Dog Boarding Oakley

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Oakley, 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: Denise R.
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Denise R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 148 reviews
58 repeat clients
5 years of experience
hollywood, MD, 20636

“Our dog had a great time with Denise and her husband. She had a backyard to play in, a porch to sit on, and someone to play ball with her. She came back happy and tired. Denise sent plenty of pictures, and responded quickly when setting up the stay. Highly recommend!”

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Colton P.
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: 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: Nikki G.
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Nikki G.
from
$32
per night
5.0 out of 5 stars
• 87 reviews
19 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.”

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Rachelle 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

“Sarah’s house was extremely comfortable and had a backyard for my dog to run around in. Sarah provided updates/pictures daily, was extremely responsive to my questions, and was flexible with pickup/drop off times. Great communication. Thank you, Sarah!”

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

“Sarah was absolutely amazing with Marco and Polo! From the moment we dropped them off, we felt completely comfortable knowing they were in caring and loving hands. She kept us updated, treated them like family, and clearly paid attention to their individual personalities and needs. Marco and Polo came home happy, relaxed, and well cared for — which says everything. Sarah went above and beyond, and her kindness and professionalism truly stood out. It’s hard to find someone you can fully trust with your pets, but Sarah made the entire experience stress-free and enjoyable. I highly recommend her to anyone looking for a dependable, compassionate, and attentive sitter. We will definitely be booking with her again. Thank you again, Sarah, for taking such wonderful care of our boys!”

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LaKisha B.
Sitter Profile Image: Megan J.
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Megan J.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 140 reviews
57 repeat clients
20 years of experience
Welcome, MD, 20693

“Megan was so amazing with my pup and made me feel so comfortable boarding her for the first time. I got daily updates along with photos/videos. Finding someone to trust with your pets is very difficult but I’m glad we found Megan!”

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Miguel R.
Sitter Profile Image: Erin D.
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Erin D.
from
$38
per night
5.0 out of 5 stars
• 50 reviews
15 repeat clients
25 years of experience
Swan Point, MD, 20645

“I absolutely love Erin and her husband ! Very nice people and you can tell they love animals . marshmellow loves going to their house . I would recommend her to anyone . She gets an A++ in my book . I feel so comfortable leaving mellow with her”

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Myisha R.
Sitter Profile Image: Linda W.
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Linda W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 122 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: 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: 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: Amber M.
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Amber M.
from
$50
per night
4.4 out of 5 stars
• 9 reviews
10 years of experience
Mechanicsville, MD, 20659

“Hermione had a great experience with Amber. She loved playing with her children. Hermione’s first boarding experience was great. Looking forward to getting Amber again!”

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Freddie H.
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: 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

“I cannot express enough gratitude towards La Tasha for her exceptional puppy sitting services for my beloved Ace. From the moment I handed over Ace to her, La Tasha went above and beyond to alleviate all my stress and worries. Her consistent updates, filled with adorable pics and videos of Ace, were not just reassuring but a testament to her dedication and care. Throughout the day, her messages kept me informed about Ace's well-being, which was incredibly comforting, especially since I was concerned about his eating and sleeping habits in my absence. La Tasha didn't just look after Ace; she treated him with the same love and attention as if he were her own, which speaks volumes about her character and passion for animals. I am immensely grateful for her kindness, professionalism, and the peace of mind she provided me. Without a doubt, I will be turning to La Tasha's services again in the future. A heartfelt thank you, La Tasha, for everything.”

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Isi P.
Sitter Profile Image: Yiqiuxi & Nick L.
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Yiqiuxi & Nick L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 78 reviews
30 repeat clients
15 years of experience
White Plains, MD, 20695

“I love love LOVE having CiCi care for my fur baby Charli! She stayed four nights without her baby shadow, my other spoiled pooch, and she enjoyed outdoor play, made new friends, and even got a manicure and pedicure! I always feel confident leaving my dogs in her care because she cares for them as if they are her own. I recommended her recently to my neighbor for her puppy and she is also pleased with the care she received. We will continue to use her for our extended stay needs for sure!”

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Karen M.
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

“My pup had such a wonderful time with Emily! Lots of love, attention, exercise and play. Would not hesitate to book again should the need arise. 🦴🦴🦴🦴🦴”

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Jon P.
Sitter Profile Image: George S.
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George S.
from
$55
per night
5.0 out of 5 stars
• 23 reviews
9 repeat clients
19 years of experience
St Leonard, MD, 20685

“George (Chip).was great! Brandy was well cared for. He provided updates and was even able to accommodate a last minute change where she needed to stay an extra night. Would highly recommend. Thanks Chip!”

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Jackie A.
Sitter Profile Image: Melissa B.
Verified Enhanced Background Check
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

“Leo had an amazing time with Melissa and her family. She had her dogs which kept him busy and happy as he loves to play with others and he got plenty of cuddles. We did a meet and greet with the pups a week before the boarding to ensure wveryone got along well and i could already tell leo was in great hands and Melissa even assured me there would always be someone there just in case. The pictures Melissa sent as we were gone made me happy to see that he was getting spoiled and was having great naps and playtime. She updated me daily and ensured Leo was fed exactly what was needed and we would definitely love to have Leo come "sleepover" again.”

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Caitlyn R.
Sitter Profile Image: Melanie & Randy W.
Verified Enhanced Background Check
Melanie & Randy W.
from
$40
per night
5.0 out of 5 stars
• 7 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: Rena L.
Verified Enhanced Background Check
Rena L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 82 reviews
27 repeat clients
30 years of experience
Waldorf, MD, 20603

“Rena did an awesome job caring for my Doberman puppy, Prince. We were nervous about dropping him off since this would be his first time away from us overnight; but we were reassured that Prince was in good hands through frequent communication and pictures. I can tell Prince enjoyed himself and I am 100% happy with the care Rena provided. I highly recommend and I personally intend to book with Rena again in the future!”

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Tiffany B.
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  • 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.

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    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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FAQs for Dog Boarding - Oakley

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 Oakley 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 Oakley.

<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 Oakley 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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