Dog Boarding Winona

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

Pick up
Search

Over 4
pet parents in Winona have booked dog boarding

Winona, 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: Justin D.
Verified Enhanced Background Check
Justin D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
247 reviews
59 repeat clients
15 years of experience
Tyler, TX, 75707

I received daily updates and Justin was really good with communication. Unlike other sitter my dog accurately went on walks which he enjoyed very much.

Profile image
Mingxue A.
Sitter Profile Image: Eliza J.
Verified Enhanced Background Check
Eliza J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
42 reviews
20 repeat clients
8 years of experience
Tyler, TX, 75701

Absolutely wonderful! Sent pictures and videos while we were out of town and gave us great feedback for our puppy. So kind and had great communication!

Profile image
Delyn R.
Sitter Profile Image: Jerry E.
Verified Background Check
Jerry E.
Star Sitter
from
$35
per night
5.0 out of 5 stars
103 reviews
62 repeat clients
10 years of experience
Tyler, TX, 75707

Yay! Jerry was lovely and sent updates about Georgie. Pleasant, professional, and George seems to like him! George says 12/5 stars and that's cool bc George doesn't know how to count.

Profile image
Alexis S.
Sitter Profile Image: Shelley H.
Verified Enhanced Background Check
Shelley H.
Star Sitter
from
$30
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
40 years of experience
Longview, TX, 75604

Shelley was great with Luna! Great communication and sent daily pictures! You can tell she truly loves animals! Will definitely book again!

Profile image
Katie P.
Sitter Profile Image: Julie H.
Verified Enhanced Background Check
Julie H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
69 reviews
28 repeat clients
30 years of experience
Brownsboro, TX, 75756

Julie was amazing! Ollie was very nervous the first day and Julie was so patient and caring with him. I got daily updates, videos and pictures! Highly recommend her! I will be going back for sure!

Profile image
Lori G.
Sitter Profile Image: Jennifer S.
Verified Enhanced Background Check
Jennifer S.
Star Sitter
from
$36
per night
5.0 out of 5 stars
16 reviews
3 repeat clients
34 years of experience
Lindale, TX, 75771

Jennifer is always so good with our dogs. We wouldn’t want them to go anywhere else. Always appreciate her thoughtfulness to keep us updated on how they’re doing and her loving spirit. Highly recommended her services!!

Profile image
Jennifer G.
Sitter Profile Image: Heather  M.
Verified Enhanced Background Check
Heather M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
82 reviews
23 repeat clients
20 years of experience
Tyler, TX, 75703

This is our second time using Heather and she is amazing with our dog. She’s kind and communicative throughout the stay, and our dog comes home happy.

Profile image
Taylor H.
Sitter Profile Image: Shelby T.
Verified Enhanced Background Check
Shelby T.
Star Sitter
from
$28
per night
4.9 out of 5 stars
136 reviews
54 repeat clients
15 years of experience
Whitehouse, TX, 75791

Shelby was GREAT with our baby, Coco Taylor! She was easy to book and communicated with me very well. Our Coco enjoyed her time with their family. I would most definitely recommend Shelby and will be using her again in the future! Thanks again, Shelby!

Profile image
Gayla C.
Sitter Profile Image: Christina A.
Verified Background Check
Christina A.
Star Sitter
from
$45
per night
5.0 out of 5 stars
66 reviews
23 repeat clients
35 years of experience
Chandler, TX, 75758

My GSP, Olive, got to stay 2 nights with Christina & her 2 dogs and she loved it!! Christina was great to send me pictures and updates. Coming up, I’m sending Olive to her for a month! I trust her & her husband - very knowledgeable about different dog behaviors. Highly recommend 😁

Profile image
Camille R.
Sitter Profile Image: Jessica O.
Verified Enhanced Background Check
Jessica O.
from
$35
per night
5.0 out of 5 stars
5 reviews
6 years of experience
Tyler, TX, 75707

Jessica was amazing! She took such great care of my dog and treated him like her own. He was so happy and comfortable with her that I don’t think he even missed me! 😂🐾 I would absolutely book with her again and highly recommend her to anyone looking for a caring and reliable pet sitter. 💕

Profile image
Lidia C.
Sitter Profile Image: Linda D.
Verified Enhanced Background Check
Linda D.
from
$30
per night
5.0 out of 5 stars
1 review
40 years of experience
Lindale, TX, 75771

Linda was fantastic with our dog! She and her husband were the friendliest people and welcomed our pup into their home like he was their own. They took such good care of him and provided updates on his care while we were away. I would recommend her to anyone looking for somewhere to board their pets.

Profile image
Cheyenne & Justin M.
Sitter Profile Image: Lillie F.
Verified Enhanced Background Check
Lillie F.
from
$25
per night
10 years of experience
Arp, TX, 75750

About: I’ve been caring for animals my entire life and understand that every pet has their own personality, routine, and needs. As a registered nurse, I’m highly attentive, dependable, and comfortable monitoring for changes in behavior, appetite, mobility, or overall well-being. I have experience caring for dogs of all sizes, senior pets, and animals that need extra patience and attention. Whether it’s walks, playtime, medication administration, feeding, or simply providing companionship, I’ll care for your pet as if they were my own. I know how important peace of mind is when you’re away, so I provide regular updates, photos, and plenty of love and attention. My schedule is flexible and allows me to provide reliable care throughout the week. I can accommodate morning, afternoon, evening, and weekend visits depending on your needs. I understand the importance of consistency for pets and strive to maintain their normal routines while you’re away. Whether your pet needs a quick drop-in visit, extended care, or overnight attention, I’m committed to providing dependable and compassionate care. Your pet’s safety and comfort are my top priorities. As a registered nurse, I pay close attention to details and am experienced in recognizing changes in health or behavior. I follow all care instructions carefully, including feeding schedules, medications, exercise needs, and household routines. I believe in building trust with both pets and owners through clear communication, reliability, and respect for your home. You’ll receive regular updates and photos so you can feel confident that your pet is safe, happy, and well cared for while you’re away.

Sitter Profile Image: Susan S.
Verified Background Check
Susan S.
Star Sitter
from
$38
per night
5.0 out of 5 stars
80 reviews
25 repeat clients
50 years of experience
Tyler, TX, 75701

Susan was great with my little buddy Echo. He helped her in the garden and she enjoyed him being around. Susan is just a delight to talk with and she has a huge heart. She also has a beautiful home and breathtaking gardens.

Profile image
Justin D.
Sitter Profile Image: Luke F.
Verified Enhanced Background Check
Luke F.
from
$35
per night
5.0 out of 5 stars
4 reviews
1 repeat client
2 years of experience
Whitehouse, TX, 75791

I can't say enough good things about Luke. I boarded my dog, JD, with him for 6 days while I was out of town, and the experience was absolutely fantastic from start to finish. I would 100% recommend Luke.

Profile image
Natasha W.
Sitter Profile Image: Lexie L.
Verified Background Check
Lexie L.
from
$30
per night
5.0 out of 5 stars
46 reviews
17 repeat clients
15 years of experience
White Oak, TX, 75693

We LOVE Lexi! She’s watched our fur babies many times and always sends pictures and updates throughout their stay. They basically run inside when we drop them off (which is such a good sign) and are always happy and healthy when we pick them up. Can’t recommend her enough!

Profile image
Kristina J.
Sitter Profile Image: Jordan M.
Verified Enhanced Background Check
Jordan M.
from
$25
per night
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Tyler, TX, 75703

I met with Jordan and the whole family. I could tell my jdog had a great time. Great communication and super accommodating.

Profile image
Jen D.
Sitter Profile Image: Sarah S.
Verified Enhanced Background Check
Sarah S.
from
$50
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
30 years of experience
Tyler, TX, 75704

Sarah responded quickly and concisely, was pleasant, and took great care of my dog. I almost felt bad taking the dog away from her 4 year old kid. Will book with Sarah again if she is available next time I need a dog sitter.

Profile image
John R.
Sitter Profile Image: Tracy C.
Verified Enhanced Background Check
Tracy C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
35 years of experience
Longview, TX, 75601

Tracy was amazing with our dog who can be very anxious. This was the first time ever that we have picked him up from boarding that he was completely calm and didn’t seem stressed at all. Tracy sent pictures and communicated all weekend. I would recommend Tracy to anyone. Our little guy was treated with care and love just like he was one of their own.

Profile image
Brandi H.
Sitter Profile Image: Sarah D.
Verified Enhanced Background Check
Sarah D.
Star Sitter
from
$36
per night
5.0 out of 5 stars
24 reviews
4 repeat clients
7 years of experience
Flint, TX, 75762

Zorro's time with Sarah was incredible! He had a wonderful time. She was very conscientious to make him feel loved and comfortable. Sarah knew this was his first experience with a new sitter and sent pictures and videos to show how happy and content he was. His appetite was good and he slept well through each night. I highly recommend Sarah and will schedule with her again when needed.

Profile image
James D.
Sitter Profile Image: Isabella C.
Verified Enhanced Background Check
Isabella C.
from
$35
per night
2 years of experience
Whitehouse, TX, 75791

About: I’ve been around dogs most of my life and have about two years of pet sitting experience. I also have two dogs of my own, so I understand the level of care, attention, and trust that goes into looking after someone’s pet. I’ve cared for dogs of all sizes, ages, and temperaments, including puppies and seniors. I’m comfortable with feeding, walking, playtime, and sticking to your dog’s routine, and I treat every pet like my own. I currently work part-time, which gives me a flexible schedule and plenty of time to give your dog the attention and care they deserve. I’m available for boarding on weekends and weekdays, and I’m happy to adjust to your pet’s routine. Whether it’s walks, playtime, or check-ins, I’ll make sure your dog gets consistent care, attention, and companionship. I have a fenced yard and two friendly dogs who are used to being around other pets. I always prioritize safety by supervising interactions, keeping a clean and comfortable environment, and following your pet’s routine closely. I can crate your dog if needed and will make sure they feel safe, relaxed, and well cared for at all times.

1 / 1
View more sitters

The median cost per night for dog boarding in Winona is $35

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. 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

Sitters in Winona average 11
repeat dog boarding clients

FAQs for Dog Boarding - Winona

Frequently asked questions about Rover

The average cost for Dog Boarding in Winona on Rover is $32.1 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of July 2026, there are 102 sitters on Rover offering Dog Boarding across Winona. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

Sitters may also include daily walks in the neighborhood during your dog's boarding stay. You can also request photo and message updates throughout so you can see which local landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Winona 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 Winona.

Tip: 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 Winona 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 TX 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