Dog Boarding Gwynn

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Gwynn, 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.

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Sitter Profile Image: Lynn P.
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Lynn P.
from
$55
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
35 years of experience
Deltaville, VA, 23043

“I knew Cojo was in the best hands from the start! Lynn went above and beyond what I expected and I never was worried once. I was sent updates daily + knew my boy was being spoiled with great care and attention. Thank you for all that you did, we appreciate you so much! ❤️”

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Christina O.
Sitter Profile Image: Crystal J.
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Crystal J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 65 reviews
16 repeat clients
15 years of experience
Newport News, VA, 23603

“⭐️⭐️⭐️⭐️⭐️ Mrs. Crystal is truly a blessing! The peace of mind we have when Jaxon is in her care is priceless. She communicates well and treats him with such genuine love and attention. He always comes home happy and relaxed, it truly feels like his home away from home.”

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Sherdell M.
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: 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: 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.
Sitter Profile Image: Melissa S.
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Melissa S.
from
$35
per night
5.0 out of 5 stars
• 18 reviews
17 repeat clients
9 years of experience
Yorktown, VA, 23693

“Melissa was great ! All paws up here. She truly went above and beyond; she sent us daily updates on our Fancy (pictures and descriptions of her day) so we always knew how she was doing. Will definitely be booking with her again for our next vacation.”

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Ana H.
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

“Hillary and her crew took great care of my two dogs. I could tell that they were treated as members of their family. She left me with regular updates so I could relax and enjoy my time away. I will definitely be a repeat customer.”

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Timothy C.
Sitter Profile Image: Jessica L.
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Jessica L.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
20 years of experience
Foxhill, HAMPTON, VA, 23669

“Jessica was very helpful wirh Blake. She kept me abreast on how well Blake was adjusting, by sending pictures almost daily. I will definitely use her again.”

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Sheilah B.
Sitter Profile Image: Lora A.
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Lora A.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 58 reviews
28 repeat clients
10 years of experience
Poquoson, VA, 23662

“Lora is amazing! This is our second time booking with her. We felt so comfortable knowing our pup was in good hands. She made sure our high energy and needy dog got plenty of energy and attention, and She updated us daily with pictures! Great communication and very friendly. Would 100% book with her again!”

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Sofia P.
Sitter Profile Image: Suzanne V.
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Suzanne V.
from
$34
per night
5.0 out of 5 stars
• 13 reviews
2 repeat clients
20 years of experience
Yorktown, VA, 23692

“Suzanne was incredibly flexible with scheduling on short notice and took great care of Juno! She sent multiple photos and messages of Juno with her cats and I would definitely choose Suzanne again if I need a sitter.”

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Sourish V.
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

“Kristy is the most thoughtful and caring sitter! Tug just loves to go spend time with her and her family! Kristy goes above and beyond to care for our baby!”

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Jeanette P.
Sitter Profile Image: Sarah D.
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Sarah D.
from
$45
per night
5.0 out of 5 stars
• 79 reviews
27 repeat clients
15 years of experience
Seaford, VA, 23696

“Sarah was amazing!!!! Not only is she a total sweetheart, she took such good care of our fur baby! You can just tell she treated him like he was her own during our time away. She sent us updates and photos, and was overall a great communicator. She went above and beyond, and even provided a goodie bag for him as a parting gift. We'd definitely have her take care our little guy again in a heartbeat, and highly recommend her to anyone!”

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Jeniece L.
Sitter Profile Image: Issa P.
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Issa P.
from
$30
per night
35 years of experience
Williamsburg, VA, 23185

About: I’ve been caring for dogs and cats since I was about 10 years old, and my love for animals has only grown stronger over the years! From pet sitting for family and friends to caring for furry companions of all sizes, ages, and personalities, I’ve always had a special connection with animals. Whether it’s walks, playtime, feeding, companionship, or plenty of cuddles, I provide patient, attentive, and loving care. My goal is to make every pet feel happy, safe, and comfortable while giving their owners peace of mind. Every pet deserves to feel loved, and I’m always happy to provide a little extra spoiling! I have a very flexible schedule and work primarily from home, which allows me to dedicate plenty of time, attention, and care to your furry family members! I’m available throughout the week, including weekdays and weekends, and I’m happy to accommodate a variety of schedules and routines. Whether your pet needs a midday walk, playtime, companionship, or a little extra love and attention, I enjoy working with pet parents to create a schedule that fits their needs. My goal is to provide dependable, personalized care while giving you peace of mind knowing your pet is in loving hands! 🐾 Your pet’s safety, comfort, and happiness are always my top priorities! I live in a welcoming, pet-friendly townhome with plenty of indoor space for your furry friend to relax, play, and feel right at home. My community features beautiful, spacious walking paths, perfect for regular walks, fresh air, and exercise. Pets are welcome to enjoy my home rather than being confined to one area, and crating is available if that’s part of their normal routine or their owner’s preference. I believe in maintaining consistency, so I carefully follow each pet’s feeding schedules, walking routines, and individual care instructions. With my flexible schedule, I’m able to provide plenty of attention, companionship, and supervision. Whether caring for your pet in my home or yours, my goal is to create a safe, loving, and stress-free environment where your pet feels comfortable and you feel confident they’re in good hands! 🐾

Sitter Profile Image: Shania L.
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Shania L.
from
$41
per night
5.0 out of 5 stars
• 18 reviews
2 repeat clients
15 years of experience
Williamsburg, VA, 23185

“Having NEVER left my puppies before, I was hesitant and nervous to do so. Shania eased my concerns from the very beginning. I was literally in contact with her multiple times before my puppies were even in her care. I'm happy to say, ALL WENT WELL!!! I highly recommend Shania and can't wait to use her services again.”

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Que P.
Sitter Profile Image: Joseph P.
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Joseph P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 27 reviews
5 repeat clients
40 years of experience
Newport News, VA, 23602

“Joseph took wonderful care of our dog Mattie. He sent us pictures and kept us updated throughout and was also very flexible when we needed to add an extra day unexpectedly. Highly recommend!”

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Taylor M.
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

“Apollo loved his stay with Anna, we went out of town and she watched Apollo at her home for 4 nights, he didn’t want to leave when we picked him up, he had so much fun with her dogs and her. Will definitely book again !”

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Faith W.
Sitter Profile Image: Jessica S.
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Jessica S.
from
$45
per night
5.0 out of 5 stars
• 3 reviews
6 repeat clients
25 years of experience
Magruder Area, Hampton, VA, 23666

“Jessica was amazing! She did a wonderful job taking care of my dog Flash and easing my anxiety about leaving him. I hope to use her services again.”

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Jonnae G.
Sitter Profile Image: jessie l.
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jessie l.
from
$30
per night
4.9 out of 5 stars
• 11 reviews
5 repeat clients
7 years of experience
Gloucester, VA, 23072

“Jessie took great care of Leo ? He came home happy and healthy boy. He got along with her leo really well. She sent us regular updates and pictures. Thank you so much Jessie ?”

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Priya V.
Sitter Profile Image: Hilary H.
Verified Background Check
Hilary H.
from
$35
per night
5.0 out of 5 stars
• 6 reviews
30 years of experience
Williamsburg, VA, 23188

“Hilary was absolutely amazing! Not only did she treat my baby girl like family, but she also sent me multiple updates and pictures throughout her stay. I will definitely be using Hilary for future stays! Thank you Hilary for loving my girl and making my time away from her a little easier!”

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Patricia A.
Sitter Profile Image: Magie B.
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Magie B.
from
$25
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
10 years of experience
Langley Air Force Base, Hampton, VA, 23665

“Magie took such good care of our girl, Oreo, while we were on vacation. She was attentive the whole time and kept us updated with pictures, which I really appreciated. It was obvious Oreo felt more than comfortable with her and her family she looked right at home. I’m genuinely grateful for the way they treated her. We’ll definitely book with Magie again.”

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Lexy M.
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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.

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FAQs for Dog Boarding - Gwynn

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 Gwynn 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 Gwynn.

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 Gwynn 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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