Personalized care for your dog or cat - Winchester
Highly-rated overnight sitters - Winchester
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Nicole was great! She did an amazing job caring for our pup and we would recommend her to anyone looking for a pet sitter! Thank you so much for taking care of our pup while we were away!”
“Jie and her family were lovely hosts and took such great care of my pup! I was appreciative of the last minute meet and greet just to make sure it was a good fit for my little one and it certainly was. All the pictures and videos were wonderful and they kept her busy! I will certainly rebook in the future!”
About: I've been around animals my whole life and currently have two pet goats who we spoil like dogs. My partner and I have 30 acres of beautiful land surrounded by woods, which is a perfect haven for running, fetch, and all sorts of outdoor shenanigans. I work remotely from home with a flexible schedule. I typically work a few hours in the morning, and then am outside working on projects and playing with the animals all day. We have a large property (about 30 acres) surrounded by woods with lots of room for your dog to run and explore. We also live near some great hiking trails.
“Josie loves dogs and took great care of our Pip. The family made Pip feel good about spending the weekend with them and seemed to love her, even forgiving her for getting food off the counter. 😬 we feel fortunate to have found them.”
“Emily was great, gave us plenty of updates of how Brodie was doing while he was under her care and was very easy to communicate and coordinate with. Would highly recommend and have her watch Brodie again!”
“Christian responded quickly to our initial request & because we had a long drive he agreed to accommodate a 2 hour drop off window (we texted updates). He was friendly at drop off, happily engaged the dogs, asked good questions about their needs & sent photos as requested. At pick-up he offered details about their stay. Both dogs were happy to see us but seemed to have enjoyed their night with Christian. Would book again”
“Sam and her family took excellent care of my two dogs! Communication was top-notch, and I loved to see how happy and well cared for they were. They came home content and tired, which is the best review of all. It’s clear they had a great time in your beautiful spot in the forest. Thank you so much, Sam! 🤩”
“Holly and her family were wonderfully accommodating and helpful with our pet Sylvie. They have a wealth of experience looking after dogs, and really appreciate their individual personalities and needs.Communication was great and I would hve them watch Sylvie again, anytime.”
“Alicia and her sweet family welcomed Ollie into their home for a 10 day stay. This was Ollie's first stay away from home and Alicia did her best to make him feel safe and comfortable during his stay. Upon pickup he was healthy and happy - would not hesitate to book again!”
“I couldn’t have asked for a better experience. Amy was warm, kind, and incredibly attentive while caring for my dog. It gave me real peace of mind knowing my baby was in such good hands. Communication was great, and it was clear she genuinely cared. I would absolutely trust her again and highly recommend her services!”
“Arrow had a wonderful time staying with Karl. We had a meet and greet which was very professional and welcoming, and Arrow got to meet Karl's (super sweet) dogs while I checked out the accommodations and shared details about Arrow's needs. Drop off and pick up or a breeze and while we were away we got plenty of pictures of our boy having fun. I recommend this sitter.”
“Luiz and his family were so sweet to my pup, Echo, that I don’t think she wanted to come home! They treated her like family and she had a blast exploring their wonderful fenced in backyard and lounging on the couch when she needed a break. She played like crazy with the other pups and came home nice and tired! Luiz kept me up to date with frequent pictures and videos of her having fun. I felt so comfortable leaving her with them and will definitely rebook in the future!”
“Swift, Brian, family were amazing with our two dogs! They sent lots of photos throughout the weekend and responded quickly. We will definitely be using them again and highly recommend!”
“Stephanie took great care of our two dogs - took them on long walks, treated them with love, and they had a great time. Will definitely be in touch with her again when we're back in the area!”
About: I love dogs. I have a rescue her name is Snickers and shes 7 months old. I've had dogs all my life. How anyone can hurt man's best friend is beyond me. She is like my child and makes me smile, keeps me company and I dont know what I would do without her. I love her with all my heart and wouldnt trade her for the world. I would treat anyone's dog like I would my own. They are all special in their own way. I would be honored to take care of your dog, I look forward to meeting you very soon. Thank you, Robin K I work full time at home and I'm able to walk my dog and take her out anytime! I'm available all day. My Snickers would love a play mate. I dont have crate but if yours needs one you'll have to bring it. I'm very diligent in taking my pup out all day long.
Over 4.1 million dogs curled up for a sleepover in a sitter's home on Rover1
Cat caregivers near you - Winchester
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Can I give Amadie 10 stars??? We had recently lost one of our kitties and had a 10 day vacation scheduled plus we had moved so needed a pet sitter for our senior, very shy kitty. Amadie was the perfect fit! Our senior kitty warmed up to her and she actually let Amadie pet her a few times. This was a first for anyone besides me or my husband! The patience, love and care she showed to Luna was beyond anything we ever expected. She also was so caring for our home and reached out with questions. Amadie communicated with us daily, pictures and updates. We will definitely ask Amadie to care for Luna again.”
“Susan was wonderful with my cats, and I would highly recommend her to anyone looking for a caring and attentive pet sitter. From the start, you could tell she genuinely cares deeply about animals. She asked thoughtful questions, paid close attention to detail, and ensured my cats received the best possible care. She was also very personable and kept me updated while I was away, which gave me a lot of peace of mind. I've already rebooked her to pet-sit for me again! She’s the best.”
“Ayden was a fantastic house sitter. He took incredible care of our numerous animals, and even noticed that our pellet stove had malfunctioned and let us know! We highly recommend him.”
“Kiersten did a wonderful job caring for our cats while we were away. She followed our instructions, and our cats were relaxed and well fed. One of our cats has been sick and she gave him his medicines, and he is looking even healthier than when we left!”
“I felt great leaving my cat Frances under Maggie's care. She was thorough, attentive, communicative, and friendly. And her love of animals is very apparent! I would definitely book her again.”
About: Experienced in caring for cats of all ages, I’ve looked after my girlfriend’s two cats and even cared for my grandparents’ cats for weeks at a time. I provide feeding and playtime and ensure every cat feels safe, comfortable, and loved while you’re away.
“Elias took fantastic care of my tricky kitty, including administering meds in food and dealing with frozen wet food (Smalls) which is trickier than scooping dry food or opening a can. They were very responsive communication-wise and enthusiastic. I will definitely turn to them again for kitty care when I next leave town.”
“Lori is absolutely amazing - left for two weeks over the holidays, and came home to my cat Finn healthy and happy as ever! She was super accomodstkng and easy to work with, and always sent me the cutest photos. Will definitely be contacting Lori again if I’m traveling any time in the future.”
About: I have many years of cat experience from overnight sits to caring for roommates' cats. I am experienced with cats of all ages. I love cuddly cats, and I also love cats who need to do their own thing. I am a responsible caregiver who can provide references upon request.
“Kendra was wonderful! Very responsive and took great care of our cats while we were away on fairly short notice. We loved all the pictures she sent each day and she even offered to scoop the litter box even though we had not asked her to do so. Thanks again, Kendra!”
About: I've taken care of cats for many years now, and have two cats of my own. I can play with them, clean their litter boxes, feed them, and snuggle them as much as you'd like. I have experience giving cats baths and trimming their claws.
“Yes, yes, Karen took great care of our pet, Cinder, and our home while she was here. Easy communicator, responsible, and kind. I am so glad to have found Karen and look forward to calling on her again!”
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Perfect for high energy dogs - Winchester
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Thank you so much for all of the wonderful pictures and the videos of Miss Tulips day with you. I hope she was a good girl for you but thank you so much for the exceptional care and love you gave her. We will most definitely have you watched her again for us. Thank you ☺️”
About: I used to have my own dog sitting/walking business. Then I had a baby so now I can only board dogs at my home. I love all animals. I am home 24/7 with my 2 kids age 3 and 1. I have had cats growing up. I have lots of experience with all breeds of dogs. I don’t have a huge yard but i have a walking trail seconds from my house that i walk all the time for exercise and fresh air.
“Samantha and Brian has a large backyard for my dog to roam and they took him on a nice hike in the woods. My dog had so much fun with them and their young kids. I would choose them again for a eventful daycare that my swiss shepherd definitely needs!”
About: I used to babysit for my friends, family membersand & neighbors. As well as I've had many pets of my own; cats, dogs guinea pigs, hamsters, you name it. I'm very good at handling bigger dogs. I'm very flexible when it comes to time and will work around your schedule. I'm currently home from college for spring break and my time is very open for both weekends and weekdays. My working hours start at 7am and go till 11pm. (But I can fluctuate with your schedule) I have a fenced backyard. And one very friendly small/medium dog, he's a little shy, but he gets along with everyone. I believe that our pet should be treated like family members. Walks, treats, attention and lots of love.
“Letícia took such great care of Bomi!! She was incredibly kind and patient with her. Bomi usually needs some time to warm up, especially when we leave her, but Letícia was so understanding of our dog’s needs. She kept us updated with pictures and Bomi looked so comfortable and happy! Her dog, Malu is super sweet too! We highly recommend Letícia if you are looking for a sitter 👍”
“John was great with our nervous Velcro dog. John is definitely a dog/animal person who can quickly read them and see what level of interaction they’re comfortable with. We plan to book with John for future dog-free trips.”
“Alicia is great!! She accommodated my last minute request for daycare and was very easy to communicate with. My puppy had a blast playing - very happy and comfortable when I picked her up. I’d book again with Alicia anytime!”
About: I've been around animals my whole life and currently have two pet goats who we spoil like dogs. My partner and I have 30 acres of beautiful land surrounded by woods, which is a perfect haven for running, fetch, and all sorts of outdoor shenanigans. I work remotely from home with a flexible schedule. I typically work a few hours in the morning, and then am outside working on projects and playing with the animals all day. We have a large property (about 30 acres) surrounded by woods with lots of room for your dog to run and explore. We also live near some great hiking trails.
“My wife and I were in town for my cousin's graduation from Keene. Jarica looked after our dog Chuck for the day and we picked up our happy, tired boy in the evening. She's a great communicator, a warm person, and Chuck seemed to have fun. Thanks Jarica!”
About: Hello, my name is Amy, I am 36 years old, a huge animal lover with lots of pet experience! I’m currently in Troy NH so I’m open to anyone in need in the surrounding towns or a bit further. I’m available to do either daycare or boarding in my home 7 days a week. If you have any questions or anything please feel free to message me anytime, and I’d be happy to speak with you! I have a flexible schedule and I’m looking to make this a regular job. Hope to hear from you all soon and thanks for taking the time to read this! Have a wonderful day, and I’ll talk to you soon. Click here for $20 off your first booking with me :) https://www.rover.com/sit/amyp86790 I have a completely open flexible schedule 7 days a week and should be able to meet all your needs! I’m available morning and night just shoot me a message I care for pets in my home. I will walk and play with them, bathe them, feed them and snuggle them, whatever they need :)
About: Our family dog just moved out with my daughter, so my grandpuppy 😂. Thankfully he comes to stay regularly for extended visits! Most of my photos are of him, truly spoiled & loved. I’ve cared for animals most of my life. I’m available for walking, boarding, or checking in daily while you’re at work to feed or let out. Flexible availability, reliable and kind. I have very flexible availability for boarding, house sitting and checking in and walking. I only work 15-20 hours a week, so I’m home most of the time! Let me know your needs and I’m sure we can work something out that’s best for your pets needs. I have a smoke free, very tidy home. I live in a townhouse that is surrounded by woods and has close proximity to walking trails. You can provide a crate if needed for boarding. I will welcome gentle, people-friendly dogs, who are house & potty trained only. No overly dirty or muddy dogs please! Thanks for your understanding.
“Rachael was wonderful! Opie went for a day play and hang out. He had some buddies to play with and was a sleepy pup once we got back home. Rachael sent photos and reassured us everyone was happy! Thanks!!”
“I feel so lucky to have found Sofie and Teryn! They took such great care of my two dogs for the whole day. I was thrilled to get pictures right away and throughout the day while I was gone. I hope to use their services many times to come. Javi and Rocky were happy and very well-cared for at the beautiful home. Thank you!”
About: I love dogs. I have a rescue her name is Snickers and shes 7 months old. I've had dogs all my life. How anyone can hurt man's best friend is beyond me. She is like my child and makes me smile, keeps me company and I dont know what I would do without her. I love her with all my heart and wouldnt trade her for the world. I would treat anyone's dog like I would my own. They are all special in their own way. I would be honored to take care of your dog, I look forward to meeting you very soon. Thank you, Robin K I work full time at home and I'm able to walk my dog and take her out anytime! I'm available all day. My Snickers would love a play mate. I dont have crate but if yours needs one you'll have to bring it. I'm very diligent in taking my pup out all day long.
“What a wonderful family! Luiz & Patricia are incredibly professional and kind (as are their daughters & pup!) and made my girl feel right at home. She came home exhausted after having spent much of the day running around outside and playing with their dog & daughters. I always LOVE to get updates during a stay, and I received so many fun pictures and videos. I could not recommend them more!!!”
“Mike and Laura cared for my pup like she was their own. My dog is a little anxious and overly excitable but Mike took that all in his stride. He sent photos throughout the day and I could quickly see she felt right at home. She had a long walk and lots of playtime with her favorite game of frisbee. The night before we had a big snow storm and Mike was excellent at keeping me up to date on the road conditions. I will be happy to go back another time.”
“I am so grateful to Christine for taking impeccable care of our dog while we attended an event in the area. She was easy going and accommodating and sent us pics of our dog having fun to put us totally at ease! Will definitely contact her again when we’re visiting Southern VT.”
“Sean was super easy to book and work with. Very responsive and easy drop off/pick up. He kept me updated throughout the day on how Beau was doing and sent pictures/videos of what a great time they were having. Would recommend for sure!”
More than 1.6 million pets enjoyed cuddles and care from sitters on Rover1
Adventure-ready dog walkers - Winchester
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Kiersten was amazing with my anxious dog! She was patient with him and did a great job making him comfortable. She paid super close attention to his preferences and behaviors, which I really appreciated. She was super reliable as well.”
“Kendra was incredible! She was so easy to communicate with and provided excellent care for our two dogs. She also sent regular updates and photos. It is clear that she truly cares for animals and is very knowledgeable. We would absolutely hire her again.”
About: I love all animals and have fostered for the local Humane Society for the last couple of years. I am drawn to all animals regardless of type, size or breed. Sometimes the more unique the better but there’s something special about every pet. I work remotely so my schedule allows flexibility that is conducive to pet sitting. I am available 7 days a week. I can sometimes accommodate last minute bookings as well. I work remotely and love getting out for walks. I have a flexible schedule but I also know how hard it can be to entrust someone with your fur babies so I am happy to answer any questions you may have.
“Eli was super communicative and caring with my new pup. She is a rescue + has some special needs and he was able to win her over. I'm so glad I've connected with Eli and look forward to working with them more!”
About: I used to babysit for my friends, family membersand & neighbors. As well as I've had many pets of my own; cats, dogs guinea pigs, hamsters, you name it. I'm very good at handling bigger dogs. I'm very flexible when it comes to time and will work around your schedule. I'm currently home from college for spring break and my time is very open for both weekends and weekdays. My working hours start at 7am and go till 11pm. (But I can fluctuate with your schedule) I have a fenced backyard. And one very friendly small/medium dog, he's a little shy, but he gets along with everyone. I believe that our pet should be treated like family members. Walks, treats, attention and lots of love.
“I had a work trip and Haley was such a big help walking our pup for the week while I was away. She was very communicative, accommodating, and sent updates everyday. We would definitely ask for her help to care for our pup in the future!”
About: Experienced in caring for puppies, kittens, and senior pets. I provide walks, playtime, and can manage medications or special diets. I treat every pet like a cherished member of the family, ensuring they feel happy, safe, and loved while you’re away. My schedule is flexible during weekdays, which allows me to provide reliable walks, drop-ins, and pet care throughout the day. I work part time, so I’m able to accommodate many daytime and evening requests with advance notice. I make sure pets feel safe, comfortable, and cared for while keeping their normal routine consistent. I provide feeding, walks, playtime, fresh water, and lots of attention, while also keeping owners updated with pictures and messages. I’m respectful of clients’ homes and always make sure pets are happy and well cared for.
About: I have over 10 years of pet care experience including walks, overnight stays, and short visits. I also grew up with dogs and have lived with a few different cats in my adult life. I am new to the Rover app but am happy to provide references upon request. I work Monday-Friday 11-5 in Brattleboro. I can do overnights any day of the week, but just know that on these days I will be away for 6-7 hours depending on distance from your house. I love taking dogs on long walks and can do so 2-3 times a day. I am super communicative and experienced at house sitting while pet sitting. I am very respectful of people's homes and pets' routines. I will make sure to keep your house as clean - and your pet as happy - as you left them.
About: Hi, I am a retired dog groomer of over 35 years. Now I am a stay at home dog mom. I am pet CPR and first aid certified as well. I am up early and to bed late so I can make sure your pups can stay on their normal schedule and stay as comfortable as possible. I very strongly feel that your pet and home has your rules and find it very important to follow any instructions given to me. That means there are rules that are in place & I stick to them.
About: I’m a very responsible and loving pet owner. Have rescued many pets and now have found myself with some free time and would love to help new pets and people! With notice, I am completely free on Wednesdays, Thursdays, Saturdays & Sundays. (Monday, Tuesday & Friday I can be available for a few hours in the am) I have a fenced in yard with plenty of space to play and a kiddie pool to cool off in! I have three very friendly doggos myself but plenty of space so they can be kept separate if you desire.
About: Throughout my whole life there have been multiple dogs in my family. I have had my own dog before, and trained her from eight weeks old. Also, I have dog/house sat for dogs of friends and family over the years! I work in the schools so I am looking to pick up a side hustle while on summer break! I’m looking forward to a flexible schedule that incorporates my love for dogs and walking, it’s a two for one! I am very flexible and will do whatever you and your dog needs to be happy and healthy! I know what it is like to have a fur baby so I get what it’s like to do the best for them:) I am also an active person so I am able to meet the variety of needs for any dog!
About: Hi there! My name is Taylor. I absolutely love dogs and believe that most times they are better than people. I will take care of your dog(s) as if they are my own. I am available all day every day except between the hours of 3-6 pm. I love running and playing with dogs and do not mind cleaning up messes. I have two dogs of my own, a black lab and a hound mix that I absolutely adore. I love taking them for hikes and just spending as much time with them as I can. If you choose me to help take care of your dog(s), I promise you will not regret it. Thank you for taking the time to look at my profile! I work as a school teacher right now so am only available after 5 during the week and anytime during the weekends. After June 17th, I will be on summer vacation and will be available all day every day. I have a fenced in yard and a black lab that loves other dogs to play with if you'd like for me to bring them to my home to get some energy out.
About: Growing up in Vermont on a farm, I have been exposed to animals my entire life. I have been taking care of family and friends dogs, horses, cats, guinea pigs, camels (yes, camels) since I was allowed to leave the driveway on my bike as a child. Since leaving high school I took on a professional equestrian career with Wichita riding academy working with rehabilitating abused/ off the track race horses. I have just recently moved to Denver with a fenced in yard and lots of space. I have a dog of my own that is my entire pride and joy who loves spending time with other dogs. Having a fenced in yard, it’s very helpful and handy to those pups with bladder issues to go in and out of the house as needed. My home was completely childproof when I moved in and it’s so far worked for dogs as well. Huge open field located next to the house available for dogs who like to run as well.
About: I’ve been around animals since I was 8. I’ve fostered animals, and helped walk, feed, bathe, supply medicine (supplements and pills) to them for friends, family, etc for a little over 8 years now. I’m very experienced with younger dogs and can provide extensive walks / playtime for entertainment and engagement. I also love working with senior dogs as well, and can help provide a calm, stress free environment for them while their owner is away. I’m currently working part-time from home and have a very flexible schedule! I can do drop in visits, overnight stays, and even long weekends / weeks for vacations and getaways! Early mornings and late nights are no problem for me as well. I don’t mind cleaning up messes or puddles, and I can travel very flexibly if needed! I am OK helping with crate training, and providing a positive environment for any pup to grow in while their family is away! I have a fur baby of my own who is almost 4 years old, and absolutely adores other dogs! He is neutered, house trained, and very relaxed. He has been a very good role model for our youngest puppy in the house.
Over 980,000 dogs traded couch time for play time with Doggy Day Care on Rover1
Large dog specialists near you - Winchester
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Nicole was great! She did an amazing job caring for our pup and we would recommend her to anyone looking for a pet sitter! Thank you so much for taking care of our pup while we were away!”
About: I've been around animals my whole life and currently have two pet goats who we spoil like dogs. My partner and I have 30 acres of beautiful land surrounded by woods, which is a perfect haven for running, fetch, and all sorts of outdoor shenanigans. I work remotely from home with a flexible schedule. I typically work a few hours in the morning, and then am outside working on projects and playing with the animals all day. We have a large property (about 30 acres) surrounded by woods with lots of room for your dog to run and explore. We also live near some great hiking trails.
“Josie loves dogs and took great care of our Pip. The family made Pip feel good about spending the weekend with them and seemed to love her, even forgiving her for getting food off the counter. 😬 we feel fortunate to have found them.”
“Emily was great, gave us plenty of updates of how Brodie was doing while he was under her care and was very easy to communicate and coordinate with. Would highly recommend and have her watch Brodie again!”
“Christian responded quickly to our initial request & because we had a long drive he agreed to accommodate a 2 hour drop off window (we texted updates). He was friendly at drop off, happily engaged the dogs, asked good questions about their needs & sent photos as requested. At pick-up he offered details about their stay. Both dogs were happy to see us but seemed to have enjoyed their night with Christian. Would book again”
“Sam and her family took excellent care of my two dogs! Communication was top-notch, and I loved to see how happy and well cared for they were. They came home content and tired, which is the best review of all. It’s clear they had a great time in your beautiful spot in the forest. Thank you so much, Sam! 🤩”
“Holly and her family were wonderfully accommodating and helpful with our pet Sylvie. They have a wealth of experience looking after dogs, and really appreciate their individual personalities and needs.Communication was great and I would hve them watch Sylvie again, anytime.”
“Alicia and her sweet family welcomed Ollie into their home for a 10 day stay. This was Ollie's first stay away from home and Alicia did her best to make him feel safe and comfortable during his stay. Upon pickup he was healthy and happy - would not hesitate to book again!”
“I couldn’t have asked for a better experience. Amy was warm, kind, and incredibly attentive while caring for my dog. It gave me real peace of mind knowing my baby was in such good hands. Communication was great, and it was clear she genuinely cared. I would absolutely trust her again and highly recommend her services!”
“Arrow had a wonderful time staying with Karl. We had a meet and greet which was very professional and welcoming, and Arrow got to meet Karl's (super sweet) dogs while I checked out the accommodations and shared details about Arrow's needs. Drop off and pick up or a breeze and while we were away we got plenty of pictures of our boy having fun. I recommend this sitter.”
“Luiz and his family were so sweet to my pup, Echo, that I don’t think she wanted to come home! They treated her like family and she had a blast exploring their wonderful fenced in backyard and lounging on the couch when she needed a break. She played like crazy with the other pups and came home nice and tired! Luiz kept me up to date with frequent pictures and videos of her having fun. I felt so comfortable leaving her with them and will definitely rebook in the future!”
“Swift, Brian, family were amazing with our two dogs! They sent lots of photos throughout the weekend and responded quickly. We will definitely be using them again and highly recommend!”
“Stephanie took great care of our two dogs - took them on long walks, treated them with love, and they had a great time. Will definitely be in touch with her again when we're back in the area!”
“We cannot say enough nice things about Laura. She took our two medium sized dogs in for over a week when we were in a pinch. She took all of our instructions to make sure our dogs were well taken care of and kept us updated with pictures the entire time…which helped us enjoy our vacation free of worry!”
“Emerald was amazing. My Sawyer loved being there, which made me feel so much better knowing that someone will give him a one on one attention, even though she has her own dog. She also made me feel like Sawyer was her own and did everything with Sawyer that her dog does. I would absolutely go back again as long as she would have Sawyer back.”
“Haley was great with our Dog. Now that are children are grown and out of the house, our Dog is like a child to us, Haley kept us informed of his daily activities with photos and messages and also gave us updates on his mood. She was also flexible when we had an unexpected issue crop up in regards to pick up. I would highly recommend Haley for your boarding or other needs for your dog, we will definitely use her again if the need arises.”
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1Global data from Rover (November 2025)