Dog Boarding Gloucester Courthouse

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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: Amanda & Scott D.
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Amanda & Scott D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 154 reviews
51 repeat clients
20 years of experience
Williamsburg, VA, 23188

“My golden retriever Oakley always has the best time! Amanda & Scott send lots of updates and it feels like Oakley is part of the family during his visits.”

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Heather D.
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

“Ms. Crystal was so kind, loving and patient with our tiny 3 month old Teddy! Puppies require a lot of love and attention as they are like sponges soaking everything in at a fast pace. They are also a lot more work than a trained adult dog. Ms. Crystal treated Teddy like her very own “grand dog”. She sent pictures and videos throughout the weekend to give us a glimpse of their day and to reassure us he was doing very well. I’m a meticulous person and she followed all of teddy’s care instructions. She even provided us with tips as new puppy parents. He was calm and relaxed when we picked him up and Ms Crystal even gave him a new toy that he loves! We are so happy we found her! We look forward to booking her first years to come!”

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Rasheeda P.
Sitter Profile Image: Tara M.
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Tara M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 20 reviews
8 repeat clients
40 years of experience
Gloucester, VA, 23061

“This was Pitch's first stay with anyone he did not already know (he is almost 10!) and Tara was FANTASTIC! We are so thankful for how well she cared for him! We have already committed to her watching him again.”

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Steve-Maria P.
Sitter Profile Image: Paul & Terri Z.
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Paul & Terri Z.
Star Sitter
from
$36
per night
5.0 out of 5 stars
• 34 reviews
12 repeat clients
30 years of experience
Williamsburg, VA, 23185

“Paul and Terri took great care of our beagle. Good communications and pictures to show that see was right at home the entire stay. Thank you.”

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Michael R.
Sitter Profile Image: Jared L.
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Jared L.
Star Sitter
from
$48
per night
5.0 out of 5 stars
• 80 reviews
25 repeat clients
25 years of experience
Williamsburg, VA, 23188

“We boarded our cockapoo with Jared for 6 nights. Our dog loves people and is very interactive and playful, with high energy, so we wanted a sitter who would be good with him. Jared turned out to be a good match. He was easy going and attentive to Griffin’s needs. Jared communicated with us well and sent pictures of Griffin almost daily to let us know how he was doing. We would highly recommend Jared and will book another stay for Griffin in the future.”

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William C.
Sitter Profile Image: Savannah H.
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Savannah H.
from
$45
per night
5.0 out of 5 stars
• 36 reviews
8 repeat clients
20 years of experience
Toano, VA, 23168

“Savannah was absolutely amazing with my dog. She was very responsive and sent me daily photos and texts to let me know how my fur baby was doing. Her farm is perfect for dogs and she took them on walks around the walking paths.”

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Shealyn A.
Sitter Profile Image: Rodney M.
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Rodney M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 73 reviews
19 repeat clients
2 years of experience
Newport News, VA, 23601

“⭐⭐⭐⭐⭐ Fantastic Pet Sitter! Rodney did an absolutely fantastic job taking care of our baby, Lucille! He sent us daily updates and pictures and stayed in constant communication, which gave us tremendous peace of mind. We were especially impressed by how quickly he bonded with our four-legged fur baby and how well he cared for her. We couldn't recommend Rodney more highly and will absolutely use him again. Thank you, Rodney!”

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Scott M.
Sitter Profile Image: Monica P.
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Monica P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 46 reviews
19 repeat clients
20 years of experience
Yorktown, VA, 23692

“Monica and her family were fantastic! Their backyard is amazing! Our dog loved playing with their dogs and was fascinated with their other pets. Monica was great about sending updates and pictures throughout the week. Our dog couldn’t have been happier. We would definitely leave our dog with Monica and her family if we are in the Hampton Roads area again.”

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Sarah H.
Sitter Profile Image: Emily H.
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Emily H.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 36 reviews
13 repeat clients
8 years of experience
Northampton, Hampton, VA, 23666

“Emily was amazing with my cat Juno! She was flexible with scheduling and helped me get Juno into her kennel (easier said than done). Emily also made sure Juno was well fed and gave me an update on how she did during her stay. As a new cat dad, I really appreciated how friendly Emily was!”

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Sourish V.
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

“Our Dixie had a wonderful stay with Shania and her family. We were sent pictures and updates during Dixie’s stay. She was well taken care of and we will definitely be planning another stay with Shania.”

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Christine D.
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

“Best part about my pup's stay with Suzanne: She let Jackson be Jackson. He was able to just lounge around her house or wander around her yard as he pleased. And he got lots of snuggles. :-)”

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Paul S.
Sitter Profile Image: Robin & Kyle B.
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Robin & Kyle B.
from
$50
per night
5.0 out of 5 stars
• 8 reviews
10 years of experience
Williamsburg, VA, 23185

“Robin and Kyle (and their toddler) loved on Pixie and made her feel relaxed and comforted. I got a few pictures of Pixie sitting on a lap and even one of her sleeping beside their own dog. So the environment must have been calm and positive for all those things to happen. Strongly recommend.”

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Margaret K.
Sitter Profile Image: Ellie G.
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Ellie G.
from
$60
per night
5.0 out of 5 stars
• 31 reviews
9 repeat clients
20 years of experience
Locust Hill, VA, 23092

“Buddy had the best time with Ellie during his stay! Ellie went above and beyond for us. We will definitely use her again for boarding! Highly recommend!”

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Elizabeth C.
Sitter Profile Image: Christene H.
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Christene H.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 130 reviews
55 repeat clients
20 years of experience
Williamsburg, VA, 23185

“During a time when I had to be out of town for almost a month and my family could not keep my dog because of other obligations, Christene agreed to keep my sweet dog for this extended period of time. Elly seemed to be having a wonderful time in each of the daily photos that Christene sent me. I think Elly made herself completely at home even with other new animals that were boarding also on various occasions. I would definitely recommend her services and would happily take Elly there again, if the occasion arises.”

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May P.
Sitter Profile Image: Tavonne K.
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Tavonne K.
from
$30
per night
5.0 out of 5 stars
• 84 reviews
48 repeat clients
2 years of experience
North King St, Hampton, VA, 23669

“Tavonne was an incredible sitter for our Canelita! She gave us regular updates on how our little one settled into her new environment and sent pictures so we would see realtime how Canela made other furry friends. I highly recommend Tavonne’s services to put you at ease during your next out of town trip!”

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Adrián L.
Sitter Profile Image: Kacie R.
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Kacie R.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 28 reviews
9 repeat clients
6 years of experience
Northampton, Hampton, VA, 23666

“I had a great experience with Kacie over spring break! She was very communicative, friendly, and made me feel completely comfortable leaving my dog in her care. I came home to a happy, well-cared-for pup and will definitely be using her again. Highly recommend!”

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Melissa W.
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: April C.
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April C.
from
$40
per night
5.0 out of 5 stars
• 5 reviews
18 years of experience
Yorktown, VA, 23693

“Outstanding!!!!!! Would give 10 stars if it would let me. They took in our “Tank” as if he was theirs. Best experience boarding him I’ve ever had! Great Family!!!! Book with confidence”

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Amy B.
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

“Amazing definitely the best experience I’ve had with using rover. The updates and photos I received were amazing. Thank you so much for taking care of my fur baby. Definitely will rebook, you guys came through in a pinch… Thank you so much 😊”

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Santina H.
Sitter Profile Image: Shelley D.
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Shelley D.
from
$35
per night
5.0 out of 5 stars
• 2 reviews
25 years of experience
Newport News, VA, 23608

“Shelley was amazing!!!! I was updated on a regular with what my dog was doing and how he was acting. She's extremely kind and gentle and we will be using her and her services again and again!!!!”

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Richard D.
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The median cost per night for dog boarding in Gloucester Courthouse is $40

Dog parents share their Rover experiences - Gloucester Courthouse

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5.0 out of 5 stars

Tara and Norman (their pup) were AWESOME! Griz had such a good time with the whole family. I can tell she's was played with a ton, and loved on like a family member. I'd 100% recommend Tara to watch your animals!

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Erin H.
Boarding
5.0 out of 5 stars

This was Pitch's first stay with anyone he did not already know (he is almost 10!) and Tara was FANTASTIC! We are so thankful for how well she cared for him! We have already committed to her watching him again.

Profile image
Steve-Maria P.
Boarding
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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.

Popular requests for dog boarding - Gloucester Courthouse

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Gloucester Courthouse average 15
repeat dog boarding clients

FAQs for Dog Boarding - Gloucester Courthouse

Frequently asked questions about Rover

As of November 2026, there are 336 sitters on Rover offering Dog Boarding across Gloucester Courthouse. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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.

95% of sitters in Gloucester Courthouse can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this 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 Gloucester Courthouse 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 Gloucester Courthouse.

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.

Yes, you can find sitters who have experience with handling special pet needs in Gloucester Courthouse. On Rover:

  • 91% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

You and your Gloucester Courthouse 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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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