Dog Boarding Windsor Manor

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Over 26
pet parents in Windsor Manor have booked dog boarding

Windsor Manor, 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: Aaron & Tia M.
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Aaron & Tia M.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 49 reviews
21 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: Lynette & Vincent H.
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Lynette & Vincent H.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 840 reviews
194 repeat clients
25 years of experience
Upper Marlboro, MD, 20772

“Lynette & Vincent were AMAZING with my babygirl Snickers! Snicks has bad separation anxiety to the point where she won't eat and can be super antisocial but by the end of her stay with Lynette & Vincent she was more social and eating more. They sent lots of pics, which I truly appreciated, and I could see that my fur baby was really enjoying herself. I will def book with them again the next time I travel.”

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Mirandy F.
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
• 82 reviews
34 repeat clients
25 years of experience
Brandywine, MD, 20613

“We left our two dogs with Gio and Vanessa for 5 days and couldn’t have been happier with the experience. Gio sent daily video updates during walks to let us know how things were going and it was obvious how much he enjoyed having them around. Not to mention they were willing to work with us on extremely short notice immediately after returning from their own family vacation. We’re very grateful and won’t hesitate to book again next time we need a sitter.”

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JP R.
Sitter Profile Image: Kimberly B.
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Kimberly B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 56 reviews
21 repeat clients
7 years of experience
Clinton, MD, 20735

“This was our family first time user Rover, and Ms. Kimberly services was beyond exceptional. She kept us up to date with videos and pics regarding our fur baby status. She was a outstanding keeper. We will definitely be back again. Thank you!!!”

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Kee A.
Sitter Profile Image: Elissa F.
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Elissa F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 53 reviews
23 repeat clients
11 years of experience
Brandywine, MD, 20613

“Elissa was great with my dog . Very patient with her when she wouldn't eat and got her to finally eat . My dog was well taken care of and I would definitely book with her again . She sent lots of photos and videos .”

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Jeri S.
Sitter Profile Image: Chris G.
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Chris G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 23 reviews
9 repeat clients
30 years of experience
Dunkirk, MD, 20754

“Chris and his wife are amazing! They really made our dog feel at home and like part of the family. When I had a schedule change, they were easy to work with. He was very communicative and nice. Definitely booking with him again.”

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LaKeta B.
Sitter Profile Image: Antavia G.
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Antavia G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 12 reviews
6 repeat clients
6 years of experience
Upper Marlboro, MD, 20772

“I had such a wonderful experience! From the very beginning, she was kind, communicative, and incredibly attentive. She treated my pup like her own and kept me updated throughout the stay, and sent pictures! Cash was happy, comfortable, and so very relaxed! Obviously, he felt right at home! We couldn’t have asked for a better sitter and would absolutely recommend them to anyone looking for someone trustworthy, caring, and dependable. We’ll be back!”

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Lela G.
Sitter Profile Image: Danny L.
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Danny L.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 35 reviews
14 repeat clients
9 years of experience
Fort Washington, MD, 20744

“Exceeded my expectations! This dynamic duo is truly a dream team. They took very good care of my Tyson since the meet and greet! They are very communicative and will send you as little or as many updates as you can take. This was my first time away from my baby and it’s warming to find out I was the one with separation anxiety while he had a friend and a safe space to be a dog! Will DEFINITELY be using there awesome services again!”

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Aaron 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

“My girls enjoyed their stay. They came home happy and ready to go again. I highly appreciate Dasia keeping up with my senior's eye drops to include logging when she received them.”

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Jennifer C.
Sitter Profile Image: Lilian u.
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Lilian u.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 167 reviews
69 repeat clients
6 years of experience
Waldorf, MD, 20602

“Lily, and her husband Sebastian, were wonderful with my pup pup, Diezel! He had so much fun and was worn out from play and walks. They are so easy going which made my husband and I comfortable and makes the pups at ease. Lily sent lots of pictures and videos which I love and appreciate. She did an amazing job and Diezel looks forward to his next stay!”

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Leigh C.
Sitter Profile Image: Sereniti W.
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Sereniti W.
from
$48
per night
5.0 out of 5 stars
• 97 reviews
39 repeat clients
3 years of experience
Clinton, MD, 20735

“Sereniti was great! She provided updates throughout my dog’s stay with her, and even took care when my dog became sick and had digestive issues. She even went out of her way to allow us to pick my dog up late at night to be able to bring her home. Thank you so much!”

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David L.
Sitter Profile Image: Mady H.
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Mady H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 90 reviews
28 repeat clients
10 years of experience
Bowie, MD, 20716

“Mady and her family were the best! My pup enjoyed walks, a large backyard to run around in, and the company of dog playmates. Mady consistently sent pictures and updates. I highly recommend Mady’s services, and will be rebooking with her again!”

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Ty A.
Sitter Profile Image: Meeka S.
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Meeka S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 37 reviews
13 repeat clients
10 years of experience
Brandywine, MD, 20612

“Could not be more thankful for meeka and her husband taking such great care of our Bentley. We adopted him at two and hadn’t seen him socialize super often with dogs and she handled it amazingly. Bentley now has two friends who he played with all weekend long. Meeka also took our last minute request after someone cancelled on us day before our trip. If you are looking for a sitter who is professional, caring and will give love to your pup, she is the one!”

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Zoe B.
Sitter Profile Image: Brittany L.
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Brittany L.
from
$30
per night
5 years of experience
Brandywine, MD, 20613

About: I have had my baby Dakota for 6 years, ever since she was a pup! I have seen all stages and loved her through them all. I would love to provide that same love to your baby when you are not around! After having Dakota, I definitely understand the term “a dog is a man’s best friend”. She has loved me through so many stages of life and helped me overcome a lot. I cherish her presence and company like no other. I would love to care for your baby as if they were my own while you are in need of time away. I work a 9-5. I will care for your pet in the morning before I leave and as soon as I return home. Then take them to the park to have a fun time and socialize. I live in a single family home. I will ensure your baby is cared for and receiving their exercise. For example, walks, activities outside, or even allowing them to frolic outside.

Sitter Profile Image: Lillian C.
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Lillian C.
from
$48
per night
4.9 out of 5 stars
• 93 reviews
42 repeat clients
10 years of experience
Forestville, MD, 20747

“Lillian took great care of our terrier mix, Martha, and made sure she got along with Lillian’s pups and another boarder. She sent several pics of Martha out and about while we were away. Lillian always responded quickly to our texts and left us feeling like Martha was being well cared for. We absolutely will consider using her services again next time we need to board Martha.”

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Jonathan M.
Sitter Profile Image: Rae F.
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Rae F.
Star Sitter
from
$49
per night
4.9 out of 5 stars
• 55 reviews
22 repeat clients
50 years of experience
Alexandria, VA, 22303

“Rae took good care of Jax. She took him in after a very last minute request from me to board for a weekend and was communicative. Would recommend her for anyone needing dog care boarding.”

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Avery P.
Sitter Profile Image: Tamara G.
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Tamara G.
from
$50
per night
4.9 out of 5 stars
• 25 reviews
4 repeat clients
7 years of experience
Anacostia, Washington, DC, 20019

“Tamara and her family are amazing. Oreo and Bentley loved staying with her. They took them on daily walks and her kids played with them, which they loved. She sent us photo updates the whole time I was away. Communication was easy, she was super reliable, and we came home to two happy, tired pups after their stay. Highly recommend Tamara if you need someone trustworthy and clearly loves animals. Her whole family made Oreo and Bentley feel right at home.”

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Eric H.
Sitter Profile Image: Pedro & Arianna Pamela F.
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Pedro & Arianna Pamela F.
from
$60
per night
5.0 out of 5 stars
• 2 reviews
17 years of experience
Upper Marlboro, MD, 20772

“Pedro was absolutely amazing. He took great care of our baby and we will use him again.”

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Darren G.
Sitter Profile Image: Adetokunbo O.
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Adetokunbo O.
from
$52
per night
6 years of experience
Upper Marlboro, MD, 20772

About: Hello! If you’re looking for a caregiver who combines deep personal love for animals with professional medical awareness, you’ve found the right spot. I know that pets aren’t just animals—they’re family—and I treat every dog and cat in my care with the exact same love, patience, and vigilance I’d give my own. My Background & Experience Clinical Insight & Safety: My journey in pet care includes a full year working on the ground at Friendship Hospital for Animals in Washington, DC. Working in a top-tier veterinary hospital environment taught me how to read animal body language, handle pets safely and gently, stay calm under pressure, and quickly spot if a pet is feeling under the weather. Long-Term Personal Care: For over 6 years, I’ve been the go-to sitter for a sweet Yorkie, managing daily routines, feeding, walks, and tons of cuddle time. That long-term experience taught me how important consistency, routine, and clear communication are for both pets and their parents. What You Can Count On: Peace of Mind: You’ll get clear, daily updates and plenty of photos so you always know your pet is happy, relaxed, and well cared for. Specialized Care: Thanks to my hospital experience, I’m comfortable following precise dietary routines, administering medications, or accommodating special senior/small-dog needs. A Calm, Nurturing Environment: Whether your dog is an energetic explorer or a quiet couch potato, I adapt my approach to make them feel comfortable and secure. I look forward to meeting you and your furry companion! Feel free to send me a message to arrange a Meet & Greet or ask any questions. My Daily Schedule Because I work from home 4 days a week, your pet will enjoy almost constant company throughout the day! I only go into an office once a week, so my weekday routine revolves primarily around being at home and attentive to my pet guests. I do workout throughout the week, but my workout routine is completely flexible—I always prioritize feeding schedules and morning walks before or after depending on your pet’s needs. Weekends vary, so feel free to reach out with your dates and we can coordinate! Safety, Trust, & Home Setup Outdoor Space: Located in a dog-friendly neighborhood with widespread grassy areas and safe walking routes for daily exercise and potty breaks. Indoor Setup: Generous living room space for relaxing and a dedicated basement area. I have ample space for temporary crating if requested or needed for safe management. Clinic-Level Standards: Double-checking leashes/harnesses before stepping outside, maintaining strict door-awareness to prevent bolting, and recognizing early signs of pet stress or discomfort.

Sitter Profile Image: Janaya W.
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Janaya W.
from
$40
per night
5.0 out of 5 stars
• 10 reviews
6 repeat clients
4 years of experience
Upper Marlboro, MD, 20774

About: My love of dogs began when my mom got a puppy when I was in sixth grade. Now I am a dog mom. I've been the proud mom of a Boston Terrier/Frenchie mix for the past 4 years. I've raised her since she was 3 months old, through potty training, puppy training and intermediate training. I'd love to care for your fur baby too. I'm at home during the day and available to drop in/ walk your fur baby. I am available in the mornings and in the afternoon. I have an unfenced end unit townhouse. There is grass on the side of my house and plenty of unfenced grass in my townhome community. I work from home almost every day of the week so I will have time to take care of your baby during the weekday. I'm able to get out and walk dogs on the weekends. I have an unfenced yard and a fenced play area in front of my house. I have a friendly fur baby who likes to play and thinks she's the leader of the pack.

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The median cost per night for dog boarding in Windsor Manor is $50

Dog parents share their Rover experiences - Windsor Manor

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5.0 out of 5 stars

Lindsay took wonderful care of Molly during her 17-night stay! She sent pictures while we were away and thoughtfully checked with us before offering Molly peanut butter on a lick mat. She even sent Molly home with a fresh bag of Bocce’s cookies, which was such a sweet touch. We really appreciated her communication and the personal attention she gave Molly. Thank you, Lindsay!

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Denise L.
Boarding
5.0 out of 5 stars

Kiyanna took excellent care of our pups, Eli and Yves. She was communicative by providing updates and concerns as needed. And not to mention patient 😊 She even prepared goodie bags for them at pick up. We highly recommend and will also rebook in the future.

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Keisha T.
Boarding
5.0 out of 5 stars

Tiger enjoyed his vacation with Ashley and the fam. I will continue to request them whenever I’m in need.

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Ronnie 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?

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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 - Windsor Manor

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Windsor Manor average 11
repeat dog boarding clients

FAQs for Dog Boarding - Windsor Manor

Frequently asked questions about Rover

The average cost of Dog Boarding in Windsor Manor is $58 per night as of November 2026. Most bookings cost between $58 and $65 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 6,580 sitters on Rover offering Dog Boarding across Windsor Manor. 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.

94% of sitters in Windsor Manor 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 Windsor Manor 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 Windsor Manor.

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 Windsor Manor. On Rover:

  • 86% of sitters can help with special care needs
  • 92% can help with giving oral medications or injections
  • 94% 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 Windsor Manor 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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