Dog Boarding Windsor Manor

Find a loving dog sitter to watch your dog overnight at your sitter's home.

Pick-Up
Search

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.

1 / 1
Sitter Profile Image: Lindsay H.
Verified Enhanced Background Check
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 was absolutely amazing with my dog, Duke! From the very beginning, she was professional, responsive, and attentive to all of my questions, which immediately gave me peace of mind. Throughout Duke’s stay, she kept me updated daily with pictures and videos, and I could clearly see how happy and well cared for he was. That level of communication meant so much and truly set her apart. It’s not easy leaving your fur baby with someone, but Lindsay made the entire experience smooth and stress free. I would highly recommend her to anyone looking for a reliable, caring, and professional dogsitter. Thank you for taking such great care of Duke! 🐾”

Profile image
Shannon H.
Sitter Profile Image: Lynette & Vincent H.
Verified Enhanced Background Check
Lynette & Vincent H.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 825 reviews
194 repeat clients
25 years of experience
Upper Marlboro, MD, 20772

“If our dog, Daisy, could speak, she would say that she had an AWESOME and FUN time staying with Lynette & Vincent during our vacation. We NEVER worried about Daisy while we were away and comfortably enjoyed our vacation. We knew she was being cared for like a little princess and just like she was a part of Lynette & Vincent's family. We received morning, noon and night updates and pictures which brought us joy and laughter and kept us from feeling like we "miss" her. Our only concern was that Daisy wouldn't want to come back home with us, ha, ha! We will DEFINITELY be taking Daisy back to Lynette & Vincent's doggy day care so she can hang out with her new 4 legged and 2 legged friends and we will DEFINITELY board Daisy with Lynette & Vincent's EVERY time we go on vacation. I HIGHLY recommend Lynette & Vincent's Doggy Day Care and Boarding. You will be SUPREMELY PLEASED and HAPPY!!”

Profile image
Lisa P.
Sitter Profile Image: Ashley B.
Verified Background Check
Ashley B.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 53 reviews
29 repeat clients
16 years of experience
Upper Marlboro, MD, 20772

“Awesome experience for myself and my fur baby. Ashley kept me well informed of my dog's interaction with her family members and sent pictures of her every day that I was away. I am very grateful to have found Ashley on Rover.”

Profile image
Lisa H.
Sitter Profile Image: Roxsand D.
Verified Enhanced Background Check
Roxsand D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 22 reviews
5 repeat clients
10 years of experience
Clinton, MD, 20735

“Miss Bougiee had a wonderful time with Roxsand! She updated me everyday and sent pictures of how well my pup was doing. Miss Bougiee got along well with the other dogs. Roxsand even gave Miss Bougiee a Chrismas Gift, she was kind and thoughtful and I highly recommend!”

Profile image
Maria W.
Sitter Profile Image: Chris G.
Verified Enhanced Background Check
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

“They took care of our 13 year old cat for two weeks. He didn’t want to come home! He got along perfectly with their cats. I’d highly recommend to other cat parents.”

Profile image
Yavanna O.
Sitter Profile Image: Cayla J.
Verified Enhanced Background Check
Cayla J.
Star Sitter
from
$41
per night
5.0 out of 5 stars
• 4 reviews
3 repeat clients
12 years of experience
Camp Springs, MD, 20746

“Jackson loved his time with Cayla!!”

Profile image
Prentiss G.
Sitter Profile Image: Mary A.
Verified Enhanced Background Check
Mary A.
from
$35
per night
5.0 out of 5 stars
• 189 reviews
48 repeat clients
30 years of experience
Upper Marlboro, MD, 20772

“We had a wonderful experience with Mary. My dog struggles with separation anxiety, so leaving her can be stressful, but she was in incredibly capable and compassionate hands. From the start, it was clear that she genuinely cares about the dogs she boards and takes the time to understand their individual needs. She was patient, attentive, and proactive in making sure my dog felt comfortable and secure. I received updates that gave me peace of mind, and it was obvious my dog was being well cared for. When I picked her up, she was calm, happy, and clearly had been treated with kindness. I would absolutely recommend her to anyone. We will definitely be booking with her again.”

Profile image
Chelsea C.
Sitter Profile Image: Kimberly B.
Verified Enhanced Background Check
Kimberly B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 54 reviews
17 repeat clients
7 years of experience
Clinton, MD, 20735

“Kimberly was absolutely amazing with LouieV! From the moment I dropped him off, I felt completely comfortable and confident that he was in great hands. She was attentive, caring, communicative, and treated Louie like he was one of her own. Throughout his stay, she kept me updated and gave me such peace of mind while I was away. I could tell that she really took the time to understand his personality and routine and made sure he was comfortable and well cared for. LouieV looked happy, relaxed, and right at home with her, which meant everything to me. This was such a wonderful experience, and Kimberly truly exceeded my expectations. Finding someone you can genuinely trust with your fur baby is so important, and I would absolutely feel comfortable leaving LouieV with her again. I highly recommend her to anyone looking for someone who is dependable, attentive, and genuinely loves and cares for the dogs she watches.”

Profile image
Maureen N.
Sitter Profile Image: MELONIE M.
Verified Enhanced Background Check
MELONIE M.
Star Sitter
from
$44
per night
5.0 out of 5 stars
• 15 reviews
5 repeat clients
16 years of experience
FORT WASHINGTON, MD, 20744

“Fitz had a wonderful time with Melonie. We found a 2nd home for him and i will truly have a more enjoyable trip knowing Fitz is staying with a wonderful family.”

Profile image
Cris B.
Sitter Profile Image: Carlton M.
Verified Enhanced Background Check
Carlton M.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 20 reviews
8 repeat clients
16 years of experience
Upper Marlboro, MD, 20772

“Carlton took such good care of my dog and sent amazing pictures which made us feel like we were right there with them. Would definitely use him again.”

Profile image
lajuan g.
Sitter Profile Image: Tanita & Terrence B.
Verified Enhanced Background Check
Tanita & Terrence B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 209 reviews
81 repeat clients
16 years of experience
Waldorf, MD, 20603

“Tanita and Terrance were the best! My dog loved every moment he spent with them. They fostered a very safe environment and always communicated about my dog's well-being. I would definitely use them again ❤️”

Profile image
Brittany P.
Sitter Profile Image: Beauty W.
Verified Enhanced Background Check
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 and her family took great care of my Ace. Communication was great. Drop/off and pick-up went well. My Yorkie enjoyed himself. I look forward to rebooking on the future.”

Profile image
Isi P.
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!”

Profile image
Tiffany B.
Sitter Profile Image: Lashelle C.
Verified Enhanced Background Check
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.”

Profile image
chyna s.
Sitter Profile Image: Lana E.
Verified Enhanced Background Check
Lana E.
from
$30
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Waldorf, MD, 20601

“We literally had to book the night before and Lana was amazing! Was very attentive to Rio making sure to keep me in the loop with photos and you could tell my guy had a good time!”

Profile image
Ralph M.
Sitter Profile Image: Sereniti W.
Verified Enhanced Background Check
Sereniti W.
from
$48
per night
5.0 out of 5 stars
• 96 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!”

Profile image
David L.
Sitter Profile Image: Myles W.
Verified Enhanced Background Check
Myles W.
from
$40
per night
5.0 out of 5 stars
• 2 reviews
1 year of experience
Upper Marlboro, MD, 20772

About: I’m fairly new to pet care, but after spending 4 year as a care giver, I want to give my second passion a chance which is taking care of dogs and cats. Currently I’m working part-time, but I’m also looking to go full time in the near future. With that being said, I have a lot of time on my hands and fully committed to give your pups and cats unconditional love when needed! House Sitting I’m Available only on weekends. Drop-Ins and Walks I’m available from 2PM to 10PM on weekdays and weekends depending on my schedule! While for boarding I’m currently unable to I will always no matter what have a good ear and eye out for any animal at all times. For walks a leash will be on at all times. For both drop-ins and walks, I will always make sure that any animal is healthy and happy before doing any tasks in doors or outdoors.

Sitter Profile Image: Eli R.
Verified Enhanced Background Check
Eli R.
from
$28
per night
4.5 out of 5 stars
• 2 reviews
1 repeat client
19 years of experience
Fort Washington, MD, 20744

“Eli was amazing! He helped us out with a very last-minute sitting request, and we’re so grateful. He was incredibly kind and caring with our dog, proactively communicated throughout the stay, and sent us lots of photos. It gave us such peace of mind knowing our dog was in such good hands. We highly recommend Eli and would absolutely book with him again!”

Profile image
Alicia R.
Sitter Profile Image: Yiqiuxi & Nick L.
Verified Enhanced Background Check
Yiqiuxi & Nick L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 78 reviews
32 repeat clients
15 years of experience
White Plains, MD, 20695

“This was the absolute best experience with Nick and Yiqiuxi. The communication was daily with pictures. In each picture my puppy looked so happy and comfortable. They will definitely be his home away from home when I need to go out of town. I cant say Thank You enough!!”

Profile image
Yasmine B.
Sitter Profile Image: Lori W.
Verified Enhanced Background Check
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 wonderful! She cared for my little Sienna as if she were her own. She provided several updates daily including photos. I was always informed of Sienna’s activities. I’ll absolutely book Lori again!”

Profile image
Shawn Alexandra G.
1 / 1
View more

Dog parents share their Rover experiences - Windsor Manor

1 / 1
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!

Profile image
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.

Profile image
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.

Profile image
Ronnie B.
Boarding
1 / 1
Find pet care near you

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 - Windsor Manor

Select a filter and find qualifying sitters offering dog boarding.

FAQs for Dog Boarding - Windsor Manor

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 Windsor Manor 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 Windsor Manor.

<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 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 , 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge