Dog Boarding Woodland Point

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Woodland Point, 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: Megan J.
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Megan J.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 141 reviews
57 repeat clients
20 years of experience
Welcome, MD, 20693

“So glad to have found Megan to watch my dog, Freya! Megan sent pictures & video of Freya having a great time. I could tell Freya was comfortable right away at our meet & greet & looked so happy when I picked her up. Megan is so friendly and patient, can’t thank her enough for taking such good care of my baby! 😊”

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Jessica M.
Sitter Profile Image: Sarah B.
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Sarah B.
Star Sitter
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: 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

“La Tasha is a great sitter. She is very sweet, kind and friendly. Communication is excellent , she kept us informed and is very responsive. I definitely recommend her services, you won't be disappointed.”

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Pamela W.
Sitter Profile Image: Nikki G.
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Nikki G.
from
$32
per night
5.0 out of 5 stars
• 91 reviews
19 repeat clients
13 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: Anika C.
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Anika C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 47 reviews
14 repeat clients
45 years of experience
Mechanicsville, MD, 20659

“Anika did an excellent job with my baby, October. She communicated with me throughout his stay with texts, photos, videos. October wasn’t quite ready to leave her, which makes me feel the love and care she has for my furbaby. I will definitely be using her in the future.”

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Ron M.
Sitter Profile Image: Connie L.
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Connie L.
from
$48
per night
5.0 out of 5 stars
• 2,128 reviews
513 repeat clients
14 years of experience
Fredericksburg, VA, 22405

“Connie was amazing in caring for our pup. She took lots of great photos. She consistently sent us updates. Would absolutely recommend to others!”

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Bethany S.
Sitter Profile Image: Rena L.
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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 was great. She sent photos every few hours and was very communicative. She took great care of our new puppy and we couldn’t have been happier.”

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Alexia M.
Sitter Profile Image: Robyn J.
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Robyn J.
from
$45
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
30 years of experience
White Plains, MD, 20695

“Robyn came through when I needed it! Very personable, professional and accommodating! Looking forward to establishing a long lived boarding a relationship for the very near future! ;-)”

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Derrick M.
Sitter Profile Image: Anna L.
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Anna L.
from
$50
per night
4.9 out of 5 stars
• 71 reviews
23 repeat clients
12 years of experience
La Plata, MD, 20646

“Anna was fantastic with my old dog! This was our first time using Rover and Anna made our first experience very pleasant. From the moment of request she was quick to communicate and ask questions to make sure she was the right fit for my 13 year old Labrador. My wife and I had a late notice trip we needed to take with odd flight times and tight layovers, that being said Anna was able to be flexible if our flights got delayed and even made sure that if anything unexpected helped with out return flight, my dog was going to be taken care of. She also was thorough of letting me know what information she needed for caring for my dog and what items we needed to send with her to better settle my dog into a new environment. Anna checked in daily with a quick message and photo of my dog’s stay which really helped us put our minds at ease. Thank you, Anna! You’re a lifesaver and Olive came home in great spirits!”

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

“Beauty is a friendly sitter with excellent communication skills. She frequently shared videos and photos of my dog sleeping and playing. If she had any questions, she asked promptly. The accommodations for my dog were also comfortable and suitable.”

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Jerry D.
Sitter Profile Image: Vanessa & Giovanni G.
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Vanessa & Giovanni G.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 79 reviews
34 repeat clients
25 years of experience
Brandywine, MD, 20613

“My pup Luna loved her time with Vanessa and Gio. They are super responsive and provide great updates. Definitely would want Luna to stay with them again!”

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Helina G.
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

“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!”

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Kathi B.
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

“My Puppy really enjoyed being spoiled by George with allowing him to lay on the bed...lol George was really great with my puppy... he provided text messages and videos of my puppy playing with his two dogs that he got along with. He was very professional and caring as well. I highly recommend him!”

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Rhonda B.
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: Lauren A.
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Lauren A.
from
$67
per night
5.0 out of 5 stars
• 11 reviews
4 repeat clients
24 years of experience
Colonial beach, VA, 22443

“Lauren was a sweetheart. She kept me posted on how my kitten was doing. I can tell she had a great time with Lauren.”

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Dejah W.
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: Ja'Lynn J.
Verified Background Check
Ja'Lynn J.
from
$30
per night
5.0 out of 5 stars
• 35 reviews
18 repeat clients
6 years of experience
Waldorf, MD, 20603

“Meeting and greeting Ja’Lynn was very pleasant! Communicating with her about caring for Ace was very important to me. She responded with experience, understanding. She provided great care - just what I was looking for! Also, she provided photos of Ace daily. I will definitely be requesting her to care for again!!!!!”

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Judy D.
Sitter Profile Image: Julianne D.
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Julianne D.
from
$28
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
3 years of experience
Fredericksburg, VA, 22405

“Julianne was wonderful! Communicative, kind, progressional, and most importantly took EXCEPTIONAL care of my pup! 10/10!”

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Shannon M.
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: Kareema L.
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Kareema L.
from
$55
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
15 years of experience
White Plains, MD, 20695

“Coco had a great time with Kareema and her dog Xenia. Everything about this experience was great and I would definitely recommend her as a sitter! She's very flexible and understanding. And made our drop off seamless. Her communication was often and she even sent photos and videos to us.”

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Chris B.
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Dog parents share their Rover experiences - Woodland Point

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5.0 out of 5 stars

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.
Boarding
5.0 out of 5 stars

Emily was truly amazing with my Samuel! I appreciated her willingness to meet before Sammys short stay with her. She showed a level of comfort with larger dogs that I appreciate it! She even went as far as buying extra pumpkin with his stool was soft during his stay, and worked on tricks with him, when it rained. Thank you, Emily! I will definitely be a repeat customer.

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Myisha B.
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 - Woodland Point

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FAQs for Dog Boarding - Woodland Point

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 Woodland Point 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 Woodland Point.

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 Woodland Point 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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