House Sitting Winstead Crossroads
Find a loving house sitter to watch over your pets and your home.

Over 2 pet parents in Winstead Crossroads have booked house sitting
Winstead Crossroads, 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.
“Thank you Kelly for taking such great care of Ziva. It was so nice to be away and never worry about her at all. Thanks so much for all the photos every day! We will be in touch again for another trip!”

About: Summary: Hi! I’m an experienced caregiver with a passion for animals. I have a fenced yard and all the supplies your pet needs to feel at home. Just bring their food, & any meds. I’ll provide love & a safe environment—your pet will be in great hands we me! Details : All pet water is filtered. I'm great with all animals of all sizes. I've had dogs, cats, and fish, and I get along with them all. I'm sure that your fur, feathered, scaled, or finned family and I - will be great friends. I mostly board and sit with some walks and drop-ins. Mostly depending on the timing. Reach out for special needs and requests. While not trained professionally - I can also help with some behavioral issues. I'd love to meet your pet family. Work from home professional. Single father. I have my daughter every other week and I have a dog that can be kept completely separate if needed. I also have plenty of dog toys that are okay to be beaten up. Gates in-house to control pet location. Allowed to get on furniture and bed. We have a big comfy dog bed as well. Two litter boxes are available. Just ask that you bring food, any special toy, litter for cats, and any medicines. I have two tie-out leads for dogs and a shady backyard that is fenced in. Our neighborhood is quiet and great for walks. I usually board at my home in Nashville (Near Rocky Mount and Spring Hope) but I also have a location in Raleigh that is also a big home with a large backyard and two separate floors. For sitting, I would likely stay with the pet most of the day as I work remotely.I do require high-speed internet access and preferably a decent work desk area. I will work on any behavioral issues that I see in the time that I have. Let me know if you have a question! I work from home and typically do boarding in either Raleigh or Nashville, NC. I have my daughter every other week but she is great with animals also. Takes after her dad. Prefer a little notice but will always try to accommodate last minute requests. I have the ability to keep multiple pets. I have a large fenced in back yard at both locations. Both are single family homes with lots of space. Gates and seperate areas if pets need to be separated. We can also accommodate requests for no other animals be present, however I am great at acclimating animals with each other. Even ones that do not tend to play nice with others. Always up to you in the end. I have muzzels and a Kennel at both homes (if needed) , cat litter boxes at both locations as well. Leases safety collars , and for a small added fee , daily health tracking during the stay with a special collar monitor tracking device that I have. All pets are treated like family with love care and respect. Will work with all breeds ages and sizes.

“Jessica was a Godsend. Due to a last minute sitter cancellation that left me scrambling for a long work trip, I found Jessica. Then right before my trip, my pup got an injury. I walked through everything with Jessica and with her prior experience caring for fosters, I knew he was in the right hands while I was away. She took amazing care of my guy, kept me up to date on everything and sent loads of pictures of my guy. I am forever grateful for the care she provided while I was away for an extended period and helping Beckham recover from his injury. Highly recommend booking with Jessica!”

About: What sets me apart from everyone else is that I’m calm and patient with every animal, and I’m very for keep my own animals fit and health, I will do the same for your I currently work from home and have more time to do drop ins and boardings. I don’t mind doing work from home from your home as well, just need to know in advance I am currently in the process of getting a fence put in, so I have plenty of space for your pup to run around in. I also have plenty of toys, due to having a German Sheppard mix
About: A lifelong animal lover and pet owner, with more than 20 years of hands-on experience caring for dogs and cats of all ages, sizes, and personalities. I understand how important it is to know your pets are safe, comfortable, and genuinely cared for while you’re away, and I treat every animal like they’re my own. I specialize in "high maintenance" pets who require a little extra TLC due to age, medical needs, or simply because they are spoiled rotten (as they should be!). Whether your pet loves playtime, quiet companionship, long walks, or extra patience and reassurance, I’m committed to providing attentive, loving care tailored to their needs. Pet care already plays a big role in my daily life. As a longtime pet owner, I’m used to building my schedule around walks, feeding routines, playtime, and making sure animals feel safe and cared for. Caring for pets feels natural to me, and I genuinely enjoy spending time with them throughout my week. I currently work remotely part-time, which gives me plenty of flexibility for scheduling, travel and pet needs. No matter which service you choose, I care for each pet by keeping their routines as consistent and stress-free as possible. Whether boarding in my home or a client’s home, I make sure pets receive plenty of attention, affection, exercise, and supervision while also respecting their individual personalities and comfort levels. I follow feeding schedules carefully, keep water fresh, maintain a clean environment, and make time for walks, play, and quiet companionship. My goal is always to help pets feel safe, relaxed, and loved while their owners are away.
About: I used to work at an dog and cat boarding facility. I am also a student at Fayettville State University. I absolutly adore animals. I have 3 of my own, They are a german shepherd, austrailian Shepherd, and a chihuahua. So I do have and active life style with the 2 larger dogs. But my little dog is a couch potato, so I tend to slow things down for him. So no matter how big, small, entergetic, or couch potato they are I can always live up to their lifestyle. I am available anytime. If I am not available I’ll message you if it does not work for my schedule. But it is rare for me to be busy. I would be more than happy to take your puppy out on a walk or taking out to go potty. I can also feed them and give them fresh water. If they need time to interact with somebody I can sit and play with them. If there is special request, just ask away I would be more than happy to try.
About: I am a work from home mom who loves pet sitting. I started this journey a few years ago, and has had the privilege of hosting several dogs of all ages, personalities and sizes. My children absolutely love animals, especially dogs, so there will be lots of cuddles and love from us. I take dog sitting very seriously, so I am very careful, and I always aim to please my pet parents, so I am always sending pictures, videos, and making sure your baby is happy and well taken care of. I am big on staying fit and healthy, so I take daily walks to get my steps in. I am very accommodating, so nothing is ever too much for me. I’ve had pet parents ask me to scramble eggs for their fur babies and put it on top of their dog food, and I’ve also had pet parents tell me to only feed their fur baby with a spoon, so please don’t hesitate to ask for any special request, because I aim to please! I work from home during the week and I have lots of down-time allowing me to interact and play with your fur baby . I am off during weekends and holidays I have a big house with an unfenced yard, and a loving family that will play and love on your fur baby. We will take daily walks, play outdoors, and have lots of play time and cuddles.

About: I’ve always loved cats and have experience caring for Felix and Orion, Matt’s dad’s cats, as well as our own two cats, Miles and Enzo. I’m comfortable with feeding, fresh water, litter box care, playtime, treats, and plenty of cuddles. I understand that every cat has a different personality, so I’m happy to let them set the pace and make sure they feel safe and comfortable while you’re away. As of right now I don’t have an office job so I could go by every day multiple times a day. And I could do house sitting over night almost any day. I treat both with the up most I respect and love. I try and treat people’s pets like family and their homes like I would my own.

“I’m so grateful for the amazing care Garrett provided for my cat, Adele. He was attentive, responsible, and kept me updated, which gave me so much peace of mind while I was away. Adel was clearly very well taken care of and comfortable, and I could tell she received a lot of attention and care. I highly recommend him to anyone looking for a trustworthy and caring pet sitter!”


About: I’ve taken care of large and small dogs for 5+ years for my own, neighbors, family, and friends…walking and feeding them, and bathing them when necessary. I work from home so I can pet sitting in your home and keep their routine consistent. I can do any day of the week. I take time to play with your pets in your home with their toys. Feed, Exercise, and snuggle them! I give them lots of love!
About: I have had my doggy since I was 17! She has been with me through a lot! I love animals and enjoy meeting new ones and bonding with them! Sometimes I have a really flexible schedule and can work with whatever your schedule needs may be. My schedule can change from week to week. So it’s best to reach out. I typically am free most days during the day. Late nights can be arranged. Child free home. I have 1 dog and 1 cat. The cat will be separate from other animals. She likes to stay in her space.
“Kiley was great!! Chloe loved her! When I arrived she met us downstairs—I was pressed for time! I dropped Chloe off with her “day bag” Gave Kiley a brief rundown on the “Belle “ and was off feeling that she was going to be well cared for!! She sent me pictures throughout the day it was great! Highly recommend— and I am neurotic—super picky about who I let care for my fur baby—who BYW is never left alone !”

About: Hi there! I’m Z, and I’m a lifelong animal lover with a deep understanding of both cats and dogs. I’ve grown up with dogs and have a wonderful cat of my own. I also have years of experience caring for the pets of both my family and friends. Whether it’s playtime, cuddles, or ensuring your pet sticks to their routine, I treat every furry friend like they’re part of my own family. As someone who works part-time during the day, I have the flexibility to provide pet care in the mornings, evenings, and weekends. My schedule allows me to plan drop-in visits, walks, or playtime around your pet’s needs. Caring for animals is a natural part of my routine since I already care for my own cat. Whether it’s an early-morning visit before work or evening cuddles, I’m happy to adapt to ensure your pet feels loved and well cared for. When caring for pets in a client’s home, I focus on making them feel safe, loved, and happy in their familiar surroundings. I stick to their established routines, whether it’s feeding schedules, playtime, or walks, to keep things consistent and comforting for them. For dogs, that might mean exciting walks or outdoor play, while cats might prefer quiet companionship or engaging with their favorite toys. I make sure their environment stays clean and safe, and I’m happy to administer medications or meet any special needs. Along with meeting their physical needs, I give plenty of cuddles and attention to help them feel secure and loved. I treat every pet like part of my own family, ensuring they’re well cared for until their owner returns.
“I don't even have the words to describe how amazing Carly was. I asked her last minute to stay in my apartment for three weeks and take care of my pup Fergie while I was away on a business trip. I was so anxious about having some at the apartment and about how Fergie would react while I was away but she did an awesome job. So many fun trips to the park, hiking, long walks and all with adorable pics of my pup. He probably lived a better life with her there than with me! I was so relieved to know Fergie had someone who would care for him so well while I was gone and when I came back, Fergie was happy, the apartment was clean, she even did laundry! When Carly left Fergie waited as the door and cried for her to come back. You could tell he truly bonded with her. I will absolutely be asking Carly to watch my pup again and would highly recommend her to anyone!”

About: I have experience working for a pet rescue company. I cleaned kennels, walked, feed, sitter, & also trained animals. I love animals and have some of my own 6 cats and one dog . I am open to any availability. I will make sure our schedules work together shoot me a text or call and we can figure it out for the week. Days that’s I am for sure open are Monday, thursdays, fridays and Tuesday’s . I am also focused & gentle. I like to pay attention to my surrounding and take time with what I’m doing. I take very care of my babies and I would treat your with the same love and respect! All there everyday needs and everything that they are used to and like will be done ! I want to do nothing but make you and your animal comfy and safe
The median cost per night for house sitting in Winstead Crossroads is $50
Pet parents share their Rover experiences - Winstead Crossroads
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- 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.

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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.
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How to book house sitting

1. Search
Browse profiles of sitters near you who offer house sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
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Popular requests for house sitting - Winstead Crossroads
Select a filter and find qualifying sitters offering house sitting.Sitters in Winstead Crossroads average 4 repeat house sitting clients
FAQs for House Sitting - Winstead Crossroads
Frequently asked questions about Rover
The average cost of House Sitting in Winstead Crossroads is $40 per night as of October 2026. Most bookings cost between $40 and $40 per night. On Rover, 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 702 sitters on Rover offering House Sitting across Winstead Crossroads. 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 Winstead Crossroads 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 Winstead Crossroads 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 Winstead Crossroads 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 , 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 .
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 .
sitters on Rover set their own , 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 Winstead Crossroads. On Rover:
- 91% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 95% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.







