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.

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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
153 reviews
50 repeat clients
20 years of experience
Williamsburg, VA, 23188

Amanda and Scott were great watching our dogs. They were diligent making sure to feed Hank his special diet and made sure that was the only food he ate. We were sent photos during the day.Our dogs also enjoyed playing with their dog Walter. Will be using them again!

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Christina O.
Sitter Profile Image: Stephanie M.
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Stephanie M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
225 reviews
93 repeat clients
20 years of experience
Williamsburg, VA, 23188

Stephanie and Max were great! They sent lots of pictures and even took Buddy on a trail walk with all of his new friends. Will be a repeat customer for sure!

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Niccole B.
Sitter Profile Image: Omaira & Isaac Z.
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Omaira & Isaac Z.
from
$30
per night
5.0 out of 5 stars
194 reviews
46 repeat clients
20 years of experience
Newport News, VA, 23608

Omaira & Isaac have Save the Day again!! We had to book a 2-day stay at the last min and they were able to accommodate our dog and not make us feel guilty fir putting them on the spot. Our dog played and we got pics of her stay. Lyou can leave you pet with confidence! Thank you again!

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Sandi E.
Sitter Profile Image: Lauryn B.
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Lauryn B.
Star Sitter
from
$30
per night
5.0 out of 5 stars
60 reviews
19 repeat clients
12 years of experience
Newport News, VA, 23608

Lauryn is a sweet, caring individual. I couldn't have asked for someone better!! She loved my girls and treated them like her own!! I got pictures and videos every day, which set my heart at ease. I will definitely use her again!! 🥰

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Laura H.
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
214 reviews
74 repeat clients
15 years of experience
Williamsburg, VA, 23188

Lyra and Scott were great with Millie! I booked this stay kind of late as I made last minute travel plans, and they were very accommodating to my flight schedule! They sent updates daily and included photos. I could tell Millie was having fun with their family. I know Millie will be very happy to go back there!

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Mary Catherine H.
Sitter Profile Image: Tara M.
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Tara M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
9 reviews
3 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: Crystal J.
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Crystal J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
57 reviews
15 repeat clients
15 years of experience
Newport News, VA, 23603

Crystal was very patient and caring with Justice. She provided consistent updates throughout his stay and went out of her way to make sure he was comfortable boarding with her.

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Tayla E.
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
33 reviews
12 repeat clients
30 years of experience
Williamsburg, VA, 23185

Thank you Paul and Terri! Super sweet family and you made Bailey feel right at home. If I am in the area again I will be sure to contact you again. Thank you 😊

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QueenB B.
Sitter Profile Image: Bryan S.
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Bryan S.
Star Sitter
from
$38
per night
4.9 out of 5 stars
61 reviews
24 repeat clients
40 years of experience
Hayes, VA, 23072

Wonderful with the pups and great with communication. Sent me photos multiple times a day to ensure my doggies were being loved and taken care of. Very friendly and accommodating and so easy to work with. They adjusted their schedule to my changing plans.

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Olivia 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
192 reviews
58 repeat clients
17 years of experience
Williamsburg, VA, 23188

We were away in England for almost three weeks. Teona & Louie sent videos & pics every day. We were never in doubt that Penny was in good hands and being well taken care of. Based on the photos/videos, she looked like she was always having a great time playing with the other pups. We would absolutely feel comfortable with leaving Penny with Teona & Louie again. Highly recommend.

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John W.
Sitter Profile Image: Hillary C.
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Hillary C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
77 reviews
36 repeat clients
16 years of experience
Yorktown, VA, 23692

Hillary did an exceptional job with our three dogs! She kept us informed through frequent updates and photos of our furry companions playing with her children. The dogs always seemed delighted and cherished, receiving all the attention they deserved. It was a delightful feeling to know that our dogs were having a wonderful time while we were away. Upon our return, they appeared relaxed and rejuvenated, ready to greet us with enthusiasm.

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Hannah M.
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
13 reviews
7 repeat clients
20 years of experience
Yorktown, VA, 23693

Oh my gosh! My boy Neeko had THE BEST time!!!! Cristen was great at sharing photos and videos during his 2 night weekend visit. Her communication is so good. Micheal playing out in the yard with him throwing the ball. The whole family gave Neeko lots of love as if he were their own. Once I picked Neeko up and got him home, he slept the rest of the day. He was completely worn out!! If he were a kid, I think he would be talking about his sleepover for days!!! Lol. I could not have found a more perfect family to love my baby. 🥰

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

My very first time using Rover. And this was my very first time leaving Zora, ever! Before even dropping her off, Brittany communicated so well with me and assisted me comfortably. Experienced and attentive. I must say, I am very pleased! I could see that Zora had, had a great weekend with you and trusted you. From the pictures, I cannot thank you enough. I will definitely be using your service again. 😊 a new pink twin connection! Thank you Brittany! You are a blessing

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

What a God send! Janeen is such a kind and caring individual with obvious patience and compassion. She asked all kinds of follow up questions to make sure kitty would be as comfortable as possible in his home away from home. Janeen was very communicative and sent pictures and videos throughout the day every day. The family even moved some items around to allow kitty to climb on and around freely. I wish I lived closer to this wonderful family as I would 100% use their services again. They were thoughtfully accommodating knowing we were already away from home on vacation and even made some suggestions for local activities my family and I could visit. Do not scroll pass this couples profile I highly recommend this home for your pet baby needs.

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Tarsha B.
Sitter Profile Image: Jared L.
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Jared L.
Star Sitter
from
$47
per night
5.0 out of 5 stars
70 reviews
20 repeat clients
25 years of experience
Williamsburg, VA, 23188

We had another great experience with Jared. This was the second time he's taken care of our dog, and he was excellent. We received daily pictures and updates, and our dog had a great time. We will definitely keep using him.

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Nicole P.
Sitter Profile Image: Shania L.
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Shania L.
from
$42
per night
5.0 out of 5 stars
17 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: Savannah H.
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Savannah H.
from
$40
per night
5.0 out of 5 stars
33 reviews
8 repeat clients
20 years of experience
Toano, VA, 23168

Savannah is amazing. I could tell that my puppers was so happy in her care. She loved playing with her dogs and being outside in the fresh air. I would highly recommend Savannah to care for your dog. I will be contacting her again.

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Elizabeth D.
Sitter Profile Image: Emily H.
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Emily H.
Star Sitter
from
$38
per night
5.0 out of 5 stars
31 reviews
11 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: Jeff S.
Verified Background Check
Jeff S.
Star Sitter
from
$33
per night
5.0 out of 5 stars
113 reviews
54 repeat clients
15 years of experience
Poquoson, VA, 23662

Buddy was so well cared for by Jeff and his sweet family! We had a great weekend away knowing our pup was having a blast as well. We will be repeat customers! :D

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Mary-Dawn C.
Sitter Profile Image: Robin D.
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Robin D.
from
$30
per night
62 years of experience
Williamsburg, VA, 23188

About: I have taken care of lots of dogs over the years. I love on all of them, and give great doggie massages. I take the dogs on daily walks. I work 3 to 4 hours each day and am home most of the time. I am a master gardener and spend a lot of free time in the yard. I have a fairly large fenced in back yard. I take my own dogs for a morning walk most every day. I give lots of treats.

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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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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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