House Sitting Charlestown

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

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Over 12
pet parents in Charlestown have booked house sitting

Charlestown, 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.

1 / 1
Sitter Profile Image: Christine S.
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Christine S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
29 reviews
16 repeat clients
25 years of experience
Elkton, MD, 21921

Christine was great with our dog. She made sure to follow all of our instructions and attended a meet n great to meet us and our dog. She was always communicative and sent updates/pictures while we were away. We loved having her stay with our dog!

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Zoe H.
Sitter Profile Image: Lacey S.
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Lacey S.
from
$45
per night
4.9 out of 5 stars
10 reviews
6 repeat clients
10 years of experience
North East, MD, 21901

Lacey is so sweet and so loving. And she is so reliable and responsible!! Our family and our dog love her!!

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Jenel P.
Sitter Profile Image: Sarah F.
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Sarah F.
Star Sitter
from
$75
per night
5.0 out of 5 stars
12 reviews
6 repeat clients
6 years of experience
Port Deposit, MD, 21904

Sarah was fantastic! I was very at ease that I had to be away for 9 days and know that my Griz was well cared for with her staying in my home. 10/10 recommend Sarah for your pet sitting needs!

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Kat W.
Sitter Profile Image: Katie D.
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Katie D.
from
$54
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
17 years of experience
Havre de Grace, MD, 21078

Katie was wonderful to our pets while we were out of town! She sent us lots of updates and pictures. Our shy cat even came out from hiding to see her little bit!

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Cassie T.
Sitter Profile Image: Nina B.
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Nina B.
from
$65
per night
5.0 out of 5 stars
34 reviews
14 repeat clients
5 years of experience
Middletown, DE, 19709

Nina was awesome, she was always on time when we met up, took care of Roo and the house the same way i would. House was just the way we left it. Roo definitely made a new best friend and we found out house sitter for the future, she sent us pics and updates on how things were going and she even sent pictures of the snakes. Lol. Couldn't go wrong booking with Nina if you need a house sitter, will definitely be using her in the future.

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David C.
Sitter Profile Image: Reid C.
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Reid C.
Star Sitter
from
$85
per night
5.0 out of 5 stars
68 reviews
18 repeat clients
24 years of experience
Glasgow, DE, 19702

Reid is fabulous! It was evident that he cared tremendously for my pets. Reid far exceeded our expectations and I would highly, highly recommend him for all of your pet sitting needs.

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Ingrid U.
Sitter Profile Image: Jenni L.
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Jenni L.
from
$75
per night
5.0 out of 5 stars
187 reviews
76 repeat clients
15 years of experience
Newark, DE, 19711

Jenni and Matt were awesome. We have two dogs and one with behavioral issues. Jenni and Matt handled the situation so gently and professionally. They knew I was anxious about leaving them and that this was my first time using Rover. They sent so many pictures for just one overnight, and were very communicative. It made me feel so comfortable knowing they were there and they genuinely seemed to care about our pups. I highly recommend them and will definitely use them again!

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Catherine B.
Sitter Profile Image: kaylee c.
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kaylee c.
from
$40
per night
5.0 out of 5 stars
5 reviews
5 years of experience
Aberdeen, MD, 21001

About: Hi! I’m Kaylee! I’m an animal lover who has more than plenty experience caring for dogs and other pets. I love bonding with animals through playtime, cuddles, and filling their bellies. It’s always my top priority to make sure they feel comfortable and loved while their owners are away. Whether it’s dog sitting, drop-in visits, feeding, walks, or playtime, I’ll treat your pets with the same care and attention I’d give my own. I’m excited to provide dependable and loving care for your furry family members! I am the go-to pet sitter for my family and friends. Always reliable and available on short notice! i am free anytime of the week, and weekends, i have a lot of time for your fur babies and i can guarantee their safety, im very alert and conscientious of my surroundings. i have a fenced yard and a pool and lounging area out back of my yard, but i’d rather watch your fur babies at your home.

Sitter Profile Image: Nancy L.
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Nancy L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
12 years of experience
Newark, DE, 19702

About: I’ve spent years caring for and training dogs, including raising and training four Australian Cattle Dogs—a breed known for its intelligence and high energy. Through that experience, I’ve learned how to read canine body language, reinforce good behaviors, and confidently handle dogs with different personalities and energy levels. I’ve also walked dogs for several of my mom’s clients throughout the Hockessin and Wilmington area. My focus is on providing safe, reliable, and personalized care while treating every dog as if they were my own. I’m currently home full-time, allowing me to provide attentive, personalized care throughout the day. Dogs in my care receive plenty of potty breaks, exercise, playtime, enrichment, affection, and supervision rather than being left alone for long periods. Your dog will be welcomed into a safe, loving home and treated like one of my own. I have a fully fenced 0.5-acre yard with plenty of room to run, play, and explore under supervision, as well as three friendly, well-socialized dogs for those who enjoy canine companionship. I also do my best to maintain each dog’s normal routine, including feeding schedules, medications, exercise, and any special instructions you provide. My goal is simple: for you to have peace of mind while you’re away and for your dog to feel safe, happy, and loved while they’re with me. I’m a Registered Nurse with a background in cardiac care and high-stress open-heart surgery, where being dependable, attentive, calm under pressure, and detail-oriented was essential every single day. After years of caring for my patients’ hearts, I’ve now been able to channel that same compassion into one of my greatest passions—dogs. I like to think I’ve gone from caring for my patients’ hearts to caring for my clients’ whole hearts—their dogs. ❤️🐾 My nursing background has shaped the way I care for animals. I take safety seriously, pay close attention to changes in behavior or well-being, follow instructions carefully, and understand the importance of medications and routines. Most importantly, I want owners to know they are leaving their dog with someone who is responsible, reliable, professional, and genuinely invested in their care.

Sitter Profile Image: Faith G.
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Faith G.
from
$70
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
10 years of experience
Oxford, PA, 19363

Faith was great very flexible with schedule when needed last minute.

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Felicia C.
Sitter Profile Image: Trisha L.
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Trisha L.
from
$50
per night
5.0 out of 5 stars
30 reviews
6 repeat clients
18 years of experience
Peach Bottom, PA, 17563

Trish was absolutely amazing with our two dogs! She followed their routine and sent frequent updates and pictures. We loved to see that they were enjoying their time and playing. Our house was left in great condition. We would highly recommend her for your pet sitting needs!

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Karina W.
Sitter Profile Image: Heather B.
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Heather B.
from
$65
per night
5.0 out of 5 stars
35 reviews
14 repeat clients
18 years of experience
Wilmington, DE, 19803

One of the hardest things about having pets is caring for them when we’re not able to. There’s just so much to worry about and too many nuanced details to convey to a house/dog sitter that it’s tough to be at ease. I’ll admit that I’m a little high-strung and using Rover for the first time for this service was not an easy decision. Fast forward to today…Heather is an absolute pro. You immediately get that she’s very experienced and respectful of your unique situation. She asks all the right questions and is an excellent communicator. Honestly could go on and on, but needless to say, we’re super pleased and I think found the high-mark on our very first try. We are already scheduled to see her again this summer and it’ll be the first time that I won’t worry about our dogs or home. Thanks Heather!

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Sam V.
Sitter Profile Image: Kathleen H.
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Kathleen H.
from
$62
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
50 years of experience
Darlington, MD, 21034

Kathleen did a wonderful job taking care of our animals (3 dogs) and did some extra cleanup for us. She sent us pics and took some extra time to not only watch after the guinea pigs, hamster and mouse, but even cleaned out their stinky cages. It was obvious that the dogs were comfortable with her. Thanks Kathleen. We appreciate all you did for us.

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Stephen W.
Sitter Profile Image: Heidi K.
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Heidi K.
from
$50
per night
5.0 out of 5 stars
25 reviews
8 repeat clients
20 years of experience
Belcamp, MD, 21017

Heidi was great with Kona! We asked her to stay at our house for 3 nights with our lab who has some anxiety issues when left alone. She sent us lots of pictures, was great at communicating throughout the visit, was extremely friendly and left our house just like we left it! Kona seemed super happy and relaxed when we got back which is always a great sign. ☺️ We would definitely recommend Heidi to any family and friends!

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Danielle G.
Sitter Profile Image: Damien W.
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Damien W.
Star Sitter
from
$50
per night
4.9 out of 5 stars
12 reviews
8 repeat clients
10 years of experience
Edgewood, MD, 21040

Damien is SUCH a fabulous human. The extraordinary care he gave towards my fur babies warmed my heart. He went out of his way to text me pictures and updates on how things were going. I absolutely plan on hiring him again! Thanks! Sarah

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Sarah H.
Sitter Profile Image: Chris M.
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Chris M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
64 reviews
20 repeat clients
50 years of experience
Wilmington, DE, 19809

Chris was a fantastic sitter and house guest. My dog is recovering from a major surgery and Chris took such good care of him. Sully was very comfortable and enjoyed his time with Chris. I would highly recommend her and will be using her again. Thank you!!

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Becca & Alexander F.
Sitter Profile Image: Jonaika W.
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Jonaika W.
from
$45
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
5 years of experience
Bear, DE, 19701

Jonaika is a mature, kind, responsible and communicative young woman. She stayed in our home with our two dogs for a holiday week, and provided loving and consistent care. She has a warm temperament which dogs loved, flows instructions, and cares for pets with great accountability. I highly recommend Jonaika for any pet sitting situation.

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Ashley A.
Sitter Profile Image: Busara C.
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Busara C.
Star Sitter
from
$65
per night
5.0 out of 5 stars
85 reviews
13 repeat clients
5 years of experience
Dover, DE, 19904

Busara was a delight! She gave a lot of feedback on her time with Jasper. Jasper seemed to enjoy having her here. I’d definitely ask her to come another time!

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Lois D.
Sitter Profile Image: Erin K.
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Erin K.
from
$35
per night
32 years of experience
North East, MD, 21901

About: I’ve have always had a dog & cats since I was a child. I love all pet cuddles! And meeting new friends. I have one dog and two cats at the moment. I've dog sat for my friends and coworkers when they need someone to be with their babies for nights away or random drop ins to check on them. I'm looking for a fun way to make extra money and i couldn't think of anything better then spending time with dogs & cats while doing that. I work four days a week but it’s flexible! I’m available everyday after 2pm and if I have a good enough heads up I’m available 24/7 I can give you references of people I have house/pet sat for in the past. I’m comfortable crating your pet if needed. I’m easily available on my cell phone when I am pet sitting. And I can send updates whenever you would like.

Sitter Profile Image: Lillian S.
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Lillian S.
Star Sitter
from
$110
per night
4.9 out of 5 stars
39 reviews
18 repeat clients
25 years of experience
Elkton, MD, 21921

We are so happy we booked Lillian to take care of our 12-year-old pit mix. She came for a meet-and-greet and it was clear that our dog would feel comfortable with her. She was professional and prompt in her communication, and she was on time both for meeting our dog for the first time and for taking her for a walk. I loved receiving a message after the walk with a picture to let us know how it went. We will definitely book her for services again!

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Elizabeth W.
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The median cost per night for house sitting in Charlestown is $50

Pet parents share their Rover experiences - Charlestown

1 / 1
5.0 out of 5 stars

Lacey is so sweet and so loving. And she is so reliable and responsible!! Our family and our dog love her!!

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Jenel P.
House Sitting
1 / 1
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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

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for house sitting - Charlestown

Select a filter and find qualifying sitters offering house sitting.

Sitters in Charlestown average 4
repeat house sitting clients

FAQs for House Sitting - Charlestown

Frequently asked questions about Rover

The average cost for House Sitting in Charlestown on Rover is $38.85 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of August 2026, there are 1,024 sitters on Rover offering House Sitting across Charlestown. 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 Charlestown 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 Charlestown 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 Charlestown 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 Charlestown. On Rover:

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