Dog Boarding Ross Crossing

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Over 1
pet parents in Ross Crossing have booked dog boarding

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Sitter Profile Image: Kristin & Bruce M.
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Kristin & Bruce M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 114 reviews
32 repeat clients
2 years of experience
Madison, WI, 53719

“This family is so kind and caring, and they took such great care of our dog for 9 days. We got pictures and updates daily that made us feel at ease being gone so long. Bruce and Kristin were so flexible and easy going, and we are so fortunate to have found them. We feel like we struck gold with this sweet family and look forward to using them again!”

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Cortney H.
Sitter Profile Image: Heather W.
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Heather W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 41 reviews
10 repeat clients
20 years of experience
Brooklyn, WI, 53521

“I would highly recommend Heather! She did a wonderful job of sending photos and updates daily and in general I really felt like our dog was being well cared for.”

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Marta B.
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
• 36 reviews
10 repeat clients
15 years of experience
Stone Meadows, Madison, WI, 53719

“Our pup was so happy here! Jenny and family were very communicative and shared photos and videos that made us smile every time. They were really flexible and accommodating about our timeline, since we had a long drive and couldn’t predict an exact time. This was the perfect way to have our puppy here in Madison while we were visiting our daughter who is a student here. Absolute game changer! Thank you!”

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Carri S.
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 welcomed our Barley into her home with open arms. She allowed us to come with Barley and check things out before having Barley stay with her. Shadow, Laura's massive golden retriever, is the friendliest pup around and gave Barley the opportunity to learn all the tricks around the house! :) We are so very lucky to have found Laura (and Shadow) and plan to have this be Barley's home away from home in the future!”

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Tom M.
Sitter Profile Image: Emily L.
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Emily L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 133 reviews
39 repeat clients
20 years of experience
Mc Farland, WI, 53558

“When Behr got home the day we picked him up from Emily’s, he slept all day! He was able to get so much energy out playing with the other dogs in her backyard. She sent photo updates throughout his stay, and in every picture he looked like he was having the time of his life! I will definitely be using Emily’s services again if I’m ever heading up by Madison. Thank you!”

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Vada H.
Sitter Profile Image: Caitlin L.
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Caitlin L.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
8 years of experience
Evansville, WI, 53536

“Caitlin did a wonderful job with our dog! She made sure to accommodate our dog’s unique feeding schedule, and gave her lots of love while we were traveling.”

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

“Ronalisa was amazing with Pepper. She would be great in hosting any dog, and for sure she is skilled at hosting an elderly dog. This one... originally a rescue who may well have been abused, now ~14 years old, deaf, extremely anxious to be left alone, and suspicious of new people... could have been a challenge. Rona took it all in stride, easily handling the regime of medications and food preferences and totally winning Pepper's heart.”

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Anne F.
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
• 97 reviews
32 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

“Duane and Lauren are always so accommodating and flexible when we book with them! Our pup is always exciting to stay with them and it makes me happy to know she likes to be there! Thank you so much Duane and Lauren for always taking care of Stormi!”

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Jazmine C.
Sitter Profile Image: Christina & Jeremy C.
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Christina & Jeremy C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 81 reviews
45 repeat clients
15 years of experience
Verona, WI, 53593

“They were kind and responsive. It was the best experience we have had with boarding our pet. We would definitely book with them in the future.”

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A R.
Sitter Profile Image: Andrea P.
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Andrea P.
Star Sitter
from
$47
per night
5.0 out of 5 stars
• 22 reviews
7 repeat clients
1 year of experience
Sauk Creek, Madison, WI, 53717

“Very friendly and dependable. Timely communication, and great pictures and updates during the stay. Confident that Louie got lots of attention, exercise, doggy socialization, and love.”

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

“Our three dogs had a great night with Allison! She was easy to work with and laid back. Dogs got to chill on the couch, luxury access to special beds and blankets. Thanks for a great stay!”

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Ceri J.
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: Wanqing Y.
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Wanqing Y.
Star Sitter
from
$63
per night
5.0 out of 5 stars
• 118 reviews
34 repeat clients
5 years of experience
Oregon, WI, 53575

“Wanqing was wonderful from the beginning to the end of my puppy spending time with her and her pets. She was very communicative and even sent photos and updates without me asking for them. She clearly loves animals and treats them with kindness, respect and love. I would recommend her to anyone who wanted their pets to be treated VERY well. :)”

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Brian & Jessie B.
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

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

“As always, Cleda did a wonderful job taking care of Georgie, and even made us a Christmas card from him to give us when we returned. So adorable!”

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Meagan A.
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: Sydney K.
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Sydney K.
Star Sitter
from
$35
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: Mary Z.
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Mary Z.
from
$60
per night
5.0 out of 5 stars
• 19 reviews
9 repeat clients
10 years of experience
Regent, Madison, WI, 53726

“Remy had an amazing stay! He's a little special because of his tummy issues, so it is very hard for me to leave him at all, but it's just a little easier knowing he's in caring hands. Thank you so much for all of the photos and updates. I really appreciate all that you did to make him comfortable. Remy sends his love!”

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Vianna A.
Sitter Profile Image: Margaret L.
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Margaret L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 35 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: Bobby W.
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Bobby W.
from
$50
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
13 years of experience
Verona, WI, 53593

“Our 4 month old Luna stayed at Ballby's house for the weekend and we couldn't have been happier with the service. The hosts was willing to pick Luna up from daycare on Friday evening, they were very gracious about the "accidents" that our pup had on her first night, and we received photo updates throughout the weekend. Luna had so much fun playing with Ballby that she came home Sunday and passed out until the next morning. We will definitely recommend this host.”

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Kelli H.
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The median cost per night for dog boarding in Ross Crossing is PLN 45

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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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 100 000 zł 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 - Ross Crossing

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Ross Crossing average 10
repeat dog boarding clients

FAQs for Dog Boarding - Ross Crossing

Frequently asked questions about Rover

The average cost of Dog Boarding in Ross Crossing is $37 per night as of November 2026. Most bookings cost between $37 and $37 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 449 sitters on Rover offering Dog Boarding across Ross Crossing. 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 Ross Crossing 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 Ross Crossing 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 Ross Crossing.

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 Ross Crossing. On Rover:

  • 88% 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 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 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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