Dog Boarding Gloucester

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Over 37
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.

1 / 1
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
149 reviews
50 repeat clients
20 years of experience
Williamsburg, VA, 23188

This is our second time leaving our dog with Amanda and Scott. They are truly caring dog-lovers, and we are grateful that we can travel with confidence, knowing that Pip will be well cared for❤️

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Debbie S.
Sitter Profile Image: Tara M.
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Tara M.
from
$45
per night
5.0 out of 5 stars
6 reviews
1 repeat client
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: Stephanie M.
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Stephanie M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
223 reviews
92 repeat clients
20 years of experience
Williamsburg, VA, 23188

Amazing!! Milo stayed with Stephanie over the weekend and he had such a great time. He was walked many times for significant distances and he had a huge yard to run around and play in. We got pics twice per day and we felt very comfortable on our trip because of all the awesome updates of him having fun!! Thanks guys!!

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Sarah J.
Sitter Profile Image: Omaira & Isaac Z.
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Omaira & Isaac Z.
from
$30
per night
5.0 out of 5 stars
177 reviews
42 repeat clients
20 years of experience
Newport News, VA, 23608

I can tell my dogs love staying at Omaira & Isaac's because when I dropped them off this time, they went strait to playing! I travel a lot and usually when I drop them off at the boarder's or sitter's they get upset because they know I'm leaving, but not this time! It warmed my heart to see that my dogs enjoy themselves when I'm gone; it really decreases the dog-mommy guilt!

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Catherine H.
Sitter Profile Image: Shania L.
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Shania L.
from
$32
per night
5.0 out of 5 stars
14 reviews
1 repeat client
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: Paul & Terri Z.
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Paul & Terri Z.
Star Sitter
from
$36
per night
5.0 out of 5 stars
31 reviews
11 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: Lyra & Scott H.
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Lyra & Scott H.
Star Sitter
from
$39
per night
5.0 out of 5 stars
210 reviews
73 repeat clients
15 years of experience
Williamsburg, VA, 23188

Our dog chief was in the best of hands with Scott and Lyra! They loved on him like he was their own and we had so much peace of mind with him at their home. When we picked him up, he was actually sad to leave ! That’s some pretty high praise from a dog right there. Thanks guys - you are the absolute best !

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Rachael R.
Sitter Profile Image: Lauryn B.
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Lauryn B.
Star Sitter
from
$30
per night
5.0 out of 5 stars
57 reviews
18 repeat clients
12 years of experience
Newport News, VA, 23608

Excellent service she treats pets the way great owners treat theirs. Provided daily updates for the week while I was away for work. Cannot recommend enough and also Elsa likes to get stinky by breed nature but smelled great on arrival so that was nice also.

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john p.
Sitter Profile Image: Crystal J.
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Crystal J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
55 reviews
14 repeat clients
15 years of experience
Newport News, VA, 23603

Three visits in, and Mrs. Crystal continues to exceed our expectations. She’s attentive, consistent, and truly understands Jaxon’s needs. We always receive thoughtful updates, and Jaxon comes home happy, relaxed, and well cared for, which says everything. It gives us real peace of mind knowing he’s with her on a staycation lol😃 So grateful we found her on Rover, highly recommend! Thank you ❤️

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Sherdell M.
Sitter Profile Image: Teona & Louelyn M.
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Teona & Louelyn M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
184 reviews
56 repeat clients
17 years of experience
Williamsburg, VA, 23188

What a relief to have found Teona and Louelyn! It was our first experience with Rover and such a relief knowing we can leave town and have great care for our pup without having to worry about that on vacation. Thank you 😊

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Brittany R.
Sitter Profile Image: Hillary C.
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Hillary C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
74 reviews
34 repeat clients
16 years of experience
Yorktown, VA, 23692

Hillary and the rest of her family are just the sweetest! She was so great with communication and pictures, and my pup obviously loved being there. Will be booking with her again!

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Stephanie Lynn B.
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
12 reviews
7 repeat clients
20 years of experience
Yorktown, VA, 23693

Cristen and her whole family were absolutely amazing with my Norman!! Sent updates regularly and treated him as their own. I couldn’t be more appreciative of them!!

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Trenda H.
Sitter Profile Image: Brittany J.
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Brittany J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
35 reviews
9 repeat clients
8 years of experience
Newport News, VA, 23608

Brittany was able to answer many questions and provide a meet and greet prior to watching Bean. I had already met with 5 other sitters who weren't the right fit. Brittany came prepared to also ask me questions to Better understand how to best care for Bean. Lima Bean had a great stay even with thunderstorms present which causes her the most anxiety. She was spoiled and even came home with a cute Bandana. Brittany understood how important it was for me to receive multiple updates a day that encompassed pictures. This eased my mind that she was doing well. I would definitely recommend Brittany due to her pet knowledge and friendly personality.

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Aneesa P.
Sitter Profile Image: Dustin & Janeen M.
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Dustin & Janeen M.
from
$46
per night
5.0 out of 5 stars
4 reviews
1 repeat client
17 years of experience
Williamsburg, VA, 23188

They took great care of our older dog. We could not have asked for a better first experience using Rover. Plenty of updates and we were able to relax and enjoy family vacation time knowing he was being well loved and cared for.

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Randalyn M.
Sitter Profile Image: Bryan S.
Verified Enhanced Background Check
Bryan S.
Star Sitter
from
$38
per night
4.9 out of 5 stars
60 reviews
24 repeat clients
40 years of experience
Hayes, VA, 23072

Rosy was very happy today although as soon as Daddy got there she was ready to go. Thank you so much for taking care of Rosy. She and we had an awesome day!

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Andrea R.
Sitter Profile Image: jessie l.
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jessie l.
from
$25
per night
4.9 out of 5 stars
10 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: Jeff S.
Verified Background Check
Jeff S.
Star Sitter
from
$33
per night
5.0 out of 5 stars
111 reviews
52 repeat clients
15 years of experience
Poquoson, VA, 23662

Lilo loved her stay with Jeff and Barb, and most importantly we felt she was safe and treated like family while we were away. We received fast updates and communications that made the booking seamless and allowed us to enjoy our vacation knowing Lilo was in such great hands. Thank you for taking such great care of our grand-puppy.

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Natalie C.
Sitter Profile Image: Gretchen G.
Verified Enhanced Background Check
Gretchen G.
from
$40
per night
5.0 out of 5 stars
8 reviews
60 years of experience
Williamsburg, VA, 23188

Gretchen was awesome! She took care of our puppy and shared photos daily. She asked all the right questions prior to the drop-off and was super friendly. I would definitely recommend her to others and wouldn't hesitate to book with her again.

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Ken P.
Sitter Profile Image: Jared L.
Verified Enhanced Background Check
Jared L.
Star Sitter
from
$47
per night
5.0 out of 5 stars
66 reviews
18 repeat clients
25 years of experience
Williamsburg, VA, 23188

Jared is phenomenal. Treated Taz as his own. Daily updates and photos. Went above and beyond for me and my pup. Will be booking future stays with him.

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Tiana Joy K.
Sitter Profile Image: Monica P.
Verified Background Check
Monica P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
45 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.
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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 her family were amazing with my dog. As a rescue, my dog is nervous in new situations. I appreciate all the great care that she provided. My dog had a great time and she cared for her with the same level of care that I would.

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David K.
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
1 / 1
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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 Boarding - Gloucester

Frequently asked questions about Rover

The average cost for Dog Boarding in Gloucester on Rover is $29.96 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of August 2026, there are 320 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 rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

100% of Gloucester sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Gloucester landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

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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