House Sitting in Wilson

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

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Top rated Wilson 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: Elizabeth G.
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Elizabeth G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
49 reviews
12 repeat clients
30 years of experience
HUNTINGTOWN, MD, 20639

Liz was an awesome pet sitter. She provided daily updates and photos and asked for information when a possible concern arose. My two dogs came home well cared for and happy!

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Leah M.
Sitter Profile Image: Stephanie M.
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Stephanie M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
49 reviews
17 repeat clients
10 years of experience
Huntingtown, MD, 20639

I have nothing but good things to say. Took care of my Atti like she was family. She will be so happy to go back in a couple weeks to play with Blaze again!

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Allyn F.
Sitter Profile Image: Ashley P.
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Ashley P.
Star Sitter
from
$77
per night
5.0 out of 5 stars
44 reviews
14 repeat clients
15 years of experience
Huntingtown, MD, 20639

Ashley did a wonderful job taking care of our senior dog and our house while we were visiting family. I think she may have given our pup more attention than she gets when our whole family is home. Highly recommend!

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Lauren E.
Sitter Profile Image: Kendal F.
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Kendal F.
from
$45
per night
5.0 out of 5 stars
3 reviews
7 years of experience
Huntingtown, MD, 20639

About: Hello! My name is Kendal, and I’m a dedicated, dependable, and experienced pet sitter with a genuine love for animals and a strong commitment to their care and well-being. With 7 years of experience caring for dogs, cats, and other household pets, I understand how important it is to find someone you can trust to look after your furry family members. Whether it's daily walks, feeding, medication, or simply keeping your pets company while you're away, I provide attentive, personalized care to ensure your pets stay safe, happy, and relaxed. I take pride in maintaining a clean, safe environment and following your pet’s routine as closely as possible. You can expect regular updates, clear communication, and a high standard of professionalism at all times. Services Offered:
 ▪️Drop-in visits
 ▪️Dog walking
 ▪️Overnight care
 ▪️Medication administration 
▪️Personalized care based on your pet’s needs Let’s connect I’d love to meet you and your pets and discuss how I can help make your time away worry-free. I’m currently working part time due to school this upcoming semester. Most of my classes are online so I spend a lot of time at home. I make frequent stops at home during the work day as I’m only 10 minutes from home to let my dogs out of my parents aren’t home. I have an electric fence however dogs would be put on leash. My cats have all their necessities in my room so the pet I would be pet sitting for would stay in the guest bedroom in the basement with me to avoid troubles.

Sitter Profile Image: Faith M.
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Faith M.
Star Sitter
from
$45
per night
4.9 out of 5 stars
20 reviews
5 repeat clients
2 years of experience
Chesapeake Beach, MD, 20732

Faith is a fantastic petsitter! We were out of town for 8 days and didn't have to worry about a thing back home. It was wonderful to find a caring person who could spend this much time with our pets. Boarding can be so stressful on our big dogs, but Faith was able to do overnights and wasn't intimidated by our Dobermans in the slightest. She was a perfect fit, and we were so blessed to find her on Rover. It was our first experience with the service platform being new to Southern Maryland, but we will be repeat customers for sure.

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Candace V.
Sitter Profile Image: Anna D.
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Anna D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
5 years of experience
North Beach, MD, 20714

Anna was awesome! She provided updates and responded to any inquiries within minutes. We've already rebooked her, just waiting on a response.

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Teresa I.
Sitter Profile Image: Stacey H.
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Stacey H.
from
$60
per night
5.0 out of 5 stars
23 reviews
9 repeat clients
2 years of experience
Waldorf, MD, 20601

We could not have left our dog, Waldo, in better hands than Stacey's! Stacey feels like family and Waldo felt that, too. We're grateful for her photo and video updates and attentive care. We strongly recommend Stacey!!

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Greta A.
Sitter Profile Image: Lindsay J.
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Lindsay J.
Star Sitter
from
$31
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
3 years of experience
Huntingtown, MD, 20639

About: Hi I’m Lindsay! I love spending time with our extroverted dog Zoomy 🐾 and with my cousin’s two cats Windex 🐈 and Squirt 🐈‍⬛. Zoomy would love to have some friends come over to play. I am a super responsible and clean person and would love to care for your fur babies while you’re away! Right now I have very flexible scheduling so send me a message! I can do daytime hours or evenings, just let me know. I’d be happy to work with you and your schedule. We have a big yard with an invisible fence for your dog to run around. Plenty of space inside the house to play too! I will make sure to give your dog plenty of water and potty breaks and meticulously follow any instructions you leave me!

Sitter Profile Image: Laura J.
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Laura J.
from
$50
per night
3 years of experience
Huntingtown, MD, 20639

About: While working in a dog shelter, I cared for dogs of all breeds and temperaments, including administering medications. I have also volunteered for the past two years at an animal shelter, assisting with the care, handling, and enrichment of both dogs and cats. I currently work as a dog groomer, where I continue to build hands-on experience in animal care, behavior, and handling while prioritizing each dog’s comfort and well-being. I’m currently a part-time groomer’s assistant, so I have plenty of time to love your fur babies! My schedule is easily adaptable to fit the routines that they already follow to avoid disruption. In past job and volunteer trainings, I’ve received extensive training on canine and feline body languages, how to respect them, and how to safely build trust before things like leash walks, crate time, or play.

Sitter Profile Image: Savanna B.
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Savanna B.
from
$89
per night
4.9 out of 5 stars
19 reviews
5 repeat clients
14 years of experience
Chesapeake Beach, MD, 20732

Savana was responsible in giving the medications on time even before I had time to check in about it. House was in perfect condition, would definitely recommend.

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John S.
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: Jessie C.
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Jessie C.
from
$40
per night
5.0 out of 5 stars
2 reviews
2 repeat clients
4 years of experience
St Leonard, MD, 20685

About: As a child I've grown up with multiple animals as animals as pets, including a few dogs and a few cats. Professionally, I've had four total years taking care of different animals, which includes supervising dogs as well as helping various animals such as cats, guinea pigs, and other animals get adopted. I have had general experience feeding, walking, bathing, nail trimming, and over all playing with and supervising dogs. I also have had experience taking care of elderly and disabled animals, which includes but is not limited to a 19 year old cat with arthritis and kidney disease. I have experience giving animals oral medications at the correct times and have been consistently. As of right now, I am offering house sitting, drop-ins and dog walking. As of right now, all seven days of the week are generally free for me and I am home most of the time. However, there may be some days where I'm not available, such as certain holidays or family events. If something happens where I can't take care of your animal(s) (such as an emergency), I'll try to let you know ahead of time. I'll always keep your animals supervised regardless of whatever service I'm doing at the time. If your animal takes medications, I'll administer them at the correct times.

Sitter Profile Image: Grayson G.
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Grayson G.
from
$75
per night
4.9 out of 5 stars
17 reviews
6 repeat clients
13 years of experience
Chesapeake Beach, MD, 20732

Grayson was wonderful and loving with our older cat. She spent lots of time with him while we were away and was reliable, responsible and great with prompt communication and lots of pictures too. We felt safe and comfortable having her in our home and I’d recommend her for your pet needs any time.

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Tracy B.
Sitter Profile Image: Leah H.
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Leah H.
from
$60
per night
5.0 out of 5 stars
142 reviews
71 repeat clients
22 years of experience
California, MD, 20619

We absolutely love Leah!! She's so good with our dogs. Very punctual and responsible. She stays over with our two and leaves or home just the way we left it.

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Dean S.
Sitter Profile Image: Julia M.
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Julia M.
from
$60
per night
5.0 out of 5 stars
1 review
2 repeat clients
4 years of experience
Prince Frederick, MD, 20678

About: 3 years of pet sitting experience and specialized skills in puppy training and senior pet care. I use positive reinforcement to teach puppies commands and manners. I’m also skilled in senior care, managing medications and mobility needs. I offer reliable, loving care, personalized updates, and a safe environment. Your pet’s happiness is my priority! Pet care fits perfectly into my daily and weekly routine because I’m available whenever your pet needs me! I handle feeding, walks, playtime, and any special care like puppy training or senior support, adjusting to your schedule. I’m fully committed to keeping your pet happy and safe any time, day or night! I care for pets in your home by following your exact instructions to keep them comfortable and happy. I’m available whenever you need me. I can also send updates with photos so you know your pet is thriving while you’re away!

Sitter Profile Image: Jessica R.
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Jessica R.
from
$31
per night
5.0 out of 5 stars
1 review
35 years of experience
Chesapeake Beach, MD, 20732

About: My love for animals began as a child. I was raised in a house with a plethora of pets (cats, dogs, birds, fish) and the love continued to grow while working at my grandparent's boarding kennel as a teenager. I currently work shift work and am flexible on my off days. Whether it's a short term notice for a quick walk or advanced notice, I would love to be able to accommodate your pet's needs. I live within access to numerous walking trails and am avid staying active and being outdoors. I do not currently own any pets and will maintain a safe and trustworthy environment providing attentive care for your pet.

Sitter Profile Image: Jennifer D.
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Jennifer D.
from
$50
per night
15 years of experience
CHESAPEAKE BEACH, MD, 20732

About: I've had animals all my life! I love them all! I'm great with cats, dogs, pigs, and rabbits! I take special care of all my animals. I am self employed. I am available throughout the weekdays when most people are at work to be able to pop in and check on your pets as needed. Weekends as well. We have a fenced in yard. Cats would remain indoors unless stated otherwise. As long as your pets don't mind a toddler we should be great!

Sitter Profile Image: Pam S.
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Pam S.
from
$60
per night
5.0 out of 5 stars
18 reviews
3 repeat clients
20 years of experience
Hughesville, MD, 20637

Pam was great pet sitting our dogs in our home last minute as we had our usual boarder cancel due to a family emergency. She was very professional, asked lots of questions, and truly cared about keeping my dogs on their typical schedule. Could not recommend her more!

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Jaime A.
Sitter Profile Image: Amanda S.
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Amanda S.
from
$75
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
15 years of experience
Huntingtown, MD, 20747

About: I have a rescue dog and I’m very aware of rescues special needs, Iv cared for all sizes of dogs and treat them like my own! Along with cats, pigs and lizards ! I have a full time job , I work four ten hour shifts I am off every Thursday and every weekend and after work hours too if needed I am willing to do morning and evening shifts on the days I work I have a open yard , If your dog needs to be crated that’s fine my dog sleeps on the couch and gets in beds

Sitter Profile Image: Kristina B.
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Kristina B.
from
$60
per night
5.0 out of 5 stars
2 reviews
2 repeat clients
15 years of experience
North beach, MD, 20714

About: I have grew up with my whole life with animals .They have always been a passion of mine! I am currently looking to pursue my career at an animal hospital and eventually start school for a veterinarian assistant ! One of my favorite child hood memories is looking back to all of our pets we had. We had dogs ,hamsters, iguanas, turtles ,cats,fish etc ! You name it we probably had it ! I am very compassionate, patient and friendly and i will make sure to treat your fur child like my own for sure! I have a daughter and also a 8 year old boxer who i adore so much so i absolutely know and understand how hard it can be to trust anyone with the ones we love the most but look no farther I will take care of them with no worries at all!! Your pets safety and needs will always be the number one priority at all times then the fun comes next! I cant wait to meet you and your furr kids soon to play and pamper them all!

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Wilson pet parents share their Rover experiences

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5.0 out of 5 stars

I have nothing but good things to say. Took care of my Atti like she was family. She will be so happy to go back in a couple weeks to play with Blaze again!

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Allyn F.
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 Wilson 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 Wilson 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 Wilson on Rover as of May 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 Wilson 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 May 2026, there are 702 house sitters in Wilson. 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, 88% of Wilson house sitters respond in under an hour.

House sitters in Wilson 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 Wilson.

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. Wilson 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.