Dog Boarding Ashford

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Over 12
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Sitter Profile Image: Gilian S.
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Gilian S.
from
$35
per night
5.0 out of 5 stars
• 242 reviews
61 repeat clients
9 years of experience
Saukville, WI, 53080

“We were looking for someone to watch our new puppy on very short notice. Gilian was so responsive and thorough in her communication. At drop off, I was impressed with her transition room, not only the concept, but how clean and organized it was. Our puppy had a great time and we appreciated the daily updates and photos. Gilian was great at reading our puppy’s cues and knowing how she was feeling in her first real social interactions with other dogs. It was a great experience, and we will definitely be back!”

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Kristina B.
Sitter Profile Image: Cheryl & Josh G.
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Cheryl & Josh G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 56 reviews
29 repeat clients
20 years of experience
Slinger, WI, 53086

“Cheryl and Josh were wonderful sitters for my dog Molly. They treated her as if she was their own dog. Cheryl was respectful of all the requests that I had made for Molly's stay. I appreciated the daily updates and pictures that Cheryl shared. It was a great comfort for me knowing that I did not have to worry about Molly while I was away on vacation. We will be booking with Cheryl and Josh again!!”

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Mary K.
Sitter Profile Image: Diane & Dale G.
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Diane & Dale G.
from
$37
per night
5.0 out of 5 stars
• 15 reviews
2 repeat clients
30 years of experience
Random Lake, WI, 53075

“Diane and Dale went above and beyond to accommodate our schedule and care for Oliver. He fit right in with their dog, Lexi, enjoyed the walks around the pond and was well-loved. I highly recommend them!”

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Pamela B.
Sitter Profile Image: Gianina B.
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Gianina B.
from
$38
per night
5.0 out of 5 stars
• 12 reviews
3 repeat clients
20 years of experience
Germantown, WI, 53022

“Gianina took really good care of our dog Mia during our week long vacation. Mia fit right in with her dogs golden retrievers and her 2 children loved her too. She kept us informed with daily postings of her which we looked forward too. Thank you for taking such good care of our dog. I would highly recommend her.”

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Suzette P.
Sitter Profile Image: Luana L.
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Luana L.
from
$25
per night
4.7 out of 5 stars
• 46 reviews
24 repeat clients
15 years of experience
Cascade, WI, 53011

“Luana was accommodating, easy to work with and clearly a devoted animal lover. She took great care of our little dog and was especially mindful to make sure he was safe, because he’s a quick, little escape artist. We appreciate her care and will be back when we’re in Wisconsin.”

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Eden M.
Sitter Profile Image: Micah N.
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Micah N.
from
$50
per night
5.0 out of 5 stars
• 12 reviews
4 repeat clients
20 years of experience
Neosho, WI, 53059

“Micah was fantastic! Kepler was well taken care of and had a very exciting stay playing with her dogs Teddy and Echo. Micah is very loving and created a very welcoming and fun environment for our pet/baby. We will definitely use her again.”

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Lisa W.
Sitter Profile Image: Brian W.
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Brian W.
from
$33
per night
15 years of experience
West Bend, WI, 53090

About: Large yard and house, work from home and dog owner. He’s great with dogs, let me know if you need help. Plenty of attention to give. I work from home so I am attentive and able to be interactive at all times. I have a large yard but prefer to keep my dog leashed I have a 3 year old dog lab mix. He’s a baby but big. Great at dog parks and with other dogs, plenty of space.

Sitter Profile Image: April P.
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April P.
from
$50
per night
5.0 out of 5 stars
• 9 reviews
20 years of experience
Slinger, WI, 53086

“April and family were amazing! I was nervous at first, however quickly was at ease with all the updates and photos I received. They treated Allie like family and she looked so happy hanging out with them I wasn’t sure she would want to come home! Hahaha”

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Cassandra H.
Sitter Profile Image: Cortney T.
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Cortney T.
from
$50
per night
5.0 out of 5 stars
• 55 reviews
8 repeat clients
8 years of experience
Cedarburg, WI, 53012

“Cortney was really accommodating and great with Bo. Also prompt in communicating and shared pictures and a video of Bo during his stay. Her dog was a great playmate for Bo and he had a blast. I would recommend Coutney!”

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Amanda & Craig V.
Sitter Profile Image: Chantelle T.
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Chantelle T.
from
$35
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
23 years of experience
Horicon, WI, 53032

About: I’m a huge animal lover. I have had dogs since I was 5 and trained each one. Love going on walks and going to the park with them. Give them my full attention and care. I’ve volunteered at the humane society before and have also worked on a game reserve. Received a bachelor’s in biology and worked for a vet clinic for 2 years, so your pet will get all the care and love it needs and much more. I’ll make sure your pet is comfortable and happy. I will continue to train dog as well as needed with permission. Very outgoing and bubbly girl with a passion to help out people as well as animals in anyway I can. I have open availability during the week and weekends so I have plenty of time to play with your fur kiddo. I’ll work with your schedule the best my ability to meet your care needs and desires. I have a dog park within a few miles of my apartment complex so your pup will have plenty of space to run and play. I also have a loving 5 year old husky and 2 year old pitbull that will keep your kiddo company and have endless play. While at your home I’ll care for your pet as my own and continue to provide training if need be. If your pet is crate trained I have no problem crating. If pet on medication, I’m very capable to give pets meds to both cats and dogs.

Sitter Profile Image: Kelly L.
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Kelly L.
from
$26
per night
5.0 out of 5 stars
• 9 reviews
6 repeat clients
5 years of experience
SHEBOYGAN FALLS, WI, 53085

“Kelly took great care of my girls! She sent pictures and updates and that put me at ease that they were doing good while I was home! We will definitely go to her again!!”

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Shawn C.
Sitter Profile Image: Brandi K.
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Brandi K.
from
$28
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
4 years of experience
Iron Ridge, WI, 53035

About: I have grown up around dogs my whole life and I've had my first (adult life) dog for three and a half year. Wila Rose is an Australian Cattle Dog mix. About a year and a half ago we added another rescue, Buckley Quinn. He is a smart but goofy boy. They both go backpacking with us and we do a lot of hiking on our local public land areas. We enjoy playing around in our yard with our limited dog agility set and learning new tricks. We occasionally go swimming but love jumping and exploring new water areas and hiking trails. Wila and Buckley are a huge part of my life. We enjoy hiking, being outdoor, and traveling as much as possible. We do quite a but of training included but not limited to: agility, scent training, shed training, and just some fun party tricks. I am new to Rover so please feel free to reach out with any questions. I have an acre of land (not fenced in). We love to go on walks and sniffaris at our local parks. Buckley loved to play with other dogs and Wila is more of a people dog. They even loves to go backpacking and hiking which often include 10+ miles a day.

Sitter Profile Image: Salena L.
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Salena L.
from
$35
per night
5.0 out of 5 stars
• 32 reviews
17 repeat clients
10 years of experience
Sheboygan Falls, WI, 53085

“This was my first time using Rover. I was pleased to find an experienced host close to my home. Salena was good about confirming our logistics and sent a couple of updates during the stay. My dog seemed to enjoy his time with her and her pets. I will look for her again, the next time I need to travel.”

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Nancy M.
Sitter Profile Image: Cassandra H.
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Cassandra H.
from
$45
per night
25 years of experience
Mayville, WI, 53050

About: I have been around dogs my whole life and am now a proud owner for the past 1.5 years! I’m around 1-2 times throughout a typical work day to let my puppy out. She rules this house so no furniture or beds are off limits, which is extended to all the dogs that come into my home (I’ve recently become the extended family dog sitter due to my work schedule). Monday’s-Thursdays I am home 1-2 times during the typical work day for about a half hour each time. Fridays and weekends I’m typically home most of the day, maybe running errands here and there. Allie rules the house here! She is allowed on furniture and beds and this would extend to your baby too. We spend a lot of time outside with water always available and I’m always out with her. We have tons of toys and she doesn’t mind sharing them.

Sitter Profile Image: Allissa H.
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Allissa H.
from
$30
per night
4.7 out of 5 stars
• 12 reviews
4 repeat clients
8 years of experience
New Holstein, WI, 53061

About: I’ve worked with variety of species, specializing with dogs! I have skills with grooming and training. I have 4 of my own dogs and do dog sports as well! I work from home so I have extra time to care for your pets and am able to move around my schedule. Saturdays are the only days I may not be able to take same day bookings! I understand crate and gate management and will make sure your animals are happy and healthy! All animals will be fed and cared for by owners guidelines. For boarding in my home, I will safely introduce my dogs and if needed they can be totally separated! Whatever works best for your pet!

Sitter Profile Image: Lisa S.
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Lisa S.
from
$70
per night
5.0 out of 5 stars
• 14 reviews
2 repeat clients
25 years of experience
Elkhart Lake, WI, 53020

“Lisa is a true dog lover at heart! We felt like she would care for our pup as she would her own. We will definitely seek Lisa’s services in the near future!”

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Mike And Kerri V.
Sitter Profile Image: Ellen M.
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Ellen M.
from
$54
per night
4.5 out of 5 stars
• 9 reviews
4 repeat clients
20 years of experience
Sussex, WI, 53089

“Ellen was amazing with my pup while I had to go out of town. Great about sending updates and pictures and was good about making sure he had his medicine. Would definitely recommend to anyone!”

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Casey W.
Sitter Profile Image: Suzanne M.
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Suzanne M.
from
$24
per night
5.0 out of 5 stars
• 4 reviews
30 years of experience
Brandon, WI, 53919

“Absolutely lovely lady who took wonderful care of my dog! Very kind and generous, easy to work with, accommodating, and had friendly pets. Would recommend to anyone in the area!”

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Danny S.
Sitter Profile Image: Laura N.
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Laura N.
from
$35
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
11 years of experience
Hubertus, WI, 53033

“Bauer just LOVES his time at Laura’s house. He practically jumps out of the car before I’m parked when we pull up. Lots of walks, fetch and love were given to Bauer. We loved the pictures and videos she sent too!”

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Beth C.
Sitter Profile Image: Julie A.
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Julie A.
from
$50
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
20 years of experience
Port Washington, WI, 53074

“Julie was fantastic! She kept us very up to date on how our dog was doing, and we rested very easy on our vacation knowing she was in good hands.”

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Steve H.
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The median cost per night for dog boarding in Ashford 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 - Ashford

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Sitters in Ashford average 11
repeat dog boarding clients

FAQs for Dog Boarding - Ashford

Frequently asked questions about Rover

The average cost of Dog Boarding in Ashford is $39 per night as of November 2026. Most bookings cost between $32 and $46 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 225 sitters on Rover offering Dog Boarding across Ashford. 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.

95% of sitters in Ashford 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 Ashford 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 Ashford.

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 Ashford. On Rover:

  • 96% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 95% 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 Ashford 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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