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

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.
“Kelly did an excellent job taking care of the dogs and my home while we were gone for a week. When we returned home the dogs had fallen in love with her also. I will never worry about leaving town again, she is an awesome sitter!”

“Jeffrey was wonderful with our pets, and very attentive to them! He took and shared so many great pictures, and our dog especially had so much fun with him. He was responsive and helpful throughout our time away from home. We will definitely be hiring him again!”


“I have nothing but awsome things to say about Cheryl. This the second time booking her services and have already booked again. She is always on time and sends lots of pictures daily of our furbabies. I would recommend her to anyone looking a care taker for their furbabies.”

“Ileana did a great job taking care of our fur babies. They instantly loved her! She provided us with regular updates and some adorable pictures while she was pet sitting. We will definitely be reaching out to Ileana for future pet sitting.”


About: I love animals, I have 2 cats, 2 dogs, hermit crabs, and fish. I am a compassionate and responsible pet caregiver. I have had experience petsitting dogs, cats, and chickens and I am open to petsitting other species! I’m currently on a summer break, I can do all the days of the week. I am fully available June 5th- end of June and July 11-15. I am a very compassionate and responsible pet caregiver. I can meet pets needs with where their at, I can play with a playful energetic young pet but also gently comfort elderly pets.
About: I have a blue heeler that loves to play with other dogs. I am a very out going person I take my dogs with me to let them run and have fun When I do go run earns that are pet friendly I carry the dogs with me or I will take them on day trips to a nature park and go hiking. I will also wash, groom, cut nails and give medicine if needed. I’ve worked with and lived with dogs and horses my entire life. I work at a vets office. I have always loved caring for animals. I've watched many family friends dogs including their farm animals for weeks at the time. I will also watch over farm animals as well I treat every animal like it is my own. I work at a veterinary hospital. I would still be able to care for any pets that you have. I would be able to do up to 4 times a day check ins for those who want to do drop ins I always check the area the dogs play to make sure there is nothing harmful and check each pet for anything new or unusual after coming back inside I will send pictures of them having fun
About: I have always loved caring for animals and treat every pet like a member of the family. While I don’t currently have any pets of my own, that allows me to provide your dog with my full attention and a calm, comfortable environment during their stay. My home features a secure fenced-in patio with pet-friendly turf for outdoor time, and I’m fortunate to have a large dog park directly across the street as well as another dog-friendly area within my neighborhood. Whether your pup enjoys playtime, walks, cuddles, or simply relaxing, I can tailor their care to their individual needs. I have experience caring for dogs of different sizes, ages, and personalities, and I have also volunteered with animal shelters, giving me a strong understanding of dog safety and behavior. My goal is to make sure your pet feels safe, loved, and comfortable while you’re away. I understand how important it is to trust someone with your furry family member, and I would be honored to provide reliable, attentive care for your dog. I look forward to meeting you and your pup! I am currently a nursing student and stay at home mom. This allows me to give your fur babies my full attention and lots of love and interactive play! I believe every pet is happiest when their normal routine is maintained as closely as possible. Before each booking, I take time to learn about your pet’s feeding schedule, exercise needs, favorite activities, medications, and any special instructions. In my home, pets receive plenty of supervision, attention, playtime, potty breaks, and a clean, safe environment. Dogs have access to a fenced-in patio with pet turf and can enjoy walks or trips to the nearby dog park if approved by their owner. Cats are provided with a quiet, comfortable space, fresh water, clean litter boxes, and enrichment activities tailored to their personality. When caring for pets in a client’s home, I respect both the pet’s routine and the owner’s home. I follow all care instructions carefully, provide regular updates and photos, maintain feeding and medication schedules, clean up after pets, and make sure they receive plenty of attention and affection while their family is away. My priority is always making pets feel safe, comfortable, and loved while giving owners peace of mind.
“We'd give John 10 stars if it were an option. He took magnificent care of our 2 boys. He sent multiple pics and videos every day. And went above and beyond by picking up our mail, dealing with Amazon deliveries, stripped and washed the sheets from the bed he slept in, and even cleaned the fridge! Hands down the best pet-sitter we've ever hired!!”
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.
“Kennedy is a fantastic sitter! Just got back from my first trip away from my pup, and Kennedy helped me feel totally comfortable with it all. She sent lots of pictures and updates while I was gone, and my pup is very happy! Not only did she take good care of my dog, she also took great care of my home and left it looking better than she found it. Would definitely HIGHLY recommend her. So happy to have a good, reliable sitter for future adventures! Thanks Kennedy!”

“Michelle was great with our pups!! They were all super comfortable and she made us feel really comfortable. We have never left our dogs with someone we didn’t know before so we were nervous for our first time but honestly she makes it feel like you’ve known her forever. She’s easy to communicate with, loves the animals, and was great at listening to the (probably unnecessary) amount of information and instructions I left about our dogs’ routine. We’re so grateful to have found a dog sitter we can trust! Would highly highly recommend.”

“Haley was ABSOLUTELY PHENOMENAL!! She constantly kept me in the loop about my doggies and sent me a ton of pictures. I can’t thank her enough, cause this is the first time I’ve used rover as an actual client, as I’m a sitter on rover myself, so I’m usually on the sitter side.”

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: I love all animals. I have 2 dogs an American Terrior pit and a shihtzu. They are almost 3 years old and a senior. I have watched my friends animals while on vacation or emergencies. I do have references from them as well. I will care for your babies like I do mine. My dogs get along with other animals even cats. I have a large fenced in backyard that I play with my dogs in with there ball and other toys. I love to play with them and will have a small pool for them to play in while I’m outside never left by there self outside. I’m very protective over animals insuring to keep them safe. I have a set schedule in the morning from 5-6am letting dogs out to go potty and run in my fenced in backyard. Then feed them from 7-8am and feed again around 4-5pm. They do get snacks in between that time. I give my babies slamming skin treats and other treats for dogs only. I have a large fenced in yard and I’m always outside with my babies and anyone else babies to ensure safety. As well as playing with them outside.
The median cost per night for house sitting in Winstead Crossroads 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?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How Rover works
1. Search
Browse profiles of sitters near you who offer house sitting2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Winstead Crossroads sitters!Sitters in Winstead Crossroads average 4 repeat house sitting clients
FAQs for House Sitting - Winstead Crossroads
Frequently asked questions about Rover
As of July 2026, there are 726 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 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 Winstead Crossroads. On Rover:
- 90% 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.





