Dog Boarding Wildewood

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Over 48
pet parents in Wildewood have booked dog boarding

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.

1 / 1
Sitter Profile Image: Tina R.
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Tina R.
from
$45
per night
5.0 out of 5 stars
• 7 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: Nikki G.
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Nikki G.
from
$32
per night
5.0 out of 5 stars
• 91 reviews
19 repeat clients
13 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: Emily H.
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Emily H.
from
$30
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
4 years of experience
Hollywood, MD, 20636

“My pup had such a wonderful time with Emily! Lots of love, attention, exercise and play. Would not hesitate to book again should the need arise. 🦴🦴🦴🦴🦴”

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Jon P.
Sitter Profile Image: Haley W.
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Haley W.
from
$55
per night
5.0 out of 5 stars
• 45 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: 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
• 111 reviews
39 repeat clients
25 years of experience
Lexington Park, MD, 20653

“My puppy Milo had the BEST time with Christianna! This was our first time using Rover and I was a little nervous leaving Milo with a stranger - especially since he is 6 months and requires lot of attention! But this experience has been amazing! Christianna was amazing with Milo - giving us updates and photos, and answering all questions I had! Milo had so much active time and was taken care of so well! We will definitely be contacting Christianna in the future!! ?”

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Amber F.
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: 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: Daniela H.
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Daniela H.
from
$40
per night
5.0 out of 5 stars
• 3 reviews
5 years of experience
Prince Frederick, MD, 20678

“Daniela was an amazing puppy sitter! Bruno absolutely loved her and her sweet family. While we were out of town, Daniela communicated with us daily and sent us the cutest photos and videos the entire time. We are so thankful that she was able to accommodate our last-minute request. With all the belly rubs and cuddles, I’m sure our furbaby had an amazing time and we’ll definitely be rebooking with her next time!”

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Melissa G.
Sitter Profile Image: Elizabeth G.
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Elizabeth G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 55 reviews
13 repeat clients
30 years of experience
HUNTINGTOWN, MD, 20639

“Liz was wonderful with my dog over the weekend, providing attentive care and updates. I returned to a happy and well-cared-for pup. Would definitely trust her again.”

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Tia E.
Sitter Profile Image: Erin D.
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Erin D.
from
$45
per night
5.0 out of 5 stars
• 50 reviews
15 repeat clients
25 years of experience
Swan Point, MD, 20645

“Erin was great with Lucky! She provided a clean, safe, and happy environment for him. She kept me updated via pictures and text messages. She made me feel very comfortable about selecting her to care for lucky during my time away. I will definitely be requesting her again in the future. Thanks Erin!”

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Tynika C.
Sitter Profile Image: Mackenzie C.
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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.

Sitter Profile Image: Rose R.
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Rose R.
from
$65
per night
5.0 out of 5 stars
• 94 reviews
32 repeat clients
18 years of experience
Saint Inigoes, MD, 20684

“Our dog squid had a fantastic time with Rose and her dogs while we went away for a 4 day trip. Rose was very easy to work with and sent pictures and updates all throughout squids stay with her. We are super grateful and will absolutely be reaching out to her next time we need a reliable dog sitter.”

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Andrew H & Emma S.
Sitter Profile Image: Michelle M.
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Michelle M.
from
$45
per night
5.0 out of 5 stars
• 19 reviews
7 repeat clients
25 years of experience
Chesapeake Beach, MD, 20732

“Michelle was fantastic with our pup! He had so much fun playing with her sweet dog and friends, and she sent us pictures throughout his stay so we could see how happy he was! She was great at arranging pickup and drop off, to make sure it worked with our schedule too. Will definitely be rebooking when we need.”

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Stephanie L.
Sitter Profile Image: Emily L.
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Emily L.
from
$45
per night
5.0 out of 5 stars
• 3 reviews
18 years of experience
Cobb island, MD, 20625

“Emily was an amazing sitter! Luna stayed with her for a week and Emily was always responsive when I reached out to check in. Emily is a great resource if you need a sitter for an extended trip.”

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Mike C.
Sitter Profile Image: Matthew Y.
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Matthew Y.
from
$50
per night
10 years of experience
Mechanicsville, MD, 20659

About: Your pet's safety, comfort, and well-being are my top priorities. I have professional experience working as a dog handler with detection canines, which has given me hands-on experience with canine behavior, handling, safety, and maintaining a structured environment. I understand that every pet has a different personality, comfort level, and set of needs, and I take the time to provide appropriate care for each pet entrusted to me. Safety is always the priority for your pet, my family, other animals, and anyone interacting with your pet. I believe good boarding should provide owners with peace of mind knowing their pet is being cared for by someone who is attentive, responsible, and experienced around animals. Pets are housed in a secure, indoor, climate-controlled kennel area where they can remain comfortable regardless of the weather. They also have access to a fenced outdoor kennel area that provides additional space, fresh air, and shelter from the elements. I provide a clean, structured, and secure environment and will follow your pet's normal feeding schedule, medications, routines, and other care instructions as closely as possible. Whether you're away for a night, a weekend, or a longer trip, my goal is simple: keep your pet safe, comfortable, well cared for, and give you confidence that they're in capable hands while you're away. I work offsite during the day, but I have a strong and dependable family support system at home to ensure pets receive appropriate oversight and care throughout the day. I personally handle morning and evening care, including feeding, exercise, kennel care, and ensuring each pet’s individual needs and routine are being met. Our boarding kennel is separate from our family home, providing pets with their own dedicated, quiet, and controlled space. The indoor kennel area is climate controlled and provides access to a secure, fenced outdoor kennel area with shelter, allowing dogs to safely spend time outside when appropriate. While I am at work, trusted family members are available to provide supervision, potty breaks, feeding, exercise, or other care according to each pet’s needs. I remain responsible for their overall care and delegate daytime responsibilities with clear instructions. I also maintain video surveillance of the kennel areas, allowing me to monitor pets throughout the day even while I am offsite. My professional experience handling detection canines has made safety, structure, and responsible handling especially important to me. My goal is to provide a secure environment with consistent care while minimizing unnecessary interactions between boarded pets, our household, and other animals. Safety is the foundation of how I care for animals. My professional experience handling detection canines has taught me the importance of understanding canine behavior, maintaining secure environments, following established routines, and never taking unnecessary risks with an animal in my care. Our boarding kennel is separate from our family home, providing a dedicated and controlled environment for our guests. Dogs stay in a clean, climate-controlled indoor kennel with access to a secure, fenced outdoor kennel area with shelter. This setup allows me to control interactions and provide each dog with appropriate space rather than requiring unfamiliar pets to immediately integrate into a household environment. The kennel areas are also under video surveillance, allowing me to monitor pets when I am not physically present. My family provides additional daytime oversight and supervision while I personally remain responsible for each pet’s overall care. I take owner instructions seriously and want to know about your pet’s temperament, routines, triggers, medical needs, and any behavioral concerns before their stay. Honest communication helps me keep your pet, my family, and other animals safe. We are an animal-loving family with our own very well-loved barn cats, so responsible animal care is already part of our everyday life. My goal is to provide owners with peace of mind knowing their pet is staying in a safe, secure, structured, and caring environment.

Sitter Profile Image: Bianca T.
Verified Background Check
Bianca T.
Star Sitter
from
$37
per night
4.9 out of 5 stars
• 146 reviews
85 repeat clients
15 years of experience
Sunderland, MD, 20689

“Bianca is a great sitter. She is very accommodating and considerate of Lowdown's needs. He really enjoys spending time with Bianca, Pepper and the rest of her family. ”

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Demesheo W.
Sitter Profile Image: Elissa F.
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Elissa F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 53 reviews
23 repeat clients
11 years of experience
Brandywine, MD, 20613

“Elissa was great with my dog . Very patient with her when she wouldn't eat and got her to finally eat . My dog was well taken care of and I would definitely book with her again . She sent lots of photos and videos .”

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Jeri S.
Sitter Profile Image: Laura L.
Verified Enhanced Background Check
Laura L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 21 reviews
8 repeat clients
10 years of experience
Chesapeake Beach, MD, 20732

“Laura was awesome! Chacco had a blast during his weekend sleepover and loved hanging out with the other pups. She took great care of him, and I felt totally at ease knowing he was in good hands. He came home happy and tired—always a good sign! Definitely booking with her again.”

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Chellie Pearl P.
Sitter Profile Image: Bree M.
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Bree M.
from
$50
per night
5.0 out of 5 stars
• 5 reviews
3 repeat clients
12 years of experience
Leonardtown, MD, 20650

About: I’ve had dogs growing up my whole life, have two dogs, my 8 year old Pomeranian, Toby, and my 2 year old lab scout. We also have 3 cats; Finn, Sassy and sully I’m currently a stay at home mom raising my 14 month old son. He usually comes with me to do my rovers and does really well with animals as he has a bunch at home. He’s usually kept busy with toys or a movie while I do drop ins. We have house sitted before and he’s done well with that. My dogs are let out every two - four hours . My cats are fed twice daily once in the morning and again before bedtime but dry food is left out all day for grazing.

Sitter Profile Image: Schuyler C.
Verified Enhanced Background Check
Schuyler C.
from
$35
per night
5.0 out of 5 stars
• 38 reviews
9 repeat clients
15 years of experience
La Plata, MD, 20646

“My Rocky had a great time for his overnight stay. I picked him up early only because it was on our way home. He seemed to have been well taken care of. I would use this service again.”

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Mary B.
1 / 1
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The median cost per night for dog boarding in Wildewood is $45

Dog parents share their Rover experiences - Wildewood

1 / 1
5.0 out of 5 stars

Tina is amazing and a second Mom to my baby Neno. I couldn't have found anyone better and more caring. Neno was totally spoiled and can't wait to go back!

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Lynn K.
Boarding
5.0 out of 5 stars

Melanie was an excellent sitter, my dog clearly had a great time with her and their dogs. She was super flexible and communicative, would definitely recommend.

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Benjamin M.
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

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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  • 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?

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  • 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

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Popular requests for dog boarding - Wildewood

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Wildewood average 9
repeat dog boarding clients

FAQs for Dog Boarding - Wildewood

Frequently asked questions about Rover

The average cost of Dog Boarding in Wildewood is $39 per night as of November 2026. Most bookings cost between $30 and $41 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 201 sitters on Rover offering Dog Boarding across Wildewood. 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.

94% of sitters in Wildewood 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 Wildewood 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 Wildewood.

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 Wildewood. On Rover:

  • 89% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 94% 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 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 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.

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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