Pet Boarding Shady Side

Find a loving Shady Side pet sitter to watch your cat or dog overnight at your sitter’s home.

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Over 56
pet parents in Shady Side have booked pet boarding

Shady Side, Find top rated pet 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: Dana H.
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Dana H.
from
$69
per night
5.0 out of 5 stars
22 reviews
5 repeat clients
30 years of experience
Tracys Landing, MD, 20779

I would love to keep Dana as my secret if I could! To be honest she treats Shilah better than I do. Dana cares for him like she does her own dogs. I can’t imagine leaving him anywhere except with Dana when I travel! She’s the best!!

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Karen R.
Sitter Profile Image: Bianca T.
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Bianca T.
Star Sitter
from
$37
per night
4.9 out of 5 stars
142 reviews
82 repeat clients
15 years of experience
Sunderland, MD, 20689

Bianca was wonderful with our fur baby. She was proactive in keeping us informed on how Heaven was doing and sent us plenty of pictures. Heaven definitely enjoyed herself. We will definitely use her again.

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Sabrina L.
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: Lyndsy S.
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Lyndsy S.
from
$50
per night
5.0 out of 5 stars
30 reviews
10 repeat clients
30 years of experience
Annapolis, MD, 21403

Lyndsay took care of my pomeranian for two weeks. She was wonderful, and kept us updated with videos and pictures throughout the two weeks. Highly recommend 👌

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Erika Z.
Sitter Profile Image: Aleah J.
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Aleah J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
10 years of experience
Chesapeake Beach, MD, 20732

Aleah is absolutely amazing. I expressed how nervous i was leaving my fur baby and she instantly eased my nerves. I can really tell she cared for my pet. She sent me pictures keeping me updated during his whole stay. I will 100% be booking with her again & i recommend anyone looking for a sitter to chose her!

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ms l.
Sitter Profile Image: Mary A.
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Mary A.
Star Sitter
from
$35
per night
5.0 out of 5 stars
186 reviews
47 repeat clients
30 years of experience
Upper Marlboro, MD, 20772

We had a wonderful experience with Mary. My dog struggles with separation anxiety, so leaving her can be stressful, but she was in incredibly capable and compassionate hands. From the start, it was clear that she genuinely cares about the dogs she boards and takes the time to understand their individual needs. She was patient, attentive, and proactive in making sure my dog felt comfortable and secure. I received updates that gave me peace of mind, and it was obvious my dog was being well cared for. When I picked her up, she was calm, happy, and clearly had been treated with kindness. I would absolutely recommend her to anyone. We will definitely be booking with her again.

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Chelsea C.
Sitter Profile Image: Ashley H.
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Ashley H.
from
$40
per night
4.9 out of 5 stars
28 reviews
8 repeat clients
25 years of experience
Annapolis, MD, 21403

So happy that we were able to find Ashley on such short notice. She took very good care of our Leo. She made sure to send regular updates and some adorable pictures of our dog enjoying himself. Thanks again, and I look forward to booking with you in the future

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Daniel M.
Sitter Profile Image: Thomas & Melissa S.
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Thomas & Melissa S.
from
$60
per night
5.0 out of 5 stars
37 reviews
14 repeat clients
7 years of experience
Annapolis, MD, 21403

Melissa and Thomas are fantastic! I was anxious as this was the first time Oreo had stayed away since we got her almost two years ago, but Melissa and Thomas were great and she settled really quickly. I really appreciated the quick notes, photos and videos! Oreo will beck for her next stay very soon, and neither of us will be anxious this time! Thanks so much!!

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Donna C.
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
762 reviews
187 repeat clients
25 years of experience
Upper Marlboro, MD, 20772

Lynette and Vincent made my pup feel right at home from the moment he was dropped off. He was able to meet new friends and get in plenty of play time in their spacious backyard. I received plenty of pics and updates. I have already scheduled my next booking with them.

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Shay S.
Sitter Profile Image: Yukia G.
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Yukia G.
Star Sitter
from
$48
per night
5.0 out of 5 stars
63 reviews
15 repeat clients
20 years of experience
Crofton, MD, 21114

Fantastic - Amazing - Wonderful! Yukia was a great communicator from the start. We talked before we brought our rascal over. We even did a meet and greet just to make sure he would take to her - and he sure did! During our trip she sent daily photos and updates, and our kids could not wait to get them every day. I could tell when I went to pick him up that he was very happy to be with her. For a quick moment he could not decide if he wanted to stay with her or come back home. It was his first time with someone else and she obviously took great care of him. There is no doubt that we have found our pet sitter for good!

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Brady M.
Sitter Profile Image: Marta F.
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Marta F.
from
$60
per night
5.0 out of 5 stars
47 reviews
23 repeat clients
17 years of experience
bowie, MD, 20715

Marta has become our go-to day care provider and boarder, and we consider ourselves incredibly fortunate to have found her. Our dog, Miss Charlie, has stayed with Marta approximately five times now, including the recent Thanksgiving holiday. Each time, Charlie has had a fantastic experience. This last time included a wonderfully special Thanksgiving meal featuring turkey and sweet potatoes! As an overly protective dog mom, finding someone who cares for your pup as much as you do can be challenging. However, I can confidently say that Marta loves our dog just as much as we do. We have complete trust in her, and her professional-quality pictures not only keep us informed but also make us miss our pup even more—they are so cute! If you're in search of an exceptional sitter for your pup, look no further. Marta is, without a doubt, the best choice. We highly recommend her!

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Monique S.
Sitter Profile Image: Jessica C.
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Jessica C.
Star Sitter
from
$65
per night
5.0 out of 5 stars
178 reviews
82 repeat clients
20 years of experience
Upper Marlboro, MD, 20715

Jessica had my puppy for a full week. She was great with communicating and sent us a ton of pictures daily. it was great to get the daily updates, especially since it was our first time leaving our pup. Will definitely book again for future trips!

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Amanda H.
Sitter Profile Image: Jessica B.
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Jessica B.
from
$53
per night
5.0 out of 5 stars
39 reviews
11 repeat clients
20 years of experience
annapolis, MD, 21403

Jessica took wonderful care of our dog and put our minds at ease! She was very responsive during the trip with communication and was careful with any details. Thank you, Jessica!

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Ashley M.
Sitter Profile Image: Riley N.
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Riley N.
from
$60
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
17 years of experience
Annapolis, MD, 21401

Riley was an outstanding sitter for our pup! He is a blind 10 yr old and she took the best care of him. She gave us updates throughout his stay and I really appreciated the pictures. If we’re ever in the area again, I would definitely trust Riley and she is our go to.

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Mackenzie G.
Sitter Profile Image: Lindsay H.
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Lindsay H.
Star Sitter
from
$52
per night
5.0 out of 5 stars
40 reviews
9 repeat clients
15 years of experience
Upper Marlboro, MD, 20772

Lindsay took such great care of my pup, Marley, over the holidays! She went above and beyond getting Marley a toy (her new favorite) for Christmas, making adorable ornaments, replacing a sweater that got damaged, and sending daily picture and video updates. In every photo, Marley looked so happy and well entertained, and it gave me complete peace of mind knowing she was truly loved and treated like family. I’m so grateful for the care, thoughtfulness, and communication, and I would highly recommend her to anyone looking for a sitter they can fully trust!

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Lindsey E.
Sitter Profile Image: Sabrina V.
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Sabrina V.
Star Sitter
from
$50
per night
5.0 out of 5 stars
107 reviews
33 repeat clients
50 years of experience
Upper Marlboro, MD, 20774

Sabrina was phenomenal! She made my senior pup feel completely at home and cared for, and he even made a new best friend while he was with her. The attention, patience, and genuine love she showed gave me total peace of mind while I was away. I could tell she treated him like family. I highly recommend Sabrina to anyone looking for a reliable, thoughtful, and compassionate dog sitter! 🐾❤️

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Taylor M.
Sitter Profile Image: James B.
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James B.
from
$40
per night
30 years of experience
Annapolis, MD, 21403

About: I've had dogs my whole life. Grew up in a house with 2+ dogs near constantly. All family dogs were 60+ lbs each with the largest being 110lbs. My 75lb dog crossed the rainbow bridge Sept 2025, I am not ready for a dog full time but I do miss the company. I will spoil your dog. I do not care about breed. I am looking for weekends. I work full time, so I am ready to go around noon on Friday and depending on the needs can be around all weekend. Generally I do leave the house during the weekend for a couple hours during the day to do chores and stuff but other than that can be a total home body. If the dog is good on leash I have a great neighborhood to take walks. If you are looking for me to stay at your house over the weekend, I can provide as much potty coverage as you request. If you want me to stay over the week, I do have a day job with my schedule being 7-3. I have a 8ft privacy fence the whole way around my backyard with a dog door. I do not have a crate, but I can use yours if you want your dog crated. I follow your food rules. I used to make hot breakfast/dinner for my dog. I do keep some dog treats in the house but I will check with you if your dog can have that specific treat first and if there are any dietary needs. If you want me to stay in your house, lets write the rules down and I'm happy to do whatever. If you have poor cellphone service, it'd be great to get a wifi password.

Sitter Profile Image: Raynell H.
Verified Enhanced Background Check
Raynell H.
Star Sitter
from
$38
per night
4.9 out of 5 stars
39 reviews
26 repeat clients
5 years of experience
Bowie, MD, 20716

Ms. Raynell was absolutely superb she communicated effectively. She was very polite and notified me if there were any concerns. Usually I’m a bit hesitant about leaving my dog with just anyone but I’m glad I did with Raynell. She goes above and beyond to make sure your pet is comfortable. 10/10 would definitely recommend!

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Muinat O.
Sitter Profile Image: Emily S.
Verified Enhanced Background Check
Emily S.
from
$60
per night
5.0 out of 5 stars
12 reviews
5 repeat clients
10 years of experience
Annapolis, MD, 21403

Emily was there in a pinch! I was able to leave town for work knowing that Maverick was safe and have a blast with other four-legged friends. Thank you!

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Heather C.
Sitter Profile Image: Lucy & Daniel M.
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Lucy & Daniel M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
15 years of experience
Annapolis, MD, 21403

Lucy and Daniel took great care of our anxious girl Remmie - including during an unusual March thunderstorm! She came home happy and relaxed.

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Tim W.
1 / 1
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The median cost per night for pet boarding in Shady Side is $50

Pet 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

Janessa was amazing with our cat, Journey! She made her feel right at home and kept us updated with sweet photos the whole time. We could tell she was comfortable and well cared for. We’ll definitely have Journey stay with her again!

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Dan 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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Book with peace of mind

  • 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?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer pet boarding
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Shady Side average 10
repeat pet boarding clients

FAQs for Dog Boarding - Shady Side

Frequently asked questions about Rover

The average cost for Pet 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 Pet 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 Pet Boarding. For more information on service fees, click here .

There are 6,153 sitters on Rover for Pet Boarding in Shady Side. About 91% of Shady Side sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

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.

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.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

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. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

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