House Sitting in Chesapeake Ranch Estates-Drum Point

Find a loving house sitter to watch over your pets and your home.

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Top rated Chesapeake Ranch Estates-Drum Point 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: Hannah A.
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Hannah A.
from
$30
per night
5.0 out of 5 stars
2 reviews
5 years of experience
Lusby, MD, 20657

About: Hi there! My name is Hannah, and I’ve been around animals my entire life. I’ve cared for dogs, cats, and other pets, so being around animals feels completely natural to me. I also have hands-on experience working at Interlude Pet Resort & Spa, where I helped care for dogs of all sizes and temperaments. This included feeding, cleaning, walking, and making sure each dog felt safe and comfortable. In addition, I’ve provided pet sitting and dog walking for friends, family, and family friends. I understand how important it is to keep pets on their normal routine and give them the attention and care they’re used to. I’m very patient, reliable, and genuinely love spending time with animals. Whether your pet is energetic, shy, or needs a little extra attention, I’ll make sure they feel safe and cared for. I’m also happy to send updates and photos so you always know your pet is doing well while you’re away! I’m currently not working so i’m available all days of the week! 9:00am - 11:00pm all days of the week! I also would never pass up the opportunity to love on your fur baby! I’m used to scheduled feed times and walking bigger and smaller dogs. I like to go outside and throw a ball/frisbee or any other toy that can be used to get some exercise in.

Sitter Profile Image: India B.
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India B.
from
$50
per night
4.8 out of 5 stars
7 reviews
4 repeat clients
30 years of experience
Callaway, MD, 20620

I contacted India on relatively short notice for pet sitting. She was available to come meet us and our dog before our trip. India did a wonderful job taking care of our older German Shepherd who is dealing with some skin conditions. She was very caring and followed all of the instructions that I left for medicine and wound care. We appreciate the care that she gave our girl and will definitely book with India again to take care of our dog. We also have a bearded dragon and fish that she took care of as well. Highly recommend India for pet sitting.

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Becky C.
Sitter Profile Image: Shemoy S.
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Shemoy S.
Star Sitter
from
$95
per night
5.0 out of 5 stars
33 reviews
12 repeat clients
20 years of experience
California, MD, 20619

Shemoy worked closely with us to make sure our dogs were comfortable before we left them. She treated our babies like her own and always kept us fully updated :)

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Deanna G.
Sitter Profile Image: Jaliah D.
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Jaliah D.
from
$45
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
5 years of experience
Lexington park, MD, 20653

Jaliah was very polite and great with my pets!

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April C.
Sitter Profile Image: Leah H.
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Leah H.
Star Sitter
from
$60
per night
5.0 out of 5 stars
143 reviews
73 repeat clients
22 years of experience
California, MD, 20619

Leah is fantastic! We all know a “dog Mom” that doesn’t want to leave home because of her BABY!! (That’s me??‍♀️) Leah is patient and attentive, she went above and beyond for us on an extended stay. My dog, my home and my sanity were all in check with Leah. I can’t thank you enough, we will be booking again!

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Anita A.
Sitter Profile Image: Ashley C.
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Ashley C.
from
$52
per night
5.0 out of 5 stars
48 reviews
13 repeat clients
12 years of experience
Lusby, MD, 20657

Ashley did a great job and this was our first time using this service. She house sat with two pets. She was very responsive and sent us photos throughout her stay. Will definitely rebook with her again!

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Nicholas T.
Sitter Profile Image: Juliana B.
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Juliana B.
from
$25
per night
5.0 out of 5 stars
2 reviews
2 years of experience
California, MD, 20619

Juliana was a joy to work with and took thoughtful care of my home and dog! She was knowledgeable, kind, communicative, and patient with Hugo getting used to her. Upon my return, she had followed instructions thoroughly and carefully, and Hugo was well cared for and happy. And so am I! Thank you, Juliana!

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Gail D.
Sitter Profile Image: April C.
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April C.
from
$31
per night
5 years of experience
Lusby, MD, 20657

About: I’ve cared for pets for several years & genuinely love spending time with animals. I have experience feeding, walking, playing with, & giving attention to dogs & cats of different sizes & personalities. I’m reliable, patient, & always make sure pets feel loved & happy! I have a flexible schedule & enjoy making time for pet care throughout my week. I’m available for walks, playtime, & I make sure every pet gets plenty of attention. I make sure all pets get exercise & care, I’m dependable, commutative, & will always do my best work. I will make sure I work to your pet’s routine & needs. I provide a safe, loving, & comfortable environment for every pet in my care. I pay close attention to each pet’s needs, routines, & personality to help them feel relaxed & secure. I can follow feeding schedules, give plenty of playtime & potty breaks, along with putting them in a crate if needed. My goal is to make pets & owners feel comfortable as much as possible.

Sitter Profile Image: Rosie J.
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Rosie J.
from
$80
per night
5.0 out of 5 stars
8 reviews
1 repeat client
22 years of experience
Lusby, MD, 20657

About: Hi! I’m Rosie — a lifelong animal lover and rescue-pet mom to one sweet pup and two cats. I’ve had pets since childhood and have always been drawn to helping animals who need a little extra love. I volunteer with a local shelter to support dog and cat socialization, and I also work with an island-dog rescue that brings pups from Puerto Rico to find their forever homes in the U.S. Whether it’s walks, playtime, or quiet company, I’m here to make your pet feel safe, loved, and well-cared for while you’re away. Pet care fits easily into my routine. I’m available early mornings, late afternoons, and evenings, with flexible weekends to ensure your pets get consistent, loving attention. In my home or yours, I focus on routines that build confidence and trust. I use gentle reinforcement, reward-based training, and plenty of love, cuddles, and playtime to help pets feel secure.

Sitter Profile Image: Jennifer R.
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Jennifer R.
from
$50
per night
5.0 out of 5 stars
2 reviews
15 years of experience
Lusby, MD, 20657

About: I’ve had dogs my whole life and have been taking care of them since I was a kid! I have two dogs and a cat of my own who are family! So I understand how important it is to trust someone with your pets! Im currently a stay at home mom and wife I have plenty of time to walk, play and cuddle your fur baby’s! Any time of day or night I can be there for you and your family I can take you dogs for a walk around the neighborhood or around your yard! I am comfortable putting them in crates and feeding or any type of play what ever you need I can do!

Sitter Profile Image: Kimberly T.
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Kimberly T.
Star Sitter
from
$85
per night
5.0 out of 5 stars
135 reviews
43 repeat clients
20 years of experience
Lusby, MD, 20657

Spazz had some diarrhea issues but I think it was because he was missing us. Kim did an excellent job with Spazz and I'm thankful I met her back in 2022. Kim is very knowledgeable with dogs and takes her job very seriously with all of the animals she works with and I couldn't be more pleased.

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Lori N.
Sitter Profile Image: Samuel H.
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Samuel H.
from
$28
per night
5.0 out of 5 stars
5 reviews
1 repeat client
4 years of experience
Lexington Park, MD, 20653

Samuel did a fantastic job watching our dog who is both quite reactive and recovering from ACL surgery. We already rebooked him for next month and highly recommend him for anyone needing peace of mind while they’re away from their fur baby.

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Jeff B.
Sitter Profile Image: Claire L.
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Claire L.
from
$31
per night
8 years of experience
Solomons, MD, 20688

About: I have taken care of many dogs ever since I was a kid. Personally, I have three dogs, two golden retrievers and one golden doodle. I have dog sat for friends and family with many different breeds and in different locations over the years. I am a teacher in Calvert county during the school year. After middle of June, I will be free to walk or dog sit all day everyday unless I am booked ahead of time. I have three dogs of my own so I already am used to walking dogs and taking care of them all hours of the day I have a small fenced in area and a crate where I am located. I also have easily accessible areas for walking and enjoying the outdoors. My three dogs are friendly but I am also willing to come to your house for walks, check-in’s, or dog sitting if that is preferred. I have experience with going to others houses to dog sit. For walks, I can do short walks or long walks depending on owners requests.

Sitter Profile Image: Elizabeth K.
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Elizabeth K.
from
$80
per night
4.9 out of 5 stars
29 reviews
13 repeat clients
15 years of experience
Lusby, MD, 20657

Elizabeth was attentive to Daisy's needs per the 'care & feeding' instructions we provided. Just as importantly, she treated Daisy as if her own, which was apparent by Daisy snoozling on Betsy's luggage as she prepared to leave.

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William K.
Sitter Profile Image: Alexis A.
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Alexis A.
from
$24
per night
5.0 out of 5 stars
7 reviews
1 repeat client
3 years of experience
Lusby, MD, 20657

Lexie was amazing! She was very punctual, super friendly, and exceeded all of our expectations! 100% recommend her! Will definitely be using again!

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Dustin C.
Sitter Profile Image: Zenie N.
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Zenie N.
from
$30
per night
3 years of experience
Solomons, MD, 20688

About: I’ve had experience with animals at all ages and different breeds. I’ve had my golden doddle puppy in college for 2 years while playing division 1 lacrosse so I know the importance for animal love but I am also dependable, passionate, and trustworthy. I’m available 24/7 and I am very flexible and understand summers can be busy and unpredictable. I will work with whatever time works best for you and your animals :) I have a fenced yard and a dog of my own that loves company and is very friendly. I have creates if need be and also in a nice neighborhood for long walks :)

Sitter Profile Image: Kristen E.
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Kristen E.
from
$65
per night
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
California, MD, 20619

Kristen was absolutely wonderful with my Pomeranian mix, Jasper, over Spring break. From the very beginning, she was flexible with my schedule and made the whole handoff seamless and stress-free. It was clear she genuinely cared about Jasper’s comfort and wellbeing. She was attentive, communicative, and completely dedicated to making sure he was happy and well looked after while I was away. Knowing Jasper was in such good hands allowed me to fully enjoy my time away without a second of worry. I couldn’t have asked for a better sitter. I will absolutely be reaching out to Kristen again and recommend her without any hesitation!

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David H.
Sitter Profile Image: Christian I.
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Christian I.
from
$50
per night
8 years of experience
Lusby, MD, 20657

About: I have fur babysitting experience over the past year. I understand what it’s like to have to put your full and undivided attention into a child to ensure its safety and well being, and do nothing different with the pets I take care of. They will be no need to worry when I’m taking care of them. Currently working part time and in school at CSM. Can be very flexible with scheduling to ensure the pets get the proper love and affection that they deserve and need. I give the pets constant love so that they don’t feel down when their owner isn’t home. I understand that pets can feel sad or get into a rut when their parents are not home, but I will do everything to make sure they feel nothing but love. I send lots of photos so you will feel connected while away.

Sitter Profile Image: Paula R.
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Paula R.
from
$80
per night
15 years of experience
California, MD, 20634

About: With 15 years of experience, animals aren’t just my job, they’re my world. I bring genuine love and dedication to every pet in my care, whether they’re a playful pup, a curious kitten, or a wise senior companion. Beyond standard sitting services, I offer full grooming care including bathing, brushing, nail trims, teeth cleaning, and ear cleaning, so your pet comes home not just happy, but fresh and well-tended. Having these skills in-house means less stress for your pet and more convenience for you. Cats and dogs both hold a special place in my heart, and after 15 years, I’ve learned how to make every animal feel safe, comfortable, and loved, just like they would at home.​​​​​​​​​​​​​​​​ Pet care is woven into every part of my day. My mornings start with feeding, walks, and making sure every animal in my care gets one on one attention before anything else. Throughout the day I check in on their needs, whether that is playtime, grooming, or just some quiet companionship. Evenings are for winding down together, because pets thrive on consistency and I make sure they always feel settled and secure. This is not something I squeeze into my schedule. It is my schedule. Animals are my priority seven days a week, and that kind of commitment is something every pet owner deserves to know their sitter has. Whether I am in your home or mine, my goal is always the same, to make your pet feel safe, loved, and right at home. I tailor my care to each animal’s personality and routine, because no two pets are alike. When caring for pets in my home, they become part of my daily life. They sleep comfortably, play freely, and receive constant attention throughout the day and night. I keep things calm and nurturing so even nervous or anxious pets can relax and settle in. When visiting clients in their own homes, I follow your pet’s established routine as closely as possible. Familiar surroundings make a big difference, especially for cats and older pets who do best in their own environment. I handle everything from feeding and walks to grooming and cuddle time, so your home stays in order and your pet stays happy. Either way, you can count on updates and peace of mind knowing your fur baby is in experienced, caring hands.

Sitter Profile Image: Charlize O.
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Charlize O.
from
$25
per night
5.0 out of 5 stars
9 reviews
6 repeat clients
8 years of experience
MD, 20636

Charlize did a great job taking care of Sadie. She was very responsive and tended to all of Sadie’s needs. I will definitely be asking Charlize to take care of her again in the future!

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Matthew G.
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Chesapeake Ranch Estates-Drum Point pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

We were really pleased with Elena’s promptness and care of our dog while we were in town. She responded to texts quickly and was attentive and kind to our oversize dog, including walking her. We’d book with her again!

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Jeannie S.
House Sitting
5.0 out of 5 stars

Kim is absolutely amazing! I have used Rover for years and she is by far the best sitter that I have ever had. Our dogs adore her and I felt completely secure and comfortable on my vacation, knowing that my pups were safe. Thank you, Kim! ❤️

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Lea W.
House Sitting
5.0 out of 5 stars

Lexie was amazing! She was very punctual, super friendly, and exceeded all of our expectations! 100% recommend her! Will definitely be using again!

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Dustin C.
House Sitting
5.0 out of 5 stars

Very pleased with Alexa! She stayed with my dogs for almost 2 weeks. They were well-cared for and she left the house looking just like I left it. Would definitely recommend and have her housesit for me again.

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Kathryn W.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Chesapeake Ranch Estates-Drum Point is $50

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 house 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.

Sitters in Chesapeake Ranch Estates-Drum Point 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 Chesapeake Ranch Estates-Drum Point 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 Chesapeake Ranch Estates-Drum Point 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 219 house sitters in Chesapeake Ranch Estates-Drum Point. 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, 87% of Chesapeake Ranch Estates-Drum Point house sitters respond in under an hour.

House sitters in Chesapeake Ranch Estates-Drum Point have an average of 14 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 Chesapeake Ranch Estates-Drum Point.

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. Chesapeake Ranch Estates-Drum Point 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.