Dog Boarding Princess Anne
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Over 93 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.

“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.”

About: I provide reliable, attentive care that’s tailored to each pet’s needs and personality. I have a 15 year old Yorkie mix and a 1 year old Yorkie. My experience includes caring for puppies, adult dogs, and senior pets, so I understand everything from basic training and routines to giving extra patience and comfort to older animals. I’m comfortable with feeding schedules, administering medications if needed, and keeping pets active, safe, and loved while you’re away. I treat every pet like they’re my own and make sure owners feel at ease with regular updates and check-ins. I plan my day around feeding times, walks, playtime, and check-ins to make sure pets aren’t left alone for long. I’m flexible during the week and weekends, which allows me to stick closely to your pet’s normal schedule and give them the time, supervision, and care they need. I create a safe, calm environment by following each pet’s routine to keep them comfortable and stress-free. I have a fenced yard for secure outdoor time and always supervise pets. In your home, I respect your space while keeping your pet in their normal routine. I also provide updates and can handle special needs like medications.

“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!”

“Susan was sent from heaven for us. Her location was convenient for our trip from Ocean Pines to Cocoa Beach, added to our travel experience. My Trudy fell in love with her right away, and I knew her vacation would be just as special as ours. I'll ask for Susan on future trips. Professional and loving, that's Sue...”

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.
“Anmei was amazing with Lucas! She sent lots of pictures and videos, and he looked so happy the whole time. This was our first time being separated, and Anmei made it so easy and comforting. We’ll definitely be using her from now on. We highly recommend!!”

“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!”

About: Hi, I’m Jordan a lifelong dog owner with professional kennel experience and a Biology degree. I bring both heart and expertise to every pup in my care. My home sits on 6 gorgeous acres of waterfront property in Princess Anne, Maryland, giving dogs plenty of space to roam and explore. I work from home, so your dog will be well watched and cared for while you’re away. Requirements Since my property is unfenced, I ask that all guests be: • House trained • Crate trained • Recall trained or e-collar trained • Up to date on flea & tick prevention Your dog won’t just be watched they’ll be on their own little vacation. 🐾 I work from home full time, I am extremely flexible and live on 6 acres of land that includes waterfront for your dog to join my dog dude in swimming and playing fetch in the yard. 6 acres are not fenced but I can walk on leash, tether to a lead or allow off leash if they have good recall/remote training. Please provide crates for indoors.

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.
“I highly recommend Jill! Our dog has a lot of anxiety and she did SO well with him. We received photos and videos of him daily, and it was clear that he was active and happy. Jill is such a kind and caring person. We will definitely be repeat customers!”

“Pudding had a great time with Jodi! We were given regular updates with photos, and never worried for one minute that he wasn't in great care. He enjoyed all of his lovely walks! Thank you so much for looking after him.”

“Marcus was a lifesaver, he saved my vacation! Last minute booking when my original pet sitter was snowed in with zero power or water. My girl was so happy when I picked her up. Marcus was good about sending pics the entire 7 days. Thanks Marcus for taking care of Ms. Rita! Oh and an added bonus is Marcus’s location is only 15 minutes from the airport!”

“Hands down one of the best sitters out there-period! Not only did Samantha agree to board my two dogs on short notice, she went above and beyond to care for one of them who unexpectedly obtained additional medical needs the night before my travel. What could have been an incredibly stressful (or non-existent) trip became one of the most stress-free trips due to Samantha’s care. I received daily updates (with photos/video) and I’ve never seen my dogs so happy away from home. She’s got a spacious fenced-in yard and a well-maintained area for the dogs to play and stay. I couldn’t be happier or more thankful for Samantha’s care. Book her now-you won’t find anyone better!”

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.
Meet local sitters who will treat your dogs like family

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Popular requests for dog boarding - Princess Anne
Select a filter and find qualifying sitters offering dog boarding.Sitters in Princess Anne average 10 repeat dog boarding clients
FAQs for Boarding - Princess Anne
Frequently asked questions about Rover
The average cost for Dog Boarding in Princess Anne on Rover is $24.25 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .
As of August 2026, there are 62 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 has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
Sitters may also include daily walks in the neighborhood during your dog's boarding stay. You can also request photo and message updates throughout so you can see which local landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
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.
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 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.









