House Sitting New Windsor

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

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Over 1
pet parents in New Windsor have booked house sitting

New Windsor, 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: 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 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 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: Micah M.
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Micah M.
from
$60
per night
5.0 out of 5 stars
• 10 reviews
1 repeat client
20 years of experience
Westminster, MD, 21158

“Micah was awesome! He got along great with our Ruby and Lily. He asked all the right questions. When we were away and he wasn’t sure of something, he asked. He was a trooper with our Ruby who is afraid of bad weather and he handled it awesomely. He picked up after himself and left the house in great condition. Highly recommend!”

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Nichole Y.
Sitter Profile Image: Leah U.
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Leah U.
from
$31
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: Sabrina W.
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Sabrina W.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 27 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: Taylor W.
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Taylor W.
from
$60
per night
5.0 out of 5 stars
• 16 reviews
3 repeat clients
4 years of experience
Westminster, MD, 21158

About: I have been extremely passionate about animals since I was young. I have volunteered at the local humane society and worked at a doggy daycare/boarding facility for 2 years. I have experience caring for both cats and dogs as well small animals. I was successful in fostering and rehoming an amazing dog - which I hope to do more of in the future! Right now, I am currently working as a full time veterinary technician, so I can assure your pet will be safe with me! I will treat yours like my very own 🐕‍🦺🐾🖤 I work full time as a vet tech at a veterinary hospital in either the morning or evening! I can be very flexible with my schedule and have no problem stopping by before and after work. if your pet has to stay at my home, I have a fenced in back yard and two very playful pups that would love to meet new friends! When going to clients homes, I am great at following feeding instructions, walking & playing with your pup!

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.

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: 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: 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 has stayed with our dog Blaze many times and is always wonderful, in the most recent stay our dog Blaze got ill and Phoebe took amazing care of him and even took him to the vet too make sure he was okay. Couldn't trust anyone more to love and care for our dog!”

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Kaitlyn N.
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: Sonya G.
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Sonya G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
45 years of experience
Walkersville, MD, 21793

About: I have over 45 years of experience caring for dogs of all ages as well as many other types of animals that have honored me with living with me over the years (cats, horses, guinea pigs, gecko, Madagascar hissing cockroach, parrots, flying squirrel, rabbits). My original dream was to become a vet so I have a background interning with veterinarian, working multiple years in a grooming and boarding facility and had my own very successful animal care and sitting business as a teenager. I have great nail trimming skills as well! Animals are naturally drawn to me and sense my love and respect for them. I work remotely so am pretty flexible with schedules. I also have taken the pet CPR course! I work remotely from home so am flexible in what I can offer. I feed my own pets multiple times a day and am able to monitor what is consumed. I also live in a beautiful community near parks for nice walks. I have a fenced in yard and 2 friendly dogs who live next door who are always interested in playdates if desired. I work remotely so have flexibility in what I can offer clients. I do have a crate on premises if you do not have although I prefer (as do pets) for them to have their familiar one! There are friendly cats who live with me although I would likely gate off my kitchen / sunroom area where my office is so that I can supervise and ensure harmony with unknown pet if in my home.

Sitter Profile Image: Ava O.
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Ava O.
from
$45
per night
5.0 out of 5 stars
• 10 reviews
6 repeat clients
2 years of experience
Walkersville, MD, 21793

“First time using Rover and leaving my 10-week-old puppy, and Ava was absolutely fantastic. She sent pictures and videos throughout the day, and I could tell he was having so much fun. She kept him on his schedule and was clearly experienced with puppies. I felt completely at ease knowing he was in such great hands- will definitely be using Ava again!”

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Brittania E.
Sitter Profile Image: 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: 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

“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: 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: 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: 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: Brady S.
Verified Background Check
Brady S.
from
$40
per night
1 repeat client
22 years of experience
Westminster, MD, 21158

About: I’m a 32 year old who loves animals! I have owned and cared for dogs pretty much my entire life. (Mostly border collies). My wife, Bela, and I currently have two dogs of our own which you can see in our photos. I currently work from home and have a lot of flexibility to help care for your pups. I am willing to take your dogs for runs as well as walks if requested. Your dog will get all of the love, care and attention in the world. We just recently moved to the Westminster area. Any question? Shoot me a message! I’m currently working full time from home. I have a ton of flexibility in my schedule which allows me to care for your dogs during the day as well and the morning/evening/afternoon. My wife and I are always around on the weekend as we do not have kids. I am able to walk or run with your dogs depending on your preference. I will treat your pet as if they were my own and give them all of the love and attention they desire.

Sitter Profile Image: Kaila M.
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Kaila M.
from
$60
per night
5.0 out of 5 stars
• 13 reviews
5 repeat clients
9 years of experience
Frederick, MD, 21702

“Kaila was amazing!! She took care of my German Shepherd while I was away for the weekend. She kept me updated the whole time and I’m so grateful she took such a good care of my baby!”

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Francis M.
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The median cost per night for house sitting in New Windsor is $50

Pet parents share their Rover experiences - New Windsor

1 / 1
5.0 out of 5 stars

Micah provided excellent care for our dog. He was attentive and kept us updated with pictures and texts. We will definitely use Micah again.

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David H.
House Sitting
5.0 out of 5 stars

We are very happy to have Jenny watch our little girl again. She provided our little girl with a lot of TLC and kept us informed along the way. Jenny took good care of our home during our extended time away and followed all instructions perfectly. I highly recommend Jenny!

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Karen M.
House Sitting
5.0 out of 5 stars

Sam was great – the animals clearly love her and seemed very relaxed and well cared for when we returned

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Audrey G.
House Sitting
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Meet local sitters who will treat your pets like family

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Popular requests for house sitting - New Windsor

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Sitters in New Windsor average 4
repeat house sitting clients

FAQs for House Sitting - New Windsor

Frequently asked questions about Rover

The average cost of House Sitting in New Windsor on Rover is $56 per night as of October 2026. Most bookings cost between $56 and $56 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 3,281 sitters on Rover offering House Sitting across New Windsor. 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 New Windsor 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 New Windsor 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.

<b>Tip:</b> 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 New Windsor 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 New Windsor. On Rover:

  • 93% of sitters can help with special care needs
  • 98% 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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