Dog Boarding Saint Michaels

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Sitter Profile Image: Marijah B.
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Marijah B.
from
$45
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Easton, MD, 21601

About: Ive been caring for dogs and cats since I was about 8 years old. I’ve always had multiple dogs in the house at a time. I’ve cared for dogs ranging from big to small, Seniors to puppies. I provide daily photos throughout your pets daily routine and tons of love I’m currently working part time so I will have plenty of enough time to care for your fur baby. I believe all animals should be treated like they are you own even if they are temporary I live in a quiet cozy apartment with a big yard in the back. There is plenty of room for playtime and resting. Pets are welcome on all furniture

Sitter Profile Image: Vy L.
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Vy L.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 24 reviews
11 repeat clients
15 years of experience
Easton, MD, 21601

“V was very easy to work with and accommodating with watching my dog on such short notice, sent me daily photo updates. Took great care of my dog”

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Jason S.
Sitter Profile Image: Lindsay G.
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Lindsay G.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 86 reviews
36 repeat clients
15 years of experience
Stevensville, MD, 21666

“Lindsay, did a great job taking care of my dog and sent me pictures every day keeping me informed on how my dog was doing. I would highly recommend using Lindsay to take care of your dog. I was very pleased. Congressman Bill Sarpalius”

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Bill S.
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
• 121 reviews
55 repeat clients
25 years of experience
Upper Marlboro, MD, 20774

“Donna is so awesome! Loved that we received pictures and updates about of our baby during her stay. Donna is very attentive and shows lots of love and care for the fur babies!!!”

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Kia A.
Sitter Profile Image: James B.
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James B.
from
$45
per night
5.0 out of 5 stars
• 11 reviews
30 years of experience
Annapolis, MD, 21403

“James did a great job caring for Ellie! I feel confident she was well taken care of based on how comfy she looked in all the photos. He has a great location with his fenced in back yard and beautiful neighborhood for walks!”

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Shelby B.
Sitter Profile Image: Tyler G.
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Tyler G.
from
$30
per night
4.8 out of 5 stars
• 6 reviews
2 repeat clients
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: Faith M.
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Faith M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 22 reviews
9 repeat clients
2 years of experience
Chesapeake Beach, MD, 20732

“Faith was a great find for watching Tank! From the moment Tank met Faith at the meet & greet a few days beforehand, he was excited to be with her. When I dropped him off, I knew he was in good hands. I highly recommend Faith. Only recommendation is for her to send more pics to tge owner without having to be prompted.”

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Linda S.
Sitter Profile Image: Candice W.
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Candice W.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 106 reviews
38 repeat clients
14 years of experience
Annapolis, MD, 21409

“We had our trial stay with Candice and the pups and us felt very comfortable and happy. She was very communicative. Easy to work with and kept us updated with the pups throughout the day. We’re glad we met her and will be going to her many many times in the future.”

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Lena B.
Sitter Profile Image: Beth H.
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Beth H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 60 reviews
18 repeat clients
40 years of experience
Edgewater, MD, 21037

“Beth was awesome with Bailey! Bailey is an older gal, and gets a bit stressed with change but Beth was very patient with her and Bailey settled down nicely during her stay. The video of Bailey wagging her tail and playing around proved such. Thank you, Beth, for taking such good care of her!”

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Janet S.
Sitter Profile Image: Andy & Lydia M.
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Andy & Lydia M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 70 reviews
18 repeat clients
41 years of experience
Annapolis, MD, 21403

“Andy and Lydia took such amazing care of our big Bernese Mountain dog. Our boy is recovering from chemo and we were very hesitant to leave him anywhere overnight but they put all our fears to rest. They provided updates, pictures, and handled all of our pups medications and dietary needs. We will absolutely let them watch our guy again in the future.”

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Anna K.
Sitter Profile Image: Chris G.
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Chris G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 23 reviews
9 repeat clients
30 years of experience
Dunkirk, MD, 20754

“Chris was wonderful with my Labradoodle, Rambo! He made him feel right at home and kept him happy and playful the whole time. I could tell he was well cared for and loved. I’ll definitely book with Chris again!”

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Adanech T.
Sitter Profile Image: Elizabeth G.
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Elizabeth G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 55 reviews
13 repeat clients
30 years of experience
HUNTINGTOWN, MD, 20639

“Liz took great care of my whippet, Aster. Liz communicated and sent pictures regularly. My dog will be going back to Liz's for a 2 week stay in March. I highly recommend Liz!”

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Belle S.
Sitter Profile Image: Iyonna N.
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Iyonna N.
from
$31
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
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: Mya P.
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Mya P.
from
$65
per night
5.0 out of 5 stars
• 6 reviews
3 repeat clients
25 years of experience
Chesapeake Beach, MD, 20732

“Mya cared for our dog (Harley) like she was her own! Harley has anxiety when we leave her but she was clean, calm and relaxed when we picked her back up. Mya sent us photos and communicated with us consistently while we were away so we felt at ease that our girl was well cared for in our absence. We will be booking with Mya again soon!”

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Christina C.
Sitter Profile Image: Janice & Stalio C.
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Janice & Stalio C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 21 reviews
6 repeat clients
17 years of experience
Pasadena, MD, 21122

“Our pets felt right at home with Janice and Stalio. They were so welcoming, helpful and accommodating with our boys. They kept us up to date daily with pictures and messages and even helped us out with making them their food because we miscounted the amount we sent. They provided amazing care and we look forward to rebooking with them in the future.”

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Corisa W.
Sitter Profile Image: Alicia D.
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Alicia D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 94 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: Stephanie R.
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Stephanie R.
from
$60
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
10 years of experience
OXFORD, MD, 21654

“So great our dog was able to stay at Stephanie’s. She made our dog feel relaxed and right at home. She sent pictures and let us know things were well. Thank you!”

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Mary J.
Sitter Profile Image: Benjamin S.
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Benjamin S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 20 reviews
8 repeat clients
28 years of experience
Severna Park, MD, 21146

“Benjamin is an excellent dog sitter! We could really tell he cared about our dog Chewy. He has a lovely home in a nice quiet neighborhood with plenty of outdoors space for our dogs. Chewy looked really happy during his stay and didn’t give us any attitude after his pickup.”

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Abel U.
Sitter Profile Image: Carla B.
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Carla B.
from
$40
per night
5.0 out of 5 stars
• 12 reviews
1 repeat client
12 years of experience
Severna Park, MD, 21146

“We had a wonderful experience boarding our pup in Carla's home! Our dog was so well cared for, and Carla sent daily updates with pictures and videos. Her dog was incredibly sweet and got along great with ours. She did a great job balancing exercise with being mindful of our older dog's past surgeries and individual needs. We would absolutely book with her again and highly recommend her!”

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Erin M.
Sitter Profile Image: Becca K.
Verified Enhanced Background Check
Becca K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 42 reviews
10 repeat clients
20 years of experience
Pasadena, MD, 21122

“Becca was great! Levi loved her and had such a fun time with her and her family, and she sent updates and photos every day, which I appreciated. We’ll definitely use Becca again in the future!”

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Rachel J.
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The median cost per night for dog boarding in Saint Michaels is CA$50

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 to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    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.

Popular requests for dog boarding - Saint Michaels

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Sitters in Saint Michaels average 12
repeat dog boarding clients

FAQs for Dog Boarding - Saint Michaels

Frequently asked questions about Rover

The average cost of Dog Boarding in Saint Michaels is $61 per night as of November 2026. Most bookings cost between $61 and $61 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 672 sitters on Rover offering Dog Boarding across Saint Michaels. Enter your ZIP code to see which available sitters are closest to your home.

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.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

96% of sitters in Saint Michaels can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Saint Michaels 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 Saint Michaels.

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.

Yes, you can find sitters who have experience with handling special pet needs in Saint Michaels. On Rover:

  • 88% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

You and your Saint Michaels 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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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