Dog Boarding in Pleasant Grove East, 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: Eugene J.
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Sitter Profile Image: Eugene J.
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1.

Eugene J.

Here to give your pup a vacation!
Great Bridge East, chesapeake, VA, 23322
5.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
37 reviews
8 repeat clients
from
$39
per night

Eugene did an outstanding job! Very attentive to the pups and sent periodic pic and updates as to their well-being. They had plenty of land to roam and also went on regular walk. Upon drop off they were fully content with him and were happy and healthy at pickup. Will definitely use again and highly recommend.

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Sitter Profile Image: Shawanda R.
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Sitter Profile Image: Shawanda R.
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2.

Shawanda R.

Your furbaby is in good hands!
Great Bridge, Chesapeake, VA, 23322
8.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
15 repeat clients
from
$35
per night

Took fantastic care of my older dog while out of state and nurtured her through a sickness. Took her to the vet and even gave her medication. She was in constant communication and truly cared about my dogs health.

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Sitter Profile Image: Cindy C.
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Sitter Profile Image: Cindy C.
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3.

Cindy C.

DOG OASIS AWAITS YOU
Moyock, NC, 27958
5.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care
2 reviews
from
$40
per night

Cindy has cared for my dog multiple times. She always treats him as if she is his own and I couldn’t say better things about her as a sitter

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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
8.9 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
37 reviews
14 repeat clients
from
$35
per night

Stephen has been the most responsive person I've ever left Aquiles with. A week before our scheduled drop off date he set up a meet and greet with my dog Aquiles and his dogs and it went great. During our 8 day trip, Stephen was constantly sending us picture so how much fun my pup was having and he looked very happy in every one of them. Thank you for taking such great care of our furry guy. I definitely hope to use your services in the future.

Sitter Profile Image: Barbara G.
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Sitter Profile Image: Barbara G.
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5.

Barbara G.

All types of animals welcome!
Pleasant Grove West, Chesapeake, VA, 23322
5.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
68 reviews
38 repeat clients
from
$30
per night

We are so thankful to Barbara for taking such good care of our boys, Harley and Rocky. She sent pictures and kept us updated on their stay and they had a great time! ?

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Sitter Profile Image: Lorraine S.
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Sitter Profile Image: Lorraine S.
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6.

Lorraine S.

Rover 101
LOVE ANIMALS!
Great Bridge East, Chesapeake, VA, 23322
5.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
14 reviews
5 repeat clients
from
$45
per night

Lorraine is a genuine pet lover! Our fur babies had the best care and love while we were out of town. She is very professional, communicative, friendly, flexible with drop-off and pick-up time. We received daily updates with cute pictures from our pups. If you’re thinking about booking with Lorraine, she will take great care of your dogs and will go above and beyond to pamper them.

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Sitter Profile Image: Amanda A.
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Sitter Profile Image: Amanda A.
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7.

Amanda A.

Reliable dog loving family
Great Bridge, Chesapeake, VA, 23322
10.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
6 repeat clients
from
$30
per night

Will definitely book with Amanda again!! We loved how she made our dog part of her family and spoiled him with genuine love. She kept us updated of everything and I could tell our dog was having a great time. Thank you Amanda !!

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Sitter Profile Image: Kristin O.
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Sitter Profile Image: Kristin O.
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8.

Kristin O.

Rover 101
Dog Trainer, Veterinary Assistant
Pleasant Grove West, Chesapeake, VA, 23322
7.0 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
41 reviews
15 repeat clients
from
$50
per night

Kristin was amazing with our two pups, she was crazy prepared with various leashes and extra collars, gps device cc es for to he dogs to wear "just in case" and a collection of dog crates. The dogs loved exploring her property and meeting her dogs.

Sitter Profile Image: Tina R.
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Sitter Profile Image: Tina R.
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9.

Tina R.

Loving Pet Sitter
Greenbrier East, Chesapeake, VA, 23320
11.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
48 reviews
18 repeat clients
from
$32
per night

Tina is in a word, wonderful! She took excellent care of Poppy who was quite nervous at first. She and family gave Poppy the attention and support he needed to get more comfortable. She kept me updated on how he was doing, eating, sleeping, etc. Poppy boarded one night with Tina to get an introduction to a new place, new people, and new puppies etc before his longer scheduled stay. I feel very comfortable that Poppy will be safe and loved by Tina & family!

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Sitter Profile Image: Jenn B.
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Sitter Profile Image: Jenn B.
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10.

Jenn B.

Owner Away? I will Sit and Stay.
Virginia Beach, VA, 23456
11.2 mi. away
Boarding, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$27
per night

Jenn was an amazing dog sitter. She took care of Jimmy like he was her own. She kept me posted and communication was great. I would recommend Jenn.

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Sitter Profile Image: Alondra T.
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Sitter Profile Image: Alondra T.
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11.

Alondra T.

Animal lover of all shapes n’ sizes
Virginia Beach, VA, 23464
12.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
8 reviews
6 repeat clients
from
$32
per night

alondra is amazing. she loved on my pup like one of her own. she sent me photos and videos the whole entire time i was away which allowed me to find comfort that i left my pup in great hands. additionally a great way to keep up with the well being of my deuce. with alondra i was able to enjoy my trip with little to no worries.

Sitter Profile Image: Sarah L.
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Sitter Profile Image: Sarah L.
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12.

Sarah L.

Friendly & Reliable Dog Lover
Great Bridge, Chesapeake, VA, 23322
7.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
15 reviews
6 repeat clients
from
$35
per night

I last minute needed my cats boarded for a week and Sarah was very quick to respond and take them in! My cats seem like they had a great stay and one of them loved Sarah’s adorable daughter. :)

Sitter Profile Image: Stephanie G.
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Sitter Profile Image: Stephanie G.
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13.

Stephanie G.

Pet Sitting- There When You Need It
Greenbrier West, CHESAPEAKE, VA, 23320
11.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
2 repeat clients
from
$30
per night

Stephanie and her family took such a great care of our fur babies! Thank you!

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Sitter Profile Image: Vozzie V.
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Sitter Profile Image: Vozzie V.
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14.

Vozzie V.

Send your pet to a home not shelter
Great Bridge East, Chesapeake, VA, 23322
6.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
from
$40
per night

Very flexible and accommodating took booking last minute and was very assuring. I felt confident my fur kids were being well taken care of. She overcame some assertiveness of my 2 yr old! Trip saver!

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Sitter Profile Image: Kobie H.
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Sitter Profile Image: Kobie H.
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15.

Kobie H.

Elite Dog Care Provider/Trainer🐾
Greenbrier West, Chesapeake, VA, 23320
11.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
90 reviews
53 repeat clients
from
$40
per night

Kobie was great with FUU. Shibas can come off very unfriendly to people they don’t know and some rovers don’t want to put in the work to get to know their temperment. Kobie went above and beyond to make her feel comfortable in his home and was super responsive whenever I wanted to check in on her. Definitely will be booking in the future.

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Sitter Profile Image: Tiana D.
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Sitter Profile Image: Tiana D.
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16.

Tiana D.

Welcoming Household
Virginia Beach, VA, 23456
11.9 mi. away
Boarding
5.0 out of 5 stars
11 reviews
2 repeat clients
from
$35
per night

Tiana was an amazing rover for our vacation. She made things stressless and our pup was well taken care of. She sends daily pictures and is great with updates!

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Sitter Profile Image: Cassandra & Tradd D.
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Sitter Profile Image: Cassandra & Tradd D.
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17.

Cassandra & Tradd D.

Rover 101
Yard + Park + 24/7 on-call VetTech
Deep Creek South, Chesapeake, VA, 23323
12.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
27 reviews
12 repeat clients
from
$40
per night

Will not disappoint. I had to leave the state at the last minute and didn’t have any place for my fur babies to go where I’d feel safe enough not to worry about them the entire time I was gone. But this family IS THE GREATEST pictures videos updates throughout the day. They treated my twins (lol) puppies like one of their own. And I couldn’t be more thankful! 🙏🏽

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Sitter Profile Image: Sherry H.
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Sitter Profile Image: Sherry H.
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18.

Sherry H.

Rover 101
Fur babies fill a home with joy
Virginia Beach, VA, 23464
12.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
71 reviews
36 repeat clients
from
$40
per night

We truly appreciate the care you gave our girl Roxy. She’s 13 and needs more attention, meds, potty time, etc and you made us feel comfortable with leaving her with you. We loved all the pictures you sent and how you kept us informed of her daily activities. Thank you for being so kind.

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Sitter Profile Image: Jacqueline K.
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Sitter Profile Image: Jacqueline K.
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19.

Jacqueline K.

Rover 101
Just-Like-Family Dog Boarding
Indian River, Chesapeake, VA, 23324
13.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
48 reviews
15 repeat clients
from
$40
per night

We have used Jacqueline and family twice now. Our Charlie LOVES arriving and staying with them. He barely wants to come home.. 🫣. The kids give him lots of exercise and love!! Highly recommend!!

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Sitter Profile Image: Megan M.
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Sitter Profile Image: Megan M.
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20.

Megan M.

The perfect vacation for your dog
Virginia Beach, VA, 23454
13.3 mi. away
Boarding
5.0 out of 5 stars
12 reviews
4 repeat clients
from
$42
per night

Megan was very nice and my dog seemed to have a good time. It’s nice that she only takes one dog at a time. We were in VA Beach on vacation and plan to use her again when we are here next year.

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Dog lovers in Pleasant Grove East, Chesapeake, VA love dog sitters on Rover.com. Over 290 pet owners have reviewed dog sitters on Rover in Chesapeake, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable dog boarding in Chesapeake can be when you book with Rover. Wondering how much it might cost to book dog boarding? Check out our average dog boarding rates to get an idea before contacting a dog sitter near you.

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 East 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 East, 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 East, 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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