House Sitting Windsor View

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Windsor View, 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: Jennifer C.
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Jennifer C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
35 reviews
11 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: 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: 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: 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 always does amazing with our girl. She is a timid and nervous dog, but Kerri stayed with her a few days and was so patient. Rose really opened up to her throughout their time together and we could not be more grateful. She always does an amazing job at keeping our house tidy while she stays. She always goes above and beyond!

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Katrina E.
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

Amber is a true miracle worker and our dog sitting unicorn 🦄 She’s patient, kind, and so understanding with our FOUR older, adoptive, stubborn angels and is the sole reason we are able to take much needed weekends away!

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

Micah stayed at our home and watched our crazy cat while we were away. He was amazing! He sent updates daily and took great care of Oliver. We came home to a happy cat and a house that was cleaner than when we left. We will absolutely rebook Micah for our next trip!

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Lauren L.
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: Sarah M.
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Sarah M.
from
$40
per night
5.0 out of 5 stars
2 reviews
2 years of experience
Walkersville, MD, 21793

Sarah was great and very courteous!

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Lindsay H.
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: 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: Alexander S.
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Alexander S.
from
$50
per night
5.0 out of 5 stars
8 reviews
19 years of experience
Reisterstown, MD, 21136

About: I’ve been caring for animals since I was 11 years old, and I’m comfortable with cats and dogs of all sizes, personalities, and energy levels. People have called me a “pet whisperer” because I have a calm, patient way of connecting with animals and earning their trust. I’m also physically strong and confident handling large, powerful, and energetic dogs, including dogs who need firm leash control, longer walks, structure, and plenty of activity. Safety, patience, and clear communication are always my priorities. In addition to the Rover Guarantee, I carry my own premium Pet Care/Liability Insurance for your peace of mind. I’m available 7 days a week and have a flexible schedule throughout the day. I can help with morning, afternoon, evening, and late-night care depending on your pet’s needs. Whether you need regular visits, last-minute help, walks, drop-ins, or extended care, I’m happy to work with your schedule whenever possible. I follow each client’s instructions closely and do my best to keep every pet’s routine consistent. I know every animal has their own personality and comfort level, so I take a patient, respectful approach to care. If your pet wants playtime, attention, or companionship, I’m happy to give that. If they are shy, anxious, independent, or simply prefer space, I’m just as comfortable keeping them company from a calm and safe distance. My goal is always to help your pet feel secure, respected, and well cared for.

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: Delaney L.
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Delaney L.
from
$50
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
19 years of experience
Westminster, MD, 21157

Delaney did an amazing job with our dogs and chickens while we were away on vacation. She sent pictures during the week, and kept us posted. The house was just as clean when we came home is when we left it. Our dogs were happy, their water bowl was filled, the mail was put on our kitchen table, along with a couple of packages. Next time we go away, I will definitely contact Delaney again.

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Michelle H.
Sitter Profile Image: Noah D.
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Noah D.
from
$40
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
8 years of experience
Westminster, MD, 21157

About: Simply put, I truly LOVE animals. I have always enjoyed spending time with, and playing with pets of all kinds. I will put your pets' needs above my own. I'm currently working full time, but I am usually home when not at work. I live 5 minutes away from my job, so I will always be available for your fur babies even while working if I need to be. I care for pets the same way I would care for a baby. Their needs are always more important than mine, and I will always make time for them. They also get plenty of attention and play time! Please note: I will have to crate them while at work. This is the ONLY time they will be crated. I will also be home around 1:30 for lunch to take your pet out for a potty break.

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.
Sitter Profile Image: Susannah D.
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Susannah D.
from
$115
per night
5.0 out of 5 stars
2 reviews
1 repeat client
30 years of experience
Union Bridge, MD, 21791

About: As a lifelong animal lover with decades of experience, I specialize in providing personalized care for dogs, cats, horses, and assorted farm animals. I understand that every pet is unique, so I tailor my services to their needs, whether that means walks, playtime, cuddles, or extra patience with shy pets. My top priority is ensuring your pet feels safe, happy, and loved while you're away. With me, you can rest assured that your furry friend is receiving the best care possible! Pet care is an integral part of my daily and weekly routine, ensuring that every pet I look after receives the attention, exercise, and love they deserve. If your pet stays in my home, they will enjoy a beautiful farm setting with plenty of space to explore, a fenced-in yard for safety, and a peaceful, enriching environment. Since I work from home, I am always present to provide consistent care, companionship, and playtime throughout the day. If I am caring for your pet in your home, I prioritize maintaining their regular routine, special needs, and schedule, ensuring they feel comfortable and stress-free while you're away. Whether in my home or yours, your pet will receive dedicated, personalized care in a safe, loving environment Whether caring for pets in my home or yours, their safety, happiness, and well-being are my top priorities. In my home, pets enjoy a spacious, pet-friendly environment on an 8-acre farm, complete with a fenced yard and dog doors, allowing them plenty of outdoor time to play, explore, and relax in a safe, secure space. They receive constant supervision, love, and engagement throughout the day, as I work from home and can provide personalized care and attention. If caring for your pet in your home, I am responsible, reliable, and committed to maintaining their normal routine, feeding schedule, and special care needs, ensuring a smooth, stress-free experience. No matter where they stay, your pet will be well cared for, loved, and treated like family!

Sitter Profile Image: Maxwell N.
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Maxwell N.
from
$35
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
7 years of experience
Westminster, MD, 21157

About: I have experience with and am comfortable with all sizes, breeds, ages and personalities of any dog! I am reliable, friendly, and have good communication skills! I have two cats I take care of day in and day out! I also regularly dog sit one larger dog roughly once a month on weekends! I treat every animal I meet and or sit as if they were my own. As previously stated, I am an animal lover that believes every animal is unique and needs their own personalized care!

Sitter Profile Image: Taylor T.
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Taylor T.
from
$65
per night
5.0 out of 5 stars
53 reviews
22 repeat clients
16 years of experience
Frederick, MD, 21702

Taylor has continued to watch our dog, Bec. She is timely, helpful, great with our dog, and does such a thorough job. I would recommend her to anyone and we’ll continue to use Taylor for as long as she wants to keep seeing our pup!

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Alex A.
Sitter Profile Image: Crystal G.
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Crystal G.
from
$75
per night
5.0 out of 5 stars
25 reviews
4 repeat clients
20 years of experience
Thurmont, MD, 21788

⭐️ ⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️ I cannot express enough gratitude for Crystal! This was my first time using Rover, and I was incredibly anxious about leaving my dog, Money, who struggles with severe separation anxiety. Crystal stepped in last minute and provided the most loving and attentive care I could have hoped for. She was patient, understanding, and went above and beyond to make sure Money felt safe and comfortable. I truly felt at ease knowing he was in such great hands. If you’re looking for someone who genuinely cares about your pet as if they were her own, look no further—Crystal is amazing! I will definitely be booking with her again. Highly recommend!

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Ceaira G.
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 did an overnight with our dog Mister Boyd and cat Piper. She followed our instructions and wasn't afraid to contact us to ask questions about things she needed further clarification on. We will definitely hire her again for further overnights.

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Bridget C.
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The median cost per night for house sitting in Windsor View 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 - Windsor View

Select a filter and find qualifying sitters offering house sitting.

Sitters in Windsor View average 4
repeat house sitting clients

FAQs for House Sitting - Windsor View

Frequently asked questions about Rover

As of August 2026, there are 2,886 sitters on Rover offering House Sitting across Windsor View. 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 Windsor View 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 Windsor View 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 Windsor View 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 Windsor View. On Rover:

  • 92% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 93% 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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