Dog Boarding Wildewood

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Wildewood, 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: 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

“Amazing experience and will definitely be returning to this awesome family again when needed! Thank you so much for taking such great care of Luna! ♥️”

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Caitlin K.
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
• 18 reviews
5 repeat clients
5 years of experience
Lexington park, MD, 20653

“Jaliyah was great and very patient with our Clyde. She communicated promptly and often. When I picked him up and she was saying bye, he actually went and licked her hand. If you know Clyde, this was very unusual. I felt this was a sign that she was kind to him.”

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Tracy E.
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: Nikki G.
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Nikki G.
from
$32
per night
5.0 out of 5 stars
• 88 reviews
19 repeat clients
13 years of experience
Saint Leonard, MD, 20685

“Nikki was very responsive and sent picyures throughout my trip. My pup even had accidents. Thats right i said accidents with an s! And she was so sweet about it. My pup came home happy and i felt at easy the entire time. One less thing to worry about. I will rebook and i recommend you check her out if you need a dog sitter!”

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Jessica S.
Sitter Profile Image: Linda W.
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Linda W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 126 reviews
47 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: 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: 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

“My Puppy really enjoyed being spoiled by George with allowing him to lay on the bed...lol George was really great with my puppy... he provided text messages and videos of my puppy playing with his two dogs that he got along with. He was very professional and caring as well. I highly recommend him!”

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Rhonda B.
Sitter Profile Image: Melissa B.
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Melissa B.
from
$50
per night
5.0 out of 5 stars
• 41 reviews
18 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: 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

“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: 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 took amazing care of my dog Briggs while I was out of town. I got loads of adorable pictures, and he was returned groomed and fluffy with a new bandana. I highly recommend them and will be reaching out again when I travel.”

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Angela K.
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

“I couldn’t be happier with the care and attention my dog received from Christianna & Mary. From the moment we met, I knew my dog was in great hands. They were incredibly responsible and kept me updated with pictures and messages throughout the day. My dog was calm, happy, and excited when I returned, which is a huge relief. I highly recommend Christianna & Mary to anyone looking for a trustworthy and loving sitter for their furry friend!”

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Tamara J.
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

“Emily was GREAT! As soon as we met her for a meet & greet prior to her dog sitting we knew she was perfect for our dog Pablo! Emily made me feel at ease by sending updates on Pablo and providing us pictures of Pablo as well. Definitely will rebook with her again!”

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Vanessa D.
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

“Christine was a wonderful caregiver to our beagle Molly. She sent daily updates with pictures and videos and let us know how Molly was doing since our dog has some separation anxiety when away from us, but Christine took great care to assure Molly would be okay. I would highly recommend Christine and hope that we'll get to leave Molly in her care again in the future.”

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Mallory F.
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 was a great fit for my dogs! They had a little vacation and enjoyed themselves. My puppy had a few accidents and Sarah was very gracious about it. She was flexible and communicative!”

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Caitlin B.
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: 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.
Verified Enhanced Background Check
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: Mackenzie C.
Verified Enhanced Background Check
Mackenzie C.
from
$50
per night
6 years of experience
California, MD, 20619

About: I have 6 years of experience caring for pets and understand how important it is to have someone you can trust with your furry family members. I provide attentive, loving, and reliable care while making sure each pet feels safe, comfortable, and cared for. I’m happy to follow your pet’s normal routine, including feeding schedules, walks, playtime, potty breaks, medications, and plenty of attention and affection. I understand that every pet has their own personality and needs, so I take the time to make sure they receive individualized care and feel as comfortable as possible while you’re away. I am currently working full-time, mostly remote with one or two days in the office each month. Working from home gives me plenty of flexibility to provide regular potty breaks, walks, playtime, feeding, and lots of attention throughout the day. I’m also happy to accommodate each pet’s normal routine as closely as possible. Your pet’s safety and comfort are always my priority. I provide a calm, attentive environment and carefully follow any instructions you provide regarding feeding, medications, walks, routines, or special needs.

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Dog parents share their Rover experiences - Wildewood

1 / 1
5.0 out of 5 stars

I had a wonderful experience leaving Milo in their care. It was my first time leaving him with someone, so I was nervous, but knowing he was happy and in good hands gave me so much peace of mind. I’m very grateful for the attention and love they gave him. I would definitely trust them with Milo again!

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Karina P.
Boarding
5.0 out of 5 stars

We had a great experience with Christine looking after Chewy while we were away. She sent us updates every day with pictures and videos, which we really appreciated and it was lovely being able to see what he was getting up to and how settled he was. Christine took great care of him and when he had a little issue with his ear, she contacted us straight away and kept us updated. She even went and picked up some medicine for him, which we really appreciated. Chewy seemed very happy and comfortable with her and it was clear he got lots of love and attention during his stay. She even sent him home with a new toy, which was a lovely touch! We would definitely be happy for Chewy to stay with Christine again and would highly recommend her

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Nicola T.
Boarding
5.0 out of 5 stars

Tina took such good care of our Willow. Willow came home happy, and looked to enjoy herself the entire time we were gone!

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Lauren A.
Boarding
5.0 out of 5 stars

My dog came home tired, calm, and happy. Bobbi’s dogs were good companions for mine. Great experience!

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Gena W.
Boarding
5.0 out of 5 stars

Jacqueline is terrific and took great care of our little dog very well, as usual. He is always anxious when we leave, but shortly after drop off, we could see through photos and video that he was very comfortable indeed. So nice for us to relax and know that he is in good hands.

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Deborah C.
Boarding
5.0 out of 5 stars

Shauna and her husband welcome my Joy into their home as if she were one of their own. Daily communications and photos while I’m away are something I look forward to getting every day. They care for her and love her just like I would. There is no better place for my Joy while I’m away!

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Judi L.
Boarding
5.0 out of 5 stars

Kimberly was a great sitter. She kept Coop over Christmas for me as a semi late booking. She communicated daily with photos and updates. Will definitely request to book with her again if I ever need a sitter again.

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Eric G.
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.

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FAQs for Dog Boarding - Wildewood

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 Wildewood 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 Wildewood.

<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 Wildewood 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 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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