Dog Boarding Windsor

Find a loving dog boarder to watch your dog overnight at your sitter's home.

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Over 542
pet parents in Windsor have booked dog boarding

Windsor, Find top rated dog boarding

Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Norman S.
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Norman S.
$50
total per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
50 years of experience
Windsor, ON, N8X

“Norman was a pleasure to deal with setting up our dog Carley's stay, and treated her well! Carley was very happy, healthy and safe; she lived her visit!”

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Beverley M.
Sitter Profile Image: Magdalene S.
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Magdalene S.
Star Sitter
US$24
total per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
10 years of experience
Midtown, Detroit, MI, 48201

“She is THE BEST. She gave my dog a bath which was really cool of her and my dog is really comfortable with her. Highly recommend her, she is awesome!”

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Stephen H.
Sitter Profile Image: Angela W.
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Angela W.
Star Sitter
US$45
total per night
5.0 out of 5 stars
• 27 reviews
10 repeat clients
20 years of experience
Grosse Pointe, MI, 48230

“Lucille had a great time at Angela’s! Her communication was good and she helped me/Lucille feel at east about the other dogs that were around”

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Natalie R.
Sitter Profile Image: Manu S.
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Manu S.
$56
total per night
5.0 out of 5 stars
• 26 reviews
9 repeat clients
20 years of experience
Windsor, ON, N9E

“Manu was so gracious and helpful. Taking in my old puppy for a couple of days while I went to visit family. She gave a lot of updates and asked a lot of pertinent questions. I would highly recommend Manu and will definitely feel comfortable for Tegan to stay with her again in the future.”

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Kate D.
Sitter Profile Image: Emily H.
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Emily H.
Star Sitter
US$50
total per night
5.0 out of 5 stars
• 19 reviews
3 repeat clients
20 years of experience
Detroit, MI, 48206

“Emily, Jason & Larry were excellent hosts!! Upon my request for a sitter, they suggested a meet & greet between our dogs. They were welcoming and caring about insuring the dogs were compatible. We agreed on letting Nanook stay. They were very communicative about what our dog was up to, how he was getting along with Larry and they sent photos too. After the stay we were surprised to have received a thank you note and a personalized treat in our bag. That was such a sweet touch! We would definitely book with Emily & Jason again! Nanook enjoyed his stay with them and Larry!”

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Angelica R.
Sitter Profile Image: Natalia V.
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Natalia V.
Star Sitter
$44
total per night
4.9 out of 5 stars
• 107 reviews
28 repeat clients
15 years of experience
Windsor, ON, N8S

“Natalia and her husband took AMAZING care of our dog Sam. He loved every second there. They were very accommodating with pick up/drop off times. I will definitely being taking Sam back to them next time we need a sitter.”

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Andy R.
Sitter Profile Image: Jess K.
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Jess K.
Star Sitter
US$67
total per night
5.0 out of 5 stars
• 87 reviews
41 repeat clients
28 years of experience
Midtown, Detroit, MI, 48201

“Jess is wonderful. I have engaged her twice to board my American Staffordshire Bull Terrier. Both times issues arose, one was a health issue and another where my flight was cancelled and I needed extra days of care. She cheerfully accommodated the situation and put my mind at ease during a stressful time. She takes great care of Halle, who is a rescue and can be reactive towards other dogs. I usually have to give a lot of instructions for sitters, but not so much with Jess, she just knows what to do. I especially noticed that Halle was more relaxed after staying with Jess. Now that she is used to her, I feel really comfortable leaving Halle with Jess.”

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Ann B.
Sitter Profile Image: Jeannette P.
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Jeannette P.
US$45
total per night
5.0 out of 5 stars
• 604 reviews
120 repeat clients
35 years of experience
Downtown, Detroit, MI, 48226

“Five stars are not enough to praise Jeannette. I had to go into emergency surgery after I went to the emergency room. It was 4th of July weekend and I didn’t have anyone to watch my dog, Ellie. I contacted Jeannette who immediately offered to come to the hospital and get the keys to my home. Once she arrived she reassured me that Ellie would be okay. I was free to focus on the surgery and not on the wellbeing of my friend. I absolutely recommend Jeannette’s pet services. She is an absolute rock star!”

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Dan C.
Sitter Profile Image: Arianna V.
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Arianna V.
US$45
total per night
12 years of experience
West Side Industrial, Detroit, MI, 48226

About: I’ve been taking care of dogs & cats for as long as I can remember! I love taking them on walks, playing with them, & giving them plenty of pets, cuddles & snuggles. I have experience caring for dogs of all ages, from playful little puppies to older dogs who need a little extra patience and attention. My friends & family have lots of dogs, so I’m comfortable and familiar with interacting with various breeds of all sizes & ages. I understand that every dog has their own personality and needs, & I enjoy getting to know them & making sure they feel safe, comfortable, & loved. I’ll also send plenty of updates & pictures of your fur baby throughout their stay to give you peace of mind while you’re away! I’m super flexible, so whatever you need, don’t hesitate to ask. I can’t wait to meet you and your pet! :) I have complete open availability! I work occasionally on a per diem basis, which means I have a flexible schedule & can accommodate a variety of times throughout the day. Whether you need early mornings, afternoons, evening care, or overnight stays, I’m happy to work with your schedule & your pet’s needs. I’m also happy to accommodate last-minute requests whenever possible, so don’t hesitate to reach out if something comes up unexpectedly! I can be home throughout the day to keep a close eye on your fur baby, give them plenty of attention, & make sure they feel safe, comfortable, & loved. I’m super flexible, so I’ll do my best to accommodate you and your pet! Your pet’s safety, comfort, & happiness are my top priorities! My apartment complex has a little gated park & a mini dog park where your pup can enjoy some fresh air, exercise, & playtime. I also live right off the Detroit River, so I can take your furry friend on a nice, relaxing stroll along the boardwalk & enjoy the beautiful scenery! My apartment is over 1,000 square feet, so there’s plenty of room for your pets to play, explore, & feel comfortable during their stay. I also have a 10-foot cat tree for any kitties who decide to stay, giving them plenty of space to climb, perch, & enjoy themselves! I always make sure to keep pets safe, supervised, & comfortable while following their individual routines & needs. Whether we're going for walks, playing outside, or relaxing at home, I’ll make sure your pet receives plenty of love, attention, & care. I’m happy to follow any specific instructions you have to make sure your pet feels right at home. I want you to have peace of mind knowing your furry friend is in a safe, loving environment while you’re away!

Sitter Profile Image: Rosemarie C.
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Rosemarie C.
$43
total per night
4.9 out of 5 stars
• 20 reviews
13 repeat clients
30 years of experience
Windsor, ON, N8W

“Dog seemed very happy playing with other dogs”

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Michael K.
Sitter Profile Image: Nia & Phillip L.
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Nia & Phillip L.
Star Sitter
US$43
total per night
5.0 out of 5 stars
• 67 reviews
22 repeat clients
10 years of experience
Detroit, MI, 48224

“Best experienced ever. Nia was great. So was Phillip. Great folks. They took good care of Lilly. They were very engaged and sent us pics as well as video. There was plenty of room in the yard for our dog to play. I highly recommend them. We will call on them again soon.”

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Santorini L.
Sitter Profile Image: David B.
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David B.
Star Sitter
US$45
total per night
4.9 out of 5 stars
• 74 reviews
25 repeat clients
5 years of experience
Allen Park, MI, 48101

“David was amazing! We needed a last-minute overnight boarding for our puppy, Teddy, and he was incredibly responsive from the start. He was friendly, communicative, and immediately put our minds at ease about leaving Teddy for the night. We truly appreciated his kindness and flexibility, and we'll definitely be using his services again. Highly recommend!”

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Kayla R.
Sitter Profile Image: Whitley P.
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Whitley P.
Star Sitter
US$56
total per night
4.9 out of 5 stars
• 32 reviews
8 repeat clients
25 years of experience
Ferndale, MI, 48220

“Oliver had an amazing time with Whitley and her pup Ollie! They were so cute together, playing and having fun. I was nervous as this was the first time Oliver stayed with someone he didn’t know and Whitley made him feel comfortable and happy. Thank you!”

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Kelly B.
Sitter Profile Image: Azariah P.
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Azariah P.
Star Sitter
US$23
total per night
5.0 out of 5 stars
• 22 reviews
6 repeat clients
8 years of experience
Midtown, Detroit, MI, 48201

“I can tell my cat was happy and well cared for. Azariah has a mildness that settled my nerves when I dropped Petey off. This was my first time using a pet sitter. She sent pics and updates that helped me not worry at all and just enjoy my vacation. I would definitely use her services again.”

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Bianca B.
Sitter Profile Image: Puja B.
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Puja B.
$50
total per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
9 years of experience
Windsor, ON, N8Y

“Puja was amazing with our Spotz. She was very accommodating of our drop off and pick up time. She took super care of Spotz and was very detailed about knowing instructions in order to help Spotz have a good stay. She updated us regularly with pictures and emails which helped to put our minds at ease since this was a long stay (8 days). Spotz got lots of exercise and outdoor time daily and all the love and cuddles he enjoys. We will definitely board Spotz with her in the future. It’s become his home away from him. Thanks Puja!”

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Nadia B.
Sitter Profile Image: Irina G.
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Irina G.
$39
total per night
45 years of experience
Windsor, ON, N8S

About: I've had dogs and cats since childhood and presently I have 2 very sweet cats that I love dearly. I dog sit in my house for my family and friends when they're away. I love all dogs and cats. I am recently retired and like to keep myself busy and active. Love to take long walks around the neighborhood, but it'll be more fun with a dog, don't you think? I have a one floor house with a big fenced yard where your dog can run and play fetch. My cats are used with dogs, so there will be no problems.

Sitter Profile Image: Rafael C.
Verified Background Check
Rafael C.
$39
total per night
5.0 out of 5 stars
• 17 reviews
4 repeat clients
2 years of experience
Windsor, ON, N8S

“Rafael and his partner took fantastic care of my senior dog, who was still recovering from recent surgery. They were incredibly attentive, providing daily updates and photos that gave me complete peace of mind while I was away. They’re a super communicative and genuinely kind couple — I could tell Mistral was in great hands. I wouldn’t hesitate to book with them again. Highly recommended!”

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Cedric G.
Sitter Profile Image: Cody L.
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Cody L.
Star Sitter
US$56
total per night
5.0 out of 5 stars
• 60 reviews
22 repeat clients
25 years of experience
Hazel Park, MI, 48030

“Cody was so great with our golden retriever, Snoop! His dog seemed to get along well with Snoop and it was great to know he was in a good environment being well taken care of!”

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Hannah P.
Sitter Profile Image: Lila & Liam C.
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Lila & Liam C.
US$50
total per night
12 years of experience
Nw Goldberg, Detroit, MI, 48208

About: I had a dog aggressive dog for six years and it was always hard to find a sitter. We want to make sure other people can find a place for their dog where they will be comfortable and the owners can enjoy their time away without worry. We are home starting Thursday evening and would be available to take care of your doggie so they will feel comfortable. We can take your dog on walks and because we have the weekend off we can spend as much time as needed to make your pet feel loved. Together we have experience walking a dog reactive dog in the UP and Detroit where anything could happen at a moments notice. We understand how important it is to avoid triggers, and what to do to help you dog when it's unavoidable. We also have experience with old dogs who need medicine and low impact play time as well as anxious dogs who aren't sure what's going on.

Sitter Profile Image: Eleanor K.
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Eleanor K.
$30
total per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
8 years of experience
Windsor, ON, N9C

“We had a wonderful experience with Eleanor. She was caring, reliable, and treated our dog like her own. We felt completely comfortable knowing our dog was in such good hands. I highly recommend her and would definitely use her services again! ❤️🐾”

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Parisa P.
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The median cost per night for dog boarding in Windsor is $46

Dog parents share their Rover experiences - Windsor

1 / 1
5.0 out of 5 stars

I was very happy with Lasya - She treated Bella like her own dog. She sent pictures of her and responded right away whenever I had a question.

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Mary S.
Boarding
5.0 out of 5 stars

Manu is incredibly patient with our Corgi and Cockapoo. She absolutely loves animals. Our only regret is we're leaving the area and our girls will no longer get to visit Manu. If we return to Windsor, we will absolutely book with Manu again.

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Tina D.
Boarding
5.0 out of 5 stars

Norman was a pleasure to deal with setting up our dog Carley's stay, and treated her well! Carley was very happy, healthy and safe; she lived her visit!

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Beverley M.
Boarding
5.0 out of 5 stars

Duke had a good day and a long walk. When I got him back, it was like walking a new dog. Not sure how they managed that, but I’m sure happy about that!

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Jason H.
Boarding
5.0 out of 5 stars

Our dog Kit has stayed with Tara a few times now and every time it is a great experience for everyone! Kit loves Tara, and Tara takes amazing care of Kit, providing us with lots of updates along the way. Always 5 stars!

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Emily I.
Boarding
5.0 out of 5 stars

Mariah took excellent care of our aussiedoodle Sox while we were away for the weekend! She took him for plenty of walks and sent us pics amd videos that my kids loved. Thanks Mariah, we'll be back!

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andrew j.
Boarding
5.0 out of 5 stars

Jeanette took such good care of Maverick, he had the best time and came home happy and healthy! She even accommodated special requests for him at the last minute. Great communication from start to finish, with lots of updates and photos. Will definitely be rebooking.

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Sonja A.
Boarding
5.0 out of 5 stars

Ashley was fantastic! She gave our dogs lots of love and attention. She was very responsive and gave great updates throughout the stay. We will absolutely be using her again!

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Emma C.
Boarding
5.0 out of 5 stars

Lee and Linda did an absolutely wonderful job caring for our dog, Fluffy! We consider Fluffy another member of our family, so leaving her in someone else’s care is a big deal for us. From the moment we met Lee and Linda, we felt completely comfortable and confident that she was in great hands. They were excellent communicators throughout her stay, sending us regular photos and updates and always responding promptly whenever we reached out. It was such a relief to see how happy and comfortable Fluffy was with them. Their home is exceptionally clean, organized, and welcoming, and they have a beautiful yard with a secure fence, which gave us even more peace of mind knowing Fluffy had a safe place to play and enjoy some outdoor time. We were extremely impressed with the care, attention, and love they gave Fluffy. We would absolutely recommend Lee and Linda to anyone looking for wonderful, responsible, and caring pet sitters. We will definitely be using them again!

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Jim R.
Boarding
5.0 out of 5 stars

Fantastic experience as always. Worth the tolls to go to/from the US to assure Jordy has such a pleasant stay with Tammy and her family

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Brennan T.
Boarding
5.0 out of 5 stars

Allesha did a great job, as always, taking care of Mylo. Even though it had been a long time since they last saw each other, Mylo's excitement said it all! I was kept updated throughout his stay and received plenty of photos and videos, which I really appreciated. Allesha responded quickly to all my messages and made sure Mylo was comfortable and well cared for at all times. He came home happily exhausted, which showed just how much fun he had. I would definitely book with Allesha again!

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Harman S.
Boarding
5.0 out of 5 stars

We always know our Louie is well cared for with Joe and Madeleine and they are always so accommodating to our ever changing schedule.

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Jacqueline M.
Boarding
5.0 out of 5 stars

Daniel took excellent care of Koda. Our giant Newfoundland felt completely at home, enjoying new friends, great companionship, and plenty of attention. Koda got some exercise, and we especially appreciated the regular updates and photos that Daniel shared with us. It was wonderful to see Koda having such a great time and enjoying his stay. We could tell that Koda was well cared for and happy throughout his visit. We highly recommend Daniel and would not hesitate to leave Koda in his care again.

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Alonso H.
Boarding
5.0 out of 5 stars

Aisiri was super! Very quick responses, lots of pics and updates, and Violet had fun playing woth her dog Sky. Would definately book again next time we are in the neighbourhood.

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Jennifer P.
Boarding
5.0 out of 5 stars

Erin and Carl were awesome watching my pup Butter. She was exhausted from playing with their dog and seemed to have a great time. Highly recommended!!

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Erik R.
Boarding
5.0 out of 5 stars

thanks for taking Lola at the last minute! we were able to leave in peace! good updates and pictures, even if we left her only for the day, and she came back happy as she did last time! thanks again!!

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Isabelle A.
Boarding
5.0 out of 5 stars

Daniella was awesome! She took a booking on short notice and Butter had a wonderful time. Highly recommended!

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Erik R.
Boarding
5.0 out of 5 stars

Annemarie was fabulous with our dog and with communication while we were away. She was clearly very familiar and comfortable dealing with dogs that are elderly and temperamental at times. I would definitely recommend Annemarie!! Thank you, Annemarie!!!

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Donika M.
Boarding
5.0 out of 5 stars

Lauren is always so good with my pup. She sends regular updates/pics and always treats my dog so well. My only issue is i think my dog likes Lauren better than me 😂

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Erik R.
Boarding
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How to book dog boarding

  1. 1. Search

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Popular requests for dog boarding - Windsor

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Sitters in Windsor average 5
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FAQs for Dog Boarding - Windsor

Frequently asked questions about Rover

The average cost of Dog Boarding in Windsor is $44 per night as of November 2026. Most bookings cost between $33 and $61 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

sitters in Windsor have an average of 15 years of experience. Each sitter has their own unique experience and skill sets for different types of pets. You can find details of each sitter’s potential certifications and abilities, such as pet first-aid or senior pet experience, listed on their profile. Look at other pet parent reviews and repeat pet parent booking rates for an idea of their pet care exp erience.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. On Rover:

  • 81% of sitters can help with special care needs
  • 92% can help with giving oral medications or injections
  • 98% 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.

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 is required to pass a background check before listing their services. This process confirms their identity and indicates they do not have any disqualifying offences.

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.

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.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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 sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

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.

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