Dog Boarding Rolling Hills

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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
• 206 reviews
90 repeat clients
8 years of experience
Annapolis, MD, 21401

“Shuling did a great job with Roman. He enjoyed playing in her backyard with her dog and she gave us constant updates on his progress. We recommended Shuling 10/10 and will certainly be using her again!”

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Dave K.
Sitter Profile Image: Carlie H.
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Carlie H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 81 reviews
34 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: Diana V.
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Diana V.
Star Sitter
from
$57
per night
5.0 out of 5 stars
• 225 reviews
100 repeat clients
10 years of experience
Riva, MD, 21140

“Was so pleased with Diana! She was wonderful with sending pics all weekend and has the best back yard for dogs to play/run! I would definitely book with Diana again!”

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Claudine W.
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 is great. Very good communication. Follows up quickly. Keeps me in the loop during my dogs stay. And I usually get a tired and happy dog after the stay. Very happy I found Hester!”

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Andrew L.
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: 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

“Our pup was well taken care of, walks and ball chasing, lots of pictures showed the fun he was having. Kim even sent him home with a Christmas present- a stocking full of toys and treats.”

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Cathy R.
Sitter Profile Image: Beth H.
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Beth H.
Star Sitter
from
$68
per night
5.0 out of 5 stars
• 59 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: Janice & Stalio C.
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Janice & Stalio C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 19 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!”

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Alisa P.
Sitter Profile Image: Sari S.
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Sari S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 19 reviews
6 repeat clients
30 years of experience
Millersville, MD, 21108

“Sari was amazing. My female Chow, Emma, is typically very shy around people. Sari was able to get her to warm up in no time. And both Horatio and Emma loved having their "TV" (watching the chickens and ducks!). They came home happy and even better groomed than when I dropped them off. Hoping that Sari will have the chows over again soon. They love their time at "camp."”

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Vann W.
Sitter Profile Image: Alicia D.
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Alicia D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 94 reviews
30 repeat clients
13 years of experience
Bowie, MD, 20716

“We were pleased that Alicia was able to accommodate us in very short notice. Our dog Eli, although rambunctious, really made himself at home in her home. We enjoyed our updates through pictures and videos throughout his stay. Thanks for everything!”

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Brandon F.
Sitter Profile Image: Marta F.
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Marta F.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 47 reviews
23 repeat clients
17 years of experience
bowie, MD, 20715

“I am always hesitant to leave my dog with anyone, but Marta made me feel so comfortable and I knew Hibana would be in great hands! I knew from the moment we did a meet & greet before we officially did the booking. Helped me get to know her and her own two dogs and it was great! Hibana has the best 5 days there :) and I got pictures every day which made me feel better about leaving my dog lol. Hibana is an apartment dog so she was in love with Marta’s back yard. And since this is Marta’s full time job her attention was on the dogs all the time. Would 100% recommend. If I could give her 10 stars I would lol.”

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Taylor P.
Sitter Profile Image: Jacob C.
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Jacob C.
from
$35
per night
5.0 out of 5 stars
• 26 reviews
13 repeat clients
15 years of experience
Edgewater, MD, 21037

“Roxie had a great time with Jake and Melissa. They sent me pictures of her which made my day. I did not have to worry about her at all which is so nice when being on vacation. Would absolutely use them again!!”

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Deb C.
Sitter Profile Image: Jasmine S.
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Jasmine S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 46 reviews
21 repeat clients
4 years of experience
Glen Burnie, MD, 21061

“Jasmine was able to fit us in last minute. She was great with our golden retriever. We received updates and our pup was calm and happy when we picked her up. Will use her services again!”

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Alicia O.
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

“Second time using Ciarra for my dog Kilala. She sends picture updates and sends home polaroid pictures :) Kilala always look forward to seeing her dog Toby & during pick up she doesn’t seem to want to leave. She is definitely someone i will continue to use in the future.”

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Chazney B.
Sitter Profile Image: Jillian & Richard A.
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Jillian & Richard A.
from
$49
per night
5.0 out of 5 stars
• 59 reviews
27 repeat clients
20 years of experience
Pasadena, MD, 21122

“Jillian was the best! She treated our pet just as her own, and continuously provided us with heartwarming updates. We will definitely be using her in the future.”

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Jillian F.
Sitter Profile Image: Becca K.
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Becca K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 39 reviews
10 repeat clients
20 years of experience
Pasadena, MD, 21122

“Becca was great! Levi loved her and had such a fun time with her and her family, and she sent updates and photos every day, which I appreciated. We’ll definitely use Becca again in the future!”

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Rachel J.
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
• 67 reviews
17 repeat clients
41 years of experience
Annapolis, MD, 21403

“Andy and Lydia took such amazing care of our big Bernese Mountain dog. Our boy is recovering from chemo and we were very hesitant to leave him anywhere overnight but they put all our fears to rest. They provided updates, pictures, and handled all of our pups medications and dietary needs. We will absolutely let them watch our guy again in the future.”

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Anna K.
Sitter Profile Image: Crystal S.
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Crystal S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 97 reviews
47 repeat clients
26 years of experience
Lanham, MD, 20706

“I cannot thank Crystal enough for the excellent care and compassion she provided for my 18-month-old dog, Mr. Biggs, during his first-ever overnight stay away from me. I was just as anxious as he was, but she went above and beyond to ensure we both felt comfortable. He was squirming and crying when I dropped him off, but she quickly managed to calm him down after I left. Throughout the stay, she sent me pictures and videos, which really helped put my mind at ease. My dog usually refuses to eat when I’m not around, but she even got him to eat the next day! This was an amazing experience for both of us, and I’ve already booked his next stay. Thank you so much for taking such good care of my baby!”

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Che M.
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

“I wholeheartedly recommend Elaine, and am grateful for her dependability, flexibility, and all the care she provided our dog when she stayed at Elaine's home. Will definitely be a return visitor!”

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Marlys M.
Sitter Profile Image: Hannah L.
Verified Enhanced Background Check
Hannah L.
from
$35
per night
10 years of experience
Annapolis, MD, 21403

About: Hi, I’m Hannah, and I can’t wait to meet you and your furry friend! I am a big animal lover and have been taking care of animals from kittens to Rottweilers for as long as I can remember. I’ve had a lifetime of experience caring for pets - whether they be my own or someone else’s. When I moved out and got my first pet two years ago, I discovered the struggle of balancing real life and responsibilities as a pet parent. When I made the move to Annapolis, I saw many others working through the same struggle - to balance life and pets. That’s where I want to help! You can be a good pet owner, no matter how busy life gets! I am available for walks, feedings, boarding, potty training, or whatever you might need support with! As a current dog mom myself, I want to support everyone out there who is trying their best to find that difficult balance for their critters. Don’t worry, you’ve got this, and I can’t wait to meet your pet! I currently work part-time on a flexible schedule, so I am able to go home quite a bit throughout the day to check on pets. I am available to give two mile or longer walks a day, and at least one mid-day bathroom break. I do have my own dog, Rose, and she lives in the apartment as well, so any dogs need to be spayed/neutered and vaccinated- just like she is. Your pet will have their own separate bedroom from Rose, that provides a calm, safe space for them during the day (and also gives any non dog-savvy cats a space alone). This bedroom will house their kennel, bed, food and water bowls, and anything else you’d like them to have. My apartment complex is very animal friendly and has a dog park right on sight for your furry friend to get off leash time. There are multiple side walks and small trails throughout my apartment community where I am free to walk dogs that stay with me. If I am commuting to your home, your dog will be guaranteed two long walks a day at feeding times and one mid-day bathroom break (more if needed). I can provide baths in my apartment or your home, and grooming if necessary.

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Dog parents share their Rover experiences - Rolling Hills

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5.0 out of 5 stars

Shuling took excellent care of our dog while we were away! She kept us updated with daily pictures, which gave us peace of mind and reassurance that our dog was in great hands. We truly appreciate her care and attentiveness and will definitely be booking with her again!

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Kenya W.
Boarding
5.0 out of 5 stars

Sarah and Peter were amazing!! Our pup had the best time and they sent so many photos. We will definitely be booking with them again!

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Izsabella R.
Boarding
5.0 out of 5 stars

As far as I can tell, Sky was well cared for. Iyonna took her in with just a few days notice and was kind and attentive. Would recommend.

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Amy S.
Boarding
5.0 out of 5 stars

Kaci took care of my dog when I went on vacation and it was great! She kept me updated on my dog the entire time and kept her very active. It was such a relief to know that my dog was being cared of by someone who clearly has a lot of love for animals and is trustworthy and responsible. We will definitely have our dog stay with Kaci in the future.

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Deborah L.
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

Olga is wonderful and took such good care of my sweet old hound June for several weeks. I had a Rover sitter cancel last minute but it was meant to be, Olga was the perfect caregiver. Highly recommend!

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Kristi 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

Thanks for going the extra mile for me and picking mocha up and delivering her back safely home. Much appreciated!

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Tina L.
Boarding
5.0 out of 5 stars

Blake was great with Murphy! She was very responsive and was able to support us as my scheduled sitter dropped out unexpectedly. Would highly recommend Blake boarding or watching a dog. Thanks Blake!

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Andrew L.
Boarding
5.0 out of 5 stars

Sandra was absolutely wonderful. She kept me updated with my pups by sending me daily pictures. My trip away was made that much more peaceful knowing my dogs were in a safe place. We definitely recommend her.

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Nina L.
Boarding
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FAQs for Dog Boarding - Rolling Hills

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 Rolling Hills 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 Rolling Hills.

<b>Tip:</b> 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 Rolling Hills 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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