Dog Boarding Gloucester

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Over 7
pet parents in Gloucester have booked dog boarding

Gloucester, 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: 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

“Amanda and her family is an amazing host! We received constant updates and photos. Definitely one of the top sitters we have. Highly recommended!”

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Yu-Ju L.
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

“Sochi second time with MsCrystal, Sochi loves it there.MsCrystal is an awesome, she keep me posted with Sochi, she loves caring for Sochi Thanks you so much! We definitely see you again”

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Jane C.
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 & Terri took such good care of our dog, and communicated frequently and sent many pictures too. He was able to go outside frequently which makes him very happy.”

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Patrick A.
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

“Jared was wonderful caring for Bazooka! He sent me pictures everyday so I was able to see what they were up to. Bazooka looked like he was very comfortable throughout his visit; which says a lot about the environment he was in, as cats tend to be skittish in new places. I would absolutely recommend booking Jared.”

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

“Melissa was great to work with! My dog is very shy around new people and Melissa was very paitient with her to ensure she was not overwhelmed during her stay.”

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Nick K.
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

“Rodney is an amazing person! He was able to accommodate Ruby last minute. He gave us updates of her stay and Ruby was having a great time with him.”

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Yasmiry O.
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

“All I have to say is that I will never take my furbabies to another sitter. Monica is fantastic! They went for walks and played lots! She is VERY understanding of the bullie breed. One of my dogs even had a small blister on his paw. She cleaned it, put on neosporin and wrapped it. I was so happy that she didnt just let it go even though we were picking up in a few short hours.”

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Danielle M.
Sitter Profile Image: Constance O.
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Constance O.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 18 reviews
3 repeat clients
15 years of experience
Northampton, Hampton, VA, 23666

“Constance is a really special person. Great communicator, kind and open. She was open to do a meet and greet before Teddys actual staycation and allowed us to see her home and meet her pets to make sure everyone gets along. Once we dropped Teddy off she sent pictures every day! Communicated very clearly and kept me informed of Teddys well being. She was accommodating when we had little curve balls thrown at us and we have absolutely no complaints at all. Your fur babies will be in good hands with Constance! We will be booking again for our next vacation.”

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Caroline S.
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 is the best! She is so kind and caring. My dog is very loved while in her presence and i can tell she has the genuine heart for animals! highly recommend! 10/10!”

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Brandi G.
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

“My dog was loved and cared for by Lynn as if she was still with me! Lynn sent so many pictures and messages which assured me that she was doing well without me. I strongly recommend her as a pet sitter for anyone who loves their pet!”

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Monique H.
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

“Our dog Lulu had a blast and was well cared for with Ellie! She was very proactive about getting all the details to make sure she was at home, and she had so much fun playing with her dogs! We would recommend her to anyone and ask to board with her again!”

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Sarah K.
Sitter Profile Image: Brandy G.
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Brandy G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 124 reviews
48 repeat clients
30 years of experience
Buckroe, Hampton, VA, 23664

“We recently boarded our dog for the first time with Brandy, and she completely exceeded all of our expectations. We had originally done a couple of training sessions with her, so we knew she was skilled, but her boarding care is on another level. It is so clear that she cares for the dogs as if they were her own. Leaving your dog can be stressful, but Brandy sent us regular photo and video updates that were incredibly reassuring and gave us complete peace of mind while we were away. I cannot recommend her highly enough for both training and boarding. If you want someone you can trust implicitly, Brandy is the absolute best!”

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Rich R.
Sitter Profile Image: Deemie B.
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Deemie B.
from
$25
per night
5.0 out of 5 stars
• 52 reviews
11 repeat clients
17 years of experience
mathews, VA, 23109

“Deemie took such great care of our sweetheart. From the meet and greet to pickup and departure, we felt our sweetie was in loving hands. Deemie sent pictures and kept us up to date. We will definitely be booking again.”

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Caron&David B.
Sitter Profile Image: Christene H.
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Christene H.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 129 reviews
55 repeat clients
20 years of experience
Williamsburg, VA, 23185

“Charley is immediately comfortable being at Christene and her family and dog Moon’s house. He has stayed there a few times so it’s nice knowing he feels at home. Charley is a picky eater, Christene cooked himbreakfast 🍳 thank you:o)”

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Scott C.
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 did a great job taking care of my puppy while out of town. She sent pictures, videos and text to assure us that our dog was not only safe but happy. It made us feel confident that she was in great hands”

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Dominique S.
Sitter Profile Image: Vianca A.
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Vianca A.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 15 reviews
7 repeat clients
3 years of experience
Northampton, Hampton, VA, 23666

“Vianca took great care of Bo for 36 hours. We received a picture at the end of day 1 and he looked happy. When we picked him up he was happy and enrrgetic showing he had received excellent care. Thank you!”

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Kathy C.
Sitter Profile Image: Desiree J.
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Desiree J.
from
$35
per night
5.0 out of 5 stars
• 5 reviews
3 repeat clients
20 years of experience
Northampton, Hampton, VA, 23666

“Desiree is AWESOME!!!”

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Karla B.
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.
Sitter Profile Image: Tyrah J.
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Tyrah J.
from
$26
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
15 years of experience
Downtown, Hampton, VA, 23669

“We came to VA to bring our son to college, the furbaby was slightly in the way (please don’t tell him I said that!)…so, I contacted Tyrah and she responded immediately and was willing to take our baby with short notice. Tyrah was an absolute god send. She was so polite, her place is super clean— I think my baby came back cleaner than I left him! lol… She sent me daily pictures of my baby settling in just fine with her. He came back mild mannered with his lover boy cuddly personality (usually he comes back from sitters pretty rowdy and jumpy), but not this time. I honestly couldn’t tell he had been away. As much as I want to keep Tyrah a secret (and take her back to GA with me), I’ll tell y’all how great she is and what an amazing gem you have in the Hampton area! She truly was the best! She did everything I asked and more. I appreciate her a million times over and will contact her whenever we’re in town! I will definitely share my amazing find with the Hampton U parents who stay home due to not being able to get a local sitter. Thank you, Tyrah!! 💕”

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Dea R.
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The median cost per night for dog boarding in Gloucester is $40

Dog parents share their Rover experiences - Gloucester

1 / 1
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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  • 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

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  • 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

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Popular requests for dog boarding - Gloucester

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Sitters in Gloucester average 15
repeat dog boarding clients

FAQs for Dog Boarding - Gloucester

Frequently asked questions about Rover

The average cost of Dog Boarding in Gloucester is $50 per night as of November 2026. Most bookings cost between $43 and $60 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

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

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 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 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.

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 Gloucester 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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