Doggy Day Care in Winchester

“Ursula was fantastic. She communicated very well with us during Marley's stay at her home. We really appreciated her care for our little dog when we were in Tucson for a brief stay.”

Kathleen B.

“Alvin loves going to Beth’s every day! He is so in tune with morning routine of getting ready and out the door! He’s ready to go before I can get a cup of coffee. He loves being with the friends he’s made and all of the great exercise he gets! Thanks to her family for loving our Alvin!”

Jeanne O.

“I just got my first dog and was super nervous having someone watch him for the first time. Jeanne made it much easier and I feel very comfortable letting her watch my pup. I will be booking her again!”

Taylor T.

“Reema was amazing! Her pup and mine played so well together, it was the perfect play date! She also sent lots of pictures and updates throughout the day. I would trust Reema to watch our girl again in a heartbeat ☺️”

Breanne M.

“Angel was so great to work with! She was very communicative and she and her family took great care of our pup. She came home exhausted from a long day of play. Angel made sure to send plenty of pictures throughout the day as well! Thank you, Angel for the great care and peace of mind! ❤️”

Breanne M.

“I cannot recommend Bhairavi highly enough! From the moment we met, it was clear she genuinely loves and understands dogs. She went above and beyond to make sure Oakley felt comfortable, happy, and cared for. I received regular updates with adorable photos and thoughtful notes, which gave me total peace of mind. My dog came home relaxed, healthy, and clearly well-loved! It’s rare to find someone so responsible, kind, and attentive. If you’re looking for someone who will treat your dog like family, Bhairavi is the one. Bhairavi and Gary have a beautiful home and you will not find anyone better to love and care for your dog!! I will definitely be booking again!”

Alecia H.

About: I am a very loving and nurturing host. I work full time so I'm available from 6am to 8am during the week, and also in the evenings & on the weekends. I offer personalized care for all dogs. Let me know what your preferences are. I am happy to work with you. I look forward to meeting you and your fur baby! I work full time, so I am available from 6am to 8am during the week, as well as in the evenings and on the weekends to walk your dog, feed them, and take them out. When I take care of other dogs, I treat them like my own dogs. I am patient, loving & kind, and love taking care of dogs.

“Lori was a great dog sitter! She communicates well and took great care of our doggo. I’d highly recommend her for dogsitting services!”

Daniel M.

“Holly is so kind and caring! My dog loves going to her house. She watched him for me while I am at work. I really appreciate her flexibility with my schedule since it changed every week. She send photos of my dog throughout the day to keep me updated. Super happy I found her and will continue to use her to watch my dog.”

Angelique F.

“Melissa was so patient with our new puppy who is scared of everything. Thanks for helping him take in the big world around him in a fun and safe way today!”

Nicole & Brian F.

“Blanca is awesome, she accommodated our last minute request and our pup had a lovely time. This is our first experience with her and we are very happy with her. We strongly recommend Blanca.”

Madhuri D.

“Elisabeth is fantastic! Our pup has been to several Rovers (we are full time RV’ers) and she is one we would definitely go back to and recommend. Our pup, who is typically very shy at first, warmed up right away. He was treated with play time, a walk, a bone to munch on, and attention. Elisabeth was quick to respond to messages we sent. 10/10!”

Joe K.

“Sarah was amazing with my baby Soup! She is super friendly and very responsive. She took care of Soup like her own and sent lots of pictures and updates, which I really appreciated. I felt completely at ease the whole time. Highly recommend her! 😊”

Võ Như L.

About: Hi there! I'm a passionate dog lover who truly treats every dog in my care like one of my own. I share my home with my wife, our 10-year-old son who loves dogs, and our two dogs — a Whippet and an Italian Greyhound mix. Your dog won't just be staying with a sitter, they'll be joining a real family that genuinely adores animals. _ One of the biggest things that sets us apart — there is almost always someone home! I work from home most of the week, my wife is a full-time stay-at-home mom, and our son is a dog lover who enjoys giving our guests some extra love when he's around after school. We specialize in small to medium-sized dogs and intentionally keep our group small — just 2 to 3 dogs at a time — so every dog gets personalized, loving care rather than being lost in a crowd. _ We have hands-on experience caring for dogs as I've owned many dogs over my lifetime, and we understand how important it is to find someone you can fully trust with your furry family member. _ My house has a fully fenced yard where dogs can roam, sniff, and play freely in a secure environment. Our doggy door gives your pup the freedom to roam and play outside whenever they want! _ Please Note: Access to the yard requires going up and down stairs (deck or basement stairs). Please make sure your dog is comfortable and able to navigate stairs before booking. This is important for their safety and enjoyment during their stay! _ What I Offer: - 🐾 Small to medium dogs welcome (no puppies) - 🏡 Fenced yard for safe outdoor play - 🏠 Someone home almost every hour of every day - 🐶 Two resident dogs — a Whippet and an Italian Greyhound mix - 👨‍👩‍👧 A loving family home with a dog-friendly 10-year-old - 🐩 Small group setting for personalized attention - 📸 Regular photo and update check-ins so you always know how your pup is doing Someone is always home with your dog! I work from home Monday, Thursday, and Friday. My wife is home all week, our 10-year-old son is home after school and on weekends, and we are both around most weekends — so your dog is never left alone. We have a fully fenced yard where your dog can safely roam and play. We are happy to crate your dog if needed, and can follow any routine or special instructions you have to make your pup feel right at home. Please note: Access to our yard requires navigating a few stairs. Please make sure your dog is comfortable with stairs before booking, as this is important for their safety and enjoyment during their stay.

About: Charismatic and outgoing animal lover with 16 years experience owning pets, and hundreds of hours volunteering at the humane society in 3 different states. I grew up with cats, but could not own a dog until I moved out on my own, so I quickly got my first baby Alice the first chance I could. My fur babies include a 13 year old sweet beagle mix, Alice 🌈 and two gentle loving cats, Poppy and Millie. All of my animals have been around other animals their whole lives and get along with all creatures. I prefer not to board cats, but can keep your cat in a closed bedroom for their stay. I would love to open my doors to help out families in need of a more personal way to board their pets when they are away. Your animals must get along with cats and small children. I have a very flexible schedule so I have the ability to care for your pet throughout the day, depending on your pets individuals needs. My pets have free range of the house. Visitors dogs can be crated if needed or have free range of the house if ok left unsupervised.

“Anusha and her family are too good to work with. Our Pluto was kept very lovingly and utmost care. I kept receiving their playful pics and videos while Pluto was having a good time with all of them. It’s so good and a big relief to see Pluto been left with someone who will treat him with the same love and care that he gets at home. Will be coming back again and again.”

Manoj B.

“Jeanne has been amazing! Super flexible with my schedule and Winnie loves her! Winnie gets lots of love and play time, and plenty of potty breaks. Jeanne is always quick to reply when I text too. Highly recommend her!”

Dora B.

About: I’ve loved meeting all kinds of dogs through Rover, whatever breed or size, and I’d love to spend time getting to know your furry friend through walks, cuddles, and just being together! I've had several dogs over the years from an 11 lbs. Schnoodle to an 80 lbs. GSP to now Oliver, a 50lb. mix of many breeds who is my daughter’s dog, but is staying with us. (However, he can go two-doors down to my father-in-law‘s house if our furry friends don’t get along.) We hope to meet you soon. I’m currently working mostly from home with a very flexible schedule. I get up around 6AM in the morning and stay up until about 10PM. I’d love to get my steps in by taking your pet for a walk! I have a screened in back deck and also a fenced in area below that is shaded. Your pet can find the perfect place to relax and enjoy, weather pending!

“Alisa took really good care of our pups. We needed someone to look after our dogs last moment and she accepted our request. She was very responsive and flexible regarding pick up and drop off timings. We will definitely book her again next time we visit the town.”

Anushka D.

About: I grew up with big dogs, little dogs, dogs that slobbered, and dogs that cuddled. In 2000 our family recused a puppy from a local rescue organization, she was the BEST dog and lived like a princess in our home. I understand senior care very well, as our beloved Schnoodle lived 19 years! I am currently working from home. I get up early and like to walk, can stop midday for a quick walk, and walk in the evening. I live in neighborhood with sidewalks and a park across the street. Currently, I do not have a pet in our home. Dogs are family and will always be treated like a family member in my home. I live in a safe neighborhood with paved sidewalks, streetlights, and a park across the street. I do not have a pet in our home, so your dog would be the main focus. I understand safety measures for puppies, adult dogs, and senior dogs. Gates, crates, leashes outside, food schedules, and I am very comfortable and familiar with administering medicine, especially for senior dogs.