Dog Boarding Shady Side

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Over 56
pet parents in Shady Side have booked dog boarding

Shady Side, Find top rated dog boarding

1 / 1
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: Shuling J.
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Shuling J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
142 reviews
64 repeat clients
8 years of experience
Annapolis, MD, 21401

Shuling always makes me feel so much better about leaving my needy dog, manny, when I go for vacation. He always comes back with a huge smile and has so much fun playing with her dog, Bear. Thank you so much, Shuling!!

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Lainey R.
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
351 reviews
106 repeat clients
20 years of experience
Upper Marlboro, MD, 20774

This family is such a blessing! My Mocha puppy always enjoys her stays. I’m always at ease with knowing my baby is well cared for and loved! You will not be disappointed!!!

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Cherinor F.
Sitter Profile Image: Mady H.
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Mady H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
86 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: Shelby B.
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Shelby B.
from
$57
per night
5.0 out of 5 stars
24 reviews
5 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: Tiffany C.
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Tiffany C.
from
$40
per night
5.0 out of 5 stars
4 reviews
1 repeat client
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: Michelle M.
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Michelle M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
556 reviews
257 repeat clients
25 years of experience
Annapolis, MD, 21409

Amazing! Went home to visit family and it was super comforting to know my pup was in good hands. Michelle sent so many pictures it was great! She also took such great care of my pup! 10/10 recommend!

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Maya G.
Sitter Profile Image: Carlie H.
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Carlie H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
69 reviews
29 repeat clients
15 years of experience
Severna Park, MD, 21146

Hank had another wonderful vacation staying with Carlie and her family! It is so nice to leave him with someone I know treats him like he is her own - I seriously cannot recommend Carlie enough!!!

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Stacy M.
Sitter Profile Image: Denise S.
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Denise S.
Star Sitter
from
$52
per night
5.0 out of 5 stars
38 reviews
11 repeat clients
25 years of experience
North Beach, MD, 20714

Pax was extremely excited to stay with Denise (and Andy!) He ran to her front door and couldn’t wait to go see his friend. When we picked him up, he was happy and definitely well-cared for!

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Jill G.
Sitter Profile Image: Stacia D.
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Stacia D.
from
$60
per night
12 years of experience
Annapolis, MD, 21403

About: Hi there! My name is Stacia and I’ve taken care of animals my whole life. I am a dog owner too! Remi is a 2 years old, playful, dark yellow lab. He is fixed. I’m familiar with ensuring the environment is right for your dog. I previously owned a dog with high anxiety and wasn’t friendly with strangers. I understand the importance of making sure your guidelines for your pet are followed. I can give oral medications, follow your training rules, walk large dogs, handle dogs that aren’t friendly with strangers, high anxiety, and have disabilities (ex. Deaf, blind). These dogs are our best friends so I promise to take great care of yours :) If you have any additional questions for me, please don’t hesitate to ask. I am happy to chat or meet prior to booking to ensure I am a good fit for your pup! I believe in open communication to ensure the safety of you, your pet, me and mine. I work fully remote and am able to support daycare and boarding. I usually walk my dog morning, mid day and evening for 30 min to an hour at a time. I’d like to be able to support other people who need assistance. During the week your dog won’t be left alone for more than an hour depending on drop off and pick up time. During the weekend your dog won’t be left longer than 3-4 hours depending. We can always communicate your dogs specific needs to accommodate! I have a fenced yard in our home and a friendly, playful 2 year old male lab (fixed). If your dog is in my home, they do need to be friendly with other dogs. During the week I do work full time so there are times where I am in meetings so it is preferred your dog is not destructive or is okay in a crate or enclosed room during meetings. I do make sure the dogs are exercised before and after. I communicate my anticipated work schedule and plan for the day with the pet owner.

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

Amazing experience! Bailey became a part of Diana’s family and felt very safe. He went on adventures, many walks along the water and received much love and care. Diana sent us daily updates, pictures and videos. It was an easy and reliable communication with her. We will definitely return in the future.

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Moon G.
Sitter Profile Image: Beth H.
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Beth H.
Star Sitter
from
$68
per night
5.0 out of 5 stars
56 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: Katelyn M.
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Katelyn M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
87 reviews
24 repeat clients
8 years of experience
Arnold, MD, 21012

Auggie clearly enjoys his time with Katelyn, having been with her and her family several times. Particularly appreciate the communication including photos and videos!

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Henry G.
Sitter Profile Image: Katie F.
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Katie F.
from
$55
per night
5.0 out of 5 stars
114 reviews
36 repeat clients
16 years of experience
Annapolis, MD, 21401

Katie is amazing!!! Cooper absolutely loved her and she took such great care of him! And took great care of us dog parents - sending such thoughtful picture and video updates !

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Holly S.
Sitter Profile Image: Yousaf A.
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Yousaf A.
Star Sitter
from
$30
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
1 year of experience
Bowie, MD, 20716

This Tiko’s second time staying with Yousef and we couldn’t be happier, they are communicative and always send pics. Tiko is always happy when he returns and there is little to no anxiety. I can tell that he truly enjoys his time there!

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Victoria S.
Sitter Profile Image: Megan T.
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Megan T.
from
$33
per night
5.0 out of 5 stars
5 reviews
1 repeat client
4 years of experience
Annapolis, MD, 21403

Meghan is easy to work with and super accommodating. Gave my girl, Aurora, lots of exercise and TLC. We loved our stay with her!

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Rob C.
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
101 reviews
44 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: Alicia D.
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Alicia D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
90 reviews
29 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.
Sitter Profile Image: Chasity P.
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Chasity P.
from
$50
per night
5.0 out of 5 stars
2 reviews
2 repeat clients
8 years of experience
Shady Side, MD, 20764

Thank you for taking good care of my baby.

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Sou W.
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.
1 / 1
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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
5.0 out of 5 stars

This was Lucy’s second time in the care of Leticia, Lucy has a lot of anxiety and hardly goes anywhere without me. I just needed a time away for a short visit to visit my gf. I missed her like crazy and felt lonely without her at times but I knew she was in excellent care and she sent me updates with pictures thru out Lucy’s stay. I already have her booked for 2 more times. Thank you Leticia. We will see you soon

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Liliana M.
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.

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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 for Dog Boarding in Shady Side on Rover is $31.03 per night (as of July 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 July 2026, there are 5,999 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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