Pet Boarding Windsor

Find a loving Windsor pet sitter to watch your cat or dog overnight at your sitter’s home.

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Over 512
pet parents in Windsor have booked pet boarding

Windsor, Find top rated pet boarding

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

1 / 1
Sitter Profile Image: Rafael C.
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Rafael C.
$39
total per night
5.0 out of 5 stars
• 17 reviews
4 repeat clients
2 years of experience
Windsor, ON, N8S

“Provided great care to our Boston terrier who has separation anxiety. Replied very quick and was flexible with pick up/drop off times which was so helpful! Would book again for sure! :)”

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Kimberly K.
Sitter Profile Image: Steven S.
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Steven S.
Star Sitter
US$33
total per night
4.9 out of 5 stars
• 390 reviews
258 repeat clients
15 years of experience
Hazel Park, MI, 48030

“Steven did such a great job with Mojo, he gave me consistent updates and feedback. Mojo had such an amazing time he almost didn’t want to leave. Will definitely book again:)”

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Tachiana S.
Sitter Profile Image: Brandon T.
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Brandon T.
US$50
total per night
4.9 out of 5 stars
• 17 reviews
5 repeat clients
12 years of experience
Islandview, Detroit, MI, 48214

“⭐⭐⭐⭐⭐ ABOVE & BEYOND ​If you are looking for a place to board your baby, stop scrolling right now. Seriously. You’ve found the best of dog boarding! ​Brandon doesn't just "watch" dogs—he basically invites them to a 5-star bootcamp where they also learn how to be the "Goodest Boys and Girls" in existence. ​Why your dog will love him (and you will too): * ​The Training Magic: The passion for training is real! * ​The Vibe: Most boarders are "drop-off and pray." Here? It’s pure love. * ​Best in Town: No competition. None. Zero. ​If you want your pup to have a better vacation than you're having, this is the spot. I’d give it 12 stars if Rover let me. Absolute legend! 🐾”

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Sofía C.
Sitter Profile Image: David B.
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David B.
Star Sitter
US$45
total per night
4.9 out of 5 stars
• 67 reviews
24 repeat clients
5 years of experience
Allen Park, MI, 48101

“David B. Is an excellent dog sitter. My dog Eastwood is a Great Dane Fox Hound trusted him so well that the first night he stayed there he jump into bed with David. I do recommended David B for dog sitting.”

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Richard J.
Sitter Profile Image: Michael O.
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Michael O.
US$36
total per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
28 years of experience
Morningside, Detroit, MI, 48224

“Michael accommodated a last minute request for our dog, Bea. He took great care of her and sent regular updates and photos. Thank you Michael!”

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Jacob P.
Sitter Profile Image: Karen H.
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Karen H.
US$39
total per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Detroit, MI, 48214

“Wonderful sitter for my doggie! Will def be using again ! Thank you so much 😊”

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Taylor C.
Sitter Profile Image: Vanessa C.
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Vanessa C.
$53
total per night
5.0 out of 5 stars
• 38 reviews
12 repeat clients
3 years of experience
Windsor, ON, N9C

“Vanessa provided fantastic care for our dog Sox over the weekend. He came home happy and calm. She communicted with us regularly, sent pics and took him for regular walks. Vanessa's home is well kept and dog friendly. She was able to accept our request on short notice. We'll be back.”

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andrew j.
Sitter Profile Image: Kierra B.
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Kierra B.
US$43
total per night
5.0 out of 5 stars
• 5 reviews
20 years of experience
Detroit, MI, 48234

“Kierra did great watching my cat, Promise. She kept me updated and spoiled my cat. I would definitely use her again.”

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D'Marcus B.
Sitter Profile Image: Samantha & Jack B.
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Samantha & Jack B.
$56
total per night
1 repeat client
20 years of experience
Windsor, ON, N8S

About: Loving, responsible couple with a pet-free home and plenty of time for your furry friend. Expect personalized care, regular updates, and lots of affection. We have plenty of experience with dogs of all ages and look forward to welcoming yours into our home.☺️ We work days with one of us always working from home. Your pet will never be left alone and will have great care around the clock! Weekends are our downtime, your pet will have both of our undivided attention these days. We will tailor our daily activities based on your pets preferences / needs! (Ie., enjoying car rides, walks, runs, lounging outside, or snuggles on the couch - we’re happy to make it happen!) We have a fully fenced in yard that will ensure furry friends can play outside without concern. Wherever your dog prefers to sleep - we are happy to support a continued routine. If on a feeding schedule, we can accommodate this as well. We will send lots of picture updates as well to provide peace of mind. :)

Sitter Profile Image: Arvind J.
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Arvind J.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 22 reviews
7 repeat clients
10 years of experience
Windsor, ON, N8N

“She was amazing with Sunnie! She took such great care of him for a couple of days, and he came home happy and well cared for. She was also incredibly flexible and was willing to keep him longer when my plans changed last minute, which I really appreciated. I felt completely comfortable knowing he was in good hands. Would definitely recommend her and have her watch Sunnie again! 🐾🤍”

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Yannin R.
Sitter Profile Image: Sofia F.
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Sofia F.
Star Sitter
US$76
total per night
5.0 out of 5 stars
• 26 reviews
8 repeat clients
20 years of experience
Detroit, MI, 48202

“Sofia, thank you so much! Sofia was fantastic. Communication was perfect, and much appreciated. We had a good meet and greet to start, which led into a very comfortable and fun stay for Ara. The pictures said it all, I coudl see my dog smiling in every photo as she was so happy. When a pet owner is away for 8 days for work, it precisely this that makes it a tad easier. I would highly recommend Sofia, and hope to have Ara stay with Sofia again in the future.”

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Jason M.
Sitter Profile Image: Octavio N.
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Octavio N.
US$28
total per night
17 years of experience
Midtown, Detroit, MI, 48201

About: I have taken care of dogs since I was a child and am first in line to take care of friends and families pets now that I dont have any of my own. I would love to show your pet the love and care they deserve while they are with me. I have expiriance with puppies and senior dogs and dogs and everything in between. I work remotely monday and Tuesday with the ability to take very regular breaks for walks and playtime. My weekends are free as well and I can take overnight stays easily. My apartment is first level and has easy access to the outside for walks and playtime. There are currently no other pets in my home, so all attention will be given to your best friend.

Sitter Profile Image: Whitley P.
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Whitley P.
Star Sitter
US$55
total per night
4.9 out of 5 stars
• 29 reviews
8 repeat clients
25 years of experience
Ferndale, MI, 48220

“Whitley took such great care of my senior dog. Shout outs for the last minute accomodation. I really appreciated the videos, reports and that her dog was such a good host too.”

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

“Jeanette was great. She totally spoiled and took such great care of my little one. She sent the BEST pictures throughout my dog's stay and provided regular updates. It was such a relief to know my dog was in great hands while I was away.”

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Caitlin K.
Sitter Profile Image: Ashley T.
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Ashley T.
US$84
total per night
5.0 out of 5 stars
• 38 reviews
8 repeat clients
25 years of experience
West Side Industrial, Detroit, MI, 48226

“Was so happy my dog got amazing care and lots of cuddles while I was gone! Walks too! Would definitely have Ashley watch him again :) she sends picture updates too!”

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Krista S.
Sitter Profile Image: Jessica D.
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Jessica D.
Star Sitter
US$55
total per night
5.0 out of 5 stars
• 13 reviews
7 repeat clients
14 years of experience
Wayne State, Detroit, MI, 48202

“Jessica was amazing! She gave me consistent updates, was very kind and nurturing, and has a very sweet and pleasant demeanor that made me feel confident she would take great care of my baby. I will definitely be booking with her again :)”

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Malissa M.
Sitter Profile Image: Renee L.
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Renee L.
$56
total per night
5.0 out of 5 stars
• 9 reviews
4 repeat clients
9 years of experience
TECUMSEH, ON, N8N

“Renee took absolutely outstanding care of our golden retriever, Charlie, while we were on vacation. From the moment we met her, we felt completely at ease knowing he was in such capable and compassionate hands. She treated Charlie like her own—making sure he was well-exercised, well-fed, and showered with attention and affection. Renee kept us updated with messages and photos, which meant the world to us while we were away. It was clear from Charlie’s happy demeanor when we returned that he had been loved and cared for every single day. We couldn’t have asked for a better experience and would wholeheartedly recommend Renee to anyone looking for truly exceptional pet care.”

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Jarrod H.
Sitter Profile Image: Cody L.
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Cody L.
Star Sitter
US$56
total per night
5.0 out of 5 stars
• 58 reviews
21 repeat clients
25 years of experience
Hazel Park, MI, 48030

“Cody was very responsive and Nico seemed very happy during his first stay there. Cody helped Nico acclimate to a new place and Nico had lots of fun playing with the other dogs.”

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Kerry M.
Sitter Profile Image: Anthony L.
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Anthony L.
Star Sitter
US$34
total per night
4.9 out of 5 stars
• 38 reviews
7 repeat clients
20 years of experience
Dearborn, MI, 48124

“super responsive and sent so many pictures, i really appreciated all of the updates! i could tell niko had so much fun with his new friend 🐶 would book again :)”

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Shannan S.
Sitter Profile Image: Annmarie P.
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Annmarie P.
$50
total per night
5.0 out of 5 stars
• 11 reviews
1 repeat client
20 years of experience
Windsor, ON, N9E

“When we took our beloved Westie to meet Annmarie we instantly knew that she would take excellent care of him. He is a senior dog and is on medication for various conditions. She took all of our instructions seriously and she followed them to the letter. She kept in contact with us and gave us updates and photos every day. She treated our dog like it was her dog, and that made us happy and reassured us that we could relax and enjoy our vacation. If we could give her a six star review, we would! Thanks Annmarie. You are amazing!”

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Michelle M.
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The median cost per night for pet boarding in Windsor is $45

Pet parents share their Rover experiences - Windsor

1 / 1
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

Amazing and worked with me last minute! Great communication and provided updates. My pup was happy and seemed very at ease :) will be using them again!

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Yannin R.
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

Took amazing care of my cat. My cat gets homesick extremely easy and hates going to cat sitters which usually results in him not eating properly and getting extremely sad. However, with Damla my cat was looking perfectly fine and eating well and actually playing around with her. She also sends constant updates and actually cares about the animals. Would 100% recommend

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Khizar 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

Puja was so good with Mew and provided lots of feedback while I was away . I would highly recommend trusting Puja with your pet.

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Laurie L.
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
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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book pet boarding

  1. 1. Search

    Browse profiles of sitters near you who offer pet boarding.
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Popular requests for pet boarding - Windsor

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Sitters in Windsor average 4
repeat pet boarding clients

FAQs for Pet Boarding - Windsor

Frequently asked questions about Rover

The average cost of Pet Boarding in Windsor on Rover is $46 per night as of October 2026. Most bookings cost between $33 and $61 per night. 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.

As of October 2026, there are 81 sitters on Rover offering Pet Boarding across the city of Windsor. About 92% typically respond to requests within 60 minutes.

Enter your address and booking dates to see which sitters are available near you. You can also message multiple sitters to improve your chances of finding the right care.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.

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 , 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 .

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 .

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

sitters on Rover , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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