Dog Boarding Widow Woods

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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

“Denise and her husband Mike were amazing!!! 10/10 recommend. I felt at ease leaving our 6 month old puppy with them. Will definitely book them again.”

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Ashley W.
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: 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: Lori W.
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Lori W.
from
$45
per night
5.0 out of 5 stars
• 79 reviews
31 repeat clients
20 years of experience
Chesapeake Beach, MD, 20732

“Lori is always amazing! We love having our dog stay with her when we can’t take him with us. We always know he will be well loved and taken care of!”

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Emily D.
Sitter Profile Image: Aaron & Tia M.
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Aaron & Tia M.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 42 reviews
16 repeat clients
40 years of experience
Clinton, MD, 20735

“Aaron and Tia are hands down the best ever. They are super friendly loves dogs and I can’t even thank them enough how they have helped me in last minute dog sitting but just the care they show with my dog. Trust me if you are looking for a sitter that just loves animals Aaron and Tia are your people this is my second time and they are 10 ⭐️⭐️⭐️⭐️⭐️⭐️⭐️ You won't go wrong”

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Andre P.
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: Matthew Y.
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Matthew Y.
from
$50
per night
10 years of experience
Mechanicsville, MD, 20659

About: Your pet's safety, comfort, and well-being are my top priorities. I have professional experience working as a dog handler with detection canines, which has given me hands-on experience with canine behavior, handling, safety, and maintaining a structured environment. I understand that every pet has a different personality, comfort level, and set of needs, and I take the time to provide appropriate care for each pet entrusted to me. Safety is always the priority for your pet, my family, other animals, and anyone interacting with your pet. I believe good boarding should provide owners with peace of mind knowing their pet is being cared for by someone who is attentive, responsible, and experienced around animals. Pets are housed in a secure, indoor, climate-controlled kennel area where they can remain comfortable regardless of the weather. They also have access to a fenced outdoor kennel area that provides additional space, fresh air, and shelter from the elements. I provide a clean, structured, and secure environment and will follow your pet's normal feeding schedule, medications, routines, and other care instructions as closely as possible. Whether you're away for a night, a weekend, or a longer trip, my goal is simple: keep your pet safe, comfortable, well cared for, and give you confidence that they're in capable hands while you're away. I work offsite during the day, but I have a strong and dependable family support system at home to ensure pets receive appropriate oversight and care throughout the day. I personally handle morning and evening care, including feeding, exercise, kennel care, and ensuring each pet’s individual needs and routine are being met. Our boarding kennel is separate from our family home, providing pets with their own dedicated, quiet, and controlled space. The indoor kennel area is climate controlled and provides access to a secure, fenced outdoor kennel area with shelter, allowing dogs to safely spend time outside when appropriate. While I am at work, trusted family members are available to provide supervision, potty breaks, feeding, exercise, or other care according to each pet’s needs. I remain responsible for their overall care and delegate daytime responsibilities with clear instructions. I also maintain video surveillance of the kennel areas, allowing me to monitor pets throughout the day even while I am offsite. My professional experience handling detection canines has made safety, structure, and responsible handling especially important to me. My goal is to provide a secure environment with consistent care while minimizing unnecessary interactions between boarded pets, our household, and other animals. Safety is the foundation of how I care for animals. My professional experience handling detection canines has taught me the importance of understanding canine behavior, maintaining secure environments, following established routines, and never taking unnecessary risks with an animal in my care. Our boarding kennel is separate from our family home, providing a dedicated and controlled environment for our guests. Dogs stay in a clean, climate-controlled indoor kennel with access to a secure, fenced outdoor kennel area with shelter. This setup allows me to control interactions and provide each dog with appropriate space rather than requiring unfamiliar pets to immediately integrate into a household environment. The kennel areas are also under video surveillance, allowing me to monitor pets when I am not physically present. My family provides additional daytime oversight and supervision while I personally remain responsible for each pet’s overall care. I take owner instructions seriously and want to know about your pet’s temperament, routines, triggers, medical needs, and any behavioral concerns before their stay. Honest communication helps me keep your pet, my family, and other animals safe. We are an animal-loving family with our own very well-loved barn cats, so responsible animal care is already part of our everyday life. My goal is to provide owners with peace of mind knowing their pet is staying in a safe, secure, structured, and caring environment.

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

“She’s the best ! I had a last minute family situation and she was able to accommodate getting my dog later in the evening and kept her longer than expected! Thank you !”

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Lacey W.
Sitter Profile Image: Elizabeth G.
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Elizabeth G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 54 reviews
13 repeat clients
30 years of experience
HUNTINGTOWN, MD, 20639

“Thank you Elizabeth, for taking such great care of our boy Max. He requires extra attention due to his separation anxiety. You treated him like he was your own, allowing him to be a lap dog as big as he is. He loves to be next to people. You provided us with pictures and updates on how he was doing. We enjoyed our trip, knowing he was being well taken care of. Elizabeth, you went out of your way to help us stay calm when our flight was significantly delayed. We will definitely use your services again.”

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Roderick & Anita P.
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 and her family are the best. Murphy had such a good time, we didn't think he'd want to come home. Great communication and we had absolutely no worries. Thank you again!”

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Terri S.
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

“Absolute lifesaver!! She is extremely understanding and accommodating with our flights leaving REALLY early and landing REALLY late, and we couldn’t be more appreciative. Our 4 year old pup is (normally) super attached to us and tends to escape from the places we bring him to. After the meet and greet, we knew he’d be in good hands. He was so happy to be there and I’m sure loved every moment of it. Despite the fact he has his stubborn tendencies, I believe they enjoyed their time with him. The pics we received were great and helped us know he was good. We would absolutely love to have her watch our pup again x 100000. ? Thank youuuu !!”

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Samantha V.
Sitter Profile Image: Lynette & Vincent H.
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Lynette & Vincent H.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 824 reviews
194 repeat clients
25 years of experience
Upper Marlboro, MD, 20772

“Lynette and Vincent took great care of my fur baby! We set up a meet and greet after which I felt very comfortable that she’d be in good hands while in their care. She’s very shy but loves to cuddle. I was also concerned she wouldn’t eat however, she was relaxed and hungry enough to eat the very next day. From the pictures Lynette and Vincent sent, multiple times, daily she had settled in quickly and nicely. She was running and playing with their dog. All a testament to Lynette and Vincent’s patience and dedication to making their home a home-away-from-home for my fur baby. I am so thankful to have found them and I look forward to the next pet sitting with them.”

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Cynthia D.
Sitter Profile Image: Stephanie M.
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Stephanie M.
from
$35
per night
5.0 out of 5 stars
• 54 reviews
19 repeat clients
10 years of experience
Huntingtown, MD, 20639

“Stephanie did a great job looking after our pug! We really appreciated the daily pictures and updates she sent us. It was clear she took extra special care of our dog, which gave us peace of mind while we were out of the country celebrating the holidays. Well worth the money. We wont hesitate to ask her to look after Archie again. Thanks, Stephanie!”

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Clare R.
Sitter Profile Image: Dasia J.
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Dasia J.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
20 years of experience
Accokeek, MD, 20607

“Dasia was fantastic again! It’s so great to find someone you feel comfortable to watch your pet. Dasia provided updates and pictures throughout the stay. She was amazing.”

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Monique G.
Sitter Profile Image: Bianca T.
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Bianca T.
Star Sitter
from
$37
per night
4.9 out of 5 stars
• 146 reviews
85 repeat clients
15 years of experience
Sunderland, MD, 20689

“Bianca was attentive and skilled with our beloved Ali who can be a handful with his rambunctiousness. We had a family function to attend in another city and unexpectedly needed a sitter. Bianca was quick and reliable upon request. In addition, Bianca kept us updated on Ali’s stay which he appeared not to miss us with all the love and affection doted on him during his stay. If I ever in the future need a sitter or even just a walker for any event, I would trust Bianca more than my family for the care Ali. I wholeheartedly recommend her fully for the care and wellbeing of your pet.”

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William L.
Sitter Profile Image: Ashleigh H.
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Ashleigh H.
from
$30
per night
8 years of experience
Hollywood, MD, 20636

About: My love for animals started the day a stray Bassett hound wandered into my garage at the ripe age of 4. Ever since then I have taken in all animals under my care as my own! I love take care of all the furry friends! I have personally owned puppies, big dogs, cats, fish, hedgehogs and gerbils - although not at the same time (could you imagine, yikes) and watched after the same! I have done any and all visits whether it is a quick play date or a longer visit due to vacation! I enjoy building a long term relationship to provide a dependable sitter throughout the year! I have a child in elementary school and work at a high school during the day. If and when an overnight sitter is needed, I assure you I make arrangements prior to accepting to give my 100% to your fur baby! I like to mimic the care the dog has at home to make sure they are most comfortable. In the beginning I expect normal hesitation, so I am patient and playful to earn trust until everyone is comfortable.

Sitter Profile Image: Lashelle C.
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Lashelle C.
from
$55
per night
5.0 out of 5 stars
• 17 reviews
9 repeat clients
22 years of experience
Waldorf, MD, 20601

“Lashelle was absolutely amazing with Rockie! From the moment I dropped him off, she kept me updated with thoughtful, detailed messages and plenty of photos, which gave me so much peace of mind while I was away. Rockie is naturally anxious in new environments, but Lashelle was incredibly patient and knowledgeable. She understood his body language, gave him the space he needed to adjust, and helped him build confidence at his own pace. I especially appreciated how she handled introductions with her family and pets, always putting Rockie's comfort and safety first. It was clear she has a lot of experience with dogs and truly cares about their well-being. She kept me informed about everything—from his eating and potty habits to his progress settling in, making new friends, and even his funny moments watching TV! She also went above and beyond by cleaning him up after an accident without hesitation. By the end of his stay, Rockie had gone from being nervous to relaxing on the couch, enjoying the yard, snuggling with the family, and even warming up to everyone in the house. Seeing that progress meant so much to me. I couldn't have asked for a better sitter. Lashelle treated Rockie like one of her own, and I knew he was loved and cared for every step of the way. I highly recommend her to anyone looking for someone who is compassionate, experienced, communicative, and truly dedicated to providing exceptional care. We will absolutely be booking with her again!”

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Danielle D.
Sitter Profile Image: Schuyler C.
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Schuyler C.
from
$35
per night
5.0 out of 5 stars
• 37 reviews
9 repeat clients
13 years of experience
La Plata, MD, 20646

“Schuyler was flexible and helped navigate a change of plans. She and her husband came over twice a day and spent time with our pups, played with them, and gave them much needed attention while I was away.”

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Kristen Q.
Sitter Profile Image: Brittany P.
Verified Enhanced Background Check
Brittany P.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 146 reviews
51 repeat clients
20 years of experience
Chesapeake Beach, MD, 20732

“Brittany and family were amazing with our pups! Daily status updates with pictures and on everyone I can just tell they had a blast. Will DEFINITELY be booking again!!”

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Victoria T.
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.
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FAQs for Dog Boarding - Widow Woods

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 Widow Woods 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 Widow Woods.

<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 Widow Woods 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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