House Sitting Pennersville

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Pennersville, 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: Ronny G.
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Ronny G.
from
$45
per night
5.0 out of 5 stars
80 reviews
18 repeat clients
16 years of experience
York, PA, 17406

We cannot recommend Ronny highly enough! When another sitter backed out at the last minute, we reached out to Ronny on short notice. He responded promptly and was more than willing to come by for a meet and greet, which immediately put us at ease. From the moment he walked in the door, our cats were comfortable with him which is not always the case. Ronny took his time answering all of our questions and asked thoughtful questions of his own. Even though we admittedly have a very detailed list of instructions, he did an amazing job remembering all the little things and checking in regularly with messages and photos throughout his stay. It was clear that Ronny genuinely cared about making sure our cats were happy, comfortable, and well loved while we were away. He was also incredibly respectful of our home, leaving everything exactly as we left it. He even went above and beyond by offering to clear our driveway after an unexpected snowfall. If you’re looking for someone who truly goes the extra mile and treats your pets like their own, Ronny is absolutely the person to book!

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Sierra L.
Sitter Profile Image: Matthew P.
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Matthew P.
from
$75
per night
5.0 out of 5 stars
47 reviews
11 repeat clients
10 years of experience
Thurmont, MD, 21788

Matthew took great care of our dog and home. We felt very comfortable being away for over a week. Looking forward to having him dog sit again this summer!

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Natalie C.
Sitter Profile Image: Jeannie & Robert W.
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Jeannie & Robert W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
137 reviews
51 repeat clients
25 years of experience
Hagerstown, MD, 21742

About: Good on you, friend! You want more than a cold cage for your pup. And you want a family to treat your pup with genuine care and affection when you cannot take her or him with you. So, thank you for your interest in our dog boarding services. As we live in Hagerstown, we offer free shuttle service for our clients along the I-270 corridor—Bethesda, North Bethesda, Rockville, Gaithersburg, Germantown, Urbana, and Frederick. Our clients are very welcomed to pick-up and drop-off at our home if their plans take them through Hagerstown. We're excited to be in our sixth year with Rover! During this time, we developed wonderful and continuing relationships with many of our repeat guests and their parents. Find out for yourself why our clients trust us with their precious furry ones and refer to the Lounge as their dogs' "vacation home"...their dogs' "home away from home"...their dogs’ "second home/family". Many of our guests seem to develop friendships among themselves as they often encounter one another at the Lounge. We also understand that a few of our guests' parents have become familiar with one another and occasionally meet at dog parks for playdates. You are welcomed to apply promo code WARDOL86713 to save $20 if you are new to Rover. If our calendar shows we are unavailable, please don’t hesitate to message us just to be sure…we may be able to squeeze you in🐾🐾 Our flexible schedules allow us to be home when your pet is trusted to our care. Plus, our teenager has a very light after school/summer activities and sports schedule. Together, we are committed to care for our guests just as if they were members of our own family. This includes taking your pooch with us when we need to be away from our home, if that is acceptable to you. We’ll send lots of messages with pics and clips that keep you in touch. And you can call us anytime through our Rover phone number if you ever need to discuss a particular matter. We have a spare room with open beds, large crates, and collapsible kennels are available if required/requested. Please remember to pack your dog’s favorite food, treats, toys, blanket, etc., to make their stay more comfortable. We provide the dog beds, bowls, and potty pads and bags, so there's no need for you to worry about any of that.

Sitter Profile Image: Lindsay N.
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Lindsay N.
from
$65
per night
5.0 out of 5 stars
8 reviews
4 repeat clients
10 years of experience
Gettysburg, PA, 17325

Lindsay stayed at our house for a few days while we were out of town. She watched our fur babies like they're her own. Will definitely use her services again - actually, we already have her booked for an October trip we're taking!

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Holly H.
Sitter Profile Image: Christina M.
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Christina M.
from
$60
per night
5.0 out of 5 stars
28 reviews
3 repeat clients
15 years of experience
Sabillasville, MD, 21780

I can’t say enough good things about Christina and her family They took such good care of my boy. He was happy and tired when I picked him up. Lots of photos showing big hugs Long walks I wouldn’t hesitate calling them again and leaving Crowley with them You won’t regret it either

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Mary Anne B.
Sitter Profile Image: Isabel C.
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Isabel C.
from
$50
per night
5.0 out of 5 stars
19 reviews
5 repeat clients
10 years of experience
Waynesboro, PA, 17268

I wanted to say,We had peace of mind knowing our animals were being well cared for and we could concentrate on our vacation. We could not have ask for anyone better to stay at the house and take care of our two dogs. I know it wasn’t easy with our dog Mylie’s separation anxiety but from our meet and greet to the last day pet sitting Isabel was great. She sent daily updates and photos. We will gladly recommend Isabel to all our friends and family. Thank you again Isabel 🐶

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Brianne S.
Sitter Profile Image: Amber G.
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Amber G.
Star Sitter
from
$25
per night
4.8 out of 5 stars
62 reviews
35 repeat clients
17 years of experience
Hagerstown, MD, 21740

Amber was fabulous with our dog and wonderful at communicating with us while we were away! I knew through seeing the many happy pictures of our boy that he was in good hands 🙂 I would highly recommend her to anyone, and would absolutely use her services again!

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Ashley G.
Sitter Profile Image: Debra F.
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Debra F.
Star Sitter
from
$65
per night
4.9 out of 5 stars
19 reviews
6 repeat clients
49 years of experience
York Springs, PA, 17372

Debra took exceptional care of our babies just like they were her own. When we came home they were so relaxed which is everything we hope for when we have to leave them. Thank you!!

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Candice P.
Sitter Profile Image: Leilani & Jessie M.
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Leilani & Jessie M.
from
$50
per night
5.0 out of 5 stars
131 reviews
38 repeat clients
20 years of experience
Hanover, PA, 17331

I know I can leave my pets in their hands whenever we need to get away! We always come home to happy pets and they're great at communication, too. I never need to worry!

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Shannon M.
Sitter Profile Image: Emily B.
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Emily B.
from
$20
per night
4.8 out of 5 stars
23 reviews
8 repeat clients
35 years of experience
Hagerstown, MD, 21740

This is our 3rd time using Emily & she’s the best! Our girls are starting to really love her and we love knowing they’re well taken care of while we’re out! Thanks again Emily!

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Carley T.
Sitter Profile Image: Sophia H.
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Sophia H.
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
2 years of experience
Gettysburg, PA, 17325

Sophia was absolutely wonderful! She stayed in our home with our 2 dogs and 1 cat while we were away for 10 days. She is dependable, responsible and trustworthy, she was also very easy going with all of our pets wants and needs. She sent us updates and photos regularly and was quick to respond to our messages we sent to her. Our cat and dogs were well taken care of and so very happy while we were gone. Our home was also very well taken care of, she collected our mail and took out the trash. We will be using Sophia again in the future for drop ins and in home stays.

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Patricia B.
Sitter Profile Image: Evangeline N.
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Evangeline N.
from
$33
per night
4.8 out of 5 stars
20 reviews
8 repeat clients
8 years of experience
Hagerstown, MD, 21740

Evangeline was very accommodating to adjusting to the small time change i made. She was on time and stayed the whole time. Left the house spotless as well. Always answered any questions through text. She was great for my girls.

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Chaz C.
Sitter Profile Image: Taylor T.
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Taylor T.
from
$65
per night
5.0 out of 5 stars
53 reviews
22 repeat clients
16 years of experience
Frederick, MD, 21702

Taylor was absolutely amazing! She provided regular updates and beautiful photos. Additionally, she took the time to swift up all the dog hair. She is five stars all around!

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Tracy H.
Sitter Profile Image: Halee v.
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Halee v.
from
$46
per night
5.0 out of 5 stars
24 reviews
5 repeat clients
3 years of experience
Hagerstown, MD, 21740

Halee was excellent with our special needs dog. She took the time to follow all directions and helpful tips when it came to feeding and taking care of her. It was reassuring to have a responsible and trustworthy person taking care of our dogs while we were out of town.

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Deirdra D.
Sitter Profile Image: Alyssa S.
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Alyssa S.
from
$50
per night
5.0 out of 5 stars
42 reviews
15 repeat clients
14 years of experience
Chambersburg, PA, 17201

Alyssa came over to meet our animals and also met our kids. She immediately clicked with everyone. Our son loved her as much as our dog did haha. She spent a lot of time with our dog nova and also gave our cat all the cuddles. Our dog has some history of anxiety and can be very hesitant with new people but she was very welcoming to Alyssa. We appreciate the time she spent with our animals while we were away. Will definitely book again!

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Jessica M.
Sitter Profile Image: Abby W.
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Abby W.
from
$50
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
10 years of experience
Woodsboro, MD, 21798

🌟🌟🌟🌟🌟 Five-Star Dog Sitter Extraordinaire! We honestly don’t know what kind of magic Abby possesses, but she managed to care for all five of our wild, lovable heathens like an absolute pro. That’s not just dog sitting—that’s dog whispering. From the moment Abby walked through the door, our dogs were obsessed with her—and for good reason. She’s calm, kind, patient, and somehow has the energy and grace to keep up with five very different canine personalities (and let’s be real—these dogs aren’t exactly low-maintenance). Whether it was the high-energy zoomies, the endless toy-fetching, or the very dramatic meal-time antics, Abby handled it all with a smile and a level of care that blew us away. Not only were our dogs happy, exercised, and clearly well-loved while we were away, but Abby also kept us updated with the cutest photos and little anecdotes that showed just how much she genuinely gets each of our pups. She didn’t just watch our dogs—she connected with them. We came home to five calm, content dogs and a house that somehow wasn’t destroyed. That alone deserves a medal. Abby is hands-down the best dog sitter we’ve ever had, and we wouldn’t trust anyone else with our furry chaos crew. If you’re lucky enough to book her, don’t hesitate—your dogs (and your sanity) will thank you.

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Eikaiva B.
Sitter Profile Image: Kerri L.
Verified Enhanced Background Check
Kerri L.
Star Sitter
from
$70
per night
5.0 out of 5 stars
36 reviews
14 repeat clients
8 years of experience
Westminster, MD, 21158

Absolutely loved Kerri! She did an amazing job with our two pups. Showed so much love. And always made sure she sent pics! She took amazing care of our pups and home. Def consider her part of our family! Thanks again!

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Alyssa M.
Sitter Profile Image: Laurie G.
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Laurie G.
Star Sitter
from
$85
per night
4.9 out of 5 stars
32 reviews
15 repeat clients
9 years of experience
Frederick, MD, 21702

As before, Laurie took great care of our 2 corgis for the weekend. She was communicative and gave us peace of mind while we were out of town.

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Hannah M.
Sitter Profile Image: Terry F.
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Terry F.
from
$26
per night
5.0 out of 5 stars
3 reviews
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: Abigail T.
Verified Enhanced Background Check
Abigail T.
from
$40
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
7 years of experience
Myersville, MD, 21773

Abigail has walked our dogs for us multiple weeks now and stayed overnight while we were away. She always does an amazing job with keeping us updated and sending lots of pictures. Our two dogs and cat always do really well with her! We trust her to take care of our animals and would 100% recommend her to anyone needing a dog walker or overnight stay. Thank you Abigail!

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Ryan T.
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The median cost per night for house sitting in Pennersville is $50

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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.

Meet local sitters who will treat your pets like family

  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

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Popular requests for house sitting - Pennersville

Select a filter and find qualifying sitters offering house sitting.

Sitters in Pennersville average 4
repeat house sitting clients

FAQs for House Sitting - Pennersville

Frequently asked questions about Rover

As of August 2026, there are 758 sitters on Rover offering House Sitting across Pennersville. 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 Pennersville 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 Pennersville 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 Pennersville 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 Rover Guarantee , 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 Rover's Trust & Safety page .

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 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.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

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

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

  • 95% of sitters can help with special care needs
  • 100% can help with giving oral medications or injections
  • 98% 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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