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 62
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.

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

This was my first experience with a dog sitter. I could not have left my dog in better hands! Lots of updates, pictures and even a video were sent to me. While I expected my dog to be a bit depressed in my absence, Alicia filled my shoes perfectly. My dog took to her and her family right away. She took my dog on lots of walks and gave her lots of cuddles ...honestly - she did more than I do. Alicia has a nice backyard in which dogs can play. I definitely will use Alicia again if I need a dog sitter.

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Karen M.
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
805 reviews
193 repeat clients
25 years of experience
Upper Marlboro, MD, 20772

Thank you so much for watching Casio and Koa! We really appreciate the extra care given for Casio’s eye injury. As always, we know our pups are in great hands and have fun playing with old and new friends!

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Ashley E.
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: Katelyn M.
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Katelyn M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
90 reviews
27 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: 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: Iyonna N.
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Iyonna N.
from
$31
per night
5.0 out of 5 stars
7 reviews
16 years of experience
Annapolis, MD, 21401

As far as I can tell, Sky was well cared for. Iyonna took her in with just a few days notice and was kind and attentive. Would recommend.

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Amy S.
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

OMG! Marta is awesome. Prince enjoyed his time with Marta and Lucas. Marta sent pictures and updates on Prince every morning and every evening. Prince came back home well rested and relaxed and ready to go some more. I highly recommend Marta to take care of your fur baby. Marta is sensational, wonderful spirit and personality.

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Lillian C.
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: Kevin W.
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Kevin W.
from
$30
per night
5.0 out of 5 stars
5 reviews
1 repeat client
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: Jacob C.
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Jacob C.
from
$35
per night
5.0 out of 5 stars
25 reviews
10 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: Morgan B.
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Morgan B.
from
$35
per night
6 years of experience
Ct, MD, 20714

About: I have had breeds of all shapes and sized my entire life. I care for my 2 year old border collie and I have experience handling cats as well. I want to make your pets feel at home even when you are away. I would want the best from my boy when I am away, so I want to provide that service to others! I am full-time employee so I can stop in before and after work on weekdays, and I am free weekends for endless playing ! (I can stay in the evening during the week until around 8-9) I am very respectful of other people’s spaces and would be happy to meet your animal where they are! I do NOT offer boarding currently.

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

Bianca took such wonderful care of our dog! This was our first time having a sitter and she was very reassuring and responsive. She's very communicative and made sure to plenty of take photos, which I appreciated. Her whole family made Kiki feel at home, with lots cuddles!

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Christina G.
Sitter Profile Image: Thomas & Melissa S.
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Thomas & Melissa S.
from
$60
per night
5.0 out of 5 stars
40 reviews
15 repeat clients
7 years of experience
Annapolis, MD, 21403

Trey and Melissa treated Abby like their own dog! They had great communication throughout the process and sent pictures and videos while we were away. We definitely recommended them!

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Kate D.
Sitter Profile Image: Tanner B.
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Tanner B.
from
$70
per night
7 years of experience
shady side, MD, 20764

About: I have many years of hands on experience caring for dogs, cats, and other animals of all breeds, sizes, ages, and personalities. I’ve worked in animal shelters and have been working at Beechnut Kennels for the past 3 years, caring for pets daily through feeding, exercise, playgroups, cleaning, and monitoring their health and behavior. I also foster cats and kittens and have experience with shy, fearful, reactive, and feral animals. I’m comfortable administering medications and using Fear Free handling techniques to keep pets as comfortable and stress-free as possible. I truly love animals and treat every pet in my care like they’re my own! I currently work part-time at Beechnut Kennels, which gives me flexibility to provide dependable pet care throughout the week. I offer drop-in visits, walks, and overnight care, and I’ll do my best to accommodate your pet’s routine. I understand the importance of consistency and will always keep you updated with photos and messages while you’re away. Your pet’s safety and comfort are my top priorities. With years of experience working in shelters and at Beechnut Kennels, I’m comfortable caring for pets of all ages, sizes, temperaments, and medical needs. I have experience using Fear Free handling techniques, administering oral medications, and caring for shy, fearful, and senior pets. I’ll always follow your pet’s routine and instructions closely to help them feel safe, relaxed, and loved while you’re away. Communication is important to me, so you can expect regular updates and pictures during every visit.

Sitter Profile Image: Eli M.
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Eli M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
69 reviews
32 repeat clients
15 years of experience
Bowie, MD, 20715

Eli is so awesome! I had to change my schedule a few times and he is always very flexible!! My Skittles loves him so much!! Eli sent me plenty of pictures, he is definitely my first pick for sitting for my baby girl Skittles!!

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

Carlie was amazing with our puppy Sadie. It was our first time leaving her with anyone and it went so well. Lots of love to our sweet puppy and she was happy all day. Carly shared lots of pics as well. Highly recommend!

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Krista S.
Sitter Profile Image: Lindsay H.
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Lindsay H.
Star Sitter
from
$52
per night
5.0 out of 5 stars
41 reviews
11 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: Chris G.
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Chris G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
20 reviews
9 repeat clients
30 years of experience
Dunkirk, MD, 20754

Chris and his wife are amazing! They really made our dog feel at home and like part of the family. When I had a schedule change, they were easy to work with. He was very communicative and nice. Definitely booking with him again.

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LaKeta B.
Sitter Profile Image: Sabrina V.
Verified Enhanced Background Check
Sabrina V.
Star Sitter
from
$50
per night
5.0 out of 5 stars
119 reviews
43 repeat clients
50 years of experience
Upper Marlboro, MD, 20774

OMG. Sabrina is the best of the best. My old grouchy chihuahua doesn’t like anyone but he loved her! Kisses and all! 5 stars. Highly recommend!

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Talia A.
Sitter Profile Image: Amy J.
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Amy J.
from
$60
per night
20 years of experience
Riva, MD, 21140

About: If you're looking for someone who will care for your dog like family, you're in the right place. Dogs have been a part of my life for 20+ years, and caring for them is something I truly love. I've raised and cared for three of my own rescued dogs, Mumbles, Rose, and Benny. I have experience boarding dogs in my home, providing drop-in visits, potty breaks and dog walking for neighbors, and house-sitting for a special needs dog. I've also volunteered with multiple dog rescue groups and was a foster "fail" momma to the sweetest, most sensitive Staffy you could ever meet. Dogs are family and bring me so much joy. When your dog stays with me, my goal is simple: to make them feel safe, comfortable, loved, and right at home. I work from home and have flexible weekends, so your fur baby won't be left alone for long stretches. I’m able to provide regular potty breaks, walks, playtime, and plenty of one-on-one attention throughout the day. Every dog is different, so their routine can be tailored to their individual needs and what they’re used to at home. Your pet’s comfort, happiness, and well-being always come first. Your pet will be cared for in a quiet, calm home with minimal traffic, creating a peaceful environment where they can feel at ease. Family, friends, and neighbors have trusted me with their pets and homes, and I take that responsibility very seriously. I understand how important it is to feel confident when leaving your fur baby in someone else’s care. I will respect your dog’s routine, be attentive to their individual needs, and provide plenty of love and attention. I’ll also keep you updated with photos and messages so you can relax knowing your pup is happy, safe, and well cared for.

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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

Hannah took great care of our girl peach while we were away ! She sent pics and checked in with us throughout our trip. Would definitely recommend her for your fur baby needs !

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Ashley F.
Boarding
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
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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 pets like family

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Sitters in Shady Side average 10
repeat pet boarding clients

FAQs for Boarding - Shady Side

Frequently asked questions about Rover

The average cost for Pet 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 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 6,172 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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