Dog Boarding Windsor Mills

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Sitter Profile Image: Kelsey L.
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Kelsey L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 37 reviews
18 repeat clients
15 years of experience
Willowick, OH, 44095

“Kelsey did a wonderful job watching our dog Zippy while we were away! She kept us updated with messages and photos, which gave us great peace of mind. Zippy looked happy, well cared for, and clearly got lots of attention. 🐾 We really appreciated how reliable and kind Kelsey was throughout the stay. It’s clear she genuinely loves animals and treats them like her own. We’d absolutely trust her with Zippy again and highly recommend her to anyone looking for a great sitter on Rover! 😊”

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Robert R.
Sitter Profile Image: Susan M.
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Susan M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 394 reviews
240 repeat clients
30 years of experience
Solon, OH, 44139

“After seeing the stress our pup was experiencing when he had to be away from us I was thrilled to find Susan and Ken. He came home relaxed and happy. He’s a little dog with a big appetite (not overweight though!) and Ken was concerned about how much food I had supplied. I was so touched that he cared enough to question it. They really care about the pups they watch. We will definitely use Susan and Ken again when we need a sitter! For once I felt I didn’t have to worry about our pup’s care. Thank you for taking such great care of him.”

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Gail R.
Sitter Profile Image: Patchareya P.
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Patchareya P.
from
$45
per night
5.0 out of 5 stars
• 19 reviews
4 repeat clients
3 years of experience
Lyndhurst, OH, 44124

“Pat took great care of my dog, she sent pictures and videos to keep me updated. She’s very sweet and even worked with leash training my dog while on walks.”

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Angela W.
Sitter Profile Image: Beth & Edward B.
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Beth & Edward B.
from
$30
per night
5.0 out of 5 stars
• 296 reviews
90 repeat clients
25 years of experience
Novelty, OH, 44072

“Beth and Ed were great. It was my first time leaving my furbaby and I really felt at ease with them. Beth sent me updates and pictures everyday. I highly recommend them!”

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Sue G.
Sitter Profile Image: Melissa & Mathew G.
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Melissa & Mathew G.
from
$50
per night
4.9 out of 5 stars
• 8 reviews
2 repeat clients
37 years of experience
Mentor, OH, 44060

“They helped me out TONS by watching my Shih Tzu for about 6 days. I’ve never used Rover before, so I was a little hesitant at first. Everything went smooth and they were flexible on drop off & pickup times since we drove all day. My dog seemed extremely comfortable @ pickup and we got several pics throughout the week! I would definitely book with them again.”

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Aaron C.
Sitter Profile Image: Steven B.
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Steven B.
from
$50
per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
10 years of experience
Painesville, OH, 44077

“Steven was wonderful with our 2 year old doodle mix. He is a good communicator and a thoughtful caretaker for your pet. We will be happy to have Steven watch our her any time!”

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Renee S.
Sitter Profile Image: Lori H.
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Lori H.
from
$40
per night
1 repeat client
25 years of experience
Chagrin Falls, OH, 44023

About: I currently have 2 dogs and a cat. I have watched many friend’s dogs and cats for over 20 years and treat everyone’s pets as if they are my own. My teenage boys and I help out with around 10 dogs in our neighborhood when owners are out of town or need just need someone to let their dog out while they are gone for a full day. I am home during the days and am able to spend plenty of time with your pet! I am home during the day and can give them attention all day long! I am able to adjust my day to fit your pet’s needs. Although I do not have a fenced yard (invisible fence only), I’m happy to take them out on a leash. They must be friendly with other dogs and my 2 dogs love making new furry friends! My cat will be indifferent ;) We have an acre yard for dogs to enjoy and I’m willing to take them on walks in local parks for extra exercise too.

Sitter Profile Image: Deanna W.
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Deanna W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 86 reviews
38 repeat clients
12 years of experience
Ravenna, OH, 44266

“Deanna was awesome and Brownie adjusted to her really well! We received daily pictures with her new friends. Dee responds back quickly. She put our minds at ease and knew our girl would be in good hands!! Definitely will be using her again!!”

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Tina D.
Sitter Profile Image: LeAndra B.
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LeAndra B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
15 years of experience
Euclid, OH, 44123

“LeAndra was very communicative throughout the trip and took the time to share pictures and updates that put our mind at ease. She walked Hermione and made sure she felt loved even through the 4th of July fireworks. Would absolutely book again.”

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Andrianna S.
Sitter Profile Image: Hayley S.
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Hayley S.
from
$80
per night
5.0 out of 5 stars
• 9 reviews
4 repeat clients
20 years of experience
Eastlake, OH, 44095

“Hayley was so easy to work with and took great care of our dog! She provided plenty of updates and pictures throughout the stay! Our dog and hers got along perfectly. We will absolutely be using Hayley's services again in the future!”

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Kevin C.
Sitter Profile Image: Katie M.
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Katie M.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 67 reviews
20 repeat clients
20 years of experience
Willoughby Hills, OH, 44094

“Mac had a great overnight with Katie! I really appreciated all the texts and pictures Katie sent, especially since it was our puppy’s first night away. I can tell that Mac was given lots of care and attention. We will definitely book with Katie again!”

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Kelly H.
Sitter Profile Image: Kelsey K.
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Kelsey K.
from
$55
per night
5.0 out of 5 stars
• 39 reviews
16 repeat clients
20 years of experience
Mentor, OH, 44060

“It's like my dog gets his own little vacation while I'm on mine. She sends regular updates and she is very good at responding fast. I'm lucky to have found her on Rover.”

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Hayley F.
Sitter Profile Image: Kaitlynn M.
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Kaitlynn M.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 76 reviews
29 repeat clients
27 years of experience
Euclid, OH, 44117

“Kaitlynn you as great with Noland. I could tell she took great care of him because he was very happy when I got him back. She is very accommodating. She sent lots of pics and updates. Thank you again!”

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Clifton H.
Sitter Profile Image: Austin W.
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Austin W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 195 reviews
73 repeat clients
10 years of experience
Lyndhurst, OH, 44124

“We had to drop off our dog Ollie due to a family wedding! Austin was a great communicator and was very flexible with us during the wedding week. Ollie seemed to have a very good time with his dogs as well! Thank you so much!”

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Shivani N.
Sitter Profile Image: Rhiana L.
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Rhiana L.
from
$49
per night
5.0 out of 5 stars
• 44 reviews
13 repeat clients
10 years of experience
Mentor, OH, 44060

“We were very happy with how our Shelby was received and treated. Rhiana sent us a message and photo each day. We would recommend her to other dog owners.”

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Marlene L.
Sitter Profile Image: Jonathon T.
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Jonathon T.
from
$40
per night
5.0 out of 5 stars
• 5 reviews
15 years of experience
Euclid, OH, 44123

“Rex seems to have had a great time! We got daily updates and pictures which was awesome and everything from drop-off to pickup went smoothly. Would definitely ask Jonathon to watch Rex again in the future if needed.”

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Justus M.
Sitter Profile Image: Jacob & Lisa T.
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Jacob & Lisa T.
from
$60
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
25 years of experience
Eastlake, OH, 44095

About: We have each had dogs our entire lives. We currently have husky who is 1 1/2 years old and a 2 year old mini Australian Shepherd. They are both rescues. They are playful and enjoy being around other dogs. Free for plenty of walks and playtime during the day. I work from home with a very flexible schedule and will be able to keep a good eye on your dog. We have a pet friendly home inside and out. Our yard is fenced in. We have dog toys and balls all over. The dogs get plenty of exercise throughout the day.

Sitter Profile Image: Sandra L.
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Sandra L.
from
$75
per night
5.0 out of 5 stars
• 21 reviews
1 repeat client
35 years of experience
Newbury, OH, 44065

“Sandra was wonderful! She took in our dogs for boarding while we were away in Ohio on a family vacation, even without a meet and greet beforehand. She made the process super easy and stress-free. Our dogs were well cared for, and we felt comfortable knowing they were in good hands. We really appreciate her flexibility and care. Highly recommend!”

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Brian A.
Sitter Profile Image: Connie H.
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Connie H.
from
$50
per night
5.0 out of 5 stars
• 10 reviews
36 years of experience
Ravenna, OH, 44266

“Connie is Wonderful!!!! She gave me updates and pictures. Her dog was the perfect playmate for my dog. I felt confident leaving my dog with her because she has tons of experience with dogs. She is a trainer, a groomer and very active in the dog world. She is perfectly set up to handle multiple dogs. She has a nice fenced in, shaded backyard that is very private. It makes for a great doggie playground. My dog's stay was a totally positive experience. I would definitely book with Connie again. You can tell...Connie truly loves dogs!!! I can't say enough about her!!!”

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Sarah W.
Sitter Profile Image: Carol P.
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Carol P.
from
$60
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
40 years of experience
Reminderville, OH, 44202

“Thank you Carol for taking such great care of our dogo! It’s such a relief to know she’s in your wonderful care ❤️”

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Mami I.
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The median cost per night for dog boarding in Windsor Mills is €45

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 - Windsor Mills

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Windsor Mills average 11
repeat dog boarding clients

FAQs for Dog Boarding - Windsor Mills

Frequently asked questions about Rover

As of November 2026, there are 303 sitters on Rover offering Dog Boarding across Windsor Mills. 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 Windsor Mills 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 Windsor Mills 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 Mills.

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 Windsor Mills. On Rover:

  • 93% of sitters can help with special care needs
  • 96% 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 Windsor Mills 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.

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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