Dog Boarding Rolling Hills

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

“Shuling did a great job with Penny! Excellent level of communication (not too much not too little) throughout the whole experience, lots of pictures, and Penny ate her food which shows an incredible amount of comfort and trust she has built with Shuling. Definitely recommend Shuling and I will be coming back to her again! “Shuling’s Rover experience was the best Rover experience we’ve ever had. She really did go above and beyond, fed her right before pickup and I was surprised Penny ate dinner! This goes to show her level of care for animals. 10/10”

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Hana B.
Sitter Profile Image: Carlie H.
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Carlie H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 82 reviews
34 repeat clients
15 years of experience
Severna Park, MD, 21146

“Another stay with Carlie and we cannot recommend her enough! We always have such peace of mind with her daily updates and photos and knowing that our pup, Indi, is safe and having fun. Indi gets her own vacation when she stays here and we love knowing that our she gets to enjoy herself, too! Between Carlie's loving and kind family, the huge bonus yard, and Carlie's attention and ability to continue medicine (she even notices any behavioral changes!), we just know we've made the right choice. Do yourself a favor, and get on her schedule for your pup sitting needs! :)”

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Kyanna B.
Sitter Profile Image: Benjamin S.
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Benjamin S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 15 reviews
6 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: 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: Mady H.
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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 is amazing. I think our golden had more fun on his “vacation” with Mady’s family than we did on ours. This was our first time leaving our boy with anyone ?. Mady communicates flawlessly- many pictures and videos daily showing all the fun they are having. We give her our highest possible recommendation.”

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Megan D.
Sitter Profile Image: Gurbata Michelle A.
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Gurbata Michelle A.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 46 reviews
13 repeat clients
20 years of experience
Odenton, MD, 21113

“I wish i could gate keep them, but they’re always great and i can tell how well my dog gets taken care of with them. She anyways has friends to play with as well. Highly recommended!”

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Amit G.
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: Kendall L.
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Kendall L.
from
$50
per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
18 years of experience
Severna park, MD, 21146

“Kendall was great with my puppy! She wore my dog out with lots of playtime and care and was very communicative. I'll absolutely book with Kendall again!”

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Ashley T.
Sitter Profile Image: Shelby B.
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Shelby B.
from
$57
per night
5.0 out of 5 stars
• 29 reviews
6 repeat clients
7 years of experience
Annapolis, MD, 21403

“Moose had the best weekend with Shelby and her pup! It’s always nerve wracking when you leave your pet for the weekend but Shelby made us feel so comfortable by sending photos and treating Moose like her own. Highly recommend her to watch your fur baby!”

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Samantha P.
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: 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: Janay H.
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Janay H.
from
$66
per night
5.0 out of 5 stars
• 64 reviews
21 repeat clients
5 years of experience
Severna Park, MD, 21146

“Janay was AMAZING! She took care of our extremely energetic 85 pound Goldardor. We were out of town at the time and was called by the Pet Hotel and told our dog needed to be picked up ASAP in fear of him having kennel cough. Thousands of miles away, I relied on Janay to pick him up, and care for him until we got back. Best decision we could have made. The constant communications, pictures, videos she provided was superb. I couldn't ask for any more from a pet care giver. I would highly recommend!!”

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Magdiel A.
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

“Very happy with the care of our baby 😁 Jay is really picky on who he takes medications from, and Jasimine was the exception. He was comfortable enough to trust her from the beginning (first time in 3 years since he has been comfortable with anyone right off the back!) Very pleased and happy with the care he received.”

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Rheann H.
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 took excellent care of my energetic two-year old fur baby while we were out of the country for nine days. During that time Sandra sent photos and updates. I felt completely at ease knowing Nani was in good hands!”

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Debra J.
Sitter Profile Image: James B.
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James B.
from
$45
per night
5.0 out of 5 stars
• 9 reviews
30 years of experience
Annapolis, MD, 21403

“James was great!! Very responsive and sent updates, photos and videos of Lewy. Would definitely recommend him. Lewy came back tired and happy.”

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Mary-Sean and Blake W.
Sitter Profile Image: Becca K.
Verified Enhanced Background Check
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: Noor A.
Verified Enhanced Background Check
Noor A.
from
$35
per night
5.0 out of 5 stars
• 24 reviews
6 repeat clients
20 years of experience
Millersville, MD, 21108

“Thank you so much for watching Luna. Noor and her family are great with dogs and provided plenty of updates while we were on vacation. Would definitely recommend.”

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Christopher S.
Sitter Profile Image: Brittany I.
Verified Background Check
Brittany I.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 34 reviews
7 repeat clients
15 years of experience
Gambrills, MD, 21054

“Goose stayed with Brittany while I was on vacation and she was incredible! Constant updates without me asking, and Goose looked so happy and well cared for. I’ll absolutely book again — highly recommend!”

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Tyeia B.
Sitter Profile Image: Riley N.
Verified Enhanced Background Check
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: Barbara L.
Verified Enhanced Background Check
Barbara L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 8 reviews
5 repeat clients
5 years of experience
Odenton, MD, 21113

“We love her. Nyla our dog loved her. Our dog was well kept and fed. Barbara kept us up to date with pictures and messages. She is fantastic.”

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randy j.
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Dog parents share their Rover experiences - Rolling Hills

1 / 1
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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  • 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 - Rolling Hills

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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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