House Sitting Pen Mar

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

“Kaylee was great! She was so communicative and took such good care of our dog. She left our house cleaner than she found it. I would recommend Kaylee to anyone looking for a professional and caring pet sitter.”

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Bridget 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
• 138 reviews
53 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: Briana L.
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Briana L.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 13 reviews
6 repeat clients
5 years of experience
Hagerstown, MD, 21740

“Briana was great with our pups! She stopped by for a home visit before the dog sitting, and was great with communication before and during the stay. The pups looks happy and well cared for when we returned.”

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Sara C.
Sitter Profile Image: Brittney L.
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Brittney L.
from
$45
per night
5.0 out of 5 stars
• 13 reviews
2 repeat clients
13 years of experience
Sabillasville, MD, 21780

About: I have been taking care of/raising animals since I was about 13 years old. We always had dogs growing up, as well as livestock and small pets (hamsters, birds, etc). I would also help family and friends with pet sitting when they’d be away. My love for animals has followed into my adult life, and over the years I have gained a lot of knowledge about all types of animals - big or small! I currently own goats, a pig, cats, chickens, ducks, turkeys, and have a Great Dane. I am hoping to expand and help others with their pet needs, and continue to share my love for animals! I am currently pretty flexible as far as a schedule! I can help in the morning after 9am, afternoons, occasional evenings. M-Sun! I am available to do one time, or reoccurring. In a clients home I am of course respectful, and treat their pets as my own. They will be shown the love and attention my own pets would be shown. Appropriate walk times, and play times would be given. If going on a walk, your pet would be on a leash at all times and I will be sure to handle situations with caution. Food and water would be checked and refreshed if needed. I am ok with giving baths as well!

Sitter Profile Image: Erika P.
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Erika P.
from
$60
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
1 year of experience
Hagerstown, MD, 21740

“Awesome Job!!!! Erika came in at the last minute and was able to help us take care of our babies. She was very friendly and loved our babies they were very happy. I would recommend her and use her services again.”

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Charles W.
Sitter Profile Image: Amber G.
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Amber G.
Star Sitter
from
$25
per night
4.9 out of 5 stars
• 64 reviews
35 repeat clients
17 years of experience
Hagerstown, MD, 21740

“Amber was great with my doggie. My doggie was having pain issues before I left him. Amber kept me informed w updates and pictures which made a world of difference. Highly recommend her as an overnight house sitter.”

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Isela R.
Sitter Profile Image: Alyssa S.
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Alyssa S.
from
$50
per night
5.0 out of 5 stars
• 43 reviews
16 repeat clients
14 years of experience
Chambersburg, PA, 17201

“Alyssa was amazing! We went away for a weekend and she stayed with our (needy, dramatic, loving, sweet) old dog. Our dog loves her and seemed to take to her immediately. We’ll definitely work with Alyssa again”

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Andrew D.
Sitter Profile Image: Laurie G.
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Laurie G.
from
$90
per night
4.9 out of 5 stars
• 35 reviews
16 repeat clients
9 years of experience
Frederick, MD, 21702

“Laurie watched our two dogs for a week and they seemed very well taken care of! She sent us photos every day to show us they were doing well.”

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Mckayla E.
Sitter Profile Image: Tiffany D.
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Tiffany D.
from
$31
per night
10 years of experience
Frederick, MD, 21702

About: I would be honored to take care of your pets! I have 10 years of experience caring for both cats and dogs, including feeding, walking, playtime, administering medications, and cleaning litter boxes. Additionally, I have experience with anxious dogs (as I have an anxious pup of my own). I have taken care of many friends’ pets, and I always love becoming BFFs with new pets! I will go above and beyond for your pets and treat them as my own! I’m currently working in Frederick, and am available for pet/house sitting and dog walking in the Frederick area! I work M-F 9 am-5 pm, and have full availability for evenings and weekends! I have a fenced in yard, plenty of toys, and a dog of my own! There are also plenty of friendly pups in the neighborhood!

Sitter Profile Image: Maria B.
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Maria B.
from
$69
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
11 years of experience
Frederick, MD, 21701

“Maria was so great with our dogs! She kept our house tidy, was on time, and was super flexible when our plans changed! We booked her last minute and I am so grateful she helped us out! Will definitely be using her again!”

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Hanna W.
Sitter Profile Image: Daniel H.
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Daniel H.
from
$28
per night
5.0 out of 5 stars
• 25 reviews
4 repeat clients
7 years of experience
CHAMBERSBURG, PA, 17221

About: I have worked at doggy daycare for over 5 years. I am able to give your fur child the time and attention that they crave or just to be there for them. I'm also available for other animals too. If you have need for sitting or care for them too. Just message me for more details I have two dogs one is a blood hound mix she is 7 years old and black lab who is 8 years old. They both get along well with other dogs and are really friendly. I have a flexible schedule which allows me to be able to come to your place or have your pet come and stay with me. I also will be offering dog training very soon. And at any given time I can have foster pups. Here at DANIS DOGGIE RETREAT. WE try to keep it as rexled as if they were in there own home. Also I customize each stay to ensure your pet has the best experience here and wants to come back. I can either come to your home and care for your pet at your place or at my home. I have a large gated deck and a nice side yard. The dog park is just a block away which gives the dogs a nice place to run around and hang out with other dogs.

Sitter Profile Image: Karen H.
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Karen H.
from
$85
per night
5.0 out of 5 stars
• 1 review
40 years of experience
Thurmont, MD, 21788

About: My experience and extensive training sets me apart from other sitters. I know how to handle any situation that may arise. I’m responsible and will follow all instructions to the tee I am retired and available to care for your pets any time any day at your convenience. It will be just like you are there. I have a fenced in yard. And inside the house various gated rooms to separate. At your house I will follow all of your instructions and safety protocols

Sitter Profile Image: Kerri L.
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Kerri L.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 41 reviews
15 repeat clients
8 years of experience
Westminster, MD, 21158

“Kerri always does amazing with our girl. She is a timid and nervous dog, but Kerri stayed with her a few days and was so patient. Rose really opened up to her throughout their time together and we could not be more grateful. She always does an amazing job at keeping our house tidy while she stays. She always goes above and beyond!”

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Katrina E.
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: Kirsten W.
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Kirsten W.
from
$60
per night
5.0 out of 5 stars
• 14 reviews
3 repeat clients
5 years of experience
Hagerstown, MD, 21742

About: Hello, I’m Kirsten. I have been actively dog sitting for the last 5 years in and around Washington county and Frederick county. As well as the surrounding areas. (Mount airy, woodbine, Frederick, smithsburg, Hagerstown. etc) As of September 2026 we do have a newborn. I do both overnights in your home and boarding opportunities in our home. I can work from home most days which allows a very flexible schedule. I am willing to accommodate for what ever needs are present and will make sure your pet is well taken care of. Thanks for your consideration ! I work full time, I can provide care before and after work. I also have the flexibility to work from home as needed. Thank you! I do have a fenced in yard, no restrictions at my home as far as where the dog can go, they can sleep in my bed if they would like.

Sitter Profile Image: Kelly K.
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Kelly K.
from
$60
per night
5.0 out of 5 stars
• 6 reviews
3 repeat clients
32 years of experience
Hagerstown, MD, 21742

About: Bully breeds are ALWAYS welcome. I have 10 years of experience in the veterinary field and love taking care of dogs. In 2016 i graduated from Penn State with my degree in Animal Science. I have 2 dogs of my own. Whenever I have to leave my dogs, my anxiety goes through the roof, so you can trust that I will give amazing care to your dogs as I expect for mine when I have to travel. I am more than willing to send pictures and videos of your fur baby while you're away. I have been caring for dogs since I was young, and have been through multiple training courses with my own personal pets. My availability is flexible, so even if it doesn't say I'm available, please message me and ask anyway!! I would love to watch your fur babies for you! I work from home a few days a week, but if I'm in the office I'll work out a schedule that works for you and your fur baby! I will treat your fur babies like they are my own. I know the anxiety of leaving pets so I will do whatever I can to ease yours!

Sitter Profile Image: David K.
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David K.
from
$50
per night
40 years of experience
Chambersburg, PA, 17201

About: I have adopted and rehabilitated many companions over the years. If your pet will benefit from extra loving attention I will be happy to provide it. Please provide detailed descriptions of your pets personalities and behaviors so I can provide the best care possible. I have a flexible schedule weekdays and weekends. I am a physically active person and will enjoy engaging your pet in whatever activity they most enjoy. When I provide drop in services I will follow your instructions thoroughly. The more details you provide the better able I am to provide the comfort and care your pets need.

Sitter Profile Image: Nicole C.
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Nicole C.
from
$30
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
30 years of experience
Middletown, MD, 21769

“She was great. She did a amazing job managing our pups when they get a little crazy in play mode.”

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Carrie T.
Sitter Profile Image: Caylene S.
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Caylene S.
from
$40
per night
4.9 out of 5 stars
• 17 reviews
9 repeat clients
10 years of experience
Chambersburg, PA, 17202

“We are so thankful we found Caylene! Our dogs love her & had the best time with her while we were away. It’s always comforting to have someone you can trust to care for your fur babies when you’re not home. The dogs can’t wait for their next visit!”

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Nicholas S.
Sitter Profile Image: Lynn W.
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Lynn W.
from
$70
per night
5.0 out of 5 stars
• 15 reviews
2 repeat clients
40 years of experience
Greencastle, PA, 17225

About: I have been taking care of all types of animals, big and small my whole life. I've been a professional pet groomer for 3 years now and would like to broaden my horizon. I will put my heart and sole into caring for your beloved pet. I will care for your fur babies as if they were my own. You will not be disappointed, I guarantee that!! My schedule is flexible to make your pets care my priority and work around your schedule. I'm available morning, noon and/or night, weekdays and/or weekends. I live in a neighborhood that is safe for walking in. I also, live near two nice parks that I walk to quite often. I'm very active and love to walk and hike. I have crates of all sizes if your dog is crate trained.

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The median cost per night for house sitting in Pen Mar 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.

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

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Popular requests for house sitting - Pen Mar

Select a filter and find qualifying sitters offering house sitting.

Sitters in Pen Mar average 4
repeat house sitting clients

FAQs for House Sitting - Pen Mar

Frequently asked questions about Rover

As of November 2026, there are 714 sitters on Rover offering House Sitting across Pen Mar. 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 Pen Mar 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 Pen Mar 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 Pen Mar 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 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 Meet & Greet.

sitters on Rover set their own cancellation policy, 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 Pen Mar. On Rover:

  • 91% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 95% 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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