House Sitting Winfield

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Winfield, 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: Amber R.
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Amber R.
from
$50
per night
5.0 out of 5 stars
• 16 reviews
5 repeat clients
10 years of experience
Westminster, MD, 21158

“I cannot say enough about Amber! She is an amazingly caring and thoughtful pet sitter. Gloria was well loved in our absence! I HIGLY recommend Amber's services!”

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Cortney G.
Sitter Profile Image: Kerri L.
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Kerri L.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 39 reviews
15 repeat clients
8 years of experience
Westminster, MD, 21158

“Kerri was wonderful with our pets. The cat hides and is afraid of everyone, but he took to her immediately. She even got a collar on him which I have not been able to do in the 10 years we have had him. The dog is needy and loves snuggles and Kerri gave her lots of love. We would definitely book with her again!”

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Connie G.
Sitter Profile Image: Maxwell N.
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Maxwell N.
from
$40
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
7 years of experience
Westminster, MD, 21157

“Max saved us after multiple other sitters ghosted or even stood me up for a meet and greet! He did fantastic with our dog. He was immediate comfortable with him. He left our house spotless and is overall a great communicator. Highly recommend!”

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Judith J.
Sitter Profile Image: James B.
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James B.
from
$35
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
15 years of experience
Reisterstown, MD, 21136

“⭐️⭐️⭐️⭐️⭐️ James was absolutely amazing with Meiko! From the beginning, he was incredibly attentive and communicative, which gave me so much peace of mind knowing she was in good hands. He kept me updated, was very responsive, and most importantly, Meiko absolutely loved him! He was also extremely respectful of my home and just genuinely so friendly and easy to work with. I really appreciated the care and attention he gave Meiko while I was away. It’s such a relief finding someone you can trust with both your pet and your home. I will absolutely be booking with James again and would highly recommend him to anyone looking for a reliable, communicative, and caring sitter. Thank you so much, James! 🐾💕”

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Cimone B.
Sitter Profile Image: Sabrina W.
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Sabrina W.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 26 reviews
5 repeat clients
4 years of experience
New Market, MD, 21774

“Sabrina is the absolute best!!!! I feel so blessed that we found her. She’s such a kind person with the sweetest energy. The animals flock to her!! She’s the only person we’ll be using from now on.”

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Ashley L.
Sitter Profile Image: Hannah A.
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Hannah A.
from
$40
per night
5.0 out of 5 stars
• 28 reviews
9 repeat clients
4 years of experience
Mount Airy, MD, 21771

“Hannah took care of our 2 small dogs in our home while we were out of town. She kept us updated daily and sent photos. Hannah did a great job and we would highly recommend!”

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Donna L.
Sitter Profile Image: Sofia A.
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Sofia A.
from
$65
per night
4.4 out of 5 stars
• 7 reviews
1 repeat client
8 years of experience
mount airy, MD, 21771

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

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Beth L.
Sitter Profile Image: Katharine D.
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Katharine D.
from
$57
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
13 years of experience
Sykesville, MD, 21784

“Absolutely fantastic experience with Katharine! She took great care of my dogs and handled giving medicine expertly, and was perfectly comfortable taking care of a giant breed dog. She also sent us pictures periodically of the dogs while she was caring for them which was so nice! Would recommend to everyone!”

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Sara T.
Sitter Profile Image: Danielle B.
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Danielle B.
from
$55
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
13 years of experience
Mount airy, MD, 21771

“Danielle took good care of our little crew when we were gone for several days. We will definitely use her again!”

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Amy S.
Sitter Profile Image: Phoebe K.
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Phoebe K.
from
$100
per night
5.0 out of 5 stars
• 26 reviews
9 repeat clients
6 years of experience
Westminster, MD, 21157

“Phoebe is always the best, she sits for us often and always takes the best care of our dog Blaze. Stayed at our home through a big snow storm and took great care of our home and still took our dog out no matter the weather.”

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Kaitlyn N.
Sitter Profile Image: Samantha D.
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Samantha D.
from
$55
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
5 years of experience
Gaithersburg, MD, 20883

“Samantha was fantastic! She did everything that was asked of her and the pups and cats were happy when they were with her. Our home was taken care of when we were gone and we can’t wait to use her again!”

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Adam D.
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: Nadia L.
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Nadia L.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
12 years of experience
Mount Airy, MD, 21771

“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.
Sitter Profile Image: Casey G.
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Casey G.
from
$30
per night
6 years of experience
Eldersburg, MD, 21157

About: Animals have been in my environment since childhood and I have a lot of experience with different kinds of dogs, a little bit of training and pet sitting my parents dogs as well as those around my neighborhood. I love both dogs and cats and have previous experience with house sitting and pet sitting for a co-worker a couple of times the past three summers. I know how important, serious, and complicated it can be to find care for an animal because I have been there with my own dogs and two cats. I have a full time internship but am usually done by 2:30 which gives me plenty of time to get your furry family members the potty break/lunch/attention they need. I am available mid-afternoons (2:30-) through nights Tuesday - Friday and free Saturday and Sunday all day. I am not able to accommodate bringing your furry family to my house due to having three dogs. I am comfortable with dropping into your home or picking up your animal for outside time and a change of scenery

Sitter Profile Image: Alexander S.
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Alexander S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 12 reviews
3 repeat clients
20 years of experience
Reisterstown, MD, 21136

“Alexander took great care of our dog and home while we were away! We got plenty of updates and came home to a clean house which was greatly appreciated. We highly recommend him and will definitely be booking again in the future.”

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Samantha C.
Sitter Profile Image: Riley K.
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Riley K.
Star Sitter
from
$34
per night
4.9 out of 5 stars
• 17 reviews
9 repeat clients
6 years of experience
Owings Mills, MD, 21117

“She is such an amazing caretaker for our many, many animals and is an even more wonderful person! It's obvious she truly cares about animals and is very knowledgeable about and invested in their wellbeing. Plus she does regular check ins throughout the day to make sure we stayed updated on how they were doing compete with pictures!”

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Mack B.
Sitter Profile Image: Lora M.
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Lora M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 137 reviews
35 repeat clients
22 years of experience
Finksburg, MD, 21048

“Lora watched Brinkley over night and was wonderful. She knew I am a worrier and sent me pictures and updates. Brinkley loved her and she took such good care of him.”

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Heather M.
Sitter Profile Image: Nora A.
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Nora A.
from
$70
per night
5.0 out of 5 stars
• 23 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.
Sitter Profile Image: Tracie L.
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Tracie L.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 16 reviews
12 repeat clients
13 years of experience
Reisterstown, MD, 21136

“Tracie is fantastic! She took great care of our dogs. She provided detailed updates and lots of photos and videos. One of our dogs is wary of new people and took to Tracie very quickly. She is a dog whisperer! We highly recommend Tracie.”

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Drayden P.
Sitter Profile Image: Madison N.
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Madison N.
from
$36
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
6 years of experience
Westminster, MD, 21157

About: I have taken care of animals my entire life, ranging from puppies and kittens to reptiles and fish. I’m more than willing to do drop ins or even spend the night if you require. My schedule is very flexible, please reach out with and questions or concerns! During the week, I work a full-time schedule, but I’m available for visits before work, during my lunch break, and after work each evening. This makes me a great fit for morning feedings, midday potty breaks, evening walks, dinner visits, and overnight care. Weekends: I’m available with a flexible schedule and can accommodate visits throughout the day. Overnight Care: I’m available for overnight stays any day of the week, so your pets can enjoy consistent care and companionship while you’re away. I always strive to be reliable, communicative, and attentive, ensuring your pets receive the same love and care I give my own. Your pets will always be my top priority. I’ll make sure they’re well-fed, receive plenty of love, attention, and playtime, and have opportunities to relax, unwind, and enjoy lots of cuddles. I’ll also keep up with their daily care and hygiene, ensuring they’re happy, comfortable, and well cared for while you’re away. My goal is to make them feel safe, loved, and as close to their normal routine as possible.

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

Pet parents share their Rover experiences - Winfield

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5.0 out of 5 stars

Navetta was wonderful taking care of our for babies! She was easygoing and very communicative. We got daily updates, pictures, and videos.

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Jennifer W.
House Sitting
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
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Find pet care near you

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 - Winfield

Select a filter and find qualifying sitters offering house sitting.

Sitters in Winfield average 4
repeat house sitting clients

FAQs for House Sitting - Winfield

Frequently asked questions about Rover

As of September 2026, there are 7,966 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
  • 96% 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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