House Sitting in Windsor Mill

Find a loving house sitter to watch over your pets and your home.

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Top rated Windsor Mill house sitters

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: Keira J.
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Keira J.
Star Sitter
from
$55
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
3 years of experience
Woodlawn, MD, 21244

Keira was great with our old pup Toby while we were out of town. She was knowledgeable about care and Toby was in great hands. She gave updates and photos throughout the stay.

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Morgan G.
Sitter Profile Image: Shania H.
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Shania H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
92 reviews
18 repeat clients
10 years of experience
BALTIMORE, MD, 21207

Shania was wonderful! We booked her for a long weekend away and felt very confident in her care of our home and puppy. Our pup seemed to be well cared for and we came home to a clean house! Thank you!

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Carley W.
Sitter Profile Image: Morgan B.
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Morgan B.
Star Sitter
from
$42
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
5 years of experience
Pikesville, MD, 21208

Morgan was very professional and respectful staying in our home. She took amazing care of our 155lb Bernese mountain dog. We will absolutely be booking with her again!

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Ashley T.
Sitter Profile Image: Tabitha S.
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Tabitha S.
Star Sitter
from
$32
per night
5.0 out of 5 stars
97 reviews
33 repeat clients
30 years of experience
Halethorpe, MD, 21227

Tabitha is WONDERFUL! My dog is very emotionally needy (has anxiety), and I needed a sitter very last minute. Tabitha came to the rescue and was so attentive with Franny and did such a good job with her! I really trust her and i can’t wait to use her again 🙂

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Christine G.
Sitter Profile Image: Robyn G.
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Robyn G.
from
$75
per night
5.0 out of 5 stars
50 reviews
16 repeat clients
16 years of experience
GWYNN OAK, MD, 21207

We couldn't use our regular dog sitters for a trip so decided to use Rover. Robyn was everything we could hope for and more!! She took care of our dog(Pepper) and kept us informed while we were away. It helped make our time away more enjoyable knowing how well Pepper was being taken care of!! Thank you for everything Robyn!! We got home and Pepper was happy to see us and the house was as we left it. We really appreciated al Robyn did all week with Pepper!!! Really made our trip that much more enjoyable knowing Robyn was here watching him. We also really appreciated all the updates and pictures! Robyn was TERRIFIC!!!

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Lee B.
Sitter Profile Image: Bito B.
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Bito B.
Star Sitter
from
$63
per night
5.0 out of 5 stars
27 reviews
10 repeat clients
10 years of experience
Greater Mount Washington, Baltimore, MD, 21209

Bito went above and beyond for the critters, ensuring they were cared for at all times. The crew really looks forward to their visits. Great communication and would wholeheartedly recommend!

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David M.
Sitter Profile Image: Dorothy R.
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Dorothy R.
from
$50
per night
5.0 out of 5 stars
44 reviews
9 repeat clients
20 years of experience
Catonsville, MD, 21228

Dorothy was great with my dogs, and sent me pictures each day I was away. They loved her! I was comfortable and had little worry about how they well they would be taken care of. She may have spoiled them more then me. Would recommend her and will be using her services again.

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Shelley L.
Sitter Profile Image: Cheryl B.
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Cheryl B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
23 reviews
10 repeat clients
18 years of experience
Reisterstown, MD, 21136

Cheryl was absolutely wonderful with Chance. She took such great care of him, kept us at ease, and clearly loves what she does. We came home to a happy pup and couldn’t be more grateful. Highly recommend!

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Rachel D.
Sitter Profile Image: Bronte B.
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Bronte B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
186 reviews
54 repeat clients
15 years of experience
Pikesville, MD, 21208

Bronte is amazing! Our dog absolutely loved her and they became instant friends. She even brought him a Bully Stick when she came (yes, she asked me for permission first!) Our dog is big and can be a little overbearing but she handled him perfectly. And our house was in perfect condition when we returned. Will DEFINITELY be rebooking! Thanks, Bronte!!!

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Alison G.
Sitter Profile Image: Cashae H.
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Cashae H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
2 years of experience
Hunting Ridge, Baltimore, MD, 21229

Cashae was a wonderful sitter for our 2 pups!! She is a Dog Lover for sure! She took great care of our dogs. She was with the dogs 24/7. It meant a lot to me knowing that Cashae was a perfect fit as a dog mom, while we were gone for awhile...I highly recommend Cashae!!?

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Joan B.
Sitter Profile Image: Danielle H.
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Danielle H.
from
$45
per night
10 years of experience
Howard Park, Baltimore, MD, 21207

About: I have taken care of two smaller dogs the past 3 years and have learned the hard work that comes with them. I have also volunteered at BARCS for dog days out. I am comfortable with leash trained dogs and understand feeding schedules, potty breaks, and playtime. Hello! I am currently a college student working a part-time internship and taking a summer class! I am often available on weekends and monday, wednesday, and friday nights. I know how to crate dogs if needed and have reliable transportation to an emergency vet if needed. I have grown up around cats and dogs all my life so I understand the importance of keeping your pet safe.

Sitter Profile Image: Janine J.
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Janine J.
Star Sitter
from
$80
per night
4.9 out of 5 stars
456 reviews
227 repeat clients
4 years of experience
Woodlawn, MD, 21207

Janine was a wonderful house sitter and pet sitter! She sent lots of updates and took great care of my pup. I’d highly recommend her!

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Maya S.
Sitter Profile Image: Aaliyah B.
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Aaliyah B.
from
$57
per night
5.0 out of 5 stars
20 reviews
3 repeat clients
11 years of experience
Ellicott City, MD, 21042

Liyah is a great sitter! Our dog got sick the day before we went away and needed extra care with meds and toileting. She kept me updated and as the week progressed, I could see he was feeling better.

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Kristen H.
Sitter Profile Image: Corrie O.
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Corrie O.
from
$50
per night
5.0 out of 5 stars
3 reviews
30 years of experience
Milford Mill, MD, 21244

Everything was excellent! I think Duke missed Corrie because he went looking for her thorough out the house after I got home and again this morning. I’m jealous!! Ha ha. Highly recommend.

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Deb T.
Sitter Profile Image: Madison B.
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Madison B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
156 reviews
50 repeat clients
7 years of experience
Catonsville, MD, 21228

Madison did a great job with our dog! She was very quick to respond to messages and provided many updates throughout the week. We returned from our trip to a clean house!

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Chase M.
Sitter Profile Image: Samantha R.
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Samantha R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
21 reviews
7 repeat clients
15 years of experience
Halethorpe, MD, 21227

We had a wonderful, stress-free experience with Samantha during her week-long stay in our home. She took great care of our dog and he was completely himself when we returned. Our home was also well cared for and very clean when we returned. She kept us updated regularly with photos and messages, and we had peace of mind while traveling. Samantha is reliable, trustworthy, friendly, and professional. We would absolutely book her again!

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Deb K.
Sitter Profile Image: Brent A.
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Brent A.
from
$70
per night
5.0 out of 5 stars
143 reviews
30 repeat clients
15 years of experience
Ellicott City, MD, 21043

Thanks Brent for doing such a great job caring for the pups and taking care of the house! After all the holiday travel, it was so reassuring to come home to happy pups. We’ll be in touch when we need Rover services. Lula is still looking forward you around every corner. 👏🏾🙏🏾👍🏾

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Thomas F.
Sitter Profile Image: Jennifer K.
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Jennifer K.
from
$80
per night
5.0 out of 5 stars
69 reviews
15 repeat clients
30 years of experience
Gwynn Oak, MD, 21207

Jennifer is wonderful. She watched our 4 dogs during a very difficult time for our family. It was priceless to know our pups were in good hands while we were gone.

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Laura K.
Sitter Profile Image: Julion S.
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Julion S.
from
$60
per night
5.0 out of 5 stars
31 reviews
5 repeat clients
20 years of experience
Hunting Ridge, Baltimore, MD, 21229

Amazing! That's how I would describe my experience with Julion. From the meet and greet to actual sitting, he is professional, courteous, and thorough. My dog is reactive to a lot of things and it can be hard to find a sitter who can handle his quirks. Julion was fantastic in his care and communication. Hev went above and beyond and I highly recommend him as a dog sitter.

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Courtney W.
Sitter Profile Image: Naya R.
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Naya R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
38 reviews
10 repeat clients
15 years of experience
Reservoir Hill-Bolton Hill Area, Baltimore, MD, 21201

Naya is AMAZING! We contacted her last minute for a very complicated case; our dog was coming out of the ER after being admitted for cluster seizures and she was still at risk for seizing again. Naya handled everything calmly and with excellent knowledge. She was a needle in a haystack for us! She asks great questions, and she is attentive and communicative. Thanks, Naya!!

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Nicole F.
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Over 89
pet parents in Windsor Mill have booked house sitting

Windsor Mill pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Jerad took great care of my fur babies for 8 days while I was gone. The house was in great order when I returned. Puppies were happy and well cared for.

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Gayle B.
House Sitting
5.0 out of 5 stars

Bronte couldn’t have been better! She shared pictures and videos almost everyday. Our dog is on meds and she was very conscientious about giving them to him. He did have a minor problem and she communicated with us to give her guidance. She took him just about everywhere she went. And, on top of that when we got home the house was spotless. I could go and on. Bronte is our permanent dog sitter!

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Kathy W.
House Sitting
5.0 out of 5 stars

This was the second time Micah has taken care of our three fur babies and home while we were out of town and I’m confident it won’t be the last. Micah went above and beyond with regular communication and daily updates and photos. She took great care of everything and we came back to a happy home! I would highly recommend you reach out to Micah if you’re looking for a reliable, kind sitter.

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Khadija M.
House Sitting
5.0 out of 5 stars

Keirra was lovely! She took such great care of our house and cats while we were away. We will definitely rebook her services for our next vacation. It gave us peace of mind to know our most valuable possessions (cats + house) were in good hands.

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Caitlin O.
House Sitting
5.0 out of 5 stars

Katherine was great! She took amazing care of our beloved pets and sent us plenty of updates. I would highly recommend booking with her and plan to do so again in the future if possible!

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Jay P.
House Sitting
5.0 out of 5 stars

Aaliyah was the absolute best! She was so patient with our rescue pitbull pup, letting him get acquainted with her and come to her when he was ready (the string cheese snacks helped too). We felt very comfortable leaving our pup in her care, and wouldn’t hesitate to book again!!

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Matthew M.
House Sitting
5.0 out of 5 stars

Morgan was great! Very responsive to messages and kept me updated and informed on all matters regarding my pup. I would definitely use her as a sitter again.

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Nicole D.
House Sitting
5.0 out of 5 stars

Keira did an amazing job!! She kept me updated, gave my dog his medicine on time, and walked them regularly! Our dogs lived her and we will be using her again!!

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Dustin B.
House Sitting
5.0 out of 5 stars

Jayla did a great job taking care of our cats and administering insulin to our diabetic boy. She has a calming presence and our cats really took to her. We will definitely be using her for sitting in the future.

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Guin P.
House Sitting
5.0 out of 5 stars

Our animals were all so happy when we returned. After an unexpected vet visit the day before we left and additional meds and care, Shania didn’t miss a bit. She texted to confirm instructions and for guidance to be sure she got things right. We will definitely have her stay with our group again!

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Tammy B.
House Sitting
5.0 out of 5 stars

Our family has used Robyn over 10+ times now for both short and long boarding needs in our home. She is great with our crazy pup and is always so flexible with our schedules. Such an amazing dog sitter who will love your pets like they are her own!

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Chelsea J.
House Sitting
5.0 out of 5 stars

Rachel was a fantastic house sitter and gave our zoo of animals the best care. Very enjoyable human, 10/10 would book again!

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Kristin G.
House Sitting
5.0 out of 5 stars

Our dog made a new friend! T’keyah did a wonderful job taking care of our Sam. He had special needs and she followed instructions to a T. Definitely gonna look her up again if we need a sitter!

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Ayden C.
House Sitting
5.0 out of 5 stars

Van was a fantastic sitter! She was timely, communicative, and took great care of my 2 boy cats. I highly recommend her!

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Savannah L.
House Sitting
5.0 out of 5 stars

We used Kelsey for the second time and just like last time it went perfectly! Great communication and updates and our three fur babies love her. Our house was in tip top shape and we will/would definitely book again and recommend highly :)

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Kristin W.
House Sitting
5.0 out of 5 stars

Ashton is great! Our animals love him, and he always takes great care of our place. He’s very responsive.

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Jeny D.
House Sitting
5.0 out of 5 stars

Absolutely phenomenal. Both our babies were happy and fed when we got home. Photo updates were very appreciated. If I could give 1 million stars I would. So thankful!

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Jessica W.
House Sitting
5.0 out of 5 stars

Jennifer did a great job - super reliable and was easy to communicate with all the instructions. The home was left in impeccable conditions and all my girls did well. Would hire again!!!!

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Sophia O.
House Sitting
5.0 out of 5 stars

We are so thankful we found Talayia to watch our two dogs and cat for overnight stays! She really came through for us at the last minute when we were in a tough spot of our last sitter cancelling. She communicated with us daily and sent us picture updates which put us at ease for the two weeks we were gone. She also kept our plants alive and our house was kept clean. Thank you so much for everything!!

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Claire N.
House Sitting
5.0 out of 5 stars

Corey was an amazing sitter for my dog mylo! I had to leave for a trip with short notice, Corey met me and mylo and was very flexible, great communication and took great care of my place. I had no worries or issues leaving my dog with him. I will definitely be using Corey again and recommend him to anyone needing a dog sitter! I will be back to book him!

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Andrew K.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Windsor Mill is $50

Why Choose Rover?

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    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your house 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.

Sitters in Windsor Mill average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Windsor Mill on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Windsor Mill house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 6,006 house sitters in Windsor Mill. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 86% of Windsor Mill house sitters respond in under an hour.

House sitters in Windsor Mill have an average of 14 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Windsor Mill.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Windsor Mill house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.