Dog Boarding Middletown

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Over 63
pet parents in Middletown have booked dog boarding

Middletown, Find top rated dog boarding

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

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

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Stephanie E.
Sitter Profile Image: 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

Bella is the best. My Summit was well taken care of for the week. Daily pics and videos helped bridge that gap of separation. Highly recommend and will be using her again in the near future.

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Gary B.
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

For the first time I come back to pick my dog and he’s not anxious.. Walter and his family took really good care of my pup and surrendered him with love

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Sarah A.
Sitter Profile Image: Cindy E.
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Cindy E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
19 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: Alexsys T.
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Alexsys T.
Star Sitter
from
$47
per night
5.0 out of 5 stars
310 reviews
119 repeat clients
7 years of experience
Clear Brook, VA, 22624

Blitz had a great time with Alexys. He's an Aussie puppy with endless energy, and she gave him so much time outside to run and play. He was so happy when we came to pick him up.

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callie B.
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 is absolutely amazing! We’ve never left one of our dogs with anyone outside of family and it was so nice to see they had a blast and made themselves feel right at home. She is flexible, quick response time and has plenty of room for our dogs to run and play, also meeting some new friends with their dogs. We will keep our dogs going to Heather anytime we leave town and she is available.

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Brittany J.
Sitter Profile Image: Tamara G.
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Tamara G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
187 reviews
72 repeat clients
10 years of experience
Middleburg, VA, 20117

Brodie is always thrilled to go hang with Tamara and her dogs when we’re traveling. It’s such great peace of mind knowing he’s so well taken care of!

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Jessica R.
Sitter Profile Image: Linda K.
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Linda K.
from
$30
per night
5.0 out of 5 stars
114 reviews
46 repeat clients
18 years of experience
Winchester, VA, 22602

Linda is a wonderful lady and I would 100% book a stay for Lucy with her again! She sent me updates throughout Lucy's visit and was very gentle and sweet with my timid girl. I could tell that Lucy had warmed up to her when I picked her up and she rubbed on Linda and licked her hands. Lucy tends to not want to eat if she stays somewhere without me and Linda made sure she figured out how to get her to do so. Lucy got plenty of belly rubs and lots of love during her stay! Thank you, Linda, for taking such great care of my little girl!

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Leeann N.
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: 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: Desirae Y.
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Desirae Y.
from
$30
per night
5.0 out of 5 stars
31 reviews
5 repeat clients
10 years of experience
Front Royal, VA, 22630

Desirae took excellent care of my fur babies. She sent lots of pictures throughout the stay as well which was much appreciated. They always looked happy in the pictures as well. Desirae was also very flexible with the needs of my pups and with pickup/drop off times. Would definitely book with her again.

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Brittany A.
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
14 repeat clients
15 years of experience
Front Royal, VA, 22630

Lauren was absolutely amazing with our pup!! I couldn't recommend her more!! She is SO kind and caring. I could tell from the moment we had a meet and greet with her and her pups. She provided us daily updates on our pup and treats your pets just as she does her own. I was so relieved to find someone that I can trust our beloved furbaby with from now on. I was kind of upset that my pup wasn't more excited to come home, but that's just a reflection of the good time she had on her little vacay!! 🤣 Highly recommend Lauren for all your fur baby care!!

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Mrs. F.
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
48 repeat clients
14 years of experience
Berryville, VA, 22611

Lori agreed to sit our pup Rowena, who we had only had for about 3.5 weeks by the time of our trip, and we were fairly nervous about leaving her so soon! However, Lori was so friendly and excited about meeting/watching her, and she and James were clearly very attentive and encouraging to her for the duration of the stay, even as she was more reserved and shy than at home. Lori communicated throughout the stay and sent a happy Weena home with a neckerchief and a bone. We hope Weena can visit again soon! Thanks so much, Lori. ??

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Ashlan T.
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: Katherine B.
Verified Background Check
Katherine B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
124 reviews
69 repeat clients
45 years of experience
Berryville, VA, 22611

Very quiet and peaceful place! Alfie loved exploring Katherine’s yard and came back happy and relaxed. We will definitely use her service again!

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Jonathan & Saori S.
Sitter Profile Image: Whitney S.
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Whitney S.
from
$28
per night
5.0 out of 5 stars
4 reviews
13 years of experience
Stephens city, VA, 22655

Whitney was incredible good with my little one. She took care of him very well when I was sick. And Tokyo had a great time with her dog Feather. She sent me lots of pictures and lmk all the time of how was my dog, and I appreciate that very much. Thank you Whitney!!!

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Anja B.
Sitter Profile Image: Michelle M.
Verified Enhanced Background Check
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: Pamela V.
Verified Background Check
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 is awesome!. She took care of my dog Jackie willingly. She was kind and definitely a natural caregiver. Thank you so much.- lovelyn of DC ❤️??

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

Gabby took great care of my Bonnie girl while we were away on vacation. She asked good questions during our meet and greet. I am so glad that she was willing to have Bonnie as the only dog in the house for the majority of the 2 weeks we were away. Bonnie doesn't get along with many other dogs, so when her stay overlapped with another dog that was there for a couple days before her, Gabby immediately let us know and was prepared to keep them separated. Gabby gave us frequent updates and pictures that helped reassure us that she was doing well. All of the instructions I left for her feeding were followed exactly as well. I am so grateful that we were able to enjoy our vacation knowing that Bonnie was being taken care of as if I were there myself.

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Cara L.
Sitter Profile Image: Hope D.
Verified Enhanced Background Check
Hope D.
from
$50
per night
4.9 out of 5 stars
48 reviews
18 repeat clients
10 years of experience
Fifeville, Markham, VA, 22643

About: Hi! I’m Hope, a lifelong dog lover and experienced pet sitter offering in home dog boarding in a calm, family setting. I’m a stay at home mom to my two year old, so your dog will have constant supervision, attention, and care throughout the day. Our home is peaceful, loving, and ideal for dogs who enjoy being part of a family environment. We’re lucky to have a beautiful setup for pups: a fenced front yard/garden for safe outdoor time, plus an acre of land and nearby dog friendly trails for walks, sniffing, and exploring. Whether your dog loves playtime or prefers a slower pace, I tailor care to their needs and routine. Because I have a young child, I do require that all dogs are comfortable around children. Your dog will be treated like one of our own with plenty of love, structure, and attention so they feel safe, relaxed, and at home while you’re away. I’d love to meet you and your pup! Pet care naturally fits into my daily routine since I’m a stay-at-home mom and home throughout the day. Your dog will be part of our everyday rhythm—morning outdoor time, walks, play, rest, and evening wind-down. Because I’m home most of the time, I’m able to provide consistent supervision, attention, and care without long gaps. Throughout the week, I keep a steady routine while also adjusting to each dog’s needs, energy level, and schedule. My goal is to create a calm, predictable environment where your dog feels comfortable and cared for like part of the family. I send lots of updates and pictures and follow all care instructions carefully! I want you to feel comfortable with your pet in my care!

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The median cost per night for dog boarding in Middletown is $50

Dog parents share their Rover experiences - Middletown

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5.0 out of 5 stars

Kalley and her family took great care of Auggie. She sent me regular updates so I knew he was settling in just fine. Will definitely book with Kalley again.

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Heather T.
Boarding
5.0 out of 5 stars

Kalley ,s home was a perfect fit for our dog . We were able to book dates quickly and got nice updates while we were away . We will be using her again in the future .

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Charles R.
Boarding
5.0 out of 5 stars

Cate was so wonderful with our dog who had a lot of anxiety being away from us. Her and her family spent a lot of time with Chesney, trying to make her as comfortable as possible. She kept us updated with videos and pictures. Would highly recommend!

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Christina C.
Boarding
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
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Sitters in Middletown average 15
repeat dog boarding clients

FAQs for Dog Boarding - Middletown

Frequently asked questions about Rover

The average cost for Dog Boarding in Middletown on Rover is $33 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of July 2026, there are 220 sitters on Rover offering Dog Boarding across Middletown. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

93% of Middletown sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Middletown landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Middletown home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Middletown.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Middletown sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in VA ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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