Dog Boarding in Deep Creek West-Dismal Swamp, Chesapeake, VA

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

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House Sitting
Drop-In Visits
Doggy Day Care
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Sitter Profile Image: Cassandra & Tradd D.
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Sitter Profile Image: Cassandra & Tradd D.
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1. Cassandra & Tradd D.

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

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: Shannon S.
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Sitter Profile Image: Shannon S.
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2. Shannon S.

Dogs are my joy. I love them
Deep Creek South, Chesapeake, VA, 23323
8.1 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
20 reviews
8 repeat clients
from
$35
per night
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Wonderful! Mango was very well taken care of, I felt very comfortable having her stay with Shannon. As happy as mango was to see me when I picked her up she was so sad to leave all her new friends ! Will absolutely rebook and do recommend her as a sitter.

Confirmed availability: Juneteenth
Sitter Profile Image: Chelsea And Tony P.
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Sitter Profile Image: Chelsea And Tony P.
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3. Chelsea And Tony P.

Four Paws Retreat
Suffolk, VA, 23434
9.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
31 reviews
21 repeat clients
from
$40
per night
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Chelsea and Tony were very professional and friendly. They loved on our mature Boxer while we were out of town for two days and he came home exhausted...always a good sign. Will definitely rebook with them when we go out of town next!

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Sitter Profile Image: Claudia R.
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Sitter Profile Image: Claudia R.
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4. Claudia R.

I’ll treat your pets like family.
Deep Creek South, Chesapeake, VA, 23323
8.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
58 reviews
15 repeat clients
from
$35
per night
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Claudia is amazing!!! This was the second time she watched our dog and she took such great care of him. She went above and beyond. 100% recommend her!

Sitter Profile Image: Amanda A.
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Sitter Profile Image: Amanda A.
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5. Amanda A.

Reliable dog loving family
Great Bridge, Chesapeake, VA, 23322
8.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
35 reviews
10 repeat clients
from
$32
per night
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Our dogs had an amazing stay with Amanda and her family in their beautiful home. We could not be happier with how our dogs were treated, and I could tell from the updates and when we picked them up that they loved every second of their visit. Really took the stress out of having to leave them behind when we travel. We would not hesitate to bring our babies back to Amanda in the future! Thank you! ❤️

Confirmed availability: Juneteenth
Sitter Profile Image: Renata M.
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Sitter Profile Image: Renata M.
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6. Renata M.

Let me care for them!
Deep Creek South, Chesapeake, VA, 23323
6.8 mi. away
Boarding
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$38
per night
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Tenants was awesome, and ready last minute!! I did not have a care in the world while I was away. I have found my forever sitter as long as she’ll have him!!

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Sitter Profile Image: Katie K.
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Sitter Profile Image: Katie K.
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7. Katie K.

Experienced dog owner!
Deep Creek West-Dismal Swamp, Chesapeake, VA, 23323
6.0 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
5 reviews
3 repeat clients
from
$43
per night

Katie is a responsible and caring individual. She takes into account others needs and wishes in the most respectful way in every area of life. She has extensive experience taking care of various breeds or dogs and always handled each situation with care. Katie is a lover of animals and will treat your pup like her own! I wouldn't hesitate one minute to let her care for my own lab!

Confirmed availability: Juneteenth
Sitter Profile Image: Jacqueline K.
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Sitter Profile Image: Jacqueline K.
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8. Jacqueline K.

Rover 101
Just-Like-Family Dog Boarding
Indian River, Chesapeake, VA, 23324
12.8 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
59 reviews
22 repeat clients
from
$40
per night
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Wilson spent a whole week with Jacqueline's care and we are so glad we found her! She is very professional, provides daily update, and provided Wilson with plenty of play and attention. We highly recommend her and plan on reaching out again for our next care. Thank you Jacqueline!! - The Petras Family ❤️

Confirmed availability: Juneteenth
Sitter Profile Image: Natalie L.
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Sitter Profile Image: Natalie L.
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9. Natalie L.

Rover 101
Your dogs home away from home 🐾🏡
Suffolk, VA, 23434
13.0 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
116 reviews
44 repeat clients
from
$39
per night
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Natalie was amazing! We had a family emergency and needed care the next day and she was incredibly accommodating (especially when we had a flight cancellation on the way back too!). She sent picture updates and in each picture I thought “my pup looks so happy he’s not going to want to come home”. Between Natalie, her fenced in yard, and her kids your pup comes home tired and happy!

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Sitter Profile Image: Reginald & Kelly V.
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Sitter Profile Image: Reginald & Kelly V.
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10. Reginald & Kelly V.

Rover 101
Just like one of the family….
Suffolk, VA, 23435
13.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
83 reviews
19 repeat clients
from
$35
per night
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Reggie and Kelly are amazing! There was constant communication of Lacey and I did not have to worry about her care! They sent me pictures of her relaxing and enjoying herself. They treated her like their own dog! I enjoyed getting their messages. I'm definitely going to reach out to them the next time I need them. They are a great team! Thank you so much for making Lacey feel at home! She was definitely loved all the time.

Sitter Profile Image: Stephen s.
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Sitter Profile Image: Stephen s.
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11. Stephen s.

Tons of experience with all breeds.
Great Bridge, CHESAPEAKE, VA, 23322
8.7 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
15 repeat clients
from
$35
per night
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I am absolutely thrilled to share my experience with Stephen. I have two dogs, Rocky and Lucy, who are more than just pets to me, they are family. Leaving them behind when I travel is always a tough decision, but Stephen has made this process so much easier and stress-free. From the moment we met Stephen, it was clear that he is a genuine dog lover. He was incredibly professional, yet warm and friendly. He took the time to understand Rocky and Lucy's routines, their likes and dislikes, and their individual quirks. This level of detail and attention made me feel confident that my dogs were in the best hands. During my time away, Stephen kept me updated with regular messages and photos, which was a wonderful touch. It was so comforting to see my dogs happy, relaxed, and clearly well cared for. He even went above and beyond by taking them on extra walks and play sessions, which they absolutely loved. Stephen's care for Rocky and Lucy was nothing short of phenomenal. He treated them as if they were his own, and that's all a pet owner can ask for. I always return home to find two very happy dogs. I cannot recommend Stephen highly enough. His dedication, love for animals, and professionalism are second to none. If you're looking for someone to take care of your furry family members with the same love and attention you give them, Stephen is your guy. Thank you, Stephen, for providing such outstanding care for Rocky and Lucy. We look forward to our next booking with you!

Sitter Profile Image: Bethany & Blake R.
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Sitter Profile Image: Bethany & Blake R.
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12. Bethany & Blake R.

Just like home
Great Bridge, Chesapeake, VA, 23322
8.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
2 repeat clients
from
$35
per night
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My boy had so much fun with Bethany and her family. He got all the love and cuddles they had to offer! Bethany was very informative and sent plenty of pictures! We couldn’t have felt better about who watched our baby while we were gone. I would highly recommend!!!

Sitter Profile Image: Dawn P.
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Sitter Profile Image: Dawn P.
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13. Dawn P.

Have always had pets. Luv them!
Deep Creek South, Chesapeake, VA, 23323
6.3 mi. away
Boarding
5.0 out of 5 stars
11 reviews
2 repeat clients
from
$35
per night
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Very easy to work with, and Dawn took good care of our Milo!

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Sitter Profile Image: Akemi R.
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Sitter Profile Image: Akemi R.
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14. Akemi R.

Safe and loving care for your Baby!
Great Bridge, Chesapeake, VA, 23322
7.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
49 reviews
21 repeat clients
from
$45
per night
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Akemi did an amazing job taking care of our Coby. It was his first time to stay with her and she did everything she could to make him feel at home. She sent lots of pictures and updates about him. She took him on daily walks and even to the beach. We would definitely book her again.

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Sitter Profile Image: Shawanda R.
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Sitter Profile Image: Shawanda R.
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15. Shawanda R.

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

I could not have asked for a better family to love on my fur baby!!! Ms. Shawanda and her babies shared several photos with me while I was away!!! She even worked with me and my schedule as things became a little hectic!!! She will be my go to every time I have to go out of town if she and her beautiful daughters available!!!

Confirmed availability: Juneteenth
Sitter Profile Image: Harrison K.
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Sitter Profile Image: Harrison K.
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16. Harrison K.

🐾 Dog Whisperer Extraordinaire 🐾
Suffolk, VA, 23434
8.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
32 reviews
10 repeat clients
from
$25
per night
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Harrison was super flexible and accommodating for my last minute boarding. He sent pictures of Cappone and updated me on how he was progressing!! Cappone was busy bc when he returned home he was ready for a nap!!! Harrison thank you again for being accommodating and taking such good care of my baby dog!!!! I will be a return customer!!!!

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Sitter Profile Image: Ruby P.
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Sitter Profile Image: Ruby P.
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17. Ruby P.

Loving pet sitter for your furbaby
Great Bridge, Chesapeake, VA, 23323
7.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
from
$40
per night
Profile image

Ruby was a great communicator and sent pictures and updates routinely. Our pups seemed very comfortable and we’re grateful for the care :)

Confirmed availability: Juneteenth
Sitter Profile Image: Beverly R.
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Sitter Profile Image: Beverly R.
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18. Beverly R.

Treating them like royalty.
Greenbrier West, Chesapeake, VA, 23320
10.4 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
9 repeat clients
from
$28
per night
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She was so great with my little boy. I just knew as sweet as my baby was, she would have to end the stay early. But she was so kind and patient with him. She sent pictures and videos of him and what he was up to. He was able to have the same one on one time with her like he would work my regular schedule. He had a ball. If she allows him back, I will definitely book with her again.

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Sitter Profile Image: Gail T.
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Sitter Profile Image: Gail T.
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19. Gail T.

Life is empty without a dog.
Portsmouth, VA, 23707
13.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
19 reviews
19 repeat clients
from
$30
per night
Profile image

Gail was wonderful with Joy. I received pictures of Joy and a text on how Joy was doing. This was my 1st time using Gail and I was very happy with her care for my fur bady. I would recommend Gail service and I definitely will be coming back to her. Thank you so much!!

Confirmed availability: Juneteenth
Sitter Profile Image: Ayana W.
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Sitter Profile Image: Ayana W.
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20. Ayana W.

A lover of pets!
South Norfolk, Chesapeake, VA, 23320
10.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
55 reviews
24 repeat clients
from
$38
per night
Profile image

Ayana is the best! Leaving your pets while you're away is not easy but Ayana made it a breeze. She made us feel comfortable and updated us with pictures. She took excellent care of our dogs. I recommend her 100%.

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In Deep Creek West-Dismal Swamp, Chesapeake, VA, dog lovers trust Rover.com for their dog boarding needs. Over 290 pet owners have reviewed dog sitters in Chesapeake, giving them an average rating of 4.9/5 stars. Booking dog boarding in Deep Creek West-Dismal Swamp can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book dog boarding in Chesapeake on Rover? Check out our average dog boarding rates to get an idea before reaching out and beginning a conversation with a sitter.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Deep Creek West-Dismal Swamp dog sitter in seconds on Rover.com. If you're looking for dog boarding while you're away, whether it's for one night or a whole month, you can find a dog sitter in Deep Creek West-Dismal Swamp, Chesapeake, VA who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks and community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers for hire, and that includes offering pet boarding in Deep Creek West-Dismal Swamp.

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