Dog Boarding Windwood

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Windwood, Find top rated dog boarding

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: Tulasi K.
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Tulasi K.
from
$35
per night
4.9 out of 5 stars
• 187 reviews
83 repeat clients
29 years of experience
Sandy Ridge, NC, 27046

“I highly recommend leaving your baby with these phenomenal people! They took such great care of Declan! They kept me updated on him since he has a broken leg as well as sent a lot of pictures! We will definitely be using them again to take care of our little man!!”

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Trey W.
Sitter Profile Image: Candace L.
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Candace L.
Star Sitter
from
$30
per night
4.9 out of 5 stars
• 51 reviews
12 repeat clients
10 years of experience
Rocky Mount, VA, 24151

“Candace did a great job with my dog Paisley. Her little tailwagger got along nicely with mine, and there were no rough spots. I would use her again.”

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Forrest W.
Sitter Profile Image: Rhianna F.
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Rhianna F.
from
$45
per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
12 years of experience
Danville, VA, 24540

“Rhianna was so amazing 5 stars are not enough. My fur baby Deuce is very particular and has allergies and a strict diet. Rhianna not only followed Deuce’s routine she provided the love and care he would receive at home. We were visiting. Danville and needed a sitter at the last minute to enjoy a family reunion and Rhianna was a God sent. She was very thorough, professional, warm, and welcoming. She sent multiple pictures and videos the entire time and I never had to reach out to her to ask about Deuce. I would absolutely recommend her to anybody in the Danville area and when we return we will use her services again.”

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Brea B.
Sitter Profile Image: Briana M.
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Briana M.
from
$45
per night
5.0 out of 5 stars
• 24 reviews
7 repeat clients
8 years of experience
Stoneville, NC, 27048

“This was my first time boarding my Aussie, and I was honestly a bit nervous — but she did an amazing job reassuring me from the start. She made the whole process feel easy and stress-free, which I really appreciated. I was especially worried because she has three dogs, and my Aussie can get a little overwhelmed. But she handled introductions perfectly — slow, one at a time — and my dog adjusted way better than I expected. Fast forward to pickup time… I think my dog may have forgotten who I am Not only was she completely comfortable, but she had already decided that the husband was her human now (and she normally reserves that level of love for my own husband). At one point, he was petting one of his own dogs, and mine started whining like, “Excuse me?? That’s MY attention.” The jealousy was very real. So overall: ✅ Great communication and reassurance ✅ Thoughtful, safe dog introductions ✅ Happy, well-adjusted pup ❗ Slight risk your dog will try to move in permanently Would absolutely book again — just emotionally preparing myself for the betrayal next time”

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Kro B.
Sitter Profile Image: Mary P.
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Mary P.
from
$38
per night
5.0 out of 5 stars
• 14 reviews
2 repeat clients
20 years of experience
Greensboro, NC, 27410

“Mary was fantastic. She kept me updated with how my dog, Gemma, was adjusting and sent great photos that made it obvious her family was enjoying Gemma and Gemma was loving her time there as well.”

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Jackie W.
Sitter Profile Image: Ashley Y.
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Ashley Y.
from
$35
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
7 years of experience
Colfax, NC, 27235

“Ashley made sure our dog felt comfortable right away. Throughout the stay, she sent us lots of wonderful photos, and it was clear our dog was truly happy. She cares for dogs with so much love and attention. We couldn’t have asked for a better experience.”

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Anouk & Brent S.
Sitter Profile Image: Kacie W.
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Kacie W.
from
$40
per night
5.0 out of 5 stars
• 9 reviews
15 years of experience
Stokesdale, NC, 27357

“Kacie was absolutely incredible with our dog Brodie! We were in town for our wedding at Bella Collina and she went above and beyond and you can tell she is just super caring of all the dogs she takes care of. We worked out an arrangement where she would bring our dog to our venue for our ceremony and it went sooo smooth! I would 100% recommend her, especially for any others who may be coming in out of town and might not get a meet and greet like we couldn't. Our only regret is that she didn't live closer, as she would definitely have become our go to sitter after this experience.”

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Jeovanna R.
Sitter Profile Image: Jenna & Shane M.
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Jenna & Shane M.
from
$45
per night
5.0 out of 5 stars
• 254 reviews
119 repeat clients
18 years of experience
oak ridge, NC, 27310

“Jenna and Shane took so good care of my matty girl! Kept me updated with pictures which I loved. Matty didn’t want to leave, I will definitely be rebooking with this couple thank you so much!!”

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Makayla J.
Sitter Profile Image: Rebecca H.
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Rebecca H.
from
$39
per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
20 years of experience
Colfax, NC, 27235

“This was our first time using Rebecca. We felt very comfortable leaving Rusty in her care. She was very prompt in answering our texts and sent updates and pictures of Rusty.”

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Gail K.
Sitter Profile Image: Christy C.
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Christy C.
from
$40
per night
5.0 out of 5 stars
• 15 reviews
4 repeat clients
25 years of experience
Burlington, NC, 27217

“This was the 1st time we've left Hero with anyone while we went out of town, but when we had our initial meet and greet with Christy, I felt comfortable leaving him. Christy sent us pictures and we laughed because he looked right at home. I definitely will be using Christy again and will be recommending her! Thank you Christy”

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Carla M.
Sitter Profile Image: Grace C.
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Grace C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 215 reviews
101 repeat clients
9 years of experience
Burlington, NC, 27217

“Grace was wonderful with our little dog. She sent pictures and videos. She made sure he got good exercise and lots of love. He was a happy dog when we got him. Thank you!”

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Jennie J.
Sitter Profile Image: Caitlin R.
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Caitlin R.
from
$30
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
15 years of experience
Greensboro, NC, 27405

“I appreciate Caitlin watching over my Chiko boy. Chiko said he had a great stay and he had no complaints. He looks forward to staying with Caitlin again!”

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Karla O.
Sitter Profile Image: Taza B.
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Taza B.
from
$50
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
11 years of experience
Madison, NC, 27025

About: I have always loved and cared for animals basically all of my life. I have a chihuahua named Minnie and cat named Blue Kittles, both are very friendly, loving, and full of energy! I love caring for animals while making sure they're happy, healthy, and safe! I graduated from North Carolina A&T State University with a Bachelors in Animal Science in December 2020. Being that I have a lot experience working with dogs, cats, chickens, turkey, cattle, and swine animals it doesn’t matter what kind of animal you may have I know what it takes to keep any animal safe and happy ! As a teacher on summer break, I now have more time to care for my pets daily with walks, feedings, grooming, and extra play and bonding. I provide consistent care by feeding, walking, grooming, and giving attention to pets. In clients' homes, I follow specific instructions to maintain routines and comfort.

Sitter Profile Image: Kelly D.
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Kelly D.
from
$40
per night
5.0 out of 5 stars
• 10 reviews
1 repeat client
25 years of experience
Kernersville, NC, 27284

“Kelly was great! She was responsive to my questions and provided timely updates on my dog, Lucy. Lucy got along well with her dog so it was an overall great experience!”

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Laura C.
Sitter Profile Image: Darcy R.
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Darcy R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 235 reviews
42 repeat clients
6 years of experience
Kernersville, NC, 27284

“Darcy is the BEST!!! She took fantastic care of my boys. Gave me daily updates and sent me the cutest pictures! I am so grateful she loved them like her own for the week 🥰 She even sent their bowls back sparkling clean ✨ 10/10 recommend!! I will definitely be using her services again.”

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Julie H.
Sitter Profile Image: Dessie M.
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Dessie M.
Star Sitter
from
$32
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
5 years of experience
Jamestown, NC, 27282

“Dessie took great care of our dogs. She took them to the dog park and sent us updates daily. She also gave us a nice bag of treats, doggie bags, and a nice letter! I could tell my dogs were super happy with their stay and well taken care of”

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ryan s.
Sitter Profile Image: Debbie B.
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Debbie B.
from
$55
per night
5.0 out of 5 stars
• 19 reviews
3 repeat clients
35 years of experience
Elon, NC, 27244

“I cannot say enough about Debbie! She is extremely remarkable. My wife and I couldn't be any happier with the peace of mind we had knowing that Bobby was taking well care of. Everyday Debbie would update us of how the day was going for our baby. I would highly reccomend her as she is the best!”

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Wilmer R.
Sitter Profile Image: Lauren T.
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Lauren T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 25 reviews
4 repeat clients
26 years of experience
Greensboro, NC, 27455

“Lauren was so great while watching our pup over the weekend!!! We could tell he really enjoyed his time with her and her family! Thank you Lauren!”

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Mott H.
Sitter Profile Image: Thais N.
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Thais N.
from
$55
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
2 years of experience
Kernersville, NC, 27284

“Our first time boarding our boy and couldn’t have gone better! She updated us daily and come to me with any questions not previously gone over. My pup was extremely happy and well taken care of.”

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Caylee W.
Sitter Profile Image: Imani W.
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Imani W.
from
$57
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Greensboro, NC, 27403

“Sully really enjoyed himself With Imani. She's sweet, caring and youll be able to tell when you meet her that your pet will be on great hands. Sully's really picky with who he likes and it didn't even take two minutes to get his approval 😂 will definitely bring him by again!”

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Desean M.
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The median cost per night for dog boarding in Windwood is $40

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?

  • Cashless payments

    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 to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Windwood

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Windwood average 13
repeat dog boarding clients

FAQs for Dog Boarding - Windwood

Frequently asked questions about Rover

As of November 2026, there are 262 sitters on Rover offering Dog Boarding across Windwood. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

95% of sitters in Windwood can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Windwood home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Windwood.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

Yes, you can find sitters who have experience with handling special pet needs in Windwood. On Rover:

  • 92% of sitters can help with special care needs
  • 95% 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.

You and your Windwood sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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.

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in NC ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

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 dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog 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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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