Personalized care for your dog or cat - Siler

Highly-rated overnight sitters - Siler

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: Walter G.
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Walter G.
Star Sitter
from
$37
per night
5.0 out of 5 stars
48 reviews
21 repeat clients
20 years of experience
Winchester, VA, 22602

Walter and his family were great hosts and caretakers for our dog. They made us feel super comfortable by sending updates and pictures while we were away. We have already asked them to take care of our dog again because of the wonderful care they provided!

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Lisa L.
Sitter Profile Image: Cindy E.
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Cindy E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
25 reviews
5 repeat clients
8 years of experience
Stephenson, VA, 22656

I can’t say enough great words about Cindy. She took great care of our precious Hank. She sent photos during his stay. She responded quickly and so friendly to our text whenever we checked in. Our fur baby was treated like her own during our vacation. 150% would recommend Cindy to care for your baby and would use her again and again!

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Melissa B.
Sitter Profile Image: Joel & Janelle E.
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Joel & Janelle E.
Star Sitter
from
$50
per night
5.0 out of 5 stars
76 reviews
26 repeat clients
30 years of experience
Kearneysville, WV, 25430

Joel and Janelle were wonderful hosts to our pups! We especially appreciated how much they communicated. Our dogs came home happy and look forward to staying with them again.

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Dana F.
Sitter Profile Image: Alexsys T.
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Alexsys T.
Star Sitter
from
$47
per night
5.0 out of 5 stars
328 reviews
129 repeat clients
7 years of experience
Clear Brook, VA, 22624

Alexsys is fantastic! She (and her family) gives them lots of attention, play and snuggles. Shes got a great backyard where they can let all their energy out. I’m so thankful to have found her!

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Michelle M.
Sitter Profile Image: Carol D.
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Carol D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
7 reviews
4 repeat clients
35 years of experience
CAPON BRIDGE, WV, 26711

Yogi enjoyed his stay. I like that there are options. Dogs can stay in the house. But if they are more comfortable outside, she has a deck with access to a fenced in grass area. Good communication. No problems.

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Greg G.
Sitter Profile Image: Yzabella V.
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Yzabella V.
from
$35
per night
4.6 out of 5 stars
23 reviews
7 repeat clients
8 years of experience
Stephens city, VA, 22655

Yzabella took such wonderful care of Marley, and he had a great time with her and her family!! She kept me updated throughout his stay by sending pictures and videos, which was so appreciated and showed how happy and well cared for he was. I’m also incredibly grateful that she was available on such short notice. Her kindness, reliability, and genuine love for animals truly stand out. I highly recommend her to anyone looking for someone to care for their pet! 🐾

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Nakeia J.
Sitter Profile Image: Jessica I.
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Jessica I.
from
$45
per night
5.0 out of 5 stars
35 reviews
9 repeat clients
20 years of experience
Bunker Hill, WV, 25413

Excellent care of our Bernie! She had so much fun she is sleeping right now! Loved the pics. Will definitely check Jessica’s availability next time.

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Julie A.
Sitter Profile Image: Zachary T.
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Zachary T.
from
$38
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
13 years of experience
Clear Brook, VA, 22624

Zachary did an amazing job watching my two dogs. He checked in with me everyday and sent photos as well. I really appreciate him taking great care of them!!

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Jaclyn S.
Sitter Profile Image: Lori V.
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Lori V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
99 reviews
49 repeat clients
14 years of experience
Berryville, VA, 22611

I was in a pinch to find a new dog sitter and Lori came through for me. She took such good care of Milo and gave him tons of attention. Lori also did a nice job grooming him. Thank you Lori for everything!

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Chris C.
Sitter Profile Image: Chris A.
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Chris A.
from
$50
per night
5.0 out of 5 stars
69 reviews
17 repeat clients
20 years of experience
Ranson, WV, 25438

We highly recommend Chris and plan on using him again for years to come. This was the first time our 2 year old shih tzu had been away from home but Pepper felt immediately at home. We got daily pictures and Pepper went on lots of fun walks in different parks. Chris had also made a window perch for Pepper so he could also look out the window. Chris works from home and only takes one dog at a time so Pepper had lots of attention. Chris was responsive to our questions and followed our instructions.

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Carolyn K.
Sitter Profile Image: Linda K.
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Linda K.
from
$30
per night
5.0 out of 5 stars
119 reviews
47 repeat clients
18 years of experience
Winchester, VA, 22602

Linda is the best! This is the second time we board our dog with her and let me tell you, Hades loves her!!! She is loving, and takes good care of our dog. Not to mention she gives us daily updates. Hades is always happy when he stays with her. We definitely will keep choosing her for our little guy.

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Gian O.
Sitter Profile Image: Laura P.
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Laura P.
from
$55
per night
5.0 out of 5 stars
8 reviews
31 years of experience
Winchester, VA, 22603

If you're ever looking for a place for your fur kids to stay while you go out of town, I highly recommend Laura. I have 2 neurotic cats; 1 has CH that does not like getting confined in crates/small place and the other is spicy/moody. The stay was short with a (somewhat) unusual request, but Laura took them all in stride and went the extra mile to look after Sam and Cloud. Definitely one of my best rover experience and would not hesitate to ask her again in the future.

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Irina H.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
24 reviews
11 repeat clients
40 years of experience
Charles Town, WV, 25414

I never worry when Rudy is there!! He seems so happy to go every time I drop him off. I couldn’t recommend this family more! They are wonderful!

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Stephanie R.
Sitter Profile Image: Kalley B.
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Kalley B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
89 reviews
31 repeat clients
25 years of experience
Middletown, VA, 22645

Kalley was a fantastic pet sitter. She took such great care of my pup, and treated him as though he were one of their own. Highly, highly recommended if you are looking for a caring, positive environment for your pet while you are away. She sent pictures nearly every day with updates on how he was doing. Thank you Kalley! We will definitely reach out to you next time we have a need for pet sitting! ?

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Mary B.
Sitter Profile Image: Barbara D.
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Barbara D.
Star Sitter
from
$43
per night
5.0 out of 5 stars
57 reviews
16 repeat clients
24 years of experience
Harpers ferry, VA, 20170

Barbara was one of the best hosts I’ve ever booked. She’s so kind, incredibly experienced with a variety of breeds, and has amazing intuition when it comes to meeting your pup’s needs. She sends lots of fun photos and videos and I was so comforted by the fact that I knew my darling dog was having a blast and was in great hands. I can’t wait to rebook!

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Molly D.
Sitter Profile Image: Gabby T.
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Gabby T.
Star Sitter
from
$45
per night
5.0 out of 5 stars
183 reviews
29 repeat clients
5 years of experience
clearbrook, VA, 22624

Gabby is awesome! She took such loving care of our dog, offering updates and adorable photos throughout the stay. Came back to a happy and well-cared-for pet. Highly recommend Gabby!

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Jean S.
Sitter Profile Image: Allison B.
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Allison B.
from
$55
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
10 years of experience
Winchester, VA, 22602

Allison was great with our boys! One of my dogs has a needy diet and Allison was more than willing to make the rice and provide for them with no questions asked! She sent us pictures throughout their stay and updated us when needed!

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Amanda S.
Sitter Profile Image: Michelle D.
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Michelle D.
from
$50
per night
5.0 out of 5 stars
53 reviews
27 repeat clients
10 years of experience
Martinsburg, WV, 25401

Michelle is the friendliest and most accommodating dog sitter we’ve ever had. We appreciate her for taking good care of Max. We highly recommend and would avail her service in the future

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Tyne T.
Sitter Profile Image: Katherine B.
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Katherine B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
126 reviews
72 repeat clients
45 years of experience
Berryville, VA, 22611

I can't say enough good things! Katherine treated our dog like one of her own sending daily updates and photos! She made sure our family member had daily walks and made new friends! Copper seemed to enjoy his vacation as much as we enjoyed ours and looks forward to his next visit!

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Kara C.
Sitter Profile Image: Erin G.
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Erin G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
82 reviews
23 repeat clients
22 years of experience
Round Hill, VA, 20141

Erin was fantastic! Her whole family loved on our dog while we were gone. Erin sent many photos and updates and made us feel comfortable while away. Comet really felt on vacation ❤️ We will definitely rebook when needed and highly recommend!

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Julie P.
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Over 4.1 million
dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Siler

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Jennifer L.
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Jennifer L.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
39 reviews
9 repeat clients
3 years of experience
Cross Junction, VA, 22625

Five stars aren't enough for Jen! Our kitty cat, Katie, absolutely adores her and Jen is 100% reliable and trustworthy. She plays with Katie and keeps her happy - and that shows in the pictures Jen sends us of Katie when we're out of town. Repeat customer here - you'll never go wrong booking Jen !

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Caroline E.
Sitter Profile Image: Sarah M.
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Sarah M.
from
$10
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Winchester, VA, 22603

Sarah did a fantastic job with Benny. A job well done. We will book with her in the future. A tip has already been given. Thanks so much

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Ruth L.
Sitter Profile Image: Melissa A.
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Melissa A.
from
$20
per visit
5.0 out of 5 stars
24 reviews
8 repeat clients
40 years of experience
Cross Junction, VA, 22625

So very pleased with Melissa. She checked in daily on Sammy and always sent photos and a detailed — often humorous— update on how he was and what he was doing. I will definitely hire Melissa again and highly recommend her.

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Pamela H.
Sitter Profile Image: Hailey S.
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Hailey S.
from
$14
per visit
5.0 out of 5 stars
45 reviews
19 repeat clients
10 years of experience
Bunker Hill, WV, 25413

We had a wonderful experience with this Hailey! This was our first time using Rover to book a cat sitter, and we couldn’t have asked for anyone better. She was incredibly attentive, kind, and clearly cares deeply about animals. Her communication was excellent throughout, which gave us so much peace of mind while we were away. We will absolutely be booking with her again in the future. Highly recommend!

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Brittani N.
Sitter Profile Image: Kimberly B.
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Kimberly B.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
342 reviews
116 repeat clients
8 years of experience
Winchester, VA, 22601

We are so lucky to have found Kim! Our kitty absolutely adores her and it looks like they have so much fun while we are away. I love that Kim sends adorable pictures that always make our day. I truly can't imagine a more wonderful sitter!

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Aly S.
Sitter Profile Image: Lauren H.
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Lauren H.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
113 reviews
51 repeat clients
34 years of experience
Berryville, WV, 25413

Definitely will be using rover again after my experience with Lauren! Made this process very easy and a trustworthy the whole way through. Also great pictures of my fur baby ?

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Bryce S.
Sitter Profile Image: Leslie S.
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Leslie S.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
45 reviews
21 repeat clients
50 years of experience
Martinsburg, WV, 25403

Leslie did drop in visits with our two boys, Oliver and Junior (aka AC Slater), and did a great job. The photos and videos were very welcome and toward the end of the week Oliver was falling in love! Leslie kept us informed as to their behavior and eating patterns, which we really appreciated. I would rebook with Leslie in a heartbeat!

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Michelle P.
Sitter Profile Image: Rhylee K.
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Rhylee K.
from
$14
per visit
6 years of experience
Gerrardstown, WV, 25420

About: I have had animals all my life. Currently I have a 9 year old Jack Russel/Corgi mix and a 2 year old tuxedo cat. I started taking care of animals outside of my own home in my early teenage years. I've taken care of wide variety of animals including dogs of all ages as well as dogs with specific medical needs. I have also taken care of a variety of other animals such as cats, horses, donkeys and chickens. I'm currently employed during the mornings but I am available in the evenings and nights as well as all day Sunday to care for your fur babies! I am able to follow any schedule you might have in place such as bathroom breaks, meal times and medication. Whether your pet prefers cuddles or play time, i will be sure to provide them with lots of attention and love while caring for them.

Sitter Profile Image: charlotte g.
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charlotte g.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
6 reviews
4 repeat clients
8 years of experience
Winchester, VA, 22601

Charlotte is very knowledgeable and reliable. She took good care of my cats while we were out of town. I will book her again and highly recommend Charlotte for pet sitting services.

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Susan T.
Sitter Profile Image: Laura P.
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Laura P.
from
$25
per visit
5.0 out of 5 stars
8 reviews
7 years of experience
Winchester, VA, 22603

If you're ever looking for a place for your fur kids to stay while you go out of town, I highly recommend Laura. I have 2 neurotic cats; 1 has CH that does not like getting confined in crates/small place and the other is spicy/moody. The stay was short with a (somewhat) unusual request, but Laura took them all in stride and went the extra mile to look after Sam and Cloud. Definitely one of my best rover experience and would not hesitate to ask her again in the future.

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Irina H.
Sitter Profile Image: Maggie V.
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Maggie V.
from
$25
per visit
5.0 out of 5 stars
81 reviews
19 repeat clients
25 years of experience
Inwood, WV, 25428

Maggie was very thorough with her check ins on our cats. She sent us updates each time with tons of incredible photos. We really appreciate her and would highly recommend her to anyone!

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Danielle K.
Sitter Profile Image: Teresa S.
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Teresa S.
from
$18
per visit
5 years of experience
Winchester, VA, 22603

About: With years of experience caring for cats of all personalities, ages, and needs, I’ve developed a deep understanding of feline behavior and how to earn their trust (on their terms, of course!). What sets me apart is my attentive, calm, and cat-savvy approach. Whether it’s a shy kitty who needs extra patience or a playful one who loves interaction, I adjust my care to suit their unique personality. I’m especially mindful of routines, feeding preferences, and subtle health cues—because even the smallest changes in behavior can matter. From cozy cuddles (if they’re into that) to quiet companionship and enrichment, I make sure your cat feels safe, loved, and completely at ease while you're away.

Sitter Profile Image: Shannon R.
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Shannon R.
from
$23
per visit
1 year of experience
Cross Junction, VA, 22625

About: I have cared for dogs and cats as family pets for many years and am comfortable providing attentive, reliable, and compassionate care for your pets and meeting their daily needs. I am very flexible in my schedule and able to make time for feeding, walks, playtime, and other pet care needs as required for your furry friend :) I best care for pets by following the owner’s instructions, making sure they have food and water, giving them attention and playtime, and keeping them safe and comfortable.

Sitter Profile Image: Cynthia A.
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Cynthia A.
from
$27
per visit
5.0 out of 5 stars
34 reviews
13 repeat clients
15 years of experience
INWOOD, WV, 25428

I can’t say enough good things about Cynthia, she is absolutely amazing. She took great care of my cats and fish including one cat who requires insulin. She went above and beyond again when I asked to extend my trip, then continued to help after I got sick and had to delay it again.

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Alaina F.
Sitter Profile Image: Aimee K.
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Aimee K.
from
$17
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
6 years of experience
Inwood, WV, 25428

Aimee showed our cat some much needed attention while we were away on a short trip, and she brought our packages in which was a nice bonus! She had great communication with us and was super friendly - Oliver took to her easily!!

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Samantha O.
Sitter Profile Image: Kimverly B.
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Kimverly B.
from
$14
per visit
3 years of experience
Winchester, VA, 22601

About: I provide feeding, fresh water, litter box cleaning, playtime, medication administration (if needed), and plenty of updates with photos so you can have peace of mind while you’re away. As someone who values patience, reliability, and attention to detail

Sitter Profile Image: courtney b.
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courtney b.
from
$16
per visit
5.0 out of 5 stars
54 reviews
15 repeat clients
20 years of experience
Winchester, VA, 22601

We had a wonderful experience with Courtney! I accidentally booked the wrong weekend for our cat care, and as soon as I realized the mistake and contacted her, she immediately offered to head right over to take care of my kitty. That level of kindness, flexibility, and reliability meant so much to me, especially while traveling over a holiday weekend. She stayed for at least a full hour each visit, sent tons of photos and detailed updates every day, and clearly spent quality time making sure my cat was comfortable and cared for. The updates really helped me relax and enjoy my trip knowing my kitty was in such good hands. I truly appreciated her responsiveness, professionalism, and genuine care for animals. I would absolutely book with her again and highly recommend her to anyone looking for a dependable and thoughtful sitter!

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Kristyn A.
Sitter Profile Image: Kathy G.
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Kathy G.
from
$20
per visit
5.0 out of 5 stars
58 reviews
18 repeat clients
30 years of experience
Winchester, VA, 22601

Kathy was very flexible to our needs. We have a senior kitty who needs oral medication and Kathy jumped right in to help us. Thank you so much for your help!! Much appreciated.

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Ryan C.
Sitter Profile Image: Abby W.
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Abby W.
from
$15
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
6 years of experience
Winchester, VA, 22601

Abby is a wonderful petsitter and we were very happy to have her to watch after our cat. Abby is attentive to details and was able to befriend our cat very quickly!

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Anton T.
Sitter Profile Image: Brittany R.
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Brittany R.
from
$23
per visit
5.0 out of 5 stars
15 reviews
2 repeat clients
10 years of experience
Gerrardstown, WV, 25420

Brittany is always terrific, communicates well and goes above and beyond. Highly recommend

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Mark D.
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Why choose a sitter on Rover

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  • Connection before booking

    Schedule a free in-person meeting to ensure a perfect fit before you ever book.

Perfect for high energy dogs - Siler

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Alexsys T.
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Alexsys T.
Star Sitter
from
$35
per day
5.0 out of 5 stars
328 reviews
129 repeat clients
7 years of experience
Clear Brook, VA, 22624

Always willing to help, and my dog always comes back happy and well played and healthy. I feel at peace knowing my dog is with her when I am at work.

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Craig H.
Sitter Profile Image: Gabby T.
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Gabby T.
Star Sitter
from
$35
per day
5.0 out of 5 stars
183 reviews
29 repeat clients
5 years of experience
clearbrook, VA, 22624

Gabby was an awesome Dog Sitter. I could tell from the moment she met my dogs that she was going to be a great sitter. She sent me pictures throughout their day to keep me updated. Would definitely recommend.

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Adam F.
Sitter Profile Image: Jessica I.
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Jessica I.
from
$32
per day
5.0 out of 5 stars
35 reviews
9 repeat clients
20 years of experience
Bunker Hill, WV, 25413

Great job! My dog loves to go here!

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Christine M.
Sitter Profile Image: Linda E.
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Linda E.
from
$30
per day
5.0 out of 5 stars
132 reviews
52 repeat clients
40 years of experience
Inwood, WV, 25428

Wonderful sitter! You can tell she really cares about her campers. We have our baby scheduled with her for a long weekend and I fully trust her to provide excellent care. My little baby is my pride and joy :)

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Ashley S.
Sitter Profile Image: Carrie Lynn A.
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Carrie Lynn A.
from
$45
per day
5.0 out of 5 stars
32 reviews
6 repeat clients
24 years of experience
Winchester, VA, 22602

Carrie was very accommodating of our last minute dog sitting needs! Our two pups had a wonderful time visiting and we would highly recommend her!

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Mary B.
Sitter Profile Image: Thomas C.
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Thomas C.
from
$30
per day
5.0 out of 5 stars
42 reviews
16 repeat clients
20 years of experience
Winchester, VA, 22602

Bear had a wonderful day with Thomas! He was definitely spoiled and well taken care of. Thomas provided updates and pictures of my baby throughout the day. Thank you!

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Christina B.
Sitter Profile Image: Linda S.
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Linda S.
from
$35
per day
4.9 out of 5 stars
103 reviews
53 repeat clients
40 years of experience
Clear Brook, VA, 22624

This was the first time we used Rover.com so we were a little apprehensive. Linda made that first time experience wonderful. Words cannot describe how pleased we were with response, friendliness and most of all the care our fur baby received. Would recommend her service without hesitation.

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Tina W.
Sitter Profile Image: Michelle D.
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Michelle D.
from
$40
per day
5.0 out of 5 stars
53 reviews
27 repeat clients
10 years of experience
Martinsburg, WV, 25401

Michelle was great with our puppy! She played with him and made sure he felt safe and loved all day! She sent lots of pics and kept us updated! Oishii had the best time!

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Amanda H.
Sitter Profile Image: Linda K.
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Linda K.
from
$30
per day
5.0 out of 5 stars
119 reviews
47 repeat clients
18 years of experience
Winchester, VA, 22602

Taking on a totally unknown dog from a cross-country road trip, IS a risk. We knew our senior dog Ginger would likely be stressed: 1st from the trip, and 2nd to be left with a stranger, in an unfamiliar environment. Linda really seems to love the dogs, she had 1-2 fosters there when we arrived (not sure, as I think I only saw 1). While I'm sure it was hard on both of them, we do sincerely appreciate her taking on our dog for a few hours, so that we could attend the wedding of an old family friend. If you read this Linda, I am interested in that food you had there for your fosters. Please shoot me a message, I may look at ordering it to try next time. Thanks again!

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Anita H.
Sitter Profile Image: Anna M.
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Anna M.
from
$30
per day
5.0 out of 5 stars
15 reviews
3 repeat clients
6 years of experience
Martinsburg, WV, 25403

Anna was wonderful with my dog Diesel. I fully trusted her with him and knew he was having a good time. Definitely recommend her to other pet owners. She was accommodating and flexible! Thank you! He had a blast.

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Mei A.
Sitter Profile Image: Yzabella V.
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Yzabella V.
from
$30
per day
4.6 out of 5 stars
23 reviews
7 repeat clients
8 years of experience
Stephens city, VA, 22655

Great service and very responsive!! Kept us updated throughout the day with pictures etc. could not recommend more!

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Dana A.
Sitter Profile Image: Jacob G.
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Jacob G.
from
$35
per day
5.0 out of 5 stars
1 review
1 repeat client
10 years of experience
Clear Brook, VA, 22624

About: With 10 years of experience caring for dogs, I'm passionate about keeping them happy and active with fun walks. I also have experience managing multiple dogs on walks. I’m currently in summer break so I have more free time than usual and I always wake up early to take my own dogs out. I always take my dogs out 3 times a day morning, evening and night. As well as giving them ample food and water in the mornings and evenings. And of course we can talk more about how I can better take care of your pup.

Sitter Profile Image: Lauren B.
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Lauren B.
from
$30
per day
5.0 out of 5 stars
58 reviews
17 repeat clients
10 years of experience
Stephenson, VA, 22656

My dog Pebbles loves Lauren and her adorable, gentle children! They are the perfect match! We are so blessed to have found a sitter who makes sure she feels like part of her family. 🤗

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Teresa S.
Sitter Profile Image: Lisette R.
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Lisette R.
from
$20
per day
5.0 out of 5 stars
81 reviews
32 repeat clients
6 years of experience
Winchester, VA, 22601

Lisette is WONDERFUL and her family is also so nice. She was very friendly and lovable, super communicative, helpful, and also flexible. She took great care of my dog and sent photos throughout the day, and he was really happy and relaxed (and in no hurry to leave) when I came to pick him up so I know he loved being there! I definitely recommend her and will send my dog there again anytime she's available!

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Mandy K.
Sitter Profile Image: Tavin A.
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Tavin A.
from
$35
per day
5.0 out of 5 stars
36 reviews
15 repeat clients
23 years of experience
Martinsburg, WV, 25403

Extremely happy with Tavin as Max’s puppycarer. He Had such a good time and it’s a shame we left the area otherwise we would use her on a regular basis. Very kind and friendly carer. Max was asleep minutes after getting in the car.

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Joanne M.
Sitter Profile Image: Allison B.
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Allison B.
from
$65
per day
5.0 out of 5 stars
19 reviews
5 repeat clients
10 years of experience
Winchester, VA, 22602

My Ellie was so happy and tired when I picked her up! I can tell she had a great time with this family 🙂. Allison was very communicative and promptly greeted me upon drop-off/pick-up!

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Alisa B.
Sitter Profile Image: Chelsea A.
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Chelsea A.
from
$48
per day
5.0 out of 5 stars
8 reviews
1 repeat client
15 years of experience
Winchester, VA, 22602

Cooper had a great time.

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Scott E.
Sitter Profile Image: Sarah J.
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Sarah J.
Star Sitter
from
$32
per day
5.0 out of 5 stars
90 reviews
28 repeat clients
10 years of experience
BERRYVILLE, VA, 22611

My dog is very shy and has separation anxiety but Sarah made her feel right at home. I could see from the pictures and videos just how great of a time she was having. I’ll definitely be brining her back!

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Steve L.
Sitter Profile Image: Whitney S.
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Whitney S.
from
$29
per day
5.0 out of 5 stars
7 reviews
13 years of experience
Stephens city, VA, 22655

Whitney is such an amazing sitter. She treats our dogs like her own! I have complete peace of mind when my two are with her! They come home tired and happy!

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Heather H.
Sitter Profile Image: Stefany P.
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Stefany P.
from
$50
per day
3.7 out of 5 stars
3 reviews
5 years of experience
Winchester, VA, 22602

About: Life is Good with pets! I have been providing professional pet care services for dogs for over 5 years. I have always had different dogs in my life from childhood to adulthood. I’ve seen how happy my own pet is from taking him on regular walks and I am excited to provide this same experience for other pets. I have a large, fenced yard in a semi-rural neighborhood, and I enjoy taking dogs on nice long walks. Pets are allowed on furniture to snuggle and I am also happy to crate train pets, if preferred. I am currently working from home, so I have most of my time to give attention and love to your pet. I am happy to provide these services at all times. I have plenty space and a fenced yard for your pet to play or simple go on potty breaks, if needed. The services requested will be depending on the customers offer :)

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More than 1.6 million
pets enjoyed cuddles and care from sitters on Rover1

Adventure-ready dog walkers - Siler

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Tori S.
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Tori S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
362 reviews
131 repeat clients
10 years of experience
Hedgesville, WV, 25427

Tori was great! On time, helpful, very kind, and very good with my girls Hazel and Kiwi! Seems very knowledgeable about dogs and dog behavior as well.

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Autumn C.
Sitter Profile Image: Kimberly B.
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Kimberly B.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
342 reviews
116 repeat clients
8 years of experience
Winchester, VA, 22601

We’ve hired Kim a few times to feed and walk our dog. She is very reliable and friendly and takes great care of our dog. The Winchester community is lucky to have someone like Kim to look after our pets :)

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Robert F.
Sitter Profile Image: Sherry R.
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Sherry R.
from
$16
per walk
4.9 out of 5 stars
12 reviews
6 repeat clients
3 years of experience
Stephens City, VA, 22655

Sherry took our menagerie of dogs and cats in stride when she arrived and she handled my dog Duncan with ease during the walk. She obviously loves animals and my dog, who is sometimes shy with strangers, immediately liked her and will be happy to see her the next time she comes. I highly recommend her if you need a good caretaker for your pets.

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Kelly F.
Sitter Profile Image: Jacob G.
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Jacob G.
from
$20
per walk
5.0 out of 5 stars
1 review
1 repeat client
10 years of experience
Clear Brook, VA, 22624

About: With 10 years of experience caring for dogs, I'm passionate about keeping them happy and active with fun walks. I also have experience managing multiple dogs on walks. I’m currently in summer break so I have more free time than usual and I always wake up early to take my own dogs out. I always take my dogs out 3 times a day morning, evening and night. As well as giving them ample food and water in the mornings and evenings. And of course we can talk more about how I can better take care of your pup.

Sitter Profile Image: Leslie S.
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Leslie S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
45 reviews
21 repeat clients
50 years of experience
Hedgesville, WV, 25427

Absolutely amazing with my babies. I will have Leslie in the future.

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Courtney B.
Sitter Profile Image: charlotte g.
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charlotte g.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
6 reviews
4 repeat clients
8 years of experience
Winchester, VA, 22601

About: I have been caring for friends and neighbors dogs, cats, and small animals since i was 13. I also volunteer at the PWC Animal Shelter! i am a freshman music major at shenandoah university. i have a decent amount of availability to care for your pets every day. i have a pretty relaxed schedule. i have lots of experience with pet care and your animals will have my full attention throughout the visit. i make sure to provide your pets with adequate enrichment and play and overall care.

Sitter Profile Image: Desi M.
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Desi M.
from
$10
per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
10 years of experience
Berryville, VA, 22611

About: Grew up dog sitting many different breeds and ages. Had a beagle myself growing up. While in the military and overseas I got my German shepherd. I fostered a pitt, Frenchie, and a mastiff overseas as well. Very comfortable providing care needed and medication. I am in school full time online, this provides me with a lot of free time that will allow me to provide extra care for your animals. I live in a great area where I can walk and care for different animals. Your animals will feel very safe with me caring for them.

Sitter Profile Image: Lindsey S.
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Lindsey S.
from
$17
per walk
10 years of experience
Bunker Hill, WV, 25413

About: I have owned dogs all my life and have cared for dogs of all different temperaments and sizes. Any time spent with a pup is time well spent in my eyes! I have the rest of the summer off, so I have plenty of time to spend with your animals! I am available when and where you need me:) My own dog is very reactive with other dogs due to past trauma, so unfortunately my home is unavailable. However, I am open to any sized house/yard, and would be more than happy to take your pup on a ride to the nearest dog park or walking path!

Sitter Profile Image: Maggie V.
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Maggie V.
from
$20
per walk
5.0 out of 5 stars
81 reviews
19 repeat clients
25 years of experience
Inwood, WV, 25428

The best care ever!!

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Tori Z.
Sitter Profile Image: Melissa A.
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Melissa A.
from
$20
per walk
5.0 out of 5 stars
24 reviews
8 repeat clients
40 years of experience
Cross Junction, VA, 22625

About: Hi there, My name is Melissa and I work from home which allows me to have a very flexible schedule. l am a very active person who absolutely loves all sorts of fur babies, especially dogs and cats. I enjoy having the ability to interact with them on a daily basis. I currently have one fur baby of my own, Roxy (13 yo Jack Russell), but I have been around all types of animals since I was little, and I can't imagine my life without them. I would love to include more animals in my life by helping you take care of yours from drop-in visits, dog walking and more! I believe in positive reinforcement training versus negative reinforcement, which supports an animal’s overall well being. My goal is to make sure that your dog is fully sated from our walk so that when you get home you have a relaxed doggie! Having had more than one dog of my own in the past I am experienced in walking multiple dogs at a time, so if you have 2 or more dogs that need daily walks I am up for it! Also, if your pet just needs a cuddle and some caring for during the day I am happy to drop in visit on them and spend some time with them! I hope you’ll consider me for your pet care needs. I promise to treat your fur baby as if it were my own! Looking forward to working with you and your fur babies. I am have a very flexible schedule for dog walking and pet drop-in visits. Morning, afternoon or night time, I would be happy to take care of your pets! I will treat your fur baby as if they were my own pet with respect and gentle care. I also will respect your household and leave it in the condition it was in when I arrived.

Sitter Profile Image: courtney b.
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courtney b.
from
$17
per walk
5.0 out of 5 stars
54 reviews
15 repeat clients
20 years of experience
Winchester, VA, 22601

She was fantastic. Both my boys like her I would recommend her to anyone with any size dog.

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Brian H.
Sitter Profile Image: Teresa S.
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Teresa S.
from
$30
per walk
10 years of experience
Winchester, VA, 22603

About: With many years of hands-on experience in pet sitting, I bring more than just reliability—I bring genuine love and attention to every animal I care for. What truly sets me apart is my ability to connect with animals, especially dogs. I don’t just feed and walk—I bond, play, and provide the same care and affection they’d receive from you. I'm highly attentive to their behavior and needs, ensuring they're not only safe, but also happy and at ease while you're away. Whether your furry friend needs a playmate, a cuddle buddy, or a calm and reassuring presence, I’m here to give them all the love they deserve. Pet care is a natural and fulfilling part of my daily life. I work part-time at a restaurant, usually during evening shifts, which means my mornings and afternoons are open and flexible—perfect for walks, feedings, playtime, or check-ins. Even after my shifts, I’m available for nighttime drop-ins or cuddles before bed. My schedule allows me to give pets the consistent attention, care, and companionship they need throughout the day. Because I truly enjoy spending time with animals, caring for them never feels like a chore—it’s something I look forward to every day. Whether I’m caring for pets in my own home or in a client’s, my goal is always the same: to create a safe, calm, and loving environment where pets feel secure and cared for. In My Home: When pets stay with me, I provide a pet-friendly space with plenty of room to relax, play, and feel comfortable. I stick to their usual routines as closely as possible—feeding times, walks, medication, and bedtime habits—so they feel right at home. They get plenty of one-on-one attention, playtime, and affection throughout the day. In Clients' Homes: When caring for pets in their own home, I make sure to respect and follow all routines, instructions, and preferences. I know how important consistency is for animals, especially when their humans are away. I keep their space clean, monitor their behavior and health closely, and always provide loving companionship—whether that means play, cuddles, or quiet time, depending on the pet’s personality.

Sitter Profile Image: Susan B.
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Susan B.
from
$15
per walk
5.0 out of 5 stars
4 reviews
15 years of experience
Winchester, VA, 22601

About: I’ve loved animals my whole life, and I’ve had the pleasure of living with, and pet sitting for multiple cats and dogs. I’ve done both kitty and dog meds, so if you have a high maintenance fur child like me, I’ve got you covered!! If you trust me with your fur baby, I promise I will love them as much as I love my own!! I work from home, so I have a lot of flexibility. Mornings are more difficult for me, but I can definitely work with you to find what’s best for the pets! My own pets are high maintenance, so I am definitely able to work with your pets needs. I crate my own dog, and give both my dog and cat meds and supplements. I don’t have any human children so my pets are my children. I will give your pet the love, attention, and care I give my own!!

Sitter Profile Image: Victoria L.
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Victoria L.
from
$25
per walk
4.5 out of 5 stars
8 reviews
1 repeat client
23 years of experience
Winchester, VA, 22602

About: I have been taking care of animals since I was 10. I would help family and neighbors and then grew to not just a job it has came to something I love and thrive to do. I am now 33 years old and I strive to help others with their fur babies so they are never alone and taken care of. I own my own farm so my pet care starts at 6am to when I go to bed. I have some much time through the day I I want to help others with their pets/animals. I do not watch others animals in my home only due to our farm animals. But I am happy to go to my clients home to feed, water, give basic care and play with clients pets.

Sitter Profile Image: Taylor R.
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Taylor R.
from
$15
per walk
15 years of experience
Winchester, VA, 22601

About: I’ve taken care of dogs and cats of all sorts. I grew up with small, medium, and large dogs as well as indoor and outdoor cats. I’ve also grown up caring for animals from a variety of backgrounds- fosters, rescues, you name it. I genuinely love spending time with animals and since I can’t have one of my own this seems like a great way to connect with pets and offer my services. I’m happy to come meet any animals in advance to make you more comfortable. I currently work remotely 90% of the time so this gives me a lot of flexibility to walk and take care of animals during work day hours if needed. I’m very good with following whatever directions will make you and your pets feel the most comfortable in your homes and out on walks.

Sitter Profile Image: Jennifer L.
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Jennifer L.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
39 reviews
9 repeat clients
10 years of experience
Cross Junction, VA, 22625

About: Hello, consider me your pets new best friend! Growing up, since day 1, I have had 3 dogs and a slew of kittens. I have experience with many many animals and have given medicinal needs to dogs and cats both! I have been tending to animals since before I can remember and I know I can be a reliable resource for your beloved pet(s). 💗 I have 2 cats currently of my own named Charlie and Sammy, they're twins! I've also grown up with dogs, never lived without them til my 20's. So needless to say, I am an animal lover and advocate and will treat them with the best care they deserve! My own cats: I play with them all the time and make sure they're fed well with lots of water! They also get cuddles on the daily! My clients pets (dogs and/or cats!): I make sure all their animals have food and water! I love to run outside with the dogs and get all their energies out, and play with the cats to get them through the zoomies!

Sitter Profile Image: Cynthia A.
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Cynthia A.
from
$29
per walk
5.0 out of 5 stars
34 reviews
13 repeat clients
15 years of experience
INWOOD, WV, 25428

About: Every neighborhood ive lived in neighbors have come to rely on me to treat their pets as well as i would take care of my own family. I love any and all breeds and people call me the dog whisperer haha but joking aside i truly love these animals and would love to car for yours. I make sure that they feel comfortable get exercise and have ample bathroom breaks the same way i treat my own 3 fur babies at home. Any regiment you want me to follow i will follow to a T. and the best part is there is no breed too big; if you know me the bigger the head the bigger the love haha. But my small babies are always just as important. I am currently a stay at home mom so school hours are wide open and despite a few week day evenings being booked, overnights are highly available. In my home we have a fenced in backyard and 3 dogs who all have their own amenities including bowls, beds, toys, cages, and the more. My dogs are family to the fullest and are treated as such. it fits in between kids activities, errands, and school. It allows me to be flexible in what is needed. I just love meeting new fur babies ! My three dogs spend a lot of time inside it is just what is comfortable for them. I also have a fenced in backyard that they do enjoy.

Sitter Profile Image: Hailey S.
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Hailey S.
from
$18
per walk
5.0 out of 5 stars
45 reviews
19 repeat clients
10 years of experience
Bunker Hill, WV, 25413

Hailey was very accommodating and communicative. We are lucky to find someone who works well with our anxious boy!

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Sylvia R.
Sitter Profile Image: Kathy G.
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Kathy G.
from
$25
per walk
5.0 out of 5 stars
58 reviews
18 repeat clients
30 years of experience
Winchester, VA, 22601

About: I have been an animal lover & owner my entire life. I've always had a dog along with the occasional hamster, cat, guinea pig, lizard, hermit crab, rabbit, bird & fish. I love animals especially dogs. I am very comfortable with large breed dogs as well as smaller dogs too. I like to think the bigger the dog the more loves & cuddles you get.🥰 I've volunteered for rescues over the past 10 years & have fostered both dogs & cats. I'm very excited to meet new animals and their owners. I currently have 1 dog & 3 cats. I try to stick to your animal's schedule so they continue with their normal routines. I make sure your animal is given lots of attention & play time. I will show your animal affection & lots of play time & snuggling if they enjoy that. I've never met a dog that hasn't liked me....big or small.

Sitter Profile Image: Kathleen M.
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Kathleen M.
from
$15
per walk
5.0 out of 5 stars
5 reviews
10 years of experience
Inwood, WV, 25248

About: I have over 10 years experience in both dogs and cats. I have raised two of our family dogs and I own two cats. I have so many tips and tricks and I would love to send you all the photos of your babies! I do have a full time job in retail but I would love to help you in the time I am not working. I would work best with a house with a doggie door as I would be out of the house for 10 hours a day. I do have two cats so unfortunately I can not bring your dog into my home. I am willing to stay at your place for however long and I will send daily photos of your pets!

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Over 980,000
dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Siler

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Cindy E.
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Cindy E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
25 reviews
5 repeat clients
8 years of experience
Stephenson, VA, 22656

I can’t say enough great words about Cindy. She took great care of our precious Hank. She sent photos during his stay. She responded quickly and so friendly to our text whenever we checked in. Our fur baby was treated like her own during our vacation. 150% would recommend Cindy to care for your baby and would use her again and again!

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Melissa B.
Sitter Profile Image: Joel & Janelle E.
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Joel & Janelle E.
Star Sitter
from
$50
per night
5.0 out of 5 stars
76 reviews
26 repeat clients
30 years of experience
Kearneysville, WV, 25430

Joel and Janelle were wonderful hosts to our pups! We especially appreciated how much they communicated. Our dogs came home happy and look forward to staying with them again.

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Dana F.
Sitter Profile Image: Alexsys T.
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Alexsys T.
Star Sitter
from
$47
per night
5.0 out of 5 stars
328 reviews
129 repeat clients
7 years of experience
Clear Brook, VA, 22624

Alexsys is fantastic! She (and her family) gives them lots of attention, play and snuggles. Shes got a great backyard where they can let all their energy out. I’m so thankful to have found her!

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Michelle M.
Sitter Profile Image: Carol D.
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Carol D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
7 reviews
4 repeat clients
35 years of experience
CAPON BRIDGE, WV, 26711

Yogi enjoyed his stay. I like that there are options. Dogs can stay in the house. But if they are more comfortable outside, she has a deck with access to a fenced in grass area. Good communication. No problems.

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Greg G.
Sitter Profile Image: Jessica I.
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Jessica I.
from
$45
per night
5.0 out of 5 stars
35 reviews
9 repeat clients
20 years of experience
Bunker Hill, WV, 25413

Excellent care of our Bernie! She had so much fun she is sleeping right now! Loved the pics. Will definitely check Jessica’s availability next time.

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Julie A.
Sitter Profile Image: Zachary T.
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Zachary T.
from
$38
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
13 years of experience
Clear Brook, VA, 22624

Zachary did an amazing job watching my two dogs. He checked in with me everyday and sent photos as well. I really appreciate him taking great care of them!!

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Jaclyn S.
Sitter Profile Image: Lori V.
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Lori V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
99 reviews
49 repeat clients
14 years of experience
Berryville, VA, 22611

I was in a pinch to find a new dog sitter and Lori came through for me. She took such good care of Milo and gave him tons of attention. Lori also did a nice job grooming him. Thank you Lori for everything!

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Chris C.
Sitter Profile Image: Laura P.
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Laura P.
from
$55
per night
5.0 out of 5 stars
8 reviews
31 years of experience
Winchester, VA, 22603

If you're ever looking for a place for your fur kids to stay while you go out of town, I highly recommend Laura. I have 2 neurotic cats; 1 has CH that does not like getting confined in crates/small place and the other is spicy/moody. The stay was short with a (somewhat) unusual request, but Laura took them all in stride and went the extra mile to look after Sam and Cloud. Definitely one of my best rover experience and would not hesitate to ask her again in the future.

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Irina H.
Sitter Profile Image: Barbara D.
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Barbara D.
Star Sitter
from
$43
per night
5.0 out of 5 stars
57 reviews
16 repeat clients
24 years of experience
Harpers ferry, VA, 20170

Barbara was one of the best hosts I’ve ever booked. She’s so kind, incredibly experienced with a variety of breeds, and has amazing intuition when it comes to meeting your pup’s needs. She sends lots of fun photos and videos and I was so comforted by the fact that I knew my darling dog was having a blast and was in great hands. I can’t wait to rebook!

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Molly D.
Sitter Profile Image: Gabby T.
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Gabby T.
Star Sitter
from
$45
per night
5.0 out of 5 stars
183 reviews
29 repeat clients
5 years of experience
clearbrook, VA, 22624

Gabby is awesome! She took such loving care of our dog, offering updates and adorable photos throughout the stay. Came back to a happy and well-cared-for pet. Highly recommend Gabby!

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Jean S.
Sitter Profile Image: Allison B.
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Allison B.
from
$55
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
10 years of experience
Winchester, VA, 22602

Allison was great with our boys! One of my dogs has a needy diet and Allison was more than willing to make the rice and provide for them with no questions asked! She sent us pictures throughout their stay and updated us when needed!

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Amanda S.
Sitter Profile Image: Michelle D.
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Michelle D.
from
$50
per night
5.0 out of 5 stars
53 reviews
27 repeat clients
10 years of experience
Martinsburg, WV, 25401

Michelle is the friendliest and most accommodating dog sitter we’ve ever had. We appreciate her for taking good care of Max. We highly recommend and would avail her service in the future

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Tyne T.
Sitter Profile Image: Katherine B.
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Katherine B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
126 reviews
72 repeat clients
45 years of experience
Berryville, VA, 22611

I can't say enough good things! Katherine treated our dog like one of her own sending daily updates and photos! She made sure our family member had daily walks and made new friends! Copper seemed to enjoy his vacation as much as we enjoyed ours and looks forward to his next visit!

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Kara C.
Sitter Profile Image: Erin G.
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Erin G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
82 reviews
23 repeat clients
22 years of experience
Round Hill, VA, 20141

Erin was fantastic! Her whole family loved on our dog while we were gone. Erin sent many photos and updates and made us feel comfortable while away. Comet really felt on vacation ❤️ We will definitely rebook when needed and highly recommend!

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Julie P.
Sitter Profile Image: Megan R.
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Megan R.
from
$44
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
12 years of experience
Sharpsburg, MD, 21782

The whole family was amazing towards sascha and so caring and gentle with her. She was beyond scared and they took their time and made her feel welcome even when she was anxious and so forth. I cant recommend them enough, they are the family you want watching your dog.

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Ryan P.
Sitter Profile Image: Jennifer H.
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Jennifer H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
68 reviews
29 repeat clients
15 years of experience
Charles town, WV, 25414

Jennifer was great with our dog. My dog is fussy about car rides but Jennifer worked with my dog and made her feel comfortable. She was on time and flexible with pickup and dropoff.

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Saurav P.
Sitter Profile Image: Lisette R.
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Lisette R.
from
$25
per night
5.0 out of 5 stars
81 reviews
32 repeat clients
6 years of experience
Winchester, VA, 22601

Lizette and her family are so sweet! They took the best care of Harvest and were such a pleasure. She made sure to keep me updated by sending regular pictures and Harvest surely loved them as well!

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Jovana D.
Sitter Profile Image: Juliana K.
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Juliana K.
from
$45
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
10 years of experience
Martinsburg, WV, 25401

Juliana is hands down THE BEST! She is super knowledgeable about how to best introduce your pup to hers. Her house is a haven for pups, with a nice big fenced yard, plenty of toys, and lots of soft places for naps. My sweet old man absolutely loved his time with her, and we will absolutely be using her for all of our boarding going forward!

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Tiffany T.
Sitter Profile Image: Chantal W.
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Chantal W.
from
$35
per night
5.0 out of 5 stars
2 reviews
20 years of experience
Martinsburg, WV, 25401

About: Having grown up with pets my entire life (from pigs and peacocks to dogs and guinea pigs), I understand the importance of providing great care to all furry friends. I have two dogs of my own, a 4 year old lab and 7 year old Cavapoo. I am happy to provide play time, snuggle time, walks, and medication (if necessary) for puppies to senior dogs. I know leaving your fur baby in the care of someone else can be stressful, so I try to alleviate that stress by being responsive, providing updates, and loving on your pet while you are away. **please note, I do not provide care for aggressive dogs. Thank you for understanding!!! I have plenty of time to care for your pet. I work part time from home, and am able to provide walks, play time, and couch time if you have a snuggler. I have a fenced in yard with two friendly dogs. For them, we enjoy nightly walks, afternoon fetch, and morning treats. If you board in our home, your pet must be dog and kid friendly. At your home, I can provide play time, walks, and tons of love and affection.

Sitter Profile Image: Anahita T.
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Anahita T.
from
$59
per night
5.0 out of 5 stars
78 reviews
25 repeat clients
15 years of experience
Round Hill, VA, 20141

Anahita was scheduled to take care of Rebel and Mae for a couple of days. An unfortunate event caused their stay to be short but she took very good care of them for the short period of time. We didn’t get any pictures or many updates but that was to be expected with their short stay. We would book again if needed. Thanks a bunch!

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Tara F.
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1Global data from Rover (November 2025)