Dog Boarding Cross Plains

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Over 93
pet parents in Cross Plains have booked dog boarding

Cross Plains, 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: 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

“I would highly recommend Nicole. Her and her family where so great with Lacy. She keep me updated and had Lacy outside every day wish Lacy loves. I would definitely use Nicole in the future.”

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Mary P.
Sitter Profile Image: Katie & Samuel W.
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Katie & Samuel W.
from
$45
per night
5.0 out of 5 stars
• 33 reviews
13 repeat clients
20 years of experience
MIDDLETON, WI, 53562

“Katie and Samuel were great to Jarvis and sent us several updates throughout his stay. They also have a gated backyard to help with energetic dogs. I would highly reccomend!”

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Justin L.
Sitter Profile Image: Cilyr E.
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Cilyr E.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 77 reviews
18 repeat clients
20 years of experience
Black Earth, WI, 53515

“Please read! I will be there first to admit I was skeptical of using Rover. I carefully scanned through profiles of those willing to watch the two dogs we have, a Great Dane and a boxer. Cilyr was so much more than we could have asked for! She and I agreed having a meet and greet prior was a great choice to make sure the dogs would have an easier transition. Cilyr went to every length to ensure she had asked questions we may not have thought of: do the dogs have allergies? Require specific routines? But I was really blown away when she brought to my attention that she does not have a truck large enough for our Great Dane in the event he would need to get to a vet emergently however, she has already arranged with a friend and neighbor that she could borrow theirs should an emergency arise. I knew at that moment She was that absolutely perfect choice to watch our dogs. This was not just a” side gig” for her, she genuinely cares so much for animals and helping others! When I brought the boys back for their week long stay they took about a day and a half to fully adjust. I know this because Cilyr went above and beyond to make sure I knew the boys were doing well and sent pictures! It was so heartwarming to get those little messages and pictures and know our boys were in great hands. Through those pictures you could see our dogs easing into their day and feeling safe and loved. Before we had even returned from our vacation we had discussed that we will hands down take our dogs back to her any time we need to leave them. The personal touches are unmatched to anything we’ve experienced in the past and we will absolutely recommend her every chance we get! Thank you Cilyr!”

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Abby S.
Sitter Profile Image: Allison C.
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Allison C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 15 reviews
4 repeat clients
5 years of experience
Glen Oak Hills, Madison, WI, 53705

“Allison went above and beyond! She treated my dog like she was her own, and I felt completely at ease while I was away. I’m definitely pretty particular about who I trust with my dog, and I had absolutely no hesitations with Allison. She was so caring and loved sending all the pictures (which I obviously LOVED ). It was clear my pup was having the best time and was so well cared for. I would 100% have Allison watch her again and would highly recommend her to anyone looking for a sitter!”

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Magan E.
Sitter Profile Image: Manjusha & Midhun V.
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Manjusha & Midhun V.
Star Sitter
from
$23
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Verona, WI, 53593

“My boy had the BEST time with Manjusha & Midhun! They went above and beyond caring for him - several photo/video updates, walks, treats, and cuddles. They made sure he was comfortable, loved, and spoiled as much as possible during his stay and I truly couldn’t have asked for better care. Zero complaints and highly, highly recommend! ❤️🥰”

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Kamryn B.
Sitter Profile Image: Gina S.
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Gina S.
from
$36
per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
15 years of experience
Middleton, WI, 53562

“Gina is great! We did a meet and greet first so her and my dogs could get acquainted, and to make sure it would be safe for all. She sent me pics of my boys while I was away and I really appreciated that! She treated my boys like her own fur babies! I highly recommend Gina! 5 stars for sure!”

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Samarashay S.
Sitter Profile Image: Ronalisa E.
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Ronalisa E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 41 reviews
15 repeat clients
7 years of experience
Madison, WI, 53704

“Ronalisa took wonderful care of our two pups for the weekend! She really put our minds at ease when we were away, providing updates and pictures. I would highly recommend Ronalisa!”

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Charity P.
Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 126 reviews
18 repeat clients
35 years of experience
Deforest, WI, 53532

“We just completed our dogs 3rd stay at Sarah and Zach's house and we already have stay #4 booked. Our always have so much fun and get lots of outdoor playtime. We love the photo and video updates and especially enjoy knowing they are being so well cared for while we are away.”

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Lisa 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
• 10 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: Tessa S.
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Tessa S.
from
$35
per night
5.0 out of 5 stars
• 20 reviews
7 repeat clients
7 years of experience
Fitchburg, WI, 53711

“Tessa was great! She was well prepared, introduced dogs in a calm way and scheduled a meet and greet at a dog park so she could watch our dogs interact. Overall very thoughtful!!”

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Aditi R.
Sitter Profile Image: Cleda W.
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Cleda W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 227 reviews
88 repeat clients
11 years of experience
Spring Harbor, Madison, WI, 53705

“Our dog loved spending time with Cleda! There were a few other dogs that were her size that she loved to play with. We loved getting nightly updates from Cleda about how our dog was doing (with pictures) and appreciated that she was very responsive. This was our dog's first week away from home, and I think she would be happy to go back to Cleda's house.”

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Kyle M.
Sitter Profile Image: Margaret L.
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Margaret L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 34 reviews
8 repeat clients
10 years of experience
Emerson East, Madison, WI, 53704

“We love Margaret & so does our pup, she’s at ease whenever she gets to the house and sees her favorite dog sitter. She’s the only Rover we choose and we couldn’t be happier with her excellent care!”

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Hayley J.
Sitter Profile Image: Hannah P.
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Hannah P.
from
$60
per night
5.0 out of 5 stars
• 12 reviews
7 repeat clients
18 years of experience
Vilas, Madison, WI, 53711

“Hannah and family were amazing! It was clear from the pictures she shared that they felt safe and happy while we were away. Hannah sent lots of pictures and was so easy to communicate with. We already have another reservation booked with her!!”

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Amy P.
Sitter Profile Image: Elena "Sofi" R.
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Elena "Sofi" R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 53 reviews
13 repeat clients
6 years of experience
Capitol, Madison, WI, 53715

“Sofi took incredible care of our girl! She was always responsive and sent us frequent updates where I could see how happy Kiwi was. She is very knowledgeable about pet care and I would trust her with Kiwi anytime! Thank you again for giving so much love to Kiwi!!”

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Gigi F.
Sitter Profile Image: Beatrice L.
Verified Enhanced Background Check
Beatrice L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 13 reviews
4 repeat clients
2 years of experience
Bay Creek, Madison, WI, 53715

“Beatrice did a great job watching over Chopa :) She sent messages and pictures to provide updates during the boarding which was great! I would definitely reach out to her again when we need boarding service again”

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Tracy K.
Sitter Profile Image: Lee Y.
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Lee Y.
from
$50
per night
5.0 out of 5 stars
• 17 reviews
6 repeat clients
5 years of experience
Midvale Heights Community, Madison, WI, 53711

“Lee was great with our high-energy dogs. They clearly had a lot of fun in his large fenced-in yard, and Lee provided pictures and updates daily! He was also very responsive and flexible when our travel plans changed”

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Dana H.
Sitter Profile Image: Derek & Yoki S.
Verified Enhanced Background Check
Derek & Yoki S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 78 reviews
27 repeat clients
7 years of experience
Lake Edge, Madison, WI, 53716

“My sweet anxious girl had the BEST time with Derek and Yoki. I usually spend a good deal of time worried when I'm out of town, but this time I was really able to be fully present on my trip. They took such good care of her and I could tell how much they genuinely care about the dogs staying with them. She had so much fun playing with the other dogs and clearly got her fix of human time too. She literally didn't want to leave which is the highest honor she can give. Thanks so much!!”

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Olivia S.
Sitter Profile Image: Brad N.
Verified Enhanced Background Check
Brad N.
Star Sitter
from
$42
per night
4.9 out of 5 stars
• 107 reviews
22 repeat clients
35 years of experience
Fitchburg, WI, 53711

“Brad was available on very short notice for us to get away for the weekend. We are very thankful that he took on our gentle giant. Mac had a great stay and we got picture updates as well.”

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Taylor W.
Sitter Profile Image: Allison M.
Verified Enhanced Background Check
Allison M.
from
$35
per night
5.0 out of 5 stars
• 11 reviews
15 years of experience
Fitchburg, WI, 53711

“Allison was great! We needed a last minute sitter as she accepted our fur baby with no problem. Communicated and took pics of our doggy. Highly recommend.”

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Latissa F.
Sitter Profile Image: Emily V.
Verified Enhanced Background Check
Emily V.
from
$50
per night
5.0 out of 5 stars
• 20 reviews
6 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.
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The median cost per night for dog boarding in Cross Plains is $45

Dog parents share their Rover experiences - Cross Plains

1 / 1
5.0 out of 5 stars

Our dogs had a great time. Good communication. She was able to take good care of our senior dog with all sorts of weird health issues and meds. Will definitely book again!

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Jenny P.
Boarding
5.0 out of 5 stars

We are so very grateful to Lindsey and her family for providing such loving and thoughtful care for our Bailey over our 12-day vacation. When we returned, we found Bailey to be happy, full of energy and in perfect health. Lindsey stayed in touch with us during our vacation, and was a prompt and clear communicator. We are thrilled to have found such a wonderful sitter for Bailey.

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Greer D.
Boarding
5.0 out of 5 stars

We had an excellent experience with Nicole! She was reliable and communicative. Our dog was happy, well cared for, and comfortable the entire time. We really appreciated the regular updates and photos—it gave us great peace of mind while we were away. We would absolutely book with them again and highly recommend them to anyone looking for a quality, trustworthy dog sitter.

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Heidi K.
Boarding
5.0 out of 5 stars

Nicole is great! She keeps our dog active and loved, and is a great communicator. She also sends lots of pictures. Definitely recommend!

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Lesley S.
Boarding
5.0 out of 5 stars

Lindsey was amazing! She kept our miniature poodle safe and entertained! She treated him like her own and loved him while we were gone. She sent updates & pictures which were great. Highly recommend!

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Kendra N.
Boarding
5.0 out of 5 stars

Lindsey was great! She provided regular updates, asked questions, and made our dogs feel at home. She treated them as one of her own. You can feel her passion and love for animals.

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Melissa B.
Boarding
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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 - Cross Plains

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Cross Plains average 10
repeat dog boarding clients

FAQs for Dog Boarding - Cross Plains

Frequently asked questions about Rover

The average cost of Dog Boarding in Cross Plains is $55 per night as of October 2026. Most bookings cost between $39 and $67 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 October 2026, there are 431 sitters on Rover offering Dog Boarding across Cross Plains. Enter your ZIP code to see which available sitters are closest to your home.

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.

93% of sitters in Cross Plains 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 Cross Plains home-away-from-home, 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 Cross Plains.

<b>Tip:</b> 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 Cross Plains 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 , 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 .

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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