Dog Boarding Milton

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Over 2
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1 / 1
Sitter Profile Image: Sarah S.
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Sarah S.
from
$45
per night
5.0 out of 5 stars
62 reviews
12 repeat clients
25 years of experience
Edgerton, WI, 53534

Sara was great with our dog. From the initial "meet & greet" to the actual stay, she made us and our dog feel comfortable. She was quick to respond to questions, and provided regular updates throughout the stay. Would highly recommend using her again.

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Craig H.
Sitter Profile Image: Brandi G.
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Brandi G.
from
$35
per night
5.0 out of 5 stars
92 reviews
31 repeat clients
32 years of experience
Janesville, WI, 53546

Brandi is so great with my active 1yo cockapoo. Hank even jumped in the shower with her LoL. Updates and photos while he was in her care and a personalized bag of treats for home when he left! Thank you Brandi for awesome care of my boy😘

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Jeni
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
12 reviews
3 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: Kaitlyn S.
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Kaitlyn S.
Star Sitter
from
$54
per night
5.0 out of 5 stars
16 reviews
10 repeat clients
12 years of experience
Darien, WI, 53114

I highly recommend Kaitlyn!! I have 2 big boys 1 is a Doberman and the other is a golden mix. They fight if their in the same room. So was going to have Kaitlyn watch just one of them. When I went to do a meet and greet with my golden. We got to talking and she said she would be willing to take both. She was amazing! I didnt have to worry all weekend long about them because she would send me updates with happy pictures every day. They always looked so happy with all the walks and belly rubs. Highly recommend! I will definitely be going back to her and dropping my other doggie daycare even with a 15 minute extra drive.

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Ann 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: Duane & Lauren S.
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Duane & Lauren S.
Star Sitter
from
$32
per night
5.0 out of 5 stars
92 reviews
28 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: 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: Chantal T.
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Chantal T.
from
$39
per night
4.0 out of 5 stars
1 review
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: Rebecca B.
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Rebecca B.
Star Sitter
from
$48
per night
5.0 out of 5 stars
29 reviews
8 repeat clients
28 years of experience
Fort Atkinson, WI, 53538

Rebecca provided kind and insightful care, recognizing how to best make our 12 year old dog feel comfortable while we were away for 2 weeks. He was calm and pleasantly tired after his visit :). We appreciated knowing Charlie was at the home of a dog lover receiving personal, excellent care!

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Jennifer W.
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

Ellen is amazing!! When I was seeking someone to care for my Finnish Lapphound, I needed to find that special person who cared as much as I do, Ellen is that person. She provided us updates throughout his stay. Their fenced in backyard, is a doggie heaven! We will definitely use her services again!! Rest assured that your pet is in safe and loving hands under Ellen's care. Thank you Ellen!!

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Rochelle D.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
46 reviews
12 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: 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: Heather W.
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Heather W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
39 reviews
10 repeat clients
20 years of experience
Brooklyn, WI, 53521

I would highly recommend Heather! She did a wonderful job of sending photos and updates daily and in general I really felt like our dog was being well cared for.

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Marta B.
Sitter Profile Image: Tessa S.
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Tessa S.
from
$35
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
7 years of experience
Fitchburg, WI, 53711

Second time booking Tessa for a long extended stay for our almost 16 year old pup! Received numerous updates and photos daily - Tessa is the best!

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Amanda S.
Sitter Profile Image: Sumer J.
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Sumer J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
29 reviews
11 repeat clients
9 years of experience
Roscoe, IL, 61073

Boarding with Summer was great! She made it all very easy and I was never worried about my dog. She even sent a picture of him and gave me some updates to let me know that he was doing well.

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

Chanse did a great job taking care of our dog for the weekend. She sent several updates and photos. Chanse followed our instructions perfectly. Dozer loved all the attention he received. I would recommend Chanse for your pet care. We would use her services again.

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Marcia D.
Sitter Profile Image: Beth K.
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Beth K.
from
$30
per night
1 repeat client
16 years of experience
McFarland, WI, 53558

About: Pets have always been family to me. My own dog, Charlie, was by my side for over 16 years, through military moves, raising two boys, and every season of life in between. Caring for him taught me that every pet has a unique personality, routine, and way of communicating. Whether your pet loves long walks, playtime, quiet companionship, or just someone to stick to their routine, I'll care for them with the same patience, love, and attention I'd want for my own. My goal is simple: for you to leave knowing your pet is safe, happy, and genuinely cared for. As someone who is used to having a pet at home with me at all times, I miss that dog energy! I am excited to care for yours with attention, affection, and reliability. Although I have an unfenced yard, your pet's safety is always my priority. I use leashes for all outdoor time and love taking walks, playing, and giving pets plenty of exercise and attention.

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

Reggie went with Otis to a dog park both days of this stay. What a wonderful extra treat! Nicole makes Reggie feel right at home.

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Patricia P.
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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 11
repeat dog boarding clients

FAQs for Boarding - Milton

Frequently asked questions about Rover

The average cost for Dog Boarding in Milton on Rover is $54.39 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 286 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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