Doggy Day Care in Chester Gap

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Top rated Chester Gap doggy day care sitters

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

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Sitter Profile Image: Lauren W.
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Lauren W.
Star Sitter
from
$25
per day
5.0 out of 5 stars
24 reviews
10 repeat clients
15 years of experience
Front Royal, VA, 22630

Lauren was a great sitter! She was very conscientious about making Max’s stay comfortable for him and checked in with me throughout the day. I would definitely have her watch him again

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Rebecca B.
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

Cooper had a great time!

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Scott E.
Sitter Profile Image: Wendy K.
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Wendy K.
from
$33
per day
5.0 out of 5 stars
11 reviews
2 repeat clients
15 years of experience
Front Royal, VA, 22630

Wendy is the best! She does lots of engaging activities and has lots of room for running and playing. I will definitely use her services again! I would definitely recommend her!

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Linda T.
Sitter Profile Image: Sheila & Timothy A.
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Sheila & Timothy A.
from
$29
per day
5.0 out of 5 stars
5 reviews
3 repeat clients
50 years of experience
Front Royal, VA, 22630

About: Dogs have always been part of our life and are treated as a member of the family. When in our house the dogs are allowed on furniture and we will treat them as they were our dog. We welcome calls to check up on your animal while they are staying with us. We will give them plenty of attention and someone will be around in the house to make sure they are doing well. We look forward to having your animal stay will us and giving them attention while they are here. We can even send you pictures or videos while you are gone to see how they are enjoying their stay. I am retired as a special education teacher and enjoy animals. Last year I lost my dog Sammy who was 19 years old and look forward to being with dogs. Our family treats pets like part of our family. We like to spend time with them and interact in the house as well as outside.

Sitter Profile Image: Cara C.
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Cara C.
from
$39
per day
5.0 out of 5 stars
114 reviews
33 repeat clients
28 years of experience
Hume, VA, 22639

Cara is the best! She is prompt and professional and her kind and calming presence made our Daisy take to her right away. Daisy absolutely loves her and we are so happy to have found her! Thank you!

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Pam C.
Sitter Profile Image: Jordan C.
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Jordan C.
from
$40
per day
5.0 out of 5 stars
4 reviews
10 years of experience
Front Royal, VA, 22630

Jordan was amazing! I plan to book her again if available! I can tell my pup was excited & happy with his doggy daycare visits. Not only did she accept my last minute booking, but she was open and very negotiable with pick uo & drop off times. She frequently sent pics, walked my pup multiple time a day & had no doubts leaving my dog in her care. Would highly encourage anyone to consider booking her for pet services!

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Peter L.
Sitter Profile Image: Ariahna J.
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Ariahna J.
from
$30
per day
5.0 out of 5 stars
6 reviews
1 repeat client
20 years of experience
Amissville, VA, 20106

About: I grew up on a mini farm surrounded by animals — from lizards and hermit crabs to dogs, cats, horses, and chickens. Over the years, I’ve cared for pets of all ages and needs, from anxious puppies and kittens to senior dogs with health or mobility challenges, as well as cats with special needs. Every pet in my care receives the same love and attention I would give my own. I’m available to provide flexible care around errands and appointments, giving your pets love, attention, playtime, companionship, and comfort throughout the day, tailored to each pet’s needs. When caring for pets in your home, I follow your routines carefully to ensure comfort and familiarity. Pets are supervised at all times, with fresh water, treats, and attention. I maintain feeding schedules, potty breaks, and playtime, adapting to any special needs, mobility issues, or anxieties. Safety, consistency, and love are my priorities, so your pet feels secure and cared for while you’re away. In my home, I introduce pets safely, separating them from my own during initial meetings. I provide a secure space for each pet and use mini fencing to ensure safety, even though my property is not fully fenced. I follow the same level of care and safety as I would in your home.

Sitter Profile Image: Jessica S.
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Jessica S.
Star Sitter
from
$27
per day
5.0 out of 5 stars
25 reviews
7 repeat clients
25 years of experience
warrenton, VA, 20186

Jessica was wonderful. She made everything easy for us. Met us when we drove up. Made Cocoa feel comfortable. She took her for a walk with her own dogs. She sent photos during the day. We will definitely be using her again.

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Pat F.
Sitter Profile Image: Kimberly R.
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Kimberly R.
from
$30
per day
12 years of experience
Front Royal, VA, 22630

About: Hi! My name is Kimberly, I am a full time registered nurse with a lot of flexibility in my schedule to assist you with your pets needs while you are away! Since I have multiple days off a week I am able to work my schedule around the needs of your pets (babies!). I currently have three dogs, although, I have also owned and loved rabbits, hamsters, cats, ferrets, and fish. I am open to caring for any animal (expect spiders, sorry!!!) that you have. I can administer any medications needed. I currently have a fully blind hound dog with glaucoma that is also a diabetic requiring insulin injections along with oral medication and eye drops. Our beloved Bullmastiff, whom passed away in 2024 was epileptic and required 12 pills a day along with as needed rectal seizure meds so I am positive I can care for your special needs animals with just as much love and care when you are away. I have two elementary school aged children who can also assist with helping with your pets needs (if applicable & okay with owners) with my assistance to help learn responsibility, routines, a good work ethic, and be able to earn their own money and learn the hard work and value of a dollar. My kids have experience with feeding, walking, medication administration, and lots of play and snuggles. :) Please reach out if you have any questions! I look forward to loving on your animals and spoiling them rotten! I currently work three - 12 hour shifts a week. Some nights, some days. I am very flexible with my work schedule which makes my flexibility to care for your animals better! I have a large fully fenced in back yard. I crate my animals when I am not at home for more than two hours at a time. I have one extra crate not in use if needed. We have about an acre of land in total and love to go for walks or hikes.

Sitter Profile Image: Emily J.
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Emily J.
from
$40
per day
5.0 out of 5 stars
63 reviews
14 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: Brianna B.
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Brianna B.
from
$29
per day
7 years of experience
Strasburg, VA, 22657

About: I’ve been caring for animals my entire life. I genuinely love being around pets and have years of hands-on experience caring for dogs with different personalities, energy levels, and routines. I also have two dogs of my own, so I understand how important it is to find someone you can fully trust with your pets. I’m patient, attentive, and dedicated to making animals feel safe, comfortable, and loved while their owners are away. Whether your pet enjoys long walks, outdoor playtime, cuddles on the couch, or simply having calm companionship, I’m happy to match their needs and routine. I’m comfortable with feeding schedules, walks, playtime, administering basic care, and giving pets the attention and affection they deserve. My goal is always to make sure your pets feel happy, relaxed, and cared for like family. I look forward to meeting you and your furry friends! 🐾 Pet care fits very naturally into my daily routine because caring for animals has always been a big part of my life. I currently have a more flexible schedule, which allows me to dedicate plenty of time, attention, walks, playtime, and companionship to the pets I care for. I genuinely enjoy being around animals and love making sure they feel comfortable, safe, and cared for while their owners are away. I’m available throughout the day and always aim to provide pets with a safe, calm, and comfortable environment that matches their normal routine as closely as possible. I’m very attentive when it comes to following feeding schedules, walk routines, medications, crate schedules, and any extra instructions or preferences owners may have outside of basic care needs. In my own home, I make sure pets have plenty of supervision, attention, playtime, and opportunities to feel relaxed and comfortable. I also keep multiple leash sizes available to safely accommodate different dogs and walking needs. When caring for pets in a client’s home, I’m respectful of their space and routines while making sure pets receive consistent care, affection, exercise, and companionship. I understand how important it is for pets to feel secure and well cared for while their owners are away.

Sitter Profile Image: Yzabella V.
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Yzabella V.
from
$30
per day
4.6 out of 5 stars
19 reviews
5 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: Haejin & Herscel L.
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Haejin & Herscel L.
from
$32
per day
5.0 out of 5 stars
23 reviews
10 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: Sarah J.
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Sarah J.
Star Sitter
from
$32
per day
5.0 out of 5 stars
78 reviews
24 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: Pam N.
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Pam N.
from
$25
per day
4.9 out of 5 stars
22 reviews
10 repeat clients
20 years of experience
Marshall, VA, 20115

About: Note: at this time, I am only available to watch your furry friends in your home Hi. You have found the perfect "Home away from Home" for your furry friend. My name is Pam Novosel. I have a passion for animals and have also done Volunteer work for a Bulldog Rescue as well as educating people and helping with training, rescue, adoption and placement issues. Rest assured, your pet will be pampered while in my care so your vacations and time away can be worry free. I also offer Dog waking services and daycare as well. Also, ask about my Dog Treats !! Fresh and healthy and always made with local, ingredients..organic and low sodium too! **Boarding Clients** (flexible on a case by case basis) Drop-off 9am and pickup by 2-3pm or charged an additional night stay ***ALL DOGS MUST LOVE KIDS. MY GIRLS KNOW BOUNDARIES AND WILL NOT ANTAGONIZE YOUR DOG .*** NO AGGRESSIVE DOGS *** IF YOU QUESTION IT, PLEASE SCHEDULE A MEET AND GREET FIRST. :) HOPE TO SPEAK WITH YOU SOON!!! ~PAM I am currently PT at work leaving plenty of time for me to care for my pup clients (and kitties too) weekends are ok as well as weekdays and holidays. If I’m available At this time I am only able to watch the doggies and cats in YOUR home. I apologize and can explain in person if there are any questions

Sitter Profile Image: Amy A.
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Amy A.
from
$30
per day
5.0 out of 5 stars
21 reviews
5 repeat clients
20 years of experience
Linden, VA, 22642

Maycie had a great time with Amy! She had lots of outdoor time which Maycie loved. Maycie was giving Amy kisses when we left. Will definitely have Amy watch her again!

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

Shaghayegh is one of the best dog sitters I have met and I'm so happy to have found her! She's so friendly, super honest, and just does a careful and amazing job with my puppy. She takes him on multiple walks and sends me lots of pictures during the day. When I drop him off to her in the morning, he's practically jumping out of my arms to get to her and cuddle, so that's the best possible review that really matters!

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Mandy K.
Sitter Profile Image: Lily J.
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Lily J.
from
$30
per day
5.0 out of 5 stars
3 reviews
15 years of experience
Front Royal, VA, 22630

About: I have worked with dogs and some training for 15 years, I also manage a dog daycare in Winchester, and have been trained to do pet care with sick animals as well. I recently became a stay at home pet mom due to the daycare I managed shut down. I now have more time to care for your fur babies. I have a fenced in yard, they will have play time and regular potty breaks and are free to roam the house if owner chooses to. Also crates of that is the owners request

Sitter Profile Image: Gianna S.
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Gianna S.
from
$30
per day
5.0 out of 5 stars
5 reviews
22 years of experience
Front Royal, VA, 22630

About: I have lived on my parents farm my whole life. While growing up I helped raise: horses, cows, goats, pigs, dogs, cats, chickens, you name it. About 5 minutes from my home is a humane society where I use to volunteer as a dog walker and foster. I have experience in birthing and raising kittens, one of which I chose to adopt myself. He is a sweet tabby named Bruno who I have the uttermost privilege of loving. I have a sweet spot for pit bulls but ultimately I love all animals unconditionally. If you choose me, I guarantee your baby ( or babies ) will get every ounce of my care and loving affection. When it comes to my daily routine, I work remotely and am blessed with a very flexible schedule. Therefore, I’ll have plenty of free time to entertain and care for your kids. I care for animals with my absolute full attention to their needs. I be sure to stick close to them so as to be certain they are satisfied and safe. :)

Sitter Profile Image: Brooke D.
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Brooke D.
from
$29
per day
5.0 out of 5 stars
1 review
6 years of experience
Front Royal, VA, 22630

Amazing! My pups stayed at a 5 star resort with the greatest people!

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Elizabeth A.
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Chester Gap dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Wendy is the best! She does lots of engaging activities and has lots of room for running and playing. I will definitely use her services again! I would definitely recommend her!

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Linda T.
Doggy Day Care
5.0 out of 5 stars

Breezy had an absolute ball! She came home tired and Wendy sent tons of photos and videos. It’s so relaxing to know that she was safe and sound all day. Not to mention, she had tons of fun! Wendy was very responsive and answered all my questions. She really went above and beyond to make breezy comfortable and give her a fun filled day!

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Lexi k.
Doggy Day Care
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The median cost per day for doggy day care in Chester Gap is $34

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Sitters in Chester Gap average 3
repeat doggy day care clients

Doggy Day Care FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Chester Gap on Rover as of Jun 2026 was about $34 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Chester Gap doggy day care sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 107 sitters provided doggy day care in Chester Gap. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 89% of Chester Gap sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Chester Gap have an average of 20 years of experience. Sitters offering doggy day care with repeat customers have an average of 3 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Chester Gap.

Chester Gap doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Chester Gap sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:

  • Puppies and high-energy dogs
  • Dogs with special needs, including seniors
  • Pet parents who work long hours
  • Dogs with separation anxiety

There are 107 sitters offering doggy day care in Chester Gap on Rover, so you’re sure to find the perfect match for your dog! In Chester Gap, 100% of sitters offer daily exercise, 93% offer medication administration, and 87% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your doggy day care sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.