House Sitting Chewsville

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Chewsville, Find top rated house sitting

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: Katherine G.
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Katherine G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 392 reviews
144 repeat clients
25 years of experience
Hagerstown, MD, 21740

“Everything is great and my favorite part is the photo updates, makes me miss Ruger more while I’m gone but also relieved that he is well taken care of! We were gone for two days and Katherine stayed with Ruger at our home. We went home and Ruger is just as happy as he is and I’m sure he misses Katherine!”

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Pauline J.
Sitter Profile Image: LaDawn D.
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LaDawn D.
from
$50
per night
4.7 out of 5 stars
• 18 reviews
6 repeat clients
40 years of experience
Hagerstown, MD, 21740

“LaDawn is amazing! We took an 8 day trip and she house sat with our dog. She took amazing care of him, even spoiling him with extra walks around the neighborhood. She is very attentive and sends updates and pictures without being prompted. Our house was exactly as we left it, and she even went above and beyond and washed the sheets and towels she had used. I will definitely be booking her for future needs if she’s available!”

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Taryn M.
Sitter Profile Image: Terry F.
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Terry F.
from
$26
per night
5.0 out of 5 stars
• 3 reviews
2 repeat clients
20 years of experience
Hagerstown, MD, 21742

About: My background includes fostering for the local SPCA, volunteering at a horse rescue/therapeutic riding lessons and supporting my senior citizens by helping care for their beloved pets. Whether it daily care, companionship, or special attention for senior pets. I am dedicated to providing reliable, gentle care that gives pet owners peace of mind and keeps their pets happy, comfortable and well care for. I currently work full-time. My routine with pet care during the week while working is walking at least twice a day with lots of cuddles and talks before leaving, make sure house is secure and safe and puppies are crated, special room or outside depending on safety/weather. Left with toys and/stress relievers. After work, potty, fetch, catch and walks. They depending on weather playtime until bedtime. Non working days, Walks are the same plus plan social play time or easy hike walk, or water play etc. Anxious days usual comes with lots of attention. Hyper days lots of fetch, catch and brain games. Even spa days of bath and brushing. Fresh water throughout the day and follow feeding schedules plus meds if needed. Illness or injury call parents and/or vet with permission transport to location that needed regular vet or emergency vet Safety and less stress is best for all. Safety checks and walk throughs house and yard daily. Monitor pets and be aware of their whereabouts. Check fur and skins at least once a day depending on season and living area. Follow schedule and requirements of the family. Communicate to family on daily basis and share pictures.

Sitter Profile Image: Eva J.
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Eva J.
from
$28
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
8 years of experience
Hagerstown, MD, 21742

“Eva did great with my young puppy. Detailed information on potty breaks and naps and cleaned up any messes.”

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Kendra B.
Sitter Profile Image: Taylor C.
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Taylor C.
from
$45
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
14 years of experience
Hagerstown, MD, 21740

“Taylor was a last minute lifesaver because I accidentally booked the wrong dates with our regular in home dog sitter. Outside of this, Taylor did an awesome job with our three rambunctious dogs, sent updates with pictures and even vacuumed before she left. We can’t wait to rebook with Taylor!”

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Jennifer J.
Sitter Profile Image: Rachel R.
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Rachel R.
from
$29
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
2 years of experience
Hagerstown, MD, 21740

About: Though I've never had my own dog, I have always adored my loved ones' canine friends! From pitbulls to pugs and everything in-between, I am a reliable and dedicated caretaker for your pups. I am in grad school currently so I am decently flexible aside from my classes and internship. Feel free to inquire beyond what my calendar says on the off chance something has opened up! I am unable to care for pets in my own home but am willing to go to yours. After going through the care plan for your specific pet(s), you can be confident they'll be in good hands with me!

Sitter Profile Image: Kaylee F.
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Kaylee F.
from
$75
per night
5.0 out of 5 stars
• 16 reviews
6 repeat clients
23 years of experience
Highfield-Cascade, MD, 21719

“Kaylee was awesome - I highly recommend her! We booked her to stay at our home while we were away and she took such great care of our two cats. She was able to give our cat his medicine without issue, and gave them plenty of play and cuddle time. She was great with updates and so we were continually reassured that our cats were in good hands! She also left our home in perfect condition. We will definitely look to book her again in the future!”

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Erica S.
Sitter Profile Image: Victoria S.
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Victoria S.
from
$40
per night
30 years of experience
Hagerstown, MD, 21740

About: People that know me best would tell you I'm the person at a party who's hanging with the family dog. I've had dogs for as long as I can remember and currently have two fur babies (Nala and Kovu). I work from home full time & have a flexible schedule, reliable transportation and a desire to help others give their pets more schedule freedom. I own two large breed dogs and care for a family members GSD regularly as well. I am well versed in dog breeds big and small.

Sitter Profile Image: maggie s.
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maggie s.
from
$25
per night
4 years of experience
Boonsboro, MD, 21713

About: I've taken care of dogs and animals in general since I was 16 years old for neighbors and family members. I am comfortable will all dog breeds and ages, and have experience with different types of dogs. I have a German Shepard that needs frequent play time and takes medicine daily; I am comfortable giving medicine to dogs. i am a part time student so i have class on thursday at 4pm. i am available during the week except for tuesday’s and maybe thursday but my class is online so as long as your comfortable with me doing my school work while i pet sit! i can do weekends! i want to be more active so i’m up for dogs who love exercise but i can also chill with dogs who are a little older or aren’t as active. i am comfortable with doing anything the pet needs for its comfort/routine.

Sitter Profile Image: Abigail T.
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Abigail T.
from
$40
per night
5.0 out of 5 stars
• 17 reviews
4 repeat clients
7 years of experience
Myersville, MD, 21773

“Cared for our fur babies like her own and gave me such a peace of mind with this being my first time using a pet sitter. Received regular updates on my babies as well. 10/10 will book again!”

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Heather A.
Sitter Profile Image: Kaila M.
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Kaila M.
from
$60
per night
5.0 out of 5 stars
• 14 reviews
5 repeat clients
9 years of experience
Frederick, MD, 21702

“Kaila was amazing!! She took care of my German Shepherd while I was away for the weekend. She kept me updated the whole time and I’m so grateful she took such a good care of my baby!”

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Francis M.
Sitter Profile Image: Quincy N.
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Quincy N.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
5 years of experience
Greencastle, PA, 17225

“Took excellent care of my dog.”

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Aaron M.
Sitter Profile Image: Naija P.
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Naija P.
from
$180
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
15 years of experience
Hagerstown, MD, 21742

“I have used Naija several times so far and I'm so very thankful for this wonderful person! A few times I had to schedule a sitting at the last minute and she has NEVER failed to be there. She is extremely dependable and detail oriented. THANK YOU NAIJA!!!”

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Sandy B.
Sitter Profile Image: Leah M.
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Leah M.
from
$45
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
20 years of experience
Burkittsville, MD, 21718

About: As the proud owners to two wonderful little rescue dogs, a cat, some chickens, guinea fowl, goats and sheep, we know how hard it can be sometimes to find care for your pets and farm animals while you are away. We will provide the same level of care and kindness that I would want and expect for our own spoiled pets. Trust is an important part of pet care and petsitting, and we want you to be able to confidently, and without worry, leave your pampered pups and kitties in our care. We live on a small farm in rural Western Maryland, about 20 minutes west of Frederick. We have experience with all kinds of animal care, from horses, cows, goats, sheep, and poultry. We are currently able to provide drop-in visits for dogs, cats, and a variety of farm animals, as well as house or farm sitting, and in home boarding, as well as hourly dog park style use of our large fenced yard. Your pets will be a happy addition to our family in our home! Our whole property is fenced by 4 ft or taller board and wire fencing, with smaller areas sectioned off in the front and back yards. The driveway is gated and secure. We want your pets to feel as safe as our own. Leah and Andrew are both available for petsitting services. We currently work only at home, tending our farm homestead, and have a flexible schedule. We are able to drop in one or two times a day, or less or more often, as needed. We treat every animal as if it were our own and provide a level of care that we would expect from our pet care provider.

Sitter Profile Image: Ava O.
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Ava O.
from
$65
per night
5.0 out of 5 stars
• 11 reviews
6 repeat clients
2 years of experience
Walkersville, MD, 21793

“First time using Rover and leaving my 10-week-old puppy, and Ava was absolutely fantastic. She sent pictures and videos throughout the day, and I could tell he was having so much fun. She kept him on his schedule and was clearly experienced with puppies. I felt completely at ease knowing he was in such great hands- will definitely be using Ava again!”

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Brittania E.
Sitter Profile Image: Mckayla C.
Verified Enhanced Background Check
Mckayla C.
from
$80
per night
5.0 out of 5 stars
• 9 reviews
3 repeat clients
5 years of experience
Hagerstown, MD, 21742

“McKayla did wonderful with my chows! She was attentive with all 3 and careful to keep the two females apart since they do not get along. She kept them on their feeding schedule and on their potty schedule and won Simba over immediately! I will definitely reach out to McKayla in the future when I need a sitter! Highly recommended!”

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Emily C.
Sitter Profile Image: Alexia K.
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Alexia K.
from
$85
per night
5.0 out of 5 stars
• 29 reviews
8 repeat clients
15 years of experience
Harpers Ferry, WV, 25425

“Alexia and Jayden were excellent with our very special babies! We have a senior Lab and a 2 year old Lab, so two completely different temperaments. Alexia and Jayden kept me updated pretty regularly, on my dogs eating and activity level by sending photos and videos of them. Coming home my dogs were very relaxed, happy and safe! Which is the most important thing!”

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Jennifer P.
Sitter Profile Image: Chloe L.
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Chloe L.
from
$100
per night
4.9 out of 5 stars
• 212 reviews
81 repeat clients
16 years of experience
Thurmont, MD, 21788

“Chloe was attentive, responsive, and made sure to update me on our dog's medical issues regularly. I would 100% go with her again and highly recommend her to anyone.”

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Eli M.
Sitter Profile Image: Ashley B.
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Ashley B.
from
$80
per night
10 years of experience
Frederick, MD, 21702

About: I have grown up with both cats and dogs- all sizes and ages. I helped my father train dogs for his business. I also have a service dog at home who is trained and got certified. I have my own cat baby who I’ve had since we were both young. I currently do work part time as a customer experience associate but my hours are very set normally and can be flexible with proper notice. Before being left alone with your pets I would like to do an in home visit to meet everyone and go over routines and where everything goes.

Sitter Profile Image: Heather C.
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Heather C.
from
$75
per night
5.0 out of 5 stars
• 13 reviews
3 repeat clients
20 years of experience
Middletown, MD, 21769

“If you want your dogs to be comfortable and well-attended, give Heather a call. I have three large pups and Heather had no problem giving them the care I would hope for. If you're lucky, Heather will also bring her young assistant, who also is quite adept at handling large dogs despite her small size. I don't usually leave reviews, but in this case I feel compelled!”

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David S.
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The median cost per night for house sitting in Chewsville is $50

Pet parents share their Rover experiences - Chewsville

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5.0 out of 5 stars

Matthew was terrific! You can tell he genuinely cares about the dogs and the great responsibility that comes with it. He is communicative and thorough. We will most certainly use Matthew again!

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TJ S.
House Sitting
5.0 out of 5 stars

Matthew was great with our pups. He was very responsive and flexible. He communicated with us during his stay, providing updates and photos. The dogs were taken care of and Matthew also made sure that they were cleaned up after.

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Adriana V.
House Sitting
5.0 out of 5 stars

Billie has been amazing with my new Pup. She suffers from Separation Anxiety so having Billie Hope come and sit with her while we work through this has been a God Send. I HIGHLY recommend her.

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Kendra B.
House Sitting
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  • 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 house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  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 house sitting - Chewsville

Select a filter and find qualifying sitters offering house sitting.

Sitters in Chewsville average 3
repeat house sitting clients

FAQs for House Sitting - Chewsville

Frequently asked questions about Rover

As of October 2026, there are 803 sitters on Rover offering House Sitting across Chewsville. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Chewsville walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Chewsville maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Chewsville choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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 .

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 pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet 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.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Chewsville. On Rover:

  • 91% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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