Dog Boarding in Princess Anne, MD

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Top rated Princess Anne dog boarders

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
34 reviews
13 repeat clients
4 years of experience
Fruitland, MD, 21826

Daniel was GREAT!! Communicated well and took great care of my boy. I could tell my dog had the best time ever. Will be taking Xander to Daniel again!!

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Yasheria L.
Sitter Profile Image: Daniela K.
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Daniela K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
119 reviews
32 repeat clients
10 years of experience
Delmar, MD, 21875

Maggie seemed to really enjoy her visit. I loved the pictures Daniela sent of Maggie during my trip. I would definitely use her services again!

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Soul D.
Sitter Profile Image: Anmei Y.
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Anmei Y.
Star Sitter
from
$50
per night
5.0 out of 5 stars
16 reviews
3 repeat clients
2 years of experience
Salisbury, MD, 21801

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!!

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latisha s.
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: Kate B.
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Kate B.
from
$50
per night
4.9 out of 5 stars
97 reviews
30 repeat clients
35 years of experience
Delmar, MD, 21875

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!)

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Leah R.
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: 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

Dear Denise. S. Thank you so much for taking care of our cutie Bagheera. This was my first time leaving our puppy and I was nervous to leave him in a strange home. Denise treated Bagheera like her own puppy. I am extremely thankful to Denise and actually whole family. Bagheera had such a good time. The best part was sending updates in the form of pics and messages. I truly appreciate her professionalism with a personal touch. Now Bagheera has a second home and he will be staying with Denise and family whenever needed. I highly recommend Denise for anyone's dogs sitting. Denise you are awesome. Thanks again.

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Kiran D.
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 was great! Our pets were comfortable with her. She went above and beyond . Highly recommend her.

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Wanda H.
Sitter Profile Image: Lacy M.
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Lacy M.
Star Sitter
from
$28
per night
5.0 out of 5 stars
17 reviews
10 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: Jill T.
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Jill T.
Star Sitter
from
$56
per night
5.0 out of 5 stars
197 reviews
82 repeat clients
13 years of experience
Willards, MD, 21874

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!

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Kelly B.
Sitter Profile Image: Dawn G.
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Dawn G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
35 reviews
9 repeat clients
30 years of experience
Pocomoke, MD, 21851

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!

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Chris M.
Sitter Profile Image: Marcus F.
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Marcus F.
from
$40
per night
4.9 out of 5 stars
245 reviews
100 repeat clients
30 years of experience
Salisbury, MD, 21804

My 2-week dog boarding with Marcus was a perfect experience - my dog was so happy when I returned that he didn’t want to leave Marcus! Highly recommended.

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Michael P.
Sitter Profile Image: Brenda K.
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Brenda K.
from
$45
per night
4.9 out of 5 stars
14 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: Jaclyn N.
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Jaclyn N.
from
$55
per night
5.0 out of 5 stars
93 reviews
23 repeat clients
15 years of experience
Greenbackville, VA, 23356

Awesome experience for us leaving our baby Sandy in Jaclyn’s care while we went to visit Acadia National Park. She was attentive, flexible and Sandy seemed totally happy when we picked her up! Would highly recommend!!!

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Carol B.
Sitter Profile Image: Jodi G.
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Jodi G.
from
$35
per night
4.7 out of 5 stars
16 reviews
1 repeat client
45 years of experience
Hebron, MD, 21830

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.

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Samantha P.
Sitter Profile Image: Christina M.
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Christina M.
Star Sitter
from
$25
per night
5.0 out of 5 stars
10 reviews
3 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
70 reviews
28 repeat clients
20 years of experience
Millsboro, DE, 19966

Samantha took great care of my two labradoodles . She sent pictures of them everyday which I loved. I could tell they were having a blast playing with her dogs. Huge fenced in area for playtime

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Catherine H.
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
96 reviews
26 repeat clients
12 years of experience
Newark, MD, 21841

Zeke is nervous in the car when traveling. The minute we got to Beth and Ron's home, he saw Beth, jumped around a bit and headed to the door to be let in while Beth and I were talking. He loves it there and comes home happy and tired ( from playing with Riley) :) It's so clear that they like him as well. I am so happy we found a good place for Zeke to stay when I can't take him with me.

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Valerie M.
Sitter Profile Image: Karen J.
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Karen J.
Star Sitter
from
$48
per night
5.0 out of 5 stars
56 reviews
19 repeat clients
45 years of experience
Berlin, MD, 21811

Absolutely the BEST. Lahni was well taken care of and enjoyed her stay! Karen sent several pictures which eased our minds. Great experience!

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Ellen B.
Sitter Profile Image: MacCray C.
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MacCray C.
from
$40
per night
5.0 out of 5 stars
6 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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Over 93
pet parents in Princess Anne have booked dog boarding

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Princess Anne average 10
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in Princess Anne is $50 per night, including service fees. Boarding your dog for one week typically costs $350. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Princess Anne dog boarding rates can be found as low as $21 to as high as $38 per night.

If you’re searching for a Princess Anne dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 64 sitters provided dog boarding in Princess Anne. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 93% of Princess Anne dog boarding sitters respond in under an hour.

Dog boarding sitters with repeat customers have an average of 10 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Princess Anne.

Rover makes it easy to find Princess Anne dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 64 dog boarding sitters in Princess Anne on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.