Personalized care for your dog or cat - Woodchuck Heights

Highly-rated overnight sitters - Woodchuck Heights

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
$40
per night
5.0 out of 5 stars
18 reviews
5 repeat clients
8 years of experience
Stephenson, VA, 22656

Once again, Cindy was the best! My dog was happy to see Cindy. She treats my dog like one of the family. She makes sure she’s fed, walked, and sends me pictures and a note. I couldn’t ask for a better sitter. Cindy is the best!!

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Kim S.
Sitter Profile Image: Kalley B.
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Kalley B.
Star Sitter
from
$30
per night
5.0 out of 5 stars
76 reviews
31 repeat clients
25 years of experience
Middletown, VA, 22645

Kalley was amazing!! I needed a new sitter as my previous sitter stopped doing in-home boarding, and Kalley was phenomenal. She was very attentive and kept me updated daily on how Marley was doing via text and pictures. I knew he was extremely comfortable in her home which really put me at ease. Thank you Kalley to you and your family for taking such good care of Marley!

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Nakeia J.
Sitter Profile Image: Yzabella V.
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Yzabella V.
from
$30
per night
4.6 out of 5 stars
22 reviews
6 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: Linda K.
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Linda K.
from
$30
per night
5.0 out of 5 stars
114 reviews
45 repeat clients
18 years of experience
Winchester, VA, 22602

Linda took such good care of our two little ones. She sent updates to let us know how well they adjusted to being in her care (nine days). You can tell how much Linda loves your fur babies by the updates she sends you; its all about how much fun she is having with them. I highly recommend Linda. Will definitely use her again.

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Nancy S.
Sitter Profile Image: Carol D.
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Carol D.
from
$35
per night
5.0 out of 5 stars
6 reviews
3 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: Allison B.
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Allison B.
from
$33
per night
5.0 out of 5 stars
8 reviews
1 repeat client
15 years of experience
Stephenson, VA, 22656

About: What sets me apart from other sitters is my lifelong experience and genuine passion for animals of all sizes and personalities. I have cared for many dogs of various breeds & sizes throughout my life and currently have three dogs and two cats at home. Besides cats & dogs, I have also cared for rabbits, guinea pigs, parakeets, hamsters, chickens, goats, and sheep! For the past two years, I have also volunteered at the SPCA in Winchester, gaining hands-on experience with pets of all ages, temperaments, and care needs. I am confident working with playful puppies, senior pets, and everyone in between. I am patient, outgoing, and truly love providing animals with the care and attention they deserve. I am a student at Virginia Tech, so I have availability here and there throughout the day! I am also available most evenings/nights for longer periods of time. Whether I’m caring for pets in my home or a client’s, I prioritize safety, trust, and comfort above all else. At my home, pets enjoy a fully fenced-in backyard for safe outdoor play, a walkable neighborhood for daily walks and fresh air, and a spacious deck that’s perfect for lounging and sunbathing. Inside, animals are treated like family in a clean, pet-friendly space with constant attention and care. When caring for pets in a client’s home, I always respect their routines and space, ensuring their pets feel secure, loved, and well cared for in their own environment.

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 G. and his loving family ? were very Wonderful! Our Beagle dog “Wrangler” felt comfortable immediately at their home. Walter and his family was very understanding and caring towards him. Our dog can be very shy sometimes and yet he seemed to really warm up to the family very quickly. Inclusive, one of his little girl’s got so adorably attached, that it was so heart warming to see her shed a couple of tears ☺️ We truly highly recommend Walter G. and his family. He will most certainly be on our top list for boarding and care and we will most certainly be honored to have them take care of our boy again.

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Zachary G.
Sitter Profile Image: Alexsys T.
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Alexsys T.
Star Sitter
from
$47
per night
5.0 out of 5 stars
309 reviews
119 repeat clients
7 years of experience
Clear Brook, VA, 22624

Alexys was easy to communicate with and was a wonderful fit for our dog! She gave us updates during his stay and he was super comfortable with there. We're so happy to have found her and will book again!

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Valerie S.
Sitter Profile Image: Lisette R.
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Lisette R.
from
$25
per night
5.0 out of 5 stars
79 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: Heather W.
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Heather W.
from
$38
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
6 years of experience
Strasburg, VA, 22657

Heather was great! Kept me informed on how my dog Cody was doing and sent pics of him with her dogs. Cody seemed to love her Lab. Lots of room to run in her fenced in back yard. Will definitely use her again!

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Carl B.
Sitter Profile Image: Lori V.
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Lori V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
93 reviews
47 repeat clients
14 years of experience
Berryville, VA, 22611

Lori was amazing with our fearful German Shepherd Fiona. this was our first time booking with Lori and she took pictures every day we were gone and gave us updates. It made us feel so much better. When we brought Fiona home she was so much happier than she has been leaving her with other people or a kennel. So grateful for Lori and her husband and we will definitely be using her again.

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Christine R.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
22 reviews
11 repeat clients
40 years of experience
Charles Towm, WV, 25414

Even thought this was his first visit to Michelle, Rusty was very comfortable wth Michelle and her family. He seemed relaxed and happy when we picked him up. I am sure he enjoyed the large fenced back yard.

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Barbara C.
Sitter Profile Image: Katherine B.
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Katherine B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
123 reviews
69 repeat clients
45 years of experience
Berryville, VA, 22611

Such a great experience from the meet and greet to picking up our two pups at the end of their stay. Katherine’s knowledge, experience and love for animals was seen clearly through all parts of the process. She is very responsive and getting daily pictures during their stay was just the best! Her comfy indoor space and beautiful outdoor spaces provide a great environment for whatever your pup needs, from zoomies to cuddles. Knowing Chipper and Dutchess were being cared for and loved on by Katherine put our minds at ease and helped us fully enjoy our time away. We will absolutely book again!

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Sarah W.
Sitter Profile Image: Trinity C.
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Trinity C.
from
$27
per night
5.0 out of 5 stars
4 reviews
1 repeat client
13 years of experience
strasburg, VA, 22657

My Stormi came back very exhausted from all the play and attention. Just the way I like it. Trinity kept good comms through out Stormi’s visit. Would def book again.

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Tim N.
Sitter Profile Image: Pamela V.
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Pamela V.
Star Sitter
from
$35
per night
5.0 out of 5 stars
80 reviews
26 repeat clients
21 years of experience
Front Royal, VA, 22630

Pamela was a pleasure to book with. She is responsive when I reached out with questions, gave regular updates, and gave our pup extra love and playtime with other pup/kitty friends. Will definitely be booking again!

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

My cat was happy, and well taken care of. Ogden seemed to settle in quickly, and plenty of pictures were taken.

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kevin s.
Sitter Profile Image: Gabby T.
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Gabby T.
Star Sitter
from
$45
per night
5.0 out of 5 stars
146 reviews
28 repeat clients
5 years of experience
clearbrook, VA, 22624

Gabby is wonderful! She truly treats your dog as her own. We regularly get updates and photos which gives you great peace of mind. Highly recommend!!

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Jean S.
Sitter Profile Image: Lauren W.
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Lauren W.
Star Sitter
from
$35
per night
5.0 out of 5 stars
26 reviews
13 repeat clients
15 years of experience
Front Royal, VA, 22630

Lauren provided excellent care for Bryce. She regularly sent photos and videos of him throughout his stay with her. Her yard is large and fenced in so plenty of space for your pup to zoom around. High recommend her for your dog sitting needs!

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Jacob M.
Sitter Profile Image: Brooke B.
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Brooke B.
from
$20
per night
5.0 out of 5 stars
2 reviews
19 years of experience
Winchester, VA, 22602

My dogs stay was awesome. He had a great time.

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Mindy M.
Sitter Profile Image: Aaron F.
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Aaron F.
from
$37
per night
5.0 out of 5 stars
1 review
15 years of experience
Middletown, VA, 22645

About: I love dogs and can't wait to take care of your furry friend! I have a large home, plenty of room for your dog to stretch out. I have a yellow lab/golden retriever mix who is very friendly. I have a fenced yard (about half an acre) and another 9 acres of unfenced area. I work from home during the week, so will have plenty of time for walks, play-time, etc. I am good with all ages/sizes. I will ensure your dog is comfortable and safe, and has plenty of attention! I work from home so am always around to care for your pets! Will have plenty of potty breaks and play time. If I have to step out I can crate your pet or not, whichever you prefer. I have a fenced in yard I work from home so am always around to care for your pets! Will have plenty of potty breaks and play time. If I have to step out I can crate your pet or not, whichever you prefer.

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dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Woodchuck Heights

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

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

Courtney was excellent with our 2 cats. Our shy boy warmed up to her very quickly, which is rare. She also took great care of our elderly girl, including giving insulin injections. We look forward to booking with her again next time we go out of town.

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Noah Z.
Sitter Profile Image: Kimberly B.
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Kimberly B.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
320 reviews
114 repeat clients
8 years of experience
Winchester, VA, 22601

This was our second time booking with Kim and she was amazing! She sent thorough updates every day and when some unexpected issues came up, she handled everything brilliantly, above and beyond what was required. I highly recommend her and will be booking with her again!

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Katie Y.
Sitter Profile Image: Hailey S.
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Hailey S.
from
$14
per visit
5.0 out of 5 stars
43 reviews
18 repeat clients
10 years of experience
Bunker Hill, WV, 25413

Great communication and very dependable!

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Gillian K.
Sitter Profile Image: Alexsys T.
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Alexsys T.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
309 reviews
119 repeat clients
5 years of experience
Clear Brook, VA, 22624

Alexsys took wonderful care of our two cats while we were on vacation. She went above and beyond, and we’ll definitely book her again! We can’t recommend her highly enough!

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Paul W.
Sitter Profile Image: Samantha H.
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Samantha H.
from
$14
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Winchester, VA, 22601

About: Hello! My name is Samantha. I have grown up with all sorts of animals including dogs, cats, rats, lizards, snakes, ect. I have dog sat in the past for friends and family and have raised/helped raise several different dog breeds including a litter of 9 Doberman/cane corso puppies. I love animals and give them all the attention and care i can offer! I am not currently working, so i have a lot of free time on my hands, especially during the week to fill with animal love! I will treat your house as my own and respect your space. I will clean up any mess left from your pooch if any and follow whatever directions you leave for me

Sitter Profile Image: Allison B.
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Allison B.
from
$14
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
3 years of experience
Stephenson, VA, 22656

Allison was fantastic with my two cats this weekend! Timely, communicative, and trustworthy :) She was also great about my last-minute booking, since I’d just moved to the area and had to unexpectedly be out of town. Would book her again!

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Jessica K.
Sitter Profile Image: Lisette R.
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Lisette R.
from
$15
per visit
5.0 out of 5 stars
79 reviews
32 repeat clients
6 years of experience
Winchester, VA, 22601

Excellent cat sitter! Lisette took wonderful care of Rebecca over the 3 days we were away. Her communication was superb—we got regular photo and video updates, and she answered all our messages right away. It was a huge relief to know Rebecca was in such good hands.

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Rebecca
Sitter Profile Image: Hannah D.
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Hannah D.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
84 reviews
21 repeat clients
13 years of experience
Winchester, VA, 22602

Hannah takes such great care of my Opal. She is consistent and gives excellent updates. I can tell she actually cares about my pet when she is checking in on her/caring for her. 10/10 would recommend!

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

Miss Lauren has been amazing with my baby boys and brought ease to my mind while away on business. My furbabies were well taken care of and took to her very easily which brought me so much joy!!! She is my lifesaver and will furever be our go to caretaker!!!!!!

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Heather F.
Sitter Profile Image: Isabella M.
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Isabella M.
from
$23
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Winchester, VA, 22601

Isabella we as BEST! She communicated from the start and we were able to work out the best schedule. She sent cute pictures and videos of my girls (two cats) every time she visited and kept me up to date on their shenanigans. The girls are happy and healthy. Couldn’t have asked for a better sitter!

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Abigail B.
Sitter Profile Image: Mya R.
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Mya R.
from
$18
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
12 years of experience
Winchester, VA, 22601

Mya is a great help and takes the best photos!

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Robert B.
Sitter Profile Image: Jennifer L.
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Jennifer L.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
33 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: Matthew H.
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Matthew H.
from
$10
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
7 years of experience
Reseda, Stephens City, VA, 22655

Matthew is awesome! He took great care if our old cat Jasper!

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LEIGH S.
Sitter Profile Image: Sherry R.
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Sherry R.
from
$14
per visit
5.0 out of 5 stars
10 reviews
4 repeat clients
3 years of experience
Stephens City, VA, 22655

Sherry was amazing! We decided to go on a last minute trip and she met with us the night before we left. She was so nice and a joy to be around so we knew Charlie would love her! This was our first time leaving him but we were reassured by her personality. She did everything we wanted and more. We can't thank her enough and we highly recommend her! We will definitely use her services in the future!

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Kristen P.
Sitter Profile Image: Sarah M.
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Sarah M.
from
$10
per visit
5.0 out of 5 stars
2 reviews
20 years of experience
Winchester, VA, 22603

She is great, our dogs love her!!

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Sydney D.
Sitter Profile Image: charlotte g.
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charlotte g.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
5 reviews
2 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: Alyssa F.
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Alyssa F.
from
$18
per visit
5.0 out of 5 stars
73 reviews
10 repeat clients
7 years of experience
Winchester, VA, 22601

Alyssa went above and beyond to give my cat love and attention. She followed instructions well and left the house in good shape.

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Kate S.
Sitter Profile Image: Angelina S.
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Angelina S.
from
$14
per visit
5.0 out of 5 stars
60 reviews
20 repeat clients
10 years of experience
Winchester, VA, 22603

Angelina was fantastic! She took great care of my kitty while I was away and sent regular, detailed updates and pictures. Definitely provided a lot of peace of mind knowing my cat was in good hands.

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Brenna F.
Sitter Profile Image: Charissa L.
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Charissa L.
from
$16
per visit
5.0 out of 5 stars
14 reviews
4 repeat clients
15 years of experience
Winchester, VA, 22601

Charissa was amazing, daily photos of our cat, she was well taken care of and the communication was impeccable. Would highly recommend and use again.

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Giovanna C.
Sitter Profile Image: Karen O.
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Karen O.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
19 reviews
9 repeat clients
12 years of experience
Winchester, VA, 22602

Karen was great! We had a trip planned and Whiskey had been sick since November. Thought he would get better but still had a lingeri g cough. We had another sitter lined up who had their own dog and we didn't want that dog to get sick too. I found Karen last minute to come to our home and take care of Whiskey with dropins. She did such a great job and kept us informed on his coughing. Thank you so much!

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Michelle R.
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Perfect for high energy dogs - Woodchuck Heights

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: Thomas C.
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Thomas C.
from
$30
per day
5.0 out of 5 stars
40 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: Alexsys T.
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Alexsys T.
Star Sitter
from
$35
per day
5.0 out of 5 stars
309 reviews
119 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: Lisette R.
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Lisette R.
from
$20
per day
5.0 out of 5 stars
79 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: Haejin & Herscel L.
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Haejin & Herscel L.
from
$32
per day
5.0 out of 5 stars
23 reviews
11 repeat clients
6 years of experience
Winchester, VA, 22602

Haejin & Herscel were wondering caretakers! They were open to taking my dog for daycare a few days before and treated her so well. I liked that they only take a few dogs a day to reduce exposure and ensure they are all being watched. I loved the occasional photo and video updates, which her other daycare doesn't do it all. She came home very tired from playing all day, which was exactly what we wanted. I look forward to using them again!

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Sarah A.
Sitter Profile Image: Emily J.
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Emily J.
from
$40
per day
5.0 out of 5 stars
63 reviews
15 repeat clients
12 years of experience
Stephens City, VA, 22655

My Hera loves Emily & her pup Peaches. Hera gets treat boards, lots of walks, snuggles, and activities. Emily continues training I do at home with Hera at daycare...such as auto sit at the street edge and wait for "cross" command before crossing the street. A happy Hera makes me a happy dog mama. 😀

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Becca J.
Sitter Profile Image: Aaron F.
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Aaron F.
from
$22
per day
5.0 out of 5 stars
1 review
15 years of experience
Middletown, VA, 22645

About: I love dogs and can't wait to take care of your furry friend! I have a large home, plenty of room for your dog to stretch out. I have a yellow lab/golden retriever mix who is very friendly. I have a fenced yard (about half an acre) and another 9 acres of unfenced area. I work from home during the week, so will have plenty of time for walks, play-time, etc. I am good with all ages/sizes. I will ensure your dog is comfortable and safe, and has plenty of attention! I work from home so am always around to care for your pets! Will have plenty of potty breaks and play time. If I have to step out I can crate your pet or not, whichever you prefer. I have a fenced in yard I work from home so am always around to care for your pets! Will have plenty of potty breaks and play time. If I have to step out I can crate your pet or not, whichever you prefer.

Sitter Profile Image: Sarah J.
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Sarah J.
Star Sitter
from
$32
per day
5.0 out of 5 stars
78 reviews
25 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: Yzabella V.
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Yzabella V.
from
$30
per day
4.6 out of 5 stars
22 reviews
6 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: Gabby T.
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Gabby T.
Star Sitter
from
$35
per day
5.0 out of 5 stars
146 reviews
28 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: Lauren B.
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Lauren B.
from
$30
per day
5.0 out of 5 stars
56 reviews
17 repeat clients
10 years of experience
Stephenson, VA, 22656

Lauren was amazing with our two pups! She clearly cared about making sure they got what they needed while enforcing boundaries which we appreciated. She sent lots of photos and it was clear that our pups had a blast. Thank you!

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Hannah L.
Sitter Profile Image: Jessica I.
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Jessica I.
Star Sitter
from
$30
per day
5.0 out of 5 stars
35 reviews
9 repeat clients
20 years of experience
Bunker Hill, WV, 25413

Cami had a great time! Loved all the pics and video. She was very well taken care of and Cami is going back again this weekend!

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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: Linda K.
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Linda K.
from
$30
per day
5.0 out of 5 stars
114 reviews
45 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: Allison B.
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Allison B.
from
$32
per day
5.0 out of 5 stars
8 reviews
1 repeat client
15 years of experience
Stephenson, VA, 22656

About: What sets me apart from other sitters is my lifelong experience and genuine passion for animals of all sizes and personalities. I have cared for many dogs of various breeds & sizes throughout my life and currently have three dogs and two cats at home. Besides cats & dogs, I have also cared for rabbits, guinea pigs, parakeets, hamsters, chickens, goats, and sheep! For the past two years, I have also volunteered at the SPCA in Winchester, gaining hands-on experience with pets of all ages, temperaments, and care needs. I am confident working with playful puppies, senior pets, and everyone in between. I am patient, outgoing, and truly love providing animals with the care and attention they deserve. I am a student at Virginia Tech, so I have availability here and there throughout the day! I am also available most evenings/nights for longer periods of time. Whether I’m caring for pets in my home or a client’s, I prioritize safety, trust, and comfort above all else. At my home, pets enjoy a fully fenced-in backyard for safe outdoor play, a walkable neighborhood for daily walks and fresh air, and a spacious deck that’s perfect for lounging and sunbathing. Inside, animals are treated like family in a clean, pet-friendly space with constant attention and care. When caring for pets in a client’s home, I always respect their routines and space, ensuring their pets feel secure, loved, and well cared for in their own environment.

Sitter Profile Image: Walter G.
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Walter G.
Star Sitter
from
$26
per day
5.0 out of 5 stars
48 reviews
21 repeat clients
20 years of experience
Winchester, VA, 22602

About: Dog care certified in Argentina, as an animal lover I want to pursue career caring for them. Since young, I used to spend a lot of time in dog walks and parks with them. I believe now, I can provide them the perfect environment of a fenced backyard of 10.000 sqf. I love to exercise and pamper pups and we're easy to reach, even for a last-minute need. With some dog training experience and a lot of love for dogs, I look forward to taking care of your family member like one of our own. Depending on your pup's needs, I will take long playtime or jogs with your dog. If your furry family member just needs companionship and loving attention, I am happy to provide that kind of care, too. Photos of your dog will be shared with you throughout their visit. I love to send lots of pictures of my guests. My house is generally a cage-free environment, but will use your crates if that is what your pup is used to at home. I have a couple of gates to use as necessary to separate dogs during meals and to give them a large, safe play area in our home.

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: Shaghayegh H.
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Shaghayegh H.
Star Sitter
from
$55
per day
5.0 out of 5 stars
189 reviews
50 repeat clients
15 years of experience
Winchester, VA, 22602

Shaghayegh made Tucker feel right at home. He went into her house happy and excited. I received photos of their walk. I’m happy and I highly recommend Shaghayegh.

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Elizabeth B.
Sitter Profile Image: Charity M.
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Charity M.
from
$35
per day
4.9 out of 5 stars
46 reviews
9 repeat clients
20 years of experience
Shenandoah Junction, WV, 25442

Charity was super responsive and sent pictures of Jax right away! My schedule was a bit in flux and Charity was very understanding and willing to work with me. Jax came home happy and tuckered out from a day of playing!

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Cori D.
Sitter Profile Image: Abby R.
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Abby R.
from
$35
per day
5.0 out of 5 stars
24 reviews
7 repeat clients
10 years of experience
Charles Town, WV, 25414

Abby and her husband were great hosts! Awesome communication and everything was made easy and smooth for a last minute request. Their dogs Maple Syrup and Moose were such good puppy hosts and played well with our dog. We received plentiful videos and pictures of the fun!

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Carey G.
Sitter Profile Image: Joshua & Kristen B.
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Joshua & Kristen B.
Star Sitter
from
$38
per day
5.0 out of 5 stars
29 reviews
9 repeat clients
5 years of experience
Stephens City, VA, 22655

Very knowledgeable and patient taking care of my fur baby.

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Joyce R.
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Adventure-ready dog walkers - Woodchuck Heights

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

Kimberly is so so sweet and makes sure that my two dogs are well taken care of. She always updates me on when she is going over to take care of them, what they did while she was with them, and always provides cute pictures of them! She is very responsive and professional, I would definitely recommend using her!

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Kayla B.
Sitter Profile Image: Hannah D.
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Hannah D.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
84 reviews
21 repeat clients
10 years of experience
Winchester, VA, 22602

⭐️⭐️⭐️⭐️⭐️ A True Gem – Like Family to Us and Maximus! We feel incredibly lucky to have found Hannah—she’s not just a dog walker, she’s part of our family. Our dog Maximus is truly our baby (especially now that our kids are grown and out of the house), and knowing that Hannah cares for him with the same love and attention we do means the world to us. Hannah has been with us for over three months now, and in that time she’s become someone we fully trust with our most spoiled and beloved family member. She’s reliable, flexible with our crazy schedule, and always greets Maximus with affection and warmth. You can tell she genuinely loves what she does. Maximus absolutely adores her! She goes above and beyond to make sure he feels cared for when we’re not home, which gives us such peace of mind. We treasure Hannah and everything she does for our family. If you’re looking for someone who will love your dog like their own, look no further. She’s truly one of a kind.

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Gigi F.
Sitter Profile Image: Lisette R.
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Lisette R.
from
$15
per walk
5.0 out of 5 stars
79 reviews
32 repeat clients
6 years of experience
Winchester, VA, 22601

Lisette is great with my dogs! We have an older dog that she comes and walks and he loves it. We also just got a puppy and she has been coming over in the middle of the day to take him and our older dog on small walks and it’s been great!

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Kylie J.
Sitter Profile Image: Alyssa F.
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Alyssa F.
from
$15
per walk
5.0 out of 5 stars
73 reviews
10 repeat clients
7 years of experience
Winchester, VA, 22601

Thanks Alyssa. When we are walking Tucker and I always stop and let people walk past. Just to keep everyone at ease. Not all dogs are as friendly as our boy. Tucker was acting out of respect.

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James H.
Sitter Profile Image: Sierra C.
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Sierra C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
9 reviews
3 repeat clients
7 years of experience
Boyce, VA, 22620

About: Hello, my name is Sierra! As a dedicated pet owner myself, I understand the deep bond between animals and their families. With over 7 years of experience caring for dogs and cats of all breeds, I've honed my skills in providing compassionate and reliable pet-sitting services. I'm excited to extend my love for animals to your furry friends. I am seeking a rewarding opportunity to utilize my free time. I'm available most days and times and would love to offer my services as a reliable and compassionate pet sitter. Your pet will feel right at home in my caring environment. I offer a safe and fun outdoor space, as well as cozy indoor comforts. I'm flexible and adaptable, ensuring that your pet's needs are always met.

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: Ciera O.
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Ciera O.
from
$15
per walk
5.0 out of 5 stars
2 reviews
12 years of experience
Winchester, VA, 22601

Ciera is a great! Couldn’t recommend her more!

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Robert B.
Sitter Profile Image: Victoria S.
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Victoria S.
from
$16
per walk
6 years of experience
Winchester, VA, 22602

About: I have taken care of sick elderly dog. Friends and family rely on me to take care of their dogs or cats or other pets. I have had experience with farm animals. I have taken care of my pet rabbit everyday. I’m open to cats or dogs or any other types of pets, even snakes, I actually love snakes. They’re so cute. I’m a freshman in college, and I am taking a path to becoming a veterinarian. Currently I will not be available, but for me school ends on May 10, so after that I will be home for summer and be available 24/7. We only have a pet bunny, so we built her a hutch that has little side doors and a top that opens up and you can reach her. She has a little house inside the hutch where she can sit inside when it’s cold outside, it’s filled with straw.

Sitter Profile Image: Alexsys T.
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Alexsys T.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
309 reviews
119 repeat clients
7 years of experience
Clear Brook, VA, 22624

Alexsys is awesome. Communicative, thorough, and sends me all the updates and photos I need when I’m away. She even sent a picture of my porch kitty!

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Jenelle B.
Sitter Profile Image: Charissa L.
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Charissa L.
from
$17
per walk
5.0 out of 5 stars
14 reviews
4 repeat clients
15 years of experience
Winchester, VA, 22601

Charissa has been great to work with! Glad we found her.

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Ellen D.
Sitter Profile Image: courtney b.
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courtney b.
from
$17
per walk
5.0 out of 5 stars
49 reviews
14 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: Sherry R.
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Sherry R.
from
$16
per walk
5.0 out of 5 stars
10 reviews
4 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: Suellen W.
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Suellen W.
from
$18
per walk
2 years of experience
Winchester, VA, 22601

About: I’ve had dogs my entire life, and got into dog training 2 years ago. I assisted a dog training company with the dogs they would board and care for, and assisted with multiple training outings. I also raised and trained my own service animal. I’m currently working part time, and will focus solely on providing care for your pet and home. They are my number one priority and love to do things with them. I will take them on long walks and do training with them to get their brain going. I’ll make sure their meals are extra tasty and made with love.

Sitter Profile Image: Matthew H.
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Matthew H.
from
$15
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
7 years of experience
Reseda, Stephens City, VA, 22655

About: I am a husky lover and owner who has spent most of my life taking care of dogs! I am 30 years old and have grown up taking care of beagles as well as pet sitting for family members and neighbors. Now, I currently have two huskies, ages 3 and 1. I enjoy long walks with my pups and lots of play time! On the weekends, I enjoy taking my dogs on long hikes, taking them to the dog park for some play time and even runs on the beach. My huskies are friendly with dogs their size and love making new friends. They also have spent time around cats and although they avoid playing, they do love other furry friends. My energetic attitude and love for animals makes me the best match for the job.

Sitter Profile Image: Rosalee K.
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Rosalee K.
from
$15
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
Winchester, VA, 22601

About: I grew up taking care of all kinds of animals including chickens, goats, cows, pigs, and of course cats and dogs. I’ve independently cared for animals since I can remember! I am a student at Virginia Tech with a pretty flexible schedule. I have time in between my classes to be able to let your animals outside or just spend time with them! Because I live in an apartment, I unfortunately cannot house animals with me in my home. However, I am happy to take them on walks and hang out with them at their home.

Sitter Profile Image: Alex M.
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Alex M.
from
$15
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
Winchester, VA, 22601

About: I have owned and trained dogs most of my life, grew up on a farm with all types of pets and find it second nature to treat them like family. I currently work from home and have a very flexible schedule. I can house sit, drop in or stay with your pet as long as you need someone. My dog has a fenced in yard and is at day care for socialization M-F so I can have my full attention on your dog. I currently work from home part time so I have plenty of time for your pet! I am awake early and have a flexible schedule to fit yours. I make sure you and your pet are comfortable with me and follow instruction when caring for your pet. You know your pet best and I want them to be happy and content with me.

Sitter Profile Image: Hailey C.
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Hailey C.
from
$21
per walk
10 years of experience
Winchester, VA, 22602

About: I have been a pet owner for as long as I can remember. I have had both dogs and cats and love them both equally. I have cared for pets for both family members and friends. I've watched all types of animals with many different personalities. On top of pet sitting, I have fostered multiple litters of kittens, which has taught me patience and attentiveness. In my free time, I also enjoy volunteering at a local rescue to help walk dogs. I understand the hard work, attention and love that goes into managing any kind of animal, and I am willing to do just about anything to make sure that your pet feels loved and safe. I am a grad student who only has in person classes on Tuesday typically 8am - 4pm, which makes me very flexible for the rest of the week. I am very conscious about safety when it comes to walk, and/or letting dogs out in a fenced in area. I am sure to read any instructions before hand to learn about any issues individual pet needs.

Sitter Profile Image: Victoria L.
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Victoria L.
from
$25
per walk
4.8 out of 5 stars
7 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: Abby F.
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Abby F.
from
$15
per walk
4.9 out of 5 stars
9 reviews
2 repeat clients
4 years of experience
Winchester, VA, 22601

About: My unwavering dedication, tailored care, and genuine passion for pets ensures a stress-free, happy experience for your furry friends, setting me apart as a trusted sitter. Pet care is seamlessly woven into my daily routine, with scheduled walks, playtime, and nurturing attention, ensuring your beloved companions are always a top priority! In both my home and yours, I provide a loving, safe environment. Whether cuddled on my couch or in familiar surroundings, your pets receive top-notch care and attention.

Sitter Profile Image: Kathryn W.
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Kathryn W.
from
$20
per walk
5.0 out of 5 stars
2 reviews
10 years of experience
Winchester, VA, 22601

About: I have lots of experience with dogs, cats, birds, lizards, guinea pigs, and more! I have owned them my whole life for one. But I have also worked at a pet lodge for a year from 2024-2025. As well as doing lots of miscellaneous dog sitting for others. I’m currently not working, so I am free as a bird to help others with their fur babies. The more I meet with people the more I will be able to fill my time with cute pets! I treat pets as if they were my own. I give them love and attention. I make sure that all their needs are met, and complete with lots of snuggles!

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Large dog specialists near you - Woodchuck Heights

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: Carol D.
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Carol D.
from
$35
per night
5.0 out of 5 stars
6 reviews
3 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: Allison B.
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Allison B.
from
$33
per night
5.0 out of 5 stars
8 reviews
1 repeat client
15 years of experience
Stephenson, VA, 22656

About: What sets me apart from other sitters is my lifelong experience and genuine passion for animals of all sizes and personalities. I have cared for many dogs of various breeds & sizes throughout my life and currently have three dogs and two cats at home. Besides cats & dogs, I have also cared for rabbits, guinea pigs, parakeets, hamsters, chickens, goats, and sheep! For the past two years, I have also volunteered at the SPCA in Winchester, gaining hands-on experience with pets of all ages, temperaments, and care needs. I am confident working with playful puppies, senior pets, and everyone in between. I am patient, outgoing, and truly love providing animals with the care and attention they deserve. I am a student at Virginia Tech, so I have availability here and there throughout the day! I am also available most evenings/nights for longer periods of time. Whether I’m caring for pets in my home or a client’s, I prioritize safety, trust, and comfort above all else. At my home, pets enjoy a fully fenced-in backyard for safe outdoor play, a walkable neighborhood for daily walks and fresh air, and a spacious deck that’s perfect for lounging and sunbathing. Inside, animals are treated like family in a clean, pet-friendly space with constant attention and care. When caring for pets in a client’s home, I always respect their routines and space, ensuring their pets feel secure, loved, and well cared for in their own environment.

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

Alexys was easy to communicate with and was a wonderful fit for our dog! She gave us updates during his stay and he was super comfortable with there. We're so happy to have found her and will book again!

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Valerie S.
Sitter Profile Image: Lisette R.
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Lisette R.
from
$25
per night
5.0 out of 5 stars
79 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: Heather W.
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Heather W.
from
$38
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
6 years of experience
Strasburg, VA, 22657

Heather was great! Kept me informed on how my dog Cody was doing and sent pics of him with her dogs. Cody seemed to love her Lab. Lots of room to run in her fenced in back yard. Will definitely use her again!

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Carl B.
Sitter Profile Image: Lori V.
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Lori V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
93 reviews
47 repeat clients
14 years of experience
Berryville, VA, 22611

Lori was amazing with our fearful German Shepherd Fiona. this was our first time booking with Lori and she took pictures every day we were gone and gave us updates. It made us feel so much better. When we brought Fiona home she was so much happier than she has been leaving her with other people or a kennel. So grateful for Lori and her husband and we will definitely be using her again.

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

Such a great experience from the meet and greet to picking up our two pups at the end of their stay. Katherine’s knowledge, experience and love for animals was seen clearly through all parts of the process. She is very responsive and getting daily pictures during their stay was just the best! Her comfy indoor space and beautiful outdoor spaces provide a great environment for whatever your pup needs, from zoomies to cuddles. Knowing Chipper and Dutchess were being cared for and loved on by Katherine put our minds at ease and helped us fully enjoy our time away. We will absolutely book again!

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Sarah W.
Sitter Profile Image: Trinity C.
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Trinity C.
from
$27
per night
5.0 out of 5 stars
4 reviews
1 repeat client
13 years of experience
strasburg, VA, 22657

My Stormi came back very exhausted from all the play and attention. Just the way I like it. Trinity kept good comms through out Stormi’s visit. Would def book again.

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Tim N.
Sitter Profile Image: Pamela V.
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Pamela V.
Star Sitter
from
$35
per night
5.0 out of 5 stars
80 reviews
26 repeat clients
21 years of experience
Front Royal, VA, 22630

Pamela was a pleasure to book with. She is responsive when I reached out with questions, gave regular updates, and gave our pup extra love and playtime with other pup/kitty friends. Will definitely be booking again!

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

My cat was happy, and well taken care of. Ogden seemed to settle in quickly, and plenty of pictures were taken.

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kevin s.
Sitter Profile Image: Gabby T.
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Gabby T.
Star Sitter
from
$45
per night
5.0 out of 5 stars
146 reviews
28 repeat clients
5 years of experience
clearbrook, VA, 22624

Gabby is wonderful! She truly treats your dog as her own. We regularly get updates and photos which gives you great peace of mind. Highly recommend!!

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Jean S.
Sitter Profile Image: Lauren W.
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Lauren W.
Star Sitter
from
$35
per night
5.0 out of 5 stars
26 reviews
13 repeat clients
15 years of experience
Front Royal, VA, 22630

Lauren provided excellent care for Bryce. She regularly sent photos and videos of him throughout his stay with her. Her yard is large and fenced in so plenty of space for your pup to zoom around. High recommend her for your dog sitting needs!

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Jacob M.
Sitter Profile Image: Brooke B.
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Brooke B.
from
$20
per night
5.0 out of 5 stars
2 reviews
19 years of experience
Winchester, VA, 22602

My dogs stay was awesome. He had a great time.

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Mindy M.
Sitter Profile Image: Aaron F.
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Aaron F.
from
$37
per night
5.0 out of 5 stars
1 review
15 years of experience
Middletown, VA, 22645

About: I love dogs and can't wait to take care of your furry friend! I have a large home, plenty of room for your dog to stretch out. I have a yellow lab/golden retriever mix who is very friendly. I have a fenced yard (about half an acre) and another 9 acres of unfenced area. I work from home during the week, so will have plenty of time for walks, play-time, etc. I am good with all ages/sizes. I will ensure your dog is comfortable and safe, and has plenty of attention! I work from home so am always around to care for your pets! Will have plenty of potty breaks and play time. If I have to step out I can crate your pet or not, whichever you prefer. I have a fenced in yard I work from home so am always around to care for your pets! Will have plenty of potty breaks and play time. If I have to step out I can crate your pet or not, whichever you prefer.

Sitter Profile Image: Jacob G.
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Jacob G.
from
$40
per night
5.0 out of 5 stars
1 review
1 repeat client
10 years of experience
Clear Brook, VA, 22624

Jacob was a wonderful boarder for our dog! My dog was smiling in the pictures Jacob sent with updates while we were away. Thank you Jacob!

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Catherine L.
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
63 reviews
20 repeat clients
30 years of experience
Kearneysville, WV, 25430

Joel and Janelle are so wonderful! They took the time to meet us prior to booking to make sure our furry girl would be comfortable in their home. They have a beautiful home and a spacious fenced in yard! They are so open to communication and even sent us pictures of our love while we were gone unprompted! They are definitely going to be seeing our girl again!

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Alexis D.
Sitter Profile Image: Tara G.
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Tara G.
Star Sitter
from
$34
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
4 years of experience
Hillsboro, VA, 20132

Could not have asked for a better experience. I could tell my dog was well loved and cared for. Tara has great communication and provided daily pictures and updates. We will definitely use her time and time again.

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Katie G.
Sitter Profile Image: Audrey R.
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Audrey R.
from
$33
per night
4.9 out of 5 stars
141 reviews
55 repeat clients
15 years of experience
Charles Town, WV, 25414

Audrey was very helpful in accommodating our need on short notice. Our dogs of which one is quite the handful came back happy and in great shape.

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rudy b.
Sitter Profile Image: Barbara D.
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Barbara D.
from
$43
per night
5.0 out of 5 stars
55 reviews
15 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: Alicia L.
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Alicia L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
30 years of experience
Purcellville, VA, 20132

My dogs Huey & Edward had a great time with Alicia & her boys. So happy to have found a great rover near me that I can trust with my dogs! She gave them great exercise & so much love.

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Saige D.
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