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Drew B.

Winchester, VA

5.0 out of 5 stars
2 reviews
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Services

These prices are for 1 dog.

Prices may vary based on your selections. A booking fee of 11% will apply.

Drew can care for

Cats
0 to 15 lbs
16 to 40 lbs
41 to 100 lbs
over 101 lbs

Availability

I work full time, and over time when it's available. I'm happy look after our friends around town. My availability will be based around my work and my, now, 4 kiddos at home. I can adjust weekly routines to incorporate pickup/drop offs, stop in visits, after work walks, or overnight stays.

Available
Not available
SMTWTFS
House Sitting Cancellation Policy:

About Drew B.

Communication

83% response rate
Usually responds in under 12 hours
100% bookings with photo updates
Sends updates with Rover Cards

Skills

12 years of experience
Oral medication administration
Senior dog experience
Can provide daily exercise

Safety, trust & environment

I treat dogs like they are our kids. I talk to them, I cuddle with them, and I use positive reinforcement to train good habits. I've helped raise a dozen dogs and each dog likes to show you how they like to be treated. I learned this lesson the hard way when I was raising dogs and had to learn different techniques to train each of them individually. Labs learn and function much different than bulldogs and pitbulls. I treat each dog the same regardless of size or attitude. Though I may give them some attitude when mouth off, like I do with my pitty at home (lol). I'm a safety first kind of person when it comes to our kids. So I tend to lean on the side of caution and extra equipment when interacting with most dogs. I always keep extra dogs supplies in my truck at all times as I have been known to that guy who stops traffic to try to rescue a dog. I've done this probably 6 or 7 times.

Information Drew B. would like to know about your pet

Let me know what work for them and what works for you. I have not met but very few dogs that I could not entertain.

A typical day

I usually let the animals set the pace. Every animal is a but unique. Some could sit on the porch for hours on end just hanging out comfortably. Other's (like 2 of mine) want to russle and tussle, run, zoom zoom, or go for a run. I let them set the pace and match their energy.

Location

Winchester, VA

Drew B.'s Neighborhood

Pets

Our dogs are our people

Pet care experience

Everyone calls me when they need a reliable and dedicated pair of hands to watch over their children. Yes, I treat every dog like a furry child. I've helped raise dogs from 6 weeks to 16 years old. The young and the old need a little more attention and I'm happy to help. Those terrible 2's just need extra attention, and I'm happy to provide that too! I love all animals and will probably treat the kids like royalty. I prefer the company of dogs than my friends, they could vouch for that! I'm both loving and also stern because I've raised both labs and pitties. They require different types of parenting techniques, and I am equipped to handle anything.

Reviews

Claire M.
Drop-In Visits • Aug 17, 2026
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Drew was awesome- super communicative, timely and caring. He was proactive about reaching out, and sent multiple pictures while we were away. I’ll definitely book with him again!!

Suzanne C.
House Sitting • Aug 08, 2026
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Drew house sat for my reactive pity mix and I will 100% hire him again. He responded promptly after my initial request, communicated clearly his availability, showed up on time, treated my house as his own, kept me informed throughout his stay with pictures, left my house exactly as I left it. Drew understands dogs needs and the needs of pet parents.

About Drew B.

Communication

83% response rate
Usually responds in under 12 hours
100% bookings with photo updates
Sends updates with Rover Cards

Skills

12 years of experience
Oral medication administration
Senior dog experience
Can provide daily exercise

Safety, trust & environment

I treat dogs like they are our kids. I talk to them, I cuddle with them, and I use positive reinforcement to train good habits. I've helped raise a dozen dogs and each dog likes to show you how they like to be treated. I learned this lesson the hard way when I was raising dogs and had to learn different techniques to train each of them individually. Labs learn and function much different than bulldogs and pitbulls. I treat each dog the same regardless of size or attitude. Though I may give them some attitude when mouth off, like I do with my pitty at home (lol). I'm a safety first kind of person when it comes to our kids. So I tend to lean on the side of caution and extra equipment when interacting with most dogs. I always keep extra dogs supplies in my truck at all times as I have been known to that guy who stops traffic to try to rescue a dog. I've done this probably 6 or 7 times.

Information Drew B. would like to know about your pet

Let me know what work for them and what works for you. I have not met but very few dogs that I could not entertain.

A typical day

I usually let the animals set the pace. Every animal is a but unique. Some could sit on the porch for hours on end just hanging out comfortably. Other's (like 2 of mine) want to russle and tussle, run, zoom zoom, or go for a run. I let them set the pace and match their energy.

Each sitter joining Rover needs to pass a background check. And by booking on Rover, you can get photo & message updates, 24/7 support, and reimbursement for eligible vet care.
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Drew B.

Winchester, VA

5.0 out of 5 stars
2 reviews