Dog Boarding in Oldtown, MD

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Top rated Oldtown dog boarders

1 / 1
Sitter Profile Image: Beth J.
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Beth J.
Star Sitter
from
$32
per night
5 out of 5.0 stars
105 reviews
41 repeat clients
25 years of experience
Frostburg, MD, 21532

Another great visit with Molly's favorite all-time sitter! As soon as we pull into the neighborhood, she gets so excited, and she has a blast every time. Beth always gives timely updates and pics, and I know she's in good hands the entire time. It's great to know that your dog gets a vacation at the same time you're taking your own vacation.

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Jeffrey S.
Sitter Profile Image: Brian P.
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Brian P.
Star Sitter
from
$35
per night
5 out of 5.0 stars
32 reviews
11 repeat clients
10 years of experience
Frostburg, MD, 21532

I was happy with Muddy's stay at Brian's. He has a ton of experience and it was clear Muddy was in excellent hands. The communication was great, and I definitely would recommend Brian!

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

Carol and her family went above and beyond to help make Barbie comfortable during her stay with them. I really appreciate all that they did.

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Janet C.
Sitter Profile Image: Megan P.
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Megan P.
Star Sitter
from
$35
per night
5 out of 5.0 stars
73 reviews
15 repeat clients
7 years of experience
Cumberland, MD, 21502

We needed an emergency sitting since our previous solution couldn't address our needs at the last minute. In comes Megan to the rescue! She could not be more pleasant and while our dog isn't necessarily comfortable with strangers, he warmed up to Megan and they were best buddies by the time we picked him up. Would definitely recommend and use her again.

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Armand D.
Sitter Profile Image: Michelle R.
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Michelle R.
from
$30
per night
5 out of 5.0 stars
11 reviews
2 repeat clients
35 years of experience
Ridgeley, WV, 26753

Michelle was so incredibly wonderful, I honestly feel like I have hit the jackpot with finding her and her husband. My Griff was so happy he didn't even realize I was done. Hands down best experience I have had thus far! Will be a repeat customer!

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Shannon M.
Sitter Profile Image: Faith T.
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Faith T.
Star Sitter
from
$32
per night
5 out of 5.0 stars
203 reviews
83 repeat clients
6 years of experience
Frostburg, MD, 21532

Faith was absolutely wonderful. She took excellent care of my two Vizslas and kept me updated with texts and photos. I would definitely use her again and I highly recommend her dog sitting services.

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Michelle M.
Sitter Profile Image: Sonja W.
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Sonja W.
from
$45
per night
5 out of 5.0 stars
9 reviews
2 repeat clients
50 years of experience
Winchester, VA, 22625

Delightful person to leave our dog with, and we definitely hope to board him with her again in the future. We enjoyed the pictures and updates, and it seems like he had a great time. She even give him a bath when he got dirty!

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Danielle K.
Sitter Profile Image: Tori S.
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Tori S.
Star Sitter
from
$45
per night
5 out of 5.0 stars
312 reviews
125 repeat clients
10 years of experience
Hedgesville, WV, 25427

Tori did a wonderful job with my two boys. She communicated with me during their stay and took great care of them. I would absolutely have them stay with her again.

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Kimberly T.
Sitter Profile Image: Crystal & Jadon K.
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Crystal & Jadon K.
from
$35
per night
5 out of 5.0 stars
115 reviews
42 repeat clients
10 years of experience
Bedford, PA, 15522

We couldn’t have wished for better dog sitters then Crystal & Jadon. Puddles has anxiety when she’s separated from us and gets VERY whiny. Crystal & Jadon worked with her to get her calmed down when we left. They were very patient with her and took a lot of picture and kept us updated the whole time we were away. She slept with Jadon and even played a little bit. We were somewhat gun shy after a bad experience with another local dog boarding business. We can’t say enough wonderful, positive things about Crystal & Jadon. They will definitely be our sitter for any future traveling.

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Diana H.
Sitter Profile Image: Amber F.
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Amber F.
Star Sitter
from
$32
per night
5 out of 5.0 stars
58 reviews
11 repeat clients
20 years of experience
Meyersdale, PA, 15552

Amber was the perfect pet sitter when we couldn't travel with our dog Khyro during the holidays. My wife and I loved the daily updates and pictures/videos. It made us feel markedly better knowing he was enjoying his time away from us. Khyro definitely didn't make it easy on her, because he was prescribed an antibiotic and a topical cream for an open wound the day of dropoff! But Amber had no problem administering the drugs, and his wound was all healed when we got back. Khyro can't wait until the next time he spends time with Amber and her wonderful family.

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Philip F.
Sitter Profile Image: Joelle S.
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Joelle S.
from
$55
per night
4 years of experience
Cumberland, MD, 21502

About: I have hands-on experience raising and training three dogs of my own, currently aged 2, 3, and 4. I’ve cared for them since they were puppies, handling everything from basic obedience training to daily walks, feeding, grooming, and socialization. I’m a nursing student home for the summer and looking for a fun, active way to earn extra income. I’ve always loved animals and have experience caring for dogs of all sizes. Whether it’s a walk around the neighborhood or some playtime in the yard, your pup will be in good hands! Your pup will be cared for in a safe, loving environment at my home, which has a fully fenced-in yard perfect for play and exercise. Dogs are always supervised and treated like family whether we’re enjoying outdoor time or relaxing inside, your dog will feel right at home.

Sitter Profile Image: Kelly C.
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Kelly C.
from
$45
per night
36 years of experience
Winchester, VA, 22602

About: "As a lifelong animal lover with years of hands-on experience, I provide dependable, loving care tailored to your pet’s unique needs. I treat every pet like family—whether it's a playful pup, a shy cat, or a senior pet needing extra attention. Your pet's safety, happiness, and comfort are my top priorities. I offer flexible scheduling, regular updates, and a calm, positive presence while you're away. You can relax knowing your furry friend is in caring, capable hands." Whether your pet needs a walk, feeding, some loving company while your away or all three! My schedule is flexible, and I'm available for evening drop ins or overnight stays. I treat every pet like family and aim to keep them happy, safe, and stress-free while your away Pet parents can trust me with their pet’s safety because I provide a secure, pet-friendly home, constant supervision, and a calm environment tailored to each animal’s needs. I follow all care instructions closely, maintain a clean home, and give pets plenty of love, attention, and structure. With experience, patience, and genuine care, I treat every pet like my own—safe, happy, and well-cared for from the moment they arrive.

Sitter Profile Image: Lucy U.
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Lucy U.
from
$42
per night
5 out of 4.9 stars
24 reviews
7 repeat clients
10 years of experience
Berkeley Springs, WV, 25411

Lucy was great. We left our pup Penny with her for new year's eve. It was short notice and Lucy was very quick to respond and set up a drop off with her. She took great care of her and sent us several pictures for the one nights stay. We'd be happy to book with her again.

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Danielle P.
Sitter Profile Image: Laura N.
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Laura N.
from
$50
per night
5 out of 5.0 stars
5 reviews
2 repeat clients
4 years of experience
Hedgesville, WV, 25427

Laura was a wonderful sitter. We left our dog for 3 days and he was well taken care of. She sent plenty of pictures, and he looked happy and relaxed in all of them. Her dog was a great companion during our pet's stay. Highly recommended!

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Kevin A.
Sitter Profile Image: Hannah K.
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Hannah K.
from
$50
per night
5 out of 5.0 stars
33 reviews
7 repeat clients
31 years of experience
Cross Junction, VA, 22625

Lola loved her stay with Hannah and Bear! She came back happy and exhausted from all the fun she had. I appreciated how easy it was to communicate with Hannah and how quickly she responded. Receiving videos and photos of Lola's stay was an added bonus! Thank you Hannah!

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Anna M.
Sitter Profile Image: Aleisha L.
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Aleisha L.
from
$50
per night
12 years of experience
Cumberland, MD, 21502

About: Hello! I’ve had a dog through my entire life. I have experience with puppies as well as elderly dogs. I also am experience in handling deaf and blind dogs, as my dog has these impairments. I currently work full time while in law school part time. I am available after 4:00pm on weekdays. On the weekends, I can be flexible. Just shoot me a message! I have one small dog who is house trained. We take her for walks around our neighborhood or leash her in the yard. She will remain away from any animals that I would be caring for as she is a very old girl.

Sitter Profile Image: Brian & Kateland W.
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Brian & Kateland W.
from
$30
per night
15 years of experience
Gerrardstown, WV, 25428

About: My wife and I love animals. We have relied on Rover sitters for our animals and want to provide others with the same opportunity. We have a German Shepherd of our own who is very sweet and loves other animals as well. We promise to take the best care of your pet as possible and spoil them as much as we’re allowed! I work from home and can be available any time, day or night. My wife is off 3 days in the middle of the week to help provide any care. We have a partially fenced yard and no neighbors that are very close. Our yard is large and can provide any needed exercise and play time.

Sitter Profile Image: Carrie Lynn A.
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Carrie Lynn A.
from
$65
per night
5 out of 5.0 stars
31 reviews
5 repeat clients
24 years of experience
Winchester, VA, 22602

Carrie and Alex are great! Our dogs had the best time playing with their dogs and on their land. Thank you so much for hosting them! I recommend them should you need any service for your pets!

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Mitchell I.
Sitter Profile Image: Lucy R.
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Lucy R.
from
$25
per night
10 years of experience
Cumberland, MD, 21502

About: I’ve grown up around pets my whole life, I also helped out at our local animal shelter ! I’ll be more than happy to watch your beloved pets !! I’m available throughout the week at anytime ! I do have a main job as a overnight caregiver on the weekends but when your pets are with me they will have my full attention and love ! As I said Pets are family! They deserve respect and love just like us. Your animal will be taken very well care of. I can take your pups on walks and make sure they get the exercise they need !

Sitter Profile Image: Devin B.
Verified Background Check
Devin B.
from
$40
per night
5 out of 5.0 stars
2 reviews
1 repeat client
10 years of experience
Warfordsburg, PA, 17267

This young lady was a life saver above and beyond to try to make it work I was in a jam and she helped termendous I cant say Anough above and beyond she is a gift 100 stars

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Joe S.
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Sitter Profile Image: Beth J.
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Sitter Profile Image: Beth J.
Verified Enhanced Background Check

Beth J.
Rover 101
Star Sitter

Safe 6 foot privacy fence!
Frostburg, MD, 21532
18.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$32
per night
5 out of 5.0 stars
105 reviews
41 repeat clients
Profile image

Another great visit with Molly's favorite all-time sitter! As soon as we pull into the neighborhood, she gets so excited, and she has a blast every time. Beth always gives timely updates and pics, and I know she's in good hands the entire time. It's great to know that your dog gets a vacation at the same time you're taking your own vacation.

Availability updated 14 days ago
Sitter Profile Image: Brian P.
Verified Enhanced Background Check
Sitter Profile Image: Brian P.
Verified Enhanced Background Check

Brian P.
Star Sitter

Professional dog care at your home
Frostburg, MD, 21532
21.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night
5 out of 5.0 stars
32 reviews
11 repeat clients
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I was happy with Muddy's stay at Brian's. He has a ton of experience and it was clear Muddy was in excellent hands. The communication was great, and I definitely would recommend Brian!

Availability updated 11 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Carol D.
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Sitter Profile Image: Carol D.
Verified Enhanced Background Check

Carol D.

Mountain retreat for your fur baby!
CAPON BRIDGE, WV, 26711
21.4 mi. away
Boarding
from
$35
per night
5 out of 5.0 stars
4 reviews
2 repeat clients
Profile image

Carol and her family went above and beyond to help make Barbie comfortable during her stay with them. I really appreciate all that they did.

Availability updated 9 days ago
Sitter Profile Image: Megan P.
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Sitter Profile Image: Megan P.
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Megan P.
Star Sitter

Yard with privacy fence!
Cumberland, MD, 21502
11.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night
5 out of 5.0 stars
73 reviews
15 repeat clients
Profile image

We needed an emergency sitting since our previous solution couldn't address our needs at the last minute. In comes Megan to the rescue! She could not be more pleasant and while our dog isn't necessarily comfortable with strangers, he warmed up to Megan and they were best buddies by the time we picked him up. Would definitely recommend and use her again.

Availability updated 9 days ago
Sitter Profile Image: Michelle R.
Verified Enhanced Background Check
Sitter Profile Image: Michelle R.
Verified Enhanced Background Check

Michelle R.

I love dogs & cats - love to walk
Ridgeley, WV, 26753
7.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per night
5 out of 5.0 stars
11 reviews
2 repeat clients
Profile image

Michelle was so incredibly wonderful, I honestly feel like I have hit the jackpot with finding her and her husband. My Griff was so happy he didn't even realize I was done. Hands down best experience I have had thus far! Will be a repeat customer!

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Faith T.
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Sitter Profile Image: Faith T.
Verified Background Check

Faith T.
Rover 101
Star Sitter

Flexible schedule, All Animals!
Frostburg, MD, 21532
23.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$32
per night
5 out of 5.0 stars
203 reviews
83 repeat clients
Profile image

Faith was absolutely wonderful. She took excellent care of my two Vizslas and kept me updated with texts and photos. I would definitely use her again and I highly recommend her dog sitting services.

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

Sonja W.
Rover 101

A Home Away From Home
Winchester, VA, 22625
20.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
9 reviews
2 repeat clients
Profile image

Delightful person to leave our dog with, and we definitely hope to board him with her again in the future. We enjoyed the pictures and updates, and it seems like he had a great time. She even give him a bath when he got dirty!

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

Tori S.
Star Sitter

Experienced and caring sitter
Hedgesville, WV, 25427
29.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
312 reviews
125 repeat clients
Profile image

Tori did a wonderful job with my two boys. She communicated with me during their stay and took great care of them. I would absolutely have them stay with her again.

Availability updated 19 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Crystal & Jadon K.
Verified Background Check
Sitter Profile Image: Crystal & Jadon K.
Verified Background Check

Crystal & Jadon K.
Rover 101

Near Bedford & Cumberland Areas
Bedford, PA, 15522
19.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$35
per night
5 out of 5.0 stars
115 reviews
42 repeat clients
Profile image

We couldn’t have wished for better dog sitters then Crystal & Jadon. Puddles has anxiety when she’s separated from us and gets VERY whiny. Crystal & Jadon worked with her to get her calmed down when we left. They were very patient with her and took a lot of picture and kept us updated the whole time we were away. She slept with Jadon and even played a little bit. We were somewhat gun shy after a bad experience with another local dog boarding business. We can’t say enough wonderful, positive things about Crystal & Jadon. They will definitely be our sitter for any future traveling.

Availability updated 13 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Amber F.
Verified Enhanced Background Check
Sitter Profile Image: Amber F.
Verified Enhanced Background Check

Amber F.
Star Sitter

Fun and loving pet sitter
Meyersdale, PA, 15552
29.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$32
per night
5 out of 5.0 stars
58 reviews
11 repeat clients
Profile image

Amber was the perfect pet sitter when we couldn't travel with our dog Khyro during the holidays. My wife and I loved the daily updates and pictures/videos. It made us feel markedly better knowing he was enjoying his time away from us. Khyro definitely didn't make it easy on her, because he was prescribed an antibiotic and a topical cream for an open wound the day of dropoff! But Amber had no problem administering the drugs, and his wound was all healed when we got back. Khyro can't wait until the next time he spends time with Amber and her wonderful family.

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

Joelle S.

Experienced Dog Mom You Can Trust!
Cumberland, MD, 21502
13.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
2 reviews

Joelle is one of the best pet owners I know. She is super responsible and loves her pets like her children. She is responsible, reliable, and would be the perfect candidate to take care of any dog.

Availability updated 4 days ago
Sitter Profile Image: Kelly C.
Verified Enhanced Background Check
Sitter Profile Image: Kelly C.
Verified Enhanced Background Check

Kelly C.

Pawsitively the best care!
Winchester, VA, 22602
29.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
1 review

I wholeheartedly recommend Kelly as a trustworthy and responsible pet sitter. They are incredibly attentive, caring, and genuinely love animals. I’ve seen firsthand how gentle and patient they are, always going the extra mile to ensure pets feel safe, happy, and loved in their care.

Availability updated 42 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Lucy U.
Verified Background Check
Sitter Profile Image: Lucy U.
Verified Background Check

Lucy U.

Love pets! Yours are in good care.
Berkeley Springs, WV, 25411
20.3 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$42
per night
5 out of 4.9 stars
24 reviews
7 repeat clients
Profile image

Lucy was great. We left our pup Penny with her for new year's eve. It was short notice and Lucy was very quick to respond and set up a drop off with her. She took great care of her and sent us several pictures for the one nights stay. We'd be happy to book with her again.

Availability updated 14 days ago
Sitter Profile Image: Laura N.
Verified Enhanced Background Check
Sitter Profile Image: Laura N.
Verified Enhanced Background Check

Laura N.

Puppy Haven
Hedgesville, WV, 25427
27.2 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
5 reviews
2 repeat clients
Profile image

Laura was a wonderful sitter. We left our dog for 3 days and he was well taken care of. She sent plenty of pictures, and he looked happy and relaxed in all of them. Her dog was a great companion during our pet's stay. Highly recommended!

Availability updated 32 days ago
Sitter Profile Image: Hannah K.
Verified Background Check
Sitter Profile Image: Hannah K.
Verified Background Check

Hannah K.
Rover 101

Pet care
Cross Junction, VA, 22625
21.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
33 reviews
7 repeat clients
Profile image

Lola loved her stay with Hannah and Bear! She came back happy and exhausted from all the fun she had. I appreciated how easy it was to communicate with Hannah and how quickly she responded. Receiving videos and photos of Lola's stay was an added bonus! Thank you Hannah!

Availability updated 35 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Aleisha L.
Verified Enhanced Background Check
Sitter Profile Image: Aleisha L.
Verified Enhanced Background Check

Aleisha L.

Animal Lover 😊
Cumberland, MD, 21502
9.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
12 years of experience

About: Hello! I’ve had a dog through my entire life. I have experience with puppies as well as elderly dogs. I also am experience in handling deaf and blind dogs, as my dog has these impairments. I currently work full time while in law school part time. I am available after 4:00pm on weekdays. On the weekends, I can be flexible. Just shoot me a message! I have one small dog who is house trained. We take her for walks around our neighborhood or leash her in the yard. She will remain away from any animals that I would be caring for as she is a very old girl.

Availability updated 24 days ago
Sitter Profile Image: Brian & Kateland W.
Verified Enhanced Background Check
Sitter Profile Image: Brian & Kateland W.
Verified Enhanced Background Check

Brian & Kateland W.

Pet Lovers
Gerrardstown, WV, 25428
28.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per night
15 years of experience

About: My wife and I love animals. We have relied on Rover sitters for our animals and want to provide others with the same opportunity. We have a German Shepherd of our own who is very sweet and loves other animals as well. We promise to take the best care of your pet as possible and spoil them as much as we’re allowed! I work from home and can be available any time, day or night. My wife is off 3 days in the middle of the week to help provide any care. We have a partially fenced yard and no neighbors that are very close. Our yard is large and can provide any needed exercise and play time.

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

Carrie Lynn A.

Veteran Animal Whisperer Team 🐾
Winchester, VA, 22602
28.1 mi. away
Boarding, Doggy Day Care
from
$65
per night
5 out of 5.0 stars
31 reviews
5 repeat clients
Profile image

Carrie and Alex are great! Our dogs had the best time playing with their dogs and on their land. Thank you so much for hosting them! I recommend them should you need any service for your pets!

Availability updated 32 days ago
Sitter Profile Image: Lucy R.
Verified Background Check
Sitter Profile Image: Lucy R.
Verified Background Check

Lucy R.

Pets are part of the family!
Cumberland, MD, 21502
11.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per night
1 review

Lucy was incredibly caring and attentive towards my 2 cats. She went above and beyond to make sure that they were comfortable and happy while we were away. She was also very communicative, sending you regular updates and pictures of them so that we knew they were in good hands. I can't recommend her enough!

Availability updated 55 days ago
Sitter Profile Image: Devin B.
Verified Background Check
Sitter Profile Image: Devin B.
Verified Background Check

Devin B.

Experienced and fun pet sitter!
Warfordsburg, PA, 17267
25.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
2 reviews
1 repeat client
Profile image

This young lady was a life saver above and beyond to try to make it work I was in a jam and she helped termendous I cant say Anough above and beyond she is a gift 100 stars

Availability updated 11 days ago

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