Dog Boarding Whispering Pines

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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: Jacob & Megan W.
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Jacob & Megan W.
from
$42
per night
5.0 out of 5 stars
• 88 reviews
53 repeat clients
10 years of experience
Bel Air, MD, 21015

“Meghan and Jacob took such great care of our Lab and we couldn’t be happier with their service. They are caring, dependable, attentive, and truly treat your dog like part of their own family. It gives us such peace of mind knowing our fur baby is in such loving and capable hands. We are so grateful to have found them and would highly recommend their dog-sitting services to anyone looking for trustworthy, compassionate people to care for their pets. We will definitely use them again! 🐾❤️”

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Joan L.
Sitter Profile Image: Pamela C.
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Pamela C.
from
$45
per night
5.0 out of 5 stars
• 41 reviews
12 repeat clients
11 years of experience
Bel Air, MD, 21015

“We are very pleased with the care Pamela provides for our dog! She really takes great care to make our dog feel comfortable. She has a great fenced yard where our dog can run around and explore. Pamela also keeps us posted on our dog’s activities with daily pictures! We wholeheartedly recommend Pamela!”

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Leatha F.
Sitter Profile Image: Nicole & Michael M.
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Nicole & Michael M.
from
$45
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
20 years of experience
Rising Sun, MD, 21911

“Have left our little boy Brady with them multiple times and its obvious he looks forward to his time with them. He always comes home tired from so much playtime. Can not recommend them enough. It's Brady's home away from home!”

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Michael M.
Sitter Profile Image: Jill & Chad H.
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Jill & Chad H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 95 reviews
21 repeat clients
2 years of experience
Abingdon, MD, 21009

“Sherman loved his time with Jill and Chad and family!!! We could tell that he got so much attention and affection. Sherman can't wait for his summer vacation in July!”

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Patricia Y.
Sitter Profile Image: Pearl J.
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Pearl J.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 131 reviews
47 repeat clients
30 years of experience
Havre De Grace, MD, 21078

“Pearl provided outstanding care for our dog once again. Based on how excited is he to be with her, it's obvious that she spoils him with attention. We are incredibly thankful for her dependability and trustworthiness. We know that he gets treated as well as one of Pearl's own and we will count it a blessing to have her care for him again.”

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Michael A.
Sitter Profile Image: Patrick & Bahiya A.
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Patrick & Bahiya A.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 105 reviews
32 repeat clients
20 years of experience
Joppatowne, MD, 21085

“Patrick and Bee are just the BEST out there! I leave my two pups with them with complete trust that they aren’t “just with a sitter,” but being genuinely loved and cared for. The dogs get outside, play, get family time, and are spoiled in their care just like they are at home. Highly recommend!”

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Natalia H.
Sitter Profile Image: Sandra T.
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Sandra T.
Star Sitter
from
$32
per night
5.0 out of 5 stars
• 20 reviews
4 repeat clients
25 years of experience
Newark, DE, 19713

“Sandra is absolutely wonderful! I had no doubt Stella was in good hands with her during her stay. She provided frequent updates and photos. I highly recommend her!”

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Kajal B.
Sitter Profile Image: Candice M.
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Candice M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 133 reviews
61 repeat clients
10 years of experience
South St. Georges, DE, 19709

“Candice was so kind and communicated extremely well while watching my dog. She was flexible, responsive, and made the entire experience stress-free. This was my dog’s first time staying with Candice, and everything went smoothly. I felt confident knowing my dog was in great hands, and I definitely plan to use her again in the future. Highly recommend!”

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Lavonne C.
Sitter Profile Image: Aria F.
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Aria F.
from
$65
per night
5.0 out of 5 stars
• 38 reviews
15 repeat clients
10 years of experience
Darlington, MD, 21034

“Aria is absolutely wonderful. We just did a meet and greet with two weeks ago, We dropped our Morkie named (Jake) Thursday night. We had to travel out of town, and Aria went over and above all weekend long. She sent us great pictures multiple times a day. Kept us updated with what they were doing, including what Jake was eating. A+++++++++ all around. I recommend her and will definitely be booking with her again. Thank you Aria. Your the best.”

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Benny B.
Sitter Profile Image: Kwame K.
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Kwame K.
from
$40
per night
5.0 out of 5 stars
• 14 reviews
1 repeat client
6 years of experience
North East, MD, 21901

“I was in Maryland for a wedding. My golden retriever stayed with Kwame for two nights. Great communication, easy drop off and pick up. My pup was happy to be able to play with other dogs during his stay.”

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Andrea C.
Sitter Profile Image: Sarah M.
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Sarah M.
from
$45
per night
5.0 out of 5 stars
• 13 reviews
6 repeat clients
10 years of experience
Bel Air, MD, 21015

“Kuki had a great time with Sarah.”

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Betty T.
Sitter Profile Image: Randi G.
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Randi G.
from
$47
per night
5.0 out of 5 stars
• 21 reviews
5 repeat clients
20 years of experience
Forest Hill, MD, 21050

“Randi sent lots of PICTs and kept my up to date. Great fenced in back yard and a doggy door. I would highly recommend Randi and her family and will continue to use her. My dog was so happy and tired from playing when I picked him up. Great all around experience.”

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Tom L.
Sitter Profile Image: Allison D.
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Allison D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 15 reviews
4 repeat clients
40 years of experience
Bel Air, MD, 21014

“Allison D was a great care giver for our Cricket. She played with, cuddled and entertained her and told us Cricket was well behaved and welcome to return if we needed care provided again in the future.”

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Bern K.
Sitter Profile Image: Jasmin D.
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Jasmin D.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 11 reviews
8 repeat clients
14 years of experience
Abingdon, MD, 21009

“Jasmin and her mom were great. My dog was well cared for and happy when I picked him up. They were able to make Toby feel comfortable in their home- and he played well with their dog. Lovely people- highly recommend.”

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Dina T.
Sitter Profile Image: Brittany F.
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Brittany F.
from
$44
per night
5.0 out of 5 stars
• 23 reviews
3 repeat clients
20 years of experience
Warwick, MD, 21912

“Brittany was absolutely wonderful with Kevin! She treated him like one of her own, and it was clear he felt right at home. She was warm, friendly, professional, and kept us updated throughout his stay. Kevin had a fantastic time, and we’ll definitely be back! Highly recommend!”

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Jeanette P.
Sitter Profile Image: Sharon M.
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Sharon M.
from
$45
per night
4.9 out of 5 stars
• 98 reviews
47 repeat clients
40 years of experience
Elkton, MD, 21921

“Sharon took great care of Sophie. She sent tons of pictures to keep us updated throughout the week and we were really appreciative! We highly recommend her for anyone who needs a sitter!”

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Lauren H.
Sitter Profile Image: Alessandra G.
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Alessandra G.
from
$45
per night
4.8 out of 5 stars
• 22 reviews
11 repeat clients
8 years of experience
Havre de Grace, MD, 21078

“Alessandra is a great caring sitter for our little Jesse. She leaves messages and pictures during his stay. Her kids and dogs are very gentle and caring as well.”

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Rita H.
Sitter Profile Image: Latoya C.
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Latoya C.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 28 reviews
8 repeat clients
35 years of experience
Newark, DE, 19702

“What a wonderful, stress-free experience we had with LaToya! Our sweet little dog is a bit on the anxious side, she's almost 11, but still becomes pretty nervous on the way to the groomer and vet. She's slow to warm up to new people, but surprisingly, she immediately took to LaToya! This literally has never happened, so I knew right away that it was a match made in heaven! LaToya was incredibly responsive, shared pics daily and provided updates about our little one's adjustment process and her week. Leaving our dog with LaToya felt like leaving her with family. We're grateful for that and excited to now have a very comfortable option for her new home away from home when needed. FIVE PLUS stars for sure! Definitely intend to use LaToya's services again and I highly recommend her without reservation! You will not be disappointed! Thank you LaToya!”

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Melanie C.
Sitter Profile Image: Kara C.
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Kara C.
from
$45
per night
4.5 out of 5 stars
• 2 reviews
16 years of experience
Elkton, MD, 21921

About: I have taken care of dogs, my whole life whether they were my own or somebody else’s I absolutely love animals your animal will always be safe in my care and have the best time. I’m currently a stay at home mom so if I leave the house, I only leave to go to the grocery store or to grab the little one something to eat if they want it I have a huge backyard my house backs up against the woods. We are not close to the road at all. You’re dog would never be let outside alone my kids would run around in the backyard with them 💕

Sitter Profile Image: Bethany D.
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Bethany D.
from
$55
per night
5.0 out of 5 stars
• 24 reviews
5 repeat clients
10 years of experience
Newark, DE, 19711

“Bethany was wonderful with Luna and Coco! She took excellent care of them, made sure they got plenty of walks and playtime, and kept us updated throughout our trip. We came home to happy, relaxed pups and really appreciated how organized and communicative she was. We would absolutely book with her again and highly recommend her.”

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Andrea H.
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The median cost per night for dog boarding in Whispering Pines is $50

Book with peace of mind

  • 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.

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

  • World-class support

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

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Whispering Pines

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Whispering Pines average 10
repeat dog boarding clients

FAQs for Dog Boarding - Whispering Pines

Frequently asked questions about Rover

As of November 2026, there are 764 sitters on Rover offering Dog Boarding across Whispering Pines. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

96% of sitters in Whispering Pines can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Whispering Pines 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 Whispering Pines.

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.

Yes, you can find sitters who have experience with handling special pet needs in Whispering Pines. On Rover:

  • 91% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

You and your Whispering Pines 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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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