Dog Boarding Princess Anne

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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.

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
38 reviews
15 repeat clients
4 years of experience
Fruitland, MD, 21826

Daniel watched our dog, Curie, for the day while my husband and I were visiting friends in the area. He was communicative, attentive, and friendly. We appreciated the regular updates even though we had just dropped her off for the day. We’d definitely have him take care of Curie again!

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Becca G.
Sitter Profile Image: Kate B.
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Kate B.
from
$50
per night
4.9 out of 5 stars
99 reviews
33 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: 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: Daniela K.
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Daniela K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
126 reviews
34 repeat clients
10 years of experience
Delmar, MD, 21875

This was our first trip away without Rocky. Daniela sent me pictures throughout the night and kept me updated on how he was doing. Rocky had a blast with her dogs! Definitely would recommend Daniela, they make your dog feel like one of their own. Thank you again!

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Tara M.
Sitter Profile Image: Susan R.
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Susan R.
from
$42
per night
5.0 out of 5 stars
40 reviews
16 repeat clients
47 years of experience
Pocomoke City, MD, 21851

Hands down, best sitter!! I was skeptical using this service to book reservations for our furbaby; however, as soon as I arrived at Susan’s house, I knew our baby would be in good hands. I received several pictures and messages a day, which made our trip more enjoyable knowing he was getting such good care. He made new friends with Susan’s two furbabies and he was spoiled the whole time! We will be using Susan again anytime we can’t take our pup with us.

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Ashley R.
Sitter Profile Image: Lacy M.
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Lacy M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
24 reviews
14 repeat clients
20 years of experience
Laurel, DE, 19956

Lacy and her daughter were great! They frequently sent me pictures of koda to insure me that he was ok and happy while I was away. Definitely recommend ☺️

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Sarah P.
Sitter Profile Image: Anmei Y.
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Anmei Y.
Star Sitter
from
$50
per night
5.0 out of 5 stars
19 reviews
4 repeat clients
2 years of experience
Salisbury, MD, 21801

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! ♥️

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Kim M.
Sitter Profile Image: Denise S.
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Denise S.
from
$50
per night
5.0 out of 5 stars
54 reviews
18 repeat clients
20 years of experience
Fruitland, MD, 21826

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!

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Sarah B.
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

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!

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Elizabeth W.
Sitter Profile Image: Jordan N.
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Jordan N.
from
$25
per night
20 years of experience
Princess Anne, MD, 21853

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.

Sitter Profile Image: Tiffany M.
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Tiffany M.
from
$35
per night
5.0 out of 5 stars
6 reviews
1 repeat client
20 years of experience
Fruitland, MD, 21826

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.

Sitter Profile Image: Alicia S.
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Alicia S.
from
$45
per night
5.0 out of 5 stars
20 reviews
5 repeat clients
10 years of experience
Princess Anne, MD, 21853

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.
Sitter Profile Image: Heather C.
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Heather C.
from
$35
per night
4.9 out of 5 stars
33 reviews
9 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: Faith N.
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Faith N.
from
$35
per night
5.0 out of 5 stars
2 reviews
1 year of experience
Salisbury, MD, 21722

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:)

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
26 repeat clients
12 years of experience
Newark, MD, 21841

Beth and Ron took Alice in on very short notice and took very good care of her while we had to work. Alice liked playing with Riley and we enjoyed the pictures of them while we were away!

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Trevor F.
Sitter Profile Image: Christina M.
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Christina M.
Star Sitter
from
$25
per night
5.0 out of 5 stars
13 reviews
4 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: Samantha R.
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Samantha R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
74 reviews
28 repeat clients
20 years of experience
Millsboro, DE, 19966

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!

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

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!

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Kristi D.
Sitter Profile Image: Jill T.
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Jill T.
Star Sitter
from
$56
per night
5.0 out of 5 stars
198 reviews
82 repeat clients
13 years of experience
Willards, MD, 21874

Jill took amazing care of Saffie, sending me lots of photos and even giving her a pawicure before she left! I would definitely use her again!

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Jessica B.
Sitter Profile Image: MacCray C.
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MacCray C.
from
$50
per night
5.0 out of 5 stars
8 reviews
1 repeat client
20 years of experience
Berlin, MD, 21811

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.

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Dennis W.
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The median cost per night for dog boarding in Princess Anne is $50

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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 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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