House Sitting Winfield

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Over 3
pet parents in Winfield have booked house sitting

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Sitter Profile Image: Addison M.
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Addison M.
from
$35
per night
5.0 out of 5 stars
2 reviews
2 years of experience
New Windsor, MD, 21776

Was very pleased with how well she took care of Hershey. He does not like fireworks and she sat with him while the fireworks are going off up the road. She’s already scheduled to come back and watch her again. I would recommend her to watch anybody’s pet.

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Tom E.
Sitter Profile Image: Jennifer C.
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Jennifer C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
35 reviews
10 repeat clients
30 years of experience
New Windsor, MD, 21776

Jennifer did a great job pet sitting and letting our 4 dogs out for potty breaks during the day. We came home to happy pups and our home the way we left it. Thank you for caring for our fur babies while we were out of town!

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Stacie W.
Sitter Profile Image: Brooke S.
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Brooke S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
20 reviews
8 repeat clients
3 years of experience
Mt Airy, MD, 21771

Brooke took her time to come out and meet with us and our dogs prior to watching them. She took the time to listen to us and answer questions that we had. She was also easy to contact leading up to our trip. Unfortunately, circumstances canceled our trip. But we will not hesitate to contact and use her once again.

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Darrell T.
Sitter Profile Image: Layla K.
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Layla K.
from
$60
per night
5.0 out of 5 stars
9 reviews
1 repeat client
3 years of experience
woodbine, MD, 21797

Layla was wonderful… she was a life saver and watched our dog Ted on incredibly short notice. She was great and as long as she is available we will not be using anybody else.

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Eddie P.
Sitter Profile Image: Hailey K.
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Hailey K.
from
$50
per night
4.9 out of 5 stars
21 reviews
7 repeat clients
10 years of experience
Sykesville, MD, 21784

Hailey took very good care of our cat for almost a week house sitting, We were happy to see our home and cat very happy once we returned! She was very responsive, we would have loved more updates but were very happy with the service she provided. We could see our cat got along with her very well

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Anirudh B.
Sitter Profile Image: Eden H.
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Eden H.
from
$31
per night
5.0 out of 5 stars
5 reviews
1 repeat client
5 years of experience
Sykesville, MD, 21784

Eden was fantastic with our older English bulldog! She was reliable, punctual, and took such great care of her. We felt completely at ease knowing our pup was in good hands. I would absolutely recommend Eden and will definitely be using her again in the future. Thank you, Eden!

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Kayla D.
Sitter Profile Image: Kerri L.
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Kerri L.
Star Sitter
from
$70
per night
5.0 out of 5 stars
36 reviews
14 repeat clients
8 years of experience
Westminster, MD, 21158

Kerri did an amazing job with our dog who requires daily medication for seizures. She actively communicated with us during our trip with updates and pictures. She left our home in great condition, very neat and tidy. I would highly recommend her for any other family

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Deb H.
Sitter Profile Image: Amber R.
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Amber R.
from
$50
per night
5.0 out of 5 stars
15 reviews
5 repeat clients
10 years of experience
Westminster, MD, 21158

We had an emergency situation and needed someone right at that moment. On July 4th, she immediately responded and jumped to it to help us out without even meeting our 2 dogs. She has been SO great sending us updates and pictures. I don’t know what we would’ve done without her. Definitely will book again!

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Ashley K.
Sitter Profile Image: Sofia A.
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Sofia A.
from
$60
per night
4.4 out of 5 stars
7 reviews
1 repeat client
6 years of experience
Mt Airy, MD, 21771

Sofia was wonderful! She took great care of our dog!

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Beth L.
Sitter Profile Image: Riley K.
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Riley K.
Star Sitter
from
$34
per night
4.8 out of 5 stars
13 reviews
6 repeat clients
6 years of experience
Owings Mills, MD, 21117

If you’re looking for a great pet/house sitter, Riley is your person. Riley took great care of my pup and fish, checked in daily with me, sent photos and provided daily walks each day. At the end of the stay, Riley summarized Toby’s week, including highlights and household things she did on a sheet of paper. Riley is very reliable and I’ll definitely book her again in the future.

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Bess B.
Sitter Profile Image: Hannah A.
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Hannah A.
from
$40
per night
5.0 out of 5 stars
26 reviews
8 repeat clients
4 years of experience
Mount Airy, MD, 21771

5-Star Review for Hannah Hannah did an absolutely fantastic job babysitting my three dogs—Cooper, Cameron, and Anita! She was especially great with Anita, who has tons of energy and needs constant engagement. Hannah kept her entertained and active, which is no small feat! I came home to three happy, healthy dogs and a well-cared-for house, which gave me such peace of mind while I was away. I also really appreciated that Hannah stayed for the full agreed-upon time, even with our extended travel delays late into the evening. It’s clear she is responsible, reliable, and truly cares about the pets she watches. I’ll definitely be using Hannah’s services again and highly recommend her to anyone looking for a trustworthy and attentive pet sitter!

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Kimberly J.
Sitter Profile Image: Kaitlin G.
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Kaitlin G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
18 reviews
7 repeat clients
25 years of experience
Baltimore, MD, 21215

My dogs loved Kaitlin! She did a great job with them. She was easy to work with and very responsive. She sent pics every day. I would use her again.

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Maureen C.
Sitter Profile Image: Brian R.
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Brian R.
from
$29
per night
18 years of experience
Eldersburg, MD, 21784

About: I have experience training dogs of all sizes and ages. My family had dogs throughout the entirety of my childhood, giving me a deep appreciation for pets of all kinds growing up. I gained further training and experience through my employment at Petco as an operations specialist. Pet care has been a part of my daily routine for the entirety of my life. Whether it was making a special dinner for a picky-eater dog that needed medication, taking a rambunctious puppy out into the yard to relieve their energy, or taking multiple dogs out for a walk to make sure they get their exercise, pet care isn't just an addition to my routine, it is an integral structure to it. I have experience taking pets outside both in a yard and out on a leash for a walk. I have experience giving medication to animals of all kinds, as well as transferring animals into and out of crates/carriers.

Sitter Profile Image: Navetta C.
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Navetta C.
from
$50
per night
5.0 out of 5 stars
2 reviews
15 years of experience
Mount Airy, MD, 20723

About: I have 15 years experience working as a veterinary technician at cat and dog hospitals. I will care for your pet as if they were my own. I can administer medication and assist with mobility, if necessary. Thank you so much for taking the time to read my profile. I look forward to meeting you! I live in Mount Airy, MD and my schedule is very flexible and open. I can assist your pet week days, week nights, and weekends! I have a lovely ten year old daughter who is also an animal lover and very gentle. She may accompany me on visits, but we can discuss that on a case by case basis.

Sitter Profile Image: Molly S.
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Molly S.
from
$62
per night
25 years of experience
Union Bridge, MD, 21791

About: I grew up with animals and currently train horses and look after two cats and a dog. I’ve been cat sitting and dog sitting for people in my life; helping maintain their routines and feel themselves by providing attentive company. Our family dog is pretty unique, so I’m comfortable with quirks. I learn from the animals I work with and bring a lot of respect to the pets I look after and the people who love and know them best. I make my own schedule with work so I am able to adapt my days and hours. Usually, I am in the office Tuesday through Thursday. I care for pets away from my home and farm, as to not disrupt my own critters! I am able to drop in or work from other people’s homes to spend more time with a pet.

Sitter Profile Image: Baylee B.
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Baylee B.
from
$31
per night
10 years of experience
mount airy, MD, 21771

About: I owned a dog for 13 years before she passed away, I was in charge of feeding her and I would take care of her while my parents were gone. I also have watched cats several times while they’re owners are away. I work 2 part time jobs, so weekday care might look differently than the weekend, but I am always willing to try and fit watching your pet into it my schedule! When I had my own dog I would feed and give water to her everyday, take her out to potty multiple times a day, take her on walks, and play. With cats, I always make sure they’re fed and have water, litter box is clean, and if they would like to play I play with them!

Sitter Profile Image: Sarah N.
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Sarah N.
from
$31
per night
35 years of experience
Sykesville, MD, 21784

About: Hi! I’m a lifelong animal lover with hands-on experience caring for both cats and dogs of all sizes, including my two cats and my 80 lb English yellow lab. Animals have always been a huge part of my life, and I genuinely love getting to know each pet’s unique personality, needs, and routines. I’m patient, attentive, and dependable, and I like to think I have a special connection with animals and an instinct for understanding what makes them feel comfortable, safe, and happy. Whether your pet loves playtime, long walks, cuddles, or simply calm companionship, I’ll make sure they feel cared for and loved while you’re away. I’m available for dog walks and drop-in visits for cats and dogs, and I treat every pet like family! Lastly, I am also comfortable giving pets medications as my dog Gigi has allergies and takes some medication and supplements. Also I have had to give medicines for multiple cats over the years including inhaler treatments. Currently my elderly cat Mrs. Norris is 17 and living with cancer. She is taking a few medicines to keep her comfortable before it’s time. We have lots of snuggles on her heated blanket, look out the window and bask in the sun. I understand the extra care and love your older animal needs. I look forward to getting know your fur babies!! You could say: Pet care fits naturally into my daily routine because I am currently home while my children are out of school. I genuinely enjoy caring for animals and have the time and flexibility to provide consistent attention, exercise, feeding, companionship, and general care throughout the day. Caring for pets complements my lifestyle and is something I find both rewarding and fulfilling. I care for pets by following their regular routine, including feeding, providing fresh water, exercise, potty breaks, playtime, and lots of attention. I make sure pets feel safe, comfortable, and loved while in my care. When caring for pets in a client’s home, I follow all instructions provided, keep the home tidy, and provide updates so owners know their pets are doing well. I am dependable, attentive, and genuinely enjoy spending time with animals.

Sitter Profile Image: Allison D.
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Allison D.
from
$50
per night
8 years of experience
Sykesville, MD, 21784

About: I’ve been pet sitting for over 8 years now with plenty of experience with most breeds, ages, and personalities! Coming from a family with 5 dogs, I have plenty of experience with handling multiple dogs schedules, feeding times, and medications. I also have plenty of experience with puppies, as well as senior dogs! I walk about 4-5 miles daily, so I am always active and ready to play with your pup! I have a true passion and love for dogs and want to share that to help others! :) I am currently working part time at a restaurant, so my schedule is very flexible and I am able to travel and do overnight stays! I have a fenced in backyard with one mini dachshund at home. I am able to come to your house or bring a dog to me!

Sitter Profile Image: Jess N.
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Jess N.
from
$70
per night
5.0 out of 5 stars
11 reviews
10 years of experience
Mt Airy, MD, 21771

Jess did a great job with our animals and house while we were away. She sent pics of our animals every day which we loved. It was clear our animals loved her based on their reaction to her and how close they were with her on the pics and one of our dogs is usually nervous and hesitant around new people. Will use her again!

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Julie L.
Sitter Profile Image: Nora A.
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Nora A.
from
$70
per night
5.0 out of 5 stars
22 reviews
10 repeat clients
15 years of experience
Mount airy, MD, 21771

Nora has been absolutely fantastic! She does drop-in visits when I am away on vacation or out for work. She communicates well and always sends great pictures of my dogs and cat to let me know how they’re doing.

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Jessica P.
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The median cost per night for house sitting in Winfield is $50

Pet parents share their Rover experiences - Winfield

1 / 1
5.0 out of 5 stars

Layla was wonderful… she was a life saver and watched our dog Ted on incredibly short notice. She was great and as long as she is available we will not be using anybody else.

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Eddie P.
House Sitting
5.0 out of 5 stars

We recently had Hailey stay with our 2 older labs (one is blind and requires insulin), 2 cats and a gecko while we were away on vacation for a week. Hailey was wonderful! She kept us updated along with photos of our pups and handled medications and feedings schedules with ease. This was honestly the first time we didn’t worry while on vacation. When we arrived home, our pups and cats were happy and the house was as clean and tidy as it was when we left. I highly recommend Hailey. She is professional, honest, respectful, reliable and very sweet. Thank you Hailey!

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Jennifer G.
House Sitting
5.0 out of 5 stars

Ari was amazing with my boys. She’s very patient and considerate of each boys ‘ needs. She was great at giving me updates on their activities complete with photos.

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Audrey B.
House Sitting
5.0 out of 5 stars

Nadia stayed at our house with our dogs and was great! Super easy to communicate with and our dogs loved her. Would highly recommend using her for pet sitting!

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Lauren A.
House Sitting
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  • 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?

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  • 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

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Popular requests for house sitting - Winfield

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Sitters in Winfield average 4
repeat house sitting clients

FAQs for House Sitting - Winfield

Frequently asked questions about Rover

As of July 2026, there are 8,093 sitters on Rover offering House Sitting across Winfield. 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 Winfield 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 Winfield 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 Winfield 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 Winfield. On Rover:

  • 91% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 95% 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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