Dog Boarding in Wilderness, MD

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Top rated Wilderness 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: Denise R.
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Denise R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
136 reviews
53 repeat clients
5 years of experience
hollywood, MD, 20636

Nala had a great time. Denise and her husband were great with Nala and took their time introducing new dogs. Nala was wore out when she got home.

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Brittney M.
Sitter Profile Image: Bobbi H.
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Bobbi H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
167 reviews
60 repeat clients
17 years of experience
California, MD, 20619

First time leaving our baby, we were a bit nervous. Bobbi and Bryan were great. They sent us pictures everyday. Hobo had a vacation of his own. I would recommend them to anyone and will use them again.

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Melinda M.
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
104 reviews
36 repeat clients
25 years of experience
Lexington Park, MD, 20653

I cannot say enough good things about Christianna! I’m always nervous to try someone new, but our regular pet sitter was unavailable. Christianna did research about our dog’s breed and she was flexible due to some life circumstances beyond our control. Lavender Brown came home happy and content. I would 100% recommend her and would definitely use her again if the need arose. Thank you!

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Tammy J.
Sitter Profile Image: Melissa B.
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Melissa B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
36 reviews
17 repeat clients
10 years of experience
Lexington Park, MD, 20653

Melissa and her family were FANTASTIC dog sitters. She sent pictures and updates every single day. Our dogs got along so well and had a great weeklong stay! 👍🏻 We can’t wait to book with them again! ♥️

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Taylor H.
Sitter Profile Image: Micaya S.
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Micaya S.
from
$30
per night
4.9 out of 5 stars
19 reviews
6 repeat clients
15 years of experience
Lexington Park, MD, 20653

Micaya is the best!! Her and trio does really well with my dog and I will recommend 10/10 for anything you need!! I have booked for for walks, boarding, daycare when I just need a few hours for myself. She’s the best and my dog always come back happy and sleepy lol. 12/10 highly recommend

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Endia L.
Sitter Profile Image: Jaliah D.
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Jaliah D.
from
$45
per night
5.0 out of 5 stars
9 reviews
4 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: Linda W.
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Linda W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
98 reviews
38 repeat clients
20 years of experience
Lexington-Park, MD, 20653

Linda is a kind, reliable, and a wonderful pet sitter. Both my experiences have been totally positive, and I will continue to choose Linda as my preferred pet sitter!

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Crystal W.
Sitter Profile Image: Nikki G.
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Nikki G.
Star Sitter
from
$30
per night
5.0 out of 5 stars
73 reviews
11 repeat clients
12 years of experience
Saint Leonard, MD, 20685

I can’t say enough good things about Nikki! She treated my big baby just like her own and put up with me being overly cautious before Finn’s stay with her. She is excellent at communicating and sent lots of sweet messages and pictures while we were gone. I almost can’t console Finn because he misses her and her pups! He probably can’t wait for us to go away again so he can go visit Nikki.

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Rachelle W.
Sitter Profile Image: Genil W.
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Genil W.
from
$30
per night
4.4 out of 5 stars
30 reviews
6 repeat clients
3 years of experience
Lusby, MD, 20657

Great job, she took her time to explain everything and send me pictures and updates with messages about my dogs. She did a wonderful job I definitely will use her again.

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

I am so thankful that my husband and I found Christine! Charlie LOVED being at her house and when we went to drop him off for his stay he even remembered her from out meet and greet a few weeks before. He made himself right at home when I dropped him off and I swear he didn’t even miss us! He was so well taken care of Christine made sure to go over all of his needs and what he liked and didn’t like with me before I left. I felt so comfortable leaving Charlie with her for the weekend and we will definitely be long term clients for her!

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Reagan G.
Sitter Profile Image: Kerri L.
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Kerri L.
from
$50
per night
5.0 out of 5 stars
12 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
38 reviews
6 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: Amber M.
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Amber M.
from
$50
per night
5.0 out of 5 stars
7 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: Anika C.
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Anika C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
46 reviews
13 repeat clients
45 years of experience
Mechanicsville, MD, 20659

Anika was an amazing care giver for my fur baby. She sent daily videos and pictures which alleviated my anxiety. Since my fur baby was only 16 weeks old, Anika was really patient with him because he is not fully house trained. I will definitely be using her services again and I highly recommend her to anyone in need of a dog sitter.

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

Alicia and Randy are wonderful pet hosts!!! The care, attention, professionalism, follow up, and the love they have for their furry clients are just a few examples of superior work. You can instantly tell that they have a genuine love for animals, my Lola was treated with love and great care. I recommend Alicia to anyone that is looking for a safe and loving place for their pets stay. Thank you a million times Alicia, Randy, and their pets Cruz and Azalea for opening your house for Lola.

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Marliete L.
Sitter Profile Image: Kathryn A.
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Kathryn A.
from
$55
per night
5.0 out of 5 stars
5 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: Cole K.
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Cole K.
from
$40
per night
4 years of experience
Callaway, MD, 20620

About: I’ve been around dogs most of my life. I currently have a Blue Great Dane named Diesel. He is great with other dogs, and we will have to do a meet and great to make sure you’re pup will get along with him also. I’m usually available unless the wife has me doing something. I spend every min I can with my dog and will show your dog the same treatment. My yard is unfenced for now, but it is 2 acres that’s at the end of a quiet neighborhood. We have plenty of room to play and go on walks.

Sitter Profile Image: Kelly G.
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Kelly G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
322 reviews
147 repeat clients
25 years of experience
Hughesville, MD, 20637

Kelly did a phenomenal job with our Labrador Retriever puppy, Indy over the Holidays. She kept us up to date on all the activities he did with plenty of pictures and messages. I highly recommend her to anyone looking to care for their pet.

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Mitch W.
Sitter Profile Image: Sarah B.
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Sarah B.
from
$45
per night
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
La Plata, MD, 20646

Sarah was absolutely amazing with Marco and Polo! From the moment we dropped them off, we felt completely comfortable knowing they were in caring and loving hands. She kept us updated, treated them like family, and clearly paid attention to their individual personalities and needs. Marco and Polo came home happy, relaxed, and well cared for — which says everything. Sarah went above and beyond, and her kindness and professionalism truly stood out. It’s hard to find someone you can fully trust with your pets, but Sarah made the entire experience stress-free and enjoyable. I highly recommend her to anyone looking for a dependable, compassionate, and attentive sitter. We will definitely be booking with her again. Thank you again, Sarah, for taking such wonderful care of our boys!

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LaKisha B.
Sitter Profile Image: Brittany P.
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Brittany P.
Star Sitter
from
$35
per night
5.0 out of 5 stars
140 reviews
47 repeat clients
20 years of experience
Chesapeake Beach, MD, 20732

Brittany did an excellent job taking care of our dog and providing daily photos and updates. I highly recommend her and I would not hesitate to use her again.

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James P.
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Dog Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Wilderness 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.

Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!

Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Wilderness.

Rover makes it easy to find Wilderness 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

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.