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

Hillcrest, 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.
“Kelli and Shane took such great care of my two labs! The pups absolutely loved their huge fenced in yard and were so tired out when I picked them up. I got a video every day I was gone and a couple pictures. Kelli and Shane were very good at responding quickly and very flexible with drop off and pick up! I highly recommend!”

“Duke had a great time! Patty sent updates after the first full day with pictures. He enjoyed playing with the other dog and playing fetch in her large fenced in yard!”

“I boarded my 2 labs with Jamie and she took exceptional care of them with frequent updates and pictures. Obviously I wasn't there, but it seems to me that she took care of them like they were her own. Strongly recommend! Wouldn't hesitate to bring them back.”


“Leah made everything easy for pick up and drop off. Home appears to be very well cared for and clean. I think our dog was also spoiled by her children, with lots of attention. Would book again with zero hesitation. Thanks.”


“Heather is amazing! She’s so kind and always goes above and beyond for my dog, Reka. She even carved a pumpkin for her this time! I really appreciate the regular updates and photos, and Reka gets multiple walks every day. Her sons also play with Reka, which she absolutely loves. Always a great experience with Heather — highly recommend!”

“Buddy had a wonderful time playing around in the yard and making friends with the other dogs. Christina was great in keeping me updated with lots of pictures, and I could tell that he was really enjoying his stay. I will definitely be using Christina's services again in the future! Would completely recommend.”


“I booked a two day stay with Lisa for my 3year old Maisy who had never before been left with a stranger in their home. Both Maisy and I were nervous, but Lisa was very reassuring and carefully explained how things would be handled during Maisy’s stay. The stay went well and Lisa gained Maisy’s confidence as well as mine. I would book with Lisa again.”

“Carly was amazing with my pup, Opal! She kept us updated regularly with pictures and texts. They took great care of her (playing outside, taking her for walks, and most importantly, snuggles on the couch! I will most definitely use them again!”

“Christina was wonderful with our cat, Molly! We were so grateful she was available at the last minute. She stayed in contact the whole week we were gone and sent the cutest pictures of Molly! We highly recommend Christina and will absolutely call her again!”

“Lori is amazing. We are newer to the area, so this was our first time. She made Jasper part of the family with lots of love and attention. Great at communicating and sharing pics.”

About: I specialize in large dog breeds as I have 1 Pyrenees and 1 golden retriever myself. They are both very well trained and certified ESA’s. I don’t have any special skills such as pet training, just really good with dogs. I am a full time nurse and I’m off every other week. I would love to take/walk dogs on my weeks off. I have always had a dog in my family. I’d love to hang out with your furry friends! I have two big loving dogs to keep yours company. We will spend a lot of time outside hiking and going for walks! If your pet is not staying at my house we will still have fun going for runs, walks, or being outside.
Dog parents share their Rover experiences - Hillcrest
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 - Hillcrest
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Hillcrest
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 Hillcrest 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 Hillcrest.
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 Hillcrest 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.






