Dog Boarding Milford

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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

“Ellen did a wonderful job caring for our dog. She provided updates and pictures throughout the stay, and was extremely prompt and responsive. Our dog had a blast playing with her dogs, and enjoyed her large fenced in yard—I think it was hard to leave his new friends to come home!”

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Lindsey M.
Sitter Profile Image: David R.
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David R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 191 reviews
89 repeat clients
15 years of experience
Columbus, WI, 53925

“David is a wonderful dog sitter for Willow. When I drop her off it's like dropping her off at her best friend's home. She walks around and checks out the front yard and the garage and happily goes in the house with David. Breakfast and walks down the road with David and she's in love forever. David is so accomodating and cares so much for Willow, I have no reservations leaving her in David's trusting care.”

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Tina P.
Sitter Profile Image: LAVAL [VAL] S.
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LAVAL [VAL] S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 289 reviews
151 repeat clients
30 years of experience
Sun Prairie, WI, 53590

“Wonderful people, and excellent sitters to sit your dog. They know dogs. Theyve been doing ut a long time. They really care about what they do. There is always someone there. My pup got exercise and playmates and a good staycation . i will use them next time im in madison if theyre available.”

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

“Amanda and her family are like a second family to our Rosie! Amanda is flexible, easy to communicate with and provides a great place for our pup when we’re out of town.”

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Mallory L.
Sitter Profile Image: Sarah S.
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Sarah S.
from
$45
per night
5.0 out of 5 stars
• 65 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: Stephanie E.
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Stephanie E.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 32 reviews
11 repeat clients
18 years of experience
Madison, WI, 53704

“I can't recommend Stephanie highly enough! She recently watched our dog, Hazel, and she was truly wonderful from start to finish. From the moment we dropped Hazel off, Stephanie provided excellent and frequent updates, including photos and videos, which really put our minds at ease. It was clear that Hazel was having a great time and felt completely comfortable in her care. Stephanie was incredibly reliable, easy to communicate with, and genuinely treated Hazel like her own family. Hazel came home tired, happy, and clearly well-loved. If you're looking for a trustworthy, loving, and professional sitter on Rover, book Stephanie—we certainly will be booking her again!”

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Michael K.
Sitter Profile Image: Kaycee & Robert R.
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Kaycee & Robert R.
Star Sitter
from
$36
per night
5.0 out of 5 stars
• 40 reviews
6 repeat clients
16 years of experience
Heritage Heights, Madison, WI, 53714

“Kaycee and Robert took great care of my two dogs. They sent lots of updates, and communicated clearly with us. I’d highly recommend them, and will reach out to them when I need someone to watch our dogs again.”

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Patrick W.
Sitter Profile Image: Brandon & Katy S.
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Brandon & Katy S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 11 reviews
4 repeat clients
15 years of experience
Worthington Park, Madison, WI, 53714

“Brandon and Katy are lovely! They were very helpful moving my dog's crate and getting him settled. Sammy had a great time playing and cuddling.”

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Kara B.
Sitter Profile Image: Heather B.
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Heather B.
from
$45
per night
5.0 out of 5 stars
• 18 reviews
3 repeat clients
20 years of experience
Oconomowoc, WI, 53066

“Heather and family were great to watch our sweet boy while we were gone! She was easy to communicate with before and during the stay and sent wonderful photos while we were gone. We would definitely use her again and recommend her to others as well!”

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Chelsea R.
Sitter Profile Image: Derek & Yoki S.
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Derek & Yoki S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 78 reviews
28 repeat clients
7 years of experience
Lake Edge, Madison, WI, 53716

“I would absolutely recommend Yoki and Derek to care for Wrigley again! Wrigley was well cared for and played all weekend, coming home a tired pup! Very nice photo updates.”

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Lindsey R.
Sitter Profile Image: Yee Lam C.
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Yee Lam C.
from
$45
per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
20 years of experience
Sun Prairie, WI, 53590

“Suki was amazing! She took great care of my pup and sent me daily updates of him. She was so kind and I would 100% recommend her to anyone looking for a sitter!”

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Hannah M.
Sitter Profile Image: Shelly T.
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Shelly T.
Star Sitter
from
$67
per night
5.0 out of 5 stars
• 159 reviews
56 repeat clients
20 years of experience
Cottage Grove, WI, 53527

“This is the third or fourth time we’ve had our dog stay at Shelly’s and she always loves it there. Shelly sends lots of photos and has managed to get my anxious dog to love her. This time we accidentally left our bag of food at home and Shelly graciously offered to feed her out of her own stock so we wouldn’t have to go back before our trip.”

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Colleen K.
Sitter Profile Image: Tony D.
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Tony D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 204 reviews
70 repeat clients
25 years of experience
Madison, WI, 53718

“We were very happy with Tony's care of our dog (Jack). He boarded Jack for a day when we had a house full of holiday guests. He communicated clearly and promptly and let us know with messages and photos that Jack was happy and doing well. Tony helped us out at a crucial time, and we would gladly ask him to take care of Jack again.”

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Peter G.
Sitter Profile Image: Ryan & Krista K.
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Ryan & Krista K.
Star Sitter
from
$59
per night
5.0 out of 5 stars
• 92 reviews
27 repeat clients
15 years of experience
Oregon, WI, 53575

“Ryan and his family provided exceptional care to Jake. My usually anxious dog adjusted well! Thanks for providing him with extra cuddles when needed and some trips to the park. I will definitely book again!”

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Ariel S.
Sitter Profile Image: Jesse L.
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Jesse L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 21 reviews
8 repeat clients
12 years of experience
Emerson East, Madison, WI, 53704

“Thank you Jesse! You made this a lot easier than we thought it'd be. This was our first time boarding Tank and we're glad we chose you. Thanks again for caring for him while we were away. The pictures and video were a bonus. Thank you!”

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Jacky T.
Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$46
per night
5.0 out of 5 stars
• 394 reviews
168 repeat clients
22 years of experience
Pewaukee, WI, 53072

“Jenifer did a great job watching our Cockapoo. He can be anxious at times but he felt right at home with her. Loved spending time with Jenifer on her deck over looking the lake.”

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Jay G.
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: Wenzell B.
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Wenzell B.
from
$55
per night
4.8 out of 5 stars
• 26 reviews
5 repeat clients
10 years of experience
Columbus, WI, 53925

“Wenzel Took great care of my dog in a caring way. I could tell Toffee enjoyed his stay and made new friends along the way. Thanks again Wenzel”

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Deborah B.
Sitter Profile Image: Shayanne T.
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Shayanne T.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
25 years of experience
Bay Creek, Madison, WI, 53715

About: Animals have always been an important part of my life. Growing up, I cared for rabbits, hamsters, mice, and a pet rat. Today I share my home with my 13 year old cat, Meeko, and my housemate’s friendly 12 year old dog. I recently said goodbye to my senior cat after 16 wonderful years together. During the last few years of his life, I administered medication multiple times a day and became experienced in caring for an aging pet with extra medical needs. That experience strengthened my patience, attention to detail, and understanding that every pet deserves individualized, compassionate care. Whether your pet loves long walks, playtime, or simply relaxing with company, I’ll treat them with the same love and respect I give my own pets. I work full-time during the week 8:30-4:30, so I’m available for drop-in visits and dog walks before and after work (6-7:30 AM, and after 4:30 pm M-F), as well as most weekends and holidays. I also offer limited weekend boarding for one dog at a time so I can provide each guest with plenty of individual attention and care. My goal is to be flexible while making sure every pet receives the time and attention they deserve. Whether I’m caring for your pet in my home or yours, my priority is making them feel safe, comfortable, and loved. I know pets thrive on routine, so I’ll follow your instructions closely—from feeding schedules and walks to medications, favorite toys, and bedtime routines. During drop-in visits, I’ll make sure your pet gets plenty of attention, playtime, potty breaks, fresh water, and lots of affection. I understand that having a stranger in the house can be stressful for both pets and owners, so I’ll always treat your home with the same care and respect I would my own. For boarding, I have a securely fenced backyard for supervised outdoor play. I only accept one boarding dog at a time so I can provide a calm, personalized experience and ensure every pet receives plenty of attention. My home also includes my cat and my housemate’s dog, so I only accept dogs that are comfortable around cats and other dogs. This helps create a calm, safe environment for everyone.

Sitter Profile Image: Manu J.
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Manu J.
from
$69
per night
5.0 out of 5 stars
• 67 reviews
11 repeat clients
30 years of experience
Madison, WI, 53715

“Manu did a great job taking care of Ollie for the first time over the weekend AND did a great job making sure I knew how things were going - updates, lots and lots of cute pictures and a video! She clearly has a lot of experience and loves getting to know a new dog and making them feel at home. Hopefully Ollie can go hang out again!”

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Elizabeth J.
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The median cost per night for dog boarding in Milford is $45

Book with peace of mind

  • 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

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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.

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Milford

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Milford average 12
repeat dog boarding clients

FAQs for Dog Boarding - Milford

Frequently asked questions about Rover

As of November 2026, there are 625 sitters on Rover offering Dog Boarding across Milford. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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 Milford 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 Milford 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 Milford.

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.

Yes, you can find sitters who have experience with handling special pet needs in Milford. On Rover:

  • 88% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 94% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

You and your Milford 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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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