House Sitting High Point Estates

Find a loving house sitter to watch over your pets and your home.

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Over 26
pet parents in High Point Estates have booked house sitting

High Point Estates, 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.

1 / 1
Sitter Profile Image: Tucker S.
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Tucker S.
Star Sitter
from
$48
per night
4.8 out of 5 stars
• 17 reviews
4 repeat clients
10 years of experience
Orchard Ridge Community, Madison, WI, 53711

“Tucker was amazing — he took great care of my fur baby and provided pics regularly AND he was gracious and unflappable in the face of some unforeseen challenges. Flexible, great communicator, and left the house cleaner than he found it. Great with following directions and proactively taking care of all the things — he even noticed the light on the automatic feeder and refilled it before I even messaged him about the notification I’d received. Perhaps best of all, he saw AJ for the loving, playful kitty that he is—so I knew AJ was feeling comfortable and that he was in good, kind hands. Would definitely recommend to others and would be glad to have his help again!”

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Sarah G.
Sitter Profile Image: Amy F.
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Amy F.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 23 reviews
6 repeat clients
30 years of experience
Meadowood, Madison, WI, 53711

“We couldn't have asked for a better experience with our recent Rover sitter! She was absolutely fantastic while watching our dog, Scooby, for the week. From the start, she excelled at being adaptable, seamlessly adjusting to Scooby’s routine and needs without any issues. We also truly appreciated the frequent, reassuring text messages and photos she sent throughout the week, which gave us total peace of mind while we were away. Most importantly, she provided Scooby with an incredible amount of love, affection, and exercise—he was a very happy pup when we returned. We highly recommend her services to anyone looking for a caring and reliable sitter!”

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Zachary M.
Sitter Profile Image: Lisa T.
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Lisa T.
Star Sitter
from
$102
per night
5.0 out of 5 stars
• 12 reviews
4 repeat clients
2 years of experience
Madison, WI, 53719

“Lisa was great! Our two dogs were very happy, and we would be glad to have Lisa help out again. She left our place better than it was before!”

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Stacy B.
Sitter Profile Image: Anna H.
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Anna H.
Star Sitter
from
$78
per night
5.0 out of 5 stars
• 37 reviews
10 repeat clients
7 years of experience
Middleton, WI, 53562

“Smooth meet-up & sitting experience, and great level of communication! She was reliable and trustworthy in taking care of our pups and the house. Would definitely work with you again and looking forward to it!”

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Hanna E.
Sitter Profile Image: Alyssa J.
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Alyssa J.
from
$28
per night
15 years of experience
Madison, WI, 53719

About: Growing up, my house has always had at least three dogs (both big and small), and I could never imagine my life without pets. I currently live with a dog (pitty mix) and a cat (a cuddly gray tuxedo)! I adopted my dog about a year ago through a rescue, so I’ve also had some very recent training refreshers! I have taken animal husbandry - including first-aid on dogs and cats - courses throughout school, including learning how to care for exotic critters! I have cared for my dogs from the puppy stage to the senior stage, so I am familiar with what each life stage brings. Although I have more experience with dogs, I still love cats and spending time with them just as much. I have lived with my current cat for 3 years, and she has taught me many things about cat behavior and companionship! I have an understanding and love for every animal, and I can’t wait to meet yours! I work full-time (with the flexibility to step away for a quick drop-in) from 6am to 2-3pm Monday thru Thursday, and Friday 6am-11am. I am free anytime after work, and my weekends are typically open! I will treat each client’s home and belongings with the upmost respect and care. Cleanliness is very important to me, so you can expect to return to a clean and tidy living space. I will ensure that your pet will remain in a safe and healthy home while you are away. Leaving a pet with someone else can be scary, so I want to make the experience for the owner and the pet as peaceful and pleasant as possible.

Sitter Profile Image: Stephany D.
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Stephany D.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 67 reviews
16 repeat clients
13 years of experience
Madison, WI, 53719

“Stephany watched our dog over the weekend and was great! She always communicated in a timely manner and even sent us some photos of our pup while we were gone. It was clear our dog and our house were well taken care of. Highly recommended!”

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Jacob F.
Sitter Profile Image: Austin M.
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Austin M.
Star Sitter
from
$65
per night
4.6 out of 5 stars
• 13 reviews
2 repeat clients
29 years of experience
Park Ridge, Madison, WI, 53719

About: Caring for dogs isn't just something I do. It's something I'm genuinely passionate about. I have experience caring for dogs of all ages, personalities, and energy levels, from young puppies learning routines to senior dogs who need a little extra patience and attention. I understand that every dog is different, and I take the time to get to know each pet's unique needs. I'm comfortable with feeding schedules, administering oral medications, crate training, basic puppy training, leash walking, playtime, and providing plenty of love and attention. I'm also attentive to changes in behavior or health and believe it's important to catch anything unusual early and communicate it with owners right away. I know how stressful it can be to leave your pet with someone else, so I make it my priority to provide a safe, clean, and calm environment where they feel comfortable. Whether your dog loves long walks, playing fetch, or simply relaxing with company, I'll make sure they receive the care and attention they deserve. Communication is very important to me. I'll provide regular updates, photos, and messages so you can enjoy your time away knowing your pet is in good hands. My goal is to care for every pet as if they were my own and give owners complete peace of mind. Pet care is already a major part of my daily routine. My day is structured around caring for dogs, so adding walks, drop-in visits, daycare, or boarding fits naturally into my schedule. Because I'm already following consistent routines for feeding, exercise, potty breaks, playtime, and cleaning, I'm able to provide dependable, attentive care throughout the day. I have a flexible schedule that allows me to give pets the time and attention they deserve rather than leaving them alone for long periods. Whether your pet needs a consistent routine, extra exercise, medication, or simply companionship, I'm committed to making sure they feel safe, comfortable, and well cared for while you're away. Safety and comfort are my top priorities when caring for pets, whether in my home or a client’s home. I make sure every pet is in a clean, secure, and calm environment where they can feel relaxed and stress-free. I follow each pet’s routine closely, including feeding schedules, potty breaks, exercise, and any special instructions provided by the owner. I pay close attention to behavior and overall well-being so I can quickly notice if something seems off and communicate right away. In my care, pets are never left unattended for long periods. I supervise interactions, provide structured playtime, and ensure a safe environment at all times—especially when introducing pets to new surroundings or other animals. I also respect the client’s home fully when providing in-home care, keeping everything clean, secure, and exactly as I found it. I understand how important trust is when someone allows you to care for their pet or enter their home, and I take that responsibility seriously. My goal is to make sure pets feel safe, loved, and comfortable, while giving owners complete peace of mind through clear communication and reliable care.

Sitter Profile Image: christopher W.
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christopher W.
from
$100
per night
45 years of experience
Madison, WI, 53705

About: I’ve taken care of animals since I was five years old. I’ve walked dogs since I was a child. I have had birds, gerbils, lizards, fish, cats, and dogs. My last animal companion was a rescued special needs Jindo dog from LA. I truly love all animals. I work for myself so my schedule is relatively flexible. I am available anytime with enough headway. Have car and can travel to clients. I can spend as much or as little time as your pet requires. I currently have no pets or housemates and a fenced in backyard for dogs. My house is safe and secure and situated in a quiet neighborhood. All furniture is pet friendly and accessible. Plenty of windows for cats to look out from.

Sitter Profile Image: Mandi W.
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Mandi W.
Star Sitter
from
$145
per night
5.0 out of 5 stars
• 22 reviews
7 repeat clients
7 years of experience
Verona, WI, 53593

“Mandi is absolutely wonderful! She took great care of our little girl. She provided us with lots of photos and updates. She left the house looking great. We will definitely have her watch Clicquot again. :)”

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

“Ruby house say for our 2 boys for a little over a week. She took great care of our dogs and our home, I have already booked her for another trip we have planned. I would highly recommend her services.”

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Larry S.
Sitter Profile Image: Kendra B.
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Kendra B.
from
$45
per night
5.0 out of 5 stars
• 2 reviews
30 years of experience
Glendale, Madison, WI, 53716

“Kendra was fantastic! She is a great communicator with lots of updates and pictures. ♥️ She walked the dogs often and knew how to handle our dog that barks at others on a leash! Thank you for taking great care of the crew!”

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Heidi R.
Sitter Profile Image: Meta M.
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Meta M.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 54 reviews
11 repeat clients
25 years of experience
Verona, WI, 53593

“Meta did a fantastic job dog sitting our large dog for over a week while we were away. She handled all of our dog’s medication, feeding, and walking, and took her into daycare on the days where she needed a little more exercise. She shared daily updates, was super responsive, and when we needed to make a last-minute change during our trip, she was supportive, and did what she could to make things as easy as possible when we returned. She took excellent care of our dog and our house and we’d love to work with her in the future!”

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Michael A.
Sitter Profile Image: Khushi R.
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Khushi R.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
4 years of experience
Middleton, WI, 53562

“Kyushu was very communicative with great photos! She also has great questions at our meet and greet! It put me at ease with a new sitter, and we came home to happy pups :)”

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Alex P.
Sitter Profile Image: Jessica B.
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Jessica B.
from
$35
per night
5.0 out of 5 stars
• 17 reviews
1 repeat client
10 years of experience
Madison, WI, 53719

“We cannot say enough good things about Jessica’s care of our dear older cat! Jessica was very conscientious of the cat’s medication needs and was a great communicator with us. I felt totally comfortable having her be in our house while we were away and she went above and beyond in keeping it well cared for too. Would absolutely recommend Jessica for your pet care needs.”

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Lauren M.
Sitter Profile Image: Zachary M.
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Zachary M.
from
$80
per night
5.0 out of 5 stars
• 28 reviews
11 repeat clients
31 years of experience
Middleton, WI, 53562

“Zach stayed with our two dogs and cat for five days - and managed to win the trust of our extremely timid little dog, and was even ok with our big affectionate dog wanting to share his bed. Our little dog even hid underneath the porch during one of the first bathroom breaks in the backyard, but Zach patiently lured him back out. By the end of the visit our little dog finally warmed up - quite an amazing feat winning the heart of this nervous pup. Zach also took our big high energy dog out to the dog park and managed to get him tired. He provided daily check-ins with photos or video, and was receptive to suggestions on ways to help our little dog relax. We felt totally comfortable knowing Zach was at our place.”

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Laura H.
Sitter Profile Image: James W.
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James W.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 15 reviews
3 repeat clients
50 years of experience
Verona, WI, 53593

“James was great! He came over to meet our 3 cats before his overnight stay which helped us feel more comfortable. He swept and cleaned, everything is just as we left it! He was great at communicating check in and questions , provided photos which was so cute and much appreciated! 10/10 would recommend and book again”

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Grace R.
Sitter Profile Image: Ashley H.
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Ashley H.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 24 reviews
4 repeat clients
7 years of experience
Madison, WI, 53716

“Ashley took great care of our kitty and our house while we were traveling for a week. She provided plenty of updates, and our cat warmed up to her well!”

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Rashmi B.
Sitter Profile Image: Nicholas & Lauren R.
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Nicholas & Lauren R.
from
$75
per night
5.0 out of 5 stars
• 14 reviews
5 repeat clients
38 years of experience
Fitchburg, WI, 53711

“Nia and Lauren were so wonderful to our pups!!! It was great to have such peace of mind during our trip knowing these two were caring for our dogs. We’ll definitely be rebooking in the future!”

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Chantal M.
Sitter Profile Image: Camille M.
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Camille M.
from
$55
per night
4.9 out of 5 stars
• 56 reviews
25 repeat clients
15 years of experience
Tenney-Lapham, Madison, WI, 53713

“Camille was very understanding and friendly with our elderly Pomeranian mix. She was knowledgeable about how to best accommodate him and his age. She was quick to respond. Overall amazing experience!”

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Sarah J.
Sitter Profile Image: Manu J.
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Manu J.
from
$79
per night
5.0 out of 5 stars
• 67 reviews
11 repeat clients
30 years of experience
Madison, WI, 53715

“What a great experience!! Manu is great, Paco was so well cared for in his own home. Manu took the time to meet him and then to tend to his needs while caring for him. She always kept in touch and took beautiful pictures. I am happy I found Manu. Will certainly go back to her. I highly recommend her. Thanks Manu!!!!”

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Lourdes S.
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The median cost per night for house sitting in High Point Estates is $50

Pet parents share their Rover experiences - High Point Estates

1 / 1
5.0 out of 5 stars

Brienna was great. Our dog ate a partial bag of chocolate chips while she was watching our dogs (NOT her fault, he is out of control with eating things that will kill him) and she knew exactly what to do. She ended up with him in the emergency vet and then spent that night taking his heart rate every two hours. She did it all without losing her cool. She sent pics, walked the dogs, and kept us up to date on how things were going overall. She was amazing, I’ll definitely hire her again.

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Cydney L.
House Sitting
5.0 out of 5 stars

Hanna was fantastic! She was easy to communicate with, gave me lots of updates, and took great care of my dog. I will definitely be using her again!

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Kaya C.
House Sitting
5.0 out of 5 stars

We've been having Annalesse watch our 15 yr old beagle for the last two major trips we've taken, and we've never been more at ease. It's been a journey to find a reliable, caring, and clean, communicative sitter and she's been an absolute blessing to work with. The house is always spotless and doesn't even look like anything has been touched when we return. We get updates and pictures without having to ask and she willingly cleans up any mess our pup makes which unfortunately happens more often with her old age. On our last trip we weren't returning until late and we were so impressed that made efforts to adjust her schedule just so that our girl wouldn't have to be alone longer than she needed to be. Consider yourself lucky if you have Annalesse watching your furry loved ones❤️

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Kelly R.
House Sitting
5.0 out of 5 stars

Other than just being a wonderful person, Stephany took incredible care of my pup and home. She was super responsive, always sent me pictures, and my house was in better condition than how I left it. So thankful to have found her!

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Janette B.
House Sitting
5.0 out of 5 stars

Jacki did a wonderful job with our two cats and two dogs. Communication was great and the animals were happy and healthy upon our return. I would definitely book with her again!

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Sarah R.
House Sitting
5.0 out of 5 stars

Quinn is great. Our girl Freddie has the best time and we are so thankful she gets to stay comfy in her own home with Quinn taking care of her!

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Sydney L.
House Sitting
5.0 out of 5 stars

Ann was very responsive and sent us many updates. She followed our cats complex feeding regimen perfectly while we were away. Highly recommend!

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Caitlin R.
House Sitting
5.0 out of 5 stars

Elizabeth was wonderful!! Shared a lot of pictures and made us feel very comfortable leaving out pups with her. Will absolutely be using her again. Highly recommended!!

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Adam D.
House Sitting
5.0 out of 5 stars

Mandi was great with our dog. She was punctual and friendly. Our pup loved her (loves everyone though haha). She kept us updated throughout the evening while we were gone with pictures and messages. She comforted our pup when people were letting off fireworks unexpectedly. Would hire again!

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Matthew K.
House Sitting
5.0 out of 5 stars

She was amazing with our dogs! Such a delight to find her and hope she will consider working with us again in the future!

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Kristin M.
House Sitting
5.0 out of 5 stars

Grace did a great job with the dogs! She sent periodic pictures and let me know of any issues. The dogs seemed really happy when we got home!

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Lisa N.
House Sitting
5.0 out of 5 stars

Everything was ship shape when we returned. Kira did her best to keep our dogs entertained and happy despite the dreary weather.

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Mary A.
House Sitting
5.0 out of 5 stars

Briana did a great job staying with our dog and taking care of him. Home was tidy when we arrived home. She gave us updates and pictures as well.

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Teresa F.
House Sitting
5.0 out of 5 stars

Jesse sat for our 2 kitties for 3 weeks! She was absolutely fabulous! Regular check-ins, going the extra mile in every way to make the cats happy and making us feel comforted that she was taking tender loving care of them. She sent pics frequently and was conscientious about their meds and habits. Don’t hesitate to Grab Jesse she is a gem!!!

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Terri & Jeffrey H.
House Sitting
5.0 out of 5 stars

Jenna was an amazing sitter for Muller! He was a happy guy who got to play a ton of fetch. We received lots of updates and picture. We will definitely use Jenna again!

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Laurel S.
House Sitting
5.0 out of 5 stars

Jennifer was a fantastic sitter for our older dog! Communication was great, she updated us with lots of pictures, and she left the house perfectly clean. We hope we can have her stay with our dog in the future!

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Celia B.
House Sitting
5.0 out of 5 stars

Poorna did an incredible job overnight sitting for our two dogs, Chopper and Ophelia, while we were away on vacation. She provided lots of updates and many great pics of them while we were away unprompted, and was an amazing guest in our house as well. We would recommend her to anyone and will be booking with her in the future.

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Jace M.
House Sitting
5.0 out of 5 stars

Austin took great care of our bulldog, Uecker and provided us updates throughout about how he was doing!

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Allison B.
House Sitting
5.0 out of 5 stars

Amy took great care of my new puppy, and her passion for fur babies really shone through. She was communicative, attentive, and shared some fun photos with me while I was away. I would definitely use her again!

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Janice B.
House Sitting
5.0 out of 5 stars

Melvin stepped in on very short notice and took great care of my two big dogs. He stayed at the house and left it in great shape when he left. The dogs liked him and were in great shape when I got home. Thanks to Mel for saving the weekend for us.

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ann s.
House Sitting
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