Dog Boarding Ross Crossing

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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: Marie B.
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Marie B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 22 reviews
6 repeat clients
15 years of experience
Verona, WI, 53593

“Marie was so amazing with our sweet pup. We were sad to leave her on Christmas Eve, but could not have found a better sitter than Marie and her family. She was well loved and even got to have some new experiences! We will definitely use Marie again 🐾🥰”

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Katie B.
Sitter Profile Image: Chelssey H.
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Chelssey H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 29 reviews
14 repeat clients
16 years of experience
Madison, WI, 53711

“Chelssey was awesome! Great communication prior and during Sunny’s stay which I loved! She also sent pictures which was fun. We will book again with Chelssey.”

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Carol D.
Sitter Profile Image: Emily V.
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Emily V.
from
$50
per night
5.0 out of 5 stars
• 20 reviews
6 repeat clients
18 years of experience
Oregon, WI, 53575

“Emily was great with our big, young and very energetic dog! She has a great fenced in yard and our dog had a blast! He was very tired when he got home! We would definitely use her again!”

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Eric & Christine A.
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
• 33 reviews
8 repeat clients
15 years of experience
Stone Meadows, Madison, WI, 53719

“We left our dog Toffee with Jenny and her family for 5 days while we attended a work conference, and we could not have asked for a better experience! This was our first time using Rover and leaving Toffee with someone we didn’t know, so we were definitely nervous at first. Jenny immediately made us feel comfortable with constant updates, pictures, and videos throughout the entire stay. Toffee had the absolute best time running around in her huge backyard, playing with her kids and her two dogs, and getting so much love and attention. It truly felt like he was treated as part of their family. You can tell Jenny genuinely cares about the dogs she watches. We were able to fully enjoy our trip knowing Toffee was happy, safe, and so well cared for. We are beyond grateful and will absolutely be booking with Jenny and her lovely family again in the future. Highly recommend!”

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Manisha C.
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

“Elmer absolutely loved staying with Manjusha and Midhun. They sent so many wonderful updates and photos, and kept him well entertained. He was only slightly disappointed to be leaving them to come back home with us 😋. I'd definitely book with them again! Easy to communicate with and flexible with scheduling.”

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Cecylia D.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 108 reviews
40 repeat clients
14 years of experience
Middleton, WI, 53562

“Excellent! I really appreciated all the updates and photos from Stefanie. Great communication and flexible with drop off and pick up times. Will definitely use again in future.”

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Sarah W.
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 was amazing. She did a wonderful job caring for my dog. He loved it and seemed sad to leave. I appreciate her flexibility and all her pictures and communication. I highly recommend her!!!”

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Beth V.
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
• 90 reviews
26 repeat clients
15 years of experience
Oregon, WI, 53575

“We had a wonderful experience leaving our dog Starla with Ryan and his family. Great communication and always friendly, they truly love dogs and took amazing care of ours over our 12 day vacation. We got frequent picture and video updates and it put our minds at great ease to know she was in such good hands. We can back home to a very happy pupper! Highly recommend and will definitely be boarding her here again when we need to go out of town.”

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

“Jessica is the best sitter I have ever had on Rover!!! She took great care of my Mickey and provided lots of updates throughout each day. Will definitely book with her again, my dog had a great time with her and her dogs!!”

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Allison M.
Sitter Profile Image: Wanqing Y.
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Wanqing Y.
Star Sitter
from
$63
per night
5.0 out of 5 stars
• 116 reviews
34 repeat clients
5 years of experience
Oregon, WI, 53575

“Wanqing was so great with our pup, Gimli (a one year old shih tzu/bichon mix). She sent us updates every day and kept him very active and entertained! I think he was sad to leave her and his new buddy, Tucker ☺️ We will definitely bring him to her in the future!”

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Brooke I.
Sitter Profile Image: Mattison & Eli H.
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Mattison & Eli H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 23 reviews
8 repeat clients
15 years of experience
Madison, WI, 53718

“Nakia’s stay with Eli and Mattison was a great success. She enjoyed their fenced in yard so much. Per her pictures, it looked like she settled right in. Once home, she settled right in again. That is a great thing. She tends to be somewhat nervous, but she was not at all. I believe Eli and Mattison are super caregivers for our Nakia. Thank you so very much. Hopefully, she will be able to stay there in the future.”

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Dottie R.
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

“Zoe was well cared for at Hannah and her family‘s home. We appreciated the updates and pictures very much. We will definitely have Zoe back again another time when we travel.”

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Mary Z.
Sitter Profile Image: Brad N.
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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 really great with communication and flexible. Cass seemed to have fit in well with his pack and made herself right at home in his place. I would definitely let Brad watch my doggo again :)”

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Evangeline N.
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

“Margaret took excellent care of our new rescue for a 2 day boarding. She was super easy to communicate with and responded quickly, sent regular updates, pictures, and videos, and clearly goes the extra mile to make sure your dog is well cared for. We will 100% be booking with her in the future for any dog sitting needs!”

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Alma & Samuel F.
Sitter Profile Image: Ricardo S.
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Ricardo S.
from
$40
per night
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: Tanya & Hutch K.
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Tanya & Hutch K.
from
$45
per night
5.0 out of 5 stars
• 6 reviews
30 years of experience
Monona, WI, 53716

“My dog’s week with Tanya & her dog, Zuki, couldn’t have been better! Tanya was attentive to my dog’s needs, he enjoyed running around her fenced yard & played enthusiastically with the resident dog, Zuki. Tanya sent frequent photos & video updates. She went above & beyond with Miles, noticing his need for mental stimulation & giving him puzzles & time to practice new tricks. I wouldn’t hesitate to book a sit at Tanya & Hutch’s place again—their wonderful care made being away from my dog much easier!”

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

“Cleda was so sweet with our pup,forest. He can be a little anxious at times and Cleda really made an extra effort and allowed him time to warm up to her home and the other dogs slowly and he had a great stay at her house. Cleda kept me in the loop with tons of pictures and videos. I would highly recommend Cleda and I’m sure we will be using her again soon!”

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

“Maria did a wonderful job taking care of our medically complicated kitten just days after his surgery. We will be happy to hire her again to board him!”

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Jenna C.
Sitter Profile Image: Eunice H.
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Eunice H.
from
$42
per night
5.0 out of 5 stars
• 17 reviews
6 repeat clients
20 years of experience
Fitchburg, WI, 53711

“Mozzie always has the best time with Eunice!! She treats him like her own and we appreciate the daily updates and all of the cuddling pictures :)”

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Taylor O.
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

“Flash had lots of fun playing with the other dogs at Lee's house. I appreciated the daily updates and videos. My return flight was delayed, and Lee was flexible and accommodating for late pickup.”

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Edward B.
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Dog parents share their Rover experiences - Ross Crossing

1 / 1
5.0 out of 5 stars

Teddy had a great stay with Kate! We loved getting photo updates, and it was such a thoughtful touch that she sent him home with his favorite toy (Patrick Star!) and a goodie bag. We’ll definitely be reaching out to Kate again in the future.

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Kiersten B.
Boarding
5.0 out of 5 stars

Thank you Kate and Cody for taking great care of our girls! We appreciate your patience with Rosie as this was our first time away from her. The pictures and updates during our trip put our minds at ease. They will enjoy the toys and treats you sent home with them, and we will be framing Cody’s pictures!

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Jess O.
Boarding
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  • 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?

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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    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.
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FAQs for Dog Boarding - Ross Crossing

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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 Ross Crossing 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 Ross Crossing.

<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 Ross Crossing 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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