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.”
“Thank you so much for taking great care of Lexi :) The pictures each day were appreciated and we had no worries going away. We will be using you again soon. Thanks again!”
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.
“Kate was wonderful and Mr. Peanut settled in quite quickly with her AND her two own dogs. Peanut is very picky at who he likes and doesn't like. But he got along with the pack and as a doggie mom, that made me feel good. I will definitely use Kate again. As far as the Rover website, there looks to be some logistical issues. On my screen, it told me Kate was 82miles away, but a 30min drive. Please get that fixed. Rover for me was hard to use. I like simple. But Rover has all these twists and turns. For example, I was not allowed to just message sitters. I was forced to pick dates. I had been looking for a new babysitter for Mr. Peanut since we just moved, but Rover made me wait til I needed someone asap, which made my experience stressful. Not good. We should be able to meet and talk to these folks before we book. After all, we are parents, and we all should be allowed to interview these sitters much like we would if they were our human children. Thankfully Kate worked out. But it could have gone a lot smoother. Thanks Kate (and daughter!)”
“Our 1 year old pitbull mix with a strong dose of anxiety had an amazing time with Denise, her wonderful family and Rocket, their dog. We received videos and pictures throughout the stay. They were so patient with our pup that she didn't want to leave when we came to pick her up!! Glad to find such a wonderful sitter so close!”
“Our pup stayed with Anmei for week and came home happy, healthy and relaxed. This was the first time we had ever left her that long but Anmei took such great care of her that we do not have any reservations about doing so again. Thank you, Anmei, for being such a great Bee keeper! ♥️”
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.
“Our dog was so happy staying with Jill, which made us happy. She provides a safe, fun, and loving environment where dogs can romp and socialize. She also kept us posted with comments, pictures, and videos. We now feel we have a place where we can feel comfortable leaving our dog, and heartily recommend Jill!”
“She had a nice place with room separators for the dogs. My puppy was EXHAUSTED when I got him so that means he was playing nearly the entire time which Dawn said. He was fed and taken to the potty. What more can you ask for? 10/10 would recommend and use again! Thanks Dawn!”
“I was very nervous to leave my furbabies. Susan was very reassuring and eased my fears. She sent daily updates and pictures. It’s very obvious that she’s an animal lover. Highly recommend and will book with her again.”
“Marcus provides both attentive care for our dog and is highly professional. He is prompt to respond and sends pics throughout the stay, and so easy to work with. I highly recommend his comfy home and personal care for your special pet.”
“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!”
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.
“This was our first time ever using Rover as we just acquired a rescue puppy. Jodi was the perfect match for our fur baby. She understood his need for walks and his “zoomies” (periods of over excitement). I could not have picked a better sitter. During our absence she sent us pictures and updates which made us feel near him. I cannot say enough great things but rest assured she will always be our go to person for Maverick.”
“Samantha took both of our very active dogs and they had a great time. Her yard is fenced in giving them lots of room to play. We received lots of updates and pictures during their stay. We’ve booked with her twice and are extremely happy with the care and attention she gave to Della and Eta”
“This was the first time I used Karen and I will most certainly use her again. She and her family were very loving toward my golden Happy, and they treated her as a member of the family. I left her with them for a period of 8 days and over this time I received notes and pictures of Happy enjoying her self. They are professional and well organized. Sometimes other dogs might stay for a day or two, and they all seemed to get along. It is so nice knowing I can leave happy with someone I trust. Overall, a wonderful experience.”
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
1. Search
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3. Book & Pay
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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 Dog 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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