Dog Boarding in Milton, WI

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Top rated Milton dog boarders

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
39 reviews
9 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: Brittany & Mathew T.
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Brittany & Mathew T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
17 years of experience
Fort Atkinson, WI, 53538

I recently had the pleasure of having Brittany take care of our dog, Boq and I couldn’t be happier with the experience. From the moment we entrusted our pup to her, it was clear she genuinely cares for animals and treats them like her own. She went above and beyond to ensure our dog felt safe, loved, and entertained. She kept us updated with photos and messages, which gave us peace of mind while we were away. Our dog came home happy, healthy, and clearly well cared for. It’s rare to find someone so responsible, attentive, and compassionate. I can’t recommend her highly enough to anyone looking for a trustworthy and loving pet sitter. We will definitely be reaching out to her again in the future!

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

Rebecca was fantastic with my dog Dingo. We weren’t even a mile down the road and he was curled up asleep on the front seat. He got lots of play time and exercise and was obviously worn out. I plan to use Rebecca again in the future and would recommend to anyone else looking for a warm loving home for your time away

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Nick R.
Sitter Profile Image: Brandi G.
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Brandi G.
Star Sitter
from
$30
per night
5.0 out of 5 stars
59 reviews
19 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: Emma S.
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Emma S.
from
$45
per night
5.0 out of 5 stars
17 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: Stacy L.
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Stacy L.
from
$55
per night
5.0 out of 5 stars
85 reviews
5 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: Kaitlyn S.
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Kaitlyn S.
from
$45
per night
1 repeat client
12 years of experience
Darien, WI, 53114

About: I am a certified veterinary technician with an additional certification in massage and rehab therapy. I have been working in the animal care industry since 2012 and have worked with and trained dogs for a long as I can remember. I offer expert level care for medically complex cases and a fear free approach for anxious pets. I have experience working with anxious and aggressive dogs. Being crate trained is a must and I ask that you bring your pet's crate with you for overnight stays. Self- employed with a flexible schedule, I have all day availability and can also do early morning and late evening drop ins. I only take 1 client at a time so that I can give your pet's the care and attention they deserve. Because I only take one client at a time, I can offer a stress free stay for animal aggressive pets. All animals will be directly supervised or crated while boarding

Sitter Profile Image: Kayla S.
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Kayla S.
from
$45
per night
5.0 out of 5 stars
2 reviews
1 repeat client
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: Jessica P.
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Jessica P.
from
$35
per night
5.0 out of 5 stars
7 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: Emily L.
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Emily L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
98 reviews
31 repeat clients
20 years of experience
Mc Farland, WI, 53558

Good communication & flexible with drop off & pick up. Emily made me feel comfortable leaving my girl. She didn't even need the anxiety meds I sent! (my dog, not Emily) =)

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Allie S.
Sitter Profile Image: Kim I.
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Kim I.
from
$45
per night
5.0 out of 5 stars
17 reviews
3 repeat clients
30 years of experience
Edgerton, WI, 53534

My two big doggos had a blast with Kim's dogs. I appreciated the pictures and videos. Would board with them again.

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Rachel H.
Sitter Profile Image: Laurie P.
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Laurie P.
from
$45
per night
5.0 out of 5 stars
70 reviews
20 repeat clients
30 years of experience
Delavan, WI, 53115

We can not say enough nice things about Laurie and our experience. Our 4yr old springer spaniel can be an energetic handful to say the least but Laurie gave her lots of playtime and attention. The pictures she sent daily were a nice reassurance that all were having fun and well cared for. Laurie was a pleasure to work with.

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Joanne S.
Sitter Profile Image: Emily V.
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Emily V.
from
$35
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
18 years of experience
Oregon, WI, 53575

Great communication, fairly short notice booking and everything worked out great. Copper had a great time and we’d book again. Loved seeing the photos of Copper while we were away.

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Scott P.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
24 reviews
5 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: Ellen S.
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Ellen S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
56 reviews
16 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: Heather W.
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Heather W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
26 reviews
7 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: Vanessa B.
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Vanessa B.
from
$35
per night
5.0 out of 5 stars
2 reviews
8 years of experience
Cambridge, WI, 53523

About: Hi! I’m Vanessa, a Registered Nurse and a lifelong dog person and belly-rub enthusiast. I grew up with many dogs, so muddy paw prints, squeaky toys, zoomies and eye boogers are just part of life for me. My home is kid free but very dog-friendly, which basically means dogs get a lot of attention and are treated like the VIPs they clearly believe they are. I also have my own fur babies, Kyanite, a 9 year old blue heeler who reminds me daily that dogs are way smarter than we think. From being her mom, I've come to the belief that dogs truly understand english. I also have a very mellow 10 year old cat named Timber. She is a professional relaxer. I don’t have any official dog care certifications, but I do have a lifetime of hands-on experience and a very strong track record of telling dogs they’re “the best dog ever” approximately 400 times a day. They truly are the best! Whether your pup loves long walks, couch cuddles, or just someone to hang out with while you’re away, I’m happy to make them feel safe, comfortable, and right at home for the day or the whole week. Because at the end of the day, dogs aren’t just pets… they’re our children🐕 Feel free to reach out if you think we’d be a good fit. Kyanite and I would love to meet you and your doggo. Pet care fits seamlessly into my daily routine since I have a dog of my own. I am currently transitioning from working as an RN to pursuing another technical degree, which is fully online, so I will be home full-time. This allows me to spend quality time with your dog throughout the day. Walks, bathroom breaks, playtime, and attention are built into my day, and I adjust my schedule to ensure I am home with your dog as much as possible. Whether your pup enjoys outdoor play in the fenced yard, lounging inside, or just some company and cuddles, I’m able to provide consistent care and supervision all day. I aim to follow each dog’s normal routine as closely as possible so they feel comfortable and secure while staying with me. Your dog’s day will be structured around both fun and relaxation, with plenty of interaction and attention to make them feel at home. Your dog’s safety and comfort are my top priorities. I have a fenced yard where dogs can safely enjoy outdoor time, play, and take bathroom breaks. Inside, dogs are treated like part of my family and can relax comfortably in the home, including the couch and beds (if allowed). I also have a crate available if your dog is crate trained or prefers having their own cozy space. I always try to follow each dog’s normal routine as closely as possible so they feel comfortable and at ease during their stay. When boarding with me, I plan my schedule so I can be home with your dog as much as possible and avoid leaving them alone for long periods of time. I also tend to spend a lot of time outside, especially on nice days, often relaxing on the patio with friends, so being outdoors with the dogs for a good portion of the day is very normal here.

Sitter Profile Image: Gilian S.
Verified Background Check
Gilian S.
Star Sitter
from
$48
per night
5.0 out of 5 stars
232 reviews
59 repeat clients
9 years of experience
Sun prairie, WI, 53590

Gillian did a great job caring for our puppy. She asked a lot of questions at the initial meeting so that she could best care for our dog. Our pet has had some health issues in the past, so she’s a bit high maintenance & not yet spayed. Gillian was totally comfortable with all we asked. She gave medications & cared for our puppy as if she was her own. Gillian sent text updates and a lot of pictures each evening.

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Rebecca M.
Sitter Profile Image: Ashlee F.
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Ashlee F.
Star Sitter
from
$28
per night
5.0 out of 5 stars
35 reviews
10 repeat clients
20 years of experience
Janesville, WI, 53546

Ashlee kept our Sallie Mae for a couple days and was a great experience. Communication was great all the way from scheduling a meet and greet to drop off and pick up. Will use her again for sure.

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Shawn M.
Sitter Profile Image: Joan F.
Verified Background Check
Joan F.
Star Sitter
from
$40
per night
5.0 out of 5 stars
155 reviews
47 repeat clients
18 years of experience
Eastmorland, Madison, WI, 53714

Joan was so great with our pup! He can be a handful sometimes and Joan did such a great job of not only attending to his puppy energy and mischief but also was great at easing our anxieties about leaving him for the weekend. Joan sent a lot of photos with a daily update and even got our pup out to a dog park! Would absolutely book with her again!

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Jessica T.
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Over 68
pet parents in Milton have booked dog boarding

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog boarding in Milton is $40

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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Milton average 11
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Apr 2026, the median cost of dog boarding in Milton is $40 per night, including service fees. Boarding your dog for one week typically costs $280. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Milton dog boarding rates can be found as low as $26 to as high as $44 per night.

If you’re searching for a Milton dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Apr 2026, 132 sitters provided dog boarding in Milton. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 90% of Milton dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Milton have an average of 22 years of experience. Dog boarding sitters with repeat customers have an average of 11 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Milton.

Rover makes it easy to find Milton dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 132 dog boarding sitters in Milton on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.