Dog Boarding Whispering Woods

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Over 213
pet parents in Whispering Woods have booked dog boarding

Whispering Woods, Find top rated dog boarding

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: Michelle M.
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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

“Michelle was awesome and so sweet! She sent pictures of Murphy and was very understanding when we got caught in traffic and picked him up later than we thought. Overall I would definitely use Michelle again and I think Murphy agrees!!”

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Ashley S.
Sitter Profile Image: Carlie H.
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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

“Carlie did a great job. She even had to deal with a seizure. She kept me informed of how the dogs were doing. Her son read to them every night.”

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Jayme B.
Sitter Profile Image: Hester D.
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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!!”

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Megan C.
Sitter Profile Image: Kimberly W.
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Kimberly W.
from
$45
per night
5.0 out of 5 stars
• 53 reviews
19 repeat clients
12 years of experience
Arnold, MD, 21012

“Kimberly and her family were fantastic. My dog seemed super happy during her stay. I received a photo and note every night. I will definitely be booking with them in the future.”

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Sarah F.
Sitter Profile Image: Benjamin S.
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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.”

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Abel U.
Sitter Profile Image: Kendall L.
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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.”

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James T.
Sitter Profile Image: Debra K.
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Debra K.
from
$45
per night
5.0 out of 5 stars
• 43 reviews
18 repeat clients
30 years of experience
Pasadena, MD, 21122

“I can’t say enough good things about Debra. She was AMAZING. Communicated with me often throughout her stay, sent pictures and loved my baby like I would. I was nervous to leave her with someone else for the first time but Debra made me feel comfortable. Thanks so much Debra!!”

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Jamie S.
Sitter Profile Image: Andy & Lydia M.
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Andy & Lydia M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 70 reviews
18 repeat clients
41 years of experience
Annapolis, MD, 21403

“Andy was really great with Sherlock. I appreciated his methods to introduce Sherlock to the other dogs recognizing dogs have different personalities and needs. Andy provided daily photos and updates on how things were going which put my mind at ease. I could see Sherlock was being well taken care of and was having a good time. Andy clearly loves dogs and I would have him watch my dog again and recommend him to others.”

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Julie R.
Sitter Profile Image: Ciarra & Tariq J.
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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

“Ciarra was amazing!! She did so great with my baby not sure if my pup wanted to come back home with me ? she constantly updated me with everything and I could tell she treated my dog like it was her own. Highly recommend and would go back if I need to go on vacation again!”

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Lorabelle A.
Sitter Profile Image: Sydney E.
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Sydney E.
from
$63
per night
5.0 out of 5 stars
• 62 reviews
28 repeat clients
30 years of experience
Arnold, MD, 21012

“Sydney sent pictures of Murphy everyday so I could see he was happy and in good hands! I don’t think he wanted to leave. I will definitely leave Murphy with Sydney again!”

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Nancy M.
Sitter Profile Image: Marliez G.
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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

“Marliez was absolutely amazing! She was attentive and kind. My fur baby was happy to stay with her and was very well taken care of; she stayed in a home away from home. Marliez sent me pictures every day and made sure to give me an update on my baby’s activities and mood. Would definitely recommend Marliez to anyone wanting their baby to stay in a loving home while they are away. Loved working with Marliez and will be booking with her in the future.”

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Mayda A.
Sitter Profile Image: Kathleen M.
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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!”

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Daniel A.
Sitter Profile Image: Beth H.
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Beth H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 60 reviews
18 repeat clients
40 years of experience
Edgewater, MD, 21037

“Beth was awesome with Bailey! Bailey is an older gal, and gets a bit stressed with change but Beth was very patient with her and Bailey settled down nicely during her stay. The video of Bailey wagging her tail and playing around proved such. Thank you, Beth, for taking such good care of her!”

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Janet S.
Sitter Profile Image: Beth W.
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Beth W.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 85 reviews
35 repeat clients
25 years of experience
Annapolis, MD, 21403

About: Does your pet need special attention? Strong pup who needs a confident handler? Leery feline with trust issues? I got you. My own dog is a “foster fail” who was considered a “yellow” dog who was very untrusting of people. Now he is a lazy lapdog with no cares in the world. Lots of work to get there but I’d love to help anyone else who struggles to ring “the right” sitter for their stubborn pet. I have volunteered at the local spca to walk all the dogs (with pitties having that special place in my heart). Looking to build a new work/life balance focused on taking care of animals so I am free most days and times of the day. Weekends, daytimes and evenings welcome. Each animal is different. Some pets need time to warm up so I approach animals with respect in their own homes and take the time to gain their trust. I tend to get down on the animals level and let them approach me.

Sitter Profile Image: Megan H.
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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 super attentive, taking care of my cats just like they were her children. I appreciate her and will definitely be using her in the future.”

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A L.
Sitter Profile Image: Emily S.
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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 there in a pinch! I was able to leave town for work knowing that Maverick was safe and have a blast with other four-legged friends. Thank you!”

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Heather C.
Sitter Profile Image: Mady H.
Verified Enhanced Background Check
Mady H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 90 reviews
28 repeat clients
10 years of experience
Bowie, MD, 20716

“Mady was great, very nice and you can tell she has a genuine love of dogs. Mady has a pair of friendly dogs that played well with mine. She sent pictures daily and kept us updated on how our dog was doing. Highly recommend and will use her services again in the future.”

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Brian S.
Sitter Profile Image: Ashley E.
Verified Enhanced Background Check
Ashley E.
Star Sitter
from
$43
per night
5.0 out of 5 stars
• 38 reviews
15 repeat clients
20 years of experience
Severn, MD, 21144

“I am sooooo happy that I found Ashley! She's amazing with Gracie and I am fully at ease while traveling knowing that she is being well taken care of. She keeps me updated daily and I so appreciate that she does it without me having to ask. Ashley is now my go-to sitter!!”

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Janel R.
Sitter Profile Image: Richard & Anny M.
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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.”

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Nicolas B.
Sitter Profile Image: Jasmine A.
Verified Enhanced Background Check
Jasmine A.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 76 reviews
38 repeat clients
8 years of experience
Odenton, MD, 21113

“Jasmine is heaven sent. She was very assertive with Marcus. Jasmine’s positive attitude reassured me of the well being he was in. Highly recommend.”

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Jah A.
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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.

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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.

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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.

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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!

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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!!

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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!!!!

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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!

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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!

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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!

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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!

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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.

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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.

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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.

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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!!

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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.

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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!

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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.

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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.

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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.

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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.

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Max S.
Boarding
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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

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  • 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

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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.

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