Dog Boarding Cross Plains

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Over 94
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
• 35 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: Lindsey M.
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Lindsey M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 68 reviews
23 repeat clients
30 years of experience
Cross Plains, WI, 53528

“This was my first time using Rover and Lindsey did an excellent job of making me feel comfortable with leaving Thelma Lou in her care. From the photos she sent, to seeing Thelma Lou when I picked her up, I know my dog had a wonderful time and was treated well. I highly recommend Lindsey to anyone.”

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Roger A.
Sitter Profile Image: Michelle S.
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Michelle S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 52 reviews
11 repeat clients
30 years of experience
Orchard Ridge Community, Madison, WI, 53711

“Ollie came home happy, with a tennis ball in his sleepover bag! I got regular updates and was so glad to see him having such a great time with the family. Thank you so much, Michelle! 💚”

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Stephanie M.
Sitter Profile Image: Ronalisa E.
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Ronalisa E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 47 reviews
16 repeat clients
7 years of experience
Madison, WI, 53704

“Ronalisa is very kind. She has a really nice yard for Spunky and Boss to run around. Very responsive. My dogs enjoyed their staycation with her and her fur babies. Spunky and Boss came home tired and happy. Recommend her 10/10.”

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Marceilla T.
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: Doua Song 'Jenny' & Darin K.
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Doua Song 'Jenny' & Darin K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 37 reviews
10 repeat clients
15 years of experience
Stone Meadows, Madison, WI, 53719

“Jenny and her family did an excellent job watching Teddy and giving him the best experience during the holidays. It was even his birthday and they went above and beyond to throw a birthday party for him! We are so appreciative of how well Teddy was treated and all the photo updates were reassuring. Teddy is looking forward to his next stay! Highly recommend! 🤍”

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Maggie Y.
Sitter Profile Image: Mattison & Eli H.
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Mattison & Eli H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 27 reviews
8 repeat clients
15 years of experience
Madison, WI, 53718

“Mattison and Eli absolutely saved me! On very short notice, while I was already in another country, they welcomed Macaroni and Cheese into their home and treated them like their own. They kept me updated with pictures, and my boys looked so happy, comfortable, and completely in doggy heaven in their beautiful backyard. It was such a relief knowing they were receiving so much love and care while I was away. I’m incredibly grateful they stepped in when I needed them most, and I couldn’t recommend Mattison and Eli more highly!”

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Shannon T.
Sitter Profile Image: Duane & Lauren S.
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Duane & Lauren S.
Star Sitter
from
$32
per night
5.0 out of 5 stars
• 98 reviews
32 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

“My boy stayed with Duane and Lauren and had a great time. They are so kind and communicative with pupdates throughout their stay. I have already recommended them to friends and will definitely use them again!”

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Dory W.
Sitter Profile Image: Hannah P.
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Hannah P.
from
$60
per night
5.0 out of 5 stars
• 16 reviews
9 repeat clients
18 years of experience
Vilas, Madison, WI, 53711

“This is our second time leaving our dog with Hannah and her family and we couldn’t be happier. Our dog was so excited to see them, the ultimate sign of approval!”

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Emma B.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 52 reviews
13 repeat clients
25 years of experience
Rolling Meadows, Madison, WI, 53714

“Jessica and her kiddos were great to my dog! He got along well with her doggos and she kept them all super active! Really appreciated all the pictures and updates while I was gone. Would 100%book with her again!”

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Emily G.
Sitter Profile Image: Gen A.
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Gen A.
from
$75
per night
5.0 out of 5 stars
• 337 reviews
204 repeat clients
7 years of experience
Middleton, WI, 53562

“Gen was fantastic! Regular updates, clearly cares about dogs, we felt very comfortable with her taking care of our dog while we were away. Will definitely be reaching back out to Gen the next time we need a pet sitter!”

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Eric B.
Sitter Profile Image: Marie B.
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Marie B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 23 reviews
7 repeat clients
15 years of experience
Verona, WI, 53593

“Marie communicated before and during our dog’s stay, she sent pics and updates, she was flexible and took great care of our pup. 10/10 would recommend Marie!”

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Emily H.
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: 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: Ricardo S.
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Ricardo S.
from
$40
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
14 years of experience
Regent, Madison, WI, 53705

About: I have years of hands on experience caring for dogs and cats through personal pet ownership, animal shelter volunteering, fostering, and pet sitting for friends and family. During my undergraduate years, I spent several years volunteering at animal shelters and fostering animals with a wide range of ages, personalities, and care needs. I've cared for young puppies, kittens, adult cats, senior dogs, and older rescues who were still learning potty-training routines. Through these experiences, I've become comfortable working with shy, nervous, and anxious animals, as well as dogs who need extra patience on walks or tend to pull on the leash. I also have experience with basic puppy training, reinforcing commands, managing potty-training accidents, and caring for multiple pets at once. I'm experienced with administering both oral and injectable medications, and I understand the importance of carefully following each pet's specific care instructions. I grew up caring for my family's pug, who lived to be 15 years old, and I currently have a sweet 4 year old rescue dog. I've also fostered and cared for multiple dogs and cats in my home, so I'm familiar with managing different personalities, energy levels, and routines. One of the biggest things fostering has taught me is that every animal is different. Some pets want to play all day, while others prefer quiet company or need a little extra time to warm up. I love getting to know each pet individually and making sure they receive the attention, patience, and affection that works best for them! I'm currently a graduate student at UW-Madison, and one of the best parts of my schedule is that my lab allows me very flexible hours! This gives me plenty of freedom throughout the week to work around your pet's routine and make sure they get the attention and care they deserve. Since I'm not tied to a traditional 9 to 5 schedule, I can make time for dog walks, drop-in visits, playtime, and overnight house sitting. Whether your pup needs a midday walk, your kitten wants some extra playtime, or your furry friend just needs someone to keep them company while you're away, I'm happy to help! I also have a 4 year old rescue dog of my own, so walks, feeding, playtime, and spending quality time with animals are already part of my everyday routine. I'm available most days and am happy to coordinate around your pet's usual schedule. I know how important consistency is for animals, especially those who are younger, older, or a little anxious, and I'll do my best to keep their routine as comfortable and familiar as possible. And of course, I'll always make time for plenty of cuddles, playtime, and pictures of your little fur babies! Your pet's safety, comfort, and happiness are always my top priorities! Through my experience volunteering at animal shelters and fostering dogs and cats, I've learned how important it is to be patient, attentive, and respectful of each animal's individual needs. I'm comfortable caring for shy or anxious pets, energetic puppies, senior animals, and pets who may need a little extra attention or reassurance. When caring for pets in your home, I do my best to keep their normal routine as consistent as possible. I'll carefully follow your instructions for feeding, walks, medications, playtime, and any special care needs. I also have experience administering oral and injectable medications and understand the importance of following the instructions provided for each pet. I live alone with my sweet 4 year old rescue dog, who gets along very well with other animals. I've also cared for multiple cats and dogs in my home before, so I understand the importance of paying attention to each pet's personality, comfort level, and boundaries. I'm mindful of keeping pets secure during walks, being attentive to their behavior, and making sure they feel comfortable in their surroundings. I also treat every client's home with care and respect. Communication is really important to me, so I'm always happy to send regular photos and updates during visits or overnight stays. I want you to be able to relax knowing your furry family member is safe, happy, and getting plenty of love and attention while you're away!

Sitter Profile Image: Amanda K.
Verified Background Check
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: Sydney K.
Verified Enhanced Background Check
Sydney K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 13 reviews
4 repeat clients
5 years of experience
Maple-Prairie, Madison, WI, 53719

“Sydney was a fantastic sitter for Mack. She took great care of him and sent updates every day. I could not recommend Sydney enough.”

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Yuanzhi L.
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. He took great care of our dog and gave us status updates, and was very flexible with pick up and drop off. We will definitely book again!”

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William J.
Sitter Profile Image: Beatrice L.
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Beatrice L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 17 reviews
4 repeat clients
2 years of experience
Bay Creek, Madison, WI, 53715

“Beatrice was so kind to help me out last minute with caring for my pup. He was very happy to see her, and seemed very relaxed when I picked him up. I am so grateful to have her to help so I can feel at ease when I travel.”

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Talitha H.
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 was great with Pumpkin! She made sure that she knew Pump's background, likes/dislikes, and anything unique we wanted her to accommodate. She gave us regular updates, including photos, so we were confident Pumpkin was doing well. Thanks, Manu!”

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Roberta B.
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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

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5.0 out of 5 stars

Great communication. Excellent spot for our active dog. He came home happy! Will use again without any reservations.

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Marcia C.
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 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.
Boarding
5.0 out of 5 stars

Lindsey is very accommodating and takes great care of my dog. She knows a lot about dogs and Poppy always comes home happy and well-exercised from playing with other dogs and kids. I can relax on my vacation because I know how happy Poppy is with Lindsey.

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Elizabeth K.
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 $56 per night as of November 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 November 2026, there are 435 sitters on Rover offering Dog Boarding across Cross Plains. 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.

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, 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 Cross Plains.

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 Cross Plains. On Rover:

  • 89% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 93% 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 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 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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