Dog Boarding Princess Anne

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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.

1 / 1
Sitter Profile Image: Daniel W.
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Daniel W.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 42 reviews
18 repeat clients
4 years of experience
Fruitland, MD, 21826

“Daniel and his wife did an exceptional job with my dog Bandit. I was so nervous, Bandit is 8.5 years old and had never been with anyone alone. He did phenomenal with him giving me updates and texts with photos. Made me feel at ease. I had just recently moved to the area and knew nobody had to be an away for a long weekend which required a need for Bandit to be in care. This was just what I was looking for. Very conveniently located also. Would recommend and plan to book again in the future.”

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Rebecca L.
Sitter Profile Image: Heather C.
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Heather C.
from
$40
per night
4.9 out of 5 stars
• 34 reviews
10 repeat clients
33 years of experience
Princess Anne, MD, 21853

“Heather did a great job with our boy. He was walked regularly and we received updates every day.”

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

“Daniela took great care of my dog while we were away. She was very responsive and kept us updated regarding how Luna was adjusting and the adventures they went on together. Luna was very healthy and happy when we picked her up, and quite attached to Daniela. I’m so thankful for the love that Daniela showered on Luna while we were away, and I wouldn’t hesitate to book with her again.”

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Ilana & Martin A.
Sitter Profile Image: Lacy M.
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Lacy M.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 31 reviews
16 repeat clients
20 years of experience
Laurel, DE, 19956

“Lacey was amazing with my fur babies, even my 55lbs of crazy lol. They both came home happy and calmer than I even expected, she needs to tell me her secret to calm my crazy girl lol. I will only be using Lacey for my fur babies care in the future!!”

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Jennifer A.
Sitter Profile Image: Dawn G.
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Dawn G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 36 reviews
10 repeat clients
30 years of experience
Pocomoke, MD, 21851

“Dawn was great with our fur baby boy! We picked up a happy boy from staying with Dawn for 6 days. I highly recommend Dawn for boarding any dog! We will refer and use her services again!”

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Joy H.
Sitter Profile Image: Denise S.
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Denise S.
from
$50
per night
5.0 out of 5 stars
• 55 reviews
20 repeat clients
20 years of experience
Fruitland, MD, 21826

“Denise did a great job with our puppers! They warmed up very quickly to Denise and her family. Everyone in the family were very affectionate with Ollie and Daisy, so I know that made them feel right at home. I had no concerns leaving our dogs there and would use her again in a heart beat!”

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Kathy R.
Sitter Profile Image: Brenda K.
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Brenda K.
from
$45
per night
4.9 out of 5 stars
• 17 reviews
2 repeat clients
30 years of experience
Salisbury, MD, 21801

“Brenda did a terrific job watching over and caring for our dogs. She asked good questions, showed genuine concern for their care and kept us in the loop. She has a great place for them to run around in a secured fenced-in yard and a spacious home for them to play. I really think you can’t go wrong with her.”

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

“Jodi’s property is beautiful and in a very convenient location. She went above and beyond caring for our pup, sending us pictures multiple times each day and keeping us updated throughout the stay. She’s a wonderful communicator and clearly loves what she does. We felt completely comfortable knowing our pup was in such great hands. We’ll definitely be back!”

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Victoria I.
Sitter Profile Image: Jill T.
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Jill T.
Star Sitter
from
$56
per night
5.0 out of 5 stars
• 201 reviews
83 repeat clients
13 years of experience
Willards, MD, 21874

“Jill was a dream come true. She took such good care of our Sierra. She sent pictures and videos to give us reassurance our baby was fine. I highly recommend her if you need a sitter for your pup. Thanks Jill”

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

“We have used Jaclyn’s services twice now and would not hesitate to again. We love getting photos of Dani’s visit, which we call her “field trip” or “sleep over”. Jaclyn is very responsive and quick to answer any questions. She was also very understanding and easy to work with when our travel plans had to be postponed for a short time.”

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Denis-Marc & Peggy N.
Sitter Profile Image: Christina M.
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Christina M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 13 reviews
5 repeat clients
9 years of experience
Delmar, MD, 21875

“Christina was awesome!! Super great with my maple & made it a friendly experience! I’d definitely recommend booking with her!!”

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Autumn B.
Sitter Profile Image: Khadijah F.
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Khadijah F.
from
$50
per night
5.0 out of 5 stars
• 1 review
1 repeat client
20 years of experience
Fruitland, MD, 21826

About: I love animals. I have one cat and two dogs right now. I am a mother to two boys. I live in Fruitland MD. Please reach out to me with any questions. I do work and go to SU for physical education. Trying to start a side business. Feel free to message me with any questions. Thank you. Follow all instructions. I will add more services soon. I live in Fruitland in a good neighborhood. Across from a school. Thank you and feel free to message me.

Sitter Profile Image: Lucia D.
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Lucia D.
from
$60
per night
10 years of experience
Salisbury, MD, 21804

About: I have loved dogs my entire life, and grew up taking care of them from a young age. I have attended many dog training classes with my family dog, and understand that every dog has its own personality and needs. I’m experienced with daily walks, feeding schedules and administering simple medications, and play time. As a pet sitter I am dependable, responsible, and I pay attention to detail. I will treat your dog as if they are my own. I am currently a college student at Salisbury University so I have one to two classes in the morning and am free throughout the day to go for good walks, play time, and am available to do drop in visits. I also live in a house with a large fenced yard and I offer dog boarding. I provide safe, reliable dog care. I have reliable transportation and lots of available time during to the day to either come let your dog out for a good walk, or I also offer dog boarding at my own home that has no other pets and has a large fenced yard.

Sitter Profile Image: Beth and Ron W.
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Beth and Ron W.
from
$60
per night
5.0 out of 5 stars
• 98 reviews
27 repeat clients
12 years of experience
Newark, MD, 21841

“We were first time Rover users and were very nervous. Beth and Ron sent updates and lots of pics, of both leisure time and play time (glad Sophie Belle had their two dogs as friends for the week). Sophie Belle was kept cool and comfortable, like a princess, during the heat wave, too! Thank you, Beth and Ron!”

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Terese C.
Sitter Profile Image: Kate B.
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Kate B.
from
$50
per night
4.9 out of 5 stars
• 104 reviews
35 repeat clients
35 years of experience
Delmar, MD, 21875

“Kate was amazing!!! Bailey had so much fun and made a few new friends. She even met geese and a rabbit for the first time. Highly recommend!!!”

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Mary C.
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: Hanna M.
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Hanna M.
from
$65
per night
5.0 out of 5 stars
• 11 reviews
5 years of experience
Stockton, MD, 21864

“Hanna was great to work with and kept us updated with pics while we were gone....Would recommend her to anyone looking for a reliable sitter...Hope to have Hanna watch our dog again in the future....”

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John W.
Sitter Profile Image: Amy A.
Verified Enhanced Background Check
Amy A.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 12 reviews
5 repeat clients
50 years of experience
Laurel, DE, 19956

“Amy is amazing. She is kind and flexible and has done amazing job caring for Kalooki. We don’t have to feel guilty about leaving her behind because she is always excited to visit and has a great time either Amy’s family and the other pets to have fun with. Amy sends great photos and videos along the way that give us insights into her daily activities and friendships. She always comes home from her “vacations” exhausted in a good way, which is the best outcome of vacations for her humans too. Highly recommend!”

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Beverly H.
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

“Nichole took care of our Senior yet active dog for a night and whole day! Nichole updated us all the time and sent pictures on how our baby was doing. Will recommend her and definitely will book her again in the future!”

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Divina N.
Sitter Profile Image: Alicia S.
Verified Enhanced Background Check
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.
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The median cost per night for dog boarding in Princess Anne is $50

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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 dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
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    Schedule a free in-person Meet & Greet to find the perfect fit
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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 on Rover is $24 per night as of October 2026. Most bookings cost between $21 and $39 per night. 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.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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, 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 Princess Anne.

<b>Tip:</b> 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 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.

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