House Sitting Wynbrooke

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

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Over 33
pet parents in Wynbrooke have booked house sitting

Wynbrooke, 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: Tiana B.
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Tiana B.
from
$50
per night
5.0 out of 5 stars
31 reviews
12 repeat clients
5 years of experience
DeForest, WI, 53532

Tiana was amazing with our dog and the house was well cared for while gone for an extended period of time. She provided regular updates with pictures that were much appreciated when we started to miss our baby girl.

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Sylvia L.
Sitter Profile Image: Ruby K.
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Ruby K.
from
$60
per night
4.9 out of 5 stars
21 reviews
5 repeat clients
6 years of experience
Madison, WI, 53704

Ruby was great! We got back a tired, happy pup and a house as clean as we left it. We’ll definitely hire her again when we need a house sitter.

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Scott K.
Sitter Profile Image: Tina B.
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Tina B.
Star Sitter
from
$35
per night
4.9 out of 5 stars
77 reviews
22 repeat clients
38 years of experience
Windsor, WI, 53598

We've had Tina and her son Skylar as sitters for many years and they always do such a good job. Our pets love them and they are always sure to give frequent updates.

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Maximillian O.
Sitter Profile Image: Krista I.
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Krista I.
from
$58
per night
5.0 out of 5 stars
8 reviews
1 repeat client
5 years of experience
Sun Prairie, WI, 53590

Krista was great! She asked thorough questions and sent pictures throughout the day - no complaints!

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Erin D.
Sitter Profile Image: Rebecca B.
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Rebecca B.
from
$68
per night
5.0 out of 5 stars
38 reviews
4 repeat clients
20 years of experience
Deforest, WI, 53532

Rebecca was a wonderful sitter! She was very responsive and professional. I knew my pup was in good hands and that means a lot! Thank you for everything!

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Anjali A.
Sitter Profile Image: Emma R.
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Emma R.
from
$30
per night
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Sun Prairie, WI, 53590

Emma did a great job watching my dogs and my house while I was gone.

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Rita B.
Sitter Profile Image: Tonisha A.
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Tonisha A.
Star Sitter
from
$70
per night
5.0 out of 5 stars
49 reviews
12 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Tonisha took a last minute job with an even more last minute extra dog added due to family arriving in town with their dog. She took great care of the animals and was responsive and reliable throughout the process! We got lots of photos and videos.

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Laura B.
Sitter Profile Image: Louisa S.
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Louisa S.
from
$70
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
15 years of experience
Sun Prairie, WI, 53590

Louisa was excellent! She was so thorough in our meet and greet making sure she was aware of any and all needs Ollie might have. Ollie loved her right away which made me feel very comfortable. Louisa was great at communicating and sent pictures during the sit which I appreciated. Highly recommend her and will certainly have her care for Ollie in the future!

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Angi K.
Sitter Profile Image: Renee L.
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Renee L.
from
$40
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
20 years of experience
Sun Prairie, WI, 53590

Renee was wonderful with our 2 puppies. One even had an accident and she called us to find out what she should do. We have a shampooer. She asked how to use it and actually shampooed their floor for us. She treated our puppies so good. Playing outside and walking. I would hire her again.

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Mark M.
Sitter Profile Image: Jessa E.
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Jessa E.
from
$50
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
3 years of experience
Sun Prairie, WI, 53590

12 out of 10. Jessa truly saved me with a last minute request after I had a few rover sitters canceled on me. She came and met my dogs and also was gracious enough to keep an eye on my garden. I will absolutely be using her in the future.

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Mackenzie S.
Sitter Profile Image: Jennifer H.
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Jennifer H.
from
$35
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
11 years of experience
Sun Prairie, WI, 53590

Our little dog was sooo happy with Jennifer. I would give 10 stars if I could. She maintain great communication, was flexible, and tended to our little fur guy like it was her own pet. She was truthworthy to stay in our home for 2.5 days and very reliable. We will always try to book again with Jennifer!

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Linda A.
Sitter Profile Image: Shatoria W.
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Shatoria W.
Star Sitter
from
$68
per night
5.0 out of 5 stars
32 reviews
11 repeat clients
10 years of experience
Sun Prairie, WI, 53590

Shatoria did an amazing job with my 2-year-old dog Siena. She has excellent communication and sent me quite a few pictures. Siena was able to go on multiple walks during the day. I will definitely be using her again for dog sitting and highly recommend her.

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Rudi Z.
Sitter Profile Image: Mary M.
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Mary M.
from
$45
per night
5.0 out of 5 stars
63 reviews
13 repeat clients
6 years of experience
Madison, WI, 53718

We have used so many dog sitters over the last ten years in the various places we’ve lived, and none of them have had to deal with even half the things Mary had to manage during her few days staying with Pax. In the very first day after we left, Pax was experiencing lots of GI symptoms which led to a lot of cleaning up after him. He also threw up his medications, leading to him having seizures. Mary was so communicative, patient, and calm throughout all of it. Last but not least, she also alerted us right away when our upstairs neighbors hit a pipe, causing a flood in our apartment. She helped to move things around in our apartment, tried to do what she could to protect our things, and was able to wait with Pax while we figured out other arrangements. Mary is truly an angel and we are so thankful she was there with Pax through all of that. We only hope that the experience didn’t scar her for life and we’ll be able to see her again!

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Brielle E.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
46 reviews
15 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

I cannot say enough good things about our experience with Elizabeth. She was so diligent about following Gus's routine, so great about keeping us updated on how things were going, and above all SO kind and understanding of our pups needs as a spicy/reactive dog. She left me completely at ease and able to relax on our trip. I am so glad we've found her and that our baby has someone he will not just be comfortable with, but excited to spend time with while we are gone!

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Mya E.
Sitter Profile Image: Cassandra B.
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Cassandra B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
38 reviews
11 repeat clients
15 years of experience
Madison, WI, 53704

Cassandra was a great fit for our family and dog! She gave great updates and went above and beyond with what was needed for the week. We appreciated the great communication and care she took.

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Erin S.
Sitter Profile Image: Della H.
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Della H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
3 years of experience
Windsor, WI, 53598

Della was wonderful with our dog Lacy.

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Steve M.
Sitter Profile Image: Liz P.
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Liz P.
from
$35
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
6 years of experience
Sun Prairie, WI, 53590

Liz was awesome. She communicated on how things were going each day. She did exactly what my family wanted her to do. I would definitely request her to do it again. I highly recommend her. Thanks so much.

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Christian & Amy B.
Sitter Profile Image: Anastasia S.
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Anastasia S.
from
$50
per night
1 repeat client
2 years of experience
Sun Prairie, WI, 53590

About: I have a lot of experience caring for a dog; I helped my aunt throughout my childhood; as an adult, friends and acquaintances asked me to sit and look after their pet. I know that every pet is individual and I will try to make sure that your dog is happy while he is waiting for his owner :) I’m working full-time, but depends of the day I can be total free if you needed :) we can just speak and see which days and time you needed :) I have a friendly cat who will keep company with another cat if necessary.The cat is neutered and has all the vaccines. She so nice and delicate. I have a lot of toys and snacks for cats, I always take into your requests and wishes for care :)

Sitter Profile Image: Shawn S.
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Shawn S.
from
$45
per night
5.0 out of 5 stars
3 reviews
32 years of experience
McClellan Park, Madison, WI, 53718

About: I have had pets my entire life. I know how to care for their unique needs and help them feel safe, comfortable, and cared for. I have availability in the evenings and weekends, along with work from home Wed/Thurs/Fri. I'm usually able to make plenty of time to be present with your pet. There's a park across the street from me for time outside and I enjoy active, long walks for energetic dogs. Plenty of dog parks nearby and trails. Home space can be accommodated for pet

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

Pam was amazing a great communicator Ruby really warmed up to her quickly you can tell she is a trusting and responsible human. Thank you for taking such great care of Ruby while I was on my work trip

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Amanda B.
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The median cost per night for house sitting in Wynbrooke is $50

Pet parents share their Rover experiences - Wynbrooke

1 / 1
5.0 out of 5 stars

Maya was a knowledgeable and reliable care-giver for our kitty when we left her for a weekend. She did a great job communicating with us and sending photos after each visit. We will definitely use Maya again when we need home catcare! Highly recommended!!

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Celia M.
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

Rebecca did a great job taking care of our dog Zoey for the first time. She was great with communication and left our house looking great. Zoey is very shy and seemed to warm up to her quicker than she usually does. Would definitely book with her again!

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Samantha S.
House Sitting
5.0 out of 5 stars

Krista was great! She asked thorough questions and sent pictures throughout the day - no complaints!

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Erin D.
House Sitting
5.0 out of 5 stars

Lindsey watched out large lab and our older cat while we were out of town, she bonded instantly with the pets, took our dog on multiple walks a day, sent photos and kept us informed each day we were gone. When we returned our house was neat and our pets were happy and well cared for, I would highly recommend Lindsey!

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Jayne W.
House Sitting
5.0 out of 5 stars

I couldn’t have asked for a better dog watcher! Jess was extremely responsive and communicative from the start, which gave me so much peace of mind while I was away. When I came home, not only were my dogs happy and well cared for, but my house was also clean and tidy—such a thoughtful touch. What really stood out was how much effort she put into getting to know my dogs. It was clear she genuinely cared about their personalities, routines, and comfort. She truly went above and beyond in every way. I would absolutely trust her again and highly recommend her to anyone looking for reliable, attentive pet care.

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Shana W.
House Sitting
5.0 out of 5 stars

Jenna was great with our two pups. Was prompt, communicative and dogs loved her! Highly recommended and will rebook with Jenna again!

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Ross M.
House Sitting
5.0 out of 5 stars

Tube loved Jayed! For a cat that’s odd around strangers he warned up to her immediately. I appreciated the photo updates and her attentiveness/communication!

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Jill T.
House Sitting
5.0 out of 5 stars

Emma was amazing with my pup! Very reliable and great communication! Would definitely hire her again in the future.

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Karen C.
House Sitting
5.0 out of 5 stars

Megan is always reliable and communicative and most importantly keeps our dogs safe and happy :) appreciate you!!!

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Meghan F.
House Sitting
5.0 out of 5 stars

Phenomenal to our fur babies. Very responsive and helpful at short notice. Will definitely use again!

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Rob H.
House Sitting
5.0 out of 5 stars

Megan is great! My pets love her and she does a wonderful job watching our pets and our house. This is our second time having Megan and we will continue to have her watch our pets/home.

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Ginger R.
House Sitting
5.0 out of 5 stars

Pam was, as always, a dream to work with and a perfect caretaker for our quirky dog. She is patient and understanding of his nervous personality and goes above and beyond to accommodate him. She communicates frequently and our pup always has a big smile in the pictures she sends. Another great trip thanks to Pam!

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Emily G.
House Sitting
5.0 out of 5 stars

I had a great experience with Jennifer. She stayed overnight with my two dogs, was very caring and left my house clean. She sent me pictures of the dogs while I was away which gave me peace of mind. I’d highly recommend her.

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Rita B.
House Sitting
5.0 out of 5 stars

Tonisha took good care of my two dogs Jack and Summer, she played with them and made sure to follow their schedule.

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Gilian S.
House Sitting
5.0 out of 5 stars

Morgan is the very best! Our pup loves her and she is so patient and gentle with him. We love having her watch him because we know everything will go smoothly.

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Michala M.
House Sitting
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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 $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?

  • 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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    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

Sitters in Wynbrooke average 4
repeat house sitting clients

FAQs for House Sitting - Wynbrooke

Frequently asked questions about Rover

The average cost for House Sitting in Wynbrooke on Rover is $66.6 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of July 2026, there are 854 sitters on Rover offering House Sitting across Wynbrooke. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Wynbrooke walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Wynbrooke maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Wynbrooke choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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 .

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 pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet 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.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Wynbrooke. On Rover:

  • 95% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 95% 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.

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