Dog Boarding in Middletown, VA

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Top rated Middletown dog boarders

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

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

Kalley was amazing!! I needed a new sitter as my previous sitter stopped doing in-home boarding, and Kalley was phenomenal. She was very attentive and kept me updated daily on how Marley was doing via text and pictures. I knew he was extremely comfortable in her home which really put me at ease. Thank you Kalley to you and your family for taking such good care of Marley!

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Nakeia J.
Sitter Profile Image: Yzabella V.
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Yzabella V.
from
$30
per night
4.6 out of 5 stars
19 reviews
5 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 continue to take amazing care of our puppy. When leaving today, she whimpered - that’s a sign of a happy girl! We are so happy to have found this loving family. Thank you again for all that you do to make Harper feel right at home. We look forward to working with you again soon!

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

The Best Sitter in VA! She watched over our furry one for 3 yrs. We had to move due to military orders and it sucked to move away from a trusted person like Tamara. Highly Recommended.

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Britt J.
Sitter Profile Image: Cindy E.
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Cindy E.
Star Sitter
from
$40
per night
5.0 out of 5 stars
16 reviews
3 repeat clients
8 years of experience
Stephenson, VA, 22656

Thank you so much for taking great care of Ahsoka. She was immediately comfortable with you and at your home. We really appreciate the pics you send while we are gone. We will definitely book 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
304 reviews
118 repeat clients
7 years of experience
Clear Brook, VA, 22624

Alexsys is our go-to dog sitter for our dog, Willow! Our dog jumps out of the car with excitement whenever she sees that she is staying there. Great communication and excellent service every time. I would highly recommend Alexsys!

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Hannah C.
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: Heather W.
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Heather W.
from
$38
per night
5.0 out of 5 stars
8 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: Katherine B.
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Katherine B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
123 reviews
68 repeat clients
45 years of experience
Berryville, VA, 22611

Katherine did a great job with our shy dog. Katherine gave Ginger plenty of space and she gradually introduced Ginger to the rest of the dogs to create a smooth transition. I’m very pleased to have found Katherine and I’ll be calling on Katherine again when the need arises.

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Michelle M.
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: Lori V.
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Lori V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
92 reviews
47 repeat clients
14 years of experience
Berryville, VA, 22611

Amazing! Their place is super dog friendly and puppy proofed! My girl had such a good time and felt very comfortable in their home. Lori is so sweet and if we are ever back in the area I know who I will call!

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Paige E.
Sitter Profile Image: Lauren W.
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Lauren W.
Star Sitter
from
$35
per night
5.0 out of 5 stars
24 reviews
10 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!

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

Linda did an amazing job watching our little pup Bentley. We were gone for 5 days and she accommodated us with even picking him up a bit early. Bentley has only been with us for 4 months so we weren't sure how it would go. It went amazing. So much so he even looked a little sad to be leaving Linda. She gave updates even when I wasn't able to ask or get right back with her. Bentley has a bit of a finicky stomach and has zero problems since we brought him home. Linda is very kind and attentive not only to the needs of Bentley but ours too. We definitely will be back when we plan our family trip next year. I can't tell her thank you enough. She truly put all my worries at ease. No question that she was the perfect pick for us and Bentley. Thank you again Linda!

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Jennifer A.
Sitter Profile Image: Jordan C.
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Jordan C.
from
$40
per night
5.0 out of 5 stars
4 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: Barbara D.
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Barbara D.
from
$43
per night
5.0 out of 5 stars
54 reviews
15 repeat clients
24 years of experience
Harpers ferry, VA, 20170

Barbara was one of the best hosts I’ve ever booked. She’s so kind, incredibly experienced with a variety of breeds, and has amazing intuition when it comes to meeting your pup’s needs. She sends lots of fun photos and videos and I was so comforted by the fact that I knew my darling dog was having a blast and was in great hands. I can’t wait to rebook!

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Molly D.
Sitter Profile Image: Kristen K.
Verified Enhanced Background Check
Kristen K.
Star Sitter
from
$65
per night
5.0 out of 5 stars
245 reviews
206 repeat clients
25 years of experience
Middleburg, VA, 20117

Kristen was amazing! I was so nervous about leaving Chester since he had not been away from us since the pandemic started. She has the perfect set up and Chester made a new best friend with one of the other dogs. There is plenty of space and Chester got to run around to his heart's content. I highly recommend her and will definitely be boarding with her again.

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

The whole experience was easy and stress-free. They were caring, reliable, and kept me updated while I was away. My dog was happy and well taken care of, and I would definitely book with them again. Highly recommend!

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Benjamin D.
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 was a pleasure to book with. She is responsive when I reached out with questions, gave regular updates, and gave our pup extra love and playtime with other pup/kitty friends. Will definitely be booking again!

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

I had to leave on a business and Lisette was able to look after my cat Ogden. Communication was quick and simple, and Lisette was very accommodating . I have no problem recommending this sitter.

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kevin s.
Sitter Profile Image: Gabby T.
Verified Enhanced Background Check
Gabby T.
Star Sitter
from
$45
per night
5.0 out of 5 stars
137 reviews
28 repeat clients
5 years of experience
clearbrook, VA, 22624

Gabby had to put up with a spoiled rotten cat! Skittles is the most unsociable cat there is. But everyday without fail she sent me a message that he was eating drinking and still hiding out in his room. She left her house open for Skittles to wander around in but he preferred hiding in a hole he created in her couch🤦 I cannot say enough good about this young mother of 4 beautiful children. She is now out family preferred sitter.

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Lisa E J.
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Over 55
pet parents in Middletown have booked dog boarding

Middletown dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Super accommodating and wonderful communication. Pretty sure our pup would have rather stayed at her house with all his new friends.

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Monique H.
Boarding
5.0 out of 5 stars

Kalley was incredible with my patches. She sent me updates and photos everyday which I greatly appreciated.

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Judy 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!

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Christina C.
Boarding
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog boarding in Middletown is $45

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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

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

Sitters in Middletown average 15
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in Middletown is $45 per night, including service fees. Boarding your dog for one week typically costs $315. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Middletown dog boarding rates can be found as low as $29 to as high as $39 per night.

If you’re searching for a Middletown dog boarding 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 dog boarding in Middletown. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters 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, 90% of Middletown dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Middletown have an average of 23 years of experience. Dog boarding sitters with repeat customers have an average of 15 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 Middletown.

Rover makes it easy to find Middletown dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 107 dog boarding sitters in Middletown on Rover, so you’re sure to find the perfect match for your dog! In Middletown, 94% of sitters offer daily exercise, 94% offer medication administration, and 94% 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 dog boarding 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 dog boarding 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 dog boarding 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 dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.