House Sitting Winfield Heights

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

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Over 2
pet parents in Winfield Heights have booked house sitting

Winfield Heights, 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: Addison M.
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Addison M.
from
$35
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
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: Kerri L.
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Kerri L.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 41 reviews
15 repeat clients
8 years of experience
Westminster, MD, 21158

“Kerri was amazing. Stayed at our house and took excellent care of our Great Dane while we were away on a long weekend trip. Sent us updates and left everything super neat and tidy! Look forward to having her sit again :)”

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Maureen K.
Sitter Profile Image: Sarah L.
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Sarah L.
from
$38
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
5 years of experience
Eldersburg, MD, 21784

“Sarah took our booking the week of and still made time to come do a meet and greet with us beforehand! She was very polite and took great care of our pets and home. I’m very pleased and would absolutely book her again.”

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Carlie B.
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: Lora M.
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Lora M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 139 reviews
36 repeat clients
22 years of experience
Finksburg, MD, 21048

“Lori is FANTASTIC! Our little pup can be difficult at times and it takes a lot for him to warm up to people! Lori was so patient; he let her give belly rubs, played, and he was actually crying when she left! I got pictures, video and updates everyday. Deaglan loves her!. Lori is a keeper for us!”

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Jane L.
Sitter Profile Image: Micah M.
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Micah M.
from
$60
per night
5.0 out of 5 stars
• 11 reviews
1 repeat client
20 years of experience
Westminster, MD, 21158

“Micah took excellent care of our crew! When a minor health issue with our senior dog came up, his communication was top notch and he handled things beautifully. We came home to well cared for babies and a house cleaner than when we left. Most amazingly, all the animals were calm, happy, and relaxed when we got home! We also received beautiful photos of them every day while we were gone. We will definitely hire him again and would be happy to give him a glowing recommendation to anyone !”

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Julie H.
Sitter Profile Image: Amber P.
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Amber P.
from
$25
per night
12 years of experience
New Windsor, MD, 21776

About: Not only have I been a pet owner for my whole life I have also been put in charge of taking care of family member's pets, former bosses pets, and friends pets. I have taken care of dogs, cats, lizards, and more. I can feed, walk, play, do some minor grooming(brushing and bathing) for your pets. I am a proud owner of a horse, dog, and 2 cats. I also work at a farm with dogs and bigger farm animals, my whole routine focuses around them and how well they are doing. I am used to walking dogs in many environments from fields to parks and even in the more bustling parts of town, I can crate them if needed and can adapt to any style of care you or your pet needs.

Sitter Profile Image: Kelly T.
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Kelly T.
from
$40
per night
5.0 out of 5 stars
• 3 reviews
18 years of experience
Taneytown, MD, 21787

About: Ever since I was a little girl, I've shared a deep connection with animals. I felt like an outcast a lot of my childhood but always felt like I could fully be myself around them. They understood me, and I understood them. Bonding with them has always come so naturally to me. My parents taught me the responsibility and care it takes from a young age. I grew up around many different cats, dogs, and other pets like hamsters, guinea pigs, birds, etc. I consider the 2 cats I have now, my children, and would actually goto war for them😅 They always get spoiled with treats, cuddles, and different kinds of cat enrichment. Im also experienced with pets who need extra care or are in their older ages. I used to have a persian who was was the runt of the litter. He was sick for his entire 12 years of living and needed more care than a normal cat like extra grooming, medication, vet visits, etc. Ive rescued quite a few kittens and helped nurse them in my lifetime, too! When it comes to dogs, I love to include them in everyday things like car rides, hikes, walks or a trip to Starbucks to get a pup cup! I think theyre all so precious in their own unique ways and get excited to learn their personalities and little quirks. My neighbors, friends, and family quite often have me watch their pets while theyre away. I know how scary it can be to trust a stranger with your pet, but you can be at peace knowing your furbabies will be safe and loved by me as if they are my own. I also love taking pictures so always expect some cute high quality photos of your furbaby while I care for them💖 I am between jobs right now so I have some time to provide full care as needed. Im pretty flexible when it comes to times as well, I can be up early or late and adjust to what the pet owner needs from me 🙂 I KNOW how scary it can be to leave your furbabies life in another person's hands, let alone a stranger. Know that safety and attention to details are top priority for me. I treat humans like id want to be treated and animals like I treat my own😊 I understand the importance of little things like not letting an indoor cat slip out of the door, keeping food out of reach, leash safety when out on walks, reading behavioral signs, etc. You can trust that your animals will be taken care of in the BEST way🤗

Sitter Profile Image: Hannah W.
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Hannah W.
from
$50
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
7 years of experience
Gaithersburg, MD, 20882

“Hannah was amazing! We’ve had issues with sitters in the past so she went above and beyond to put us at ease while away! Came home to a clean house with happy pups!”

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Kaylin S.
Sitter Profile Image: Sarah M.
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Sarah M.
from
$40
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
2 years of experience
Walkersville, MD, 21793

“Sarah was great and very courteous!”

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Lindsay H.
Sitter Profile Image: Leyda L.
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Leyda L.
from
$31
per night
20 years of experience
Owings Mills, MD, 21117

About: I’ve grown up with animals my whole life, my own family has also been dog and cat sitting throughout my childhood. I love animals and find I can bond with most pets easily! Super active so I can also catch up with most pets. Working part time, usually 2-3 days a week with very flexible hours. Leaves plenty of time for pet play and exercise if needed. Work hours are usually midday, so would be available mornings and evenings. I go based on your preferences! Can walk pets on leash, play with them indoors, play with them in fenced areas, or transport them to parks etc.

Sitter Profile Image: Ryan H.
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Ryan H.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 264 reviews
49 repeat clients
25 years of experience
Owings Mills, MD, 21117

“We couldn’t be more thrilled with Ryan! Thank you again for watching our boys. Highly recommend to anyone looking for a dependable and loving person to watch over your pups!”

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Elsy C.
Sitter Profile Image: Leah U.
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Leah U.
from
$20
per night
3 years of experience
New Windsor, MD, 21776

About: I have been pet sitting for 3 years and love all animals! I have a perfect setup for animal care, including a walking trail behind my house. I’m home during the week-I have 2 middle school aged boys that are in school and my husband works long hours. I am able to get up early for morning walks or feedings. I have a fenced in yard, with stairs leading to a deck, walk out basement with kitchenette for food storage, play area, and a resting bedroom.

Sitter Profile Image: Yeji S.
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Yeji S.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 29 reviews
12 repeat clients
18 years of experience
Catonsville, MD, 21228

“My dog is very excitable and can be difficult to handle but Yeji was very understanding and helped to calm him. I think he has a new human friend and now I will feel better leaving him.”

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Meredith B.
Sitter Profile Image: Camryn F.
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Camryn F.
from
$55
per night
5.0 out of 5 stars
• 14 reviews
5 repeat clients
5 years of experience
Westminster, MD, 21157

“Camryn was so wonderful to work with and took excellent care of our dog. She was an excellent communicator, sent lots of pics and left our home in tip top shape. I've already recommended her to friends and will definitely use her again!”

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Amy M.
Sitter Profile Image: Elizabeth R.
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Elizabeth R.
from
$25
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
10 years of experience
Manchester, MD, 21102

“Elizabeth did a great job with my fur babies. She is very attentive”

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Robin M.
Sitter Profile Image: Linette G.
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Linette G.
from
$45
per night
10 years of experience
Gaithersburg, MD, 20879

About: I grew up as a dog lover, animals are lifelong best friends and I will care for your furry pet as one of my own! Single mom looking to make extra money by loving and caring for your fur baby 😊 I love dogs and always have! Let me help you put your mind at ease. Very flexible and love staying active. Extra walks, if allowed, are always a plus!! Builing trust and a great relationship with your pet is important to me.

Sitter Profile Image: Tracie L.
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Tracie L.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 28 reviews
15 repeat clients
13 years of experience
Reisterstown, MD, 21136

“Tracie was able to help us at the last minute as we had to go out of town for a funeral. She was very pleasant and provided feedback and photos throughout the trip. We returned to two happy dogs and a lovely boiquet of flowers to bright our day after a solemn couple of days away. Very sweet!”

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Larry P.
Sitter Profile Image: Kemberlei S.
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Kemberlei S.
from
$100
per night
5.0 out of 5 stars
• 5 reviews
20 years of experience
Mt. Airy, MD, 21771

About: I have a strong passion for animal care, with experience working with a wide variety of pets, including puppies, senior dogs, and animals with special needs. What sets me apart from other sitters is my ability to customize care based on the unique needs of each pet. I’m skilled in basic puppy training, such as potty training and socialization, and have a keen understanding of how to support senior pets with mobility issues, dietary restrictions, and more. I also provide extra attention to pets that may be nervous or have anxiety, ensuring they feel comfortable and safe in my care. I take pride in treating each pet like family, ensuring they receive both the mental stimulation and physical care they need. I am currently working part time so I have plenty of time to care for pets of all kinds. I also have 2 children that love animals. In providing pet care, whether in my own home or a client’s, safety is always a top priority. I ensure pets are in secure environments by pet-proofing spaces, using non-toxic products, and closely supervising their activities to prevent accidents. Trust is fundamental in my relationship with both the pets and their owners; I take the time to understand the specific needs of each pet, maintain open communication, and follow through with the agreed-upon care routine. Creating a comfortable environment is equally important — I ensure pets feel at ease by maintaining familiar routines, providing cozy spaces, and offering plenty of stimulation and love. By focusing on safety, trust, and a pet-friendly environment, I ensure each pet receives the best care possible, tailored to their unique needs.

Sitter Profile Image: Angel P.
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Angel P.
Star Sitter
from
$125
per night
5.0 out of 5 stars
• 22 reviews
5 repeat clients
20 years of experience
Damascus, MD, 20872

“I cannot BEGIN to tell you how perfect Angel is at her job. Amazing communication, our animals loved her, and she was all around a pleasure to work with. Don't hesitate to hire her! She is ON POINT!”

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Andy M.
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The median cost per night for house sitting in Winfield Heights is $50

Pet parents share their Rover experiences - Winfield Heights

1 / 1
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

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

Hailey recently watched our three dogs and two cats while we were out of town. She took such good care of them and was in constant contact with us, going above and beyond to care for our physically disabled cat. I truly felt like she cared for our animals as if they were her own. Knowing that she could handle everything, we were able to relax completely on our vacation. We always felt connected and knew our pets were safe and happy. If you are looking for a pet sitter who is reliable, responsible, and genuinely compassionate—especially if you have a multi-pet household or pets with special needs—I cannot recommend Hailey highly enough!

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Judy W.
House Sitting
5.0 out of 5 stars

I was very pleased with Haley taking care of Hershey. When I got home, he didn’t seem to be stressed out at all. I will definitely use her again.

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Tom E.
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.

How to book house sitting

  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 Heights

Select a filter and find qualifying sitters offering house sitting.

Sitters in Winfield Heights average 4
repeat house sitting clients

FAQs for House Sitting - Winfield Heights

Frequently asked questions about Rover

As of November 2026, there are 7,278 sitters on Rover offering House Sitting across Winfield Heights. 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 Heights 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 Heights 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 Heights 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Winfield Heights. On Rover:

  • 86% of sitters can help with special care needs
  • 91% can help with giving oral medications or injections
  • 94% 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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