Dog Boarding Whispering Woods

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

Pick-Up
Search

Over 213
pet parents in Whispering Woods have booked dog boarding

Whispering Woods, Find top rated dog boarding

1 / 1
Sitter Profile Image: Michelle M.
Verified Background Check
Michelle M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 576 reviews
264 repeat clients
25 years of experience
Annapolis, MD, 21409

“Amazing from the meet and greet and throughout the entire weekend stay. Michelle was very very communicative of what was going on with my pup. Would totally book again!”

Profile image
Maya G.
Sitter Profile Image: Carlie H.
Verified Enhanced Background Check
Carlie H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 85 reviews
35 repeat clients
15 years of experience
Severna Park, MD, 21146

“After a meet and greet we decided to do an overnight trial and our dog loved it! The whole family is very warm and inviting and our dog felt at home the moment he walked in the door. Their house has a nice fenced in backyard as a plus. We have already booked our summer vacation and plan on booking other trips as well. Very happy to have found such a perfect fit.”

Profile image
Kathy T.
Sitter Profile Image: Hester D.
Verified Enhanced Background Check
Hester D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
23 years of experience
Pasadena, MD, 21122

“Hester was absolutely wonderful! Sent us updates on our boy while we were out of the country and shared about all the fun he was having. Would definitely rebook and recommend!!”

Profile image
Megan C.
Sitter Profile Image: Katie F.
Verified Enhanced Background Check
Katie F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 124 reviews
39 repeat clients
16 years of experience
Annapolis, MD, 21401

“Katie was amazing with my dog! She was flexible on drop off and pickup. She also sent many pictures to jeep us updated. She treated her like one of her own pups. My dog did not want to leave!”

Profile image
Michael F.
Sitter Profile Image: Benjamin S.
Verified Enhanced Background Check
Benjamin S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 20 reviews
8 repeat clients
28 years of experience
Severna Park, MD, 21146

“Benjamin is an excellent dog sitter! We could really tell he cared about our dog Chewy. He has a lovely home in a nice quiet neighborhood with plenty of outdoors space for our dogs. Chewy looked really happy during his stay and didn’t give us any attitude after his pickup.”

Profile image
Abel U.
Sitter Profile Image: Kendall L.
Verified Enhanced Background Check
Kendall L.
from
$50
per night
5.0 out of 5 stars
• 11 reviews
1 repeat client
18 years of experience
Severna park, MD, 21146

“Kendall and her family helped me in a bind and proved to be reliable, friendly and incredibly welcoming to my dog, Shoto. I’d highly recommend her for anyone who needs pet sitting, and I’d definitely book her again.”

Profile image
James T.
Sitter Profile Image: Janice & Stalio C.
Verified Enhanced Background Check
Janice & Stalio C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 21 reviews
6 repeat clients
17 years of experience
Pasadena, MD, 21122

“We couldn’t be happier with Janice and Stalio! They didn’t balk at any of our special requests, of which there were several including giving meds, medicated baths, belly band changes and not leaving our Chihuahua alone, and without a lap for too long. The dogs didn’t greet us with their usual excitement when we returned, which we take to mean that they were spoiled beyond belief. We are supremely grateful to have found J & S!”

Profile image
Alisa P.
Sitter Profile Image: James B.
Verified Enhanced Background Check
James B.
from
$45
per night
5.0 out of 5 stars
• 11 reviews
30 years of experience
Annapolis, MD, 21403

“James did a great job caring for Ellie! I feel confident she was well taken care of based on how comfy she looked in all the photos. He has a great location with his fenced in back yard and beautiful neighborhood for walks!”

Profile image
Shelby B.
Sitter Profile Image: Ciarra & Tariq J.
Verified Background Check
Ciarra & Tariq J.
from
$40
per night
4.9 out of 5 stars
• 147 reviews
44 repeat clients
3 years of experience
Annapolis, MD, 21402

“I couldnt have asked for a better sitter for Montana than Ciarra and Tariq! I felt comfortable leaving Montana with them as he didn't pay me any attention when I dropped him off. The goody bag was extra on top of their great service! I will definitely use them again!”

Profile image
Kim L.
Sitter Profile Image: Marliez G.
Verified Enhanced Background Check
Marliez G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 36 reviews
18 repeat clients
20 years of experience
Glen Burnie, MD, 21060

“My Blue came home happy! Marliez was great, she sent tons of pictures and gave me reassurance my fur baby was having a good stay. I would definitely book with her again!”

Profile image
Dana S.
Sitter Profile Image: Lindsay G.
Verified Enhanced Background Check
Lindsay G.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 86 reviews
36 repeat clients
15 years of experience
Stevensville, MD, 21666

“Lindsay, did a great job taking care of my dog and sent me pictures every day keeping me informed on how my dog was doing. I would highly recommend using Lindsay to take care of your dog. I was very pleased. Congressman Bill Sarpalius”

Profile image
Bill S.
Sitter Profile Image: Kathleen M.
Verified Enhanced Background Check
Kathleen M.
from
$31
per night
5.0 out of 5 stars
• 4 reviews
50 years of experience
Annapolis, MD, 21403

“Kathleen was amazing!! Ziggy had such a wonderful time. She loves to go on hikes, and Kathleen took her on a little adventure at the nearby park. She sent a bunch of photo updates and communicated very well. When I picked up Ziggy, it was clear that she felt right at home with Kathleen and was so happy to have spent the weekend there. I cannot recommend Kathleen enough, and will definitely have her watch Ziggy again in the future!”

Profile image
Daniel A.
Sitter Profile Image: Sarah S.
Verified Enhanced Background Check
Sarah S.
from
$55
per night
5.0 out of 5 stars
• 19 reviews
4 repeat clients
20 years of experience
Annapolis, MD, 21401

“Sarah made our dog Stuart feel perfectly at home with her family. She treated him like her own, and kept us in the loop with photo updates. We felt reassured and comforted knowing Stuart was in such loving hands. Thanks so much, Sarah!!”

Profile image
Lauren R.
Sitter Profile Image: Emily S.
Verified Enhanced Background Check
Emily S.
from
$60
per night
5.0 out of 5 stars
• 17 reviews
6 repeat clients
10 years of experience
Annapolis, MD, 21403

“Emily was a fantastic sitter for Rudy! This was our first time with Emily and Rover and the experience was all positive. Emily kept in daily contact sending brief texts and/or pictures of Rudy that truly set my mind at ease during this first visit. Rudy also enjoyed playing with Emily's dogs, Pumpkin and Scooter. We would definitely use Emily again!”

Profile image
Tracey B.
Sitter Profile Image: Megan H.
Verified Enhanced Background Check
Megan H.
Star Sitter
from
$45
per night
4.9 out of 5 stars
• 59 reviews
20 repeat clients
10 years of experience
Odenton, MD, 21113

“Megan was wonderful - I would say she went above and beyond. My dog Carter and I had not been apart for a full day or even an overnight since I adopted him in January and I was very worried about being apart from him for nearly a week. Megan clearly made Carter feel at home, listened to the things I told her would help maintain Carter's routine, figured out how to adjust when Carter made clear he wasn't staying in his routine when he out of his routine. They clearly had great affection for one another and Megan sent me many photos and videos showing me that Carter was doing well. It was a great experience and I would want to hire Megan again for a similar occasion.”

Profile image
Joseph H.
Sitter Profile Image: Anthony N.
Verified Enhanced Background Check
Anthony N.
from
$37
per night
5.0 out of 5 stars
• 5 reviews
3 repeat clients
3 years of experience
Odenton, MD, 21113

“Anthony did a fantastic job sitting for our pup! His communication was top-notch, and he kept us updated throughout the entire stay with photos and check-ins. Everything went super smoothly, and we couldn't be happier with the overall service. Highly recommend Anthony to anyone looking for a reliable and caring pet sitter!”

Profile image
Steve M.
Sitter Profile Image: Elizabeth D.
Verified Background Check
Elizabeth D.
from
$50
per night
5.0 out of 5 stars
• 27 reviews
12 repeat clients
20 years of experience
Crownsville, MD, 21032

“Elizabeth was great! She took care of our 6 month old lab on short notice and provided updates throughout the stay. He loved playing with his new friends (her pups!) Elizabeth is very kind and I would trust her again with our puppy in a heartbeat.”

Profile image
Graham S.
Sitter Profile Image: Jasmine S.
Verified Enhanced Background Check
Jasmine S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 53 reviews
22 repeat clients
4 years of experience
Glen Burnie, MD, 21061

“Jasmine was wonderful! She kept both of my dogs over a long weekend and they had so much fun. She sent daily pictures and videos and she was always in contact with me. I will definitely use her again.”

Profile image
Chelsey C.
Sitter Profile Image: Richard & Anny M.
Verified Enhanced Background Check
Richard & Anny M.
from
$40
per night
4.8 out of 5 stars
• 16 reviews
12 repeat clients
35 years of experience
Odenton, MD, 21113

“Rich and Anny took great care of my dog, Dot, for a week. They have a great set up for taking care of multiple animals so that each one can get plenty of attention.”

Profile image
Nicolas B.
Sitter Profile Image: Sarah H.
Verified Enhanced Background Check
Sarah H.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 125 reviews
34 repeat clients
13 years of experience
Riverside, Pasadena, MD, 21122

“Sarah was so awesome with my senior pup on a recent stay. She was very responsive and flexible, asked all the right questions, and sent regular updates during the stay. Finding someone to partner with for your furry family can feel hit or miss sometimes. I’m so glad I was able to connect with Sarah and won’t think twice about reaching out to her again!!”

Profile image
Catherine L.
1 / 1
View more

The median cost per night for dog boarding in Whispering Woods is $50

Dog parents share their Rover experiences - Whispering Woods

1 / 1
5.0 out of 5 stars

Michelle is great. I get daily pictures. My dog is well taken care. It also gives him an opportunity to socialize with other dogs.

Profile image
Dolores R.
Boarding
5.0 out of 5 stars

Dana (and Code) were great with our senior Golden Retriever. They sent pictures daily and it was clear Remi was having a great time. He enjoyed playing in their backyard and going for walks. I wouldn’t hesitate rebooking with Dana in the future.

Profile image
Carolyn R.
Boarding
5.0 out of 5 stars

Elena was great! Took really great care of our dog in her home while we were away! Great communication and I could tell our pup was happy.

Profile image
Sarah S.
Boarding
5.0 out of 5 stars

Maureen was very good with Stella. She sent constant updates and pictures throughout the day and was very responsive. I definitely recommend!

Profile image
Liz E.
Boarding
5.0 out of 5 stars

Our 8 1/2 year old dog just stayed with Candice. He is very attached to me and does not like to get away from my side! Candice took great care of him and he did very well in her care. Candice sent frequent photos - which reassured me how well he was doing. Highly recommend!!

Profile image
Janan F.
Boarding
5.0 out of 5 stars

I was nervous about leaving my new pup, Alfie, but from the moment I met her, I knew he was in wonderful hands. She was absolutely amazing and cared for him as if he were one of her own. She is such a sweet, genuine, and caring person, and you can truly see those qualities in the way she loves and cares for dogs. She genuinely loves them, and it shows! You can see how happy, pampered, and well cared for her own dog, Halo, is. Alfie and Halo became besties, and it honestly felt like Alfie went on a little vacation of his own! 🐾❤️ I couldn’t have asked for a better sitter and would absolutely trust her with Alfie again. Highly recommend!!!!

Profile image
Tina L.
Boarding
5.0 out of 5 stars

Kevin was amazing! He was super responsive, caring and even sent me photos of my lab, Moon, every morning either playing or on a walk with him. When I picked her up, I knew she had been taken care of. I Will definitely use him again in the future!

Profile image
Madeline O.
Boarding
5.0 out of 5 stars

Celena and her lovely family take such great care of Diego and treat him as one of the family when he visits. We get tons of pictures, videos, and updates on his day. After several stays, I continue to 100% recommend Celena!

Profile image
Katie J.
Boarding
5.0 out of 5 stars

Anya is an incredible pet sitter! She took great care of my pup! She’s so warm responsible- she’s the best!

Profile image
Liz C.
Boarding
5.0 out of 5 stars

Kim was so sweet with our dogs. I could tell that they were getting lots of attention from the family. I think they really enjoyed Kim’s children too. Kim communicated with us every day and sent photos which were so nice. I would definitely use Kim again!

Profile image
Charlene C.
Boarding
5.0 out of 5 stars

Amy was wonderful with our senior Golden Retriever, Remi once again. She kept us informed while we were away and sent pictures. It was reassuring to know he was in caring hands.

Profile image
Carolyn R.
Boarding
5.0 out of 5 stars

My dog Fritz has excellent care every time he stays with Luba and James. I trust them in every area.

Profile image
Nancy D.
Boarding
5.0 out of 5 stars

Rachel is warm and responsive and took great care of our, Rosie. We are happy to have found her and have booked with her again.

Profile image
Kristin M.
Boarding
5.0 out of 5 stars

Kate is FANTASTIC!!! My pup has separation anxiety and Kate and her family were so patient and accommodating for her. It is such a huge relief to trust that my little anxious girl will be taken care of!!

Profile image
Nicole M.
Boarding
5.0 out of 5 stars

Bear and Benny give Jean another 5 Paw rating. They said they would give her a full 10/10 if they could. Lot’s pets, snuggles, fun in the sun and snoozes.

Profile image
Ginny W.
Boarding
5.0 out of 5 stars

Kara was a great sitter for our dog, Kevin. She was super communicative and took great care of him. We would absolutely have her watch him again!

Profile image
Megan C.
Boarding
5.0 out of 5 stars

Al was a great host for our dog, Luna, he was very responsive and sent a bunch of pictures of her stay. Well definitely be using his services again.

Profile image
Liliana S.
Boarding
5.0 out of 5 stars

Katie did a wonderful job taking care of our dog! Our poodle is older and anxious but she thrived while at the house with Katie and Will, she was playing and cuddling, showing she was very comfortable. I would recommend them for your family too.

Profile image
Olivia R.
Boarding
5.0 out of 5 stars

Erin is always terrific. She is easy to communicate with, she sends updates on Daisy and overall we completely trust her.

Profile image
Melissa P.
Boarding
5.0 out of 5 stars

This was Tibs’ second time staying with Keerin and her family and he had a great if not better time than the first! Keerin has such a happy home and our boy got tons of love from her, her family, and their dog, Boomer. They sent plenty of happy picture updates. They treat Tibs like family and he loves staying with them! I would recommend them to anyone.

Profile image
Max S.
Boarding
1 / 1
Find dog care near you

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 Woods

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Whispering Woods average 11
repeat dog boarding clients

FAQs for Dog Boarding - Whispering Woods

Frequently asked questions about Rover

The average cost of Dog Boarding in Whispering Woods is $66 per night as of November 2026. Most bookings cost between $38 and $84 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 5,098 sitters on Rover offering Dog Boarding across Whispering Woods. 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.

94% of sitters in Whispering Woods 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 Woods 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 Woods.

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 Woods. On Rover:

  • 86% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 94% 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 Woods 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge