Dog Boarding Wilderness

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Wilderness, 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: Sarah F.
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Sarah F.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 58 reviews
12 repeat clients
30 years of experience
Leonardtown, MD, 20650

“Sarah and her family were great!! She made my dog feel so comfortable at home. Sarah was very communicative during Ari’s stay sending photos and updates. I felt so comfortable with Ari in her care.”

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Juliana C.
Sitter Profile Image: Denise R.
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Denise R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 148 reviews
58 repeat clients
5 years of experience
hollywood, MD, 20636

“Denise and her family are our #1 family to go to. Can’t tell you how many times we have used them- they are certainly our dogs’ second family. They are comfortable there and miss them when they leave (our Phyllis lays by our garage door a little depressed for a few days when she has to leave them) it’s clear how much this family cares and loves our 2 fur babies. I can’t recommend them enough!”

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Kelly M.
Sitter Profile Image: Linda W.
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Linda W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 124 reviews
47 repeat clients
20 years of experience
Lexington-Park, MD, 20653

“Linda was great with our dog! She was very responsive and sent pictures. We could tell he had a blast with her dogs, as he napped the entire evening when we brought him home.”

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Christin R.
Sitter Profile Image: Christianna & Mary & Miriam-Ellen B.
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Christianna & Mary & Miriam-Ellen B.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 107 reviews
38 repeat clients
25 years of experience
Lexington Park, MD, 20653

“My apologizes for the extremely late review for August 13th and 14th visit. Lily really loves going to stay with Christianna & Mary and why not she always the exercise and companionship needed for a young puppy especially being mostly border collie Thanks again and always they come highly recommended by me as a Rover.”

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Jonathan F.
Sitter Profile Image: Christine S.
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Christine S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 54 reviews
16 repeat clients
20 years of experience
CALIFORNIA, MD, 20619

“It was obvious that Christine genuinely loves the dogs she looks after. She gave Gordon a no-rush meet-and-greet and let him get used to her house. She had lots of amenities for dogs, including toys and treats, and was careful to ask good questions about Gordon’s habits and preferences. Christine also gave daily updates including videos and photos, which really helped us realize how our little guy was fitting in. We would be happy to let Gordon stay with Christine again in the future!”

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Joe S.
Sitter Profile Image: Emily H.
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Emily H.
from
$30
per night
5.0 out of 5 stars
• 7 reviews
4 years of experience
Hollywood, MD, 20636

“~ I highly recommend Emily! She was amazing with my boy Blackjack. My 1st time with Emily & will definitely be a return customer! Emily sent pics with a update every evening.. Sent my boy home with a cute scarf & a brand new toy, bc my boy fell in love with the same kind of toy that her dogs were playing with & she said we have extras & he loves it so much.. Emily is the SWEETEST!!”

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Kimberly L.
Sitter Profile Image: Brooke H.
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Brooke H.
from
$35
per night
5.0 out of 5 stars
• 43 reviews
17 repeat clients
26 years of experience
Leonardtown, MD, 20650

“Brooke is excellent with Jasper her reports are very detailed and she is proactive in trying to help Jasper with his training accomplishments. Also a very good individual for boarding.”

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Mike R.
Sitter Profile Image: Tina R.
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Tina R.
from
$45
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
40 years of experience
California, MD, 20619

“Tina was fantastic! She sent me text messages, pictures, and videos of my Boston Terrier, Lee Lee. Tina took Lee Lee to the local dog park for exercise and cuddled with her in the evenings. I don't think my dog missed me at all. I will definitely use Tina in the future.”

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Marcy W.
Sitter Profile Image: Jaliah D.
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Jaliah D.
from
$60
per night
5.0 out of 5 stars
• 17 reviews
5 repeat clients
5 years of experience
Lexington park, MD, 20653

“She was absolutely wonderful! She was very kind, communicative, and clearly cared a lot about my puppy. She kept me updated throughout the stay and sent lots of pictures, which really helped put my mind at ease while I was away. It made such a difference knowing my puppy was in good hands. I would definitely trust her again and highly recommend her to anyone looking for a reliable and thoughtful pet sitter. 🐾”

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Bubber J.
Sitter Profile Image: Melissa B.
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Melissa B.
from
$50
per night
5.0 out of 5 stars
• 40 reviews
18 repeat clients
10 years of experience
Lexington Park, MD, 20653

“Leo had an amazing time with Melissa and her family. She had her dogs which kept him busy and happy as he loves to play with others and he got plenty of cuddles. We did a meet and greet with the pups a week before the boarding to ensure wveryone got along well and i could already tell leo was in great hands and Melissa even assured me there would always be someone there just in case. The pictures Melissa sent as we were gone made me happy to see that he was getting spoiled and was having great naps and playtime. She updated me daily and ensured Leo was fed exactly what was needed and we would definitely love to have Leo come "sleepover" again.”

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Caitlyn R.
Sitter Profile Image: Kathryn A.
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Kathryn A.
from
$55
per night
5.0 out of 5 stars
• 14 reviews
2 repeat clients
30 years of experience
Leonardtown, MD, 20650

“When I picked up Jackson, I was not sure he wanted to leave his vacation with Kathryn and her wonderful family! Sure he was excited to see us, but, then he laid down next to Kathryn as if he was feeling pretty comfortable at her home! She sent photos and write ups daily and this made me feel so much better about leaving him in her care. It was like he knew the family forever! This was the first time we went away without him in 8 years so I was a bit anxious about leaving. I would have no problems leaving him again if I have another opportunity to do so. I highly recommend Kathryn and I know he was very happy being there and well cared for. He enjoyed his daily walks and never missed a meal and perhaps, Me!!!! If there were 10 stars I would click everyone of them!”

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Carol N.
Sitter Profile Image: Melanie & Randy W.
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Melanie & Randy W.
from
$40
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
16 years of experience
Hollywood, MD, 20636

“We highly recommend Melanie and Randy. They welcomed Dean Martin and treated him like their own. Our flight home was cancelled and our arrival was almost 24 hours later than planned but Melanie and Randy were flexible and accommodated our request to extend Dean Martin's stay. It made a stressful travel situation less stressful knowing that Dean Martin was well loved and cared for. Thank you!”

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Christy R.
Sitter Profile Image: Nikki G.
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Nikki G.
from
$32
per night
5.0 out of 5 stars
• 88 reviews
19 repeat clients
12 years of experience
Saint Leonard, MD, 20685

“Logan was very well cared for at Nikki's. He got along great with her dog and her cats! He appreciated games of fetch, steal the shoe and sleep on the bed!”

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Jeanette H.
Sitter Profile Image: Shawn L.
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Shawn L.
from
$48
per night
5.0 out of 5 stars
• 4 reviews
13 years of experience
Lexington Park, MD, 20653

“Shawn was amazing! My dog Buddy didn’t want to come home! Regular updates with pictures! Could not have asked for anything more. Thanks!”

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James H.
Sitter Profile Image: Amber M.
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Amber M.
from
$50
per night
4.4 out of 5 stars
• 9 reviews
10 years of experience
Mechanicsville, MD, 20659

“Hermione had a great experience with Amber. She loved playing with her children. Hermione’s first boarding experience was great. Looking forward to getting Amber again!”

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Freddie H.
Sitter Profile Image: Alexandra B.
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Alexandra B.
from
$45
per night
2 repeat clients
20 years of experience
Lusby, MD, 20657

About: My name is Alexandra. I have 3 Chihuahuas. I also have a 17 year old dachshund. My pups are my world! My little fur babies as I like to call them. I absolutely love dogs. My whole life I have been an animal lover. I have 20 years plus years experience with dogs. I've never met a dog that didn't like me. My Schedule is very flexible. I am available is for walks and in home sitting/day visits. I can not do overnight visits. Please don't haste to contact me if you have any questions and concerns. Thank you for you time and I look forward to hearing from you and meeting your little fur babies! Have a wonderful day! Alexandra My schedule is open. Depending on when care is needed depends on how often I will come and how long I can stay. 24 / 7 I provide a safe, loving environment for pets to enjoy and feel comfortable in. Lots of pets and companionship will be provided for your loved one.

Sitter Profile Image: Kerri L.
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Kerri L.
from
$50
per night
5.0 out of 5 stars
• 13 reviews
6 repeat clients
20 years of experience
Lusby, MD, 20657

“Kerry and her family treat our dog like absolute royalty!! He’s welcomed and cared for as if he were their own. We always pick him up happy and clearly spoiled with love. Couldn’t ask for a better sitter.”

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Gaëlle G.
Sitter Profile Image: Haley W.
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Haley W.
from
$55
per night
5.0 out of 5 stars
• 44 reviews
8 repeat clients
10 years of experience
Lusby, MD, 20657

“Haley is the best! She accommodated my schedule & went above and beyond for my fur baby, Charlie. I was able to go on an overnight trip with no stress about how Charlie was doing.”

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Sierra R.
Sitter Profile Image: Jasmine H.
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Jasmine H.
from
$39
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
6 years of experience
California, MD, 20619

“Jasmine was great with my boy. She provided tons of updates and pics of him enjoying his stay. I will definitely use her again the next time we are out of town.”

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Keegan U.
Sitter Profile Image: George S.
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George S.
from
$55
per night
5.0 out of 5 stars
• 23 reviews
9 repeat clients
19 years of experience
St Leonard, MD, 20685

“George (Chip).was great! Brandy was well cared for. He provided updates and was even able to accommodate a last minute change where she needed to stay an extra night. Would highly recommend. Thanks Chip!”

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Jackie A.
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Dog parents share their Rover experiences - Wilderness

1 / 1
5.0 out of 5 stars

Sarah was great! No complaints, flexible with pickup/drop off and our dog came home tired from a fun weekend! Will definitely use again.

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Tripp W.
Boarding
5.0 out of 5 stars

Sarah did great with Willow! Willow came home very happy and tired, and Sarah gave us plenty of updates. She has a very spacious yard.

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Lauren A.
Boarding
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  • 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 - Wilderness

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FAQs for Dog Boarding - Wilderness

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 Wilderness 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 Wilderness.

<b>Tip:</b> 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 Wilderness 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 MD 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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