Dog Boarding in Princess Anne

Find a loving dog sitter to watch your dog overnight at your sitter's home.

Pick up
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

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: Ben & Shannon A.
Verified Enhanced Background Check
Ben & Shannon A.
Star Sitter
from
$48
per night
5.0 out of 5 stars
77 reviews
30 repeat clients
22 years of experience
Virginia Beach, VA, 23456

Shannon & Ben are Fantastic with our westie, Savvy. Their family is absolutely wonderful in hosting our fur baby - plenty of interaction, stimulation & care. We have the utmost confidence in leaving Savvy in their care!

Profile image
Jerrianne D.
Sitter Profile Image: Cherry M.
Verified Enhanced Background Check
Cherry M.
Star Sitter
from
$28
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
Virginia Beach, VA, 23453

Cherry and Jackie were really great with Ace and their two dogs peanut and teddy were a great energy for Ace. They would send me lots of photos and videos of Ace and was appreciative of the communication they provided. Very nice and loving with Ace, will be booking with them again ! 😁

Profile image
Darius B.
Sitter Profile Image: Katja B.
Verified Enhanced Background Check
Katja B.
from
$37
per night
4.9 out of 5 stars
38 reviews
13 repeat clients
5 years of experience
Virginia Beach, VA, 23453

Katja watch our labradoodle for 5 days and she kept me updated with pictures and text daily. I can tell he had an amazing time because he has been super pouty since he’s been home and he was sad to leave. I would 100% recommend her to anyone that is looking for a pet sitter in the Virginia Beach area!

Profile image
Kourtnei P.
Sitter Profile Image: Christie O.
Verified Background Check
Christie O.
Star Sitter
from
$30
per night
4.9 out of 5 stars
105 reviews
58 repeat clients
20 years of experience
virginia beach, VA, 23454

Christie has been nothing less than absolutely wonderful! She was able to accommodate a last minute change that added an additional four days to our pups’ stay at her home. She’s simply the best and we 100% will utilize her services again ❤️❤️❤️

Profile image
Samantha F.
Sitter Profile Image: Jenn B.
Verified Enhanced Background Check
Jenn B.
Star Sitter
from
$30
per night
5.0 out of 5 stars
67 reviews
25 repeat clients
20 years of experience
Virginia Beach, VA, 23456

Ms Jenn was extremely accommodating to the time of drop off and pick up. We feel like leaving Tomato with a family member, her house is nice and roomy with a large fenced yard which will allow your pet to play safely outside. Ms Jenn sent us pictures and detailed updates to ensure that our Tomato is in great care. I would come back to Ms Jenn every time we need to leave Tomato with someone we trust. Contact her, you won’t regret it!

Profile image
Thao N.
Sitter Profile Image: Priscilla G.
Verified Enhanced Background Check
Priscilla G.
Star Sitter
from
$43
per night
5.0 out of 5 stars
244 reviews
83 repeat clients
8 years of experience
Virginia Beach, VA, 23453

It was our first time leaving our pup with any sitter and we had the best experience with Priscilla! Her daily updates and photos put us at ease. We could tell Nova had a fun and safe time staying with Priscilla, her family, and other dogs sharing the space :) Would definitely recommend and board with her again!

Profile image
Samhita C.
Sitter Profile Image: Cyntra E.
Verified Enhanced Background Check
Cyntra E.
from
$40
per night
5.0 out of 5 stars
40 reviews
11 repeat clients
25 years of experience
Virginia Beach, VA, 23456

Cyntra has watched our dog on multiple occasions now. She provides updates and pics and is a great communicator. Thank you for always taking great care of our Pinto bean!

Profile image
Dee F.
Sitter Profile Image: Dalton C.
Verified Enhanced Background Check
Dalton C.
Star Sitter
from
$30
per night
5.0 out of 5 stars
19 reviews
13 repeat clients
25 years of experience
virginia beach, VA, 23453

Thank you so much for your kindness and patience with our energetic little boy. We know he can be a bit of a challenge sometimes, but you never gave up, and we truly appreciate it.

Profile image
Rene B.
Sitter Profile Image: Nicole D.
Verified Background Check
Nicole D.
Star Sitter
from
$40
per night
4.9 out of 5 stars
574 reviews
292 repeat clients
20 years of experience
Virginia beach, VA, 23452

Nicole took great care of our pup, went above and beyond to making sure she was comfortable as well, so happy to have found someone to trust with our girl when we are away!

Profile image
Amanda M.
Sitter Profile Image: Kimberly H.
Verified Enhanced Background Check
Kimberly H.
from
$44
per night
5.0 out of 5 stars
35 reviews
10 repeat clients
20 years of experience
Virginia Beach, VA, 23453

Kimberly did a fantastic job taking care of our little guy. I was kinda scared leaving him with a stranger, but immediately she made that fear go away. She assured me every step of the way that my puppy was doing ok. She sent me pictures and videos. I would highly recommend her and will definitely use her again if needed. Thank you Kimberly and Hunter for making Rougey’s visit so enjoyable. You guys are AWESOME

Profile image
Mary R.
Sitter Profile Image: Meagan P.
Verified Enhanced Background Check
Meagan P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
18 reviews
3 repeat clients
9 years of experience
Virginia Beach, VA, 23452

Meagan was awesome! Especially with a last minute booking, she was available for meet and greet prior and asked and answered any questions with ease. Throughout the stay her communications were excellent and she sent great pictures. We didn’t worry on our trip because we knew Lyra was in great hands! We knew Lyra was treated as family while in her stay! Would 100 percent book her again!

Profile image
Christiane P.
Sitter Profile Image: Stacy V.
Verified Enhanced Background Check
Stacy V.
Star Sitter
from
$35
per night
5.0 out of 5 stars
65 reviews
23 repeat clients
20 years of experience
Northwest, Virginia Beach, VA, 23462

Stacy and her family were so so so kind and loving to my dog Bella!! Bella is 19 months old so definitely still in the puppy phase and Stacy was so welcoming and loving to her! I had to go out of town for a few days and I got updates with pictures and she truly spoiled her! I can’t thank her enough for everything she did for my Bella girl. Truly amazing at what she does!!!

Profile image
Jordan C.
Sitter Profile Image: Wendy M.
Verified Enhanced Background Check
Wendy M.
from
$30
per night
5.0 out of 5 stars
14 reviews
3 repeat clients
10 years of experience
Virginia Beach, VA, 23462

Wendy was awesome taking care of our pup on short notice! She was very accommodating to our schedule and made logistics easy. It was clear Ollie felt right at home. Highly recommend!

Profile image
John H.
Sitter Profile Image: Benjamin O.
Verified Enhanced Background Check
Benjamin O.
Star Sitter
from
$26
per night
5.0 out of 5 stars
30 reviews
6 repeat clients
20 years of experience
North Central, Virginia Beach, VA, 23452

Ben watched our dogs, Watson and Maggie, for two weeks and did an excellent job. One of our dogs needed medication during the stay, and Ben handled it without any issues. He kept us updated regularly with photos and was always easy to communicate with, which gave us a lot of peace of mind while we were away. We really appreciated how willing he was to do whatever our dogs needed to feel comfortable and cared for. A funny bonus from their stay is that our dogs are now completely comfortable using stairs. Watson used to be very hesitant to go upstairs, and now both dogs go up and down on their own all the time — something they never did before. Clearly they felt right at home with Ben. We’d definitely trust him to watch Watson and Maggie again and highly recommend him to others.

Profile image
Nick T.
Sitter Profile Image: Sherry H.
Verified Enhanced Background Check
Sherry H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
174 reviews
71 repeat clients
25 years of experience
Virginia Beach, VA, 23464

Sherry watched our sweet chocolate lab for the first time. She sent several pictures daily and was very responsive. She really seems super genuine and you can tell she loves the dogs she takes care of. Thank you and your family for taking great care of Thor!

Profile image
Karen C.
Sitter Profile Image: Nichole U.
Verified Enhanced Background Check
Nichole U.
from
$50
per night
5.0 out of 5 stars
181 reviews
79 repeat clients
14 years of experience
Virginia Beach, VA, 23456

Our senior dog is about as high maintenance as it gets, with anxiety and health issues while we were away for an extended period of time, but Nichole handled her with knowledge and patience.

Profile image
Amber
Sitter Profile Image: Nina B.
Verified Enhanced Background Check
Nina B.
from
$25
per night
5.0 out of 5 stars
6 reviews
4 repeat clients
10 years of experience
Virginia Beach, VA, 23452

I cannot recommend Nina enough! From the moment I left my dog in her care, I felt completely at ease. She provided regular updates, sent plenty of pictures, and made sure I always knew how my pups were doing. I will absolutely be booking with her again and highly recommend her to anyone looking for a trustworthy and caring pet sitter!

Profile image
Maria E.
Sitter Profile Image: Lauren H.
Verified Enhanced Background Check
Lauren H.
Star Sitter
from
$37
per night
5.0 out of 5 stars
35 reviews
9 repeat clients
17 years of experience
Great Bridge East, Chesapeake, VA, 23322

Lauren and her wonderful family are the very best sitters and genuinely love dogs. This is Ollie's second time visiting, and I know he's happy and loved; he always has a blast playing with Lauren's dog, Milo. Thank you!

Profile image
Sarah S.
Sitter Profile Image: Sara R.
Verified Background Check
Sara R.
from
$55
per night
5.0 out of 5 stars
9 reviews
5 repeat clients
10 years of experience
Virginia Beach, VA, 23454

Sara was incredible and sent regular updates while she was taking care of Logan! Highly recommend and will use Sara any time she’s available that I have a need!

Profile image
Tommy G.
Sitter Profile Image: Marjorie R.
Verified Background Check
Marjorie R.
Star Sitter
from
$30
per night
5.0 out of 5 stars
11 reviews
6 repeat clients
12 years of experience
Northeast, Virginia Beach, VA, 23451

Marjorie is truly the best and her family is so lovely! They really do treat Lucha like their own (and their kid seems to think it's the family dog at this point!) and I always know when Lucha stays with them that she is well taken care of

Profile image
Michelle U.
1 / 1
View more sitters

Princess Anne dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Janice was SO amazing. Racer can be a very energetic puppy and I can be a nervous dog mom but with Janice I felt so comfortable from the absolute beginning to leave my boy with her. She sent me updates and let me know he was doing good. When I picked Racer up he was the happiest guy and I could tell he had a blast all weekend. I cannot recommend Janice enough and I will 100% rebook with her.

Profile image
Destiny M.
Boarding
5.0 out of 5 stars

This was my first time using a dog sitter other than a family member. Kimberly was great, sent pics and updates, asked questions via text. In all the updates, my dog looked happy and at ease. Since picking him up he has been knocked out, he seemed to have a wonderful time and is completely exhausted, like picking a kid up from camp. I would use her services again.

Profile image
Terra L.
Boarding
5.0 out of 5 stars

Camryn was the perfect sitter!!! Communication was top tier and she loved our Cookie like she was her own! I highly recommend her!

Profile image
Nyisha W.
Boarding
5.0 out of 5 stars

The best!!! I highly recommend Robione to care for you pet if you need that extra reassurance when leaving your pet behind!!

Profile image
Rachel P.
Boarding
5.0 out of 5 stars

Robert was an amazing sitter for Banshee while we were away for Christmas. From the moment we met him, we felt completely at ease. His wife and beautiful daughter were incredibly sweet, and it was clear Banshee was welcomed as part of their family. We received regular photos and updates, which gave us so much peace of mind while traveling. When we picked Banshee up, he was calm, happy, and clearly well cared for. We’re so grateful to have found such a kind and trustworthy sitter and would absolutely recommend Robert to anyone looking for excellent care for their pet.

Profile image
Carolina M.
Boarding
5.0 out of 5 stars

Savannah and Thomas are awesome. They took great care of my dog Buddy on short notice. Great communication and they texted me lots of pictures. I can’t say enough good about them. We will definitely be coming back. Thank you Savannah and Thomas. You are fantastic.

Profile image
Grace S.
Boarding
1 / 1
Find pet care near you

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 $39

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

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, 825 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, 92% of Princess Anne dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Princess Anne have an average of 18 years of experience. 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 825 dog boarding sitters in Princess Anne on Rover, so you’re sure to find the perfect match for your dog! In Princess Anne, 98% of sitters offer daily exercise, 100% offer medication administration, and 92% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care 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.