Dog Boarding Winchester
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Winchester, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Marta is such a beautiful person. leaving Mae with her felt like she was staying with a sister. She fed her well, loved her, sewed up her favorite toy, snuggled and cared for her like her own. Thank you both”
About: Hi! My name is Takiyah and I have over 10 years of experience caring for animals, including dogs, cats, and rabbits. I’m also a proud pet parent to two dogs of my own, who are very loved and spoiled — and I promise to treat your fur babies the same way. I’m reliable, patient, and attentive to details like feeding schedules, potty breaks, medications, and special instructions. I also believe communication is important, so you can expect regular updates and photos while your pet is in my care. Since I work at home full time, I will be able to make sure all of the pets needs are taken care of. Regarding cats, I make sure to scoop out the litter box once a day. As for rabbits, I will change out the litter box once or twice a day (depending on the size of litter box). While boarding dogs, they will have access to a huge fenced in yard. If I'm dropping in at your place, I will make sure they potty and have plenty of time to stretch before I leave. Your pet’s comfort and well-being are always my top priority, and I would love the opportunity to care for your fur baby while you’re away. Since I work from home, dogs are let out every three hours beginning at 7am until at 11pm so they can potty and run around. I normally feed at 9am and 5pm (unless the fur baby is on a different schedule). I have a fenced backyard and two playful fur babies. I'm also very attentive and organized. Your pet(s) will receive all the love and care!
“We were so comfortable with Glenn and how he took care of Quint. He communicated with us daily several times with how Quint was doing and also sent pics! He was extremely attentive to Quint's needs and schedule, and if there had been any problems he would have handled them appropriately. We will definitely have him sit Quint again!”
“Luna did great! She had 3 other dogs to play with over the weekend and came home tired, which was a good thing. We seldom travel without Luna, but will definitely contact Erin again to takecare of her if we do.”
“Our third stay with Kaeli! She is the sweetest most responsive sitter (the only sitter I've used, and I won't use anyone else if she's available :)! So thankful for her. Sends multiple messages/pics throughout pup's stay, make me feel good about his stay and let me enjoy my time away. Thanks again! Can't wait to be back, and love knowing pup has a blast and is safe.”
“This is our second time leaving our pup with Julie and I didn’t worry for a second! She is always super accommodating and diligent with Luna’s needs and schedule; whether it’s her feeding schedule, allergy meds, or the never-ending pets my doodle will paw you to death for 😂 All of this was confirmed when she set me a picture of Luna, not in her crate where she goes in new places to feel safe, but curled up by Julie’s feet. I wouldn’t leave my dog with just anyone but I’d book Julie again in a heartbeat. 10/10”
“This was my first time using this type of service. From the very first moment I met her I had confidence that Cooper would be taken care of. She sent me pictures thru out his stay and he showed no signs of being stressed when I came to pick him up. She is easy to communicate with and responds quickly. Her home is clean and she honors everything she says.”
“Leah was super responsive and very good at listening to my requests. She sent daily pictures and updates. I felt very comfortable leaving my dog with her! I think he likes her yard and all the extra attention! I highly recommend Leah!”
“Perry had a great time snuggling with Ashley and Ryan! He likes being an only child and they spoiled him. They made me feel comfortable and were very fast with responding.”
“Stasia was soooo amazing! I don’t know many people in town and was quite nervous about leaving my dog with just anyone but Stasia really put me at ease. She coordinated a meet and greet for us during which we introduced our dogs and did a walk through of the commons area of her house and the backyard. She and her dogs were welcoming and wonderful :) During Roo’s stay with Stasia, Stasia sent a plethora of pictures and updates which further helped relax my nerves! My pup Roo looked so happy and well taken care of. I am 1000% going to be booking with Stasia in the future :) Thank you Stasia!!!”
“Emily was amazing with Martin! She kept us updated throughout his stay and sent plenty of photos, which we really appreciated. It was clear Martin was well cared for and having a great time. We felt completely at ease leaving him with her and would absolutely book with Emily again.”
“Katherine was fantastic!! I highly recommend and we are planning to book with her again. She walked our dogs, was super patient with them, and sent lots of updates so we were at ease!! Such a great experience with her.”
“Breanna was great with our little schnauzer. She was communicative, followed our instructions for his needs and sent of pics of walks with his new buddy Chewy. We felt that he was being well taken care of and would book with her again!”
“Kaitlyn was amazing! Her husband and fur babies helped to take care of our sweet boy and we are so grateful they treated him like family! Thank you for everything! Looking forward to future play dates!”
“Chelsea takes such great care of Winnie every time he stays with her!! He is always so excited and makes new friends and comes home exhausted from playing!!! I will always book with her and recommend her!!!”
“I would 100% recommend Aleacia for your pet sitting needs. I am very particular with who I let watch my pets, and Aleacia was wonderful. Communicative, sent tons of pics and videos, and just seeing my dog I could tell she made her feel like she was home. 10/10 I will be using Aleacia’s services again.”
“Evette is the absolute best sitter yet! It was obvious how much they enjoyed Trixie & how much Trixie loved them. I was absolutely content knowing my girl was being cared for & loved on. She sent me the most adorable pics of her & several videos during her stay. I would unequivocally recommend Evette to anyone!”
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog boarding - Winchester
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Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
Depending on the sitter, their home environment, and your dog’s needs, daily exercise may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Winchester home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Winchester.
<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Winchester sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to 25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in OK ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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