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
85 reviews
31 repeat clients
25 years of experience
Middletown, VA, 22645

I have been trusting Kalley for several years and she and her family are a godsend. My dogs always have a good time and I get great pics and updates that prove the fun and extra love they are getting by staying there. Kalley is very easy to work with and I feel like I can relax and enjoy my vacation while my dogs are there.

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Chantal P.
Sitter Profile Image: Yzabella V.
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Yzabella V.
from
$35
per night
4.6 out of 5 stars
22 reviews
7 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

Walter and his family were great hosts and caretakers for our dog. They made us feel super comfortable by sending updates and pictures while we were away. We have already asked them to take care of our dog again because of the wonderful care they provided!

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Lisa L.
Sitter Profile Image: Cindy E.
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Cindy E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
22 reviews
5 repeat clients
8 years of experience
Stephenson, VA, 22656

Cindy and her family are the absolute best! She was able to get us in on short notice. My baby girl is always so happy to see her and hang out with her friends. She takes such good care of her. We will definitely use her again. 🥰

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

Alexsys took great care of our very elderly dog, Toby. She kept in touch with us about how he was doing and sent pictures daily. We really appreciated the care and communication she gave him and us.

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Karis H.
Sitter Profile Image: Tamara G.
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Tamara G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
191 reviews
76 repeat clients
10 years of experience
Middleburg, VA, 20117

It was a great experience for us and Moca. We were worried to be apart from Moca since it's the first time for us to do petsitting. However, Tamara took very good care of Moca. She let us know how was Moca doing everyday by sending us pictures. Huge Thanks to Tamara!

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Jingke "Kelly" H.
Sitter Profile Image: Jordan C.
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Jordan C.
from
$50
per night
5.0 out of 5 stars
5 reviews
10 years of experience
Front Royal, VA, 22630

Jordan was amazing. In her profile she mentions last-minute options & that saved our last minute trip. I'm new to Rover & expected people's availability was accurate but over a dozen people provided bad info. She accepted hours before we dropped our dog with her. She was kind & brought my dog on errands & Starbucks for a pup cup.😂 Her location is super convenient driving from Arlington to 81 on 66. She has a few children that loved playing with Opal. She didn't introduce her dog with ours which is fine. Would definitely reach out again if we go that way.

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Kelly T.
Sitter Profile Image: Desirae Y.
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Desirae Y.
from
$30
per night
5.0 out of 5 stars
32 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: Katherine B.
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Katherine B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
125 reviews
71 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: Heather W.
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Heather W.
from
$38
per night
5.0 out of 5 stars
11 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: Aaron F.
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Aaron F.
from
$37
per night
5.0 out of 5 stars
3 reviews
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: Lori V.
Verified Enhanced Background Check
Lori V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
95 reviews
49 repeat clients
14 years of experience
Berryville, VA, 22611

I was in a pinch to find a new dog sitter and Lori came through for me. She took such good care of Milo and gave him tons of attention. Lori also did a nice job grooming him. Thank you Lori for everything!

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Chris C.
Sitter Profile Image: Carol D.
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Carol D.
from
$35
per night
5.0 out of 5 stars
6 reviews
4 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: Pamela V.
Verified Background Check
Pamela V.
Star Sitter
from
$35
per night
5.0 out of 5 stars
83 reviews
28 repeat clients
21 years of experience
Front Royal, VA, 22630

Pamela was fantastic! My dog is usually super clingy and a bit nervous in new environments but the minute we got to Pamela’s house he acted like he lived there. He honestly didn’t even notice I left. Plus Pamela sent me daily photos and updates on how Remi was doing. Easy 5 stars, would confidently let her watch Remi again!

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Brittany A.
Sitter Profile Image: Lauren W.
Verified Enhanced Background Check
Lauren W.
Star Sitter
from
$35
per night
5.0 out of 5 stars
28 reviews
15 repeat clients
15 years of experience
Front Royal, VA, 22630

Lauren, impressively on short notice, took my pup in for boarding and was remarkable with his care! I highly encourage anyone seeking pet assistance to consider Lauren for services & I plan to seek her services the next time my pup needs boarding.

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Peter L.
Sitter Profile Image: Linda K.
Verified Background Check
Linda K.
from
$30
per night
5.0 out of 5 stars
117 reviews
47 repeat clients
18 years of experience
Winchester, VA, 22602

Linda was very sweet and kind to our pups. This was our first visit together. We will be using her again in the near future. Her home is safe and welcoming!

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Jeri J.
Sitter Profile Image: Michelle M.
Verified Enhanced Background Check
Michelle M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
23 reviews
11 repeat clients
40 years of experience
Charles Town, WV, 25414

We always feel reassured that our pup is taken care of and they’re happy to have her. Daisy is treated like the princess she is. I highly recommend their family to watch your beloved pets.

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Christian C.
Sitter Profile Image: Barbara D.
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Barbara D.
from
$43
per night
5.0 out of 5 stars
56 reviews
16 repeat clients
24 years of experience
Harpers ferry, VA, 20170

Barbara was wonderful & took great care of Ruby!! She kept us updated with photos, videos & messages .. very appreciated. She also enjoyed playing with Dobby .. and came home a happy pup. We look forward to more happy stays with Barbara, Dobby & fam. Tnk you! :)

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Joey M.
Sitter Profile Image: Whitney S.
Verified Enhanced Background Check
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: Lisette R.
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Lisette R.
from
$25
per night
5.0 out of 5 stars
80 reviews
32 repeat clients
6 years of experience
Winchester, VA, 22601

She was amazing with my golden doodle. She have another dog so my dog had a companion and somebody to play with. She was updating me everyday when I was gone!❤️

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Syna U.
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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

I always worry about booking Rufus into a new situation as he is a spoiled only dog who has acres to run in and almost never walks on a leash or encounters other dogs. Kalley calmed my fears by sending me a photo early on showing he was calm, followed later by a video showing he could interact with other pets. He slept well when he came home.

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Joan A.
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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Popular requests for dog boarding - Middletown

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Sitters in Middletown average 15
repeat dog boarding clients

FAQs for 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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