Dog Boarding in Pyletown, VA

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Top rated Pyletown dog boarders

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: Walter G.
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Walter G.
Star Sitter
from
$35
per night
5 out of 5.0 stars
34 reviews
11 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: Alexsys T.
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Alexsys T.
Star Sitter
from
$45
per night
5 out of 5.0 stars
127 reviews
51 repeat clients
7 years of experience
Clear Brook, VA, 22624

When I'm looking for someone to care for my dogs, I want to make sure the individual has a place where there's plenty of space for them to exercise and that they're able to give my pups plenty of attention. Alexsys has all above the above. It was a lengthy stay for my dogs so I was a little nervous but she sent me pictures and updates throughout the entire stay. I'd definitely recommend her to other individuals on here and I will definitely be coming back as well.

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Stuart G.
Sitter Profile Image: Joshua & Kristen B.
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Joshua & Kristen B.
Star Sitter
from
$45
per night
5 out of 5.0 stars
25 reviews
9 repeat clients
5 years of experience
Stephens City, VA, 22655

Joshua and Kristen are always awesome. They take such good care of my dog as if she were one of theirs. I love the continual photos and updates they provide. I always feel so good/comfortable when they watch Lulu!!

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Rich R.
Sitter Profile Image: Katherine B.
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Katherine B.
Star Sitter
from
$55
per night
5 out of 5.0 stars
117 reviews
64 repeat clients
45 years of experience
Berryville, VA, 22611

She provided pictures and updates on him very professional and even showed me to get him out of trying to be a dominant male he still needs work but very pleased with what she did for him

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Tammy L.
Sitter Profile Image: Shaghayegh H.
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Shaghayegh H.
Star Sitter
from
$49
per night
5 out of 5.0 stars
179 reviews
47 repeat clients
15 years of experience
Winchester, VA, 22602

Shaghayegh is truly the best dog sitter in Winchester! My dog, Toby, loves her and I always feel comfortable leaving him in her care. She gives daily updates with photos to let you know how your pup is doing. I really appreciate the great care she gives my dog every time he’s with her. 😊

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Sarah F.
Sitter Profile Image: Tamara G.
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Tamara G.
from
$50
per night
5 out of 5.0 stars
142 reviews
59 repeat clients
5 years of experience
Middleburg, VA, 20117

Excellent as always we so appreciate how Tamara takes great care of Kai. He’s always so excited to stay with her. It makes it easier for us when we go out of town highly recommend.

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Lacey H.
Sitter Profile Image: Gabby T.
Verified Enhanced Background Check
Gabby T.
Star Sitter
from
$45
per night
5 out of 4.9 stars
42 reviews
10 repeat clients
5 years of experience
clearbrook, VA, 22624

Gabby was very responsive, caring, and flexible. She was engaged with the dogs during their stay and patient with our shy girl. She's also willing to take on this extra responsibilty during a busy holiday season. She is the best!

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Emily F.
Sitter Profile Image: Lori V.
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Lori V.
Star Sitter
from
$65
per night
5 out of 5.0 stars
78 reviews
40 repeat clients
14 years of experience
Berryville, VA, 22611

Lori was amazing and the pup was well taken care of, it was great knowing our pup was in good hands, we got updates through out the weekend, would recommend Lori to EVERYONE! :)

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Sillie M.
Sitter Profile Image: Michelle M.
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Michelle M.
from
$50
per night
5 out of 5.0 stars
15 reviews
8 repeat clients
40 years of experience
Charles Towm, WV, 25414

I cannot thank Michelle and her family enough for watching Bella multiple times! Michelle is great with sending pictures, and keeping me updated as to how she is doing, Of course Bella loves to cuddle with the entire family as well. I would give more than 5 stars if I could!

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Dan L.
Sitter Profile Image: Haejin & Herscel L.
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Haejin & Herscel L.
from
$44
per night
5 out of 5.0 stars
8 reviews
2 repeat clients
6 years of experience
Winchester, VA, 22602

Haejin and Herscel were amazing with my elderly dog and made me feel so much more comfortable while being away from him. The provided detailed updates and you can tell they really care. Highly recommend!

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Rose & Michael B.
Sitter Profile Image: Yzabella V.
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Yzabella V.
from
$30
per night
5 out of 4.6 stars
10 reviews
2 repeat clients
8 years of experience
Stephens city, VA, 22655

Bella is an amazing Pet Sitter and dog groomer! This is the first time anyone has ever kept my Pom so I was a little nervous. All those nerves were put to reset the moment we met and you assured me my puppy was in good hands. I appreciate all the messages and photos you sent. These are some of the best photos I have of my puppy! I will definitely book you again and recommend you to outer pet owners.

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Courtnay G.
Sitter Profile Image: Barbara D.
Verified Enhanced Background Check
Barbara D.
Star Sitter
from
$43
per night
5 out of 5.0 stars
39 reviews
10 repeat clients
24 years of experience
Harpers ferry, VA, 20170

Barbara took amazing care of my anxious dog. She provided daily updates of how my dog was adjusting. Thankfully, my dog adjusted quickly and had a wonderful time playing with Dobby and the daycare dogs. I was only a little worried my dog wouldn't want to go home because Barbara took such great care of her.

Profile image
Angela S.
Sitter Profile Image: Kalley B.
Verified Enhanced Background Check
Kalley B.
Star Sitter
from
$30
per night
5 out of 5.0 stars
55 reviews
23 repeat clients
25 years of experience
Middletown, VA, 22645

Kalley is an amazing sitter. She took awesome pictures and updated me daily on how my baby was doing. Thank you so much Kalley. We’ll be booking with again soon!

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Stephanie E.
Sitter Profile Image: Linda E.
Verified Enhanced Background Check
Linda E.
Star Sitter
from
$45
per night
5 out of 5.0 stars
123 reviews
49 repeat clients
40 years of experience
Inwood, WV, 25428

Linda was the sweetest! This was our first time using any kind of pet sitting services for our sweet Missy. The decision to leave Missy with a sitter was last minute, but I’m so grateful for Linda because she was extremely accommodating and amazing with Missy. Linda went above and beyond, sent pictures, and even a video as Missy adjusted to being around other campers. I will 100% leave Missy with Linda again in the future. Thank you so much Linda!! You are truly amazing and one of a kind!

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Gaby M.
Sitter Profile Image: Sarah J.
Verified Enhanced Background Check
Sarah J.
Star Sitter
from
$31
per night
5 out of 4.9 stars
9 reviews
4 repeat clients
10 years of experience
BERRYVILLE, VA, 22611

Lots of TLC and a safe environment are top priorities when we select a dog sitter for our golden doodle. Sarah and her family all gave so much care and kindness to our pup. Frequent walks on her quiet street and a daily trip to the dog park provided exercise and fun stimulation. Sarah communicates promptly and thoroughly. She truly cares about my dog’s safety and wellbeing. We have booked a 2 week stay with Sarah this summer. We are very comfortable doing this knowing our dog is in such good hands.

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Elise And Tom O.
Sitter Profile Image: Kristen K.
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Kristen K.
Star Sitter
from
$60
per night
5 out of 5.0 stars
206 reviews
170 repeat clients
25 years of experience
Middleburg, VA, 20117

Amazing!! My dogs ran around and she was able to give them their own fenced in area!! Will be coming back next time we need a sitter my dogs came back happy and tired!

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Baree H.
Sitter Profile Image: Briana J.
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Briana J.
from
$30
per night
5 out of 4.8 stars
8 reviews
4 years of experience
Berryville, VA, 22611

Brianna was very attentive communicating with us and gave Apollo all the attention he loves. I will be using her services again :)

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Gabriella R.
Sitter Profile Image: Joel & Janelle E.
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Joel & Janelle E.
Star Sitter
from
$50
per night
5 out of 5.0 stars
14 reviews
3 repeat clients
28 years of experience
Kearneysville, WV, 25430

Such wonderful animal lovers! I received nightly photos of our dog having the best time on their property. Would recommend them to everyone and will use them again.

Profile image
Beth V.
Sitter Profile Image: Jessica I.
Verified Background Check
Jessica I.
Star Sitter
from
$40
per night
5 out of 5.0 stars
29 reviews
8 repeat clients
20 years of experience
Bunker Hill, WV, 25413

We left our dog with Jessica for the weekend. She took great care of her & updated us with pics & videos . We will be booking with her again & highly recommend her !

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Patty D.
Sitter Profile Image: Jaclyn S.
Verified Enhanced Background Check
Jaclyn S.
Star Sitter
from
$40
per night
5 out of 5.0 stars
171 reviews
42 repeat clients
6 years of experience
Martinsburg, WV, 25401

This is my second time using Jaclyn and I was just as pleased this time around. Jaclyn takes care of your fur babies like they’re her own and truly goes the extra mile.

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

Sitter Profile Image: Walter G.
Verified Background Check
Sitter Profile Image: Walter G.
Verified Background Check

Walter G.
Rover 101
Star Sitter

Lots of love, attention and play...
Winchester, VA, 22602
5.2 mi. away
Boarding, Doggy Day Care
from
$35
per night
5 out of 5.0 stars
34 reviews
11 repeat clients
Profile image

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!

Availability updated 6 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Alexsys T.
Verified Enhanced Background Check
Sitter Profile Image: Alexsys T.
Verified Enhanced Background Check

Alexsys T.
Star Sitter

Everything for your pet under 1woof
Clear Brook, VA, 22624
9.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
127 reviews
51 repeat clients
Profile image

When I'm looking for someone to care for my dogs, I want to make sure the individual has a place where there's plenty of space for them to exercise and that they're able to give my pups plenty of attention. Alexsys has all above the above. It was a lengthy stay for my dogs so I was a little nervous but she sent me pictures and updates throughout the entire stay. I'd definitely recommend her to other individuals on here and I will definitely be coming back as well.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Joshua & Kristen B.
Verified Enhanced Background Check
Sitter Profile Image: Joshua & Kristen B.
Verified Enhanced Background Check

Joshua & Kristen B.
Star Sitter

Dog lovers who want to help out.
Stephens City, VA, 22655
9.1 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
25 reviews
9 repeat clients
Profile image

Joshua and Kristen are always awesome. They take such good care of my dog as if she were one of theirs. I love the continual photos and updates they provide. I always feel so good/comfortable when they watch Lulu!!

Availability updated 10 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Katherine B.
Verified Background Check
Sitter Profile Image: Katherine B.
Verified Background Check

Katherine B.
Star Sitter

Secure outdoor play to puppy pile!
Berryville, VA, 22611
3.8 mi. away
Boarding, Doggy Day Care
from
$55
per night
5 out of 5.0 stars
117 reviews
64 repeat clients
Profile image

She provided pictures and updates on him very professional and even showed me to get him out of trying to be a dominant male he still needs work but very pleased with what she did for him

Availability updated 35 days ago
Sitter Profile Image: Shaghayegh H.
Verified Background Check
Sitter Profile Image: Shaghayegh H.
Verified Background Check

Shaghayegh H.
Rover 101
Star Sitter

Your bestie will have lots of FUN
Winchester, VA, 22602
6.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$49
per night
5 out of 5.0 stars
179 reviews
47 repeat clients
Profile image

Shaghayegh is truly the best dog sitter in Winchester! My dog, Toby, loves her and I always feel comfortable leaving him in her care. She gives daily updates with photos to let you know how your pup is doing. I really appreciate the great care she gives my dog every time he’s with her. 😊

Availability updated 7 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Tamara G.
Verified Background Check
Sitter Profile Image: Tamara G.
Verified Background Check

Tamara G.

FREE PU/DROP-overnights; S/M only
Middleburg, VA, 20117
15.4 mi. away
Boarding, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
142 reviews
59 repeat clients
Profile image

Excellent as always we so appreciate how Tamara takes great care of Kai. He’s always so excited to stay with her. It makes it easier for us when we go out of town highly recommend.

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Gabby T.
Verified Enhanced Background Check
Sitter Profile Image: Gabby T.
Verified Enhanced Background Check

Gabby T.
Star Sitter

where the tails never stop wagging!
clearbrook, VA, 22624
10.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 4.9 stars
42 reviews
10 repeat clients
Profile image

Gabby was very responsive, caring, and flexible. She was engaged with the dogs during their stay and patient with our shy girl. She's also willing to take on this extra responsibilty during a busy holiday season. She is the best!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Lori V.
Verified Enhanced Background Check
Sitter Profile Image: Lori V.
Verified Enhanced Background Check

Lori V.
Star Sitter

Dogs are my life❤️
Berryville, VA, 22611
4.8 mi. away
Boarding
from
$65
per night
5 out of 5.0 stars
78 reviews
40 repeat clients
Profile image

Lori was amazing and the pup was well taken care of, it was great knowing our pup was in good hands, we got updates through out the weekend, would recommend Lori to EVERYONE! :)

Availability updated 11 days ago
Sitter Profile Image: Michelle M.
Verified Enhanced Background Check
Sitter Profile Image: Michelle M.
Verified Enhanced Background Check

Michelle M.

Cat and Dog friendly house for boar
Charles Towm, WV, 25414
13.4 mi. away
Boarding, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
15 reviews
8 repeat clients
Profile image

I cannot thank Michelle and her family enough for watching Bella multiple times! Michelle is great with sending pictures, and keeping me updated as to how she is doing, Of course Bella loves to cuddle with the entire family as well. I would give more than 5 stars if I could!

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Haejin & Herscel L.
Verified Enhanced Background Check
Sitter Profile Image: Haejin & Herscel L.
Verified Enhanced Background Check

Haejin & Herscel L.

The Hooman Hotel 🐕🐈
Winchester, VA, 22602
4.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$44
per night
5 out of 5.0 stars
8 reviews
2 repeat clients
Profile image

Haejin and Herscel were amazing with my elderly dog and made me feel so much more comfortable while being away from him. The provided detailed updates and you can tell they really care. Highly recommend!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Yzabella V.
Verified Enhanced Background Check
Sitter Profile Image: Yzabella V.
Verified Enhanced Background Check

Yzabella V.

Eat, Play, BellyRub, Sleep, REPEAT
Stephens city, VA, 22655
8.2 mi. away
Boarding, Doggy Day Care
from
$30
per night
5 out of 4.6 stars
10 reviews
2 repeat clients
Profile image

Bella is an amazing Pet Sitter and dog groomer! This is the first time anyone has ever kept my Pom so I was a little nervous. All those nerves were put to reset the moment we met and you assured me my puppy was in good hands. I appreciate all the messages and photos you sent. These are some of the best photos I have of my puppy! I will definitely book you again and recommend you to outer pet owners.

Availability updated 37 days ago
Sitter Profile Image: Barbara D.
Verified Enhanced Background Check
Sitter Profile Image: Barbara D.
Verified Enhanced Background Check

Barbara D.
Rover 101
Star Sitter

Animal lover with vast experience
Harpers ferry, VA, 20170
15.5 mi. away
Boarding, Doggy Day Care
from
$43
per night
5 out of 5.0 stars
39 reviews
10 repeat clients
Profile image

Barbara took amazing care of my anxious dog. She provided daily updates of how my dog was adjusting. Thankfully, my dog adjusted quickly and had a wonderful time playing with Dobby and the daycare dogs. I was only a little worried my dog wouldn't want to go home because Barbara took such great care of her.

Availability updated today
Sitter Profile Image: Kalley B.
Verified Enhanced Background Check
Sitter Profile Image: Kalley B.
Verified Enhanced Background Check

Kalley B.
Star Sitter

They'll never know you were gone!
Middletown, VA, 22645
13.3 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
55 reviews
23 repeat clients
Profile image

Kalley is an amazing sitter. She took awesome pictures and updated me daily on how my baby was doing. Thank you so much Kalley. We’ll be booking with again soon!

Availability updated yesterday
Sitter Profile Image: Linda E.
Verified Enhanced Background Check
Sitter Profile Image: Linda E.
Verified Enhanced Background Check

Linda E.
Rover 101
Star Sitter

I'll love your fur baby for you!!
Inwood, WV, 25428
17.4 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
123 reviews
49 repeat clients
Profile image

Linda was the sweetest! This was our first time using any kind of pet sitting services for our sweet Missy. The decision to leave Missy with a sitter was last minute, but I’m so grateful for Linda because she was extremely accommodating and amazing with Missy. Linda went above and beyond, sent pictures, and even a video as Missy adjusted to being around other campers. I will 100% leave Missy with Linda again in the future. Thank you so much Linda!! You are truly amazing and one of a kind!

Availability updated 59 days ago
Sitter Profile Image: Sarah J.
Verified Enhanced Background Check
Sitter Profile Image: Sarah J.
Verified Enhanced Background Check

Sarah J.
Star Sitter

TLC 🐕treat your family like mine😍
BERRYVILLE, VA, 22611
3.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$31
per night
5 out of 4.9 stars
9 reviews
4 repeat clients
Profile image

Lots of TLC and a safe environment are top priorities when we select a dog sitter for our golden doodle. Sarah and her family all gave so much care and kindness to our pup. Frequent walks on her quiet street and a daily trip to the dog park provided exercise and fun stimulation. Sarah communicates promptly and thoroughly. She truly cares about my dog’s safety and wellbeing. We have booked a 2 week stay with Sarah this summer. We are very comfortable doing this knowing our dog is in such good hands.

Availability updated 12 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kristen K.
Verified Enhanced Background Check
Sitter Profile Image: Kristen K.
Verified Enhanced Background Check

Kristen K.
Star Sitter

An “at home” vacation experience
Middleburg, VA, 20117
15.8 mi. away
Boarding, Doggy Day Care
from
$60
per night
5 out of 5.0 stars
206 reviews
170 repeat clients
Profile image

Amazing!! My dogs ran around and she was able to give them their own fenced in area!! Will be coming back next time we need a sitter my dogs came back happy and tired!

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Briana J.
Verified Enhanced Background Check
Sitter Profile Image: Briana J.
Verified Enhanced Background Check

Briana J.

Happy Animals = Happy Owners
Berryville, VA, 22611
4.8 mi. away
Boarding, Doggy Day Care
from
$30
per night
5 out of 4.8 stars
8 reviews
Profile image

Brianna was very attentive communicating with us and gave Apollo all the attention he loves. I will be using her services again :)

Availability updated today
Sitter Profile Image: Joel & Janelle E.
Verified Enhanced Background Check
Sitter Profile Image: Joel & Janelle E.
Verified Enhanced Background Check

Joel & Janelle E.
Star Sitter

WE CAN'T WAIT TO MEET YOUR FURRY BF
Kearneysville, WV, 25430
20.3 mi. away
Boarding
from
$50
per night
5 out of 5.0 stars
14 reviews
3 repeat clients
Profile image

Such wonderful animal lovers! I received nightly photos of our dog having the best time on their property. Would recommend them to everyone and will use them again.

Availability updated 7 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jessica I.
Verified Background Check
Sitter Profile Image: Jessica I.
Verified Background Check

Jessica I.
Star Sitter

Home full time - large fenced yard
Bunker Hill, WV, 25413
14.2 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
29 reviews
8 repeat clients
Profile image

We left our dog with Jessica for the weekend. She took great care of her & updated us with pics & videos . We will be booking with her again & highly recommend her !

Availability updated 2 days ago
Sitter Profile Image: Jaclyn S.
Verified Enhanced Background Check
Sitter Profile Image: Jaclyn S.
Verified Enhanced Background Check

Jaclyn S.
Rover 101
Star Sitter

Magickal Paws, loving pet care
Martinsburg, WV, 25401
24.4 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
171 reviews
42 repeat clients
Profile image

This is my second time using Jaclyn and I was just as pleased this time around. Jaclyn takes care of your fur babies like they’re her own and truly goes the extra mile.

Availability updated today
Confirmed availability for Labor Day Weekend

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog boarding in Pyletown is $45

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Pyletown average 14 repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover