Dog Boarding Callaway

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Over 11
pet parents in Callaway have booked dog boarding

Callaway, 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: 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 a fantastic sitter for our 10-year old pup! She is clearly a “dog person” at heart and set us at ease right away. Snowball settled in right away and acted confident and comfortable with Tina. She took him for walks and played with toys and sent us cute photos each day! It was evident Tina took excellent care of him! Tina was also quick to respond and communicated well throughout our booking. Will definitely book with Tina again!”

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Meredith K.
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

“Melissa was so amazing with her care of both my dogs. Daily updates with pictures to assure me they were doing well. She is so sweet and attentive and so helpful when I needed to adjust my pick up time. I could not recommend her enough.”

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Daniel S.
Sitter Profile Image: Christianna & Mary & Miriam-Ellen B.
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Christianna & Mary & Miriam-Ellen B.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 107 reviews
38 repeat clients
25 years of experience
Lexington Park, MD, 20653

“Second stay for our girls, they had a great time. Very flexible and understanding with our late arrival for pick up. Communication was perfect, highly recommend and will be a return customer!”

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Luis Fernando V.
Sitter Profile Image: Melanie & Randy W.
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Melanie & Randy W.
from
$40
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
16 years of experience
Hollywood, MD, 20636

“We highly recommend Melanie and Randy. They welcomed Dean Martin and treated him like their own. Our flight home was cancelled and our arrival was almost 24 hours later than planned but Melanie and Randy were flexible and accommodated our request to extend Dean Martin's stay. It made a stressful travel situation less stressful knowing that Dean Martin was well loved and cared for. Thank you!”

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Christy R.
Sitter Profile Image: Jasmine H.
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Jasmine H.
from
$39
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
6 years of experience
California, MD, 20619

“Jasmine was great with my boy. She provided tons of updates and pics of him enjoying his stay. I will definitely use her again the next time we are out of town.”

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Keegan U.
Sitter Profile Image: Cole K.
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Cole K.
from
$40
per night
1 repeat client
4 years of experience
Callaway, MD, 20620

About: I’ve been around dogs most of my life. I currently have a Blue Great Dane named Diesel. He is great with other dogs, and we will have to do a meet and great to make sure you’re pup will get along with him also. I’m usually available unless the wife has me doing something. I spend every min I can with my dog and will show your dog the same treatment. My yard is unfenced for now, but it is 2 acres that’s at the end of a quiet neighborhood. We have plenty of room to play and go on walks.

Sitter Profile Image: Mackenzie C.
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Mackenzie C.
from
$50
per night
6 years of experience
California, MD, 20619

About: I have 6 years of experience caring for pets and understand how important it is to have someone you can trust with your furry family members. I provide attentive, loving, and reliable care while making sure each pet feels safe, comfortable, and cared for. I’m happy to follow your pet’s normal routine, including feeding schedules, walks, playtime, potty breaks, medications, and plenty of attention and affection. I understand that every pet has their own personality and needs, so I take the time to make sure they receive individualized care and feel as comfortable as possible while you’re away. I am currently working full-time, mostly remote with one or two days in the office each month. Working from home gives me plenty of flexibility to provide regular potty breaks, walks, playtime, feeding, and lots of attention throughout the day. I’m also happy to accommodate each pet’s normal routine as closely as possible. Your pet’s safety and comfort are always my priority. I provide a calm, attentive environment and carefully follow any instructions you provide regarding feeding, medications, walks, routines, or special needs.

Sitter Profile Image: Alexandra B.
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Alexandra B.
from
$45
per night
5.0 out of 5 stars
• 3 reviews
2 repeat clients
20 years of experience
Lusby, MD, 20657

About: My name is Alexandra. I have 3 Chihuahuas. I also have a 17 year old dachshund. My pups are my world! My little fur babies as I like to call them. I absolutely love dogs. My whole life I have been an animal lover. I have 20 years plus years experience with dogs. I've never met a dog that didn't like me. My Schedule is very flexible. I am available is for walks and in home sitting/day visits. I can not do overnight visits. Please don't haste to contact me if you have any questions and concerns. Thank you for you time and I look forward to hearing from you and meeting your little fur babies! Have a wonderful day! Alexandra My schedule is open. Depending on when care is needed depends on how often I will come and how long I can stay. 24 / 7 I provide a safe, loving environment for pets to enjoy and feel comfortable in. Lots of pets and companionship will be provided for your loved one.

Sitter Profile Image: Donna A.
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Donna A.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
10 years of experience
Leonardtown, MD, 20650

“Was very appreciative that Donna took Kodi at the last minute when her usual border wasn't available. She seems so pleasant. Kodi was fine. I will definitely use her again if necessary. I gave her a cash tip which I always do so that they can get full benefit of it.”

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Jayne S.
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: Tara L.
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Tara L.
from
$48
per night
5.0 out of 5 stars
• 1 review
20 years of experience
Montross, VA, 22520

“The boarding of my dog was fabulous. I got regular updates and photos to see how he was getting along with the other dog. when I picked him up He was nice and happy-naturally glad to see me- but still very happy with Tara. Their attention to detail was wonderful and I know he was taken care of with love. There was so much room for him to play and run and so many things to explore I know we had a terrific vacation with them. I am definitely going back.”

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Denise S.
Sitter Profile Image: Bree M.
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Bree M.
from
$50
per night
5.0 out of 5 stars
• 5 reviews
3 repeat clients
12 years of experience
Leonardtown, MD, 20650

About: I’ve had dogs growing up my whole life, have two dogs, my 8 year old Pomeranian, Toby, and my 2 year old lab scout. We also have 3 cats; Finn, Sassy and sully I’m currently a stay at home mom raising my 14 month old son. He usually comes with me to do my rovers and does really well with animals as he has a bunch at home. He’s usually kept busy with toys or a movie while I do drop ins. We have house sitted before and he’s done well with that. My dogs are let out every two - four hours . My cats are fed twice daily once in the morning and again before bedtime but dry food is left out all day for grazing.

Sitter Profile Image: Emily L.
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Emily L.
from
$40
per night
5.0 out of 5 stars
• 3 reviews
18 years of experience
Cobb island, MD, 20625

“Emily was an amazing sitter! Luna stayed with her for a week and Emily was always responsive when I reached out to check in. Emily is a great resource if you need a sitter for an extended trip.”

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Mike C.
Sitter Profile Image: Elizabeth G.
Verified Enhanced Background Check
Elizabeth G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 55 reviews
13 repeat clients
30 years of experience
HUNTINGTOWN, MD, 20639

“We are so grateful to have someone take such loving care of our dog. Liz sent us pictures and updates often. After arriving home Nola was calm and happy. We will definitely be asking Liz to watch Nola again :)”

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Haley G.
Sitter Profile Image: La Tasha T.
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La Tasha T.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 52 reviews
27 repeat clients
30 years of experience
WALDORF, MD, 20601

“LaTasha provided such great care to Deuce. The videos and pictures sent each day helped me in knowing that he was having fun and in a safe place. I will absolutely use her services again.”

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Bahamas M.
Sitter Profile Image: Michelle M.
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Michelle M.
from
$55
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: Lindalyn D.
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Lindalyn D.
from
$40
per night
4.8 out of 5 stars
• 33 reviews
4 repeat clients
50 years of experience
Reedville, VA, 22539

“I love the care my little cutie pie got. Care giver very kind and lovable 💖 I would recommend her to anyone that need their pets cared for. Thanks again. Will see you soon.”

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Carolyn C.
Sitter Profile Image: Georgia D.
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Georgia D.
from
$65
per night
5.0 out of 5 stars
• 29 reviews
11 repeat clients
20 years of experience
Charlotte Hall, MD, 20622

“Georgia took excellent care of our dog Chito while we were traveling over Thanksgiving. She was incredibly flexible with drop-off and pick-up times and sent lots of photo updates to let us know Chito was enjoying his stay!”

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Elizabeth W.
Sitter Profile Image: Marti B.
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Marti B.
from
$45
per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
9 years of experience
Waldorf, MD, 20601

“Marti made sure my kitty was takin care of while he stayed at her house. She sent photos and communicated very well. I would absolutely let her watch Eli again! Thanks again.”

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Shannon M.
Sitter Profile Image: Ashley P.
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Ashley P.
Star Sitter
from
$31
per night
5.0 out of 5 stars
• 54 reviews
16 repeat clients
15 years of experience
Huntingtown, MD, 20639

About: I am very experienced with large dogs, energetic and sometimes bitey puppies, cats, senior dogs who may not be able to get around as well, and all ages inbetween! Insulin injections and pill medications are no problem. I also do visits including other small critters and farm animals (rabbits, chickens, ducks, reptiles, etc.) I currently own two Nova Scotia Duck Tolling Retrievers, two cats, and a whole flock of chickens. I am usually available with short notice on weekends & evenings! Multi animal households are no problem and I take pride in being very thorough at my meet and greets. If there is anything to know about your pets that would make my visits the best visits ever, please do not hesitate to let me know! My normal office work schedule is 7:30-4:00 Monday-Friday. For my South County friends I may be able to accommodate a daytime drop in for your pets during those hours if absolutely needed. For all other distances and house sitting I am available 4pm and later on weekdays and any time on weekends! Weekday morning drop-ins or walks are scheduled between 5:30am- 7:00am Additional tasks with my services include but are not limited to: bringing in mail & packages, putting trash or recycling out for pick up, returning bins to where they are kept, and watering plants as needed! If you will need me to do any or all of these (or additional tasks) please let me know!

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The median cost per night for dog boarding in Callaway is $45

Dog parents share their Rover experiences - Callaway

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5.0 out of 5 stars

Jacqueline is terrific and took great care of our little dog very well, as usual. He is always anxious when we leave, but shortly after drop off, we could see through photos and video that he was very comfortable indeed. So nice for us to relax and know that he is in good hands.

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Deborah C.
Boarding
5.0 out of 5 stars

Kimberly was a great sitter. She kept Coop over Christmas for me as a semi late booking. She communicated daily with photos and updates. Will definitely request to book with her again if I ever need a sitter again.

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Eric G.
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

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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 - Callaway

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Callaway average 13
repeat dog boarding clients

FAQs for Dog Boarding - Callaway

Frequently asked questions about Rover

The average cost of Dog Boarding in Callaway is $30 per night as of October 2026. Most bookings cost between $30 and $44 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 October 2026, there are 158 sitters on Rover offering Dog Boarding across Callaway. Enter your ZIP code to see which available sitters are closest to your home.

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 Callaway 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 Callaway 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 Callaway.

<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 Callaway 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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