Dog Boarding in Pleasant Grove West, Chesapeake, VA

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Top rated Pleasant Grove West dog boarders

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: Maria & Matthew R.
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Maria & Matthew R.
Star Sitter
from
$38
per night
5.0 out of 5.0 stars
40 reviews
9 repeat clients
30 years of experience
Great Bridge, Chesapeake, VA, 23322

Maria & Matthew are the absolute best! We’ve used them twice and each time it gets better! Our dog loves his mini vaca at their house with his doggie friends. Their communication is incredible! Maria and Matthew are our go to sitters!

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Stephen & Briana G.
Sitter Profile Image: Lauren H.
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Lauren H.
Star Sitter
from
$32
per night
5.0 out of 5.0 stars
12 reviews
3 repeat clients
17 years of experience
Great Bridge East, Chesapeake, VA, 23322

Lauren was wonderful and Winston was in such great hands. We got pictures of him and we knew he had become a part of their family during our trip. Winston gives his stay 5 stars too! Thank you Lauren!

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Kristin A.
Sitter Profile Image: Eugene J.
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Eugene J.
from
$44
per night
4.9 out of 5.0 stars
140 reviews
61 repeat clients
8 years of experience
Great Bridge East, chesapeake, VA, 23322

Highly recommend, excellent sitter! Eugene took the best care of our 1 yo and 16 yo (!) miniature dachshunds. He sent updates and photos during their stay. Our dogs had a wonderful time at their home-away-from-home. Eugene responds quickly to messages, is very accommodating, and ensured that we had no worries while we were out of town.

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Rebecca T.
Sitter Profile Image: Eric C.
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Eric C.
Star Sitter
from
$45
per night
5.0 out of 5.0 stars
90 reviews
29 repeat clients
20 years of experience
moyock, NC, 27958

Eric and his family were great for our Evey girl. Even went as fall as meeting first in order to ensure we were a good fit/uncomfortable with leaving her. Eric was extremely responsive when I would check in. Flexible on pick up and drop off times. Evey is happy to be home for sure, but no doubt was well taken care of by the family. Thanks!

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Blayke K.
Sitter Profile Image: John B.
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John B.
Star Sitter
from
$47
per night
5.0 out of 5.0 stars
134 reviews
50 repeat clients
17 years of experience
Elizabeth City, NC, 27909

Another wonderful stay with John B.! Daisy was happy to arrive and remembered John’s and his home even though it had been a while since our last visit. John’s daily picture updates are a nice touch as well.

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Stacy L.
Sitter Profile Image: Cassandra & Tradd D.
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Cassandra & Tradd D.
Star Sitter
from
$40
per night
5.0 out of 5.0 stars
44 reviews
20 repeat clients
5 years of experience
Deep Creek South, Chesapeake, VA, 23323

10/10! Cassandra and Tradd were amazing!!! Cassandra sent me photos throughout my pup’s stay, and gave frequent updates. She was very responsive and super friendly! Great home, great people. Will be using again!

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Lynn & Austin F.
Sitter Profile Image: Kobie H.
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Kobie H.
Star Sitter
from
$40
per night
4.9 out of 5.0 stars
167 reviews
98 repeat clients
13 years of experience
Greenbrier West, Chesapeake, VA, 23320

Kobie was fantastic with my little guy Sam. I was nervous at first but Kobie provided daily information I could Videos. Also l had to book with Kobie at the last minute same day as going out of town and he was able to accommodate my Dog/Sam. I highly recommend Kobie!!!

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Miriam P.
Sitter Profile Image: Katja B.
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Katja B.
Star Sitter
from
$35
per night
5.0 out of 5.0 stars
16 reviews
4 repeat clients
5 years of experience
Virginia Beach, VA, 23453

Katja did a terrific job taking care of my sweet little dog! She sent me updates and pictures every day to let me know how she was doing, she even sent me a couple of videos. Katja and her family treated my baby like part of their family. I would definitely hire her again!

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Amanda F.
Sitter Profile Image: Rachael R.
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Rachael R.
from
$35
per night
4.9 out of 5.0 stars
152 reviews
51 repeat clients
20 years of experience
Great Bridge, Chesapeake, VA, 23322

Rachael was absolutely wonderful! It was the first time we were away from our sweet puppy girl for more than a few hours. Rachael made sure we felt comfortable, asking questions to find out what our dog needed to feel safe and comfortable. She sent regular videos to ease our minds, which allowed us to enjoy our vacation. I would use Rachael again and would recommend her to anyone looking for a safe and loving place to leave their fur baby!

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Justin and Emily W.
Sitter Profile Image: Derek J.
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Derek J.
Star Sitter
from
$32
per night
5.0 out of 5.0 stars
52 reviews
15 repeat clients
20 years of experience
Virginia Beach, VA, 23454

Derek was the perfect dog sitter for our Oakley (a rescue chihuahua/mix). He typically takes at least half a day to warm up to dog sitters and usually won’t eat the first meal. Our dog warmed up to Derek and his wife almost immediately! Oakley was walked plenty, fed, and Derek was great with communication throughout our pups stay. Will definitely book again if we are in the area.

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Alexandra L.
Sitter Profile Image: Shannon S.
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Shannon S.
Star Sitter
from
$40
per night
4.9 out of 5.0 stars
55 reviews
18 repeat clients
20 years of experience
Deep Creek South, Chesapeake, VA, 23323

Shannon took such great care of our dog, Ruby. Shannon sent multiple photos of Ruby during her stay, reassuring us that she was enjoying herself. We'll definitely use Shannon again in the future!

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Haley K.
Sitter Profile Image: Kristin O.
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Kristin O.
Star Sitter
from
$50
per night
5.0 out of 5.0 stars
92 reviews
26 repeat clients
14 years of experience
Pleasant Grove West, Chesapeake, VA, 23322

Our meet and greet put us at ease with Kristen’s knowledge and experience so we scheduled our first overnight weekend with her. Her passion and attention to our puppy during the stay was super. We highly recommend her!

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Karen W.
Sitter Profile Image: Stephen s.
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Stephen s.
from
$40
per night
5.0 out of 5.0 stars
81 reviews
29 repeat clients
30 years of experience
Great Bridge, CHESAPEAKE, VA, 23322

We couldn’t have been anymore satisfied! Stephen did an awesome job with Rocky. Not only did he ensure that Rocky felt safe and welcomed at his home, he also kept and maintained me informed the entire time; making me feel extremely at ease. We definitely recommend Stephen and will keep on returning every time Rocky need a sitter.

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Tiago C.
Sitter Profile Image: Jenn B.
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Jenn B.
Star Sitter
from
$30
per night
5.0 out of 5.0 stars
52 reviews
19 repeat clients
20 years of experience
Virginia Beach, VA, 23456

Ms Jenn was extremely accommodating to the time of drop off and pick up. We feel like leaving Tomato with a family member, her house is nice and roomy with a large fenced yard which will allow your pet to play safely outside. Ms Jenn sent us pictures and detailed updates to ensure that our Tomato is in great care. I would come back to Ms Jenn every time we need to leave Tomato with someone we trust. Contact her, you won’t regret it!

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Thao N.
Sitter Profile Image: Beverly R.
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Beverly R.
Star Sitter
from
$30
per night
5.0 out of 5.0 stars
45 reviews
18 repeat clients
18 years of experience
Greenbrier West, Chesapeake, VA, 23320

Beverly was a saint! She answered my request to board to board my little one on a very short notice (due to a funeral). This was my little guy's first time away from me since he's newly adopted. She sent lots of pictures and he looked very content in her company. I felt as though he found a second home and I will DEFINITELY request her again.

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Cassondra T.
Sitter Profile Image: Megan L.
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Megan L.
Star Sitter
from
$37
per night
5.0 out of 5.0 stars
78 reviews
31 repeat clients
5 years of experience
Portsmouth, VA, 23703

Megan was incredible! She provided frequent updates and photos so I never worried while my girls were away. She has a wonderful calming presence about her that made me feel confident my girls were in great hands. I highly recommend Megan!

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Lauren M.
Sitter Profile Image: Courtney & Kailee B.
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Courtney & Kailee B.
from
$40
per night
5.0 out of 5.0 stars
96 reviews
41 repeat clients
30 years of experience
South Mills, NC, 27976

Courtney is AMAZING! We have 2 very high energy dogs and I was very hesitant to leave them with anyone; Courtney kept us very updated and treated our babies like her own! We will be using her whenever we go out of town!! :)

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Britney C.
Sitter Profile Image: Ellen K.
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Ellen K.
Star Sitter
from
$32
per night
5.0 out of 5.0 stars
26 reviews
6 repeat clients
10 years of experience
Norfolk, VA, 23504

Ellen is wonderful and took excellent care of my dog! Her fenced back yard was great for him! Ellen was awesome about communicating with me during the boarding and she texted some adorable pictures! Highly recommended!

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Lori W.
Sitter Profile Image: Kathleen S.
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Kathleen S.
Star Sitter
from
$29
per night
5.0 out of 5.0 stars
92 reviews
38 repeat clients
10 years of experience
Indian River, Chesapeake, VA, 23325

Kathleen is the best dog sitter. Kathleen watched our 6 month old puppy for 8 days! Every day She sent us pics and text and our sweet pup looked to happy and spoiled. We would highly recommend Kathleen. 5 plus stars indeed.

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James L.
Sitter Profile Image: Sherry H.
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Sherry H.
Star Sitter
from
$40
per night
5.0 out of 5.0 stars
157 reviews
62 repeat clients
25 years of experience
Virginia Beach, VA, 23464

Sherry was great. I was scared to leave the pup with strangers but her home has a welcoming atmosphere. Obi seemed very relaxed and comfortable so I knew he was in safe hands.

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Zeanna E.
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Pleasant Grove West dog parents share their Rover experiences

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5.0 out of 5.0 stars

Always know Lily is having a great time so we can too while away. Kristen makes sure she gets plenty of snuggles and fun. Recommend a stay with Kristen if you want a worry free experience for your fur babies.

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Karen W.
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