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.

1 / 1
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: Kelly & Maurice G.
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Kelly & Maurice G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
372 reviews
112 repeat clients
20 years of experience
Upper Marlboro, MD, 20774

Kelly & Maurice were AMAZING & took excellent care of our 2 dogs. Snarf & Kringer were so joyful in every picture & video they shared during the boy's visit. We will definitely be reaching out again for their assistance. Thank you so much Kelly & Maurice!!

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

Shuling is fantastic and I highly recommend her as a dog sitter! She responds immediately and sends a lot of great photos and videos during the stay. As a dog owner, I can see in the photo that my dog is very happy and comfortable with her. We are repeat customers and Shuling has watched our dog for several nights over different occasions with more booked in the future. When we arrive for drop off, he is always super excited to see her and follow her into the home. I never had to worry and know that my dog is taken care of. Thank you, Shuling!

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

Mady was wonderful! She welcomed Sydney in to her home and took her out for regular walks. She communicated regularly and showed great care and concern when Sydney happened to get a bee sting while outside. We plan on boarding her with Mady again!

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John H.
Sitter Profile Image: Amanda P.
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Amanda P.
from
$31
per night
5.0 out of 5 stars
1 review
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: Antavia G.
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Antavia G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
6 years of experience
Upper Marlboro, MD, 20772

Antavia was amazing! She took very good care of my fur baby! Apollo definitely enjoyed himself and the environment he experienced! Definitely will use her again!

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Shontre 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
18 repeat clients
40 years of experience
Edgewater, MD, 21037

Beth is amazing! She took such loving care of our senior pup - he was happy and treated like a prince, and we got to enjoy our trip worry-free. Beth is a game changer for us - we couldn't recommend her more highly.

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Robin S.
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
110 reviews
49 repeat clients
25 years of experience
Upper Marlboro, MD, 20774

Donna was great!! She babied my FiFi like I do! FiFi had a great time with the other dogs too! The communication and accommodations were awesome!!

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Donna 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

Tiffany was very responsive when something was not right with one of our dogs during the boarding and went above and beyond trying to help. Her responsiveness allowed us to address the situation promptly.

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Noelle V.
Sitter Profile Image: Shelby B.
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Shelby B.
from
$57
per night
5.0 out of 5 stars
27 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: Michelle M.
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Michelle M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
566 reviews
260 repeat clients
25 years of experience
Annapolis, MD, 21409

Our puppy came home happy and healthy, and perhaps even a bit more well mannered after boarding with Michelle! His wonderful behavior after staying with Michelle was an absolute contrast from after the kennel. He was so nervous and barked a lot after boarding at the kennel.

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Leah M.
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

We have used Ms. Lori several times to watch Cooper, and we will definitely continue booking with her in the future. Every time we drop Cooper off, he gets excited and starts barking as soon as he sees her house! She sends us daily updates and photos, which our kids absolutely love seeing. We always feel comfortable knowing Cooper is in good hands with her. I would highly recommend Ms. Lori to anyone looking for someone to care for their pet!

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Christopher O.
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

Pax had another fun time staying with Denise and Andy. He couldn’t wait to get into her home when we arrived and scratched at the door to get in. I will definitely try to rebook with her in the future.

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Jill G.
Sitter Profile Image: Katie F.
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Katie F.
from
$55
per night
5.0 out of 5 stars
118 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: Diana V.
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Diana V.
Star Sitter
from
$57
per night
5.0 out of 5 stars
222 reviews
96 repeat clients
10 years of experience
Riva, MD, 21140

Moose had another wonderful visit with Diana. Communication is great. Diana responds quickly and also sent pictures to let me know how Moose was doing throughout the day. He really seemed to enjoy his time with her.

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Kristin T.
Sitter Profile Image: Kevin W.
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Kevin W.
from
$30
per night
5.0 out of 5 stars
5 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: 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

I wholeheartedly recommend Elaine, and am grateful for her dependability, flexibility, and all the care she provided our dog when she stayed at Elaine's home. Will definitely be a return visitor!

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Marlys M.
Sitter Profile Image: Onayda P.
Verified Background Check
Onayda P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
563 reviews
310 repeat clients
7 years of experience
Owings, MD, 20736

We couldn’t be any happier to have booked Onayda to take care of our Maddie. She was very responsive and friendly, whenever I asked for a photo she sent it to me. When I picked up Maddie she looked so happy and tired for all the playing lol. We would definitely be asking Onayda for her services again!

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Mariana V.
Sitter Profile Image: Alicia D.
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Alicia D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
92 reviews
30 repeat clients
13 years of experience
Bowie, MD, 20716

Alicia took great care of Blossom. Blossom had a great time over the holiday playing with the kids. I appreciate that Alicia sent pictures and videos every day. I appreciated the family environment for Blossom. I would recommend Alicia she is very good with puppies. I know Blossom can be a handful at times, but Alicia handles her with great care. Blossom was a part of the family while she was there. Thank you so much!

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Michele J.
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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 took perfect care of our pets while we were out of the country for two weeks. She's a professional animal care giver, so more than likely your pets will be better off with her than with you. I know mine were. I have complete trust in her abilities. Didn't have to worry about anything. I highly, highly recommend her.

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R A S.
Boarding
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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  • 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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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 September 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 September 2026, there are 6,006 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.

95% 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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