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.
“Cheryl looked after our dog and somewhat “difficult” cat recently after a friend had recommended her. She visited twice before we went away and took lots of notes. Our dog fell in love instantly, as apparently Cheryl knows what a tennis ball is all about!! While away we had frequent communication and photos which completely put us at ease. I will definitely be using Cheryl again.”
“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: 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 had various experiences with dogs and cats. I grew up around animals. I have dog sit and cat sit for friends and families for multiple years now and am very reliable. I have let sit for large dogs that are in older age and needs special care. I have also pet sit for multiple pets at once. It was a small dog and 2 cats. We went in walks, had cuddles, and played games. We even got to play with some toys. I am currently on summer break from teaching and am completely free. As I am not teaching right now I am able to be flexible to your needs of your pets. Whether that is going for a walk or going outside to play. I have my own apartment and it is animal friendly. Due to this the environment is very safe and inviting. In my home it is very calm and clean. This is important just in case your pet has allergies. Since I don’t have any pets myself I am able to give lots of care and attention to your pets.
“Kirsten was a fantastic sitter, we got frequent pictures and updates on our pups and were nothing less than pleased with what great care she took with our dogs and home! Can’t wait to book her again!”
“Ashley helped us out at the last minute and kept our two high maintenance dogs through the weekend and they were happy and calm when we got home! Highly recommend her for all your pet needs! We will absolutely be using her again!”
“This was a last minute booking. We had to leave for NJ when my father died and Kelly stepped up for us. She did a wonderful job taking care of our three dogs. One has diabetes and needs insulin shots twice a day and is also blind. Kelly had no problems with the shots or with bonding with our babies. She kept us updated, which was wonderful. Kelly even did some unexpected cleaning during her down time, which was unexpected, but so appreciated. I would not hesitate to recommend Kelly and would definitely use her again in the future.”
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.
“Emily was a great pet sitter for our two large puppy dogs, a 1.5 yo husky mix and a 8 mo GSD. She clearly has a lot of experience and love for animals. Emily was very attentive to my instructions and our dogs warmed right up to her! She was prompt to respond to my texts and sent pictures of the dogs playing. We are all looking forward to having Emily pet sit again soon.”
“Michelle was amazing! We received regular updates and she was so patient and sweet with our shy 1 year old puppy and cuddly 16 year old! She left the house super tidy and went above and beyond with ensuring things were all set before she left. Would highly recommend Michelle!”
“Booked Sarah for an in house sitting for my three dogs for a 7 day family trip. The house looked exactly as I left. She provided amazing care to our 3 dogs and was attentive the whole stay. We received multiple updates through out the stay along with pics and videos.”
About: I’ve been dogsitting for 7 years and have cared for dogs of all breeds and sizes. What sets me apart is my reliability, communication, and genuine love for animals. I treat every pet like my own and work to keep them comfortable, happy, and on their normal routine while you’re away. I have a very flexible timeframe which allows for me to care for the dog(s) at a very high capacity. I typically only take on house sitting roles but I have the time to take on any role. I will only be able to take care of your pets in my clients household. I will specialize in House Sitting where I will replicate your typical routine with the animals.
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
“Jessica was great! She stayed at my apartment with my mina for a couple of days while I went out of town. Mina got a few walks and Jessica even cuddled with her and administered her medicine (which is no easy feat). They had a great time and Jessica sent many photos throughout her stay. She left my apartment in great order. I will definitely be booking her again!”
“Kayla was absolutely wonderful while watching our pup Simon in our home! She sent regular updates (with cute photos of Simon), was very responsive, and truly cared for and connected with our little guy. She left our home in great condition. I highly recommend Kayla and hope she can watch Simon again in the future! Thanks, Kayla!”
About: Hi Im Janaia! I absolutely love all animals but dogs have a special place in my heart! I can't wait to get to know your fur babies!! :D I am currently in school and working; however, my services will still be the very best they can be! Most care would come before and after work. I am well versed with both big and small dogs alike. Along with some experience with dogs who live with disabilities! I pride myself in treating each dog as if they are my own.
About: For as long as I could remember I’ve been my family’s go-to pet sitter. Anytime my Grandmother had a doctors appointment or my Aunt and Uncle left town, I would be their first choice. I love animals and caring for them, making them comfortable when their families are gone is not an easy task but easing their anxiety and keeping them comfortable is a very rewarding job. I’ve worked with rover in the past when I was in high school and it was a great experience. I am currently working part time but my schedule is relatively flexible. As far as boarding goes there is and will always be someone at the house caring for the dogs 24/7. I have a large plot of land adjacent to my house for the puppies to play in. I currently have three very friendly small dogs who love to play and make friends.
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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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 on Rover is $40 per night as of October 2026. Most bookings cost between $40 and $40 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 705 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.
<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 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 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 Winstead Crossroads. On Rover:
- 89% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 92% 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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