Pet Boarding Windsor Mill

Find a loving Windsor Mill pet sitter to watch your cat or dog overnight at your sitter’s home.

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Over 289
pet parents in Windsor Mill have booked pet boarding

Windsor Mill, Find top rated pet 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: Shakiyla H.
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Shakiyla H.
Star Sitter
from
$60
per night
5.0 out of 5 stars
29 reviews
11 repeat clients
10 years of experience
Park Heights, Baltimore, MD, 21215

Shakiyla was very informative and pleasant to work with. She took excellent care of Zeus and I would recommend her to anyone and I’ll definitely will be using her services again.

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Daniel A.
Sitter Profile Image: Jhane & EmJay R.
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Jhane & EmJay R.
Star Sitter
from
$37
per night
5.0 out of 5 stars
21 reviews
10 repeat clients
10 years of experience
Howard Park, Baltimore, MD, 21207

My dog loved them! Definitely will recommend. Welcomed my dog with open arms! And she loved them and seemed she didn’t want to leave. Thanks!

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Dorian R.
Sitter Profile Image: Nicole T.
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Nicole T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
50 reviews
25 repeat clients
3 years of experience
Lower Northwood, Baltimore, MD, 21218

Nicole was very kind and attentive to Shirley. Shirley requires a lot of human company, and Nicole and her family provided that in spades! I received regular updates regarding Shirley’s activities, as well as photos. Book Nicole and your furry friend will be in good hands.

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Haldan J.
Sitter Profile Image: Terry R. S.
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Terry R. S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
313 reviews
67 repeat clients
20 years of experience
Woodstock, MD, 21163

Terry is a great and professional dog boarder. My dog stayed with him during our 2-week vacation trip. Terry followed the details we left for our pet and kept us informed with daily messages and pictures. Recommended!

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Getsemary B.
Sitter Profile Image: Elisha C.
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Elisha C.
Star Sitter
from
$60
per night
5.0 out of 5 stars
94 reviews
31 repeat clients
16 years of experience
Catonsville, MD, 21228

Elisha did an amazing job taking care of my dog for 10 nights. From the moment we dropped him off, we felt completely at ease. She not only cared for him like her own but also went above and beyond by teaching him new tricks. It was clear he was happy, comfortable, and well-loved the entire time. We also received updates, which made the experience even more reassuring. I truly appreciate the level of attention and care she provided. I would absolutely recommend her to anyone looking for a trustworthy and caring dog boarder.

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Purva D.
Sitter Profile Image: Mila B.
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Mila B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
93 reviews
25 repeat clients
45 years of experience
Owings Mills, MD, 21117

Mila was an amazing dog sitter for my dog, Coco, over two nights. She was incredibly communicative, keeping me updated and reassured throughout Coco’s stay. Mila gave Coco all the attention and care she needed, making her feel right at home. It’s clear she’s not only professional but also a genuinely loving person who truly cares about the animals she looks after. I couldn’t have asked for a better experience and would highly recommend Mila to anyone looking for someone to take excellent care of their pet!

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Brandon D.
Sitter Profile Image: Aida W.
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Aida W.
from
$45
per night
5.0 out of 5 stars
16 reviews
5 repeat clients
6 years of experience
Midway-Coldstream, Baltimore, MD, 21218

Aida was a wonderful sitter and my dog had a great time with her! He enjoyed time spent in her large yard, many walks, and an overall comfortable stay. She shared frequent updates and pictures, and was happy to adapt to my dog’s routine and quirks. I felt so comfortable and was able to enjoy my trip, knowing my dog was in fabulous care.

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Hanna G.
Sitter Profile Image: Fallon B.
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Fallon B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
105 reviews
25 repeat clients
10 years of experience
Catonsville, MD, 21228

Wow! Such a good experience. My dog is usually nervous and timid but seemed to be just fine. Also, she sent me photos and an update daily and included some homemade dog treats for Xmas and it was so cute! Will definitely book again!

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Christine M.
Sitter Profile Image: Kassandra P.
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Kassandra P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
1 year of experience
Park Heights, Baltimore, MD, 21215

Kassandra and her little guy took amazing care of my fur baby, Jax. From the photos, I could tell he was super comfortable and happy with them. She kept me updated every day with pictures and little check-ins about how he was doing, which I really appreciated. I truly can’t thank her enough! If you’re thinking about booking or even just browsing, DO IT. You won’t regret it!

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Tyeji A.
Sitter Profile Image: Steven O.
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Steven O.
Star Sitter
from
$45
per night
5.0 out of 5 stars
260 reviews
147 repeat clients
25 years of experience
Pikesville, MD, 21208

Gizmo (our 1 year old dog) stayed with Steven for 8 days. We found a very happy and well cared for dog! Got pictures every night. Will definitely use his services again

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Adi L.
Sitter Profile Image: Susan W.
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Susan W.
Star Sitter
from
$42
per night
5.0 out of 5 stars
36 reviews
9 repeat clients
17 years of experience
Ellicott City, MD, 21043

Susan took great care of Gus while I was out of town. She gave updates regularly with photos and I felt at ease knowing Gus was in good hands!

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Pierre D.
Sitter Profile Image: Will & Adriele G.
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Will & Adriele G.
from
$45
per night
5.0 out of 5 stars
59 reviews
12 repeat clients
25 years of experience
Ellicott City, MD, 21042

Our fur babies felt right at home with Will, Adriele and Ringo. We dropped off our 4 year old dog and 5 month old puppy and could tell from all the pup-dates they had a blast. They were very flexible with pick up/ drop off time and were very friendly/knowledgeable. I could tell they read my care instructions by the questions they asked when I dropped off the pups. Will definitely use them again when we go out of town!

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Carley U.
Sitter Profile Image: Courtney C.
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Courtney C.
from
$38
per night
4.9 out of 5 stars
71 reviews
42 repeat clients
30 years of experience
Baltimore, MD, 21244

Courtney was great with my quirky, stubborn Weimaraner! She asked good questions at the meet and greet that made me more comfortable leaving my dog with her. Will definitely use her again!

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Jennifer M.
Sitter Profile Image: Ariel M.
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Ariel M.
Star Sitter
from
$45
per night
4.9 out of 5 stars
35 reviews
11 repeat clients
15 years of experience
Cheswolde Area, Baltimore, MD, 21209

Ariel was everything we were looking for in a dog sitter! She cared for our sweet Cookie and sent pictures. She made all my worries out the door when she reassured us that Cookie was fine! We have found our dog sitter and I couldn’t be more grateful for Ariel 🌸

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Vernise B.
Sitter Profile Image: Dimitri D.
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Dimitri D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
11 reviews
5 repeat clients
12 years of experience
Pikesville, MD, 21208

He gave me good feedback on my dog. This guy is the best

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Clark C.
Sitter Profile Image: Casey M.
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Casey M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
23 reviews
6 repeat clients
6 years of experience
Lutherville, MD, 21093

Casey and Marwa are the most accommodating and caring dog sitters, we have ever had. They do their best to keep with the routines that Indiana knows and then add extra long walks, treats, brushing, playing, and lots of love. Their Pug Kevin is so cute and friendly. On top of that, they are super-flexible with drop off and pick up times and took Indy in on very short notice. Will definitely be back

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Michaela M.
Sitter Profile Image: Jessica B.
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Jessica B.
from
$55
per night
5.0 out of 5 stars
21 reviews
11 repeat clients
25 years of experience
Ellicott City, MD, 21042

Jessica and her family embraced my baby Chase like he was apart of their family. He spent an entire week with her and the experience was amazing. She will be my forever sitter.

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Robin J.
Sitter Profile Image: Janine J.
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Janine J.
Star Sitter
from
$65
per night
4.9 out of 5 stars
457 reviews
227 repeat clients
4 years of experience
Woodlawn, MD, 21207

Highly recommended! I expected my newer rescue dog with some anxiety issues might be a bit stressed by his stay with a dog sitter, but both dogs came back relaxed and happy from Janine's. She send several pix of them having a good time with other dogs in the yard, as well as relaxing inside. Janine made the busy travel weekend easy and stress-free for both me and my two pups. I'm thrilled to have a new go-to person for dog care, I just hope she doesn't become so popular that she's too busy to schedule with! Five stars!

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Sharon D.
Sitter Profile Image: Jerry Z.
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Jerry Z.
from
$49
per night
5.0 out of 5 stars
22 reviews
6 repeat clients
8 years of experience
Ellicott City, MD, 21043

Jerry was awesome in every way. Very communicative and accommodating. We felt very comfortable with the level of care and attention to detail. We’ll be coming back as regulars!

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Joe N.
Sitter Profile Image: Bishoy M.
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Bishoy M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
6 reviews
4 repeat clients
23 years of experience
Ellicott city, MD, 21043

Bishoy was wonderful with my dog, Scruffy. He texted several times to let me know how Scruffy was getting along and also sent a photo. She must have felt comfortable at his place because when we came to pick her up we had to call her name for her to come from another room. We would definitely have Bishoy watch our dog again. Also, he was quick to respond to any texts I sent to him.

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Barbara L.
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The median cost per night for pet boarding in Windsor Mill is $50

Pet parents share their Rover experiences - Windsor Mill

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5.0 out of 5 stars

Cheryl and her family were very accommodating with watching our dog Luna. Would definitely use her again.

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Laurie B.
Boarding
5.0 out of 5 stars

Erika - thank you for being such a wonderful caretaker for Tarot, since her first day meeting you she has been comfortable. Your ability to watch her consistently has been a big relief for her and myself, she is always so happy to see you time and time again. I truly appreciate you being so flexible and creating some consistency during my travels. -Brandon

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J D.
Boarding
5.0 out of 5 stars

Dimitri was awesome! He was very responsive and our dog had an amazing stay. We will definitely be using him/his services again.

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Jaimie M.
Boarding
5.0 out of 5 stars

Carolina was great with Buddha! She made sure he was comfortable, and kept me updated. Thank you Carolina!

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Tiffany A.
Boarding
5.0 out of 5 stars

Amaya did a great job caring for my fur baby BB while I was away for 11 nights on a mission trip to Africa. She accepted BB even though she had less than a week's notice. She did send pictures and a video of how BB was adjusting to her home, family, & their fur baby but because I did not have International calling ability & the Rover phone number provided is not set up to receive Google video calls or WhatsApp text. So, I had to wait until I returned home to get the updates. Amaya gave me a report on BB when I returned. Her home & the grounds are perfect for BB. I would certainly consider Amaya if I needed services for BB again.

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Julia M.
Boarding
5.0 out of 5 stars

Leah and Shawn were fantastic sitters for my Pitsky, Finnegan! I was traveling from out of state (looking to move to Baltimore) and felt completely comfortable leaving him in their care. They are both very laid-back, knowledgeable people who clearly understand dogs and dog behavior. Finnegan is a higher energy dog, and they were more than capable of handling the things that come along with that. I appreciated receiving updates and a few photos while I was away, which gave me peace of mind he was doing well. When I picked Finnegan up, he seemed very happy, relaxed, and well cared for. I can tell Leah and Shawn have a love for dogs that extends beyond their two very sweet resident pups, Olive and Zoe, who were such gracious hosts to have my little monster as a guest for an extended weekend stay. I would absolutely book with Leah and Shawn again and we fully intend to use them for future stays. Highly recommend!

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Dana M.
Boarding
5.0 out of 5 stars

Our dog Bax loved hanging out with Anita! I think he missed her when we left. Anita did an amazing job with communicating on when she walked our dog and how he was doing. She also sent random pictures of him just to send which was really nice. I would definitely book again!!

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Jimaiya H.
Boarding
5.0 out of 5 stars

Jennifer was a great sitter for Sophie. Sophie had a great time in her place. Thank you so much for taking a good care of her!

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Tegene G.
Boarding
5.0 out of 5 stars

Fallon is the best care taker of our Gunny Boy! We love how great she is with our Gunny and Gunny loves staying with Fallon and her family. She is the best! I highly recommend Fallon!

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Elizabeth R.
Boarding
5.0 out of 5 stars

Kierra was excellent with Snowflake. I wouldn't have minded more pictures of her activities, but other than that, all was well.

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Letty M.
Boarding
5.0 out of 5 stars

Melanie was great with our 2 year old corgi! He seemed to have had a lot of fun :) Melanie was also very patient with us with our delayed schedule.

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Rosa L.
Boarding
5.0 out of 5 stars

We had a wonderful experience with Ayanna and her family! She was incredibly attentive and treated our boy with so much love and care—like he was part of her own family. You can tell she genuinely enjoys what she does. We’ll absolutely be back and highly recommend her services!

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Shayne M.
Boarding
5.0 out of 5 stars

P1 definitely had a great time, and we really appreciate the care you gave him. One small thing we noticed afterward was that all the food we prepared was gone, which ended up being a bit more than his usual amount. He had a couple more bowel movements than normal, so we think he may have been slightly overfed. Just wanted to mention this for future reference. Thank you again!

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Tongtong L.
Boarding
5.0 out of 5 stars

Jennifer provides the best environment for your loved pets. She creates a loving and welcoming environment that allows even the most anxious pups to be at ease when you’re away!

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Tim C.
Boarding
5.0 out of 5 stars

Catherine was amazing with my elderly dog. I was so nervous to leave my 17 year old quirky baby with someone but Catherine and her husband took very good care of her and she felt right at home. I will definitely be using her again.

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Rachel K.
Boarding
5.0 out of 5 stars

Samantha was totally awesome! She was great with Ozzie, who, at the last minute had an eye issue and needed meds for it. Samantha is so easy going and accommodaing! I would highly recommend her for sitting!

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Harriet W.
Boarding
5.0 out of 5 stars

As a first time Rover user of the sitting service, Mila eased my anxiety with the care she provided to my senior dog. I was had not worries while out of town. She updated me and kept in communication along with sending pics. She is wonderful and my dog took to her beautiful energy. Thank you Mila for your exceptional service!

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Monica K.
Boarding
5.0 out of 5 stars

The best Dog Sitter we’ve ever had! Very good with the dogs, they came back very happy. Very good with the communication. She took lots of pictures. Very good condition conditions you can tell by the pictures of things are neat and tidy. We will definitely be using Gloria again!

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Phil M.
Boarding
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Sitters in Windsor Mill average 12
repeat pet boarding clients

FAQs for Boarding - Windsor Mill

Frequently asked questions about Rover

The average cost for Pet Boarding in Windsor Mill on Rover is $39.96 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Boarding. For more information on service fees, click here .

There are 4,248 sitters on Rover for Pet Boarding in Windsor Mill. About 92% of Windsor Mill sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

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.

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.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

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. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

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