House Sitting Wingerton

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

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Over 4
pet parents in Wingerton have booked house sitting

Wingerton, 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.

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Sitter Profile Image: Adriana M.
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Adriana M.
from
$47
per night
4.9 out of 5 stars
59 reviews
24 repeat clients
3 years of experience
Greencastle, PA, 17225

Where do I begin??? I can't begin to thank you for all you did for Owie. Your care and compassion for my little guy went above and beyond, not to mention staying with him in my home to make it easier for him. I loved my daily pictures and updates. Made my trip easier to enjoy knowing he was in your care. You truly are one of a kind. Cant wait to book you again and im sure Owie can't wait for me to go away so he can see you again!!! Thank you so very much!!

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Tara M.
Sitter Profile Image: Katherine G.
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Katherine G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
383 reviews
142 repeat clients
25 years of experience
Hagerstown, MD, 21740

Katherine is an absolute god send! Our Yorkie has previously had a tough time when we go away on vacation. We tried leaving him with friends, and boarding at the best kennels, all with the same results; an anxious, upset pup needing a visit to the vet. We needed an in-house overnight sitter. Enter Katherine! Upon our return our Yorkie has never been happier and healthier! We would certainly book Katherine again and again.

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Jeffrey T.
Sitter Profile Image: Isabel C.
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Isabel C.
from
$50
per night
5.0 out of 5 stars
21 reviews
6 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: Evangeline N.
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Evangeline N.
from
$33
per night
4.8 out of 5 stars
20 reviews
8 repeat clients
8 years of experience
Hagerstown, MD, 21740

This was the first time we left our puppy Fiona. We left her with Evangeline and couldn’t be more pleased. Fiona loves her. Our puppy and home were very well taken care of. We would definitely use Evangeline again!

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Patricia K.
Sitter Profile Image: Briana L.
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Briana L.
Star Sitter
from
$35
per night
5.0 out of 5 stars
9 reviews
5 repeat clients
5 years of experience
Hagerstown, MD, 21740

Briana was great with our pups! She stopped by for a home visit before the dog sitting, and was great with communication before and during the stay. The pups looks happy and well cared for when we returned.

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Sara C.
Sitter Profile Image: Terry F.
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Terry F.
from
$26
per night
5.0 out of 5 stars
3 reviews
1 repeat client
20 years of experience
Hagerstown, MD, 21742

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: Lois "Pixi" D.
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Lois "Pixi" D.
from
$30
per night
5.0 out of 5 stars
12 reviews
9 repeat clients
20 years of experience
Greencastle, PA, 17225

Pixie was amazing with our 2 dogs and house sitting while we were away for the weekend. She kept in constant communication sending updates, pictures and even telling us when she had to leave and how long she would be gone. I honestly dont think I worried once about them or our house! We already have her booked again for our next trip.

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Nicole W.
Sitter Profile Image: Matthew P.
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Matthew P.
from
$75
per night
5.0 out of 5 stars
48 reviews
12 repeat clients
10 years of experience
Thurmont, MD, 21788

Matthew took great care of our dog and home. We felt very comfortable being away for over a week. Looking forward to having him dog sit again this summer!

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Natalie C.
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
137 reviews
53 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: Mabelyn M.
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Mabelyn M.
from
$95
per night
5.0 out of 5 stars
54 reviews
17 repeat clients
5 years of experience
Germantown, MD, 20876

Mabelyn helped us out on short notice (3 days!). She generously came over for before the booking for complimentary meet and greet. Mabelyn is eager to help. Our dogs are high maintenance and have a strict routine that she was able to handle and follow. She was communicative while we were away, asking appropriate questions when necessary and sending video and pic updates for fun. Recommended and looking forward to working with Mabelyn on a regular basis!

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Justin P.
Sitter Profile Image: Laurie G.
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Laurie G.
Star Sitter
from
$85
per night
4.9 out of 5 stars
33 reviews
15 repeat clients
9 years of experience
Frederick, MD, 21702

Laurie watched our two dogs for a week and they seemed very well taken care of! She sent us photos every day to show us they were doing well.

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Mckayla E.
Sitter Profile Image: Mckayla C.
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Mckayla C.
from
$80
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
5 years of experience
Hagerstown, MD, 21742

McKayla did wonderful with my chows! She was attentive with all 3 and careful to keep the two females apart since they do not get along. She kept them on their feeding schedule and on their potty schedule and won Simba over immediately! I will definitely reach out to McKayla in the future when I need a sitter! Highly recommended!

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Emily C.
Sitter Profile Image: Brittany H.
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Brittany H.
Star Sitter
from
$65
per night
5.0 out of 5 stars
9 reviews
7 repeat clients
20 years of experience
Middletown, MD, 21769

Brittany stayed at our house with our 2 dogs and took excellent care of everything. Great communication, lots of pictures. Followed all instructions regarding care for the dogs and the house. Returned home to happy dogs and a clean house.

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Natalie S.
Sitter Profile Image: Taylor C.
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Taylor C.
from
$45
per night
5.0 out of 5 stars
4 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: Maria B.
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Maria B.
from
$70
per night
5.0 out of 5 stars
3 reviews
11 years of experience
Frederick, MD, 21704

Maria is the best! She was so kind, accommodating to our specific needs, communicated very well, and loved my kitten as if he were her own. We are incredibly thankful to have found her and look forward to working with her again in the future.

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Karen Z.
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
35 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: Emi T.
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Emi T.
from
$45
per night
5.0 out of 5 stars
2 reviews
1 repeat client
45 years of experience
Martinsburg, WV, 25404

About: I have been an owner of many animals! I have taken care of dogs, cats, birds, hamsters, and farm animals. I am an animal lover and enjoy spending time with them. I was hosted in a wildlife refugee home when I was young, so I have a lot of experiences with animals with special needs. I have retired early and looking to help out with animal care. I have an open and flexible schedule and can work with pet owners about their needs and schedules. I can accommodate and adapt to your family’s routine and will build on the household’s established needs to create a structured, consistent environment for your pet.

Sitter Profile Image: Lauren V.
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Lauren V.
from
$75
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
20 years of experience
Rockville, MD, 20850

Lauren was responsive and amenable to helping out with changing health (and diet!) needs of our elderly pup. She was great and our dog was clearly well cared for, and our house was nice and clean when we got home. We would definitely leave our pup with Lauren again.

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Rachel F.
Sitter Profile Image: Ava O.
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Ava O.
from
$45
per night
5.0 out of 5 stars
8 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: Christina H.
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Christina H.
Star Sitter
from
$26
per night
5.0 out of 5 stars
11 reviews
5 repeat clients
30 years of experience
Hagerstown, MD, 21740

About: I've taken care of all types of animals. Iguanas, turtles, rats, dogs and cats and more. I've very passionate about animals and ensuring they are cared for properly. I work from home. I have a dog and two cats. They are my work buddies throughout the day. Love walking and taking my dog for walks around town during work breaks. I have a very flexible schedule and can make time for any extra care needed. I have a fenced yard for dogs to play in.

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The median cost per night for house sitting in Wingerton is $50

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 - Wingerton

Select a filter and find qualifying sitters offering house sitting.

Sitters in Wingerton average 4
repeat house sitting clients

FAQs for House Sitting - Wingerton

Frequently asked questions about Rover

The average cost for House Sitting in Wingerton on Rover is $45.31 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 672 sitters on Rover offering House Sitting across Wingerton. 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 Wingerton 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 Wingerton 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 Wingerton 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 Wingerton. On Rover:

  • 95% of sitters can help with special care needs
  • 100% can help with giving oral medications or injections
  • 98% 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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