House Sitting Pittsville

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

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Over 8
pet parents in Pittsville have booked house sitting

Pittsville, 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: Hope B.
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Hope B.
from
$60
per night
5.0 out of 5 stars
4 reviews
1 repeat client
6 years of experience
Salisbury, MD, 21804

About: I've been pet sitting for many years and I have experience in many different ages, breeds, energy levels, etc. I've always been naturally drawn to dogs and vice versa. I'm an active college student looking for some pups to take along on my daily walks and runs, but I can also provide regular care like visits throughout the day for those with long work days and out of town trips :) I am a college student finishing up my Junior year in May, leaving me with plenty of free time in the summer. I work part-time as a personal trainer so I have a flexible schedule that is under my control. I am often available on short notice :) I have one small dog (my childhood dog that I stole when I went off to college) that becomes best friends with every dog she meets, but she stays with my parents in Ocean City when needed. I've stayed in many client's homes before and I always enjoy the down time with the pup(s).

Sitter Profile Image: Marcus F.
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Marcus F.
from
$40
per night
4.9 out of 5 stars
245 reviews
100 repeat clients
30 years of experience
Salisbury, MD, 21804

Marcus is an amazing house sitter. We really enjoyed meeting with him in advance to go over our animal care instructions. It made us feel comfortable getting to know who we would be leaving our animals with and it also gave our animals a chance to get to know him as well. Marcus was thoughtful and considerate during our time away. He sent us regular check ins and let us know when he arrived and departed. Before leaving the final time he also straightened up the kitchen and living room and took the trash- which we really appreciated. We highly recommend Marcus and we will also be booking with him in the future.

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Valerie T.
Sitter Profile Image: Aubrey J.
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Aubrey J.
from
$80
per night
5.0 out of 5 stars
20 reviews
9 repeat clients
5 years of experience
Georgetown, DE, 19947

Aubrey did a wonderful job looking after our home and five animals. We came home to a spotless house and happy cats and dogs! She was an excellent communicator and provided nice updates and pictures. We look forward to hiring her again!

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Brittany K.
Sitter Profile Image: Jasmine H.
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Jasmine H.
from
$60
per night
5.0 out of 5 stars
4 reviews
6 years of experience
Millsboro, DE, 19966

She was amazing with our Annabel!

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Rachael I.
Sitter Profile Image: Jacqueline & William C.
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Jacqueline & William C.
Star Sitter
from
$100
per night
5.0 out of 5 stars
220 reviews
98 repeat clients
8 years of experience
Millsboro, DE, 19966

Jacqueline was wonderful! She watched our two dogs for a second time. This time was for a whole week. They were happy and relaxed when we returned home. We are so grateful to have found her!

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Kelly W.
Sitter Profile Image: Vincent B.
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Vincent B.
from
$28
per night
20 years of experience
Delmar, DE, 19940

About: I grew up with dogs. My brother has always had big dogs. My mom has always had small dogs. We have a farm in Montana where dogs are a big part of every day life. I have a fairly open schedule and am available most times of the day and night. I do not mind working off hours and could be flexible with most schedules. I currently have a rescue cat named Ru. She is all black and was at the humane society for almost 3 months before coming home to me. I love dogs and have had many different breeds and sizes over the years. I’m hoping that we can fence in our new home so that I can rescue a new dog soon.

Sitter Profile Image: Amber O.
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Amber O.
from
$65
per night
5.0 out of 5 stars
34 reviews
16 repeat clients
20 years of experience
Salisbury, MD, 21804

Amber took excellent care of our pack and provided us with peace of mind while we were gone. She was especially attentive to their health/diet needs and we look forward to having her stay again.

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Thomas C.
Sitter Profile Image: Charles S.
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Charles S.
from
$55
per night
5.0 out of 5 stars
11 reviews
6 repeat clients
1 year of experience
Frankford, DE, 19945

Charles was very active with our pups while house sitting! He took them on walks and sent us pictures and updates every day! Would definitely recommend!

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Carly M.
Sitter Profile Image: Kimberly C.
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Kimberly C.
Star Sitter
from
$60
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
15 years of experience
Snow Hill, MD, 21863

Kim is an absolute delight. She enjoys pet sitting and our puppy loves her visits. At the very first meeting she sat on the floor with our pup and played with her. While we were away she shared pictures of our pup resting on her lap and updated us during her stay. Our puppy was well taken care of and we will definitely hire her again.

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Bette J.
Sitter Profile Image: Carla C.
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Carla C.
Star Sitter
from
$25
per night
4.9 out of 5 stars
16 reviews
6 repeat clients
4 years of experience
Salisbury, MD, 21804

About: My name is Carla, I have over four years of pet care experience (working in pet stores, vet clinic's, and volunteering for local shelters. I also am mom to 3 fur babies of my own: My senior dog Dino, my rescue Darla, and my youngest daughter Appa. I have a genuine love for animals and will ensure that your pet receives the love and care they deserve. I will walk, feed, and play with your pet to help you give them the extra care they need while you work or take that vacation. I enjoy being active especially with animals so long walks are a favorite past time of mine even during the cold weather months. I look forward to working with you and loving your pets! Thank you for your time! Carla C. I work from home during the week and have the weekends free! I have plenty of time to drop-in and walk your pets if needed. My dogs are crated during the day while I work. Darla gets 3-4 bathroom breaks, while Appa is still being house broken. As far as my client’s home, all I need to know is what their routine is and I go from there.

Sitter Profile Image: john o.
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john o.
from
$80
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
6 years of experience
ocean view, DE, 19970

John was on time. He was very kind. He and our sweet Savannah bonded and has a great weekend. He completed walks and feedings. He assisted with her vitamin. We will plan to use him again and would highly recommend him.

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Bob M.
Sitter Profile Image: Jennifer B.
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Jennifer B.
from
$70
per night
5.0 out of 5 stars
65 reviews
25 repeat clients
5 years of experience
Parsonsburg, MD, 21842

Jennifer took great care of our pup and we are so lucky to have found such a caring and competent sitter for our mischievous, high energy dog!

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Michael C.
Sitter Profile Image: Amanda C.
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Amanda C.
from
$50
per night
4.8 out of 5 stars
11 reviews
3 repeat clients
25 years of experience
Mardela Springs, MD, 21837

I'm so glad Amanda was able to petsit for a last-minute, quick overnight trip. We had good communication and she left my house exactly how she found it, what more could you want from a sitter?

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Colleen L.
Sitter Profile Image: Chelsea-Rose L.
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Chelsea-Rose L.
from
$50
per night
5.0 out of 5 stars
43 reviews
15 repeat clients
10 years of experience
Lewes, DE, 19958

We are so pleased with the experience we had with Chelsea. She was great about keeping us informed about how our pups were doing. She texted us and sent us pictures every day while we were out of town. We would definitely recommend Chelsea for anyone looking for someone to care for their pups.

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Tim M.
Sitter Profile Image: Jordyn D.
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Jordyn D.
from
$69
per night
5.0 out of 5 stars
5 reviews
12 years of experience
Pittsville, MD, 21850

Jordyn did a wonderful job puppysitting our two furbabies! She kept me up to date and answered in timely manner. From the minute we met, I could tell how loving and caring she would be. I would recommend her to anyone who needs help with boarding and/or other pet needs.

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Skyler B.
Sitter Profile Image: Dina B.
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Dina B.
from
$30
per night
5.0 out of 5 stars
1 review
10 years of experience
Berlin, MD, 21811

About: I have taken care of dogs since I was a young teenager. They give unconditional love and are so happy that they make you happy. I have two of my own and would have more if I could. I regularly run with them, play ball, play tug of war and even swim with them in the ocean when I can make it there. I give baths and clip nails. I am very good at continuing training with dogs with simple commands like "stay", "wait", "sit", "lay" And i also train using hand gestures. Dogs are a huge part of my life and i don't know know I would do without mine. So let me continue my journey on giving dogs the best life they can get. Let me love your doggies too!!

Sitter Profile Image: Kaitlyn W.
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Kaitlyn W.
from
$25
per night
5.0 out of 5 stars
6 reviews
1 repeat client
4 years of experience
Eden, MD, 21822

Kaitlyn did a good job with our boy Zeus, our overactive 2yr old Doberman! We would recommend her service for pet sitting!

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Terry L.
Sitter Profile Image: Helen F.
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Helen F.
from
$60
per night
5.0 out of 5 stars
2 reviews
4 years of experience
Berlin, MD, 21811

Great care provider. Everything was perfect

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John B.
Sitter Profile Image: Tiffany M.
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Tiffany M.
from
$28
per night
5.0 out of 5 stars
6 reviews
1 repeat client
20 years of experience
Fruitland, MD, 21826

About: I provide reliable, attentive care that’s tailored to each pet’s needs and personality. I have a 15 year old Yorkie mix and a 1 year old Yorkie. My experience includes caring for puppies, adult dogs, and senior pets, so I understand everything from basic training and routines to giving extra patience and comfort to older animals. I’m comfortable with feeding schedules, administering medications if needed, and keeping pets active, safe, and loved while you’re away. I treat every pet like they’re my own and make sure owners feel at ease with regular updates and check-ins. I plan my day around feeding times, walks, playtime, and check-ins to make sure pets aren’t left alone for long. I’m flexible during the week and weekends, which allows me to stick closely to your pet’s normal schedule and give them the time, supervision, and care they need. I create a safe, calm environment by following each pet’s routine to keep them comfortable and stress-free. I have a fenced yard for secure outdoor time and always supervise pets. In your home, I respect your space while keeping your pet in their normal routine. I also provide updates and can handle special needs like medications.

Sitter Profile Image: Kyleigh E.
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Kyleigh E.
from
$34
per night
5.0 out of 5 stars
8 reviews
5 repeat clients
8 years of experience
Salisbury, MD, 21804

Kyleigh did an amazing job! Our home was well cared for, and our dogs were cared for even better. If you’re looking for someone you can truly trust with your pets, your home, and your belongings, I highly recommend Kyleigh. You won’t regret it!

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Leslie S.
1 / 1
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The median cost per night for house sitting in Pittsville is $60

Pet parents share their Rover experiences - Pittsville

1 / 1
5.0 out of 5 stars

Jordyn is very nice and my dog loved her, he was very excited when she came back. My dog has bad separation anxiety but was completely fine when I left him with Jordyn. I highly recommend booking her!

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Cameron C.
House Sitting
5.0 out of 5 stars

Jordyn was responsive, and we returned to happy pups and clean home! Will d3finuse her services again...

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Susan A.
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

Sitters in Pittsville average 4
repeat house sitting clients

FAQs for House Sitting - Pittsville

Frequently asked questions about Rover

The average cost for House Sitting in Pittsville on Rover is $26.75 per night (as of July 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 July 2026, there are 316 sitters on Rover offering House Sitting across Pittsville. 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 Pittsville 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 Pittsville 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 Pittsville 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 Pittsville. On Rover:

  • 94% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 100% 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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