Dog Boarding Callaway

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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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 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: Linda W.
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Linda W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 120 reviews
47 repeat clients
20 years of experience
Lexington-Park, MD, 20653

“Linda is a kind, reliable, and a wonderful pet sitter. Both my experiences have been totally positive, and I will continue to choose Linda as my preferred pet sitter!”

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Crystal W.
Sitter Profile Image: Jaliah D.
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Jaliah D.
from
$60
per night
5.0 out of 5 stars
• 17 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: Christine S.
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Christine S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 54 reviews
16 repeat clients
20 years of experience
CALIFORNIA, MD, 20619

“This was our first time using Rover and Christine couldn't have eased our minds more about leaving our dogs with a stranger for a few days. She took our two dogs to the dog park near her house, let them play outside in her backyard and cuddled with them daily. I know because she sent us photos and videos each day of our trip. By the time we picked them up, Christine was no longer a stranger but their new best friend. Our girls loved spending time with her and I'm sure yours will too! Thank you Christine!”

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Kelli M.
Sitter Profile Image: Melissa B.
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Melissa B.
from
$50
per night
5.0 out of 5 stars
• 40 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: Denise R.
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Denise R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 145 reviews
56 repeat clients
5 years of experience
hollywood, MD, 20636

“Denise and her husband took great care of our two dogs for 10 days. Denise sent plenty of updates and photos. One of our dogs is very skittish but she warmed up to Denise very quickly. I will definitely use them again in the future.”

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Melanie & Randy W.
Sitter Profile Image: Shawn L.
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Shawn L.
from
$48
per night
5.0 out of 5 stars
• 4 reviews
13 years of experience
Lexington Park, MD, 20653

“Shawn was amazing! My dog Buddy didn’t want to come home! Regular updates with pictures! Could not have asked for anything more. Thanks!”

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James H.
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

“She's so attentive and sweet! I felt absolutely safe leaving my sweet dog in her care! From gettong Sugar a pup cup and taking her for car rides and walks,I couldn't be more pleased with her thoughtfulness and attentiveness!We will definitely be seeing her again!💗”

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Samantha W.
Sitter Profile Image: Sarah F.
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Sarah F.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 58 reviews
12 repeat clients
30 years of experience
Leonardtown, MD, 20650

“Ari had such a great time with Sarah and her family. Ari loved running around the back yard. Sarah was very responsive and sent great updates and pictures!!!”

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Juliana C.
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: Melanie & Randy W.
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Melanie & Randy W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
16 years of experience
Hollywood, MD, 20636

“Alicia and Randy are wonderful pet hosts!!! The care, attention, professionalism, follow up, and the love they have for their furry clients are just a few examples of superior work. You can instantly tell that they have a genuine love for animals, my Lola was treated with love and great care. I recommend Alicia to anyone that is looking for a safe and loving place for their pets stay. Thank you a million times Alicia, Randy, and their pets Cruz and Azalea for opening your house for Lola.”

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Marliete L.
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: Emily H.
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Emily H.
from
$30
per night
5.0 out of 5 stars
• 7 reviews
4 years of experience
Hollywood, MD, 20636

“~ I highly recommend Emily! She was amazing with my boy Blackjack. My 1st time with Emily & will definitely be a return customer! Emily sent pics with a update every evening.. Sent my boy home with a cute scarf & a brand new toy, bc my boy fell in love with the same kind of toy that her dogs were playing with & she said we have extras & he loves it so much.. Emily is the SWEETEST!!”

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Kimberly L.
Sitter Profile Image: Alexandra B.
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Alexandra B.
from
$45
per night
1 repeat client
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: Rose R.
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Rose R.
from
$50
per night
5.0 out of 5 stars
• 92 reviews
31 repeat clients
18 years of experience
Saint Inigoes, MD, 20684

“We left our Lab with Rose for 12 days when our usual Rover boarder was unavailable Dash had a great time roaming in her big, fenced-in back yard with her own three dogs. He will miss his buddies now that he's back in our boring house! Rose took great care of him.”

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Julie D.
Sitter Profile Image: Genil W.
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Genil W.
from
$40
per night
4.3 out of 5 stars
• 31 reviews
6 repeat clients
3 years of experience
Lusby, MD, 20657

“Genil treated our dogs with such love and was even available at the last minute during the holidays! She sent photos halfway through the booking and was so sweet to work with!”

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Taylor H.
Sitter Profile Image: Haley W.
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Haley W.
from
$55
per night
5.0 out of 5 stars
• 44 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: Kathryn A.
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Kathryn A.
from
$55
per night
5.0 out of 5 stars
• 14 reviews
2 repeat clients
30 years of experience
Leonardtown, MD, 20650

“When I picked up Jackson, I was not sure he wanted to leave his vacation with Kathryn and her wonderful family! Sure he was excited to see us, but, then he laid down next to Kathryn as if he was feeling pretty comfortable at her home! She sent photos and write ups daily and this made me feel so much better about leaving him in her care. It was like he knew the family forever! This was the first time we went away without him in 8 years so I was a bit anxious about leaving. I would have no problems leaving him again if I have another opportunity to do so. I highly recommend Kathryn and I know he was very happy being there and well cared for. He enjoyed his daily walks and never missed a meal and perhaps, Me!!!! If there were 10 stars I would click everyone of them!”

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Carol N.
Sitter Profile Image: Nikki G.
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Nikki G.
from
$32
per night
5.0 out of 5 stars
• 84 reviews
17 repeat clients
12 years of experience
Saint Leonard, MD, 20685

“Logan was very well cared for at Nikki's. He got along great with her dog and her cats! He appreciated games of fetch, steal the shoe and sleep on the bed!”

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Jeanette H.
Sitter Profile Image: Kerri L.
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Kerri L.
from
$50
per night
5.0 out of 5 stars
• 13 reviews
6 repeat clients
20 years of experience
Lusby, MD, 20657

“Kerry and her family took amazing care of my dog Briggs while I was out of town. I got loads of adorable pictures, and he was returned groomed and fluffy with a new bandana. I highly recommend them and will be reaching out again when I travel.”

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

Dog parents share their Rover experiences - Callaway

1 / 1
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

Bobbi was amazing and incredibly accommodating. I had a very last-minute work trip and felt completely unprepared, but she handled every hiccup with patience and kindness and immediately put me at ease. She consistently sent daily photos and updates, checked in regularly, and took great care of Roman. It gave me so much peace of mind while I was away. I would absolutely book with her again and highly recommend her to anyone looking for a reliable, communicative, and compassionate sitter.

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Senayit M.
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
5.0 out of 5 stars

She was amazing! Harley loved her and it looked like Har was having a ball anytime she sent a photo. Will be booking with Alexis again!

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Alexandra W.
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?

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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.

Meet local sitters who will treat your dogs like family

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    Browse profiles of sitters near you who offer dog boarding
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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 for Dog Boarding in Callaway on Rover is $29.96 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of September 2026, there are 156 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 rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

91% of Callaway sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Callaway landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Callaway 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 Callaway.

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 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 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.

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