Dog Boarding Princess Anne

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

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Over 88
pet parents in Princess Anne have booked dog boarding

Princess Anne, Find top rated dog 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: Daniel W.
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Daniel W.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 47 reviews
19 repeat clients
4 years of experience
Fruitland, MD, 21826

“Daniel did an amazing job taking care of Nova. He was super communicative and always kept us updated, which we really appreciated. You can tell he genuinely cares,Nova loved him. I’d highly recommend using him!”

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Joey
Sitter Profile Image: Daniela K.
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Daniela K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 139 reviews
38 repeat clients
10 years of experience
Delmar, MD, 21875

“She was wonderful with Aries and gave me updates the whole week I was away we felt great about leaving Aries. She is the best dog sitter by far and I definitely will be bringing Aries back. If you have a pet she is the one you want to watch over she plays with them give them good snacks all around great person we definitely will be back and thank you !!!!”

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Shantra D.
Sitter Profile Image: Alicia S.
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Alicia S.
from
$45
per night
5.0 out of 5 stars
• 20 reviews
5 repeat clients
10 years of experience
Chance, MD, 21821

“Thank you Galicia for always taking great care of our pups! You are awesome and accommodating during our recent emergency. I would recommend you to everyone 🩷”

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Melissa B.
Sitter Profile Image: Jodi G.
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Jodi G.
from
$35
per night
4.8 out of 5 stars
• 20 reviews
1 repeat client
45 years of experience
Hebron, MD, 21830

“Maggie was in excellent hands with Jodi. I received daily updates and pics. Communication with Jodi was clear and immediate. She was also very friendly and personable. I would definitely utilize Jodi's services again in the future.”

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Soul D.
Sitter Profile Image: Amy A.
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Amy A.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 13 reviews
5 repeat clients
50 years of experience
Laurel, DE, 19956

“Amy is an angle. She was so down to earth and I felt at ease leaning my boy with her. She kept me updated throughout the entire day with pictures and videos. She took my baby on an adventure with lots of trips and care rides which he loves. I told her what he likes and didn’t and she made sure to do all the things he loves. In every picture and video she sent I saw how happy my baby boy was. Definitely booking with her again! Thank you so much he had so much fun and you showed him so much love. 😊😊”

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Sterline P.
Sitter Profile Image: Jaclyn N.
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Jaclyn N.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 101 reviews
24 repeat clients
15 years of experience
Greenbackville, VA, 23356

“Jaclyn was absolutely amazing, the best Rover experience we’ve ever had! Not only was she able to accommodate our last minute request, but she truly went above and beyond. We were sent amazing holiday photos with our dog Wrigley and she even made an ornament with his paw print. Couldn’t recommend more and we are so fortunate to have had our dog stay with Jaclyn!”

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T. A.
Sitter Profile Image: Alivia S.
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Alivia S.
from
$28
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
15 years of experience
Salisbury, MD, 21801

About: I’ve grown up around dogs and my family currently has four, so I’ve had lots of hands-on experience caring for them over the years. I’m a huge animal lover and I’m comfortable with feeding, walking, playtime, potty breaks, and giving dogs plenty of attention and affection. I understand that every dog has their own personality and routine, and I’ll always follow your instructions carefully and treat your pet with the same care I give my family’s dogs. I’m a college student with a flexible schedule, and I’m happy to make time for pet care around my classes and other commitments. I’m available for walks, drop-in visits, feeding, playtime, and plenty of attention. I’ll always communicate clearly about my availability and make sure your pet gets the care and time they need. I will always treat your pet and home with care and respect. I’m comfortable following specific feeding, walking, crate, and daily routine instructions, and I’ll make sure doors, gates, and leashes are secure at all times. I’ll give your pet plenty of attention and can also send updates and photos so you know they’re safe and happy while you’re away.

Sitter Profile Image: Nichole P.
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Nichole P.
from
$65
per night
5.0 out of 5 stars
• 4 reviews
20 years of experience
Salisbury, MD, 21804

“I would definitely recommend and book again. Keeps you updated with pictures and videos. Took care of our dog like if it was her own. I had no worries during my trip about my dog being cared for b/c I know my dog was in good hands. I dropped a list minutes book and she responded quickly, which we are very appreciative for.”

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Shery V.
Sitter Profile Image: Carly M.
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Carly M.
from
$50
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
6 years of experience
Berlin, MD, 21811

About: I cat and dog sit for my family members regularly. I have cared for dogs of all sizes and breeds. I’ve been riding horses since I was 10 and started working on the farm when I was 12. I am available wherever, whenever. Whenever you need me there, I’ll be there. I will figure out a way for your animal to have top tier care. I would care for my clients home just as I would care for mine. I would never want anyone to disrespect my home therefore I would never disrespect anyone else’s.

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The median cost per night for dog boarding in Princess Anne is $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 - Princess Anne

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Sitters in Princess Anne average 10
repeat dog boarding clients

FAQs for Dog Boarding - Princess Anne

Frequently asked questions about Rover

The average cost of Dog Boarding in Princess Anne is $24 per night as of October 2026. Most bookings cost between $21 and $39 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 October 2026, there are 61 sitters on Rover offering Dog Boarding across Princess Anne. Enter your ZIP code to see which available sitters are closest to your home.

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.

98% of sitters in Princess Anne 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 Princess Anne home-away-from-home, 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 Princess Anne.

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.

You and your Princess Anne 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 , 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 .

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.

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