Dog Boarding Winterset
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 66 pet parents in Winterset have booked dog boarding
Winterset, 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.
âDeb took great care of Oscar while I was away. He was recovering from a knee surgery, on medication and I was very nervous using a new pet sitter. She put my mind at ease and was very inventive and found ways to let him quietly play and stay entertained.â
âHolly and her family are awesome. Sally and Sam really didnât want to leave to come home. Holly kept me very up to date on what was going on with them. She sent photos also. I believe they had a great time and I will use Holly anytime we go on vacations.â
âMelanie was amazing with our dog Jack. She was available in a short period of time and so communicative. Her daughters were also great with him. He seemed so happy and loved his stay! Would stay again!â
âAbsolutely recommend. She kept us updated on our babies and was always quick to answer when I checked on them. She sent pics of the girls at dogpark and took many pics during the girls visit. She was absolutely amazing!â
âGreat communication and love for our Cleo! It was our first time leaving her with someone other than family. She stayed days and we received several pictures and text communications each day which really helped with our nerves. Can't reccomend this home for someone else's pup enoughđâ
âIâm so happy I picked Tam and Alexander to watch our dog while we were out of town! The communication was great and I received so many pictures and updates. I would 100% recommend them and we will for sure use them again when we travel âşď¸â
âRight when we walked in Wilbur sniffed out the toys and bully sticks! Cynthia kept us updates with pictures and videos of Wilbur running around and playing in the yard all weekend.â
âOur little Franklin LOVES Miss Cindy! We know he is always in good hands with her. We love her too and she is now our go-to Rover for Franklin. I wouldnât want to use anyone else!â
âIvana treated Max like he was her family. He was happy feeling part of the team with her dogs. He was pampered and loved. I will definitely use Ivana again.. so satisfied with her care for Max.đĽ°â
âThis was my first time using Rover and I was pleased with Jessicaâs quick response time and enthusiasm to meet and care for Blanca. The process was easy and drop off went smoothly. Jessicaâs dog was in a kennel when we arrived to make drop off less stressful for both dogs. The pups were introduced after we left to get their sniffing done on neutral territory (on a walk out front). We received photos and updates during our whole time away and knew Blanca was happy and safe. We would be happy to use Jessica again in the future!â
âBecky took care of Silky very well and took him for walks and updated regularly regarding how he was doing. She also picked him up and dropped him off which was very convenient especially with the bad weather with snow at the time.â
âKimberlee is wonderful! Our pup is a repeat customer of hers, and he didnât even look back when we dropped him off. His tail was wagging the whole time! She sends lots of photos, and itâs clear your dog is in great hands with her. Weâll definitely be bringing our pup back!â
âErin and Chris did an excellent job with our energetic little guy! They provided him with exceptional care and love. They went above and beyond to send us pictures through this stay, also! We would highly recommend them!â
âAlice did a great job with our dog. She communicated just the right amount and even cared for him over a major holiday. I think she even gave him a bath. Would definitely recommend!â
âLisa took care of our baby when we're out of town. She sent me regular updates which felt really nice. We were able to visit her place before booking to ensure our dog will get along with Missy. I will definitely recommend her. Thank youâ
âAngela and Dan were amazing. They treated Buddy like he was their own. I know he felt so safe and loved. He was tired when he came home because he had so much fun going on walks! I loved all of the pictures they sent!â
âTanya &Jonathan are Awesome would recommend them to anyone who needs boarding for their furry companion or just a day care situation⌠Had mixed feelings about leave Apollo đśfor the first time Tanya sent so many photos and updates to put us at ease .. He looked so happy playing with the other dogs I was worried he wouldnât wanna leave âŚđđ Hands down đđthey were heaven sent and Iâm very glad I chose them for my needs In boarding Apollođś You guys rock đ¤đ¸â
âScott is always so accommodating and very helpful with his boarding. We have always had an amazing experience with him and our 2 dogs love going over there when we need to board them. Could not recommend more.â
The median cost per night for dog boarding in Winterset is $40
Dog parents share their Rover experiences - Winterset
Debora gave wonderful care to our little boy (a Chihuahua) for the 9 days we were away on a trip. We received several pictures and emails from Debora while we were away, showing how he had settled in and was very comfortable with her at her house. We had a great time on our trip as well, knowing he was so well cared for with her. Thank you again, Debora!
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 teamâhere to help if you ever need someone to talk to.
Why Choose Rover?
Cashless payments
Book and pay through Roverâs secured platformâno cash or checks required.
Reservation protection
It doesnât happen often, but if your sitter has to cancel, weâll work with you to find a new sitter.
World-class support
Weâre 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 near you
Select a filter and find qualifying Winterset sitters!Sitters in Winterset average 13 repeat dog boarding clients
FAQs for Boarding - Winterset
Frequently asked questions about Rover
The average cost for Dog Boarding in Winterset on Rover is $27.75 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 278 sitters on Rover offering Dog Boarding across Winterset. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover 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.
94% of Winterset sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Winterset 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 dogâs confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Winterset 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 Winterset.
Tip: You can upload your dogâs routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Winterset sitter can schedule drop-off and pick-up in a way that works best for the both of youâand 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 Roverâs 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 Justiceâs 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 dogâs vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitterâs care.
Many sitters in IA 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, youâre 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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