Dog Boarding Middletown

Find a loving dog sitter to watch your dog overnight at your sitter's home.

Pick up
Search

Over 65
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.
Verified Enhanced Background Check
Kalley B.
Star Sitter
from
$30
per night
5.0 out of 5 stars
88 reviews
31 repeat clients
25 years of experience
Middletown, VA, 22645

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.

Profile image
Heather T.
Sitter Profile Image: Yzabella V.
Verified Enhanced Background Check
Yzabella V.
from
$35
per night
4.6 out of 5 stars
23 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.

Profile image
Gary B.
Sitter Profile Image: Walter G.
Verified Background Check
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 are amazing! We are new pet owners and they let us come over for a meet and greet prior to booking to help calm our nerves. Our puppy was excited to be there with his caring children. He would give us updates with pictures and videos throughout her stay. When our flight was delayed and diverted to another airport, Walter was gracious enough to have her stay one more day. Thank you for taking such great care of our girl! We look forward to working with you and your beautiful family again soon!

Profile image
Ali G.
Sitter Profile Image: Cav & Lauren C.
Verified Enhanced Background Check
Cav & Lauren C.
from
$50
per night
5.0 out of 5 stars
4 reviews
12 years of experience
Front Royal, VA, 22630

Cav was great!! Its clear he truly loves the animals he takes care of. He's was great at keeping me updated the whole time while having my dog. I will definitely be using his services again.

Profile image
Maderia G.
Sitter Profile Image: Cindy E.
Verified Enhanced Background Check
Cindy E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
25 reviews
5 repeat clients
8 years of experience
Stephenson, VA, 22656

It was a last minute booking, but Cindy and her family were wonderful with my puppy. She had a blast at her place with her Shitzu pup. Great communication, daily update, and very patient with my puppy. Definitely rebook in the future!

Profile image
Alice V.
Sitter Profile Image: Tamara G.
Verified Background Check
Tamara G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
197 reviews
76 repeat clients
10 years of experience
Middleburg, VA, 20117

So grateful to Tamara for watching my pup on very short notice (I went into labor three weeks early) and as always Kai had a great stay! It made our lives easier knowing he was in good hands, and we appreciate that she also provided transportation for him home.

Profile image
Lacey H.
Sitter Profile Image: Heather W.
Verified Background Check
Heather W.
from
$38
per night
5.0 out of 5 stars
13 reviews
3 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.

Profile image
Brittany J.
Sitter Profile Image: Desirae Y.
Verified Background Check
Desirae Y.
from
$30
per night
5.0 out of 5 stars
35 reviews
5 repeat clients
10 years of experience
Front Royal, VA, 22630

Desirae was very responsive and accommodating. She sent daily messages and pictures of our dog. We appreciate Desirae’s support and excellent service. We’ll definitely book her again.

Profile image
Paul D.
Sitter Profile Image: Lori V.
Verified Enhanced Background Check
Lori V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
97 reviews
49 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. ??

Profile image
Ashlan T.
Sitter Profile Image: Alexsys T.
Verified Enhanced Background Check
Alexsys T.
Star Sitter
from
$47
per night
5.0 out of 5 stars
326 reviews
129 repeat clients
7 years of experience
Clear Brook, VA, 22624

Alexsys was WONDERFUL! Our pup got lots of outside time and exercise, was able to play with a couple other pups of similar size and temperament, and she was super responsive in our communications. Loved the pictures, videos, and daily updates on how he was doing! Highly recommend her.

Profile image
Stacy S.
Sitter Profile Image: Aaron F.
Verified Background Check
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: Linda K.
Verified Background Check
Linda K.
from
$30
per night
5.0 out of 5 stars
118 reviews
47 repeat clients
18 years of experience
Winchester, VA, 22602

Our Yorkies were very well taken care over the two weeks we were away on vacation. Linda was kept busy with medication administration, special food needs and even a trip to the vet! We couldn't have chosen a better sitter, and she gets a five star review from the entire family.

Profile image
Teresa
Sitter Profile Image: Carol D.
Verified Enhanced Background Check
Carol D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
7 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.

Profile image
Greg G.
Sitter Profile Image: Katherine B.
Verified Background Check
Katherine B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
126 reviews
72 repeat clients
45 years of experience
Berryville, VA, 22611

Katherine took amazing care of Luna. We got regular pictures of her everyday. She played frisbee with her and walked her. I was impressed with her knowledge of handling dogs right off the bat. We will definitely look to use Katherine for pet sitting again and I would recommend her to anyone!!!

Profile image
Elizabeth A.
Sitter Profile Image: Jordan C.
Verified Enhanced Background Check
Jordan C.
from
$50
per night
5.0 out of 5 stars
5 reviews
1 repeat client
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.

Profile image
Kelly T.
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 provided excellent care for Bryce. She regularly sent photos and videos of him throughout his stay with her. Her yard is large and fenced in so plenty of space for your pup to zoom around. High recommend her for your dog sitting needs!

Profile image
Jacob M.
Sitter Profile Image: Whitney S.
Verified Enhanced Background Check
Whitney S.
from
$29
per night
5.0 out of 5 stars
6 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!!!

Profile image
Anja B.
Sitter Profile Image: Siska A.
Verified Enhanced Background Check
Siska A.
Star Sitter
from
$35
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
10 years of experience
strasburg, VA, 22657

ROXIE always has a great time with Siska & hubby. This time there was two dogs for her to play with & she had twice the fun.She really enjoyed her time there.

Profile image
Jack C.
Sitter Profile Image: Allison B.
Verified Enhanced Background Check
Allison B.
from
$55
per night
5.0 out of 5 stars
19 reviews
5 repeat clients
10 years of experience
Winchester, VA, 22602

Allison was great with our boys! One of my dogs has a needy diet and Allison was more than willing to make the rice and provide for them with no questions asked! She sent us pictures throughout their stay and updated us when needed!

Profile image
Amanda S.
Sitter Profile Image: Erin G.
Verified Enhanced Background Check
Erin G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
82 reviews
23 repeat clients
22 years of experience
Round Hill, VA, 20141

This is our second time using Erin. We rearranged our schedule a bit to accommodate her because I was more comfortable using her again than other sitters. I am nervous about leaving my little Lucy with someone because she is pretty used to being home with someone all day. With Erin, she or another family member is home with the dog most if not all the time. She also sends lots of pics and updates which is such a comfort when you are stressed about leaving your dog. My pup seemed vey content and got lots of attention! Would not hesitate to book Erin again!

Profile image
Sumita S.
1 / 1
View more

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

Dog parents share their Rover experiences - Middletown

1 / 1
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.

Profile image
Joan A.
Boarding
5.0 out of 5 stars

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.

Profile image
Chantal P.
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!

Profile image
Christina C.
Boarding
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for dog boarding - Middletown

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Middletown average 16
repeat dog boarding clients

FAQs for Boarding - Middletown

Frequently asked questions about Rover

The average cost for Dog Boarding in Middletown on Rover is $33.3 per night (as of August 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 August 2026, there are 217 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge