Dog Walking Windy Hill Farm

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Windy Hill Farm, Find top rated dog walking

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Katherine C.
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Katherine C.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
26 reviews
11 repeat clients
45 years of experience
Hillsborough, NC, 27278

Kate was a lifesaver I was having a busy day and the pup was being crazy and needed a walk. Kate came right over and walked her and she was chill the rest of the morning! Thank you Kate!!!

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Vickie & Kylee H.
Sitter Profile Image: Brian B.
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Brian B.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
65 reviews
34 repeat clients
2 years of experience
Durham, NC, 27705

Brian was great!! Flexible and my dog clearly loved him because he was so happy to see him when he came back for another walk. :) highly recommend!!

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Rachel W.
Sitter Profile Image: Sophie M.
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Sophie M.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
56 reviews
21 repeat clients
5 years of experience
Durham, NC, 27705

We cannot thank Sophie enough for taking such great care of Mac - she sent photos, frequent updates, and was always timely with her visits. We cannot recommend her enough and would love to have her walk or watch our boy again soon!

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Mallory S.
Sitter Profile Image: Dana N.
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Dana N.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
294 reviews
75 repeat clients
30 years of experience
Chapel Hill, NC, 27514

Dana is a life-saver! She took great care of my two young labs with medical needs the first time I had to leave them home alone. She was very communicative, easy to work with, and went the extra mile to keep the boys safe and happy. Knowing that she was checking on them gave me peace of mind while I had to be away.

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Liz S.
Sitter Profile Image: Katharine D.
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Katharine D.
from
$20
per walk
5.0 out of 5 stars
48 reviews
11 repeat clients
13 years of experience
Durham, NC, 27707

another great week! thank you so much! ❤️

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Jessica S.
Sitter Profile Image: Meredith H.
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Meredith H.
from
$20
per walk
5.0 out of 5 stars
35 reviews
10 repeat clients
10 years of experience
Durham, NC, 27705

Really appreciate Meredith tried with my moody dog multiple times.

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Shambhavi S.
Sitter Profile Image: Jessica & Jonathan B.
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Jessica & Jonathan B.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
129 reviews
65 repeat clients
15 years of experience
Durham, NC, 27705

Jessica helped out with an unusual request and saved me from abroad! She was flexible and clearly knew how to keep a dog happy and safe in transit! I appreciate all the help and care!

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Adri F.
Sitter Profile Image: Jami B.
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Jami B.
from
$20
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Durham, NC, 27705

Excellent!! Thank you

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Carrie C.
Sitter Profile Image: Carmack K.
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Carmack K.
from
$25
per walk
5.0 out of 5 stars
11 reviews
2 repeat clients
11 years of experience
Durham, NC, 27705

About: Hello! I am 38, been in Durham since 2013, and I have lived with several friends who had dogs, so I got my start taking care of them when our human housemates were out of town. One of those longtime housemates is a certified dog trainer who had three dogs when we lived together, so I learned a lot from them about dog care and behavior! In my mid 20’s, I was referred to a friend’s parents for overnight dog sitting. I ended up loving it and have been dog sitting for them for 10+years. I’ve also taken care of their three adult children’s pets when they’re on vacation many times, proving that they trust me with their whole family 💜 Three of the dogs I have taken care of have been seniors with medications, special diets and/or needs, such as more frequent potty breaks, or help getting up and down stairs. I enjoy spending special time with those elderly family members. Since then, I have been referred to several other people for overnight stays. I have a few regular clients whose cats and dogs I stay with as well. I grew up a cat person, rescuing and raising kittens from a feral cat colony in our neighborhood. We had six of our own throughout the years who all lived to be between 18-22 years old! I have also taken care of chickens, rabbits, and guinea pigs several times. I love to garden and take care of plants, as I have worked on a couple farms for several years and currently live with someone who owns a landscaping/garden business 🌱 I am currently in between jobs while pursuing a new career. Previously, I have managed catering companies for the last 10 years. While I am job hunting, I am very flexible to spend as much time as needed with your pet! When I am staying with a new dog, I make sure to use the owners’ commands, following their instructions to a ‘T’. I believe that dogs can sense when someone isn’t comfortable with them, so I try to establish a trusting relationship where the dog will respect me while also feeling calm with me, during the time when their person isn’t home. I would love to have repeat clients in order to build a longer relationship with them. It always feels so good when I show up to a client’s house and their pet is as excited to see me as I am to see them💖

Sitter Profile Image: Linda C.
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Linda C.
from
$18
per walk
5.0 out of 5 stars
14 reviews
1 repeat client
20 years of experience
Durham, NC, 27705

About: Mother daughter team pet sitter. We LOVE animals, We’ve had three dogs and we currently have our best friend Ella who’s an emotional support Animal. We also volunteer at the Animal Shelter frequently with lots of experience with pets. We have experience caring for dogs and cats of different ages, sizes, and personalities. I’m comfortable with daily walks, feeding routines, playtime, and giving pets lots of attention and companionship so they feel safe and relaxed while their owners are away. We treat every pet like our own and always keep owners updated with photos and messages. Pet care fits naturally into my daily routine. I’m able to provide consistent care throughout the day, including morning, afternoon, and evening check-ins depending on your pet’s needs. I’m flexible with scheduling and make sure your pet gets attention, exercise, and companionship on time every day. We believe pets are human's best friend. We will recognize the needs of the pets and respond accordingly. Be patient and calm with pets that are withdrawn or scared. Pets are sensitive to change and may be missing their owners so we will maintain their schedule as much as possible.

Sitter Profile Image: Tyler K.
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Tyler K.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
19 reviews
6 repeat clients
20 years of experience
Durham, NC, 27701

AMAZING updates/ photos! Tyler did great with our pitbull who is reactive towards other dogs. Definitely would recommend him!

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Emily S.
Sitter Profile Image: Yuji K.
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Yuji K.
from
$18
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
6 years of experience
Durham, NC, 27705

Yuji took amazing care of our pups and they had so much fun on their walk with him!! Wonderful attentiveness to their distinct personalities, needs and comfort. Can't wait for our next walk with him!

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Raven L.
Sitter Profile Image: Jonathan & Jessica V.
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Jonathan & Jessica V.
from
$25
per walk
5.0 out of 5 stars
32 reviews
6 repeat clients
15 years of experience
Durham, NC, 27705

Thank you for helping out with no notice! We appreciate you and your family so much!

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Mckenzie L.
Sitter Profile Image: Alexander S.
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Alexander S.
Star Sitter
from
$15
per walk
4.9 out of 5 stars
12 reviews
4 repeat clients
11 years of experience
Durham, NC, 27705

Alexander was great! He took the job very last minute and really saved the day!

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Morgan C.
Sitter Profile Image: Katie K.
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Katie K.
from
$20
per walk
5.0 out of 5 stars
8 reviews
3 repeat clients
34 years of experience
Hillsborough, NC, 27278

About: I grew up taking care of my family dog that we had for 13 wonderful years. I have been dog sitting for many years and have also volunteered at animal shelters in the past. My partner and I own a home in Hillsborough, where we have a large, fenced-in yard for our own pups, Reggie and Echo, to enjoy. Reggie is excitable and has a loud voice, and though he doesn't always know how to contain that energy, he's a lovebug who just wants to play with anyone and everyone. We've had a number of dogs here to stay with us, including a 12-week-old puppy, and he loves them all! We recently got him a little sister, Echo. After a 2-hour adjustment period, they were fast friends and snuggling as they napped! She's also a sweetheart and is working on learning good manners. Reggie and Echo spend most of their time traipsing around the back yard and napping in the sun. I work from home, so your dog can get plenty of supervised playtime! I can also send plenty of pictures during your little one's stay if you'd like! Let me care for your sweet pup when you are away from home! I work from home full time, so your dog and mine will have plenty of supervised care and time to play and explore the backyard! We live on an acre, and the back half is completely fenced in with a 5 ft fence to keep all pups safe and contained!

Sitter Profile Image: Alphine B.
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Alphine B.
from
$15
per walk
10 years of experience
Hillsborough, NC, 27278

About: Hi there! I’ve had pets my entire life and currently have a 6 year old Belgian Malinois/German Shepherd mix, so I’m no stranger to high energy dogs that need structure, exercise, and plenty of mental stimulation. Through caring for my own dog and helping friends and family with theirs over the years, I’ve gained experience with everything from daily walks and feeding routines to enrichment, playtime, and providing extra patience for anxious or reactive pups. I genuinely enjoy getting to know each pet’s personality and making sure they feel safe, comfortable, and loved while you’re away. One of the perks of working freelance is having a flexible schedule! That means I can often accommodate daytime walks, drop-ins, and last-minute requests. I love spending time with animals, so getting to care for pets throughout my week is something I genuinely enjoy. When caring for pets in a client’s home, my goal is to make sure they feel safe, comfortable, and cared for while maintaining their normal routine as much as possible. I’ve been trusted by friends and mutual friends to care for both their homes and pets over the years, so I understand how important that trust is and don’t take it lightly. I treat every home with respect, provide regular updates, and strive to give pet parents peace of mind while they’re away.

Sitter Profile Image: Luz A.
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Luz A.
from
$21
per walk
5.0 out of 5 stars
5 reviews
25 years of experience
Durham, NC, 27705

About: I’ve been a pet mom for over 25 years while raising my five children. Since losing my loyal companion 2 years ago and empty nesting, I am ready to shower love and care to your beloved pet. There’s nothing like the unconditional love of a pet and I can’t wait to meet your furry companion! I am currently a companion to my 90 year old mother and am home every day. I can easily incorporate care for your pet into our very flexible schedule. I can offer walks, play and companionship to your pet and visits to dog parks if they like to play with other dogs. Deck available at home- yard is not fenced in. Beautiful walking area around the lake behind our home.

Sitter Profile Image: Tamara S.
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Tamara S.
from
$20
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
15 years of experience
Durham, NC, 27705

Tamara was great! Prompt, friendly, a good communicator, and good with Avery.

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Rebecca C.
Sitter Profile Image: Kay A.
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Kay A.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
50 reviews
17 repeat clients
11 years of experience
Durham, NC, 27701

About: Experienced with dogs, cats, rodents, birds, and fish. Mature and responsible with excellent references. Playful, attentive care for them; good communication and attention to detail for you! I work freelance as an editor and am self-employed as a gardener/landscaper. My schedule is entirely my own to set, and I can easily be available on weekends and holidays as well as for last-minute engagements. Please note that the listed fee of $65 per night is overnight only. Staying at your house during the day as well, or dropping in one or more times during the day in addition to the overnight stay, incurs additional fees. I am happy to discuss specific arrangements as needed, by text or email. I carefully follow client instructions and do my best to provide the highest standard of care in their homes. For pets who are ill or elderly, I keep detailed notes and can be in regular or frequent communication as requested.

Sitter Profile Image: Kimberly R.
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Kimberly R.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
34 reviews
12 repeat clients
15 years of experience
hillsborough, NC, 27278

Kimberly was very nice and professional and clicked with our dog instantly! Looking forward to our weekly routine together!

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Shelly E.
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The median cost per walk for dog walking in Windy Hill Farm is $20

Dog parents share their Rover experiences - Windy Hill Farm

1 / 1
5.0 out of 5 stars

As usual, Vickie and Kylee were awesome. It would have been nice if my daughter's dog had cooperated with them, but that's not their fault! :-)

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Pat F.
Dog Walking
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Popular requests for dog walking - Windy Hill Farm

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Sitters in Windy Hill Farm average 4
repeat dog walking clients

FAQs for Dog Walking - Windy Hill Farm

Frequently asked questions about Rover

The average cost for Dog Walking in Windy Hill Farm on Rover is $17.12 per walk (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .

As of August 2026, there are 4,475 sitters on Rover offering Dog Walking across Windy Hill Farm. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Windy Hill Farm. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Windy Hill Farm.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.

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 walker 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 .

Yes, you can find walkers who have experience with handling special pet needs in Windy Hill Farm. On Rover:

  • 89% of walkers can help with special care needs
  • 95% can help with giving oral medications or injections
  • 96% 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.

A Meet & Greet is a short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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 walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers 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 walker.

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