House Sitting Winding Brook Village

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Over 5
pet parents in Winding Brook Village have booked house sitting

Winding Brook Village, 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: Jenni L.
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Jenni L.
from
$75
per night
5.0 out of 5 stars
• 205 reviews
81 repeat clients
15 years of experience
Newark, DE, 19711

“Absolutely amazing service. Pets were well cared for and consistent communication and updates. Words cannot express our gratitude caring for our pets”

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Matthew W.
Sitter Profile Image: Kathleen H.
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Kathleen H.
from
$72
per night
5.0 out of 5 stars
• 18 reviews
4 repeat clients
50 years of experience
Elkton, MD, 21921

“We can’t imagine leaving our pups with anyone but Kathleen! She communicates exceptionally well and her care for the furry members of our family is exceptional!”

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Judi B.
Sitter Profile Image: Jessica C.
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Jessica C.
from
$50
per night
37 years of experience
Newark, DE, 19702

About: I've raised 5 of my own dogs, cared for family members' dogs, and neighbors' dogs since I was 15. I love them and treat them like my own children. Puppies and seniors are not an issue. I can care for multiple dogs at a time. All breeds. As of now, I'm pretty flexible. My daughter moved out, so it's just my husband and me. We have an 8 year old Beagle and a 4 year old dachshund. I'm available weekdays, weekends, and holidays for up to 2 weeks at a time to give your dogs plenty of attention and affection. First of all, I ask the owner if there's any special instructions for their pet. My availability allows me to be there to attend to and play with pets in the comfort of their own home. I give them lots of love, just like they deserve! They are family!

Sitter Profile Image: Megan R.
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Megan R.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 117 reviews
43 repeat clients
15 years of experience
Lincoln University, PA, 19352

“Meg stayed with our dogs while we went away! She was so communicative and made us feel so great on our trip knowing our girls were safe and being taken care of!! Highly recommend”

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Stacy B.
Sitter Profile Image: Darlena B.
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Darlena B.
from
$32
per night
10 years of experience
Newark, DE, 19702

About: I am compassionate, caring and loving to all cats. My cat is my best friend because she listens better than humans. Cats are my go to for unjudgmental opinions I work full time, so I would be available to care for your furbabies after 4pm. I would also be available on the weekends to provide checkin n needed care. I have 1 cat , our apartment is cat friendly and quiet with 2 adult caretakers. I have had 3 cats previously. They can be such good companions. She eats 3 meals, has regular water changes and litter box changes and plays good solo .

Sitter Profile Image: Michaela A.
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Michaela A.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 57 reviews
17 repeat clients
17 years of experience
Bear, DE, 19701

“Michaela took excellent care of my dog and cat while we were away. She took the time to meet us beforehand, provided thorough updates and we came home to happy pets and a clean apartment. Thank you, Michaela! Highly recommend!”

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Alison Z.
Sitter Profile Image: Nina D.
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Nina D.
from
$95
per night
5.0 out of 5 stars
• 10 reviews
4 repeat clients
17 years of experience
Newark, DE, 19702

“Nina is great!!! She was so personable to us and loving to our pets during the meet and greet, it really put me at ease knowing she would be coming to take care of them. Our fairly recent rescue, Lucy, is a standard poodle with some anxiety and Nina put her right at ease. Our cat was very pleased with his new friend as well! Nina will definitely be asked to come back when we plan our next getaway!”

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Sarah S.
Sitter Profile Image: Destiny P.
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Destiny P.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 110 reviews
22 repeat clients
10 years of experience
Bear, DE, 19701

“Really Great House Sitter, very communicative and a great listener. Really helped to calm me down over my anxiety of leaving my dog for the day :)”

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Alexandra S.
Sitter Profile Image: Lita K.
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Lita K.
from
$55
per night
5.0 out of 5 stars
• 3 reviews
2 repeat clients
9 years of experience
Middletown, DE, 19709

About: Hey, pet parents! I’m a proud Animal Science student at Penn State with years of experience caring for all animals great and small including dogs, cats, horses, cows, and more! With 2 dogs and 3 cats of my own, I totally get how much love our pets bring into our lives. Whether your pup needs a walk or your cat needs cuddles, I bring knowledge, reliability, and lots of tail wags. I treat every animal like family because that’s exactly what they are! As a dedicated pet owner and Animal Science student, pet care is already a major part of my daily routine! I care for my own 2 dogs and 3 cats every day, which includes feeding, walking, grooming, playtime, and managing any health or behavioral needs. I naturally structure my schedule around animal care, and it’s something I truly enjoy and prioritize. Whether it’s early morning feedings, mid-day walks, or evening cuddle sessions, caring for animals is second nature to me and I’m always happy to make space in my week to care for others’ pets with the same love and attention I give my own. When caring for pets in my own home or a client’s, I focus on creating a calm, safe, and engaging environment that matches each animal’s personality and routine. In client homes, I always follow their care instructions closely whether that’s feeding schedules, medication, preferred walking routes, or favorite toys. I keep pets on their normal routines to reduce stress and make them feel comfortable while their owners are away. For cats, I make sure litter boxes are clean, water is fresh, and they have a mix of playtime and quiet time, depending on their temperament. For dogs, I provide plenty of exercise, enrichment, and affection along with structured potty breaks and walks. I’m also experienced with senior pets and those needing medication or extra TLC. Whether I’m staying overnight, dropping in for visits, or out for a walk, I care for every pet like they’re my own attentively, gently, and with lots of love and respect!

Sitter Profile Image: Faith G.
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Faith G.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 7 reviews
4 repeat clients
10 years of experience
Oxford, PA, 19363

“What a delight it was to have faith watch our four year-old golden retriever! It put me at ease knowing our Doggo was being well cared for. Faith did a wonderful job with communication starting from a meet and greet all the way to letting us know when she was leaving. She went above and beyond with check-ins and photos to washing and remaking the bedbefore she left. We will definitely be using Faith again for our future trips.”

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Chase M.
Sitter Profile Image: Alexis C.
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Alexis C.
from
$33
per night
10 years of experience
Newark, DE, 19711

About: I have taken care of many animals and give the best care I can while sharing pictures and updates to the owner. I can work with food motivated animals to do simple tricks. I am starting college shortly but I still will dedicate as much time as I can to taking care of animals. Breaks and days I don't have classes will be for anyone needing pet care! I have a car and can go to clients' houses and take care of their pets, as I have done often for friends and neighbors. I have a partially fenced yard for leashed play. I am in a house under construction but the top floor is finished and houses my two kittens. Calmer dogs would be better if coming into my house, otherwise I am able to care for any size or personality in the owners house.

Sitter Profile Image: Christine S.
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Christine S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 29 reviews
16 repeat clients
25 years of experience
Elkton, MD, 21921

“What can I say about Christine? She was a godsend! After losing my beloved dog, I wanted to adopt another one after my family vacation. But when I saw my current puppy up for adoption, I immediately fell in love with him because he reminded me of my previous soul dog. I applied for adoption, and the shelter approved us. They allowed us to adopt my beloved Charlie if we could find a reliable dog sitter to watch him while I was away. I picked up Charlie just 2 days before my trip, and I was really worried about my brand-new, scared little puppy. But Christine went above and beyond with my baby. She stayed at my house with him the whole time, took great care of him, and gave him so much love. During my trip, she noticed he was coughing and even offered to take him to my vet — and she did. I highly recommend Christine to anyone looking for someone with the gift of caring and giving genuine love to your best friend :)”

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Jessica K.
Sitter Profile Image: Keira D.
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Keira D.
from
$55
per night
5.0 out of 5 stars
• 60 reviews
21 repeat clients
6 years of experience
Newark, DE, 19711

“Keira did an awesome job keeping my cat Princess company and attending to her needs while I was away on my trip. She sent frequent updates with pics depicting Princess engaged in her favorite activities including drinking water from the faucet (she prefers over the bowl), so I know Keira went out of her way to make that connection with Princess. She has a gentle, loving nature with animals and I would highly recommend her as a pet sitter.”

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Laura J.
Sitter Profile Image: Amber D.
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Amber D.
from
$60
per night
5.0 out of 5 stars
• 18 reviews
8 repeat clients
10 years of experience
Newark, DE, 19711

“Amber took care of my dog and cat with so much care and attention! She kept me updated and was able to easily follow my dogs routine. Absolutely would recommend her services and will be booking again!”

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Nicole G.
Sitter Profile Image: Jonaika W.
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Jonaika W.
from
$50
per night
5.0 out of 5 stars
• 9 reviews
3 repeat clients
5 years of experience
Bear, DE, 19701

“Jonaika did a great job caring for Boston. She sent me photos of what he was doing and that made me comfortable. Boston enjoyed her company and I would definitely use her again!”

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Donna B.
Sitter Profile Image: Allie D.
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Allie D.
from
$32
per night
10 years of experience
Newark, DE, 19702

About: I have grown up with pets since I was a baby. I have always had large dogs, such as rottweilers and pitbulls, and as an adult I have owned small dogs and cats as I live in an apartment. My sister is a vet technician, so I have some secondhand knowledge on medical care for animals of all types. I am currently unemployed so I am available any time, any day for care. I have my own transportation so traveling to your home for your pet is no problem at all. I always make sure any animals I adopt get along and have no tension before I leave them alone. If I feel any animals cannot be left unsupervised, I keep them in a secure location, such as a large kennel or a room with a closed door whenever I need to leave. I always make sure to monitor their eating habits and adjust their diets accordingly. I never feed my animals anything I do not research thoroughly beforehand to ensure they are getting the best quality food possible.

Sitter Profile Image: Jophnie W.
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Jophnie W.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
2 repeat clients
1 year of experience
Newark, DE, 19702

“Jophnie has been an excellent sitter for my babies. She kept in touch with me several times a day, which I really appreciated. Everything looked great when I got home. Everything was straightened up and clean. The dogs seemed happy when I got home. Very, very satisfied!! I will definitely use her again!!”

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Helene W.
Sitter Profile Image: Cole C.
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Cole C.
from
$70
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
14 years of experience
New Castle, DE, 19720

“Cole was AMAZING! Took wonderful care of our babies and our home. Great communicator and the house was spotless when we got home. Such a relaxing trip knowing that everything was in good hands!”

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Jody H.
Sitter Profile Image: Theodore G.
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Theodore G.
from
$50
per night
10 years of experience
Newark, DE, 19711

About: I’ve been raised around dogs my entire life. My family has had all kinds of dogs; big and small, old and young, energetic and couch potatoes. Friends and family alike call me a dog whisperer for the connections I’m able to make with them. I’m currently finishing my Bachelors of Accounting completely online, so my schedule is completely flexible around your pets needs!! I’m excited to provide the best care possible for your pet!! I’m comfortable walking dogs, crating dogs, feeding dogs, checking all essential needs before leaving them alone, and making sure they are let out plenty of times.

Sitter Profile Image: Raven C.
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Raven C.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
14 years of experience
Bear, DE, 19701

“Raven did a wonderful job with our pup! This was our first time having someone (not family) stay at our house to watch him, so we were a little nervous on how it would go. Spice is an 85 pound mixed breed dog that can be pretty quirky and anxious with new people. It took a little bit to warm up, but once he was comfortable, he did great! Raven was very patient with him and understood his quirks quickly. She was very responsive, sent multiple updates (with pictures), played with him and took him on walks daily. I truly appreciated having her stay with him.”

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Aly K.
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The median cost per night for house sitting in Winding Brook Village is $60

Pet parents share their Rover experiences - Winding Brook Village

1 / 1
5.0 out of 5 stars

Camryn was so helpful and absolutely wonderful! She was diligent in caring for our two dogs while we were away. She did a great job communicating throughout the stay and always provided thoughtful, specific updates. We really appreciated knowing our dogs were well taken care of while we were away!

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Caitlin B.
House Sitting
5.0 out of 5 stars

Ellie did a great job caring for my cats. She graciously took my booking very last minute and was flexible and accommodating. My cats loved her!

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Tori S.
House Sitting
5.0 out of 5 stars

Whitney is wonderful! Her excellent communication, punctuality and competence along with her friendly and kind personality provided me with complete peace of mind to leave my animals for a work conference. My dog and cats loved her; highly recommend!

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Andrea A.
House Sitting
5.0 out of 5 stars

Charlotte was great and our pets were well taken care of during our family trip out of town. Would book again.

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Anthony T.
House Sitting
5.0 out of 5 stars

Jennifer was wonderful. Received pictures everyday along with a note about how the pups were doing. The house was immaculate when I returned. Jennifer will be my go to pet sitter whenever I need to travel without the dogs. Five stars plus for Jennifer💕

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Patricia W.
House Sitting
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

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Popular requests for house sitting - Winding Brook Village

Select a filter and find qualifying sitters offering house sitting.

Sitters in Winding Brook Village average 4
repeat house sitting clients

FAQs for House Sitting - Winding Brook Village

Frequently asked questions about Rover

The average cost of House Sitting in Winding Brook Village on Rover is $19 per night as of October 2026. Most bookings cost between $19 and $19 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 1,287 sitters on Rover offering House Sitting across Winding Brook Village. 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 Winding Brook Village 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 Winding Brook Village 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 Winding Brook Village 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 Winding Brook Village. On Rover:

  • 96% of sitters can help with special care needs
  • 94% 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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