Dog Boarding Gaylord

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Gaylord, 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
• 51 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: Erin G.
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Erin G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 93 reviews
27 repeat clients
22 years of experience
Round Hill, VA, 20141

“Our Buddy was so well taken care of for his first time away from home! Erin sent us pics and updates throughout his stay. I thoroughly trust our fur baby in Erin’s care and would use her again!”

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Lauren M.
Sitter Profile Image: Lori V.
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Lori V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 105 reviews
50 repeat clients
14 years of experience
Berryville, VA, 22611

“A happy fur baby + wonderful attention to detail + timely updates and replies = An all-around great experience! Thankful for Lori and heartily recommend.”

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Kimberly R.
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
30 repeat clients
30 years of experience
Lovettsville, VA, 20180

“We had such a great experience with Joanne and she took such great care of our dog even with a very last minute booking. We are so glad we found her, highly recommend!”

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Christopher V.
Sitter Profile Image: Kristen K.
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Kristen K.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 267 reviews
224 repeat clients
25 years of experience
Middleburg, VA, 20117

“All around great experience! Communication was easy, and drop off and pick up were as well…and the location was amazing! Kristen is wonderful!”

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Nadia D.
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
• 26 reviews
14 repeat clients
6 years of experience
Winchester, VA, 22602

“Cody had a wonderful experience with Haejin and Herschel. They have a lovely home that is very pet friendly. Cody went for walks and played with the other dog that was staying. I got check ins and photos a couple of times a day. I highly recommend and will definitely be using their services again.”

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Ramona F.
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

“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: Kelly B.
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Kelly B.
from
$60
per night
5.0 out of 5 stars
• 223 reviews
66 repeat clients
28 years of experience
Leesburg, VA, 20176

“Kelly is the world's greatest! She gave us lots of updates on Grizzly and tons of pictures! In all the pics he's either smiling, playing, or cuddling. We know he's in the best hands with Kelly and we are so grateful for her!”

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Christina D.
Sitter Profile Image: Ali L.
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Ali L.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 54 reviews
22 repeat clients
20 years of experience
Brambleton, VA, 20148

“Teddy just came home from spending 3 nights with Ali and her family. When I picked him up he was all brushed out and handsome and he came home with a surprise toy that Ali gave him. These little extras separate her from other pet sitters. When he got home he was a bit out of sorts, but I think he just misses playing with her daughter and all the extra attention he got. I highly recommend Ali's pet sitting services.”

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Carolyn R.
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

“Duncan loves going to Jaclyn’s house. And I love how well cared for he always is. Plus he always has a photo shoot when he’s there. I cherish these pictures.”

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Wendy B.
Sitter Profile Image: Alicia L.
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Alicia L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 12 reviews
4 repeat clients
30 years of experience
Purcellville, VA, 20132

“We’re so grateful for the love and care our pups received. It meant everything knowing they were not just safe, but truly happy while we were away. The sweetest part was how much our doggies adored her kids you could tell they were having the best time together. We came home to a couple of relaxed, happy dogs, and that says it all. They will be going back forever now!”

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Ashleigh M.
Sitter Profile Image: Jessica I.
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Jessica I.
from
$50
per night
5.0 out of 5 stars
• 36 reviews
10 repeat clients
20 years of experience
Bunker Hill, WV, 25413

“Excellent care of our Bernie! She had so much fun she is sleeping right now! Loved the pics. Will definitely check Jessica’s availability next time.”

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Julie A.
Sitter Profile Image: Laura K.
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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

“We had such a great experience with this dog boarding home! We felt completely at ease the entire time he was there. We loved getting regular updates with pictures, videos, and texts throughout the week — it made such a difference seeing how happy and well cared for he was. By the end, I was almost worried he wouldn’t want to come home because he was having so much fun! Highly recommend if you’re looking for a loving, attentive place for your pup. 🐾”

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Tyson B.
Sitter Profile Image: Cheryl H.
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Cheryl H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 46 reviews
22 repeat clients
50 years of experience
Leesburg, VA, 20175

“What a great experience with Cheryl. Luke was welcomed right away and made to feel right at home. Love the fenced in yard and the communication. Luke can't wait to come back this summer! Thank you!”

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Rob R.
Sitter Profile Image: Nina C.
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Nina C.
from
$85
per night
5.0 out of 5 stars
• 54 reviews
10 repeat clients
16 years of experience
Round Hill, VA, 20141

“Nina took good care of pup and sent us updates at least twice a day!”

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Jenn C.
Sitter Profile Image: Kalley B.
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Kalley B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 91 reviews
32 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: Christina N.
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Christina N.
from
$52
per night
4.9 out of 5 stars
• 601 reviews
387 repeat clients
25 years of experience
Beallsville, MD, 20839

“Our 18 month old dog has stayed with Christina twice in the past 6 months and absolutely loved it! She had such fun playing with other dogs, with tons of space to run around outside, and Christina and her family took such great care of her. Our dog came back from her stay appearing very happy and healthy. We highly recommend Christina N!”

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Sibylle Z.
Sitter Profile Image: Tammy  F.
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Tammy F.
from
$55
per night
5.0 out of 5 stars
• 160 reviews
81 repeat clients
16 years of experience
Charles Town, WV, 25414

“It’s always a pleasure having Tammy watch my 2 dogs. She is always so good with them! I will most definitely be coming back to her when needed!”

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Robyn L.
Sitter Profile Image: Laura P.
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Laura P.
from
$57
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: Ashley C.
Verified Enhanced Background Check
Ashley C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 126 reviews
38 repeat clients
25 years of experience
Sharpsburg, MD, 21782

“Ashley has been a wonderful sitter for our golden retriever. She updates you with multiple pictures throughout the day and keeps your dog with lots of company. Would recommend to anyone!”

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Mike
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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 - Gaylord

Select a filter and find qualifying sitters offering dog boarding.

FAQs for Dog Boarding - Gaylord

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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 Gaylord home-away-from-home, 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 Gaylord.

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 Gaylord 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 , 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 .

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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