Dog Boarding in Pleasant Grove West, Chesapeake, VA

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Lashanda B.
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Sitter Profile Image: Lashanda B.
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1.

Lashanda B.

Let me love on your fur babies
Great Bridge, Chesapeake, VA, 23322
Boarding, Drop-In Visits
5.0
4 reviews
3 repeat clients
from
$25
per night

Lashanda was AWESOME with our 1 and 2 year old pups. She was such a good communicator and I can tell she treats visiting dogs like her own. Thank you!

Sitter Profile Image: Kristin O.
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Sitter Profile Image: Kristin O.
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2.

Kristin O.

Rover 101
Dog Trainer, Veterinary Assistant
Pleasant Grove West, Chesapeake, VA, 23322
Boarding, Drop-In Visits
5.0
33 reviews
15 repeat clients
from
$55
per night

Kristin has done an awesome job watching my 1-year-old boxer for a week.,She treated Millie as if ishe were her own with lots of love, enrichment toys and fun activities. She is trustworthy, reliable and goes above and beyond to make your pup feel secure and at home. I highly recommend her. I had such peace of mind knowing my baby was in such good hands.

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Sitter Profile Image: Barbara G.
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Sitter Profile Image: Barbara G.
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3.

Barbara G.

All types of animals welcome!
Pleasant Grove West, Chesapeake, VA, 23322
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
64 reviews
36 repeat clients
from
$30
per night

I have been looking for someone to care for my 11 year old Yorkie when we go out of town, I have had some poor experiences so I was very nervous to leave her in anyone's care. Barbara was absolutely amazing! We did a meet and greet prior to my weekend away, we were able to spend some time getting to know each other as well as her introduction to Bella. When I arrived to drop Bella off, she was so excited to go in and see Barbara and her dogs again. She spent the weekend playing and swimming, I got great pictures and daily updates on how she was. Barbara was so great to our Bella, she was happy and looked wonderful when she came home. Barbara takes great pride in each dog she takes care of, she is personable and friendly, and knowledgeable about pet care. I highly recommend her and we will be using her again soon!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Stephen s.
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Sitter Profile Image: Stephen s.
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4.

Stephen s.

Tons of experience with all breeds.
Great Bridge, CHESAPEAKE, VA, 23322
Boarding, Drop-In Visits, Dog Walking
5.0
28 reviews
11 repeat clients
from
$35
per night

Stephen is an awesome person to have watch your dog. My puppy loves going to his house and comes back clean, happy and tired! I would highly recommend him to anyone that needs someone to trust with their dog!

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Sitter Profile Image: Cassandra & Tradd D.
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Sitter Profile Image: Cassandra & Tradd D.
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5.

Cassandra & Tradd D.

Rover 101
Yard + Park + 24/7 on-call VetTech
Deep Creek South, Chesapeake, VA, 23323
Boarding, Doggy Day Care
5.0
24 reviews
11 repeat clients
from
$40
per night

Amazing! They were so communicative and accommodating. They sent numerous pictures during my dogs stay. When we picked up our dogs they were happy and tired. One of my dogs actually looks sad leaving. Overall, great sitters and we will be using them again.

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Sitter Profile Image: Amanda A.
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Sitter Profile Image: Amanda A.
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6.

Amanda A.

Reliable dog loving family
Great Bridge, Chesapeake, VA, 23322
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
12 reviews
3 repeat clients
from
$30
per night

Amanda was great! She took great care of our fur babies spoiling them with love and making sure they got plenty of outside time. Would highly recommend!

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Sitter Profile Image: Shawanda R.
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Sitter Profile Image: Shawanda R.
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7.

Shawanda R.

Your furbaby is in good hands!
Great Bridge, Chesapeake, VA, 23322
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
35 reviews
15 repeat clients
from
$25
per night

They took great care our dog and gave us updates throughout the stay to make sure we knew he was doing well. Will definitely use her again and would recomend her to anyone.

Sitter Profile Image: Taylor L.
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Sitter Profile Image: Taylor L.
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8.

Taylor L.

*Reliable and Caring Pet Sitter*
Pleasant Grove West, Chesapeake, VA, 23322
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$35
per night

Taylor boarded my 2 labs for about 1 week. Before the boarding, I met her at her house and she gave me a tour of her beautiful, spacious property where it’s completely fenced in and my dogs absolutely loved it! During the stay she communicated with me daily regarding my dogs wellbeing and provided pictures and fun videos! I knew my puppies were in great hands! She also did some training with them and now my stubborn pup even sits for treats! She is my go-to pet sitter and I recommend her to all my family and friends!!

Sitter Profile Image: Sarah L.
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Sitter Profile Image: Sarah L.
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9.

Sarah L.

Friendly & Reliable Dog Lover
Great Bridge, Chesapeake, VA, 23322
Boarding, Drop-In Visits, Doggy Day Care
5.0
15 reviews
6 repeat clients
from
$35
per night

Sarah did a wonderful job taking care of my cat! She spent time with him and sent videos during our vacation without “over-sharing “. I felt like he was in good hands and it’s the first time in a long time that he didn’t mark all over the house because I went out of town!!

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Sitter Profile Image: Hope H.
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Sitter Profile Image: Hope H.
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10.

Hope H.

A loving home away from home
Deep Creek South, Chesapeake, VA, 23323
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
2 repeat clients
from
$20
per night

Hope’s first time sitting Colt and even with the chaos on my end (car broke down 7 hours away) she took care of him and was understanding of everything going on. She even offered to send more dog food with Colt because he ran out.. she’s a godsend. Haven’t even made it home yet to get my pup, but I’m glad he was in good hands and will hopefully stay with Hope again in the future. 🖤

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Eugene J.
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Sitter Profile Image: Eugene J.
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11.

Eugene J.

Here to give your pup a vacation!
Great Bridge East, chesapeake, VA, 23322
Boarding, Doggy Day Care
5.0
16 reviews
5 repeat clients
from
$37
per night

Eugene was awesome! He was able to accommodate us on short notice. We are from New Jersey so I got on my rover app and there he was, with great reviews. Took good care of my dog for 2 nights 😊

Sitter Profile Image: Ashley N.
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Sitter Profile Image: Ashley N.
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12.

Ashley N.

Your pets deserve a vacation too!
Deep Creek North, Chesapeake, VA, 23323
Boarding, Drop-In Visits, Dog Walking
5.0
18 reviews
9 repeat clients
from
$30
per night

Ashley was great! I’m very appreciative of the care she and her family took of my fur baby. He most definitely had fun and was worn out by time we got home. I’d highly recommend her for anyone who wants someone to care and give your fur baby love.

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Sitter Profile Image: Jen N.
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Sitter Profile Image: Jen N.
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13.

Jen N.

Rover 101
what’s up, dawg?
Portsmouth, VA, 23702
Boarding, Drop-In Visits, Dog Walking
5.0
229 reviews
85 repeat clients
from
$40
per night

Jen accepted our 11th-hour request and really helped us out of a bad spot... And we couldn't have been more pleased. She provided an amazing and lovely home for Chase. She gave regular updates with pictures. She was amazing and I will be requesting her services for any future needs! 6 out of 5 would recommend!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Kobie H.
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Sitter Profile Image: Kobie H.
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14.

Kobie H.

Elite Dog Care Provider/Trainer🐾
Greenbrier West, Chesapeake, VA, 23320
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
81 reviews
50 repeat clients
from
$40
per night

Kobie did a great job taking care of our really active puppy. She’d previously been boarded and seemed unhappy so we went with an in home sitter this time and she seemed MUCH happier afterwards. She is very hyper/active and he did not have any issues with her at all. Kobie took her on lots of walks in the park and sent us photos and videos the entire time. Highly highly recommend him!!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Jacqueline K.
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Sitter Profile Image: Jacqueline K.
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15.

Jacqueline K.

Just-Like-Family Dog Boarding
Indian River, Chesapeake, VA, 23324
Boarding, Doggy Day Care
5.0
41 reviews
13 repeat clients
from
$40
per night

I'm not one to leave many reviews, but the service my family received from Mrs. Jacqueline's family was awesome. Just a fun, loving family to look after my miniature Schnauzers and at short notice. She made my family's trip less stressful with the updates and pics of our boys. So glad to know they were in good hands. I definitely recommend her services, if she's available. We will be repeating clients!!

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Sitter Profile Image: Claudia R.
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Sitter Profile Image: Claudia R.
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16.

Claudia R.

I’ll treat your pets like family.
Deep Creek South, Chesapeake, VA, 23323
Boarding, Doggy Day Care
5.0
55 reviews
15 repeat clients
from
$30
per night

Claudia took very good care of Prince. She sent beautiful pictures which let me know he was happy and well. Will definitely consider her in the future.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Valery V.
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Sitter Profile Image: Valery V.
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17.

Valery V.

Excellent Pet Care Services
Deep Creek South, Chesapeake, VA, 23323
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
11 reviews
4 repeat clients
from
$40
per night

This was a wonderful experience boarding our Irish Doodle who was 7 months old. They gave him such a loving home for a few days and sent us pictures and updates along the way! The peace of mind we had was wonderful!! Highly recommend them!!!! Glad we found a great home away from home for our doggy!

Sitter Profile Image: Lorraine S.
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Sitter Profile Image: Lorraine S.
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18.

Lorraine S.

Rover 101
LOVE ANIMALS!
Great Bridge East, Chesapeake, VA, 23322
Boarding, Doggy Day Care
5.0
12 reviews
5 repeat clients
from
$39
per night

I cannot say enough amazing things about Lorraine and the way she took care of my dog Leeloo. She treated her like one of the family and kept us informed with texts and pictures all weekend. I will definitely use her again.

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Sitter Profile Image: Rachael R.
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Sitter Profile Image: Rachael R.
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19.

Rachael R.

The crazy dog lady
Great Bridge, Chesapeake, VA, 23322
Boarding, Doggy Day Care
5.0
87 reviews
23 repeat clients
from
$35
per night

Rachael was amazing to our Brody man! She sent lots of updates throughout the week to let us know he was doing well & having a field day with the other pups. She was very organized with all of the pups beds, food, etc. If/when we need a dog sitter again, I’ll be reaching back out to Rachael.

Sitter Profile Image: Alexandra S.
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Sitter Profile Image: Alexandra S.
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20.

Alexandra S.

Pet lover! I want cute company!
Great Bridge, Chesapeake, VA, 23323
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
32 reviews
9 repeat clients
from
$44
per night

Alexandra was great with our dog and always gave updates! Even when our dog was nervous and anxious she was super understanding and helpful. Would definitely book again :)

Search Map

When it comes to pet care and dog boarding, pet owners in Pleasant Grove West, Chesapeake, VA trust their pets with sitters on Rover.com. Over 290 pet owners have reviewed dog sitters in Chesapeake, giving them an average rating of 4.9/5. Dog boarding doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a dog sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a dog sitter and pet care on Rover? Check out our average dog boarding rates to get an idea before you begin a conversation with a sitter who seems like a great match.

Never beg a friend to watch your dog again, and no more dog kennels. With Rover.com, you can find your the perfect Pleasant Grove West dog sitter in seconds. When you book dog boarding on Rover, your dog will enjoy a loving, relaxing stay in your dog sitter's home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers pet boarding for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care, right in their sitter's home. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach dog sitters in Pleasant Grove West, Chesapeake, VA who can provide the care your dog needs, when they need it.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Pleasant Grove West, Chesapeake donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Chesapeake.

We're proud to support over 200 organizations across the nation, including:

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