Dog Boarding Monticello

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Over 78
pet parents in Monticello have booked dog boarding

Monticello, 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: Christine N.
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Christine N.
from
$41
per night
5.0 out of 5 stars
• 138 reviews
64 repeat clients
35 years of experience
Prairie Hills, Monticello, WI, 53570

“Christine is BEYOND amazing! This was the first time leaving my big boy for a week while I went on vacation, so I was extremely anxious about it. Christine immediately put those fears to rest!! The amount of pictures and updates I received was incredible!! Shadow had plenty of friends to play with and was frequently out on walks or at the dog park. I spoil my baby way too much, but Christine treated Shadow like he was her own!! I know now when I go on vacation that I have someone I can count on to truly care for my baby!!!”

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Laura D.
Sitter Profile Image: Marie B.
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Marie B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 21 reviews
5 repeat clients
15 years of experience
Verona, WI, 53593

“Marie did a fantastic job taking care of our dog. She sent daily updates, communication was so easy-we will be rebooking with her in the future.”

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Therese H.
Sitter Profile Image: Heather W.
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Heather W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 40 reviews
10 repeat clients
20 years of experience
Brooklyn, WI, 53521

“Heather and her family welcomed Darcy back to their home with open arms. She sent photos of Darcy throughout her stay so we could see how she was doing. She looked so happy and comfortable in their home. This was her second stay and we’ve already booked another. We are so grateful to have found this home away from home for Darcy!”

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Brooke H.
Sitter Profile Image: Kristin & Bruce M.
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Kristin & Bruce M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 108 reviews
31 repeat clients
2 years of experience
Madison, WI, 53719

“Kristin and Bruce took such great care of Neko! They were so kind and sent updates and pictures, and accepted my request last minute for the boarding! Very kind and wonderful people! We look forward to using them on the future!”

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Brittany D.
Sitter Profile Image: Chelssey H.
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Chelssey H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 25 reviews
12 repeat clients
16 years of experience
Madison, WI, 53711

“Chelssey was awesome! Great communication prior and during Sunny’s stay which I loved! She also sent pictures which was fun. We will book again with Chelssey.”

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Carol D.
Sitter Profile Image: Ryan & Martha M.
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Ryan & Martha M.
Star Sitter
from
$41
per night
5.0 out of 5 stars
• 59 reviews
26 repeat clients
14 years of experience
Stone Meadows, Madison, WI, 53719

“The friendliest family! I had car issues and Martha came to the rescue to grab my dog from the side of the road AND dropped her off at the end of the stay. My favorite rover provider to date”

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Stuart H.
Sitter Profile Image: Doua Song 'Jenny' & Darin K.
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Doua Song 'Jenny' & Darin K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 32 reviews
8 repeat clients
15 years of experience
Stone Meadows, Madison, WI, 53719

“They were so great with Lacey! They shared pictures multiple times a day and gave little updates with each! I appreciated it so much as I always like to know my pup is doing while I'm gone! I will definitely be booking with them again the next time I need a rover!”

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Elizabeth F.
Sitter Profile Image: Katie & Samuel W.
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Katie & Samuel W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 32 reviews
13 repeat clients
20 years of experience
MIDDLETON, WI, 53562

“Thank you for taking such great care of our dog! We appreciated the picture, video, and text updates and that you included Teddy in your activities. You took great care of him! Will schedule again.”

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Stephen B.
Sitter Profile Image: Michelle S.
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Michelle S.
from
$50
per night
5.0 out of 5 stars
• 47 reviews
9 repeat clients
30 years of experience
Orchard Ridge Community, Madison, WI, 53711

“This was Henry's second time staying with Michelle and her family, and he had a great time! I really appreciated the updates and pictures throughout his stay. I will definitely book with Michelle again :)”

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Corinne H.
Sitter Profile Image: Tessa S.
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Tessa S.
from
$35
per night
5.0 out of 5 stars
• 20 reviews
7 repeat clients
7 years of experience
Fitchburg, WI, 53711

“Tessa did an amazing job watching Rena. She gave the best pup-dates complete with pictures and videos so we had peace of mind knowing our gal was doing ok! Tessa took extra care understanding Rena had some anxiety and gave her love, attention, and - most importantly - lots of walks and outdoor time. We can’t thank Tessa enough!”

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Kayla L.
Sitter Profile Image: Laura D.
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Laura D.
from
$35
per night
5.0 out of 5 stars
• 60 reviews
18 repeat clients
35 years of experience
Mount Horeb, WI, 53572

“Once again, Laura took the best care of my pup! It’s such a relief knowing that my dog has a playmate (Shadow) and an attentive caretaker when I am out of town. Laura is very communicative and sends lots of (appreciated) updates :)”

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Audrey T.
Sitter Profile Image: Lindsey C.
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Lindsey C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 43 reviews
12 repeat clients
10 years of experience
Madison, WI, 53705

“Lindsey did a fantastic job of taking care of Coco. During my trip, I had travel delays and Lindsey was more than accommodating to help with last minute changes. She gave me frequent updates on Coco and I felt very at ease knowing that my fur baby was in very good hands. Would highly recommend!”

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Richard M.
Sitter Profile Image: Anne & Patrick H.
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Anne & Patrick H.
from
$45
per night
5.0 out of 5 stars
• 2 reviews
20 years of experience
Oregon, WI, 53575

“They are wonderful! Very accommodating and Athena was spoiled. We use the again ❤️”

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Amy M.
Sitter Profile Image: Emily V.
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Emily V.
from
$50
per night
5.0 out of 5 stars
• 19 reviews
6 repeat clients
18 years of experience
Oregon, WI, 53575

“Emily was great with our big, young and very energetic dog! She has a great fenced in yard and our dog had a blast! He was very tired when he got home! We would definitely use her again!”

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Eric & Christine A.
Sitter Profile Image: Duane & Lauren S.
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Duane & Lauren S.
Star Sitter
from
$32
per night
5.0 out of 5 stars
• 93 reviews
29 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

“Duane and Lauren were wonderful to work with and took great care of our two dogs!!! Their communication was terrific and they were very flexible. We would love to have our dogs stay with them again!!”

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Dave W.
Sitter Profile Image: Stefanie B.
Verified Enhanced Background Check
Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 96 reviews
31 repeat clients
14 years of experience
Middleton, WI, 53562

“Stefanie and her family were so loving to my little dog Dolly! I cant say enough about how accommodating they were while I was away in Arizona for the week. I highly recommend them for your pups dog sitting needs! Will be using them again in the future for sure. Dolly sure does miss them all!”

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Heather M.
Sitter Profile Image: Allison C.
Verified Enhanced Background Check
Allison C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 13 reviews
3 repeat clients
5 years of experience
Glen Oak Hills, Madison, WI, 53705

“Allison went above and beyond! She treated my dog like she was her own, and I felt completely at ease while I was away. I’m definitely pretty particular about who I trust with my dog, and I had absolutely no hesitations with Allison. She was so caring and loved sending all the pictures (which I obviously LOVED ). It was clear my pup was having the best time and was so well cared for. I would 100% have Allison watch her again and would highly recommend her to anyone looking for a sitter!”

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Magan E.
Sitter Profile Image: Ronalisa E.
Verified Enhanced Background Check
Ronalisa E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 39 reviews
15 repeat clients
7 years of experience
Madison, WI, 53704

“Ronalisa was amazing with Pepper. She would be great in hosting any dog, and for sure she is skilled at hosting an elderly dog. This one... originally a rescue who may well have been abused, now ~14 years old, deaf, extremely anxious to be left alone, and suspicious of new people... could have been a challenge. Rona took it all in stride, easily handling the regime of medications and food preferences and totally winning Pepper's heart.”

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Anne F.
Sitter Profile Image: Nicole P.
Verified Enhanced Background Check
Nicole P.
from
$35
per night
5.0 out of 5 stars
• 32 reviews
8 repeat clients
41 years of experience
Cross Plains, WI, 53528

“Nicole has a lovely house in a nice neighborhood. She sent me updates on my dog, with pictures and was able to take the dog for daily walks. I'm in between jobs and this was a most affordable great quality yet homely option.”

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Onix
Sitter Profile Image: Ryan & Krista K.
Verified Enhanced Background Check
Ryan & Krista K.
Star Sitter
from
$59
per night
5.0 out of 5 stars
• 89 reviews
26 repeat clients
15 years of experience
Oregon, WI, 53575

“We had a great experience with Ryan and family. He was very communicative and the dogs were well taken care of. They were tired when they came home - definitely got lots of exercise and playtime! Would definitely rebook with Ryan again. Thank you!”

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Maggie L B.
1 / 1
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The median cost per night for dog boarding in Monticello is $45

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

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Popular requests for dog boarding - Monticello

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Sitters in Monticello average 9
repeat dog boarding clients

FAQs for Dog Boarding - Monticello

Frequently asked questions about Rover

The average cost of Dog Boarding in Monticello on Rover is $42 per night as of October 2026. Most bookings cost between $29 and $53 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 399 sitters on Rover offering Dog Boarding across Monticello. Enter your ZIP code to see which available sitters are closest to your home.

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.

88% of sitters in Monticello 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 Monticello 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 Monticello.

<b>Tip:</b> 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 Monticello 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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