House Sitting in Winstead Crossroads

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Top rated Winstead Crossroads house sitters

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: Jeffrey C.
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Jeffrey C.
Star Sitter
from
$35
per night
5.0 out of 5 stars
18 reviews
7 repeat clients
8 years of experience
Wilson, NC, 27896

Jeffrey has become our reliable sitter, regardless of the occasion, he is always willing to accommodate us. We breathe a sigh of relief, when we leave our pets with Jeff. They come home happy, well fed, and Jeff even takes the time to give them a bath! He also sends pictures through our trips, so we can see them everyday. 10/10 would recommend !

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Derek L.
Sitter Profile Image: Janine D.
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Janine D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
152 reviews
58 repeat clients
20 years of experience
Bailey, NC, 27807

Very communicative, sent text updates (no photos though). Was respectful of our home and left everything just as she found it. Great value. Will book again!

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Michelle B.
Sitter Profile Image: Carley R.
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Carley R.
from
$25
per night
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Wilson, NC, 27896

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

Sitter Profile Image: John N.
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John N.
Star Sitter
from
$70
per night
5.0 out of 5 stars
76 reviews
23 repeat clients
18 years of experience
Zebulon, NC, 27597

I heard from John daily with photos and videos of my dog. I had piece of mind during my vacation, knowing that my house and dog were being taken care of. Thanks, John!

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Christine G.
Sitter Profile Image: Brian M.
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Brian M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
40 years of experience
Nashville, NC, 27856

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.

Sitter Profile Image: Kennedy S.
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Kennedy S.
from
$30
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Rocky Mount, NC, 27804

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!

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Erin C.
Sitter Profile Image: Randi Nichole W.
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Randi Nichole W.
from
$42
per night
5.0 out of 5 stars
42 reviews
15 repeat clients
17 years of experience
Nashville, NC, 27856

Randi is caring and Rocko enjoyed her. Very professional and always kept me informed. I highly recommend Randi. I will continue using her services. Dennis

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Dennis S.
Sitter Profile Image: Jordan B.
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Jordan B.
from
$50
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
2 years of experience
Elm City, NC, 27822

Jordan was awesome! She communicated often as she dropped in on our dogs while we attended a wedding out of town. All the dogs loved her and I will definitely use her again!

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Katlyn B.
Sitter Profile Image: Aisha A.
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Aisha A.
from
$50
per night
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Rocky Mount, NC, 27801

Aisha was perfect, she communicated very very well! Give updates and even send pictures of the fur baby in a timely matter‼️ Highly highly recommend ‼️

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Tyshibbi M.
Sitter Profile Image: Emily W.
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Emily W.
from
$50
per night
5.0 out of 5 stars
42 reviews
10 repeat clients
10 years of experience
Fremont, NC, 27830

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.

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Desiree D.
Sitter Profile Image: Ileana L.
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Ileana L.
from
$45
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
15 years of experience
Rocky Mount, NC, 27804

Ileana is so wonderful with our fur babies! She goes above and beyond! We will continue to request her for our future pet sitting needs. I highly recommend her!

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Heather J.
Sitter Profile Image: Brookelynn B.
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Brookelynn B.
from
$45
per night
4.6 out of 5 stars
11 reviews
2 repeat clients
10 years of experience
Rocky Mount, NC, 27801

Brookelynn was outstanding! She took care of the dog just like family. She was communicative and I totally trust her in my home. I would not hesitate to use her again!!

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Steve B.
Sitter Profile Image: Teairra C.
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Teairra C.
from
$55
per night
5.0 out of 5 stars
3 reviews
18 years of experience
Zebulon, NC, 27597

About: What sets me apart is my calm, patient approach and genuine love for all animals. I take the time to understand each pet’s personality, routine, and comfort level—whether they’re energetic, shy, senior, or still learning. I’m attentive on walks, gentle during sitting, and always focused on safety, consistency, and positive interactions. I’m especially mindful with senior pets who may need slower walks, extra comfort, or medication reminders, and I’m patient with puppies who are still learning routines and leash manners. I communicate clearly with owners, follow care instructions closely, and treat every pet as if they were my own. My goal is simple: happy, relaxed pets and complete peace of mind for you. My open availability allows me to be hands-on and fully present, giving your pet(s) lots of attention and personalized care with patience love and consistency. I make sure your pet(s) feel safe, happy, and loved in their own home. I stick to their routine, give plenty of cuddles, play, and gentle attention, and make sure they’re comfortable every step of the way. You’ll get updates, photos, and lots of peace of mind while I care for your furry (or feathery!) family members.

Sitter Profile Image: Allison P.
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Allison P.
from
$55
per night
10 years of experience
Nashville, NC, 27856

About: Hey! I’ve been a dog lover since I was a kid and have grown up surrounded by them. At one point, I had four dogs at once, so I’m used to all kinds of energy and personalities! I have three of my own dogs, so I know how important it is to leave your pet with someone who genuinely cares. I’m all about making sure your dog feels safe, happy, and loved whether we’re going for walks, playing, or just relaxing. Looking forward to meeting you and your pup! I have a flexible schedule and can accommodate a variety of pet care needs. I’m available for walks, drop-ins, and sitting throughout the week, including weekends. I do my best to keep my availability up to date and can often work with short notice. Your dog’s routine is important to me, so I’m happy to follow feeding schedules, walk times, and any specific care instructions to keep them comfortable and happy. Your dog’s safety and comfort are my top priorities. I always make sure pets are in a secure, supervised environment and follow any instructions you provide closely. I take the time to understand each dog’s personality, needs, and routine so they feel safe and at ease. In my home, your pup will be treated like family with plenty of attention, care, and a calm environment. I also have my own dog, so I’m experienced in maintaining a safe and positive space for multiple pets. I’m attentive on walks, mindful of surroundings, and committed to building trust with both you and your pet every step of the way.

Sitter Profile Image: Samantha B.
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Samantha B.
from
$35
per night
5 years of experience
Spring hope, NC, 27882

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

Sitter Profile Image: Sarah S.
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Sarah S.
from
$27
per night
5.0 out of 5 stars
3 reviews
5 years of experience
Red Oak, NC, 27809

Our fur family loves her. On time very caring our family. Will highly recommend her to anyone wanting a house or animal sitter.

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TW P.
Sitter Profile Image: Haley C.
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Haley C.
from
$85
per night
5.0 out of 5 stars
24 reviews
10 repeat clients
3 years of experience
Wilson, NC, 27893

I can’t recommend Haley enough! She did an outstanding job caring for my furry friends—Raven, Nanachi, Koda, Kiwi, Zora, and Terra. She has a genuine love for animals, as they seemed so happy and comfortable in her presence. Each one of them adored her, and I could see that they had a fantastic time together. Haley was incredibly attentive, ensuring everyone met their needs and engaging with them through playtime and cuddles. I received regular updates and pictures, which gave me peace of mind while I was away. It’s such a relief knowing that my pets were well cared for and loved while I was gone! Thank you, Haley, for your wonderful care and for making this experience so enjoyable for Raven, Nanachi, Koda, Kiwi, Zora, and Terra. I’ll be booking your services again in the future!

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Jane S.
Sitter Profile Image: Edgar F.
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Edgar F.
from
$45
per night
15 years of experience
Wilson, NC, 27893

About: I’ve had 2 dogs in my lifetime. They were potty trained when they were puppies. One of them was trained to go to the diaper, but then they were both trained to ask to go potty outside by standing by the door and bark. They were spoiled with love, food, and a bunch of fun. If they needed medication, we would administer it to them. When one of my dogs became old and couldn’t jump onto or from the bed, we got him a small stair so he could get onto his favorite spot on the bed. Sometimes he would ask to potty in the middle of the night and I would get up to take him out in the back yard so he could relieve himself. I currently work full time but my wife currently stays home all day. Your pet would be taken care of in the morning before heading to work and then my wife would take care of your pet during the rest of the day. Then I could take care of them in the afternoon. We can do boarding all week long. I have a fenced back yard where your pet can run around. There are no plants that are harmful to them. I have two cats that can keep your pet company. I can easily crate your dog if required or requested.

Sitter Profile Image: Christina A.
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Christina A.
from
$125
per night
5.0 out of 5 stars
6 reviews
1 repeat client
18 years of experience
Rocky Mount, NC, 27804

Christina was a great choice for taking care of our dog and home. She was communicative, and went above and beyond to ensure Sky was well taken care of!

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Jacob H.
Sitter Profile Image: Marlon N.
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Marlon N.
from
$28
per night
5.0 out of 5 stars
4 reviews
10 years of experience
Rocky Mount, NC, 27801

About: As a passionate and dedicated dog lover, I provide unparalleled care for your furry best friend. With a gentle touch and a heart full of love, I ensure that every walk and visit is filled with joy and comfort for your beloved pup. Your dog's well-being is my top priority, and I go above and beyond to create a safe and nurturing environment for them. Trust me to be your dog's second best friend, offering reliable and personalized care that will make you feel confident and at ease knowing your pup is in the best hands. Choose me as your go-to dog walker, sitter, and caretaker - because there's simply no better option for your precious companion. Im currently available mon - fri, variably around 12 - 8 pm. I work remote freelancing and am blessed with being able to move my time around. Weekends are on a need to know basis. I will accept requests or offers but as available. When caring for pets in my home or at a client's home, I prioritize their comfort and well-being above all else. In my own home, I create a safe and cozy environment, ensuring that all pets have access to their favorite toys, bedding, and treats. I am well-versed in pet first aid and am prepared to handle any emergency that may arise. For cats, I provide plenty of vertical space for climbing, scratching posts, and cozy hiding spots. Cats also thrive on routine, so I maintain their feeding and play schedules to minimize stress. For dogs, I make sure they have ample exercise, mental stimulation, and positive reinforcement training. I create a secure and enriching environment both indoors and outdoors, with toys, puzzles, and comfortable resting areas. Whether in my home or yours, I strive to make pets feel safe, loved, and at ease. My expertise, compassion, and dedication ensure that your furry companions receive the best care possible. Trust me to provide a nurturing and enriching environment that will make your pets feel right at home.

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The median cost per night for house sitting in Winstead Crossroads is $50

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Sitters in Winstead Crossroads average 5
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Winstead Crossroads on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Winstead Crossroads house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 133 house sitters in Winstead Crossroads. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 82% of Winstead Crossroads house sitters respond in under an hour.

House sitters with repeat customers have an average of 5 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Winstead Crossroads.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Winstead Crossroads house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.