Dog Boarding Hillsmere Shores

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Hillsmere Shores, 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.

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Sitter Profile Image: Shuling J.
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Shuling J.
from
$45
per night
5.0 out of 5 stars
• 210 reviews
91 repeat clients
8 years of experience
Annapolis, MD, 21401

“Shuling was a great host for Coco, was very prompt at replying and sent lots of pictures. We could see that Coco had lots of fun playing with other dogs and received the kind of care and attention we personally provide. Nice large fenced in back yard to run around. Highly recommend.”

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Vincent I.
Sitter Profile Image: Katie F.
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Katie F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 122 reviews
39 repeat clients
16 years of experience
Annapolis, MD, 21401

“Katie is just wonderful! My lil guy has stayed with her a few times and it puts my mind at ease knowing he is with Katie and Maggie. Katie does a great job updating with pictures and texts. See you next time gals!”

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maria t.
Sitter Profile Image: Elaine S.
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Elaine S.
from
$50
per night
5.0 out of 5 stars
• 70 reviews
38 repeat clients
20 years of experience
Annapolis, MD, 21403

“Elaine did a great job taking care of Buster! After meeting with Elaine I had no worries he would be well taken care of while I was on my trip. She provided me with the updates I requested. Buster was happy and in great shape when I picked him up. I highly recommend leaving your pooch with Elaine.”

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Clayton W.
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 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!”

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Tracey B.
Sitter Profile Image: Ryan M.
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Ryan M.
from
$40
per night
3 years of experience
Annapolis, MD, 21403

About: As a lifelong pet lover and pet owner of over 11 years, I understand that pets are family and deserve the same love, patience, and attention we give our own. While I'm new to Rover, I bring years of hands-on experience caring for pets, including senior dogs and raising and training my Doberman, Brody, over the past three years. As a full-time architect, I'm detail-oriented, organized, responsible, and a fast learner. I understand the importance of following instructions carefully, maintaining routines, and making sure every detail is accounted for. Whether your dog needs a leisurely walk, extra patience and care in their senior years, or simply a little extra love and attention while you're away, I'll do my best to make them feel safe, comfortable, and cared for. I'm committed to being reliable, communicative, and respectful of your pet's individual needs. I know how important it is to trust someone with your furry family member, and I look forward to building that trust with every booking. I can't wait to meet you and your pup! I work full-time as an architect, but I'm happy to incorporate pet care into my daily routine! I'm available for walks and drop-in visits before my workday begins and during my lunch break, with additional availability outside of my regular 9–6 schedule depending on the day. Your pet's safety, comfort, and happiness are always my top priorities! I live in a welcoming, family-oriented community with accessible walking paths and plenty of green space to explore and enjoy. It's a great environment for daily walks, fresh air, and outdoor adventures, not to mention it is walking distance to Quiet Waters Park, which includes a dog park/beach. My Doberman, Brody, is a friendly companion who may be able to keep your pup company, provided they're a good fit for one another. As an experienced pet owner, I understand that every dog has their own personality, boundaries, and comfort level, and I'll always prioritize their individual needs.

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
• 68 reviews
17 repeat clients
41 years of experience
Annapolis, MD, 21403

“First time using a sitter for my two dogs who are now seniors. Andy was responsive and met with us first in person so we felt comfortable. During out trip, he kept us up to date with what was happening and sent lots of pictures. We will use Andy in the future!”

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Amanda M.
Sitter Profile Image: Lucy & Daniel M.
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Lucy & Daniel M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 18 reviews
4 repeat clients
15 years of experience
Annapolis, MD, 21403

“Lucy and Daniel took great care of our anxious girl Remmie - including during an unusual March thunderstorm! She came home happy and relaxed.”

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Tim W.
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 made Ruthie fe right at home and provided her with a home away from home! They were so kind and accommodating to her. Ruthie gets anxious knowing kennels and sometimes doesn’t like other dogs, so this is the perfect solution for her. She was treated like family! We will definitely be back!”

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Beth B.
Sitter Profile Image: Laura T.
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Laura T.
from
$60
per night
5.0 out of 5 stars
• 40 reviews
11 repeat clients
20 years of experience
Annapolis, MD, 21403

“Belle’s time with Laura and Bunny was great!! My baby was full of life and energy! She definitely enjoyed her time, and I felt very comfortable that she was in good hands! The meet and greet was definitely the kick off to a wonderful stay! Thank you Laura and Bunny for taking such good care of Belle! See your gals soon!!”

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Nicole D.
Sitter Profile Image: Benjamin S.
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Benjamin S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 16 reviews
7 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: Sarah S.
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Sarah S.
from
$55
per night
5.0 out of 5 stars
• 16 reviews
4 repeat clients
20 years of experience
Annapolis, MD, 21401

“Sarah and her family were so wonderful for welcoming Miller into their home. We got lots of updates and photos! He came home a very happy pup. Look forward to Miller visiting them again.”

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Jocelyn W.
Sitter Profile Image: Riley N.
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Riley N.
from
$60
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
17 years of experience
Annapolis, MD, 21401

“Riley was fantastic with both of our dogs - very attentive to our older dog's particular eating habits and equally caring with our energetic young pup. We felt completely comfortable leaving them in her care and would happily book with her again.”

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Mike C.
Sitter Profile Image: Eli M.
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Eli M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 74 reviews
33 repeat clients
15 years of experience
Bowie, MD, 20715

“Eli is so awesome! I had to change my schedule a few times and he is always very flexible!! My Skittles loves him so much!! Eli sent me plenty of pictures, he is definitely my first pick for sitting for my baby girl Skittles!!”

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Kiki H.
Sitter Profile Image: Donna & Brian G.
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Donna & Brian G.
Star Sitter
from
$43
per night
5.0 out of 5 stars
• 117 reviews
53 repeat clients
25 years of experience
Upper Marlboro, MD, 20774

“Donna is a true dog lover. It was evident to us from our meet and greet that she is familiar with dog behavior and has the temperament to deal with different types of dogs. She was very warm and loving to our dog, got to know him and cared for him accordingly. We were kept abreast of what was going on with him every day of the 10 days that we were away and felt totally comfortable with her. We will definitely board our dog with her again.”

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Sarah R.
Sitter Profile Image: Carla B.
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Carla B.
from
$40
per night
5.0 out of 5 stars
• 11 reviews
1 repeat client
12 years of experience
Severna Park, MD, 21146

“We had a wonderful experience boarding our pup in Carla's home! Our dog was so well cared for, and Carla sent daily updates with pictures and videos. Her dog was incredibly sweet and got along great with ours. She did a great job balancing exercise with being mindful of our older dog's past surgeries and individual needs. We would absolutely book with her again and highly recommend her!”

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Erin M.
Sitter Profile Image: Janice & Stalio C.
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Janice & Stalio C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 20 reviews
6 repeat clients
17 years of experience
Pasadena, MD, 21122

“Our pets felt right at home with Janice and Stalio. They were so welcoming, helpful and accommodating with our boys. They kept us up to date daily with pictures and messages and even helped us out with making them their food because we miscounted the amount we sent. They provided amazing care and we look forward to rebooking with them in the future.”

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Corisa W.
Sitter Profile Image: Mary A.
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Mary A.
from
$35
per night
5.0 out of 5 stars
• 189 reviews
48 repeat clients
30 years of experience
Upper Marlboro, MD, 20772

“We had a wonderful experience with Mary. My dog struggles with separation anxiety, so leaving her can be stressful, but she was in incredibly capable and compassionate hands. From the start, it was clear that she genuinely cares about the dogs she boards and takes the time to understand their individual needs. She was patient, attentive, and proactive in making sure my dog felt comfortable and secure. I received updates that gave me peace of mind, and it was obvious my dog was being well cared for. When I picked her up, she was calm, happy, and clearly had been treated with kindness. I would absolutely recommend her to anyone. We will definitely be booking with her again.”

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Chelsea C.
Sitter Profile Image: Julianne A.
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Julianne A.
from
$45
per night
5.0 out of 5 stars
• 4 reviews
10 years of experience
Crofton, MD, 21114

“So grateful for Julianna she watched my 10 week old puppy which I don’t know where to begin our puppy usually we just clean to my daughter but went to Julianna with ease she was very thorough and asked anything. If there was anything that we forgot that we could message her. She sent pictures and updates and text my daughter the whole time yes glad I found her it was a little different circumstances with a 10 week old puppy because he wasn’t fully vaccinated and could not be around any other dogs so she work out perfectly for us definitely will use again in the future”

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Robin J.
Sitter Profile Image: Anthony N.
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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 and his wife were absolutely wonderful! I immediately felt a sense of comfort when meeting them and they were able to accommodate my last minute booking. They took such great care of my almost 2 year old Maltipoo. Their pup, Moonie is also so very sweet and well mannered! I received consistent updates and photos during my trip, Demi had such a great time! Thank you for being so kind, patient and opening your home to her! We will definitely be back!”

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Grisel C.
Sitter Profile Image: Sandra C.
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Sandra C.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 209 reviews
45 repeat clients
10 years of experience
Bowie, MD, 20720

“Sandra was amazing! Our two dogs stayed for 3 nights and had an absolute blast. They played outside in the back yard and kiddie pool and had fun toys to play with. She sent pictures and updates every day and our dogs looked so happy! Highly recommend her for boarding or doggy play dates.”

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Jessica P.
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Dog parents share their Rover experiences - Hillsmere Shores

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5.0 out of 5 stars

Elaine has watched Max and Ozzie many times and always takes great care of them. She makes sure they get their medications and even lets them sleep with her, just like they do with us. I can't imagine having anyone else watch them.

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Susan V.
Boarding
5.0 out of 5 stars

James was a great caretaker for my dog while away for the weekend . Fenced in yard . Back deck . Doozie door . Lots of sleeping pads and cushions and even allowed on the couch !!! Meva loved it for sure . I got updated pics of her different sleeping arrangements by James 😂. She even enjoyed a bonfire with James in his yard . Super relaxed and asked all the appropriate questions James has had dogs all his life and is a dog guy for sure . I would not hesitate to have James care for my bestie again in the future. Thanks James 👍🏾

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Sue K.
Boarding
5.0 out of 5 stars

Andy and Lydia took great care of Axel and provided regular updates. My energetic boy came home happy and tired. Axel was very comfortable with Andy from the start and wanted attention from him before leaving. It typically takes him a bit to warm up, but Axel seemed so at ease from the beginning. We are very happy with the care. Thank you Andy and Lydia!

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stephanie j.
Boarding
5.0 out of 5 stars

It’s always a treat to book with Leslie. She takes great care and I know my pet will be well looked after. We look forward to booking again soon!

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Melissa W.
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

Emily and her dogs scooter and pumpkin were a delight. Emily took great care of Hutch and he had lots of fun time based on his sleeping once home. I can heartily recommend Emily and we will use her in the future to watch Hutch when needed. Thanks Emily, Scooter and pumpkin!!

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Wayne J.
Boarding
5.0 out of 5 stars

Absolute gem of a sitter! We felt completely comfortable with them knowing our pup was in great hands. Communicative, flexible, and attentive. Highly recommend!

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Pamela N.
Boarding
5.0 out of 5 stars

Elaine was fantastic. This was the first time we have used Rover for our pups and it could not have gone any better. She watched our guys during our long vacation and the pups loved her. She gave them lots of love, and spoil them rotten. It was so nice knowing that she also had a fenced in yard where they could go out and play and do their business. She sent us updates and pictures daily and it made us feel so at ease. Thank you again Elaine for everything.

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Patty I.
Boarding
5.0 out of 5 stars

Melissa was amazing with Ollie! He just turned 1, so he has TONS of energy, and being a Golden Retriever, he loves putting everything in his mouth. She was so sweet and even gave him old towels to play with because she knew it made him happy. We loved getting updates every morning and evening, and she was so accommodating with all of Ollie’s quirks including his obsession with water and getting it EVERYWHERE. Her dog Tanner also loved having Ollie around! I was definitely anxious leaving my baby, but Melissa took such great care of him and made me feel completely comfortable. Ollie will be back to board with her again in a few weeks, and I’m so happy we found her!

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Michelle W.
Boarding
5.0 out of 5 stars

Sherlock had a great time with Lindsay and her dog Fado. Lindsay was great at sending pictures and video updates. Also, she lives by nice walking trails, a bonus for our dog who loves his walks.

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Julie R.
Boarding
5.0 out of 5 stars

Riley was fantastic with both of our dogs - very attentive to our older dog's particular eating habits and equally caring with our energetic young pup. We felt completely comfortable leaving them in her care and would happily book with her again.

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Mike C.
Boarding
5.0 out of 5 stars

Katie made Rosie feel right at home right away. Rosie has always been a bit slow to come around. She sent plenty of photos and videos and was very responsive. She even responded within minutes after we had picked up Rosie when I accidentally called her. She genuinely has a caring heart. Definitely recommend her.

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Tony G.
Boarding
5.0 out of 5 stars

Laura was so amazing and great with Wilfred, she was in constant communication and my dog seemed very happy and well taken care of when I picked him up afterward. Would highly recommend!!

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Bryce R.
Boarding
5.0 out of 5 stars

Peyton was wonderful, she is so kind and caring! She gave tons of updates and pictures and Sailor loved being with her and her family! Would recommend to anyone!!

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Christine H.
Boarding
5.0 out of 5 stars

Warren is the BEST! We dropped off our giant breed dog in Warren’s care for more than a month during our coast to coast move..it was one of the best decisions we took. You can’t find anyone who cares and is committed to caring as much as Warren.

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Amita R.
Boarding
5.0 out of 5 stars

Our Willow loved her one on one time with Jessica! So many snuggles and I could tell she was instantly comfortable. Thank you again for loving on our girl!

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Alyssa M.
Boarding
5.0 out of 5 stars

Margriet was an amazing sitter for Asher! She was available last minute and was the best choice we could have found in Annapolis. She was super communicative, responded quick, sent updates and cute pictures of our pup, and was flexible! Highly recommend Margriet and will be using her any time Im back in Annapolis :)

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Payton B.
Boarding
5.0 out of 5 stars

Sofia is simply the best! Blue returned home happy and regulated. She took him on many beautiful walks, including downtown, and he had fun with her dog, Toby, too. Sofia is so calm and knowledgeable. Her peaceful energy immediately puts Blue at ease. We love her!

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Angie W.
Boarding
5.0 out of 5 stars

Taylor was incredibly accommodating and thoughtful! Our Roy had a great time with Riggins and his family and we would happily book with them again when we are in Annapolis next time. When we picked Roy up he was a tired, happy dog which is the best kind. 🙂

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Sarah H.
Boarding
5.0 out of 5 stars

Blinne was patient with our puppy, took him on nice walks, and provided updates and photos throughout the time. She was also diligent on cleaning up our dog’s bed after he got peanut butter on it.

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Tim and Lauren
Boarding
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How to book dog boarding

  1. 1. Search

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FAQs for Dog Boarding - Hillsmere Shores

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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 Hillsmere Shores home-away-from-home, 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 Hillsmere Shores.

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.

You and your Hillsmere Shores 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 , 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 .

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.

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