Dog Boarding Lookout
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Lookout, 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.
“What a delight it was seeing pictures and encouraging words from Elizabeth while she was looking after our pup, Mia!! We felt super comfortable after meeting Beth and having a couple of meet n greets. Mia seemed to feel comfortable as well. We will definitely book Beth again next time we need a pet sitter!!”
“Tara & James are phenomenal! It’s easy to tell they are a dog loving family! They treated my pup so nicely and even walked her before pickup so she wasn’t too energetic on my way home!”
“Jennifer was great to work with and very friendly. She took time to meet with us ahead to get to know us and this helped us a lot since we had never used a boarding service before. Her own dogs are sweet and welcoming also, and she has family that help keep everyone happy. I recommend and would definitely work with her again in future!”
About: I grew up with dogs and other animals my entire life. I enjoy regular walks around our neighborhood and are experienced in giving vitamins and/or medication daily. I am home full time so your pet will have full time care. I have recently retired and I am available to care for your pet full time on week days as well as weekends! Your pet is never alone and gets all the attention she/he will ever need! So bring their bed, feeding dishes, toys and their brush so we can take care of all their needs. I have a fenced in yard. I always focus on maintaining each pet's normal routine— whether that's mealtime schedules, daily walks and playtime. All pets are allowed on the furniture.
“Our dog Zero had such a good time at Amanda's, we actually felt guilty picking him up! Amanda shared regular updates and photos, and, while she maintained Zero's normal routine of walks, meals, and sleep, the extra play and snuggle time the family gave Zero clearly made him one content, tuckered out pup. We would definitely bring Zero to Amanda's for boarding again in the future.”
About: Having had pets all my life, I really understand how special dogs and cats are. I promise to treat your furry family member with the same care, respect, and love that they would expect at home. I have a flexible schedule and would like to fill my free time. Although I plan to go back to school in January, I’ll still be available for pet sitting. I have a fenced yard where your pup can play freely, and a cozy, smoke-free home perfect for snuggles. Currently, I don't have any pets in my home, and I'm preparing my space to be comfortable, warm, and welcoming for stays.
About: I will put your pups needs first! I've done in home stays for a variety of pooches over the years and grew up looking after two mini dachshunds back home! I've volunteered at the animal shelter and worked on a farm as well. I think I was the only farm hand to try and pet the cows so you could say I'm a bit of an animal lover. Some of my favorite critter activities are exploring the city, sniffing lots of trees, finding sticks, meeting friends at the dog park and cuddling on the couch. I'm a patient person and am good at fufulling any special needs you and your pup may have. I also love taking walks/hikes almost as much as your dog does! I am currently working part time and would love to discuss what your critters need to hopefully create a plan that works well for everyone! I will respect your home and always keep it clean. I will responsibly handle keys/alarms or any special requests you may have during a stay
“Tyler and Caitlyn were great with our golden retriever Sadie. Sadie came home happy and tired. They also sent picture updates while we were gone. We will have them watch Sadie again in the future!”
“My dog Kylo stayed with Kim and her family for the first time for about a week, and although it’s always a little nerve-wracking leaving him with a new sitter, especially for an extended length of time, Kim was gracious and communicative before and during my trip. She sent photos and even reached out when he had some tummy issues so we could help him feel well again. I’m truly grateful to have found her and will definitely book with her again.”
The median cost per night for dog boarding in Lookout is $40
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. 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 - Lookout
Select a filter and find qualifying sitters offering dog boarding.Sitters in Lookout average 9 repeat dog boarding clients
FAQs for Dog Boarding - Lookout
Frequently asked questions about Rover
As of November 2026, there are 76 sitters on Rover offering Dog Boarding across Lookout. Enter your ZIP code to see which available sitters are closest to your home.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
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.
93% of sitters in Lookout can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this 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 Lookout 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 Lookout.
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.
Yes, you can find sitters who have experience with handling special pet needs in Lookout. On Rover:
- 92% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 93% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
You and your Lookout 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 WI 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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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