Dog Boarding Milton

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Over 38
pet parents in Milton have booked dog boarding

Milton, 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.

1 / 1
Sitter Profile Image: Brandi G.
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Brandi G.
from
$35
per night
5.0 out of 5 stars
• 94 reviews
32 repeat clients
32 years of experience
Janesville, WI, 53546

“Brandi was able to fit us in last minute and took great care of the puppies. We greatly appreciated her working with us and the dogs. Thank you!”

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Steve H.
Sitter Profile Image: Sarah S.
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Sarah S.
from
$45
per night
5.0 out of 5 stars
• 63 reviews
12 repeat clients
25 years of experience
Edgerton, WI, 53534

“This was our first time using Rover, and we couldn't have asked for a better experience. Sarah accommodated our last-minute request to watch our 3-month-old puppy for two days. Rip and Mayla were so friendly and playful when we stopped by for a meet and greet. And Sarah's obvious expertise and calm demeanor made it clear that this was a good fit for us. She was always quick with responses, sent daily updates with several pictures spanning the course of the day, and gave a very thorough rundown of how our puppy did his entire time there when we arrived to pick him up. It was clear that she had his best interests at heart. And any time we need a puppy sitter, she will be the first person we contact. 10/10 Highly recommend.”

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Jennifer B.
Sitter Profile Image: Stacy L.
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Stacy L.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 88 reviews
6 repeat clients
30 years of experience
Janesville, WI, 53546

“Stacy welcomed my dog into her house and treated him as her own. Rudy loved playing and snuggling with her family! She communicated well and made sure she understood his needs. I will use Stacy again.”

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J D.
Sitter Profile Image: Jessica P.
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Jessica P.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 14 reviews
3 repeat clients
30 years of experience
FORT ATKINSON, WI, 53538

“Jessica was amazing!! Her communication throughout booking and confirming were top notch. Our little Looper had so much fun at Jessica's house, he returned happy and worn out!! We truly appreciate the care Jessica gave to our pup, and would absolutely recommend! We will be booking again in the future. Thank you, Jessica!!”

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Melissa C.
Sitter Profile Image: Chantal T.
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Chantal T.
from
$39
per night
4.5 out of 5 stars
• 2 reviews
6 years of experience
Janesville, WI, 53546

About: I had a golden-lab for 6 years until we lost him to cancer earlier this year. My kiddos and I miss him a ton and would love the opportunity to care for your fur baby until we are ready to get another dog of our own. I work fully from home so I have a lot of flexibility all week and any weekends we are home/available as well. I am confident your pet would have LOTS of love and attention! I have a nice fenced in yard and great neighborhood available for daily walks. We have a great safe space to care for your pet!

Sitter Profile Image: Kayla S.
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Kayla S.
from
$45
per night
5.0 out of 5 stars
• 2 reviews
2 repeat clients
9 years of experience
Janesville, WI, 53546

About: I've been a dog owner for as long as I can remember. I currently have one nine year old Chihuahua mix on seizure medicine twice a day. We have a fenced in yard with a chain link fence perfect for letting your dog run around. I am usually up by 5am to go for a run or cycle. I work from home regularly so I can be flexible with letting the dogs out. I have a fenced in yard with one friendly dog of my own to keep your dog company. I have cameras in the home to keep an eye on the pups if I do need to run out.

Sitter Profile Image: Kaitlyn S.
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Kaitlyn S.
Star Sitter
from
$54
per night
5.0 out of 5 stars
• 18 reviews
10 repeat clients
12 years of experience
Darien, WI, 53114

“Kaitlyn was fantastic to work with! She was so communicative, knowledgeable and caring. Our dog clearly had a great time during his stay with her!”

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Alexa H.
Sitter Profile Image: Alyssa S.
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Alyssa S.
from
$30
per night
4.9 out of 5 stars
• 8 reviews
1 repeat client
20 years of experience
Janesville, WI, 53545

“Rosie was happy when I picked her up. The next morning she was back to her usual self. With some other sitters, it can take one to three days for her to be back to her usual self. So just from that I’d say Alyssa did a nice job.”

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Only B.
Sitter Profile Image: Nicole H.
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Nicole H.
from
$45
per night
5.0 out of 5 stars
• 46 reviews
14 repeat clients
28 years of experience
Stoughton, WI, 53589

“Archie had a great time staying with Nicole and her family. I would recommend them to anyone who wants their pup treated with lots of love, care, and exercise!”

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Kaley E.
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: Caitlin L.
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Caitlin L.
from
$30
per night
5.0 out of 5 stars
• 2 reviews
8 years of experience
Evansville, WI, 53536

About: Friendly, warm, and welcoming. I have plenty of indoor and outdoor space to roam in my home plus a fenced in backyard. I've had dogs in the home since I was child and have been caring full-time for my dog for 7 years. I have previous experience with in-home boarding for some of my co-workers and have cared for dogs with nervous bladders. I currently work full time, but am always home in the evenings for plenty of playtime and walks. I can be flexible with pick up and drop off times with at least a day's notice to work with your schedule. I have a fenced in yard and plenty of space to roam inside my home. Dogs are welcome on the furniture or in bed if they need some extra cuddle time. I can crate your dogs if needed during the day and my own pup is crate trained for while I'm away.

Sitter Profile Image: Amanda K.
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Amanda K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 195 reviews
64 repeat clients
20 years of experience
Cottage Grove, WI, 53527

“Rosie really enjoyed her stay at Amanda’s home. She came home exhausted which is always a great sign for our energetic girl. We highly recommend Amanda and her family for the care of your fur baby. We will use them again in the future. ❤️”

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Mallory L.
Sitter Profile Image: Beth & Kirk K.
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Beth & Kirk K.
from
$40
per night
5.0 out of 5 stars
• 1 review
4 years of experience
Janesville, WI, 53548

About: My husband and I are frequently taking care of our grand pups! Both 4 years old. We treat them like our own. One’s a chocolate lab, the other is a dachshund. I am an early riser. I get my morning exercise done then am pretty free the rest of the day. With the exception of an occasional appointment here and there. We do not have a fenced yard but would do daily walks. We have a path near our home. We also have lots of dog toys.

Sitter Profile Image: Kaycee & Robert R.
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Kaycee & Robert R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 38 reviews
6 repeat clients
16 years of experience
Heritage Heights, Madison, WI, 53714

“We're very happy with the care Kaycee and Robert provided are beloved labs!!! We recommend them if you're in need of pet sitting. They were very flexible and easy to communicate with. Will definitely use them again for our future needs.”

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Charlotte T.
Sitter Profile Image: Ellen S.
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Ellen S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 63 reviews
18 repeat clients
10 years of experience
Marshall, WI, 53559

“Highly highly recommend Ellen! Our pup had the best time; we could tell immediately she would love him like we do. Great backyard, lots of updates and a very tired pup from so much play when we got home. We will definitely work with Ellen again!”

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Josh H.
Sitter Profile Image: Sumer J.
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Sumer J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 30 reviews
12 repeat clients
9 years of experience
Roscoe, IL, 61073

“My dogs had a great time at daycare! Sumer provided pictures and feedback upon pick up to let me know how their day went. This was reassuring since it was their first time!”

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Jackie M.
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: Thomas & Emily C.
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Thomas & Emily C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 15 reviews
6 repeat clients
8 years of experience
Roscoe, IL, 61073

“They were very kind . They sent pictures to my phone (while I was gone) showing her walking, eating, or napping. I felt comfortable leaving my dog baby with them.”

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pamela m.
Sitter Profile Image: Jessica M.
Verified Enhanced Background Check
Jessica M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 47 reviews
13 repeat clients
25 years of experience
Rolling Meadows, Madison, WI, 53714

“The kids were happy. Good communication, lots of photos and video. It was a great place with a good yard for them to play. She took good care of our perrhijos.”

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Richard E.
Sitter Profile Image: Tessa S.
Verified Enhanced Background Check
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.
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The median cost per night for dog boarding in Milton is $45

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  • 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?

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    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

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    Browse profiles of sitters near you who offer dog boarding
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Popular requests for dog boarding - Milton

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Sitters in Milton average 13
repeat dog boarding clients

FAQs for Dog Boarding - Milton

Frequently asked questions about Rover

The average cost of Dog Boarding in Milton on Rover is $42 per night as of October 2026. Most bookings cost between $35 and $51 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 292 sitters on Rover offering Dog Boarding across Milton. 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.

94% of sitters in Milton 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 Milton 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 Milton.

<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 Milton 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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