Dog Boarding Crawford 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: Bethany P.
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Bethany P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 90 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: Stefanie B.
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Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 111 reviews
41 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: Alissa A.
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Alissa A.
from
$50
per night
5.0 out of 5 stars
• 32 reviews
7 repeat clients
25 years of experience
Portage, WI, 53901

“Alissa was great! Our first Rover we picked was no show and Alissa without notice or early booking took care of Hank, we really appreciate the last minute booking. Communication with Alissa was on spot, she texted and sent pictures!”

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Kelly M.
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
• 24 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: 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

“This was the 2nd time Katie and Samuel’s family took care of Jarvis while we were away. We were very excited when they were available for these dates because Jarvis had a great time with them the first time. They did such an amazing job with him again and it really seemed like Jarvis felt right a home. They always send frequent updates and pictures which is really appreciated :)”

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Justin L.
Sitter Profile Image: Daria N.
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Daria N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 30 reviews
6 repeat clients
6 years of experience
Loganville, WI, 53943

“Daria and her dog Zeus are perfect. 5 star review. Excellent communication and sent photos every day of Ruby having both fun and relaxing times. Best pet sitting experience I’ve had. Defiant will be using again and highly reccomended.”

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Justin S.
Sitter Profile Image: Sarah H.
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Sarah H.
from
$40
per night
5.0 out of 5 stars
• 42 reviews
17 repeat clients
10 years of experience
Verona, WI, 53593

“My pup, Toby, had an awesome time staying with Sarah and her pup!!! She took him out for walks multiple times a day, plus a quick run, which is perfect for my high energy puppy. She kept me updated through out the weekend with texts and pictures. Sarah, you were amazing! Thank you again for taking care of the Tobe-master!”

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Regina L.
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: Maria & Bryan P.
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Maria & Bryan P.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
30 years of experience
Waunakee, WI, 53597

“Marysia and Bryan did a great job taking care of Lyla. Sent lots of updates and their dogs were super fun for her to play with!”

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Sara S.
Sitter Profile Image: Toni S.
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Toni S.
Star Sitter
from
$25
per night
4.9 out of 5 stars
• 56 reviews
24 repeat clients
30 years of experience
DeForest, WI, 53532

“I needy a dog sitter short notice and Toni was able to watch my dog Winston. Toni took him on a couple walks and Winston seem very happy when I picked him up. Would use again.”

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Valerie M.
Sitter Profile Image: Quinn M.
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Quinn M.
from
$28
per night
4.8 out of 5 stars
• 4 reviews
2 repeat clients
15 years of experience
Mazomanie, WI, 53560

About: I have been taking care of animals ever since I was little, between dogs, cats, reptiles, and even farm animals such as dairy cows, pigs, goats, chickens, rabbits, and guinea pigs. I have open availability so I can take pets anytime and any day. I can do both cats and dogs as I have experience in both and experience in different energy levels I have a fence for my pets, we play with toys, and we go on walks (depending on the weather). My dog will sleep where she is most comfortable and she always goes to the bathroom on time.

Sitter Profile Image: Evelin C.
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Evelin C.
from
$42
per night
5.0 out of 5 stars
• 18 reviews
5 repeat clients
3 years of experience
Verona, WI, 53593

“Evelin was wonderful with Fletcher! Fletcher had the best time with her and her partner, and loves the dog park in their apartment complex! Evelin sent me lots of pictures throughout his stay and frequent updates. I would definitely have Fletcher stay with her in the future!”

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Kaylie A.
Sitter Profile Image: Ruth B.
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Ruth B.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
30 years of experience
Madison, WI, 53704

“⭐⭐⭐⭐⭐ Wonderful, trustworthy, and genuinely caring dog sitter! I cannot recommend Ruth highly enough! She took wonderful care of my dog, Titou, and I couldn’t have asked for a better experience. Ruth was responsible, attentive, trustworthy, and genuinely committed to making sure Titou felt comfortable, happy, and safe. I particularly appreciated her excellent communication and regular updates, which gave me tremendous peace of mind while we were apart. Ruth clearly understands that every dog has their own personality, needs, and routines. She approaches pet care with patience, kindness, and genuine affection. She provided a welcoming, secure environment where Titou felt completely at home. Finding someone you can truly trust with your beloved companion is invaluable. Titou was happy, relaxed, and clearly well cared for. I would absolutely trust Ruth with him again and wholeheartedly recommend her to anyone looking for a reliable, compassionate, and conscientious dog sitter!”

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Britt Marie Z.
Sitter Profile Image: Jackie P.
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Jackie P.
from
$29
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
25 years of experience
Middleton, WI, 53562

“Jackie was great with Daisy and so was Penny. Very helpful and accommodating dog sitter”

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Aimee C.
Sitter Profile Image: Jamie Z.
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Jamie Z.
from
$55
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
2 years of experience
Waunakee, WI, 53597

About: I’ve grown up with dogs my entire life and currently have three dogs of my own, all with very different personalities and needs. I’ve put a lot of time into training and creating a successful multidog household, which has given me experience with everything from basic obedience and leash manners to reactivity, resource guarding and special-needs dogs. I’m comfortable following established routines, using the training methods and equipment your dog is accustomed to, and adjusting my approach based on each individual dog. I understand that not every dog is a social butterfly, and I’m happy to give dogs the space, patience and structure they need to feel comfortable. Most importantly, I know how nerve-wracking it can be to trust someone else with your dog. I’ll care for yours with the same attention and respect I expect for my own. As a registered nurse, I’m dependable, detail-oriented and comfortable following specific care and medication instructions. I am not only certified in human CPR but also Red Cross Dog/Cat/Pet CPR and first aide certified. I’m also used to communicating clearly, so you can expect plenty of updates while your dog is in my care I’m an RN with a rotating schedule, which gives me several days off during the week and plenty of flexibility to care for your pets. On my days off, I’m available for walks, drop-in visits, playtime and plenty of attention! I am home most of the time and my husband works from home so someone will usually be here. With the occasional instances of going out a few hours at a time. We do keep our dogs crated while we are gone and have cameras on the kennel/dog room to keep an eye on them. I know every dog has their own routine, personality and comfort level. I’m happy to follow your established routine and any specific instructions for feeding, walks, medications, crates or training. I have experience with multidog households, reactive dogs and special-needs dogs, so I’m comfortable adjusting my approach to what makes your dog feel safest and most comfortable. I’ll also keep you updated with photos and messages so you can feel confident your pet is well cared for while you’re away

Sitter Profile Image: Meta M.
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Meta M.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 54 reviews
10 repeat clients
25 years of experience
Verona, WI, 53593

“Our dog Gracie really, really likes Meta! Meta has a friendly, caring personality that helped Gracie feel welcome and very comfortable right away. Meta followed all instructions precisely - feeding, meds, walks, etc. Meta is a great communicator. She sent texts and pictures each day. We were very impressed and hope Meta is available to take care of Gracie in the future.”

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Jan-Ann W.
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: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 54 reviews
23 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

About: Hello! I was fortunate enough to grow up in a home that always had a myriad of animals. Taking in and caring for strays was something my parents encouraged. As an adult, I adopted my five dogs (including bringing three home with me from Morocco after I finished my Peace Corps service) and three cats. I was also a foster parent with Underdog Pet Rescue for years where I had the privilege of caring for dozens of dogs and cats in my home and setting them up for a happy life with their adopters. In addition to dogs and cats, I have pet-sat for families with chickens, pot-bellied pigs, and various reptiles and amphibians. I am happy to care for any creature (only thing I am unable to do is snakes that require live feedings). I own my house and have a large, fenced-in backyard. I work from home and create my own schedule so I am easily able to accommodate most drop-in times as well as give your loved one plenty of attention and love if they’re boarding with me. Please do not hesitate to reach out with any questions. Thank you! Lizzie (+ Bogey, Runty, Dolly, Tipsy, Nikki, Pabel, and Pushkin) I work from home as well as make my own schedule. This allows me quite a bit of flexibility when it comes to serving your pet with their known and preferred routines. My home is chaotic, no doubt, with my seven beloved pets. Still, all have years of experience at being foster siblings and temporary hosts for dozens (possibly hundreds at this point) of foster pets and boarding clients over the years. I like to allow my pets as much freedom as possible as long as they both feel and are safe. Messes happen and it’s no big deal! I raise my own animals as well as care for others’ with patience, understanding, and genuine joy.

Sitter Profile Image: Rachael D.
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Rachael D.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 52 reviews
13 repeat clients
10 years of experience
Arena, WI, 53503

“Rachel was a great sitter and I will definitely be re-booking with her! Rachel boarded our Goldendoodle, Bohdi, for 8 nights - she was very accommodating, responsive, and sent photos/updates daily! She took him on daily walks or to the dog park, had a lot of play and snuggle time, and cared for him like he was part of the family! Our flight home was delayed and she was very flexible with adjusting the pick up time. Bohdi was well loved and taken care of! I can’t thank Rachel enough - she definitely made being away for a long trip much easier!”

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Tere C.
Sitter Profile Image: Brandon T.
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Brandon T.
from
$30
per night
15 years of experience
Middleton, WI, 53562

About: With over 15 years of dog experience and a genuine love for animals, I provide compassionate and reliable care for your furry friends. As a proud owner of a adorable 5-year-old Goldendoodle, I understand the importance of trust and dedication when it comes to caring for your pet. Let's give your dog the loving attention they deserve! My work schedule is from 2 PM to 11 PM, but I have a two-hour dinner break in the evening, giving me plenty of time to take your dog out, play, and ensure they get the care and attention they need. Your pet's happiness and well-being are my priority! I care for pets in the comfort of your home, ensuring they feel safe and loved while you're away. I'll give your pet personalized attention, follow their routine, and care for their needs as if they were my own, so you can relax knowing your furry friend is in good hands.

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Dog parents share their Rover experiences - Crawford Crossing

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5.0 out of 5 stars

Amber did great watching our high energy Golden Retriever. She texted updates and took her for lots of walks. Highly recommend. Thanks for watching our fur baby.

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Jennifer L.
Boarding
5.0 out of 5 stars

Perfect communication and a lovely lady. I couldn’t tell if my old girl was upset I left her or upset I picked her up!

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Riley N.
Boarding
5.0 out of 5 stars

Amber took great care of Hayden & Luna at her home for 5 nights, so our family could enjoy the water parks. Loved the pictures she sent of our fur babies walking & relaxing.

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Brenda S.
Boarding
5.0 out of 5 stars

George loved his time with Rachel and her family! Although we had to cut it short due to the winter storm approaching, Rachel sent plenty of updates and pictures. Felt very comfortable with her family and home.

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Francine G.
Boarding
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How to book dog boarding

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FAQs for Dog Boarding - Crawford 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 Crawford 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 Crawford 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 Crawford 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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