Dog Boarding Whispering Pines

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Sitter Profile Image: Megan & Vincent E.
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Megan & Vincent E.
Star Sitter
from
$52
per night
5.0 out of 5 stars
• 79 reviews
28 repeat clients
15 years of experience
Pylesville, MD, 21132

“Lovely couple. They had such a warm and inviting home for Barkley. I can tell he was well cared for and enjoyed his stay. Thank you for everything!”

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Valerie L.
Sitter Profile Image: Alexandra R.
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Alexandra R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 50 reviews
20 repeat clients
15 years of experience
North East, MD, 21901

“Absolutely awesome! For my first time ever boarding a pet of mine, Alex made it super smooth, and I left feeling great knowing my boy was gonna be on a mini vacation himself ? Will 100% be using her again.”

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Chris J.
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

“This family treats our pet like she literally is one of their family. They are so natural with her and everyone is so loving to our Dog. We have complete peace of mind sending our pet to Jill And Chad. 1000% recommend”

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Shannon B.
Sitter Profile Image: Kayla A.
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Kayla A.
from
$40
per night
5.0 out of 5 stars
• 11 reviews
1 repeat client
10 years of experience
Elkton, MD, 21921

“Kayla was great and was able to accommodate me and my dog on very short notice. She’s incredibly caring and was great with updating me during my boarding time. Will definitely use her services again.”

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Lance F.
Sitter Profile Image: Gisel D.
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Gisel D.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 48 reviews
21 repeat clients
7 years of experience
Edgewood, MD, 21040

“Gisel and her family were absolutely amazing to my fury baby. The constant updates and videos/pictures allowed me to be on travel stress free. I will definitely be letting my baby go back and back again. ☺️”

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Ebony M.
Sitter Profile Image: Jennifer D.
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Jennifer D.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 11 reviews
5 repeat clients
11 years of experience
Street, MD, 21154

About: Since 2014, I’ve cared for pets of all ages and pawsonalities — from shy kittens to spicy dogs, plus chickens, bunnies, and even a hermit crab. 🐶🐱🐔🐰🐟 Fostering over 200 pets has made me fluent in body language (pet edition). Whether your pet wants snuggles, space, or serious playtime, I tailor each visit to what makes them happiest. I’m comfortable giving medications* and teaching basic obedience. I also make the experience great for you! I’m a reliable communicator, send plenty of cute pics, and if your pet’s up for it, you’ll come home to a handmade surprise “from your pet.” *If medications are required to be given an additional fee will be negotiated and applied before the booking is confirmed. Pet care fits naturally into my routine — it’s something I genuinely enjoy! I’m available mornings, evenings, and weekends, with a flexible schedule that allows me to adapt as needed. I am able to care for about a dozen pets per week and I only book one house-sitting family at a time to ensure each pet gets my full attention. Walks and drop-ins can easily be added into my day, especially Monday through Friday. Pet care is both relaxing and rewarding for me — I love building relationships with the pets I visit, and I think they look forward to our time together just as much as I do! I provide care exclusively in my clients’ homes, starting by learning their pet’s established routine to ensure they feel comfy and happy. I gather all the important info — like vet contacts, emergency numbers, and where cleaning supplies live (just in case!). I’m a tidy sitter too: I take out the trash and scoop up any yard “presents” to keep things fresh. Most importantly, I listen closely to both owner and pet to discover what makes each furry friend feel safe and loved, then tailor my care to their unique personality.

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 an amazing sitter. My puppy was cared for as if he was her own. I received updates without having to request updates and my puppy was returned happy and healthy. I highly recommend her to care for your fur baby.”

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Aliyah M.
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

“Sarah was fantastic. Very flexible with drop off and pick up. Would recommend her for dog sitting!”

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Meg D.
Sitter Profile Image: Laura G.
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Laura G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 13 reviews
2 repeat clients
12 years of experience
Newark, DE, 19713

“Laura was great. She took wonderful care of our sometimes difficult pup and he loved being there with her and her pup Eugene. We’re going away for 10 nights soon and Laura is our first choice of sitters. We definitely recommend her to anyone needing a caring, supportive sitter in their home!”

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Karin H.
Sitter Profile Image: Alyssa & Josh H.
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Alyssa & Josh H.
from
$60
per night
4.9 out of 5 stars
• 278 reviews
144 repeat clients
10 years of experience
Coatesville, PA, 19320

“I would recommend Alyssa to everyone I know. I was away for 5 days and she kept me updated at all time about Douglas's stay. She even sent me pictures! Thank you Alyssa for treating my fur baby like one of your family members. ”

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Brittany B.
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

“We had such a great experience! She took amazing care of Cookie and made us feel completely comfortable while we were away. She kept us updated, sent us pictures, and Cookie looked so happy and comfortable with her. 🥹❤️ It was clear that she treated Cookie like her own. We’re so grateful for the care and attention she gave her, and we would absolutely book with her again. Highly recommend! 🐾”

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Selin A.
Sitter Profile Image: Lindsey H.
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Lindsey H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 41 reviews
11 repeat clients
20 years of experience
Newark, DE, 19713

“Lindsey was great! She kept us updated the whole time with pictures and videos of our dog Rocky. We felt very comfortable with Rocky in her care. Will definitely use her again!”

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Shola P.
Sitter Profile Image: Angelene H.
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Angelene H.
from
$55
per night
5.0 out of 5 stars
• 457 reviews
187 repeat clients
10 years of experience
Forest hill, MD, 21050

“This is the first time I have ever boarded my dogs. I wasn’t sure what to expect but was more than happy with the care Angelene gave them. I received several daily updates and pictures. Both my dogs were taken very good care of and always looked to be having a lot of fun. I would recommend Angelene to anyone and will definitely re-book with her when I need to!”

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Sonya H.
Sitter Profile Image: Megan & Vitaliy W.
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Megan & Vitaliy W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 142 reviews
50 repeat clients
15 years of experience
Downingtown, PA, 19335

“My dog is a bit of a sensitive soul and she had a wonderful time while I was away. I much appreciated getting photo and videos so I could see that she was comfortable and happy! I was also grateful for the feeding and sleeping updates. I could relax knowing that she was happy and well cared for! She will be back to hang with cooper and clover next time I have to travel!”

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Anna D.
Sitter Profile Image: Samantha B.
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Samantha B.
from
$25
per night
5.0 out of 5 stars
• 6 reviews
4 repeat clients
50 years of experience
Aberdeen, MD, 21001

“Samantha was great! She sent photos to us and took amazing care of our two pups. She was also very flexible when our needs changed. Will definitely use her services again in the future.”

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Ebonie C.
Sitter Profile Image: Adrianna N.
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Adrianna N.
Star Sitter
from
$31
per night
5.0 out of 5 stars
• 6 reviews
3 repeat clients
17 years of experience
PerryHall, MD, 21128

“Adrianna is absolutely wonderful with Scarlet Arya! I will definitely be using her again!”

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Naomi W.
Sitter Profile Image: Vicky R.
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Vicky R.
from
$50
per night
5.0 out of 5 stars
• 56 reviews
17 repeat clients
16 years of experience
Lancaster, PA, 17603

“It was the first time we leave our dog here in the Usa...and we couldn't choose better!! Vicky and all her family were amazing with Hope...she sent us a lot of photos and video...and kept us updated with everything they did during the day...so we could enjoy our trip at best!!”

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Elisa G.
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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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