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 was an amazing caregiver for Benny. He constantly sent me photos and updates + he was really flexible when my flight got delayed. I would recommend him to anyone in the area looking for a temporary home for your pet while you’re away.”
“Kate was great at communicating and keeping me updated about my kitty and my dog. She extended my their stay twice at my request. And her daughter's provided lots of love and attention.”
“Since this was the first time I used Rover, I didn't know what to expect and Daniela was extremely helpful. Gidget was well taken care of and I received updates everyday which I greatly appreciated. I wouldn't have any concerns about using Daniela again.”
“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!!”
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.
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.
“Jill was amazing! My pup came back a more relaxed dog after staying with Jill! I got lots of fun videos that made me feel good knowing Biscuit was having a vacation of his own! Thanks Jill!”
“Dawn is fabulous with our girl! She is a great communicator and sends pictures and updates. She was also very flexible when we asked about picking her up a little early. This was a much better fit for us than a kennel. Our girl really neess to be around people and Dawn spent a lot of time with her. Thank you so much! See you again soon!”
About: I have my own dog and cat, and I love animals. I love to spend time with them and bond with them! You can always find me cuddled up with my cat haha I'm taking a college class from home so I'm available pretty much whenever! If you need me to stay at home, I can definitely do that! Again, I have my own cat and dog and they are very friendly. I am committed to making sure your pets feel safe and comfortable.
“We've had the same dog sitter for 9 years so we were a bit nervous about starting over again. Our rather large dog(Sassy) is special needs and she gets medicine multiple times a day. Beth and Ron were very accommodating and met with us before hand to calm our nerves. They were comfortable giving her all her medication, and at the times she requires it. Sassy was so happy when we picked her up, we knew Beth and Ron were the right fit.”
“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.”
“Sam was great yet again. My Pup had. Great time playing the other dogs. Sam was wonderful, accommodating and easy to work with as well as a great fit for my up. We will be working together again. Highly recommend.”
“Our dogs can be challenging and this was the first time they've ever been boarded. McCray did a great job taking care of them and giving them tons of attention...all during the holidays, which is not easy.”
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?
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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
1. Search
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Popular requests near you
Select a filter and find qualifying Princess Anne sitters!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 July 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 July 2026, there are 64 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 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.
100% of Princess Anne sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Princess Anne 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.
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