Dog Boarding Winchester

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

Pick-Up
Search

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.

1 / 1
Sitter Profile Image: Daniel & Carolyn D.
Verified Enhanced Background Check
Daniel & Carolyn D.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 30 reviews
18 repeat clients
20 years of experience
Tonganoxie, KS, 66086

“This family was marvelous with my two dogs. I felt they were well taken care of and got plenty of love. I received an update on both of them and pictures at the end of the day, which was perfect. They both got plenty of outside time and felt comfortable there. I never felt worried and they will go there again when my family goes out of town.”

Profile image
Nicole S.
Sitter Profile Image: Jeannette S.
Verified Enhanced Background Check
Jeannette S.
from
$30
per night
5.0 out of 5 stars
• 7 reviews
3 repeat clients
10 years of experience
Leavenworth, KS, 66048

“Thanks so much! Sirius had a great time!”

Profile image
Angela K.
Sitter Profile Image: Steve J.
Verified Background Check
Steve J.
Star Sitter
from
$33
per night
5.0 out of 5 stars
• 316 reviews
139 repeat clients
39 years of experience
Lawrence, KS, 66047

“Steve responded quickly when we first contacted him for sitting our dog, and was quick on all other correspondence. Steve is a good choice and certainly my top one for future stays.”

Profile image
Ken N.
Sitter Profile Image: Marilyn O.
Verified Background Check
Marilyn O.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 55 reviews
17 repeat clients
30 years of experience
Oskaloosa, KS, 66066

“Holly loves her time with Marilyn. Walks in the woods, swim time and pups to play with- what’s not to love! Marilyn sent photos and updates daily and Holly came home good and tired. She even made a new best friend in Nova. Will definitely use Marilyn again. The best 😃”

Profile image
Donna W.
Sitter Profile Image: Petra S.
Verified Enhanced Background Check
Petra S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 35 reviews
10 repeat clients
25 years of experience
Lawrence, KS, 66044

“Petra did an amazing job watching my two boys and it made our trip better knowing they were in good hands. Seeing the daily photos from the walks and cuddles made us very happy. The boys were both super happy at pickup and I could tell they both had a lot of fun. We will definitely be returning for future trips.”

Profile image
Armando R.
Sitter Profile Image: Colter P.
Verified Enhanced Background Check
Colter P.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 34 reviews
6 repeat clients
20 years of experience
Lawrence, KS, 66044

“Very responsive and polite. Open to answering questions and providing updates. Highly recommend and will definitely return😊 Bumi is very nice and polite!”

Profile image
Marie J.
Sitter Profile Image: Michelle S.
Verified Enhanced Background Check
Michelle S.
from
$35
per night
5.0 out of 5 stars
• 3 reviews
7 years of experience
platte city, MO, 64079

“EXTREMELY attentive! Amazing I’ve never had someone care for my dog and genuinely care!”

Profile image
Kamila T.
Sitter Profile Image: Jessica F.
Verified Enhanced Background Check
Jessica F.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 23 reviews
12 repeat clients
12 years of experience
Leavenworth, KS, 66048

“Jessica was fantastic to work with. She was able to help us out last minute which we really appreciated. She was quick to respond and updated us on how our baby was doing during her stay. She even offered alternative food when our dog wasn’t eating. We’ll definitely be using her again!”

Profile image
Moira C.
Sitter Profile Image: Susan & Alex P.
Verified Enhanced Background Check
Susan & Alex P.
from
$45
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
16 years of experience
Basehor, KS 66007, KS, 66045

“Absolutely phenomenal to work with send me tons of pictures and videos and was constantly telling me how it is going, which helped with missing him I will be using multiple times in the future”

Profile image
Premier D.
Sitter Profile Image: Kathi M.
Verified Background Check
Kathi M.
Star Sitter
from
$35
per night
4.9 out of 5 stars
• 36 reviews
14 repeat clients
50 years of experience
Lawrence, KS, 66047

“Ruby was well cared for and Kathi was very reassuring, sending me updates and photos. Would definitely recommend her to care for your fur babies.”

Profile image
Christopher Z.
Sitter Profile Image: Chelsea L.
Verified Background Check
Chelsea L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 13 reviews
5 repeat clients
15 years of experience
Ozawkie, KS, 66070

“Chelsea and her family were wonderful with our dogs. We would definitely use them again. They sent us updates and pictures on our pets which were very comforting. Would recommend them to anyone”

Profile image
thomas a.
Sitter Profile Image: Cristina A.
Verified Enhanced Background Check
Cristina A.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 16 reviews
4 repeat clients
15 years of experience
Kansas City, KS, 66109

“Cristina is a great dog caregiver! My dog is blind and she took extra care of him. She is flexible and very accommodating. Her house is a great place for dogs and her fenced backyard is huge! And she took Finn on walks since he does like doing that. I look forward to booking with Cristina again when I go out of town!”

Profile image
Martha G.
Sitter Profile Image: Mike & Jennifer C.
Verified Enhanced Background Check
Mike & Jennifer C.
from
$40
per night
5.0 out of 5 stars
• 57 reviews
12 repeat clients
20 years of experience
Topeka, KS, 66618

“Mike and Jennifer were the absolute best. Kept me well informed throughout the duration of our stay and treated Maggie like a princess. Would highly recommend!”

Profile image
Jesse B.
Sitter Profile Image: Lindsay & Christian B.
Verified Enhanced Background Check
Lindsay & Christian B.
from
$33
per night
5.0 out of 5 stars
• 160 reviews
63 repeat clients
12 years of experience
Camden Point, MO, 64018

“Lindsay took very good care of my dog. She sent me photos and/or videos of my dog over time my family was out of town. We will definitely be using Lindsay again!”

Profile image
John M.
Sitter Profile Image: Rae Lynne B.
Verified Background Check
Rae Lynne B.
from
$40
per night
4.9 out of 5 stars
• 147 reviews
56 repeat clients
11 years of experience
Lansing, KS, 66043

“First time we left the dogs for a week! She sent lots of pics and videos! Very reassuring that all was good! She does an excellent job caring for them and I highly recommend her!”

Profile image
Marla E.
Sitter Profile Image: Lisa S.
Verified Enhanced Background Check
Lisa S.
from
$32
per night
5.0 out of 5 stars
• 23 reviews
1 repeat client
17 years of experience
Leavenworth, KS, 66048

“Lisa was amazing from the moment I met her until the day I picked up my dog. She kept me informed about my dog throughout the day and sent me photos. She is very nice and I know my dog was in good hands the entire time we were gone. I highly recommend her!”

Profile image
Diana M.
Sitter Profile Image: Carissa S.
Verified Enhanced Background Check
Carissa S.
from
$45
per night
5.0 out of 5 stars
• 22 reviews
15 repeat clients
34 years of experience
Eudora, KS, 66025

“Carissa took great care of my Nala. Nala hurt her leg a few days before we were going out of town and Carissa was very willing to give her the extra attention she needed! She will definitely be hangout out with Carissa again!!”

Profile image
Dona S.
Sitter Profile Image: Magen J.
Verified Enhanced Background Check
Magen J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 35 reviews
11 repeat clients
20 years of experience
De soto, KS, 66018

“Loved getting the photos of my boy while he was away from us. He always looked happy and well taken care of in every single one of them. He was very much loved and taken care of!”

Profile image
Anna R.
Sitter Profile Image: Amelia & Matthew H.
Verified Enhanced Background Check
Amelia & Matthew H.
from
$55
per night
5.0 out of 5 stars
• 77 reviews
25 repeat clients
30 years of experience
Lawrence, KS, 66046

“Amelia and Matthew took amazing care of my fur baby Klaus! They did a meet and great prior to his stay and were super friendly. I could definitely see their love for animals which made me very confident in leaving my dog in their hands. He is staying with them again in a couple weeks :) I highly recommend their services! They also kept me updated on Klaus daily with pictures which I loved. Thank you Amelia and Matthew!”

Profile image
Shelby S.
Sitter Profile Image: Julia B.
Verified Enhanced Background Check
Julia B.
from
$30
per night
11 years of experience
Lawrence, KS, 66049

About: For over 11 years, I’ve cared for dogs, cats, and other animals of all ages, sizes, and temperaments, providing dependable, attentive, and personalized care that gives owners complete peace of mind. I work part time and I am free after 12 am to give your pet all the attention that they deserve to make them feel right at home! Whether your pet stays with me or I visit your home, my goal is the same: keep their routine as close to normal as possible. For boarding, your dog becomes part of my household — same feeding times, walks, and bedtime habits, with free run of a secure, fenced yard and constant supervision. For house sitting, I stay overnight at your place, keeping their routine steady while also looking after your home (mail, lights, the usual). For drop-in visits and walks, every stop includes fresh food and water, a walk or potty break matched to their energy level, and playtime or cuddles. And for day care, I offer supervised one-on-one attention rather than a crowded group setting, balancing active play with rest. Across every service, you’ll get photo and video updates so you always know how your pet’s doing.

1 / 1
View more

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.

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Winchester

Select a filter and find qualifying sitters offering dog boarding.

FAQs for Dog Boarding - Winchester

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, 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 , 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 .

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 KS 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge