Dog Boarding Shady Side

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Over 63
pet parents in Shady Side have booked dog boarding

Shady Side, Find top rated dog boarding

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Sitter Profile Image: Kelly & Maurice G.
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Kelly & Maurice G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 380 reviews
113 repeat clients
20 years of experience
Upper Marlboro, MD, 20774

“Kelly and Maurice were great! This was my first time boarding Smokey and they made him feel like he was apart of the family from all the pictures. He got to interact with other dogs and that is something I've been wanting. I'll definitely be contacting them again to watch him.”

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Nathaniel N.
Sitter Profile Image: Diana V.
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Diana V.
Star Sitter
from
$57
per night
5.0 out of 5 stars
• 223 reviews
99 repeat clients
10 years of experience
Riva, MD, 21140

“Diana and her family were life savers after I was looking for a last minute sitter. They sent so many updates and gave him a lot of walks and exercise in the backyard. Will definitely be using again!”

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Megan C.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 570 reviews
261 repeat clients
25 years of experience
Annapolis, MD, 21409

“Michelle is always dependable to watch my doggy Kevin even when my request is last minute! I appreciate the love and attention Michelle and her family gives to Kevin!”

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Felicia A.
Sitter Profile Image: Shuling J.
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Shuling J.
from
$45
per night
5.0 out of 5 stars
• 204 reviews
86 repeat clients
8 years of experience
Annapolis, MD, 21401

“Shuling is simply wonderful! I had never boarded my 3-year-old mini poodle, Milo, before, and I loved that she met with us before I even confirmed the booking. She showed us where Milo would play and took the time to interact with him and get to know him beforehand, which made me feel so much more comfortable. During his stay, she sent pictures and responded promptly whenever I reached out. I could tell that she treated Milo like one of the family and that she genuinely loves dogs. Milo has never stayed with anyone else before, and now he never will! I’m so happy we found Shuling and would absolutely recommend her.”

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Dawn H.
Sitter Profile Image: Elaine S.
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Elaine S.
from
$50
per night
5.0 out of 5 stars
• 70 reviews
38 repeat clients
20 years of experience
Annapolis, MD, 21403

“Thank you so much Elaine for taking good care of my dog Kala. Your caring for my dog was above and beyond my expectations. Elaine sent us lots of photos of Kala during her stay. Kala looked so comfortable at her place. We would love to leave Kala for future boarding at Elaine's home. You are a fantastic pet sitter.”

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Aparna K.
Sitter Profile Image: Sharon R.
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Sharon R.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
30 years of experience
CHURCHTON, MD, 20733

“Sharon is an excellent communicator and very accommodating to my many changes (the weather wasn’t my friend). We had a great meet and greet. She sent sweet pics and took awesome care of my pup. Thank you!”

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Renee R.
Sitter Profile Image: Tyler G.
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Tyler G.
from
$30
per night
4.8 out of 5 stars
• 5 reviews
2 repeat clients
1 year of experience
Shady Side, MD, 20764

“Lovely couple with a baby and a toddler. Buffy had to warm up to Parker, their German Shepherd but I hear it went well. Tyler and wife watched Buffy on a holiday, July 4th. They were very gracious when I requested an itinerary change. I felt like they were really attuned to Buff-dog. Will definitely ask again for their assistance.Highly recommend.”

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Penny B.
Sitter Profile Image: Jacob C.
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Jacob C.
from
$35
per night
5.0 out of 5 stars
• 26 reviews
13 repeat clients
15 years of experience
Edgewater, MD, 21037

“Jake and Melissa were FABULOUS caring for our Max! We received regular updates, pictures and videos which really helped to know Max was enjoying himself and was is safe hands. He was part of their family! We are so grateful to have found Jake and Melissa on Rover - no more kennel for Max!”

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Gia D.
Sitter Profile Image: Tiffany C.
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Tiffany C.
from
$40
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
40 years of experience
Edgewater, MD, 21037

“We thought we were having a good time until Tiffany sent pictures of our dogs. They were having the time of their lives! Tiffany is so kind and caring. She sent pictures of both dogs, cooked them food, let them sleep where they were comfortable. I couldn’t have picked a better person, and I will now only allow them to stay with Tiffany. Wonderful experience and big thanks to Tiffany!”

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Stacy G.
Sitter Profile Image: Donna & Brian G.
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Donna & Brian G.
Star Sitter
from
$43
per night
5.0 out of 5 stars
• 112 reviews
50 repeat clients
25 years of experience
Upper Marlboro, MD, 20774

“Donna was very accommodating. I initially had to change my booking and then I had the wrong time entered in for drop off. She did her very best and took them earlier than planned to help us make our flight. My Lab had also recently had surgery between the time I booked and dropped off which then required him to take medication and to be watched extra since he really doesn’t like the bandage and hates the cone. She was very responsive when I checked on them and sent pictures. Would absolutely use them again. Thank you again for taking good care of our fur babies.”

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Heather V.
Sitter Profile Image: Kevin W.
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Kevin W.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
8 years of experience
Annapolis, MD, 21402

“Kevin was amazing! He was super responsive, caring and even sent me photos of my lab, Moon, every morning either playing or on a walk with him. When I picked her up, I knew she had been taken care of. I Will definitely use him again in the future!”

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Madeline O.
Sitter Profile Image: Beth H.
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Beth H.
Star Sitter
from
$68
per night
5.0 out of 5 stars
• 59 reviews
18 repeat clients
40 years of experience
Edgewater, MD, 21037

“Beth is simply the best! She has provided loving and professional care to both our late geriatric Shih Tzu who had a number of health issues AND our new 5 month old Havanese puppy. Both dogs loved her! We have such confidence in Beth that whenever we need to go away, we can do so with confidence knowing our pup will enjoy her "vacation" too! We appreciate Beth so much and could not recommend her more highly.”

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Robin S.
Sitter Profile Image: Sarah & Peter L.
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Sarah & Peter L.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
3 years of experience
Annapolis, MD, 21401

“We couldn’t have asked for a better sitter! They welcomed our pup for a last-minute weekend stay and gave him such a comfortable, happy place to settle in. Their dog was a wonderful playmate, and the frequent updates and lots of photos made it easy to relax knowing he was having a great time. They were communicative throughout and incredibly accommodating as our schedule kept changing. We’re so grateful for the care and flexibility, and would happily book with them again. Highly recommend!”

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Natalie K.
Sitter Profile Image: Katie F.
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Katie F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 121 reviews
38 repeat clients
16 years of experience
Annapolis, MD, 21401

“Thanks for taking good care of our Murphy while we explored Baltimore for a bit. It was easier dropping him off instead of keeping him penned up in a hotel room not knowing how he’d be. Thanks so much!”

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Lori L.
Sitter Profile Image: James B.
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James B.
from
$45
per night
5.0 out of 5 stars
• 9 reviews
30 years of experience
Annapolis, MD, 21403

“James did a great job caring for Ellie! I feel confident she was well taken care of based on how comfy she looked in all the photos. He has a great location with his fenced in back yard and beautiful neighborhood for walks!”

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Shelby B.
Sitter Profile Image: Shelby B.
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Shelby B.
from
$57
per night
5.0 out of 5 stars
• 29 reviews
6 repeat clients
7 years of experience
Annapolis, MD, 21403

“Shelby and her husband Kyle took incredible care of Bentley. I honestly wish our dogs could spend more time together. They had so much fun. I highly recommend Shelby and Kyle to anyone looking for a warm professional loving environment for their dog!”

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Tina J.
Sitter Profile Image: Bianca M.
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Bianca M.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
15 years of experience
Owings, MD, 20736

“Bianca was fantastic!! From the get go she made Bailey feel welcome, comfortable and loved! She is a genuine pet lover! Bianca was accommodating to our asks re Baileys rules, super communicative kept us updated during his stay and we could tell he was happy. Bianca has a great space and set up for the doggies. I would totally recommend and would def book again. Thank you Bianca and Family!”

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Romina A.
Sitter Profile Image: Mady H.
Verified Enhanced Background Check
Mady H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 90 reviews
27 repeat clients
10 years of experience
Bowie, MD, 20716

“Mady was so kind and caring. She treated our Cooper with such love. We received many pictures and updates. I highly recommend her and will not hesitate to use her again. She is a top pick.”

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Irma B.
Sitter Profile Image: Amelia P.
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Amelia P.
from
$40
per night
5.0 out of 5 stars
• 1 review
1 repeat client
8 years of experience
Chesapeake Beach, MD, 20732

“Amelia is very kind and communicative. She was able to send me updates and photos throughout the duration of my dog’s stay with her. Highly recommended and would use her services again!”

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Damon G.
Sitter Profile Image: Antavia G.
Verified Enhanced Background Check
Antavia G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 10 reviews
6 repeat clients
6 years of experience
Upper Marlboro, MD, 20772

“Antavia was so great! Penny really had a good time and was well taken care of. I’m always nervous when I have to leave her but Antavia put my mind at ease. I would definitely book with her again!”

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Lashawn M.
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The median cost per night for dog boarding in Shady Side is $50

Dog parents share their Rover experiences - Shady Side

1 / 1
5.0 out of 5 stars

Hannah is seriously the BEST dog sitter ever\! 🥹 She has been taking care of my Yoshi girl for over a year now, and I couldn’t be happier with her\. Yoshi absolutely loves her, and I always feel completely comfortable knowing she’s in Hannah’s care\. Hannah is reliable, caring, communicative, and treats Yoshi like her own\. We will definitely continue booking with her\! Highly recommend Hannah to anyone looking for someone they can truly trust with their fur baby! ❤️

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Fatimah S.
Boarding
5.0 out of 5 stars

Sharon is an excellent communicator and very accommodating to my many changes (the weather wasn’t my friend). We had a great meet and greet. She sent sweet pics and took awesome care of my pup. Thank you!

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Renee R.
Boarding
1 / 1
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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?

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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.

Meet local sitters who will treat your dogs like family

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    Browse profiles of sitters near you who offer dog boarding
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Popular requests for dog boarding - Shady Side

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Sitters in Shady Side average 10
repeat dog boarding clients

FAQs for Dog Boarding - Shady Side

Frequently asked questions about Rover

The average cost of Dog Boarding in Shady Side on Rover is $33 per night as of October 2026. Most bookings cost between $25 and $51 per night. 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 October 2026, there are 6,105 sitters on Rover offering Dog Boarding across Shady Side. Enter your ZIP code to see which available sitters are closest to your home.

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.

95% of sitters in Shady Side 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 Shady Side 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 Shady Side.

<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 Shady Side 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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