Dog Boarding Widow Woods

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Widow Woods, 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
• 153 reviews
59 repeat clients
5 years of experience
hollywood, MD, 20636

“Denise was absolutely amazing with dezl. She was very thorough and understand of dezls needs. I loved that she sent pictures and updates throughout dezls stay. If I could put more stars I would! Definitely will be using her again :)”

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Anna V.
Sitter Profile Image: Tina R.
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Tina R.
from
$45
per night
5.0 out of 5 stars
• 7 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: Lori W.
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Lori W.
from
$45
per night
5.0 out of 5 stars
• 81 reviews
32 repeat clients
20 years of experience
Chesapeake Beach, MD, 20732

“Lori took great care of our dogs. I received pictures every few hours which reassured me they were doing fine. Lori was also responsive to my messages. We will definitely be asking Lori to watch them again next we need a caregiver for the dogs:)”

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Lani L.
Sitter Profile Image: Emily H.
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Emily H.
from
$30
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
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: Kelly G.
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Kelly G.
Star Sitter
from
$44
per night
5.0 out of 5 stars
• 341 reviews
157 repeat clients
25 years of experience
Hughesville, MD, 20637

“Kelly you are amazing and thank you for everything you do for everyones pups! Our girl had such a great time and I felt so comfortable having her stay with you. Definitely will book again in the future!!”

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Kendra M.
Sitter Profile Image: Kerri L.
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Kerri L.
from
$50
per night
5.0 out of 5 stars
• 14 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.
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
• 85 reviews
34 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: Christine S.
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Christine S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 55 reviews
17 repeat clients
20 years of experience
CALIFORNIA, MD, 20619

“We had a great experience with Christine looking after Chewy while we were away. She sent us updates every day with pictures and videos, which we really appreciated and it was lovely being able to see what he was getting up to and how settled he was. Christine took great care of him and when he had a little issue with his ear, she contacted us straight away and kept us updated. She even went and picked up some medicine for him, which we really appreciated. Chewy seemed very happy and comfortable with her and it was clear he got lots of love and attention during his stay. She even sent him home with a new toy, which was a lovely touch! We would definitely be happy for Chewy to stay with Christine again and would highly recommend her”

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Nicola T.
Sitter Profile Image: Michelle M.
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Michelle M.
from
$45
per night
5.0 out of 5 stars
• 19 reviews
7 repeat clients
25 years of experience
Chesapeake Beach, MD, 20732

“Michelle was fantastic with our pup! He had so much fun playing with her sweet dog and friends, and she sent us pictures throughout his stay so we could see how happy he was! She was great at arranging pickup and drop off, to make sure it worked with our schedule too. Will definitely be rebooking when we need.”

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Stephanie L.
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 sent me pictures and messages about what was going on with Bentley everyday. I never really trusted anyone taking care of my baby until I met Lachelle on River.”

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chyna s.
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: Lynette & Vincent H.
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Lynette & Vincent H.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 838 reviews
194 repeat clients
25 years of experience
Upper Marlboro, MD, 20772

“My Hendrix is very spoiled and they took excellent care of him and was able to get picky eater to eat. I received daily communication and pictures that kept me at ease on my vacation. Will use again”

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Vanessa W.
Sitter Profile Image: Lindsay H.
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Lindsay H.
Star Sitter
from
$52
per night
5.0 out of 5 stars
• 43 reviews
12 repeat clients
15 years of experience
Upper Marlboro, MD, 20772

“Lindsay is amazing! I took a trip abroad and left my fur babies in her care while I was away and I couldn't be happier with the service she provided. Lindsay is very responsive and provided pictures and updates without me ever having to ask. I highly recommend her for your boarding needs. I will most definitely be sending my babies back to her for future trips.”

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Kim S.
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
• 111 reviews
39 repeat clients
25 years of experience
Lexington Park, MD, 20653

“Christianna provided excellent service, keeping us updated on our fur baby with frequent statuses, pictures, and even collages. We felt so fortunate to find someone with such a sweet spirit to help us out!”

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Daniel W.
Sitter Profile Image: Faith M.
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Faith M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 22 reviews
9 repeat clients
2 years of experience
Chesapeake Beach, MD, 20732

“Faith was a great find for watching Tank! From the moment Tank met Faith at the meet & greet a few days beforehand, he was excited to be with her. When I dropped him off, I knew he was in good hands. I highly recommend Faith. Only recommendation is for her to send more pics to tge owner without having to be prompted.”

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Linda S.
Sitter Profile Image: Amelia P.
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Amelia P.
from
$45
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
8 years of experience
Chesapeake Beach, MD, 20732

“Amelia is very kind and communicative. She was able to send me updates and photos throughout the duration of my dog’s stay with her. Highly recommended and would use her services again!”

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Damon G.
Sitter Profile Image: Beauty W.
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Beauty W.
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: 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: 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: Schuyler C.
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Schuyler C.
from
$35
per night
5.0 out of 5 stars
• 38 reviews
9 repeat clients
15 years of experience
La Plata, MD, 20646

“Waylon had a great weekend with Schuyler and her family , pups included . I can tell he had a great time making new friends. I appreciate all the updates and pictures and peace of mind knowing he was in good hands.”

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Claudia B.
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The median cost per night for dog boarding in Widow Woods is $48

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.

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

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Widow Woods

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Widow Woods average 11
repeat dog boarding clients

FAQs for Dog Boarding - Widow Woods

Frequently asked questions about Rover

As of November 2026, there are 537 sitters on Rover offering Dog Boarding across Widow Woods. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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.

95% of sitters in Widow Woods can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this 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, 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 Widow Woods.

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.

Yes, you can find sitters who have experience with handling special pet needs in Widow Woods. On Rover:

  • 86% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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 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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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