Dog Boarding Callaway

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

Pick up
Search

Over 10
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.

1 / 1
Sitter Profile Image: Tina R.
Verified Enhanced Background Check
Tina R.
from
$45
per night
5.0 out of 5 stars
5 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.

Profile image
Marcy W.
Sitter Profile Image: Linda W.
Verified Enhanced Background Check
Linda W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
114 reviews
40 repeat clients
20 years of experience
Lexington-Park, MD, 20653

Linda was great with our dog! She was very responsive and sent pictures. We could tell he had a blast with her dogs, as he napped the entire evening when we brought him home.

Profile image
Christin R.
Sitter Profile Image: Melissa B.
Verified Enhanced Background Check
Melissa B.
from
$50
per night
5.0 out of 5 stars
39 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.

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

Christianna did an excellent job watching our dog! She treated him like family, sent us tons of pictures/ videos everyday. We will definitely be using her in the future!

Profile image
Laura G.
Sitter Profile Image: Jaliah D.
Verified Enhanced Background Check
Jaliah D.
from
$60
per night
5.0 out of 5 stars
15 reviews
5 repeat clients
5 years of experience
Lexington park, MD, 20653

Thank you so much for taking such wonderful care of my dog while I was away. It gave me real peace of mind knowing they were in such loving and capable hands. Your patience, kindness, and attention truly mean a lot, and I could tell my dog felt comfortable and happy with you. I really appreciate the time, effort, and love you put into caring for them. Thank you again for everything!

Profile image
Kathi B.
Sitter Profile Image: Cole K.
Verified Enhanced Background Check
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: Christine S.
Verified Background Check
Christine S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
53 reviews
16 repeat clients
20 years of experience
CALIFORNIA, MD, 20619

Christine is wonderful. Laika was very happy staying with Christine. Christine took care of my dog Laika above and beyond expectation. I highly recommend Christine. Thank you .

Profile image
Bella Y.
Sitter Profile Image: Sarah F.
Verified Enhanced Background Check
Sarah F.
from
$45
per night
5.0 out of 5 stars
55 reviews
11 repeat clients
30 years of experience
Leonardtown, MD, 20650

Sarah and her family were great!! She made my dog feel so comfortable at home. Sarah was very communicative during Ari’s stay sending photos and updates. I felt so comfortable with Ari in her care.

Profile image
Juliana C.
Sitter Profile Image: Shawn L.
Verified Enhanced Background Check
Shawn L.
from
$48
per night
5.0 out of 5 stars
2 reviews
13 years of experience
Lexington Park, MD, 20653

About: I provide a calm, structured home environment along with attentive home visits. My goal is simple: for your pet to feel safe, comfortable, and genuinely cared for while you’re away. I’m home the majority of the day, which allows me to provide consistent supervision and attention. Because of this, your pup won’t be left alone for extended periods. My home is clean, pet-safe, and designed for comfort. I intentionally limit the number of dogs I board at one time to ensure each pet receives attentive, high-quality care. Located in the desirable and safe Pembrooke neighborhood, I also provide regular photo updates so you can feel confident and connected while you’re away.

Sitter Profile Image: Denise R.
Verified Background Check
Denise R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
142 reviews
55 repeat clients
5 years of experience
hollywood, MD, 20636

Scarlet stayed for a week while we were on vacation and she must have gotten plenty of exercise because she slept the whole day after we got home. Denise sent great photos and she was flexible about pickup time when we hit traffic on the way home. Definitely recommend!

Profile image
Cassie G.
Sitter Profile Image: Melanie & Randy W.
Verified Enhanced Background Check
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

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!

Profile image
Christy R.
Sitter Profile Image: Emily H.
Verified Enhanced Background Check
Emily H.
from
$27
per night
4 years of experience
Hollywood, MD, 20636

About: I am an animal lover who has taken care of my own as well as friends and families pets for years. My family has cared for dogs, cats, chickens, goats, snakes, frogs, geckos, chinchillas. I am a stay at home mom, so my time is very flexible. I am able to keep pets to their daily schedules and routines. My property is ideal for a doggy vacay, we have a newly fenced in valley, a forest to explore, 2 dogs companions (can keep separate upon request), lots of squirrels to chase, and plenty to love to go around! I am able to provide an attentive home environment that a pet is used to.

Sitter Profile Image: Haley W.
Verified Enhanced Background Check
Haley W.
from
$55
per night
5.0 out of 5 stars
43 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.

Profile image
Sierra R.
Sitter Profile Image: Genil W.
Verified Enhanced Background Check
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 is the sweetest! Thank you so much for taking care of mu puppy with my super last minute request (literally within 2 hrs). You can tell she really cares about the animals she cares for. She took care of my baby and sent pics. He came home good and tired. Lol. Would definitely recommend.

Profile image
Alicia A.
Sitter Profile Image: Nikki G.
Verified Enhanced Background Check
Nikki G.
Star Sitter
from
$32
per night
5.0 out of 5 stars
80 reviews
14 repeat clients
12 years of experience
Saint Leonard, MD, 20685

I can’t say enough good things about Nikki! She treated my big baby just like her own and put up with me being overly cautious before Finn’s stay with her. She is excellent at communicating and sent lots of sweet messages and pictures while we were gone. I almost can’t console Finn because he misses her and her pups! He probably can’t wait for us to go away again so he can go visit Nikki.

Profile image
Rachelle W.
Sitter Profile Image: Kathryn A.
Verified Enhanced Background Check
Kathryn A.
from
$55
per night
5.0 out of 5 stars
12 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!

Profile image
Carol N.
Sitter Profile Image: Kerri L.
Verified Enhanced Background Check
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 treat our dog like absolute royalty!! He’s welcomed and cared for as if he were their own. We always pick him up happy and clearly spoiled with love. Couldn’t ask for a better sitter.

Profile image
Gaëlle G.
Sitter Profile Image: Donna A.
Verified Enhanced Background Check
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.

Profile image
Jayne S.
Sitter Profile Image: Rose R.
Verified Background Check
Rose R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
90 reviews
29 repeat clients
18 years of experience
Saint Inigoes, MD, 20684

Our dog squid had a fantastic time with Rose and her dogs while we went away for a 4 day trip. Rose was very easy to work with and sent pictures and updates all throughout squids stay with her. We are super grateful and will absolutely be reaching out to her next time we need a reliable dog sitter.

Profile image
Andrew H & Emma S.
Sitter Profile Image: Alexandra B.
Verified Enhanced Background Check
Alexandra B.
from
$45
per night
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.

1 / 1
View more

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.

Profile image
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.

Profile image
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.

Profile image
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!

Profile image
Alexandra W.
Boarding
1 / 1
Find pet care near you

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.

Meet local sitters who will treat your dogs like family

  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 - Callaway

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Callaway average 12
repeat dog boarding clients

FAQs for Boarding - Callaway

Frequently asked questions about Rover

The average cost for Dog Boarding in Callaway on Rover is $29.96 per night (as of August 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 August 2026, there are 153 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.

90% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge