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
53 reviews
12 repeat clients
25 years of experience
Edgerton, WI, 53534

Clover had an awesome time with Sarah and her pups. This was our first time using Rover and Sarah made us super comfortable with the process. She was very fast with responses, and sent updates and photos while we were away. Her dogs were very friendly with us and made quick friends with Clover. Would recommend to anyone, and will definitely use again.

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Jess O.
Sitter Profile Image: Jessica P.
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Jessica P.
from
$35
per night
5.0 out of 5 stars
11 reviews
1 repeat client
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: 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: Emma S.
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Emma S.
from
$45
per night
5.0 out of 5 stars
18 reviews
6 repeat clients
10 years of experience
Stoughton, WI, 53589

Emma was absolutely amazing! Oscar (our Springer Spaniel pup) loved his weekend with Emma and her dogs, and came back so happy - and tired - from all the fun. They played, went on walks and I got all the photos along the way! We definitely plan to use Emma's services again- hopefully very soon!

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Ann Marie M.
Sitter Profile Image: Brandi G.
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Brandi G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
79 reviews
26 repeat clients
32 years of experience
Janesville, WI, 53546

This woman was amazing. I contacted her and had a response from her within 15 minutes. the care and love that she put into taking care of my kitty was so amazingly tender. I got updates twice a day. I got pictures almost every day. She was agodsend.

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

Great to work with! Helped me out in a pinch with my 3 dogs which can be quite a handful at times, but she welcomed them right in to her home for the weekend and they had a great time, even slept in bed all together with her! Sent pictures and video and kept in constant communication. Would definitely recommend and use again. Thanks Rebecca!!

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Shelley S.
Sitter Profile Image: Heather W.
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Heather W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
32 reviews
8 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: Emily V.
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Emily V.
from
$35
per night
5.0 out of 5 stars
16 reviews
5 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: Tessa S.
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Tessa S.
from
$35
per night
5.0 out of 5 stars
16 reviews
5 repeat clients
7 years of experience
Fitchburg, WI, 53711

Tessa has been an absolute delight and I'm so glad to have trusted her with my Trixie. She helped celebrate Trixie's birthday and took her on so many walks and ample outside time! Highly recommend Tessa (and Tennessee)!

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

Jessica is the best sitter I have ever had on Rover!!! She took great care of my Mickey and provided lots of updates throughout each day. Will definitely book with her again, my dog had a great time with her and her dogs!!

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Allison M.
Sitter Profile Image: Sumer J.
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Sumer J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
24 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: Andy S.
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Andy S.
from
$35
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
14 years of experience
Edgerton, WI, 53534

Andy was great! Took our big 180 lb St. Bernard in on short notice and send photos and updates throughout our trip. Everything went great. Highly recommend

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Alex M.
Sitter Profile Image: Larissa H.
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Larissa H.
from
$63
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
25 years of experience
Milton, WI, 53563

Larissa and her husband were wonderful with our two dogs. They provided lots of snuggles, pictures and they treated our dogs like they were their own. I would highly recommend them. She did everything to calm our babies when the thunderstorms rolled in. Thank you!

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

Awesome people. Sent me a couple pictures of lulu during her stay, played with her, we had no worries all weekend. Definitely our go to for overnight boarding

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Alison S.
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 awesome! The care and love she had for our dogs was amazing! Both of our dogs had an amazing time and we’d recommend her to anyone for sure!!

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Keli W.
Sitter Profile Image: Brad N.
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Brad N.
Star Sitter
from
$42
per night
5.0 out of 5 stars
102 reviews
21 repeat clients
35 years of experience
Fitchburg, WI, 53711

First time using Rover. Brad was available for Thanksgiving. Close to home. Flexible on drop off and pick up times. Responsive. Sent pup updates. Had other dogs to play with. Fenced in yard. Easy to work with. Would recommend and use again.

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Kate B.
Sitter Profile Image: Lorelei & Kayla E.
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Lorelei & Kayla E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
258 reviews
114 repeat clients
35 years of experience
Madison, WI, 53713

Barney had a great time with Lorelei and the other pups! Lorelei was also incredibly flexible and understanding about a delayed flight and super late pick up time. We'll definitely go back next time we need a sitter!

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Emily F.
Sitter Profile Image: Traci M.
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Traci M.
Star Sitter
from
$28
per night
5.0 out of 5 stars
15 reviews
2 repeat clients
4 years of experience
Beloit, WI, 53511

Traci provided a wonderful experience for my pup! It was my first time leaving her since I adopted her and I couldn’t have been more pleased with the whole experience. Traci made my girl feel right at home and sent me updates and pictures that really eased any worries I may have had. I will definitely request Traci again in the future.

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Pamela H.
Sitter Profile Image: Tayler W.
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Tayler W.
from
$35
per night
10 years of experience
Whitewater, WI, 53190

About: I have an 8 year old coonhound named Trigger. He is the light of my life. I love to care for family and friends dogs in my free time. I work 50% from home and 50% in the office. I am off Saturday through Monday. I have the flexibility needed to provide care as needed. I have an incredibly friendly and easy going coonhound named Trigger. In his older age, he has become quite the couch potato. In his younger years, he loved going to doggy day care to romp around. We have a large unfenced yard for dogs to enjoy.

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

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  • 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

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  • 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

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Sitters in Milton average 12
repeat dog boarding clients

FAQs for Dog Boarding - Milton

Frequently asked questions about Rover

As of July 2026, there are 300 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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