Dog Boarding in Shady Side, MD

Find a loving dog sitter to watch your dog overnight at your sitter's home.

Search

Loving dog sitters in your neighborhood

Search Results

Calendar Recently Updated
Sitter Profile Image: Bradley & Lyndsey W.
Verified Enhanced Background Check
Sitter Profile Image: Bradley & Lyndsey W.
Verified Enhanced Background Check

1. Bradley & Lyndsey W.

Rover 101
Let us spoil your fur-baby
Shady Side, MD, 20764
0.6 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
105 reviews
18 repeat clients
from
$30
per night

Bradley and Lyndsey were awesome! We would love to stay with them again and would highly recommend to anyone else. They asked lots of questions during pre-visit and our dogs all got along very well. They kept us up to date during our trip with pictures and texts. Communication was great and they were very accommodating with our drop off and pick-up times. We have a senior dog that they gave a lot extra love to which is always appreciated.

Sitter Profile Image: Elaine Y.
Verified Background Check
Sitter Profile Image: Elaine Y.
Verified Background Check

2. Elaine Y.

Rover 101
Eastport Doggie B&B!
Annapolis, MD, 21403
8.0 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
228 reviews
112 repeat clients
from
$35
per night

Lily did so great while we were away thanks to the fantastic care from Elaine! I think she had just as much fun as we did on our own vacation!

Calendar Recently Updated
Sitter Profile Image: Jason B.
Verified Enhanced Background Check
Sitter Profile Image: Jason B.
Verified Enhanced Background Check

3. Jason B.

Dog lover, large yard,works at home
Edgewater, MD, 21037
4.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
22 reviews
11 repeat clients
from
$44
per night

Such a warm and loving household, we felt so comfortable leaving our pups with Jason and his lovely family. Great communicator, photographer and all around dog whisperer...we will definitely be boarding with Jason again!

Calendar Recently Updated
Sitter Profile Image: Jessica M.
Verified Enhanced Background Check
Sitter Profile Image: Jessica M.
Verified Enhanced Background Check

4. Jessica M.

Because it deserves the best 🫶
Annapolis, MD, 21401
8.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
17 reviews
2 repeat clients
from
$40
per night

The only challenging part of my dog's visit was waking him from Jesscia's lap when I arrived to take him home. He obviously was very comfortable with her!

Calendar Recently Updated
Sitter Profile Image: Kelly & Maurice G.
Verified Enhanced Background Check
Sitter Profile Image: Kelly & Maurice G.
Verified Enhanced Background Check

5. Kelly & Maurice G.

Quality Care & Love For Dogs
Upper Marlboro, MD, 20774
12.5 mi. away
Boarding
5.0 out of 5 stars
149 reviews
43 repeat clients
from
$45
per night

Kelly, Maurice and their family are wonderful. They’ve taken care of my dog, Hudson, several times and have become my go-to sitters. They take great care of him, send lots of pictures and videos and Hudson is always excited to see them when I drop him off. They’re very responsive and have been flexible when I needed in a pinch. They care for Hudson like he’s part of their family and I can relax knowing he’s in great hands with them!

Sitter Profile Image: Selena Sikalis
Verified Enhanced Background Check
Sitter Profile Image: Selena Sikalis
Verified Enhanced Background Check

6. Selena Sikalis

Selena the dog whisper
Edgewater, MD, 21037
2.6 mi. away
Boarding, Dog Walking
5.0 out of 5 stars
24 reviews
12 repeat clients
from
$45
per night

Phenomenal communication and updates. I know my pup had the best weekend getting to play by the water and with Buddy. Ellie couldn’t stop smiling!

Calendar Recently Updated
Sitter Profile Image: Jenna C.
Verified Background Check
Sitter Profile Image: Jenna C.
Verified Background Check

7. Jenna C.

Loving Petsitter Welcomes All
Annapolis, MD, 21401
9.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
46 reviews
19 repeat clients
from
$55
per night

Jenna kept me updated with photos throughout Sunny’s stay. She was super responsive from our first contact. I could tell Sunny was relaxed in her home and happy to hang out with her new kitty friend, Boo.

Calendar Recently Updated
Sitter Profile Image: Samuel T.
Verified Enhanced Background Check
Sitter Profile Image: Samuel T.
Verified Enhanced Background Check

8. Samuel T.

Dog lovers with a big back yard.
Annapolis, MD, 21403
6.6 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
10 repeat clients
from
$45
per night

Samuel is an amazing dog sitter! He took great care of Leo and provided regular updates. I highly recommend Samuel for anyone in need of a reliable and caring sitter

Calendar Recently Updated
Sitter Profile Image: Ashley H.
Verified Background Check
Sitter Profile Image: Ashley H.
Verified Background Check

9. Ashley H.

Your pet is our houseguest
Annapolis, MD, 21403
8.2 mi. away
Boarding
5.0 out of 5 stars
20 reviews
6 repeat clients
from
$40
per night

Ashley was an absolute lifesaver! She came to our rescue at the last minute, and took excellent care of my Rebel. Ashley sent pictures everyday, and Rebel came home a happy boy.

Calendar Recently Updated
Sitter Profile Image: Beth H.
Verified Enhanced Background Check
Sitter Profile Image: Beth H.
Verified Enhanced Background Check

10. Beth H.

Get away with peace of mind
Edgewater, MD, 21037
7.1 mi. away
Boarding
5.0 out of 5 stars
23 reviews
11 repeat clients
from
$60
per night

Beth took the best care of our little dog while we were away. She kept us updated with lots of pictures. We will definitely be using her again! Thank Beth! ?

Calendar Recently Updated
Sitter Profile Image: Alina L.
Verified Background Check
Sitter Profile Image: Alina L.
Verified Background Check

11. Alina L.

Rover 101
yard, next to the park and dog park
Annapolis, MD, 21403
8.1 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
148 reviews
48 repeat clients
from
$40
per night

Alina is sweet and caring. My pups love her and she exhibits excellent communication and flexibility. She’s very reliable and I will be using her for all my pets needs in the future.

Calendar Recently Updated
Sitter Profile Image: Diana V.
Verified Enhanced Background Check
Sitter Profile Image: Diana V.
Verified Enhanced Background Check

12. Diana V.

DianaLovesDogs
Riva, MD, 21140
9.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
105 reviews
46 repeat clients
from
$57
per night

Lovely family with a great house and very caring and attentive with our dog Ghost! She sent multiple photos and videos every few hours each day, and you could tell Ghost was loving his time with her. She obviously cared for Ghost like he was her own, and we will be using her for all of our future boarding needs!

Calendar Recently Updated
Sitter Profile Image: Makhayla D.
Verified Background Check
Sitter Profile Image: Makhayla D.
Verified Background Check

13. Makhayla D.

The Dog Sitter For You
Annapolis, MD, 21401
9.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
32 reviews
5 repeat clients
from
$40
per night

I am delighted with the way Makhayla watched over my pup. She was kind and kept me updated the whole time. This was my first time leaving him, and she made me feel comfortable. Thanks again!

Sitter Profile Image: Ciarra & Tariq J.
Verified Background Check
Sitter Profile Image: Ciarra & Tariq J.
Verified Background Check

14. Ciarra & Tariq J.

All fur babies welcome!
Annapolis, MD, 21402
10.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
121 reviews
32 repeat clients
from
$40
per night

Ciarra was amazing!! She did so great with my baby not sure if my pup wanted to come back home with me ? she constantly updated me with everything and I could tell she treated my dog like it was her own. Highly recommend and would go back if I need to go on vacation again!

Confirmed availability: Easter Weekend
Sitter Profile Image: Valerie V.
Verified Enhanced Background Check
Sitter Profile Image: Valerie V.
Verified Enhanced Background Check

15. Valerie V.

Dogs Welcome to Play and Stay
Davidsonville, MD, 21035
9.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
13 repeat clients
from
$50
per night

Valerie knows dogs! She has an amazing backyard which is perfect for dogs who love to run and play. We will use Valerie in the future when we need pet care.

Calendar Recently Updated
Sitter Profile Image: Pam J.
Verified Enhanced Background Check
Sitter Profile Image: Pam J.
Verified Enhanced Background Check

16. Pam J.

Every pet client is #1 to me!
Annapolis, MD, 21401
8.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
25 reviews
10 repeat clients
from
$45
per night

About: I can't remember a time when I haven't had a pet! My pets have brought me so much joy and, in my book, that makes them royalty. I know you feel the same about your pets. I promise to treat them as the Kings or Queens they are. I have always been the main caretaker for our pets. Long walks, feeding, vet visits and giving meds when needed. I love bringing my dogs on random day road trips..they enjoy the new scenery and exploring all the new scents. Road trips often end with a visit to Starbucks for a pup cup. Do I spoil my pets? YES! Please let me spoil yours for a while. I am retired and have a very flexible schedule. I will do my best to meet your scheduling needs. I have a lot of time! When I am looking after your pet, in any form, my first concern is your pet's safety. My goal after that is to to make your pet feel as comfortable and content as possible. I love to know all of their little idiosyncrasies! The more you tell me about your pet, the better.

Calendar Recently Updated
Sitter Profile Image: Denise S.
Verified Enhanced Background Check
Sitter Profile Image: Denise S.
Verified Enhanced Background Check

17. Denise S.

All Pets Are VIPs
North Beach, MD, 20714
9.2 mi. away
Boarding
5.0 out of 5 stars
19 reviews
9 repeat clients
from
$48
per night

Harley had a great time with Denise! She was very kind and friendly. She texted me updates daily as well as pictures. I had a wonderful time on vacation knowing my baby was in good hands. Thank you so much Denise!

Calendar Recently Updated
Sitter Profile Image: Donna G.
Verified Enhanced Background Check
Sitter Profile Image: Donna G.
Verified Enhanced Background Check

18. Donna G.

Loving & trusting care for your pet
Upper Marlboro, MD, 20774
12.5 mi. away
Boarding
5.0 out of 5 stars
35 reviews
17 repeat clients
from
$42
per night

Donna was great! We haven't left Willow with a sitter for years and our first time was extended while out of the country. Donna was great about sending us updates and pictures. I could tell Willow was comfortable because she was up to her usual antics that I see her doing at home. While we hate to leave Willow - when planning our next cruise, we'd definitely use Donna again!

Calendar Recently Updated
Sitter Profile Image: Elena D.
Verified Enhanced Background Check
Sitter Profile Image: Elena D.
Verified Enhanced Background Check

19. Elena D.

Professional care for your pets.
Churchton, MD, 20733
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
4 reviews
from
$50
per night

Staying at Elena’s house was a treat for Shilah! She took him for walks along the Bay, snuggled with him day and night, and even took him on a Starbucks run where he got a pup treat! Don’t hesitate to leave your babies with Elena - they will be treated like royalty!

Sitter Profile Image: Tom A.
Verified Background Check
Sitter Profile Image: Tom A.
Verified Background Check

20. Tom A.

Your Dog’s Best Buddy! ;0)
Annapolis, MD, 21403
8.3 mi. away
Boarding, House Sitting, Drop-In Visits
5.0 out of 5 stars
8 reviews
1 repeat client
from
$57
per night

Tom was great with our dog Jada for the week! He updated us daily and she seemed comfortable and happy. He was also able to give her medications. We would definitely trust Tom for pet sitting again!

RoverProtect

Over 80 million pet care services have been booked by our community of loving pet people

  • Trusted pet sitters & walkers
  • 24/7 support
  • The Rover Guarantee
  • Secured messaging & photos

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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 dog sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgeable, and total dog fanatics. You can get in touch with us anytime.

Shady Side Dog Boarding ratings

Overall Rating:
4.9 out of 5 stars

Dog boarders in Shady Side are rated on average 4.9 out of 5 stars based on 78 reviews.


Rover.com is the simple, savvy way to find and book Shady Side pet boarding. It's easy to find the perfect dog sitter - many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter in Shady Side, MD has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of our dog kennel alternatives. When you book [city name] dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

You'll also be able to relax when it comes to price, because the cost of dog boarding in Shady Side, MD is surprisingly reasonable. No matter your budget or lifestyle, there's a dog sitter on Rover to match your wallet. Wondering how much most people pay for Rover dog boarding services? The average dog boarding rates will give you a good sense of what to expect before checking out the individual dog sitters' hourly rates.

If you need to book a great dog sitter on the go, you'll love the Rover dog boarding app. You can browse hundreds of pre-reviewed, trusted dog sitter in minutes from your phone, and rebook your favorite sitter with just a few taps. You'll get photo updates from your dog sitter which can be shared via the Rover dog boarding app in real time, and the app's cashless payment feature allows you to pay your dog sitter easily and securely, without worrying about cash, checks or tips.

Are you a dog lover who wants to know more about how to turn your passion into profit? There's lots of opportunity to earn money with dog boarding in Newport, MD. If you're not sure where to start, visit our page about how to become a dog sitter. We're always happy to include new dog sitters in our dog boarding service listings, and the simple application process means you can start your own dog boarding business in no time. We also take the hassle out when it comes to paperwork, because all our Rover dog sitters have access to helpful benefits including premium pet insurance and cashless payment feature, so you don't have to worry about getting paid on time. Why not apply today?

In other words, when you use Rover to find Shady Side dog boarding services, your pet is given the best in loving care and hands-on attention, and you don't need to miss out on that just because life got in the way.

Find a loving dog sitter to watch your dog overnight at their home.
Add dates for the most accurate results
Find a dog sitter