House Sitting in Middleway

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Tracy C.
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Sitter Profile Image: Tracy C.
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1. Tracy C.

Let me be your second best
Stephenson, VA, 22656
8.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
37 reviews
10 repeat clients
from
$45
per night
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Tracy is the absolute best. She is always the first person I go to for my pet sitting needs. She goes above and beyond to take exceptional care of my babies and that puts my mind at ease while I’m away.

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Sitter Profile Image: Ian D.
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Sitter Profile Image: Ian D.
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2. Ian D.

I love dogs like they are my family
Stephenson, VA, 22656
8.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$30
per night
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Ian did a fabulous job caring for our dog Winston. Winston has severe separation anxiety and is usually pretty wound up when we’re not there, but he seemed to remain pretty calm while Ian was there. Will absolutely use again.

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Sitter Profile Image: Melissa Á.
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Sitter Profile Image: Melissa Á.
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3. Melissa Á.

Fun Sitter!
Winchester, VA, 22601
11.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
8 repeat clients
from
$37
per night
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Melissa was dedicated to get to know our super anxious dogs. She cleaned up, took out our trash and even did laundry while staying in our home with our 2 Aussies. Super detailed and gave plenty of updates.

Confirmed availability: Juneteenth
Sitter Profile Image: Michelle S.
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Sitter Profile Image: Michelle S.
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4. Michelle S.

Outstanding care for your pet
Martinsburg, WV, 25403
9.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
5 repeat clients
from
$28
per night

Michelle is a natural with dogs: genuinely loves being around them, knows how to respond to their body language and cues, and just authentically gets a lot of joy from hanging out with them. She's attentive and makes a real effort to win over every dog she comes across.

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Sitter Profile Image: Nate S.
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Sitter Profile Image: Nate S.
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5. Nate S.

Here to help and I love dogs
Martinsburg, WV, 25401
11.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
5 repeat clients
from
$40
per night
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Nate is fantastic. He’s taken good care of our dog, is communicative, sends pix and updates and took good care of our house.

Sitter Profile Image: Steven F.
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Sitter Profile Image: Steven F.
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6. Steven F.

Your furbaby's vacation home
Winchester, VA, 22602
10.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
8 repeat clients
from
$31
per night
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Steven is so lovely with our 2 dogs and cat. They all love him. He’s very responsible and did a great job taking care of them and giving plenty of love and attention. Highly recommend!!

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Sitter Profile Image: Sierra B.
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Sitter Profile Image: Sierra B.
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7. Sierra B.

Energetic Animal Lover
Winchester, VA, 22602
11.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
4.5 out of 5 stars
5 reviews
2 repeat clients
from
$25
per night

About: I’ve been trusted on numerous occasions to take care of family pets of different breeds and species since I was 13. I have owned several fish, one guinea pig, and multiple cats. I absolutely adore every animal regardless of breed, species, or size! I’m currently working via popular food delivery apps, which means my schedule is highly flexible, so I’m always able to make my time work FOR YOU!! I always ensure that my furry friends feel safe and keep the more energetic ones engaged to prevent any possible destructive behavior! I can also read to the furry friends that aren’t quite as energetic as I know it helps calm their nerves should they be anxious!

Confirmed availability: Juneteenth
Sitter Profile Image: Callie C.
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Sitter Profile Image: Callie C.
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8. Callie C.

I enjoy spending time with all anim
Winchester, VA, 22602
10.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
10 years of experience
from
$35
per night

About: I have worked with many types of animals, ranging from new born to senior. Both outdoor and indoor animals. I am very good with young animals, I have lots of patience when it comes to training puppies, and litter box training kittens. I work in Healthcare and go to school for nursing. My schedule is very flexible. I tend to find myself with animals on my days off and I enjoy every moment! I follow the instructions very carefully that are given to me. I am respectful of the owners rules and guidelines, as well as there pet. I will treat there pet as if it were my own. You can expect me to go above and beyond for your furry loved one!

Confirmed availability: Juneteenth
Sitter Profile Image: Michael P.
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Sitter Profile Image: Michael P.
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9. Michael P.

Will treat your pet like my own
Martinsburg, WV, 25401
10.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$25
per night
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Michael was great... he kept me updated with photos and was in and out as if he was never there! Followed my requests for my dog to a T! Highly, highly recommended! Very responsive. Thank you, Michael!

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Sitter Profile Image: Wendy D.
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Sitter Profile Image: Wendy D.
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10. Wendy D.

No dog too big or small!
Bunker Hill, WV, 25413
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$30
per night

Wendy is a fantastic and really good with her dog and even my dog when she has taken care of my dog she cares for everything that lives and I would recommend her to anyone.

Sitter Profile Image: Myla N.
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Sitter Profile Image: Myla N.
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11. Myla N.

Pet loving individual!
Charles town, WV, 25414
7.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$31
per night
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I will definitely use Myla again. She was great and the animals loved her. She went above and beyond while watching my animals.

Confirmed availability: Juneteenth
Sitter Profile Image: Lauren F.
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Sitter Profile Image: Lauren F.
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12. Lauren F.

I’m great with pets!
Charles Town, WV, 25414
8.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
4 repeat clients
from
$80
per night
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Lauren was just absolutely amazing with our pups!! Our pups were well taken care of and loved! We will most definitely be repeat customers and we highly recommend Lauren!!

Confirmed availability: Juneteenth
Sitter Profile Image: Sophia R.
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Sitter Profile Image: Sophia R.
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13. Sophia R.

Petsitting Charles Town- Leesburg!
Charles Town, WV, 25414
7.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
8 repeat clients
from
$60
per night
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Sophia was an absolute gem! My two Aussie pups are two balls of energy and she took such good care of them while we were out of town. When we returned they were as content as could be and didn’t seem sad or stressed out at all. That really put me at ease and I knew I made the right choice. I would definitely have Sophia take care of my two fur babies again!

Confirmed availability: Juneteenth
Sitter Profile Image: Karen & Christopher H.
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Sitter Profile Image: Karen & Christopher H.
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14. Karen & Christopher H.

Rover 101
Retired w/ 1 acre fenced back yard
Gerrardstown, WV, 25420
7.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
23 reviews
9 repeat clients
from
$40
per night

Chris & Karen are DEFINITELY dog lovers! They'd rather rescue than purchase a puppy; all their dogs have been rescues and well-loved. They take their dogs (sometimes as many as 4) just about everywhere they go. I've used them for dog sitting several times over the last 3 years, and my dogs absolutely love it there! Once they find the doggie door, they're in heaven. They have a HUGE fenced-in back yard that easily accommodates large and small dogs. There is plenty of room for dogs to run and play outside. They allow dogs into their house on the main level, and they have dog beds and toys if your dogs cares to use them. Karen sends pictures to me while my dogs are there; they're usually laying on her or sacked out on their side because they're played out! Karen tells me my dogs settle in within an hour or so of dropping them off, so I know they must feel comfortable and safe there. I would not hesitate to use them again or recommend them to anyone.

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Sitter Profile Image: Josie J.
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Sitter Profile Image: Josie J.
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15. Josie J.

I can walk the walk & bark the bark
Kearneysville, WV, 25430
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
2 repeat clients
from
$88
per night
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We have a large intimadating looking love bug with quite a bit of energy. Josie was perfect with her and even offered to do a few extra things. I knew Dori would be loved and taken care of just from our visit with Josie. It makes going away so much easier knowing that Josie was there loving on my Baby!!! Great Job

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Sitter Profile Image: Lauren H.
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Sitter Profile Image: Lauren H.
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16. Lauren H.

Rover 101
Licensed & Insured!
Summit Point, WV, 25446
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
94 reviews
41 repeat clients
from
$100
per night
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Lauren is AWESOME! My dogs instantly loved her, and she played frisbee in the hot, hot heat until one pup was satisfied, and snuggled with the other to his hearts content.

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Sitter Profile Image: Gemma K.
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Sitter Profile Image: Gemma K.
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17. Gemma K.

I’ll treat your baby like my own!
Inwood, WV, 25428
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$50
per night

Gemma is a wonderful pet caretaker. She helps any and all animals when she can. I have even seen Gemma, first handedly pick up a bee off of the ground and move it to a safe space.

Confirmed availability: Juneteenth
Sitter Profile Image: Mariah B.
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Sitter Profile Image: Mariah B.
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18. Mariah B.

Doggo Mother
Kearneysville, WV, 25430
2.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$100
per night

Mariah Bacon loves dogs and has taken care of mine on many occasions. She also has a beautiful dog that she rescued several years ago. And she also rescued another dog several years ago and gave it to a family member. Dogs love her because she takes such good care of them and provides so much love and attention. She takes them on long walks and plays with them in the yard. Doggies know who loves them because they can instantly sense this when they are around her. You will love how much she takes care of your fur baby.

Sitter Profile Image: Day B.
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Sitter Profile Image: Day B.
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19. Day B.

Rover 101
Daylightful Pet Care: Full of love.
Charles Town, WV, 25414
4.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
46 reviews
19 repeat clients
from
$46
per night
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Day was truly a blessing! She took such great care of my senior dog Zeus and my home while I was away. I appreciated her communication and all of the photos she sent. So grateful I found her!

Sitter Profile Image: Cynthia A.
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Sitter Profile Image: Cynthia A.
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20. Cynthia A.

I love all fur babies big & small
INWOOD, WV, 25428
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
10 repeat clients
from
$79
per night
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We love Cynthia! She was so awesome with our GSD…she understood his being excited the first few minutes of her arrival…she got him settled down and calm…not to mention she put us at ease upon meeting her and she kept us updated with videos and pictures the entire time she was with him…she played with Gunnar and watched over him giving him lots of one on one attention…we are so very happy to have found such a wonderful person to sit with our puppy…she is a blessing to us ?

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Rover also offers House Sitting in:

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Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Middleway house sitting needs. On Rover, it's easy to find a loving dog sitter in Middleway who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Middleway house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Middleway for your dog — people who'll treat him like family.

House Sitting