Dog Boarding in Shady Side, MD

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Top rated Shady Side dog boarders

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

Shuling is amazing! She is very responsive, takes lots of pictures to show that your baby is doing well. My furbaby looked happy and entertained in all the pictures. She was also able to fit me in last minute for a repeat stay and my pup recognized the house and was happy to be there. No reservations to using Shuling again.

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Sydney 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
345 reviews
102 repeat clients
20 years of experience
Upper Marlboro, MD, 20774

My fur baby had a wonderful time with Kelly and her family. Kelly shared plenty of pictures and updates throughout the day, which I appreciated. She took wonderful care of my pup. Kelly is so kind and sweet, we'd definitely use her services again!

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Maria W.
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: 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 great, very nice and you can tell she has a genuine love of dogs. Mady has a pair of friendly dogs that played well with mine. She sent pictures daily and kept us updated on how our dog was doing. Highly recommend and will use her services again in the future.

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Brian S.
Sitter Profile Image: Katie F.
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Katie F.
from
$45
per night
5.0 out of 5 stars
114 reviews
36 repeat clients
16 years of experience
Annapolis, MD, 21401

Our first visit was so smooth. My dog seemed immediately comfortable with Katie. She sent pictures through the weekend and was flexible with pickup times. We are already looking to rebook her for next month. Thanks Katie?

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Stephanie W.
Sitter Profile Image: Beth H.
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Beth H.
Star Sitter
from
$68
per night
5.0 out of 5 stars
54 reviews
17 repeat clients
40 years of experience
Edgewater, MD, 21037

What a lovely experience working with Beth. She put our dog at ease and gave her an active, nurturing stay. I really appreciated Beth's flexibility when we needed to modify our pick up times. Looking forward to working with Beth again!

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Ashley M.
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

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: Megan T.
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Megan T.
from
$31
per night
4 years of experience
Annapolis, MD, 21403

About: Hi! I'm a lifelong dog lover who grew up with 3 dogs, and regularly pet sit for friends and family before deciding to make it official. Friends often call me an animal whisperer because even shy or nervous pets tend to warm up to me quickly. I work remotely, and am very active, so I have a flexible schedule and can give your pet plenty of attention (and activity)! I work remotely and have very flexible hours, so your pet will have plenty of time, walking, snuggling, and being active. I also attend run clubs where pets are allowed, so if your fur baby is social, I’ll happily take them! I have a backyard, and live in a community with plenty areas to walk and sniff. Pets are welcome to be on furniture and in bed! I’m an excellent communicator, and will work collaboratively with you to determine the best care plan for your pet.

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 is wonderful. Her calm, warm demeanor was a great match for our 3.5 month old puppy, as well as reassuring us Stella was in good hands while we were away.

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Christine & Bill H.
Sitter Profile Image: Shelby B.
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Shelby B.
from
$57
per night
5.0 out of 5 stars
23 reviews
5 repeat clients
7 years of experience
Annapolis, MD, 21403

Shelby was really great - she was flexible as my plans changed a bit and took Elmer to the park multiple times throughout his stay with her. He wasn’t anxious at all when I picked him up - always a sign he had a great weekend. Will definitely book with Shelby again!

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

Was so pleased with Diana! She was wonderful with sending pics all weekend and has the best back yard for dogs to play/run! I would definitely book with Diana again!

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Claudine W.
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
98 reviews
44 repeat clients
25 years of experience
Upper Marlboro, MD, 20774

I would leave 6 - Stars if I could. My fur baby was well taken care of. Donna and her husband were excellent hosts. Their love for pets was very obvious. I truly hope I have the opportunity to board my baby with them again.

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Hudene W.
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

Katelyn provided the most amazing care for our puppy!! He was spoiled with multiple walks, many treats, and tons of snuggles while we were away for a long weekend. He became friends with their sweet husky as well. Can’t wait for him to stay with her family again soon!! Thank you!!

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Morgan S.
Sitter Profile Image: Carlie H.
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Carlie H.
Star Sitter
from
$42
per night
5.0 out of 5 stars
62 reviews
26 repeat clients
15 years of experience
Severna Park, MD, 21146

Another stay with Carlie and we cannot recommend her enough! We always have such peace of mind with her daily updates and photos and knowing that our pup, Indi, is safe and having fun. Indi gets her own vacation when she stays here and we love knowing that our she gets to enjoy herself, too! Between Carlie's loving and kind family, the huge bonus yard, and Carlie's attention and ability to continue medicine (she even notices any behavioral changes!), we just know we've made the right choice. Do yourself a favor, and get on her schedule for your pup sitting needs! :)

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Kyanna B.
Sitter Profile Image: Lori W.
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Lori W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
77 reviews
31 repeat clients
20 years of experience
Chesapeake Beach, MD, 20732

Lori was very easy to work with made sure we were comfortable when we dropped Pepper off. It was our first time using Rover so I was nervous. She sent me lots of picture updates and took great care of my fur baby.

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Valerie W.
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: Michelle M.
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Michelle M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
552 reviews
257 repeat clients
25 years of experience
Annapolis, MD, 21409

Michelle was so accommodating for a last minute booking! She sent pictures throughout the time period and kept me up to date on how Kovu was adjusting. Our dog has some separation anxiety and she was able to get him to be comfortable in no time. Already booked for an overnight next weekend!

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Nicole M.
Sitter Profile Image: Chris G.
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Chris G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
18 reviews
8 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: Alicia D.
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Alicia D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
89 reviews
27 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: Thomas & Melissa S.
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Thomas & Melissa S.
from
$60
per night
5.0 out of 5 stars
36 reviews
14 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.
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Over 55
pet parents in Shady Side have booked dog boarding

Shady Side dog parents share their Rover experiences

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
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How Rover works

  1. 1. Search

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

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  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!

The median cost per night for dog boarding in Shady Side is $50

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

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

Sitters in Shady Side average 10
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in Shady Side is $50 per night, including service fees. Boarding your dog for one week typically costs $350. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Shady Side dog boarding rates can be found as low as $25 to as high as $54 per night.

If you’re searching for a Shady Side dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 6,107 sitters provided dog boarding in Shady Side. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 90% of Shady Side dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Shady Side have an average of 15 years of experience. Dog boarding sitters with repeat customers have an average of 10 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Shady Side.

Rover makes it easy to find Shady Side dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 6,107 dog boarding sitters in Shady Side on Rover, so you’re sure to find the perfect match for your dog! In Shady Side, 95% of sitters offer daily exercise, 96% offer medication administration, and 87% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.