Dog Boarding Plain

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Sitter Profile Image: Nicole P.
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Nicole P.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 34 reviews
8 repeat clients
41 years of experience
Cross Plains, WI, 53528

“Nicole has a lovely house in a nice neighborhood. She sent me updates on my dog, with pictures and was able to take the dog for daily walks. I'm in between jobs and this was a most affordable great quality yet homely option.”

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Onix
Sitter Profile Image: Laura D.
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Laura D.
from
$35
per night
5.0 out of 5 stars
• 60 reviews
18 repeat clients
35 years of experience
Mount Horeb, WI, 53572

“Laura did a great job watching our doodle! Communication was fantastic and it was obvious that our dog was well cared for. I will definitely book with Laura again.”

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Therese H.
Sitter Profile Image: Lindsey M.
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Lindsey M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 68 reviews
22 repeat clients
30 years of experience
Cross Plains, WI, 53528

“Lindsey was a perfect person for my dogs, she is very experienced with all different breeds. My dogs loved their stay, and Lindsey was a great friend to help me navigate my own confidence, which was unexpected and I’m happy I met her. I wish there was a higher rating than 5! 10/10 from me.”

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Grace K.
Sitter Profile Image: Bethany P.
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Bethany P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 91 reviews
19 repeat clients
15 years of experience
Wisconsin Dells, WI, 53965

“Bethany was amazing! She watched my little Archie for a long weekend and made our getaway more enjoyable by not having to worry about our fur baby! Will definitely be using her again!”

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Alisha H.
Sitter Profile Image: Sarah H.
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Sarah H.
from
$45
per night
5.0 out of 5 stars
• 42 reviews
17 repeat clients
10 years of experience
Verona, WI, 53593

“Another fantastic stay with Sarah! Truly such a great experience. I am always nervous leaving Remy, given his special needs, but it is such a relief to know that Sarah is so willing to take him in and keep him safe for me while I am away. Thank you kindly for taking him in for me!”

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Vianna A.
Sitter Profile Image: Barbara F.
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Barbara F.
from
$50
per night
5.0 out of 5 stars
• 44 reviews
9 repeat clients
30 years of experience
Reedsburg, WI, 53959

“Very good stay. Daisy was well taken care of. Plus, due to some weather, Barb was able to accommodate a later pickup for us which was greatly appreciated.”

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Paul L.
Sitter Profile Image: Maria A.
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Maria A.
Star Sitter
from
$90
per night
5.0 out of 5 stars
• 32 reviews
8 repeat clients
15 years of experience
Verona, WI, 53593

“We had a great experience with Maria watching Parker! She sent daily updates, texts, and photos, which gave us peace of mind and made us feel like he was getting the same love and attention he gets at home. Parker was very well taken care of and seemed to settle right in. She was incredibly responsive, caring, and attentive throughout his stay. We would absolutely recommend her and would trust her with Parker again!”

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Jackie M.
Sitter Profile Image: Meaghan M.
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Meaghan M.
from
$40
per night
5.0 out of 5 stars
• 7 reviews
3 repeat clients
5 years of experience
Middleton, WI, 53562

“Meaghan and her husband are very kind people with a beautiful home and a large fenced-in backyard. Meaghan was very good about sending a lot of pictures and updates throughout our dog’s stay and we felt very comfortable having our dog stay in their home. They have a very sweet dog of their own that my dog quickly bonded with, and they were playful together. Highly recommend!”

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Lesley S.
Sitter Profile Image: Sam R.
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Sam R.
from
$65
per night
5.0 out of 5 stars
• 2 reviews
15 years of experience
Loganville, WI, 53943

“I had a great experience and my dog loved playing with her dogs! Super friendly people and dogs, easy to communicate with and a great space. If I am back in that area I will definitely try and bring Carlos there again”

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Katie A.
Sitter Profile Image: Amanda S.
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Amanda S.
from
$28
per night
10 years of experience
Mount horeb, WI, 53572

About: I've cared for dogs for over 10 years and cats for 19. I grew up with dogs, and in spring 2026 I adopted a 105 lb Great Dane/Boxer mix who's now a senior, so I'm comfortable with large and giant breeds, and with older dogs who need a gentler pace, joint-friendly walks, and close attention to changes in health. I also have a mischievous cat, Monkey, who’s become a senior himself. I have cared for rabbits, gerbils, quail, and mice, so I'm used to adjusting routines, diets, and handling to each animal's needs. I’m currently working from home part time and have two school age children, so I’m most available in the mornings and early afternoon during the week, with more availability during weekends and some ability to drop in during evenings and nights. Fully fenced back yard. Resident dog (large, senior, male) and cat. Children in the home. I love taking dogs for walks, playing with your pet, and giving them snuggles.

Sitter Profile Image: Milanne D.
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Milanne D.
from
$55
per night
19 years of experience
Blackhawk, Middleton, WI, 53562

About: I’ve been around and taken care of dogs of every kind my entire life basically. Neighbors, friends and family have relied on me since I was a little girl to walk, feed and bathe their pets. I currently dog sit full time, so I’ll have plenty of time to play with your pups! I’m available for boarding all seven days of the week at anytime of need! I have a spacious yard and two friendly female dogs(both spayed) to keep your fur baby company. I can easily crate your dog if needed.

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The median cost per night for dog boarding in Plain 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 - Plain

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Plain average 7
repeat dog boarding clients

FAQs for Dog Boarding - Plain

Frequently asked questions about Rover

As of November 2026, there are 90 sitters on Rover offering Dog Boarding across Plain. 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.

92% of sitters in Plain 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 Plain 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 Plain.

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 Plain. On Rover:

  • 88% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 92% 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 Plain 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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