House Sitting in Highfield-Cascade

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Top rated Highfield-Cascade house sitters

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: LaDawn D.
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LaDawn D.
from
$40
per night
4.6 out of 5 stars
14 reviews
5 repeat clients
40 years of experience
Hagerstown, MD, 21740

LaDawn is always so great with my high energy pup. Gives me great updates and is timely. She even helped with administering her meds for me this time.

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Kendra B.
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
135 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: 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

Isabel was OUTSTANDING as my overnight sitter. My two pups absolutely adore her and she went above and beyond in taking care of them while I was away on vacation. I would highly recommend her if you need a pet sitter, she is simply the BEST!

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Barb R.
Sitter Profile Image: Crystal G.
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Crystal G.
from
$75
per night
5.0 out of 5 stars
25 reviews
4 repeat clients
20 years of experience
Thurmont, MD, 21788

⭐️ ⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️ I cannot express enough gratitude for Crystal! This was my first time using Rover, and I was incredibly anxious about leaving my dog, Money, who struggles with severe separation anxiety. Crystal stepped in last minute and provided the most loving and attentive care I could have hoped for. She was patient, understanding, and went above and beyond to make sure Money felt safe and comfortable. I truly felt at ease knowing he was in such great hands. If you’re looking for someone who genuinely cares about your pet as if they were her own, look no further—Crystal is amazing! I will definitely be booking with her again. Highly recommend!

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Ceaira G.
Sitter Profile Image: Evangeline N.
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Evangeline N.
from
$33
per night
4.8 out of 5 stars
19 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: Adriana M.
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Adriana M.
Star Sitter
from
$47
per night
5.0 out of 5 stars
48 reviews
19 repeat clients
3 years of experience
Greencastle, PA, 17225

Our first time using Rover and Adriana. It worked out quite well. Adriana was great! She was responsive and on time for our meet and greet and her scheduled dog sitting event. She was very sweet and continued to smile when our big 90 lb baby Remi happily (and powerfully) greeted her, Mr Remi as she affectionately called him. She followed our instructions as discussed. She sent pictures and text updates during her stay with Mr Remi and left our home just as neat as when she arrived. We are feeling fairly confident and happy we have found our Rover match! We look forward to calling on her again to stay with Mr Remi and continuing to foster a healthy and safe dog care relationship.

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

Matt was very professional & attentive. Followed our tips & instructions precisely. He was pleasant & went out of his way to assure our 12 year old sheppard felt loved and comfortable. I will use Matt in the future!

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Bonnie L.
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
34 repeat clients
17 years of experience
Hagerstown, MD, 21740

Amber was great with our two dogs while we went on a long weekend trip. She sent pictures, and the house and dogs were in great shape when we returned! Thanks Amber!

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Katrina C.
Sitter Profile Image: Lilianna H.
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Lilianna H.
from
$25
per night
1 year of experience
Hagerstown, MD, 21740

About: Full disclosure I have not been paid to care for dogs yet however i did raise a puppy from a couple months to a year and worked on training. Ive also grown up with and cared for all types of dogs and dog sizes. I have cared for senior dogs as well. Bathing, walking, clipping nails, giving medication, feeding, basic training etc are all things I have experience with. I am currently waiting on a review for school, as of right now i am free any day of the week. After I start school it will only take up 4 days of the weekday and be mornings/early afternoons where i am not available. In the clients home, i will adhere to the needs/wants of care to a T such as what times to walk/play with your pets, feeding times, bathing, cleaning up as soon as possible if a mess is made, sending pictures of your pets to reassure or just because, etc. I will care for your pet as if my own, and respect any and all boundaries made.

Sitter Profile Image: Sophia H.
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Sophia H.
from
$50
per night
5.0 out of 5 stars
3 reviews
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: 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: Ava O.
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Ava O.
Star Sitter
from
$45
per night
5.0 out of 5 stars
7 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: Taylor C.
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Taylor C.
from
$45
per night
5.0 out of 5 stars
3 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: Terry F.
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Terry F.
from
$26
per night
5.0 out of 5 stars
3 reviews
20 years of experience
Smithsburg, MD, 21783

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: Jacob D.
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Jacob D.
from
$70
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
20 years of experience
Hagerstown, MD, 21742

About: On Mondays and Tuesdays I am off work Any other day I’m free until 1230 for walks I work from 2-10 Wednesday through Sunday I treat every animal as if it were my own Either letting a cat sit on my lap until I can’t feel my legs Or training in basic commands and manners To throwing a ball or stick until my arm is numb I love animals and all the fun that goes with it ** I did have to raise my rates due to rovers fee** I have been taking care of animals since I was little but really got into it around 7th and 8th grade Walking peoples dogs and putting up flyers at my local pool I have many repeat clients for over 3 years so many great pups(had to stop because of highschool) I helped a lot of them loose weight from daily 20-30 minute walks I still remember every dog I walked and boarded Nothing has changed except now I work morning shift as a security guard but my wife is home to take care of any dogs kept with us After I’m done with work I then take over with walks and playing in the backyard Everyone will get plenty of water If anyone gets dirty then it’s bath time or at least a good thorough wipe down Your pets will be treated like my own kids while they are being taken care of with the Diamond family After I’m done with work at 2pm I come home and spend all the time I have until bed time with my animals or as I call them my kids Walking playing in the backyard playing fetch and tag and even keep away which never lasts long for me I have a fenced in yard and plenty of toys to offer When it’s very hot we do some playing in the yard and then it’s time for a walk and then we take a 45 minute to an hour break for a nap or rest and then we do it all over again All animals should feel welcome in my home and spoiled decently as my animals are All animals that stay with me must have a collapsible crate brought in with them so that nobody gets into anything they shouldn’t at night Night time is crate time as we have cats we let wander at night

Sitter Profile Image: Taylor T.
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Taylor T.
from
$60
per night
5.0 out of 5 stars
53 reviews
22 repeat clients
16 years of experience
Frederick, MD, 21702

Taylor was amazing! She was very attentive with directions we left and provided tons of pictures even without asking. She spent so much time with the dogs

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Kassondra K.
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
Smithsburg, MD, 21783

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'm currently in between jobs so I have all the free time in the world to care for your pets! Please reach out with any questions! 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: Sydney D.
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Sydney D.
from
$56
per night
5.0 out of 5 stars
6 reviews
25 years of experience
Thurmont, MD, 21788

About: Hi there! I’m a recently graduated physician assistant (PA) awaiting my hospital start date so my availability is currently wide open and I’m eager to help care for your beloved pets however I can. My schedule is easily customizable. I’m most eager for drop ins and walks to fill up my day meaningfully, yet offer sitting and boarding as well. I’m happy to offer a complimentary meet & greet ahead of services to ensure that it’s a good fit for all. I’ve had family pets of all species and sizes ever since I was born, growing up in 4H/ with large animals so I know a thing or two about general animal care. My experiences are varied and have lent to an above average animal sense. I’ve cared for senior pets, pets with advanced medical needs and my own animals during post-op recovery. One unique perk is that my sister is a veterinarian of 15 years and offers me an additional wealth of knowledge. Many might consider me a helicopter pet parent, which I’m proud to claim. No unsupervised grass/ twig chomping or foreign body scares with me around! I own two senior dogs: Remi and Paisley. They love everyone and everything but are at the age where sleep is the ruler of their day. I’m joining Rover semi selfishly because they have less ability for adventures now, yet unselfishly as any boarding time that your pet spends with us means spoiled vacation time with grandma and grandpa for them. However, I’m happy to keep them around if you have a puppy who needs socializing/ wise knowledge gathering from their elders. I’m a recently graduated physician assistant awaiting my start date so my availability is currently wide open and I’m eager to help care for beloved pets however I can. My schedule is easily customizable. In my home/ in life, pets are considered cherished family members. I am attentive, interactive and just overall excited to meet some new furry pals. I can keep up with any personality from frantic ball chaser to subdued couch potato. I know that every pet is different just as any human is different and am happy to accommodate in whatever way makes all happy.

Sitter Profile Image: Jasmine L.
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Jasmine L.
from
$28
per night
1 repeat client
10 years of experience
Orrtanna, PA, 17353

About: I’ve taken care of dogs ever since I was a kid, and I have experience with taking care of many different breeds, young and old. I love animals and will do everything I can to make yours comfortable and happy. Work is currently slow, so I have the time to give your pets all the attention they need. I am available anytime throughout the week and most weekends. I have two friendly dogs that would love to keep yours company. I do not have a fenced yard, but walk them on my private lane often, and take them to the dog park. My pets get fed twice a day, but I can feed yours as often as you’d like - they also have some treat throughout the day.

Sitter Profile Image: Linda M.
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Linda M.
from
$100
per night
5.0 out of 5 stars
15 reviews
2 repeat clients
35 years of experience
Fairfield, PA, 17320

Linda was great with our dogs. I felt very comfortable while we were out and would definitely ask her to watch them again in a heartbeat.

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Janet R.
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The median cost per night for house sitting in Highfield-Cascade is $50

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Sitters in Highfield-Cascade 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 Highfield-Cascade on Rover as of Jun 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 Highfield-Cascade 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 Jun 2026, there are 766 house sitters in Highfield-Cascade. 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, 86% of Highfield-Cascade house sitters respond in under an hour.

House sitters in Highfield-Cascade have an average of 16 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 Highfield-Cascade.

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. Highfield-Cascade 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.