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 a absolutely great with Cassius and sent us updates throughout the day. The communication eas great and i could tell Cassius was comfortable with him. We'll definitely be using him again in the future”
“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 !!!!”
“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.”
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: 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.
“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.”
“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!!”
“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.
“I was super nervous but our experience with Dawn could not have been better. She is a quick communicator, she sent pictures and Jayla seemed super happy when we picked her up. This visit was short, just so they could get to know each other but we have a longer vacation coming up and I feel much better about being away from her. Thank you again for taking care of her!”
About: I have been house sitting animals for about a year now in my home town. I have house sat all different size dogs and cats and have even done week long house sitting for the animals. I just recently moved to college and stopped dog sitting but I am ready to continue doing what I love! I am currently a full time college student at Salisbury University. I am done my classes everyday after 12pm and am available anytime on the weekends. I can't wait to spend quality time with your fur babies. I plan to give them my full attention, make sure they are well fed, well exercised, and overall well taken care of when they're in my possession:)
“Bullet loves staying with brenda. She has a beautiful big backyard for him to run around in and he loves the company she is able to provide while watching him. I wouldn't even consider anyone else if brenda is available!”
“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.”
“Samantha R. took amazing care of my new adopted dog Frankie this last weekend!! He came home looking so relaxed and happy which really put my mind at ease since he is still so new to me. Samantha sent pictures of him having fun with her dogs which helped me stay relaxed while I was away. I will definitely use her again and recommend her highly!!”
“Beth and Ron did an amazing job with Apollo. They are caring animal lovers and put a lot of thought and effort into Apollo's care. They gave valuable updates and feedback. I'd use them again anytime.”
“Dear Jill Thank you for taking care of our Twix. Honestly, we don’t like to bore him but he did not like the hotel. I was so amazed at how he became comfortable with you, your home , and the other furry friends. He has always been so shy but at your home he made many friends, especially with Tru. We will definitely trust you with our Twix again. Thank you ???”
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.
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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.
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