Dog Boarding Welltown

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Over 92
pet parents in Welltown have booked dog boarding

Welltown, 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.

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Sitter Profile Image: Walter G.
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Walter G.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 52 reviews
23 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: Haejin & Herscel L.
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Haejin & Herscel L.
Star Sitter
from
$44
per night
5.0 out of 5 stars
• 27 reviews
14 repeat clients
6 years of experience
Winchester, VA, 22602

“Very attentive pet sitters! Our girl was so well loved and taken care of! You can tell this is a household that really loves animals. We received so many sweet updates and photos throughout her stay. Will use again and highly recommend!”

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Kaylan M.
Sitter Profile Image: Linda K.
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Linda K.
from
$30
per night
5.0 out of 5 stars
• 121 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.”

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Teresa
Sitter Profile Image: Yzabella V.
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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

“My doggies love them, and she did fantastically with my dogs, Whiskey and Lucy. Will keep you in the loop and send pictures. Will use her again. 🫶🏽”

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Tabitha H.
Sitter Profile Image: Jaclyn S.
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Jaclyn S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 234 reviews
55 repeat clients
6 years of experience
Martinsburg, WV, 25401

“Again Jaclyn had taken exceptional care of our dog while we went on a weekend adventure. From the text updates and photos to the “doggie report card”, she was thoughtful and thorough. Great experience and will definitely use Jaclyn again.”

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Kalika P.
Sitter Profile Image: Katherine B.
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Katherine B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 131 reviews
75 repeat clients
45 years of experience
Berryville, VA, 22611

“Awesome week for Jesse, Katherine is very responsive, she sends phots and lets Jesse play with her dogs. They are very comfortable with each other.”

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Vishit K.
Sitter Profile Image: Laura P.
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Laura P.
from
$58
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
31 years of experience
Winchester, VA, 22603

“If you're ever looking for a place for your fur kids to stay while you go out of town, I highly recommend Laura. I have 2 neurotic cats; 1 has CH that does not like getting confined in crates/small place and the other is spicy/moody. The stay was short with a (somewhat) unusual request, but Laura took them all in stride and went the extra mile to look after Sam and Cloud. Definitely one of my best rover experience and would not hesitate to ask her again in the future.”

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Irina H.
Sitter Profile Image: Tara G.
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Tara G.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 19 reviews
6 repeat clients
4 years of experience
Hillsboro, VA, 20132

“Leia loved being with Tara! We received pics and reports regularly on her stay which was very conforting since it was her first visit. There is a totally fenced back yard for security. I would recommend Tara to anyone considering daycare/boarding.”

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Jackie G.
Sitter Profile Image: Kalley B.
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Kalley B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 92 reviews
32 repeat clients
25 years of experience
Middletown, VA, 22645

“Kalley was a fantastic pet sitter. She took such great care of my pup, and treated him as though he were one of their own. Highly, highly recommended if you are looking for a caring, positive environment for your pet while you are away. She sent pictures nearly every day with updates on how he was doing. Thank you Kalley! We will definitely reach out to you next time we have a need for pet sitting! ?”

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Mary B.
Sitter Profile Image: Anahita T.
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Anahita T.
from
$59
per night
5.0 out of 5 stars
• 79 reviews
27 repeat clients
15 years of experience
Round Hill, VA, 20141

“Anahita was so kind and sweet - was flexible and saved me in a pinch when I needed a place last minute for my sweet girl to stay. She gave me picture updates, always responding promptly and was very kind and polite! Book her she is amazing!”

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Marianna M.
Sitter Profile Image: Joanne D.
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Joanne D.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 72 reviews
31 repeat clients
30 years of experience
Lovettsville, VA, 20180

“Jax was so well cared for in Joanne’s care. She is delightful and took Jax pretty much on a last minute notice. She always has a smile on her face and was a joy to work with. Jax was well adjusted being back home.”

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Melanie B.
Sitter Profile Image: Min & Matthew L.
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Min & Matthew L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 23 reviews
7 repeat clients
13 years of experience
BRUNSWICK, MD, 21716

“Min & Matthew were great! My pup has some anxiety problems. They were very patient with her and were able to settle her down without using the medication I sent just in case she needed it. I loved all the pictures and videos. They gave our dog lots of love and snuggles. Will absolutely will be using them again in the future.”

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Danielle E.
Sitter Profile Image: Kristina M.
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Kristina M.
from
$32
per night
5.0 out of 5 stars
• 5 reviews
20 years of experience
Winchester, VA, 22601

About: Hi there, my name is Kristina and I’ve just recently moved to the Winchester area! Caring for animals has always been one of the greatest joys in my life. With years of experience, looking after pets of all ages, personalities and needs I’ve built a reputation for being reliable, attentive and genuinely invested in each animals wellbeing. One of the biggest advantages of working with me is that I work from home full-time, this means that your pets will never be left unattended and I am able to give them consistent attention to ensure they feel safe and comfortable throughout the day. When your pet is with me, they’re treated like family whether it’s daily walks, playtime medication reminders or just offering affection and companionship, I make sure every animal feels loved and understood. I look forward to giving your pets the dependable, worry free care they deserve. I currently work from home Monday through Friday. I have the ability to visit your home and ensure your pets are doing well and to provide them any enrichment they may need whether it be walks or play. I currently live in townhouse with my husband and our dog, named Gorgi (Gorgonzola), we go on frequent walks in the morning afternoon and evening. We keep a clean home and have a basement that lets out into a small backyard. I have one X-Large kennel if your pup prefers to sleep in one as well as a puppy pad corner for those late night bathroom breaks. I would be happy to provide a tour our home upon request.

Sitter Profile Image: Maki M.
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Maki M.
from
$48
per night
5.0 out of 5 stars
• 25 reviews
8 repeat clients
30 years of experience
Purcellville, VA, 20132

“Maki and Joel are exceptionally kind Rover hosts! They were patient with my anxious dog and communicated frequently with me, including multiple photos. I cannot say enough good things about them!”

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Kerstin L.
Sitter Profile Image: Ingrid H.
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Ingrid H.
from
$45
per night
4.9 out of 5 stars
• 88 reviews
40 repeat clients
40 years of experience
Winchester, VA, 22602

“Ingrid was welcoming from the first. I appreciated her insistence on a meet and greet before committing to a multi day sitting. Moose and Alba loved visiting with Ingrid and Buddy and I’m sure look forward to future visits!”

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Lesley T.
Sitter Profile Image: Cav & Lauren C.
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Cav & Lauren C.
from
$50
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
12 years of experience
Front Royal, VA, 22630

“Awesome experience! Cav took amazing care of our dog, and we loved all of the updates and pictures. 10/10 would rebook and I recommend him to all of my friends and family.”

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Dean B.
Sitter Profile Image: Laura K.
Verified Enhanced Background Check
Laura K.
Star Sitter
from
$41
per night
5.0 out of 5 stars
• 29 reviews
11 repeat clients
3 years of experience
Lovettsville, VA, 20180

“They took wonderful care of our dog! They took her on field trips and adventures. They provided pictures and videos and were completely accommodating to our schedule and our dogs needs. Sammy had the best time and came home happy, healthy and tired! We felt completely at ease with them and their dog. Beautiful property for the dog to spend a weekend and we will happily use them again. Wonderful care of our dog without a worry! Thank you!”

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Laura B.
Sitter Profile Image: Christina C.
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Christina C.
from
$43
per night
5.0 out of 5 stars
• 6 reviews
3 repeat clients
19 years of experience
Martinsburg, WV, 25404

“Christina was wonderful in taking care of Lilo. She attended well to her needs and gave her extra treats in spoiling her. She communicated well and gave me updates of Lilo on a daily basis and throughout the day.”

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Meyrin A.
Sitter Profile Image: Hannah L.
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Hannah L.
from
$45
per night
3 years of experience
winchester, VA, 22602

About: I have been dog sitting/ walking for several years. The most dogs I have handled at 1 time was 3. I own 2 small dogs myself how ever I have experience handling big dogs as well. I have experience administering medication. I work 4 days on 3 days off so I would love to provide care for your animals on the days I have off! I'm more than happy to help! I can take your dog on daily walks, I love hiking can take a well trained dog with me! i trained my own to go with me, they're great both on and off the leash. I love any and all dogs and would love to give yours pets and attention.

Sitter Profile Image: Sierra C.
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Sierra C.
from
$45
per night
5.0 out of 5 stars
• 11 reviews
5 repeat clients
7 years of experience
Boyce, VA, 22620

“Sierra was great with Snow and sent me constant update pictures.”

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Lunet Y.
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The median cost per night for dog boarding in Welltown is $50

Dog parents share their Rover experiences - Welltown

1 / 1
5.0 out of 5 stars

Alexsys was great! She provided a timely response to my messages, sent me photo updates of my pup,and was accommodating to our needs.

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Brittany J.
Boarding
5.0 out of 5 stars

Absolutely wonderful! Very friendly and down to earth and the dogs were treated extremely well. One dog has a tendency to jump fences and took precautions to make sure it didn't happen! Will book again!

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Jessica F.
Boarding
5.0 out of 5 stars

Linda took our last minute booking right before the holidays. She had us come out for a meet and greet before our trip and made us feel so welcome. She did a great job with our dog and sent us daily updates. She was awesome and we highly recommend her to anybody looking for a dog sitter!! Thank you for such a great experience!

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Melissa L.
Boarding
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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.

How to book dog boarding

  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 - Welltown

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Welltown average 13
repeat dog boarding clients

FAQs for Dog Boarding - Welltown

Frequently asked questions about Rover

The average cost of Dog Boarding in Welltown is $55 per night as of November 2026. Most bookings cost between $40 and $63 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 307 sitters on Rover offering Dog Boarding across Welltown. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

98% of sitters in Welltown can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Welltown 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 Welltown.

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.

Yes, you can find sitters who have experience with handling special pet needs in Welltown. On Rover:

  • 92% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 98% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

You and your Welltown 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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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