Dog Boarding Hillsdale

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Over 4
pet parents in Hillsdale have booked dog boarding

Hillsdale, 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.

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Sitter Profile Image: Sarah C.
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Sarah C.
from
$40
per night
5.0 out of 5 stars
• 8 reviews
5 repeat clients
20 years of experience
Rice Lake, WI, 54868

“Sarah was great! We were so impressed with her and how her entire family took care of our 2 small dogs. I received updates all the time on how they were doing. It was a great experience and will be using Sarah in the future. She took all the anxiety of leaving my pups with someone else while we were away. Thank you Sarah!”

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Barb B.
Sitter Profile Image: Michelle T.
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Michelle T.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 119 reviews
50 repeat clients
20 years of experience
Emerald, WI, 54004

“Ollie loved being at Michelle’s! And no wonder- she’s knowledgeable, skilled, and showed genuine affection for him. Michelle provided individualized attention for settling him into happy interactions with her own little buddies and with other dog friends he met there. Sending us pictures and videos and messages settled any fretting we might have felt, too. Thank you, Michelle!”

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Kathleen H.
Sitter Profile Image: Heidi P.
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Heidi P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 54 reviews
20 repeat clients
25 years of experience
Woodville, WI, 54028

“Heidi did an amazing job dog sitting my husky. It was great to see in the photos and videos that he was having fun and enjoying his stay. I highly recommend her and feel my dog was looked after with lots of care.”

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Dan R.
Sitter Profile Image: Amanda & Derek D.
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Amanda & Derek D.
from
$60
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
12 years of experience
Wheeler, WI, 54772

“Amanda and Derek were great! Brynlee was well cared for. We received updates and pictures! We will definitely use them again!!!”

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Michelle T.
Sitter Profile Image: Alexander C.
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Alexander C.
from
$35
per night
4.9 out of 5 stars
• 36 reviews
10 repeat clients
5 years of experience
Wilson, WI, 54027

“Highly recommend. Very responsive throughout booking process and with updates during our pets stay. Diego came home happy and exhausted from all the fun he had. Would definitely book with Alex again”

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Jason_Crystal G.
Sitter Profile Image: Tiffany P.
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Tiffany P.
from
$45
per night
5.0 out of 5 stars
• 20 reviews
3 repeat clients
20 years of experience
Colfax, WI, 54730

“Tiffany was very accommodating and welcoming of Ellie for her overnight stay. I know that Ellie was in good hands. Would definitely recommend Tiffany to anyone looking for a sitter.”

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Shannon S.
Sitter Profile Image: Hannah S.
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Hannah S.
from
$50
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
6 years of experience
Rice Lake, WI, 54868

“Our dog Mattie had a great time! Communicative and sweet. Thank you!”

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Anna D.
Sitter Profile Image: Jacalyn Z.
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Jacalyn Z.
from
$50
per night
20 years of experience
Glenwood City, WI, 54013

About: 20+ years of experience (that makes me feel old). Unofficial dog sitter for family and friends since high school. Loyal to my fellow dog loving friends sharing word of mouth recommendations, fostered a giant breed and helped find his forever home, loved my first dog for nearly 8 years, and now I would like to fill the void by helping care for your four legged family member. I have experience caring for senior dogs and puppies as well. I work fully remote, so I appreciate the screen breaks. I am able to go out for walks or outdoor time often. After losing my dog this summer, I do miss the quality time and walk routines. We joke that you better love dogs, but it is true. My home is setup to be dog friendly, maybe more rugs for traction on the vinyl plank floors. Animals are part of the family and that is how we treat guest pets as well. Living on 3 acres in the country, so a great space for outdoor activities. I am quite respectful when residing in another’s home and great at following instructions and/or preferred routines.

Sitter Profile Image: Hadyn H.
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Hadyn H.
from
$40
per night
5.0 out of 5 stars
• 22 reviews
2 repeat clients
14 years of experience
Chippewa Falls, WI, 54729

“Hadyn was beyond incredible. Our sweet dog who is normally full of anxiety had none with her. She was fantastic in sending photos and videos with her updates. I wouldn’t hesitate to use her again. A+++”

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Crystal R.
Sitter Profile Image: Molly M.
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Molly M.
from
$26
per night
5.0 out of 5 stars
• 19 reviews
4 repeat clients
20 years of experience
Woodville, WI, 54028

“Molly was super helpful taking Ruby last minute! She is extremely sweet and took great care of our puppy! Thanks Molly!”

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Nicholette R.
Sitter Profile Image: Ezra P.
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Ezra P.
from
$40
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
4 years of experience
Menomonie, WI, 54751

About: I’ve been watching dogs and cats since I was young. I love to walk dogs and spend lots of time playing together. I also enjoy caring for cats. I’m very reliable and am a good communicator. I would love to spend more time helping out with pets! I recently moved here and would love to watch some new furry friends. I’m employed part time currently and looking for full time work. I am very respectful of other people’s homes and properties. I am clean, quiet, and will communicate as often as you would like. I love to play with cats and dogs and will give them lots of attention.

Sitter Profile Image: Alec H.
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Alec H.
from
$90
per night
5.0 out of 5 stars
• 19 reviews
2 repeat clients
34 years of experience
Shell Lake, WI, 54871

“Alec was great ! Very considerate, sent pictures, responded to questions and is someone we'd trust to watch and check in on our dog again! Thanks!”

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Ryan H.
Sitter Profile Image: Taylor G.
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Taylor G.
from
$35
per night
5.0 out of 5 stars
• 1 review
10 years of experience
Rice Lake, WI, 54868

About: I’m experienced in senior and medical care, multiple animal care, providing a fun time, and so much more. I have two of my own dogs and a couple cats that are all spoiled. I would love to spoil yours! Monday-Friday I am available to care for animals throughout the whole day. Animals play a huge role in my everyday life and I would enjoy caring for yours. Either in my home or a clients home the animals needs come first. A schedule is set and maintained the entire duration of the stay to minimize stress. When caring for pets in my own home they are kept separate from my resident pets to minimize stress on all animals. Although if owner is comfortable all resident animals are very friendly.

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The median cost per night for dog boarding in Hillsdale is $40

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  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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Meet local sitters who will treat your dogs like family

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Popular requests for dog boarding - Hillsdale

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Sitters in Hillsdale average 7
repeat dog boarding clients

FAQs for Dog Boarding - Hillsdale

Frequently asked questions about Rover

The average cost for Dog Boarding in Hillsdale on Rover is $48.29 per night (as of September 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 September 2026, there are 30 sitters on Rover offering Dog Boarding across Hillsdale. 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 Hillsdale 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 Hillsdale.

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 Hillsdale 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.

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