Dog Boarding in Winston

Your dog stays overnight at a reliable dog sitter's home whilst you're away

46 results for Dog Boarding in Winston, VA

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Erica P.

(70)
21 repeat clients
from $35.00
per night

My pup Rocky had a great time at Erica's! She made sure to take pictures and videos which helped to ease my mind as it was his first time with her. She was very sweet and kind. Highly recommended her!

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Whitney G.

(16)
4 repeat clients
from $60.00
per night

Excellent communication and wonderful care for our Maxie. We will definitely become repeat customers…highly recommended!

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Kathryn M.

(103)
30 repeat clients
from $40.00
per night

We had an amazing first Rover experience! This was our first time leaving our dog for a week (with someone who wasn’t family), so we were definitely nervous. Kathryn made us feel completely at ease by sending daily updates and plenty of photos. The communication gave us so much peace of mind, and it was obvious our dog was happy, well cared for, and loved while we were away. We were able to truly enjoy our trip knowing our pup was in such great hands. We would absolutely book again and highly recommend Kathryn!

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Andrea S.

(63)
19 repeat clients
from $35.00
per night

Andrea was a great find for us! She took great care of our Luna and sent lots of photo updates along the way. She helped us out when we were in a pinch last minute and made everything super easy for us! We are so grateful. If we are ever in need we will definitely rebook with her!

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Nathan A.

(174)
76 repeat clients
from $37.00
per night

Nathan is obviously an animal lover - I'm glad he was able to accommodate my senior pooch and will use him again when my primary boarding site closes (which they do occasionally during the year). Thank you Nathan!

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Roland B.

(2)
3 repeat clients
from $70.00
per night
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Linda D.

(30)
13 repeat clients
from $50.00
per night

We had such a wonderful experience with Linda and her family taking care of Colby. This was our first time leaving him with a dog sitter, so naturally I was a little nervous. But from the very beginning, Linda and her family made us feel completely comfortable and reassured. They took Colby on walks several times a day, made sure he was eating well and happy, and constantly kept us updated with pictures, video and messages about how he was doing. Seeing how well he was cared for gave us so much peace of mind. I was able to truly relax and enjoy our vacation because I knew Colby was in such loving and caring hands. Linda and her family went above and beyond, and it was obvious that they genuinely cared about Colby and treated him like part of their family. We are incredibly grateful and would absolutely recommend her and her family to anyone looking for someone trustworthy, responsible, and loving to care for their dog. We would happily leave Colby with them again!

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Lisa F.

(17)
4 repeat clients
from $30.00
per night

Our dogs had a wonderful stay! We received regular updates and cute photos every day, which gave us great peace of mind. Our pups came home happy, healthy, and tired from playing. We will definitely use Mrs Lisa again!!

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Svetlana I.

(65)
32 repeat clients
from $37.00
per night

Svetlana was excellent as usual. She is so loving and caring to our dog, Dallas! We are lucky to have Svetlana as our sitter. I hope she never stops watching our little fur baby 😁😁😁.

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Jessica S.

(30)
7 repeat clients
from $50.00
per night

Jessica was wonderful! She was flexible with changes to my schedule and very accommodating when I experienced a few delays on my end. She also has a great yard, which my dog absolutely loved. I highly recommend her to anyone looking for a reliable and caring sitter!

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Rachel D.

(498)
246 repeat clients
from $47.00
per night

⭐️⭐️⭐️⭐️⭐️ Outstanding Pet Sitting Experience! I cannot say enough good things about Rachel. From the moment we met, it was clear how genuinely she cares for animals. Emmy loved her right away, and it gave me so much peace of mind while I was away. Throughout the time I was gone, Rachel kept me updated with messages, photos, and little notes about how Emmy was doing — it made our first time being away so much easier knowing she was not just being looked after, but truly loved and cared for. I came home to a happy, relaxed pet. I would highly recommend Rachel to anyone looking for a trustworthy, kind, and responsible pet sitter. She’s a rare find, and I’m so grateful we did!

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Tara G.

(24)
6 repeat clients
from $35.00
per night

Phenomenal experience! Finding a last-minute, affordable sitter felt impossible, but Tara and her family turned a stressful situation into an absolute blessing. They are incredibly sweet, friendly, and professional. Tara took the time to make sure Amaya was fully comfortable, handled her medication flawlessly, and sent frequent, comforting photo updates. I was honestly hesitant to leave a review because she is so amazing that I know she’ll be booked up constantly once the secret is out! We have officially found 'the one'—cannot recommend her enough!

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Shelby A.

(33)
11 repeat clients
from $32.00
per night

Shelby was amazing as always! I left my puppy with her for a week while I was out of the country, and she put me at ease. She gave me daily updates and my puppy came home happy and definitely was treated so well. I will definitely be using her in the future if I need someone again. If you're looking for someone to treat your dog as one of their own she's definitely the one!

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Tina A.

(17)
6 repeat clients
from $40.00
per night

My dog Rumor is like a kid to me, so finding someone I could truly trust to care for her while we were away was no small task. I spent a lot of time reading reviews and making phone calls before reaching out to Tina — and I’m so glad I did. From the very first conversation, Tina was responsive and kind, and our meet and greet sealed the deal. I knew right away we’d be friends, just like her dog Winston and Rumor quickly became buddies. Tina has such a big heart when it comes to pets, and it shows in everything she does. I can’t thank her enough for the consistent updates and adorable photos of Rumor’s daily routine while we were gone. It gave me such peace of mind knowing she was in such loving hands.

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Karla G.

(57)
15 repeat clients
from $45.00
per night

Karla was an incredible care taker of my two Cavailer King Charles spaniels. They typically have separation anxiety, but they had such a good time at Karla’s, my oldest dog wanted to stay even longer. :) Karla sent pictures and updates regularly, which made me feel so much better about leaving them. I couldn’t be more pleased.

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Scott & Sarah O.

(57)
17 repeat clients
from $65.00
per night

Our dogs really enjoyed staying with Sarah and Scott, who made sure they had plenty of fun even on wet and snowy days. Our dogs really trusted them, even our anxious rescue girl.

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Emily M.

(5)
2 repeat clients
from $25.00
per night
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Ariahna J.

(12)
2 repeat clients
from $35.00
per night
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Alexa H.

(19)
8 repeat clients
from $50.00
per night

Alexa is a dog expert. A dog trainer by profession, she also has a genuine care for dogs. She was very communicative and provided me not only updates but back and forth dialogue to ensure George and Ozzie had the best care.

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Beth N.

(90)
26 repeat clients
from $55.00
per night

We are so happy that we chose to leave our dog with Beth! We felt so much relief knowing that our dog was safe and loved. We will definitely be using Beth in the future 😊


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Are you looking for Dog Boarding in Winston to take care of your beloved dog? You are in the right place! We currently have 46 experienced, loving and background-checked dog care specialists in Winston. Our sitters offer a variety of pet services such as home dog boarding, dog walking and doggy daycare. Make an informed decision based on reviews, response rates and contact at least 3 approved Dog Boarding professionals. Your dog will be delighted to be looked after by our loving dog sitters.