Dog Boarding Grimstead

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Grimstead, 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

“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: 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

“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: Stephanie M.
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Stephanie M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 227 reviews
94 repeat clients
20 years of experience
Williamsburg, VA, 23188

“Stephanie and Max are the best dog sitters ever! Our dogs always come home happy and healthy. We have used them on many occasions and have never worried about our dogs being away from home. I think my dogs enjoy vacation more than we do when they are at Stephanie's place!”

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Shannon S.
Sitter Profile Image: Jackie & Kevin K.
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Jackie & Kevin K.
from
$35
per night
4.8 out of 5 stars
• 109 reviews
46 repeat clients
20 years of experience
Saunders, Newport News, VA, 23601

“This was our first time leaving our 3yo pup with anyone so we were a little nervous but Jackie sent a picture and several updates during his stay. He seems to have been well loved and taken care of. Highly recommend!”

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Amy 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

“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.
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 ! 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: Amy J.
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Amy J.
from
$35
per night
5.0 out of 5 stars
• 10 reviews
6 repeat clients
40 years of experience
NEWPORT NEWS, VA, 23601

“Amy was perfect! I'm so happy to have found a dog sitter I can keep coming back to with my pup. She loved up on Charlie and took care of her as if she was her own. Amy sent me photos and videos of Charlie while I was away which was so sweet. Amy was super communicative, before and during the time she watched my pup. I highly recommend her to anyone!”

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Morgan H.
Sitter Profile Image: Lindalyn D.
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Lindalyn D.
from
$40
per night
4.8 out of 5 stars
• 33 reviews
4 repeat clients
50 years of experience
Reedville, VA, 22539

“We couldn't have asked for a more kind and loving caregiver for our two dogs. Lindalyn was a wonderful first experience for our dogs to have a sleepover at someone's home. Her own dogs were sweet and accepting and it was reassuring to receive her pictures and updates. We would definitely book a return visit in the future and would highly recommend her to others.”

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Terrie D.
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

“Apart from leaving my dog with family, this is the most comfortable I’ve ever been boarding an animal. Jess is great and super responsive. 10/10 recommend.”

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Samuel V.
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

“I had a very good experience working with Suzanne and her family. She had a detailed approach to providing care for my pet. I would recommend her to anyone.”

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Yohannes P.
Sitter Profile Image: Dustin & Janeen M.
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Dustin & Janeen M.
from
$46
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
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: 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

“Awesome experience. Kristy and her kids are really friendly and clearly love animals. Drop off and pickup were easy. Communications leading up to and during Sandy's stay were excellent. Kristy sent periodic photos and updates while Sandy was with her family. Sandy even slept with one of her daughters. They truly take your pet in to be one of their own while with them!! Couldn't have been a better experience.”

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Michael H.
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

“We are so thankful that they were able to accommodate Gary on such short notice. They provided frequent updates throughout his stay, which gave us great peace of mind while we were away. It was clear that Gary was well cared for and treated like one of their own pets. We truly appreciate their flexibility, communication, and care. We would absolutely recommend them to anyone looking for a loving and reliable sitter!”

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Anthony A.
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

“Christene was fabulous! She took good care of my pup and sent lots of updates. Abby was absolutely exhausted when she got home, so she must have had fun.”

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Megan W.
Sitter Profile Image: Autumn C.
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Autumn C.
from
$40
per night
5.0 out of 5 stars
• 2 reviews
7 years of experience
Newport News, VA, 23602

About: I've taken care of cats and dogs ever since I was 14. My family relied on me to feed, walk, play, and bathe the animals. I enjoy my time taking care of the pets/animals around me. I am available 24/7 to care for the pets. I have open availability every day of the week and am indoors for majority of those days. I have an animal park at my apartment that they can run around in and a spacious living room if they want to play. I stay close to them to make sure they well taken care of.

Sitter Profile Image: Candra M.
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Candra M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 68 reviews
20 repeat clients
20 years of experience
Magruder Area, Hampton, VA, 23666

“Candra was very sweet and accommodating. She greatly assisted us when we need help short notice and did an outstanding job caring for our pup.”

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Isaiah C.
Sitter Profile Image: Laurie S.
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Laurie S.
from
$45
per night
5.0 out of 5 stars
• 6 reviews
30 years of experience
Newport News, VA, 23608

“Immediately connected with our lab. Flexible on dropping off/pickup hours. Fenced yard. Even had a lab sized dog bed available. Works from home so our dog didn’t need crating. Highly recommended.”

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Ken H.
Sitter Profile Image: Marcos R.
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Marcos R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 28 reviews
4 repeat clients
27 years of experience
Newport News, VA, 23602

“Marcos & his brother did an amazing job looking after my dog. Always made sure to give me photos and always responded fast. I can tell my mochi had the time of his life there . 100% recommended to anyone who’s looking to board their fur babies”

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Alejandra M.
Sitter Profile Image: Qasheedra A.
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Qasheedra A.
from
$60
per night
5.0 out of 5 stars
• 22 reviews
4 repeat clients
8 years of experience
Newport news, VA, 23608

“She was so attentive and communicative with our boy! We were in need of a last minute sitter and I couldn’t have asked for anyone better! She’s kind, responsive and even made him a cute bandana to bring home. I would absolutely recommend her to anyone!!”

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Carly G.
Sitter Profile Image: Alana S.
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Alana S.
from
$41
per night
5.0 out of 5 stars
• 324 reviews
126 repeat clients
20 years of experience
Williamsburg, VA, 23188

“We are pretty particular about who cares for our dog, and we would absolutely recommend Alana. Not only is her home wonderful and dog friendly, but she sent updates to us throughout our trip providing peace of mind. Additionally, our dog required medication during our trip and she made sure he was taken care of. We will be using her again in the future.”

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Stephen L.
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The median cost per night for dog boarding in Grimstead is $40

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 - Grimstead

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Grimstead average 14
repeat dog boarding clients

FAQs for Dog Boarding - Grimstead

Frequently asked questions about Rover

As of November 2026, there are 339 sitters on Rover offering Dog Boarding across Grimstead. 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.

97% of sitters in Grimstead 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 Grimstead 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 Grimstead.

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 Grimstead. On Rover:

  • 89% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 97% 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 Grimstead 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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