Dog Boarding Milton

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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.

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Sitter Profile Image: Sarah S.
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Sarah S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
55 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: Jessica P.
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Jessica P.
from
$35
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
30 years of experience
FORT ATKINSON, WI, 53538

5 stars!! ⭐️ 🌟 🌟 💫 ⭐️ Jessica is amazing! She graciously dealt with our uncertain and hetic schedules. She went over and above, driving to my home to pick my dog up. Even when he was initially bashful/scared, she waited and took extra time. Gave him extra love and care, car rides, treats, and nap time together. I felt he was safe, content, and at ease while in Jessica’s home. We will definitely be hiring her again!!

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Cindy P.
Sitter Profile Image: Stacy L.
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Stacy L.
from
$55
per night
5.0 out of 5 stars
86 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: Brandi G.
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Brandi G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
83 reviews
31 repeat clients
32 years of experience
Janesville, WI, 53546

Brandi kept our yappy dachshund for the second time this fall, and we very much appreciate Brandi’s patience and love she gave our pup. Brandi has other pets in the house, which to us is a bonus, since it gives our dog some much needed experience with other dogs! We highly recommend Brandi!

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Martha S.
Sitter Profile Image: Emma S.
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Emma S.
from
$45
per night
5.0 out of 5 stars
20 reviews
6 repeat clients
10 years of experience
Stoughton, WI, 53589

Emma and her pups took great care of our Toby, once again! She provided lots of updates/photos and kept him safe and happy in the freezing temperatures.

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Tori B.
Sitter Profile Image: Kaitlyn S.
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Kaitlyn S.
Star Sitter
from
$49
per night
5.0 out of 5 stars
10 reviews
8 repeat clients
12 years of experience
Darien, WI, 53114

Kaitlyn was amazing! She updated daily and made sure our babies were so well taken care of. She went above and beyond and I’m so grateful we chose to book with her. I will absolutely be booking her for any future needs for our pups.

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Alexis F.
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: Emily V.
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Emily V.
from
$35
per night
5.0 out of 5 stars
18 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: Ellen S.
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Ellen S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
60 reviews
17 repeat clients
10 years of experience
Marshall, WI, 53559

Ellen was a great sitter and we would definitely book her again. Her care and communication were top notch! We received many texts and videos each day giving us peace of mind. She is the best!

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

Nicole is so wonderful with our pups! She is so attentive and loving! Our pups love her and love to spend time at her house! And Otis is the sweetest dog ever! And Archie is adorable! Thank you for such great care!!!!!

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Keli W.
Sitter Profile Image: Heather W.
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Heather W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
34 reviews
9 repeat clients
20 years of experience
Brooklyn, WI, 53521

We felt Teddy was very well taken care of. He got lots of love, plenty of tennis ball throws, and sweet cuddles from Heather and her daughter. It felt great knowing Teddy was in such good hands while we were away.

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Kiersten B.
Sitter Profile Image: Rebecca B.
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Rebecca B.
Star Sitter
from
$48
per night
5.0 out of 5 stars
28 reviews
8 repeat clients
28 years of experience
Fort Atkinson, WI, 53538

Rebecca was great with our dog Luci. She sent pics regularly and was outside with her alot. It's nice to be able to travel knowing your fur baby is well taken care of.

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Tammy P.
Sitter Profile Image: Beth & Kirk K.
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Beth & Kirk K.
from
$40
per night
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: Tessa S.
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Tessa S.
from
$35
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
7 years of experience
Fitchburg, WI, 53711

Our little pup Rena absolutely enjoyed her stay with Tessa! We were given the best pup-dates throughout the day and enjoyed seeing pictures of our pup having the best vacation with Tessa and Tennessee. Thank you for your care, attention, and love to Rena! Tessa was also super flexible with drop off after we had to deal with a medical emergency and I am so grateful for that!

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Kayla L.
Sitter Profile Image: Sumer J.
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Sumer J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
26 reviews
7 repeat clients
9 years of experience
Roscoe, IL, 61073

The dogs had a great time during their first stay here! Sumer and her family were able to take them some what short notice as our long time boarder was unexpectedly moving out of town and we really appreciated that. They took great care of the dogs and our dogs had fun playing with their pups. They have a good size backyard and we were happy to get pictures and updates that they were doing well. Thanks again!

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

Our dog simba had a great stay with Amanda and her family. We loved getting updates and pictures of how he’s doing. Definitely will be using her again next time we’re away. Thank you!

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Marta M.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
40 reviews
11 repeat clients
25 years of experience
Rolling Meadows, Madison, WI, 53714

Jessica was wonderful and super friendly. My dog Bell stayed for a few days and we got the cutest picture updates. Her dogs are so well behaved and Bell was so happy she had friends to vacation with. She came home and slept the rest of the night! Would book again and will recommend her to others!

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Angel B.
Sitter Profile Image: Chanse T.
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Chanse T.
from
$65
per night
5.0 out of 5 stars
21 reviews
3 repeat clients
8 years of experience
Janesville, WI, 53545

Chanse was phenomenal! I left my cat with her for a long weekend and everything went so well! Chanse made every effort to make my pet feel comfortable at her home, updated me regularly with photos, and truly treated her as if she was part of her family. She communicated well, went out of her way to purchase some treats to help my cat acclimate, asked thoughtful questions, and truly cared about the wellbeing of my pet. Her home is very welcoming and safe, and I would absolutely trust her again with any pet. I highly recommend Chanse for any of your pet needs!

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Paige W.
Sitter Profile Image: Julia S.
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Julia S.
from
$40
per night
7 years of experience
Stoughton, WI, 53589

About: My first job was as a kennel attendant at a local vet clinic where I learned a lot about animal care. I have also worked at a boarding facility. Since working there, I have started my own pet sitting service called “Bodens Buddies”. I started this service for a number of reasons; one, to give my dog Boden unique social opportunities, and two, because I believe pets thrive in a home setting even if it’s not their home. I am currently working part time as I continue my college studies, so I have plenty of time to commit to your pet(s)! My schedule is flexible! I have a fenced in yard and a friendly dog of my own. I also have two cats who can be spaced in another area if needed.

Sitter Profile Image: Brittany G.
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Brittany G.
from
$25
per night
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Janesville, WI, 53548

Brittany was very sweet and easy going. She took excellent care of our dog and sent picture updates while we were gone. We will definitely contact her in the future when we need pet sitting again!

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Tanya L.
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The median cost per night for dog boarding in Milton is $45

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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 Boarding - Milton

Frequently asked questions about Rover

As of August 2026, there are 281 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 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.

94% of Milton sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Milton 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 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.

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 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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