Dog Boarding Windsor

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Windsor, 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: Dawn D.
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Dawn D.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 327 reviews
128 repeat clients
30 years of experience
Pleasant Plain, OH, 45162

“Dawn is fabulous! We added a (very tiny) yorkie rescue to our family, and this was the first time we’ve had to travel without him since we’ve had him. He is very attached to me, and I was worried about leaving him. Dawn was great. He had fun with her other dogs and I got lots of great photos with him snuggling up with his other buddies there. We would definitely recommend her and will use her again. Thank you Dawn!”

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Terah V.
Sitter Profile Image: Kimberely H.
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Kimberely H.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 57 reviews
28 repeat clients
45 years of experience
Cincinnati, OH, 45244

“Kimberely was AMAZING with our energetic pup Mabel. She sent daily updates and videos. Mabel had a great time in her fenced in back yard. We’d love to use her again in the future!”

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Mikel Q.
Sitter Profile Image: Chris B.
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Chris B.
from
$39
per night
5.0 out of 5 stars
• 12 reviews
1 repeat client
20 years of experience
Lebanon, OH, 45036

“Chris took great care of our dog. He sent terrific photos each day and gave a report on how she was getting along. She went on walks and played with his daughters. We would be happy to use Chris again. Highly recommend him.”

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Jessica K.
Sitter Profile Image: Dariana G.
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Dariana G.
from
$35
per night
5.0 out of 5 stars
• 13 reviews
2 repeat clients
13 years of experience
Maineville, OH, 45039

“Dariana was an excellent sitter for Luna. She was responsive, flexible, and provided regular updates. Luna very clearly was happy and comfortable during her stay. I would 100% recommend her! 😊”

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Tina K.
Sitter Profile Image: Elisheba H.
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Elisheba H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 15 reviews
7 repeat clients
15 years of experience
Kennedy Heights, Cincinnati, OH, 45213

“Elisheba was wonderful with my dog. She gave me daily updates on how she was doing and sent me fun pictures of the adventures they had while I was gone. I highly recommend her as a sitter for your pet as she has a true love for animals and she will welcome them into her home and take care of them as if it was her own pet.”

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Alicia N.
Sitter Profile Image: Kathleen E.
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Kathleen E.
from
$50
per night
5.0 out of 5 stars
• 34 reviews
10 repeat clients
25 years of experience
Kings Mills, OH, 45034

“Kathleen and her family are so amazing with Penelope. This is the second time I have booked with them and plan on it in the future. My dog is so excited to stay with them and they are always so great with her!!”

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Caroline S.
Sitter Profile Image: Sabrina H.
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Sabrina H.
from
$49
per night
5.0 out of 5 stars
• 64 reviews
24 repeat clients
20 years of experience
Lebanon, OH, 45036

“Sabrina and her family were amazing hosts for our 8 year old Aussie! She had plenty of room to run and lots of friends to play with while we were away. When we brought her home she was exhausted from all the fun she had!”

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Paige R.
Sitter Profile Image: Claire C.
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Claire C.
from
$40
per night
5.0 out of 5 stars
• 24 reviews
6 repeat clients
25 years of experience
Waynesville, OH, 45068

“This is our second time using Claire and she was amazing once again! We will continue to use her for our dog sitting needs and will continue to recommend her to others!”

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Paige B.
Sitter Profile Image: Karin K.
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Karin K.
from
$38
per night
5.0 out of 5 stars
• 23 reviews
10 repeat clients
17 years of experience
Dayton, OH, 45342

“This is the first time we have ever boarded a fur baby in someone’s home. We were very nervous. Our dog has stitches and needed meds during his stay and Karin was able to accommodate his needs! She was also awesome at sending us pictures and updates. It was great seeing him having fun! We will definitely be using her again! We will even do some doggy daycare since our dogs are besties now!”

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Alexa K.
Sitter Profile Image: Nicole K.
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Nicole K.
from
$30
per night
5.0 out of 5 stars
• 24 reviews
10 repeat clients
7 years of experience
Loveland, OH, 45140

“Nicole and her family were amazing with our dog, Maverick. He has some separation anxiety and he did so well in their care. They will be our go-to dog sitters from this point forward.”

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Emily H.
Sitter Profile Image: Heather T.
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Heather T.
from
$40
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
15 years of experience
Blue Ash, OH, 45242

“Nash always has a great time with Heather! Says she gives great cuddles and plenty of comfy spots to hang - 10/10 recommend”

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Jenna F.
Sitter Profile Image: Lisa S.
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Lisa S.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 145 reviews
69 repeat clients
2 years of experience
Liberty Township, OH, 45011

“Lisa and her family were very flexible, easy to work with and communicated with us daily. They took great care of our dog and welcomed him into their family. Would definitely use again. Thanks so much”

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Diane H.
Sitter Profile Image: Avery B.
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Avery B.
from
$32
per night
5.0 out of 5 stars
• 273 reviews
61 repeat clients
19 years of experience
Batavia, OH, 45103

“Avery was great! She sent updates and pictures. My girls were well taken care of and loved on! I would definitely use her again and highly recommend her.”

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Angie R.
Sitter Profile Image: Colleen C.
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Colleen C.
from
$35
per night
5.0 out of 5 stars
• 113 reviews
43 repeat clients
33 years of experience
Norwood, OH, 45212

“Colleen was amazing. She took such great care of my older dog and kept me updated on how things were going. She made traveling easy and I have been recommending this website and her to others. I would definitely use her again. ”

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Christy W.
Sitter Profile Image: Meaghan D.
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Meaghan D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 24 reviews
6 repeat clients
11 years of experience
Blue Ash, OH, 45242

“Meghan did a wonderful job with my senior dog. I was nervous to leave her, because I don't do it much, but I definitely felt better knowing she was in Meghan's care. She's very thorough in gathering information to ensure your pup has the best, most comfortable time. I'll definitely be asking her again.”

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Nathaniel G.
Sitter Profile Image: Nicole C.
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Nicole C.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 104 reviews
36 repeat clients
8 years of experience
Liberty Township, OH, 45044

“Third time I leave my dogs with Nicole and her family while I’m out of town and again awesome experience. My dogs love being with them! They enjoy running in their playground and playing with other doggie friends. I got daily updates and lots of videos and pictures. If I could I would rate her with more than 5 stars. Thanks Nicole & family 😃”

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Francisco R.
Sitter Profile Image: Kristin R.
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Kristin R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 67 reviews
20 repeat clients
24 years of experience
Centerville, OH, 45458

“Kristin was great! Very easy going, prompt with returning messages. She took our dog out for multiple walks. Leo seemed very happy and tired after his weekend away with all the attention he was given.”

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Rachel E.
Sitter Profile Image: Kaleb W.
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Kaleb W.
from
$25
per night
20 years of experience
Lebanon, OH, 45036

About: What sets me apart is my patience, reliability, and experience providing care for others. I understand the importance of building trust, following routines, and paying close attention to individual needs. My background caring for adults with developmental disabilities has strengthened my ability to be responsible, observant, and compassionate—qualities that are just as important when caring for pets. I treat every pet as if they were my own, taking the time to learn their personality, preferences, and comfort level. Whether a pet is energetic and playful or prefers a calm environment, I adapt my care to meet their needs. I am comfortable following detailed care instructions, administering medications when needed, and providing extra attention to puppies, senior pets, or pets that may be anxious while their owners are away. My goal is to ensure every pet feels safe, happy, loved, and well cared for throughout their stay. Pet care fits very well into my daily routine. I have experience providing dependable care for others and understand the importance of consistency, patience, and attention to individual needs. I enjoy spending time with animals and am comfortable incorporating feeding schedules, walks, playtime, medication administration, and companionship into my day. I believe pets thrive when they have structure, exercise, and plenty of affection, and I take pride in making sure they feel safe, comfortable, and well cared for while their owners are away. My flexible schedule allows me to give pets the time and attention they deserve. When caring for pets in my client's home, I strive to keep their routine as consistent as possible. I follow the owner's instructions for feeding, exercise, medications, and any special care needs. I provide plenty of attention, playtime, and companionship while ensuring pets have a safe, clean, and comfortable environment. I also keep owners updated with messages and photos so they can feel confident their pets are being well cared for. If providing care in my home, I create a safe, pet-friendly environment with regular feeding schedules, exercise, supervised play, fresh water, and plenty of affection. I pay close attention to each pet's personality and needs to help them feel comfortable and reduce any stress from being away from home.

Sitter Profile Image: Alyssa S.
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Alyssa S.
from
$40
per night
2 repeat clients
15 years of experience
Milford, OH, 45150

About: I’ve been caring for pets for over 15 years and have always loved getting to know their unique personalities and routines. I’m dependable, patient, and genuinely enjoy giving pets the attention, comfort, exercise, and companionship they need. My goal is to make your pets feel safe, happy, and loved while you’re away. As a work-from-home mom, pet sitting fits naturally into my daily routine. My flexible schedule allows me to be available for visits, walks, feedings, and plenty of attention throughout the day. I love having pets as part of my routine and enjoy making sure they feel comfortable, cared for, and loved while their families are away. I care for every pet with patience, love, and attention to their individual routine. In my home, pets have access to an unfenced yard for supervised outdoor time and plenty of room to relax. In a client’s home, I follow their instructions closely and keep their pet comfortable in their familiar environment.

Sitter Profile Image: Monte W.
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Monte W.
from
$28
per night
5.0 out of 5 stars
• 16 reviews
5 repeat clients
25 years of experience
Central Business District, Cincinnati, OH, 45202

“Monte did a wonderful job keeping tabs on my pup! He was kind and welcoming with the introductions, as well as his furry companion. Definitely will be contacting Monte again in the future.”

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Trina N.
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  • 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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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    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

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Popular requests for dog boarding - Windsor

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FAQs for Dog Boarding - Windsor

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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 Windsor 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 Windsor.

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.

You and your Windsor 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 OH 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.

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