House Sitting High Crossing

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Over 427
pet parents in High Crossing have booked house sitting

High Crossing, Find top rated house sitting

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: Shawn S.
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Shawn S.
from
$45
per night
5.0 out of 5 stars
• 15 reviews
1 repeat client
32 years of experience
McClellan Park, Madison, WI, 53718

“Shawn was great with Rosi! She is an anxious velcro dog, and I was nervous to leave her overnight so soon after adopting her. She seemed calm and happy with Shawn, and he sent updates with photos to give us peace of mind. He also helped her with medication and an altered diet due to some tummy troubles she’d been having prior to us leaving her.”

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Erin J.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 54 reviews
23 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

“Elizabeth was wonderful with Ollie! He took to her right away. She sent lots of pics which I appreciated! She also took great care of my home. Would highly recommend!!”

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Angi K.
Sitter Profile Image: Ruby K.
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Ruby K.
from
$64
per night
5.0 out of 5 stars
• 30 reviews
6 repeat clients
7 years of experience
Madison, WI, 53704

“Ruby was very accommodating for some last minute schedule changes that occurred on my end for a weekend away! My dog and I appreciate her so much!”

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Alex S.
Sitter Profile Image: Samantha R.
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Samantha R.
Star Sitter
from
$65
per night
4.9 out of 5 stars
• 139 reviews
48 repeat clients
18 years of experience
Reston Heights, Madison, WI, 53718

“Samantha was very communicative and attentive to my pets’ needs. I returned from vacation to happy dogs and a clean home. I would definitely work with Samantha again!”

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Kelly C.
Sitter Profile Image: Paige J.
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Paige J.
from
$65
per night
5.0 out of 5 stars
• 10 reviews
1 repeat client
3 years of experience
Madison, WI, 53718

“Paige was incredible. She offered to come by to meet my dog and get a lay of the land prior to my booking and sent me lovely pics and updates all weekend. Highly recommend her!”

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Angela T.
Sitter Profile Image: Jen C.
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Jen C.
from
$55
per night
5.0 out of 5 stars
• 17 reviews
5 repeat clients
10 years of experience
Eastmorland, Madison, WI, 53714

“Jen made a great first impression at our meet and greet. She came prepared with questions which showed her attention to detail and spent lots of time petting Jazzy. Throughout my time away, Jen kept me updated with lots of photos (which I requested) and thoroughly followed Jazzy’s routine. Jazzy looked very happy and relaxed in the photos. I could tell she had a great time with Jen! It was a huge relief knowing my senior dog was in great hands. She also left my apartment very clean. I will definitely be booking her again! 😊”

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Ariana C.
Sitter Profile Image: Tucker S.
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Tucker S.
Star Sitter
from
$48
per night
4.8 out of 5 stars
• 15 reviews
3 repeat clients
10 years of experience
Orchard Ridge Community, Madison, WI, 53711

“Tucker did a great job watching Zoe & Mocha - regularly sent photos, provided updates from each visit, and was very communicative in providing care.”

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Eric L.
Sitter Profile Image: Leah B.
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Leah B.
from
$55
per night
4.8 out of 5 stars
• 90 reviews
35 repeat clients
6 years of experience
Monona, WI, 53716

“Leah you were amazing. Thank you for your flexibility and quick responses. I felt so comfortable leaving my giant boys with you. I can tell they felt very comfortable. We really appreciate you!”

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Allison S.
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

About: We have been loving and caring for dogs for a long time. Big and small dogs; young and old. Our son and 7 year old dog are welcoming I am currently working from home and Bryan works part time. Our son is home schooled at this time, therefore, we have time and energy to help other dogs and other families We have a large yard in a quiet neighborhood; part of our yard is fenced and other part is open for additional exercise. We also walk our dog daily.

Sitter Profile Image: Stephanie H.
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Stephanie H.
from
$28
per night
5.0 out of 5 stars
• 24 reviews
9 repeat clients
23 years of experience
Eastmorland, Madison, WI, 53714

“Stephanie was great with my puppy Apollo, very attentive, cleaned up messes when he had accidents. She kept him occupied and played with him lots so he wasn’t too energized when we got home from work after being in the cage most of the day!”

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Megan B.
Sitter Profile Image: Maricel E.
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Maricel E.
from
$55
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Heistand, Madison, WI, 53714

“Maricel was great with Oreo and kept me uptodate with walks and activities. She took great care of Oreo and he was a happy dog when I got home!!!”

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John T.
Sitter Profile Image: Madison F.
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Madison F.
from
$50
per night
5.0 out of 5 stars
• 1 review
8 years of experience
Madison, WI, 53704

“Madison took great care of our pets and house while we were away! She was quick to respond and sent lots of photos 😊”

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Heidi L.
Sitter Profile Image: Pam W.
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Pam W.
from
$75
per night
5.0 out of 5 stars
• 31 reviews
8 repeat clients
30 years of experience
Sun Prairie, WI, 53590

“Pam was everything we could have asked for in a sitter and more! She immediately recognized our rescue’s anxiety and quirkiness and went above and beyond to make sure he was comfortable. She was very communicative and sent lots of wonderful updates while we were gone! We were able to fully enjoy our time away knowing that our dog was in incredibly kind, capable hands. We would love to work with Pam again!”

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Emily G.
Sitter Profile Image: Kendra B.
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Kendra B.
from
$50
per night
30 years of experience
Madison, WI, 53713

About: I grew up with dogs, cats, and horses, and have experience in oral med administration with both cats and dogs. I have a soft spot for the big dogs (they're lap-sized if you commit!). I run half marathons so getting good exercise in will be no problem (even in Wisconsin weather!). I'm currently training for distance running, so you can expect great exercise for your pet! Whether it's a long meandering sniff-ari or an intense loop around the neighborhood, I would love to know what fits your dog best. As I'm in your home, your instructions are paramount. You know your pet better than anyone, and I am happy to keep their normal routines in place. I like getting to know each animal and their unique personality, and while I *love* giving snuggles and pets, I understand some pets prefer their space.

Sitter Profile Image: Ansheera H.
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Ansheera H.
from
$55
per night
5.0 out of 5 stars
• 1 review
10 years of experience
Rolling Meadows, Madison, WI, 53714

About: I’ve shared my life with animals for over a decade, and my heart truly belongs to dogs and cats. As a homeowner and a "dad" to three pets of my own, I understand that your animals aren't just pets—they’re family. Why Choose Me? -I’ve been with my own buddies for 10 years, navigating everything from post-op surgery care and complex medication schedules to senior "attitudes" and puppy smiles. -I am a hybrid worker with a flexible schedule and my own transportation, making it easy for me to drop in for walks or midday snuggles. - I treat every home with the same care I give my own. You can expect a clean space and frequent, proactive communication so you never have to wonder how things are going. -Whether your pet has a specific routine or a quirky habit, I follow instructions to the letter to ensure their comfort remains consistent. I know the peace of mind that comes with knowing your fur babies are happy, safe, and loved while you’re away. I’m here to provide that same comfort for you. Work mostly from home with one day in the office. Very flexible on needs and schedule! Up early and go to bed late, which makes my schedule open to accommodate the needs of our little fur friends. I respect your space, privacy, and needs to ensure your home is just the way you left it when you return. In my home, we keep a clean ship, organized, and make sure all fir buddies are rewarded with treats when good behaviors are exhibited. With instruction, can be mindful of any special needs for our fur friends. Their health and comfort matters too!

Sitter Profile Image: Anik Z.
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Anik Z.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
4 years of experience
Capitol, Madison, WI, 53703

“Anik was an amazing cat sitter! Excellent communication, genuine care, and incredible attention to detail throughout the entire stay. The cats received so much love and attention. Anik went above and beyond, including taking the time to train French Fry to run on the wheel! That extra effort and patience really showed how much Anik cared about making the cats happy and comfortable. We would definitely book with Anik for future care.”

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Katie S.
Sitter Profile Image: Rachel F.
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Rachel F.
from
$100
per night
5.0 out of 5 stars
• 111 reviews
50 repeat clients
8 years of experience
Cottage Grove, WI, 53527

“Excellent. If I could give Rachel 10 stars it would still not be enough! She communicated with us. Sent pictures everyday. It was very clear to us that she cared deeply about our little dog trio which was very comforting to us. Our flight home was delayed 24 hours and she readily agreed to stay with our furry babies until we could get home. Thank you so much Rachel! ❤️”

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Kat S.
Sitter Profile Image: Samuel J.
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Samuel J.
from
$32
per night
5.0 out of 5 stars
• 3 reviews
15 years of experience
Tenney-Lapham, Madison, WI, 53703

About: Former member of UNC-Chapel Hill Puppy Raisers, a student-led organization that works with puppies in partnership with Ears Eyes Nose and Paws of Chapel Hill on their journey to becoming service animals. I’m currently working part time, so very flexible with the times and days that I am available to help out with your cats or dogs! I have no pets currently so full attention will be devoted to your animal! I have grown up with dogs my entire life and feel comfortable handling all sizes and breeds.

Sitter Profile Image: Kiley O.
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Kiley O.
from
$28
per night
18 years of experience
Madison, WI, 53716

About: i’ve taken care of all kinda of animal, dogs, cats, and others! i’ve been taking care of many animals all of my life big or small☺️ i’m currently working a full time job, so I am required to either work after 10 pm and before 1pm during the day anytime between☺️ I have three cats all inside we groom them very regularly and feed them two times a day, we make sure to keep them stimulated and exercised so they live a long life!

Sitter Profile Image: Marlene S.
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Marlene S.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Eastmorland, Madison, WI, 53714

About: I have had two labradors over the last 33 years -- each of them lived over 16 years. My dear Ruby died earlier this year. Just recently, in August, I adopted a small pittie named Emma. She is sweet and calm and likes every dog she has met so far. I have provided dog sitting to other labs, goldens, terriers, and 'background not confirmed' rescues for friends, relatives, and neighbors for over a dozen years. They are the ones that gave me the nickname Camp (or Spa) Marlene because their dogs had great stays with me. Kiddie pool in summer, trips to a lake (if the dogs have good recall) walks in morning and at night, goodies and lots of snuggles. While I cannot accept cats boarding at my house, I am fine with sitting your dog's cat siblings as well while I am at your house. And, if I do sitting at your house, I would now need to bring my dog Emma along. I work full time, so your dog will get a long walk, snuggles and breakfast before I go to work and likewise with dinner after I return home. If your dog usually goes to a dog park, I can follow that routine as well. I only take one client at a time, unless you and a friend already have established friendships between your dogs. I have a ranch house with a fenced backyard. If your dog has trouble with stairs, I have dog ramp to put on my 2 backyard steps to make going outside easy. Your dog is welcome to be free in the house while I am at work, but I have a large crate they can stay in (or bring your own) if they are more comfortable that way. If you want me to sit at your house, I'll follow whatever routine you use when you are gone.

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The median cost per night for house sitting in High Crossing is $50

Pet parents share their Rover experiences - High Crossing

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5.0 out of 5 stars

Another amazing stay with Jess! She always takes such great care of our two black labs, and we couldn’t be happier. She’s incredibly responsive, flexible, and makes everything so easy. We also really appreciate how well she takes care of our home—you’d never even know she was here when we return! It’s such a relief knowing our pups and home are in great hands. We highly recommend Jess and look forward to having her back!

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Shana W.
House Sitting
5.0 out of 5 stars

Renee is so good with our babies whether she’s doing a drop-in visit for us or staying overnight! We are so grateful to have her care for our pups and not have to worry. Thank you, Renee!!

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Skylar M.
House Sitting
5.0 out of 5 stars

Adriana did an excellent job taking care of our little chihuahuas for 12 days! We loved the pictures and updates!! The house is clean and the dogs are happy!! 💗.

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Cara M.
House Sitting
5.0 out of 5 stars

Samantha was wonderful with my pup. She was fantastic to work with - sending photos and communications on a regular basis. My dog was really comfortable with Samantha from first meeting her and that made me comfortable leaving her in her care. I will definitely use Samantha again. She took wonderful care of my pup and my home.

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Laurel K.
House Sitting
5.0 out of 5 stars

Tonisha showed flexibility when plan A and B didn’t work. We appreciate her communication and commitment.

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Stephanie S.
House Sitting
5.0 out of 5 stars

Shawn was great with Rosi! She is an anxious velcro dog, and I was nervous to leave her overnight so soon after adopting her. She seemed calm and happy with Shawn, and he sent updates with photos to give us peace of mind. He also helped her with medication and an altered diet due to some tummy troubles she’d been having prior to us leaving her.

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Erin J.
House Sitting
5.0 out of 5 stars

Hannah was wonderful!! She took wonderful care of our older dog and was a fabulous communicator. She sent messages to let me know how our dog was doing, along with lots of pictures. You can tell she really loves dogs. She also took good care of our home and left things just like we left them. I would highly recommend Hannah and will definitely reach out to have her dog sit again.

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Jenny T.
House Sitting
5.0 out of 5 stars

Hannah took great care of my two energetic cats while I was away! She sent daily updates and pictures which was appreciated :)

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Lindsay L.
House Sitting
5.0 out of 5 stars

Lisa was great! She was very responsive and helped fill in a gap in care we had before vacation. She was great with our two dogs, one of which has medication needs. Definitely recommend!

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Lindsay & Nick P.
House Sitting
5.0 out of 5 stars

Paige was great with my old dog, Sonora. She was not phased by her incontinence and her need to go outside multiple times in the middle of the night. I really appreciate when I find someone so willing to care for older dogs, because not everybody is so understanding. Thanks for taking care of her!

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Kristin T.
House Sitting
5.0 out of 5 stars

Josh is always kind and diligent and obviously loves my dogs. I always come home to my house just as I left it. He’s great about communication.

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Bonnie H.
House Sitting
5.0 out of 5 stars

Pam was, as always, absolutely perfect with our pup. She is so patient with his quirks, takes him on frequent, long walks, and is super communicative. She even left the TV on to soothe him after heading out 🥹 Pam went above and beyond and went back to let Ted out hours after the original booking ended because our flight was delayed. She is the reason we are able to travel with peace of mind!

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Emily G.
House Sitting
5.0 out of 5 stars

Krista did a great job dog/house sitting for me while I was out of town. Super responsive and sent daily pictures. Even did a few extra things for me that came up unexpectedly. My dog was happy and her normal self when we returned. Would 100% book with her again!

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Alayna E.
House Sitting
5.0 out of 5 stars

Very caring. My cat has some chronic illnesses and Stephanie handled multiple medications my cat needs, no problem.

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Rose B.
House Sitting
5.0 out of 5 stars

Appreciated Cassandra's thoroughness, meeting with us twice before her stay to make sure she knew all our pets' needs. I felt confident my pets and home were safe in her hands!

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Kayla A.
House Sitting
5.0 out of 5 stars

Our second time with Emma taking care of our pup- this time we were leaving town and our dog was dealing with some medical stuff. Emma took great care of her and left the place incredibly clean. Highly recommended!

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Lauren K.
House Sitting
5.0 out of 5 stars

Kirsten was AWESOME! She did a fantastic job! Our Maizey loved her and was so comfortable with her. Plus she was very communicative so we felt we could talk to her at any time. She was also great about sending us info every day, sometimes multiple times/day, as well as great photos and videos. I would highly recommend her!

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Andrew S.
House Sitting
5.0 out of 5 stars

Sylvia was great. Our dog is people shy & Sylvia earned her trust quickly, she communicated with us daily which helped us have peace of mind while we were away. She respected our space. We are glad we found her.

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Hex H.
House Sitting
5.0 out of 5 stars

Maricel was great with Oreo and kept me uptodate with walks and activities. She took great care of Oreo and he was a happy dog when I got home!!!

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John T.
House Sitting
5.0 out of 5 stars

Adeline watched our dog Ruby during an overnight visit in our house. She went above and beyond in communication by sending text and picture updates and we felt confident Ruby was very safe in her hands. We will definitely book Adeline again!

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Kayla A.
House Sitting
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