Dog Boarding Helen

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Sitter Profile Image: Denise R.
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Denise R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 151 reviews
59 repeat clients
5 years of experience
hollywood, MD, 20636

“Amazing experience and will definitely be returning to this awesome family again when needed! Thank you so much for taking such great care of Luna! ♥️”

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Caitlin K.
Sitter Profile Image: Tina R.
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Tina R.
from
$45
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
40 years of experience
California, MD, 20619

“Tina was fantastic! She sent me text messages, pictures, and videos of my Boston Terrier, Lee Lee. Tina took Lee Lee to the local dog park for exercise and cuddled with her in the evenings. I don't think my dog missed me at all. I will definitely use Tina in the future.”

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Marcy W.
Sitter Profile Image: Sarah B.
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Sarah B.
from
$45
per night
5.0 out of 5 stars
• 11 reviews
4 repeat clients
5 years of experience
La Plata, MD, 20646

“My experience with Sarah was great! She went the extra mile to ensure that me and my puppy were comfortable. I’d recommend her and will be using her again”

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Candice S.
Sitter Profile Image: Erin D.
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Erin D.
from
$45
per night
5.0 out of 5 stars
• 50 reviews
15 repeat clients
25 years of experience
Swan Point, MD, 20645

“I am so grateful for finding Erin! She welcomed our Siri at the very last minute and didn't mind one bit. She was also understanding of Siri's excitement with other dogs. I received updates and pictures during the day while we were gone which made me feel at ease knowing Siri was just fine. I will definitely keep Erin in mind if we need to board Siri again. Thank you so much!”

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Crystal N Gilbert A.
Sitter Profile Image: Lori W.
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Lori W.
from
$45
per night
5.0 out of 5 stars
• 81 reviews
32 repeat clients
20 years of experience
Chesapeake Beach, MD, 20732

“Lori is always so considerate of owners and shares pictures, videos, and frequent updates or our pets. We will continue to use her services, as she is an amazing caregiver!”

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Derek L.
Sitter Profile Image: Haley W.
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Haley W.
from
$55
per night
5.0 out of 5 stars
• 45 reviews
8 repeat clients
10 years of experience
Lusby, MD, 20657

“Haley is the best! She accommodated my schedule & went above and beyond for my fur baby, Charlie. I was able to go on an overnight trip with no stress about how Charlie was doing.”

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Sierra R.
Sitter Profile Image: Drew R.
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Drew R.
from
$45
per night
5.0 out of 5 stars
• 7 reviews
3 repeat clients
2 years of experience
Leonardtown, MD, 20650

“Amazing communication; super friendly 😊”

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Nikie W.
Sitter Profile Image: Brooke H.
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Brooke H.
from
$35
per night
5.0 out of 5 stars
• 43 reviews
17 repeat clients
26 years of experience
Leonardtown, MD, 20650

“Brooke is excellent with Jasper her reports are very detailed and she is proactive in trying to help Jasper with his training accomplishments. Also a very good individual for boarding.”

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Mike R.
Sitter Profile Image: Kelly G.
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Kelly G.
Star Sitter
from
$44
per night
5.0 out of 5 stars
• 341 reviews
157 repeat clients
25 years of experience
Hughesville, MD, 20637

“Kelly is amazing! My little baby loves hanging out at her home. Kelly is very communicative and sends pics often. It truly gave me a peace of mind while I was away for 8 days knowing that my pup was in great hands and HAPPY!”

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Keysha P.
Sitter Profile Image: Jaliah D.
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Jaliah D.
from
$60
per night
5.0 out of 5 stars
• 18 reviews
5 repeat clients
5 years of experience
Lexington park, MD, 20653

“She was absolutely wonderful! She was very kind, communicative, and clearly cared a lot about my puppy. She kept me updated throughout the stay and sent lots of pictures, which really helped put my mind at ease while I was away. It made such a difference knowing my puppy was in good hands. I would definitely trust her again and highly recommend her to anyone looking for a reliable and thoughtful pet sitter. 🐾”

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Bubber J.
Sitter Profile Image: Erwin V.
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Erwin V.
Star Sitter
from
$64
per night
5.0 out of 5 stars
• 354 reviews
91 repeat clients
27 years of experience
Pomfret, MD, 20675

“Very impressed with Erwin’s professionalism, attention to detail & complimentary bath he provided Smokey before dropping him back off at home. I will definitely utilize him again & highly recommend his services! Thank you.”

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Dajonté H.
Sitter Profile Image: Melissa B.
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Melissa B.
from
$50
per night
5.0 out of 5 stars
• 41 reviews
18 repeat clients
10 years of experience
Lexington Park, MD, 20653

“Thank you Melissa! Max and Ringo had a great stay with you. They loved your fenced and shaded backyard and appreciated splashing in the doggie pool. It was the perfect environment!”

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Andrew And Ann D.
Sitter Profile Image: Brian K.
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Brian K.
Star Sitter
from
$52
per night
5.0 out of 5 stars
• 215 reviews
67 repeat clients
16 years of experience
Fort Washington, MD, 20744

“Brian was excellent with my anxious dog. When I picked him up he seemed like he was home. He was calm. Brian was also very flexible with the drop off and pick up time even after I changed my drop off and pick up time at the last minute. He sent plenty of pictures of my dog roaming around and even getting a cuddle time. Next time I need to board my dog I will definitely go back to Brian. I would highly recommend him.”

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Cecilia S.
Sitter Profile Image: Monica L.
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Monica L.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 126 reviews
33 repeat clients
14 years of experience
Cheltenham, MD, 20623

“Monica did an excellent job caring for our pups. She provided daily pictures and reports to provide us with status updates. It is clear she has a passion and great patience for dogs. One of our pups didn't want to come home lol! Highly recommend and would use her again in the future.”

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Keisha T.
Sitter Profile Image: Elissa F.
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Elissa F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 53 reviews
23 repeat clients
11 years of experience
Brandywine, MD, 20613

“Great experience! Super reliable, communicative, and took amazing care of my dog. I felt completely comfortable knowing she was in good hands. Would absolutely recommend and will definitely book again!”

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MK K.
Sitter Profile Image: Beauty W.
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Beauty W.
from
$38
per night
5.0 out of 5 stars
• 50 reviews
12 repeat clients
10 years of experience
Waldorf, MD, 20603

“We couldn’t have asked for a better sitter for Dash and Pepsi! From start to finish, the service was absolutely top-tier. She cared for our babies as if they were her own, and that peace of mind means everything. Her communication was outstanding — consistent updates, messages, and reassurance throughout the weekend. We always knew how Dash and Pepsi were doing, which made it so much easier to relax while we were away. Professional, dependable, and genuinely caring. We highly recommend her and will definitely be booking again! 🐾”

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Cynthia G.
Sitter Profile Image: Kimberly T.
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Kimberly T.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 153 reviews
47 repeat clients
20 years of experience
Lusby, MD, 20657

“We are so thankful to have found Kimberly - she lovingly took care of our 2 dogs while we were out of town. One of our pups is almost 16 years old with mobility issues and lots of oral medications, but Kimberly took excellent care of her and all her needs. She updated us with photos multiple times each day, which we greatly appreciated. Thank you so much Kimberly - we would give you 10 stars if we could!”

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Steven N.
Sitter Profile Image: Michelle M.
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Michelle M.
from
$45
per night
5.0 out of 5 stars
• 19 reviews
7 repeat clients
25 years of experience
Chesapeake Beach, MD, 20732

“Michelle was fantastic with our pup! He had so much fun playing with her sweet dog and friends, and she sent us pictures throughout his stay so we could see how happy he was! She was great at arranging pickup and drop off, to make sure it worked with our schedule too. Will definitely be rebooking when we need.”

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Stephanie L.
Sitter Profile Image: Stephanie M.
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Stephanie M.
from
$35
per night
5.0 out of 5 stars
• 54 reviews
20 repeat clients
10 years of experience
Huntingtown, MD, 20639

“Stephanie was wonderful & a perfect choice for watching & caring for our dog. Her home is very welcoming for taking in any dog/pup & has a very large fenced in back yard. Our Bella definitely got all the love & pampering she could ever dream of & came home very happy. Stephanie communicates well & sends pictures throughout the stay so you can see how much fun your pup is having. Will definitely be Bella's (& mine) go to sitter whenever we go away. Thans Stephanie for caring so much for our Bella & welcoming her in to you family home as if she was your own.”

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Wendy L.
Sitter Profile Image: Danny L.
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Danny L.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 35 reviews
14 repeat clients
9 years of experience
Fort Washington, MD, 20744

“Spenser loved staying with Danny, Damaris, and Thor! They are such kind and caring people, and their own dog Thor is absolute sweetheart. I felt at ease knowing my pup was in a loving home. Highly recommend them to anyone looking for a trustworthy, dog-loving sitter!”

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NATALIIA K.
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The median cost per night for dog boarding in Helen is $45

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Helen

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Helen average 12
repeat dog boarding clients

FAQs for Dog Boarding - Helen

Frequently asked questions about Rover

As of November 2026, there are 640 sitters on Rover offering Dog Boarding across Helen. 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.

96% of sitters in Helen 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 Helen 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 Helen.

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 Helen. On Rover:

  • 87% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 96% 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 Helen 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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