures and updates. I highly recommend them. Very reliable”

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Despina L.
Sitter Profile Image: Michelle T.
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Michelle T.
from
$38
per night
5.0 out of 5 stars
• 15 reviews
2 repeat clients
30 years of experience
Bremo Bluff, VA, 23022

“Michelle did an amazing job with my baby Maverick! Communication and updates were timely and appreciated! Would definitely recommend and use her again!”

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Ed L.
Sitter Profile Image: Alice B.
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Alice B.
from
$31
per night
5.0 out of 5 stars
• 27 reviews
11 repeat clients
2 years of experience
Locust Grove, Charlottesville, VA, 22901

About: I've been taking care of animals of all kinds since I was 12! I started volunteering early with a local humane society and have been active in rescues ever since. I have also fostered dogs from two months-10 years old, including medical fosters, so I'm comfortable giving pets medicine if need be. I currently work at UVA in their communications office, where I have a lot of flexibility, especially on Thursdays and Fridays when I work remotely. I'm available most weekends and many holidays! I live in a shared house with a unfenced backyard and a couple of roommates, both of whom love dogs! There's a trail near me that I enjoy walking dogs on if they are OK with other people/dogs. Otherwise, I take dogs on walks once or twice daily.

Sitter Profile Image: Paige K.
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Paige K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 22 reviews
5 repeat clients
15 years of experience
Barboursville, VA, 22923

“Paige took excellent care of my dog, Maggie, for over two weeks. She provided daily updates, photos, and videos, which gave me great peace of mind while traveling. Paige was also very helpful and flexible with scheduling, and she kindly accommodated an extension when I requested one. Maggie was treated like one of her own and had an absolute blast with Paige and her puppies. Thank you so much, Paige!”

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Suwei W.
Sitter Profile Image: Tyler W.
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Tyler W.
from
$70
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
3 years of experience
Keswick, VA, 22947

“We cannot express enough how thankful we are to Tyler for watching our fur baby the weekend of our wedding in Charlottesville! He was super attentive and stayed in communication with us throughout the weekend, constantly providing us with updates and pictures. During a weekend with a lot of moving parts, we knew our dog was safe, and loving life with Tyler. Cannot recommend enough and will definitely rebook the next time we’re in Charlottesville ☺️❤️”

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Hannah B.
Sitter Profile Image: Lindsay M.
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Lindsay M.
from
$40
per night
5.0 out of 5 stars
• 6 reviews
20 years of experience
Waynesboro, VA, 22980

“10/10 would absolutely book with her again! she was so prompt and responsive leading up to ollie’s stay, and she was incredibly accommodating. as soon as i arrived, she immediately made me feel like ollie was in good hands, which gave me so much peace of mind. he had such a fun time staying with her and even got to see goats, which was definitely a highlight! i really appreciated how caring and attentive she was with him.🩷”

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Mallory M.
Sitter Profile Image: Ashley C.
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Ashley C.
from
$80
per night
5.0 out of 5 stars
• 83 reviews
19 repeat clients
15 years of experience
Fry Springs, Charlottesville, VA, 22903

“Ashley was super accommodating with shadow. He’s got some pretty bad separation anxiety and ashley was super helpful. Would definitely repeat business !”

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Austin L.
Sitter Profile Image: Nikki M.
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Nikki M.
from
$55
per night
5.0 out of 5 stars
• 3 reviews
10 years of experience
Barboursville, VA, 22923

“Nikki and her family were phenomenal with my dogs! I still can’t believe they ate so well while they were there! Usually they won’t eat when we are gone! Thank you so much to Nikki!”

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Marla M.
Sitter Profile Image: Alexis S.
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Alexis S.
from
$50
per night
5.0 out of 5 stars
• 1 review
18 years of experience
Scottsville, VA, 24590

About: I’ve taken care of pretty much all kinds of animals in my life! Dogs, cats, hamsters, fish, chickens… I’m a current dog mom to 4 pups. One of which is a cancer dog, so I’m very familiar with giving medication if need be. We also have a 1 year old puppy + are very refreshed on puppy life! I love any + all animals— they’re my “people”. I currently work mornings- 2pm ish Monday Tuesday and Friday so can come for afternoon walks/visits! I’m available Monday thru Friday. Available some weekends with prior notice if is suits. I have plenty of dog leash walking experience + can keep my eye on your pups! We love to host dogs in our home as it gives us the little bit of love to go around without the need of getting more of our own.

Sitter Profile Image: Reyna B.
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Reyna B.
from
$50
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
12 years of experience
Waynesboro, VA, 22980

“Reyna is such a great host, she really made it feel like a home away from home for my sweet girl! She sent updates consistently, and I even got a puppy report card letting me know how my pup did during her stay (A+!!) I would very much recommend booking with Reyna, as she will fulfill all of your pups needs to a T!!! Thank you Reyna!!”

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Lillian B.
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Dog parents share their Rover experiences - Wildwood

1 / 1
5.0 out of 5 stars

Cody had such a wonderful stay! They were incredibly sweet and attentive to him, and I could tell he was really loved and well cared for. They were flexible with pickup, communicated well throughout his stay, and sent adorable pictures that made me so happy to see. When Cody ran out of food, they let me know right away so I could get it taken care of. He got lots of cuddles and attention, and honestly, I don’t think he even wanted to leave! He came home happy and relaxed, which is everything I could ask for. I’d absolutely trust them with Cody again and highly recommend them!

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Emily S.
Boarding
5.0 out of 5 stars

Always such a peace of mind to leave my dog with Bertie and Lissette, he's made himself right at home! Excited to get there every time. I get updates about how he's doing and never have to worry while I'm away.

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Jamala M.
Boarding
5.0 out of 5 stars

Jenny took great of our pup! Each day she sent photos and videos to keep us updated on his status. She was easy to schedule with and great at communicating. Would absolutely recommend her to others with a high energy pup :)

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Liz Y.
Boarding
5.0 out of 5 stars

Bodhi stayed with Svitlana today for the first time, and he seemed relaxed and happy when I picked him up--so that is a very positive sign. She took him for a lovely walk and sent pictures. I definitely will have him stay with her again.

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Jan N.
Boarding
5.0 out of 5 stars

Hudson was in great care with Julie! I feel very comfortable knowing that he’s home with her family.

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Cait M.
Boarding
5.0 out of 5 stars

Caroline is great and takes terrific care of our pup! We always appreciate the updates and pictures! We highly recommend her!

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Alex M.
Boarding
5.0 out of 5 stars

Absolutely fantastic experience. She really took into consideration my dog's personality and what my dog would need during the weekend. She provided me with consistent updates and photos and when I came to get my dog she was excited to see me but not anxious to leave. It honestly could not have been any better.

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Marie B.
Boarding
5.0 out of 5 stars

Kate and Tyler were SO attentive, communicative, and caring for Jasper. They have a huge yard where he could run like crazy, fun toys, and walking trails nearby where he got to experience all the sniffs. He and Penny got along well together. Kate’s and Tyler’s house is clean and tidy, and they have great energy. I am so grateful to have found them for caring for my hound, Jasper! Thanks, guys!!🙏

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Suzanne D.
Boarding
5.0 out of 5 stars

This was our first time using rover and Paula made us feel reassured our pup was taken care of! She’s so organized and helped us understand the process. Thank you so much for your help!

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Molly E F.
Boarding
5.0 out of 5 stars

Ashley watched my Lexie, 5 and a half year old black lab, for 6 days. She provided me daily updates and photos of Lexi's activities to keep me informed that she was doing well. I highly recommend Ashley as a resource to care for your dog as well.

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Scott S.
Boarding
5.0 out of 5 stars

Jayden was great and our dog seemed to have a great time! We were quite comfortable leaving him with Jayden despite never having met him before. Jayden was very communicative and very flexible which we very much appreciated.

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Sarah D.
Boarding
5.0 out of 5 stars

Vannessa and Will did an amazing job with our blue heeler! He got lots of attention, time outside, and plenty of play with their two dogs, Hank and Bennett. It was a perfect stay for him - thank you so much!

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Aaron C.
Boarding
5.0 out of 5 stars

Alice was very sweet with our dog and accommodating with us as we had to move our time by an hour. That was very helpful for our overall trip. We hope to use her in the future as she is everything we need in a senior pet sitter.

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Sharon W.
Boarding
5.0 out of 5 stars

Rebecca is the best! Our dog lives all the play time with other dogs she gets in Rebecca’s large yard. We know our dog is super well cared for while she is with Rebecca! Highly recommend!

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Price W.
Boarding
5.0 out of 5 stars

Keri took excellent care of my dog Gus! She took such great attention to his needs! Gus immediately felt comfortable around her!

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Abigail S.
Boarding
5.0 out of 5 stars

Izzy took great care of our dog and sent us pics and videos to check in with us every day. Oakley had lots of fun with Bourbon and Scotch. Would book again if needed!

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Olivia B.
Boarding
5.0 out of 5 stars

Abby took wonderful care of my dog, Eddie, for almost a full week while we were away. She took him on walks, and even a hike! She was very communicative with updates and pictures daily. I will definitely contact her again!

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Stephanie B.
Boarding
5.0 out of 5 stars

Kelley was wonderful with Zeke, and sent pictures frequently. Zeke and her dog got along well, and it was so good to know he was being so well cared for. I will ask Kelley to sit in the future and would recommend her to anyone.

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Merta P.
Boarding
5.0 out of 5 stars

Madison is the best! Our pup is always so happy to stay with her sweet family. She sends tons of updates and pictures daily, and is very comfortable managing meds and somewhat anxious pups. Highly recommend!

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Vivian R.
Boarding
5.0 out of 5 stars

Nana is great with Mo! Nana communicates well, and he was flexible with my trip schedule. This is my second time boarding Mo with Nana and will book for other needs in the future.

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Kellie C.
Boarding
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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How to book dog boarding

  1. 1. Search

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FAQs for Dog Boarding - Wildwood

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 Wildwood 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 Wildwood.

<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 Wildwood 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.

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