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.

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Sitter Profile Image: Daniel W.
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Daniel W.
Star Sitter
from
$35
per night
5.0 out of 5 stars
28 reviews
9 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: Kate B.
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Kate B.
Star Sitter
from
$50
per night
4.9 out of 5 stars
92 reviews
29 repeat clients
35 years of experience
Delmar, MD, 21875

Best sitter! Molly had a great time running and resting at Kate’s house for the weekend. She had an extra crate for her when I forgot mine and also kept me updated with Molly’s day. I really appreciated the short turn around as my planned sitter canceled last minute and I was scrambling to find a reliable fix! Thank you Kate!

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Elizabeth R.
Sitter Profile Image: Susan R.
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Susan R.
from
$39
per night
5.0 out of 5 stars
40 reviews
16 repeat clients
47 years of experience
Pocomoke City, MD, 21851

Susan was amazing! She was willing to work with our schedule and was very accommodating. She was great at sending daily updates with pictures.

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Katrina W.
Sitter Profile Image: Daniela K.
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Daniela K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
110 reviews
31 repeat clients
10 years of experience
Delmar, MD, 21875

This is the third time Daniela has kept Saylor for us. Saylor is well taken care of when with her. He gets to play with her dogs and goes for walks. ☺️

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Patricia G.
Sitter Profile Image: Denise S.
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Denise S.
from
$50
per night
5.0 out of 5 stars
52 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: Dawn G.
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Dawn G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
30 reviews
8 repeat clients
30 years of experience
Pocomoke, MD, 21851

Dawn was great with our fur baby boy! We picked up a happy boy from staying with Dawn for 6 days. I highly recommend Dawn for boarding any dog! We will refer and use her services again!

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

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.

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Cheri B.
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 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: Anmei Y.
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Anmei Y.
Star Sitter
from
$50
per night
5.0 out of 5 stars
12 reviews
2 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: Lacy M.
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Lacy M.
Star Sitter
from
$28
per night
5.0 out of 5 stars
11 reviews
6 repeat clients
19 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
192 reviews
79 repeat clients
13 years of experience
Willards, MD, 21874

My dog stayed with Jill for a few days over the 4th of July weekend. Jill could not have made it any easier or my dog more comfortable. She has a fenced back yard to allow the dogs to play! My dog hardly noticed when I left. Jill sends timely photos and is always quick to respond to messages. We've already booked our dog's second stay with Jill. Couldn't recommend her enough.

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Daniel H.
Sitter Profile Image: Kadeah T.
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Kadeah T.
from
$35
per night
5.0 out of 5 stars
1 review
11 years of experience
Salisbury, MD, 21801

Charlie enjoyed his time with Kadeah and was so well taken care of! It was his first time with a sitter but she made me feel comfortable and updated with pictures and videos

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christian K.
Sitter Profile Image: Amy A.
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Amy A.
Star Sitter
from
$50
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
50 years of experience
Laurel, DE, 19956

Amy is amazing. She is kind and flexible and has done amazing job caring for Kalooki. We don’t have to feel guilty about leaving her behind because she is always excited to visit and has a great time either Amy’s family and the other pets to have fun with. Amy sends great photos and videos along the way that give us insights into her daily activities and friendships. She always comes home from her “vacations” exhausted in a good way, which is the best outcome of vacations for her humans too. Highly recommend!

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

Brenda did a terrific job watching over and caring for our dogs. She asked good questions, showed genuine concern for their care and kept us in the loop. She has a great place for them to run around in a secured fenced-in yard and a spacious home for them to play. I really think you can’t go wrong with her.

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Cynthia N.
Sitter Profile Image: Jodi G.
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Jodi G.
from
$35
per night
5.0 out of 5 stars
14 reviews
1 repeat client
45 years of experience
Hebron, MD, 21830

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.

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Soul D.
Sitter Profile Image: Naomi S.
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Naomi S.
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
Salisbury, MD, 21804

Naomi was a wonderful host for our dog! She was great with our dog and made sure that she could stay on her home schedule to the best of her ability. She was very considerate, organized , and a great communicator, even sending updates on how our dog was doing with pictures at least once a day so we knew she was well. I recommend Naomi’s services for anyone looking for daycare or boarding for their dog!

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Emer G.
Sitter Profile Image: MacCray C.
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MacCray C.
from
$40
per night
5.0 out of 5 stars
5 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.
Sitter Profile Image: Samantha R.
Verified Background Check
Samantha R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
67 reviews
28 repeat clients
20 years of experience
Millsboro, DE, 19966

Samantha was great!!! She was very communicative, and I could tell that Jett had a good time. I will definitely work with her in the future. 10 out of 10!

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Emilsa J.
Sitter Profile Image: Jaclyn N.
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Jaclyn N.
from
$55
per night
5.0 out of 5 stars
91 reviews
23 repeat clients
15 years of experience
Greenbackville, VA, 23356

We have used Jaclyn’s services twice now and would not hesitate to again. We love getting photos of Dani’s visit, which we call her “field trip” or “sleep over”. Jaclyn is very responsive and quick to answer any questions. She was also very understanding and easy to work with when our travel plans had to be postponed for a short time.

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Denis-Marc & Peggy N.
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Over 28
pet parents in Princess Anne have booked dog boarding

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  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 $45

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 Mar 2026, the median cost of dog boarding in Princess Anne is $45 per night, including service fees. Boarding your dog for one week typically costs $315. 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 $26 to as high as $49 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 Mar 2026, 46 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, 87% 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 46 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.