Dog Boarding Shady Side

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Over 62
pet parents in Shady Side have booked dog boarding

Shady Side, 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: Tyler G.
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Tyler G.
from
$30
per night
4.8 out of 5 stars
4 reviews
1 repeat client
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: Kelly & Maurice G.
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Kelly & Maurice G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
365 reviews
108 repeat clients
20 years of experience
Upper Marlboro, MD, 20774

Thanks once again for saving the day!!!!! So reliable and professional….it’s worth the 40m drive as a sacrifice to know that Ginger is taken care of and in good hands.

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Kia H.
Sitter Profile Image: Shuling J.
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Shuling J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
175 reviews
82 repeat clients
8 years of experience
Annapolis, MD, 21401

Shuling was the best! She took tons of pictures for us multiple times a day to ensure that our dog was safe. It was also so nice to see her dog sitting as well. So much better than being locked up while we were away. Thank you Shuling!

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D C.
Sitter Profile Image: Mady H.
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Mady H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
88 reviews
27 repeat clients
10 years of experience
Bowie, MD, 20716

Mady was great, very nice and you can tell she has a genuine love of dogs. Mady has a pair of friendly dogs that played well with mine. She sent pictures daily and kept us updated on how our dog was doing. Highly recommend and will use her services again in the future.

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Brian S.
Sitter Profile Image: Antavia G.
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Antavia G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
8 reviews
4 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.
Sitter Profile Image: Amanda P.
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Amanda P.
from
$31
per night
20 years of experience
Shady Side, MD, 20764

About: While most of my experience pertains to cats, I also grew up with several dogs over my life! Most of them were larger breeds - labs, huskies, malamutes, dobermans and one carolina dog. I did train the malamute to pull me on my bike when I was a teenager, and taught the doberman basic obedience and good manners. I work from home/freelance, so my schedule is very open! In fact, I often find myself needing to get the heck out of my house! My own home has a fenced in yard (4ft high chain link, so if your pet is a jumper, this might not be a good fit!) and I also own my home, so there'll be no issues with landlords or whatnot. I do also have three cats, so cat friendly pets are preferred if you're looking to board. If I am visiting or staying at your home, things will be kept neat and clean, and any and all instructions will be followed (same for if you board with me!)

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
106 reviews
49 repeat clients
25 years of experience
Upper Marlboro, MD, 20774

This is Koda second visit with Donna and Brian. I appreciate the care and attention provided. Koda seems to be happy during his visit. I look forward to scheduling another visit during my next trip!

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Latonya P.
Sitter Profile Image: James B.
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James B.
from
$40
per night
5.0 out of 5 stars
7 reviews
30 years of experience
Annapolis, MD, 21403

James was great!! Very responsive and sent updates, photos and videos of Lewy. Would definitely recommend him. Lewy came back tired and happy.

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Mary-Sean and Blake W.
Sitter Profile Image: Beth H.
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Beth H.
Star Sitter
from
$68
per night
5.0 out of 5 stars
58 reviews
17 repeat clients
40 years of experience
Edgewater, MD, 21037

We appreciate Beth taking great care of our sweet puppy who requires lots of attention and TLC. He loved her and hopes to stay with her again!

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Amanda S.
Sitter Profile Image: Onayda P.
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Onayda P.
from
$40
per night
5.0 out of 5 stars
559 reviews
309 repeat clients
7 years of experience
Owings, MD, 20736

My cat recently stayed for 19 days with Onayda and I think it went pretty well! She even had her own room <3. Onayda is very kind and loving with animals, we recommend her.

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Ana Cristina M.
Sitter Profile Image: Sharon R.
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Sharon R.
from
$50
per night
30 years of experience
CHURCHTON, MD, 20733

About: I provide loving care for pets of all ages, from playful puppies to seniors, with experience in training, special needs, and making every animal feel safe. As a retiree, my days revolve entirely around the animals in my care. They receive my full attention, love, and time—morning to night, every single day. I live in a safe, animal-friendly waterfront neighborhood with very few cars and plenty of space to play. Pets enjoy walks to nearby parks and, for water-loving “babies,” splashing adventures at the bay—all in a calm, welcoming environment where they’re treated like family.

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

Shelby is such a gem. This is our second stay with her. She will love your pup as her own. Fantastic updates throughout the day, lots of fun with her Ellie to play with too. Cannot recommend her enough! Thanks again Shelby!

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Alyssa M.
Sitter Profile Image: Bianca M.
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Bianca M.
from
$40
per night
5.0 out of 5 stars
3 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: Denise S.
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Denise S.
Star Sitter
from
$52
per night
5.0 out of 5 stars
41 reviews
12 repeat clients
25 years of experience
North Beach, MD, 20714

My dog Moon loved his visit with Denise and her dog Andy. Decent size fenced in yard for play, which my dog loved. Updates and pictures were sent. Moon even ate his food while there which he rarely does even for his normal sitter. I should mention she is very accommodating. I was a last minute request and my hours for pickup and drop-off were odd. Would definitely use Denise again.

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Danielle C.
Sitter Profile Image: Diana T.
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Diana T.
from
$31
per night
10 years of experience
Shady Side, MD, 20764

About: Hi, I’m Diana! I’m 27 years old, and caring for animals has been a part of my life for as long as I can remember. My passion for pets began at just 4 years old when I started helping my grandmother breed, care for, and train her puppies. Those early experiences taught me the importance of patience, responsibility, and treating every animal with love and respect. Throughout high school, I worked at both a pet store and a grooming salon, where I gained hands-on experience caring for dogs and cats of all breeds, sizes, ages, and personalities. Over the years, I’ve continued to expand my knowledge and have extensive experience caring for puppies, adult dogs, senior pets, and cats. I’m comfortable administering medications, following special feeding schedules, reinforcing basic training, and providing individualized care for pets with medical or behavioral needs. Whether your pet loves long walks, playtime, cuddles, or simply a calm companion while you’re away, I’ll make sure they feel safe, comfortable, and loved. What sets me apart is my lifelong experience, dependable nature, and genuine love for animals. I understand that pets are family, and I treat every pet in my care as if they were my own. My goal is to provide reliable, compassionate care that gives you peace of mind while ensuring your furry family members are happy, healthy, and well cared for. Pet care fits naturally into my daily routine because it’s something I truly enjoy. I’ll be attending school full-time with classes Monday through Wednesday at 2:00 p.m., Thursday from 11:00 a.m. to 3:00 p.m., and Saturday from 11:00 a.m. to 2:30 p.m. Outside of those hours, I have a flexible schedule that allows me to provide reliable pet care, including morning, evening, and many daytime visits depending on the day. I’m looking for a way to help provide for my family while doing something I’m genuinely passionate about. Caring for animals has been a lifelong love of mine, and being able to spend my time walking dogs, caring for pets, and giving owners peace of mind is incredibly rewarding. I understand how important it is to have someone dependable looking after your furry family members, and I’m committed to providing them with the same love, attention, and care I would give my own pets. I strive to make every pet feel safe, comfortable, and loved by maintaining their normal routine as closely as possible. In my client’s home, I follow all care instructions carefully, including feeding schedules, fresh water, medications if needed, walks, potty breaks, playtime, and plenty of affection. I make sure pets receive the exercise and mental stimulation they need while respecting their individual personalities and comfort levels. I believe communication is important, so I’ll provide regular updates and photos, giving you peace of mind while you’re away. I also treat every home with the utmost respect by keeping it clean, secure, and exactly as I found it. If caring for pets in my home, they will have a clean, safe, and welcoming environment where they can receive plenty of attention, exercise, and supervision. I have a fenced-in yard where dogs can safely enjoy outdoor time, play, and get fresh air while being supervised. I understand that every pet is unique, so I tailor my care to their specific needs, whether that’s caring for an energetic puppy, providing gentle support for a senior pet, or giving extra patience to a shy or anxious animal. My goal is to ensure every pet feels happy, safe, and cared for, just like a member of my own family.

Sitter Profile Image: Elaine S.
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Elaine S.
from
$50
per night
5.0 out of 5 stars
69 reviews
37 repeat clients
20 years of experience
Annapolis, MD, 21403

Elaine has been watching our special needs dog for several years. She is incredibly reliable, nurturing, and attentive. Hugo loves being in her home and we love knowing that he is receiving good care. We would highly recommend Elaine to others seeking care for their pups!

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Lucia S.
Sitter Profile Image: Carlie H.
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Carlie H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
75 reviews
30 repeat clients
15 years of experience
Severna Park, MD, 21146

What a delightful time Ginger had, with this lovely family. Carlie was attentive, flexible, and like a second home while I was away. I will definitely be returning.

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Rob H.
Sitter Profile Image: Lynette & Vincent H.
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Lynette & Vincent H.
Star Sitter
from
$42
per night
5.0 out of 5 stars
801 reviews
191 repeat clients
25 years of experience
Upper Marlboro, MD, 20772

Absolutely BEST caregivers for my lil guy. Very responsive and kind. Great communication-keeps you constantly updated on your furbaby. Could not ask for anything better !!!

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Laniece G.
Sitter Profile Image: Lori W.
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Lori W.
from
$45
per night
5.0 out of 5 stars
79 reviews
31 repeat clients
20 years of experience
Chesapeake Beach, MD, 20732

Lori was awesome! I will definitely rebook with her again. I received regular update text, photos, and videos. While my family was away on vacation our Dior had a doggie vacation of her own with Lori as they visited doggie parks and even went to the beach!!! Thank you Lori for taking such great care of Dior!

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Kisha L.
Sitter Profile Image: Diana V.
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Diana V.
Star Sitter
from
$57
per night
5.0 out of 5 stars
217 reviews
96 repeat clients
10 years of experience
Riva, MD, 21140

Diana was amazing! She sent us pictures of our sweet pup throughout the day and picked her up and dropped her off without any issues. We are so grateful to Diana!

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Megan D.
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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 was absolutely amazing. My dog got ill while I was out of the country and she went above and beyond to make sure my dog was healthy and happy, and kept up clear communication throughout the entire process. I wouldn't hesitate to hire her again and will recommend her to anyone I know looking for a quality sitter.

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Wil C.
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 Boarding - Shady Side

Frequently asked questions about Rover

The average cost for Dog Boarding in Shady Side on Rover is $33.3 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of August 2026, there are 5,972 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 rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

94% of Shady Side sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Shady Side landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

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.

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.

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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