House Sitting in Windsor Mill

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

End
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

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.

1 / 1
Sitter Profile Image: Ivah T.
Verified Enhanced Background Check
Ivah T.
from
$43
per night
4.8 out of 5 stars
34 reviews
9 repeat clients
13 years of experience
Park Heights, Baltimore, MD, 21215

Ivah did a great job. He was patient with a dog that although nice is initially worrisome of strangers. He kept us informed, was respectful of our home and we would definitely recommend him and use him again. Great Job!!!

Profile image
Edwin G.
Sitter Profile Image: Jayla H.
Verified Background Check
Jayla H.
from
$40
per night
4.9 out of 5 stars
28 reviews
11 repeat clients
10 years of experience
Windsor Mill, MD, 21244

Jayla took great care of our dog and cat, and our house, when she stayed with them while we were out of town. She reached out with updates and questions, sent photos, and left our house cleaner than we left it. We'll absolutely be using Jayla again when we travel!

Profile image
Kira S.
Sitter Profile Image: Bronte B.
Verified Background Check
Bronte B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
177 reviews
50 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!!!

Profile image
Alison G.
Sitter Profile Image: Keira J.
Verified Enhanced Background Check
Keira J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
6 reviews
2 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.

Profile image
Morgan G.
Sitter Profile Image: Shania H.
Verified Enhanced Background Check
Shania H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
76 reviews
15 repeat clients
10 years of experience
BALTIMORE, MD, 21207

Shania watched Gizmo for a few days and made sure all of his needs were met and sent me pics of a healthy, happy pup!! She also left my home immaculate. Would absolutely book in the future!

Profile image
Laura M.
Sitter Profile Image: Bito B.
Verified Enhanced Background Check
Bito B.
Star Sitter
from
$63
per night
5.0 out of 5 stars
21 reviews
8 repeat clients
10 years of experience
Greater Mount Washington, Baltimore, MD, 21209

Bito is lovely to work with! I always knew I could expect a comprehensive text of the visit and lots of cute photos. I felt comforted knowing Bito was there to spend time with my pet. I’d highly recommend for any type of pet sitting !

Profile image
korin c.
Sitter Profile Image: Aaliyah B.
Verified Enhanced Background Check
Aaliyah B.
from
$63
per night
5.0 out of 5 stars
17 reviews
2 repeat clients
11 years of experience
Woodlawn, MD, 21244

Hands-down best petsitter we've ever had! Aaliyah (and Lexi 😍) were so attentive to our two dogs and one cat, provided frequent updates and pics, and asked all the right questions to make us feel 100% comfortable having them house-sit and take care of our babies. We came home to a clean house and happy animals - absolutely will book again. Fantastic!

Profile image
Jodi B.
Sitter Profile Image: Naya R.
Verified Enhanced Background Check
Naya R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
30 reviews
8 repeat clients
15 years of experience
Reservoir Hill-Bolton Hill Area, Baltimore, MD, 21201

Naya handled all my dog could throw at someone new - from pooping in his crate to trucking her into extra play time outside, naya handled it all perfectly. When I got home, I literally had to reassure my fiance someone did take care of juicy- she left the house with no trace she was here, she only left behind a happy well loved pup! Will be booking naya again!

Profile image
Gem L.
Sitter Profile Image: Sean H.
Verified Enhanced Background Check
Sean H.
Star Sitter
from
$65
per night
4.9 out of 5 stars
22 reviews
6 repeat clients
15 years of experience
Catonsville, MD, 21228

Sean is a wonderful pet sitter. Not only did he take such great care of our two dogs, he also looked after our geckos and fish without complaint. Sean left our house spotless! He is a great communicator and sent daily pictures and updates. It is evident that Sean truly cares for animals, and I won't hesitate to ask Sean to watch our pets again in the future!

Profile image
Brianna C.
Sitter Profile Image: Clara B.
Verified Enhanced Background Check
Clara B.
from
$50
per night
10 years of experience
Catonsville, MD, 21228

About: I grew up on a small farm in the Maryland agricultural reserve and have experience caring for animals big and small, from dogs and cats to sheep and emus! You can count on me to be reliable, communicative, and treat your pet like they’re my own. I’m grateful that my work schedule as an environmental scientist is flexible and remote. It’s easy for me to prioritize pet care to fit within your schedule. While caring for your pet, I promise to treat your home as well as your fur baby with care and respect. I love being outdoors and am happy to take your pet for lengthy walks whether or not you have a fenced in yard.

Sitter Profile Image: Cashae H.
Verified Enhanced Background Check
Cashae H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
8 reviews
4 repeat clients
2 years of experience
Hunting Ridge, Baltimore, MD, 21229

Cashae was just great with my dog Buddha. She is patient and aims to do her best all the time. There was so much happening with my older dog during the time she was scheduled to watch him and he remained flexible and communicated. She asked questions and was willing to learn, and worked with me while i was away to find solutions. i can’t thank her enough for her service! she will most definitely be utilized in the future.

Profile image
Arnelle S.
Sitter Profile Image: Tabitha S.
Verified Enhanced Background Check
Tabitha S.
Star Sitter
from
$32
per night
4.9 out of 5 stars
77 reviews
29 repeat clients
30 years of experience
Halethorpe, MD, 21227

Tabitha took great care of our australian shepherd pup while we had a evening out together. Thank you so much for the help. Especially on such short notice.

Profile image
Richard F.
Sitter Profile Image: Julion S.
Verified Enhanced Background Check
Julion S.
from
$60
per night
5.0 out of 5 stars
30 reviews
5 repeat clients
20 years of experience
Hunting Ridge, Baltimore, MD, 21229

Best petsitting experience we've ever had! Julion is communicative, responsive, reliable and a really sweet person. He took great care of our pets and home (and plants! )

Profile image
Alexandra S.
Sitter Profile Image: Lisa S.
Verified Background Check
Lisa S.
from
$55
per night
5.0 out of 5 stars
38 reviews
12 repeat clients
15 years of experience
Catonsville, MD, 21228

Lisa was amazing with our dog Roscoe!! We appreciated that she kept us updated with pictures and messages, it was so nice to be able to take a weight off our shoulders and know she was doing such a stellar job! Roscoe loves her and her daughter, and we were thankful that Lisa also took the time to water our plants and herbs. We’ll definitely be a repeat client, I’d recommend Lisa without any hesitation!

Profile image
Isaac W.
Sitter Profile Image: Robyn G.
Verified Background Check
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

I had the pleasure of working with Robyn as my dog walker/dog sitter. From day one, it was clear that Robyn had a genuine love and passion for dogs. Her professionalism and reliability were outstanding. I always knew I could count on her to be on time and take great care of my furry friend. Not only did she ensure my dog got plenty of exercise and fresh air, but she also provided the companionship and attention that my babies need. She made sure to always send daily updates and pictures! What sets Robyn apart is her deep understanding of canine behavior. She knew just how to handle my dog’s personality and needs, making every walk a positive experience. She made sure to ask me about training and what she can do to follow our usual routine as closely as possible. My dogs absolutely adored Robyn and were always excited to see her. Safety was a top priority for Robyn as well. I appreciated the thoroughness in making sure my dog was secure during walks, especially when crossing streets or encountering other dogs. Her attention to detail gave me peace of mind. I can’t recommend Robyn highly enough. She provided exceptional care, trustworthiness, and genuine affection for my pet. If you want a dog walker who goes above and beyond, Robyn is the one to choose. My pups and I are truly grateful for her wonderful service and will be recommending her to family and friends.

Profile image
Kira L.
Sitter Profile Image: Corrie O.
Verified Enhanced Background Check
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.

Profile image
Deb T.
Sitter Profile Image: Madison B.
Verified Enhanced Background Check
Madison B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
140 reviews
45 repeat clients
7 years of experience
Catonsville, MD, 21228

Madison took such good care of Cooper while I was away. I was worried because of the length of my trip but was able to have a fantastic time knowing she was here with him.

Profile image
Kirsten H.
Sitter Profile Image: Morgan B.
Verified Background Check
Morgan B.
from
$38
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
5 years of experience
Pikesville, MD, 21208

About: Hi! I’m a lifelong dog lover who truly enjoys spending time with animals of all sizes and personalities. Growing up, my family had a Shih Tzu named Peppa, and over the years I’ve cared for several dogs including a pit bull named Blu and my energetic little furball, Oreo. Because of that experience, I’m comfortable working with both small and large breeds. Friends often joke that I’m a “dog whisperer” because I’m naturally attentive to dogs’ personalities and needs. I believe every dog deserves patience, affection, and a safe environment while their owner is away. I have experience with basic grooming such as brushing, bathing, and teeth cleaning, and I’m happy to help keep your pup comfortable and cared for. While I don’t do professional trimming, I’m always attentive to maintaining your dog’s routine and well-being. Whether it’s walks, drop-ins, or overnight sitting, my goal is to make sure your dog feels safe, loved, and well cared for while giving you peace of mind. I’m reliable, communicative, and happy to send updates and photos so you know how your furry friend is doing. I look forward to meeting you and your pup! I have flexible availability, just let me know and I’ll work with you. I prefer morning and afternoons but if I know in advance I can work with evening schedules as well! There are plenty of grassy areas (including a huge hill that is popular for the pups to run down) surrounding my place. There are also some cool parks that I'd likely take your pup to. I aim to make your pet feel as comfortable/at home as possible.

Sitter Profile Image: Thomas P.
Verified Enhanced Background Check
Thomas P.
from
$40
per night
5.0 out of 5 stars
16 reviews
6 repeat clients
19 years of experience
Pikesville, MD, 21208

Thomas was a wonderful house and dog sitter for us and our dog, buddy! He was very professional and communicated with us regularly. We highly recommend booking with Thomas and hope to have him spend time with our buddy again!

Profile image
Laura B.
Sitter Profile Image: Elizabeth O.
Verified Enhanced Background Check
Elizabeth O.
Star Sitter
from
$60
per night
5.0 out of 5 stars
44 reviews
13 repeat clients
27 years of experience
Mondawin-Walbrook Area, Baltimore, MD, 21217

Elizabeth was terrific--totally reliable, excellent communicator, left house in great shape, and our dog seemed very happy when we got home. Highly recommended!

Profile image
Adam S.
1 / 1
View more sitters

Over 58
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

Thank you so much for everything Bronte. You are such an incredible person and dog sitter. We can tell you’re an animal lover and it really shines through with the way you looked after our baby Meatball. Thank you for going above and beyond for us. You left our house in a beautiful condition with a very kind gift! And when we arrived home we could tell you gave all your love to Meatball. Thank you for staying the two extra nights last second when we requested and for being flexible. You are an amazing sitter and we will 100% book with you again in the future 💫❤️

Profile image
Donne H.
House Sitting
5.0 out of 5 stars

All went smoothly. Caity was great at updating us about the pups and we came home to a house as we had left it highly recommend and will use again.

Profile image
Stephanie C.
House Sitting
5.0 out of 5 stars

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.

Profile image
Kristen H.
House Sitting
5.0 out of 5 stars

Micah did a wonderful job house sitting and caring for our cats, dog, and bird while we were away for a week! She actively communicated with us, sent great photos of all of our pets, spent lots of quality time with our pets, and paid thoughtful and careful attention to fluctuations in our pets’ appetites and activity levels and made adjustments to their routines as needed. She also did a great job handling daily oral medications for our dog and one of our cats. Our pets all seemed so content when we got home, which I do not take for granted—it’s proof they felt very well cared for by Micah! We highly recommend her!

Profile image
Katie 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.

Profile image
Guin P.
House Sitting
5.0 out of 5 stars

We cannot say enough great things about Jerad! He was great with our two 9 mo Australia Shepherd puppies. He took great care of our home, watering plants, feeding the fish, taking in mail and packages. Our female gets a bit antsy about being crated and chewed through her crate. He even set up her new crate and did everything we asked to help her feel more comfortable. Jerad took the dogs on long walks (they each have a Fi collar so I was notified every time they went on walks). He sent great pics of the puppies almost daily. We would happily book him again. Many thanks for taking such great care of our dogs!

Profile image
Violeta F.
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!

Profile image
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!

Profile image
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!

Profile image
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!

Profile image
Ayden C.
House Sitting
5.0 out of 5 stars

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.

Profile image
Morgan G.
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!

Profile image
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 :)

Profile image
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.

Profile image
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!

Profile image
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!!!!

Profile image
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!!

Profile image
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!

Profile image
Andrew K.
House Sitting
4.0 out of 5 stars

Reliable and responsive! didn’t house sit or sleepover but checked in on them regularly. Followed instructions well.

Profile image
Ajshay B.
House Sitting
1 / 1
Find pet care near you

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?

  • 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 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 Apr 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 Apr 2026, there are 3,598 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, 88% 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.