House Sitting Wynbrooke

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

End
Search

Over 45
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: Mary M.
Verified Enhanced Background Check
Mary M.
from
$45
per night
5.0 out of 5 stars
64 reviews
13 repeat clients
6 years of experience
Madison, WI, 53718

Mary was wonderful. It was obvious my dog, Cedar, was at ease with her and well cared for. Mary left notes about Cedar’s meal times and bathroom breaks as well as sending pictures and comments in the app. Everything went 110% smoothly and I didn’t have any concerns or worries at all while away which is a great feeling. Thank you! We hope to book again in the future.

Profile image
leah k.
Sitter Profile Image: Tiana B.
Verified Enhanced Background Check
Tiana B.
from
$50
per night
5.0 out of 5 stars
32 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.

Profile image
Sylvia L.
Sitter Profile Image: Emma R.
Verified Enhanced Background Check
Emma R.
from
$45
per night
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Sun Prairie, WI, 53590

Emma was extremely helpful and took great care of the house and our kitten. The pictures she sent were greatly appreciated. We felt very comfortable with our home in her care.

Profile image
Gretchen M.
Sitter Profile Image: Tina B.
Verified Background Check
Tina B.
Star Sitter
from
$35
per night
4.9 out of 5 stars
80 reviews
22 repeat clients
38 years of experience
Windsor, WI, 53598

We were a little anxious leaving our girl with "a stranger" for the first time since she adopted us. Tina made the experience so much easier. She was calm and patient and kept us informed while we were away about how our girl was doing. Our house was kept clean and nothing was out of place. We will use Tina's comforting services again!

Profile image
Erin C.
Sitter Profile Image: Shatoria W.
Verified Background Check
Shatoria W.
Star Sitter
from
$68
per night
5.0 out of 5 stars
35 reviews
12 repeat clients
10 years of experience
Sun Prairie, WI, 53590

Shatoria was a joy to have in our home, so much so that our dogs did not even care when we came back after nearly two weeks away, and ran right upstairs to her room to look for her. Excellent communication and attention to detail, and I am almost certain our home was cleaner when she left than when she arrived. Easily the best pet care experience we’ve had. Booking again ASAP.

Profile image
Cayleigh S.
Sitter Profile Image: Samantha M.
Verified Enhanced Background Check
Samantha M.
Star Sitter
from
$62
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
10 years of experience
Madison, WI, 53704

Samantha was phenomenal! She provided great communication and provided good updates with my dog. She took amazing care of him. I had her housesitting for me and she was extremely respectful of my apartment as well. I would absolutely have Samantha help me out again!

Profile image
Daria D.
Sitter Profile Image: Audrey V.
Verified Enhanced Background Check
Audrey V.
from
$50
per night
5.0 out of 5 stars
26 reviews
9 repeat clients
10 years of experience
Madison, WI, 53718

Audrey is the best! We have 2 dogs and one has anxiety so she doesn’t do well in the kennel. Audrey was able to ‘win her over’ and keep her calm and relaxed which is no easy task. We already booked another weekend with Audrey?

Profile image
Kate L.
Sitter Profile Image: Rebecca B.
Verified Enhanced Background Check
Rebecca B.
Star Sitter
from
$68
per night
5.0 out of 5 stars
46 reviews
6 repeat clients
20 years of experience
Deforest, WI, 53532

We absolutely LOVED Rebecca and so did our dog Reba! We’re so happy we decided to have a house sitter instead of the traditional boarding route. We will 100% rebook with Rebecca moving forward.

Profile image
Reana K.
Sitter Profile Image: Cassandra B.
Verified Enhanced Background Check
Cassandra B.
Star Sitter
from
$37
per night
5.0 out of 5 stars
39 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.

Profile image
Erin S.
Sitter Profile Image: Jessica & Andrew B.
Verified Enhanced Background Check
Jessica & Andrew B.
Star Sitter
from
$70
per night
5.0 out of 5 stars
25 reviews
9 repeat clients
15 years of experience
Waunakee, WI, 53597

Jessica watched our 2 dogs while we were out of town! I loved that she sent pics and updates everyday and kept us in the loop. She was also great at troubleshooting to fix a stubborn stuck door in our house (where the dog food was).

Profile image
Kara B.
Sitter Profile Image: Renee L.
Verified Background Check
Renee L.
from
$40
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
20 years of experience
Sun Prairie, WI, 53590

Renee was ABSOLUTELY AMAZING! So accommodating, GREAT communication and just a really great person to work with. You know your dog is getting 100% attention and love when you come home and they're completely worn out. At an energetic year old, Asha NEVER gets worn out from playing...that is until she met her match in Renee! This was out first time using Rover and it was last minute and I had my concerns just because we had to trust this person in our home for the first time without ever meeting her. Every concern was gone as soon as I met Renee! I can't recommend her highly enough! She's amazing!!!

Profile image
Theresa F.
Sitter Profile Image: Tonisha A.
Verified Background Check
Tonisha A.
Star Sitter
from
$70
per night
5.0 out of 5 stars
55 reviews
13 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.

Profile image
Laura B.
Sitter Profile Image: Elizabeth K.
Verified Enhanced Background Check
Elizabeth K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
48 reviews
16 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

Elizabeth was amazing with my dog while I was traveling for work. She sent daily updates and many pictures. I would definitely use her services again.

Profile image
Fernanda R.
Sitter Profile Image: Breawna S.
Verified Enhanced Background Check
Breawna S.
from
$45
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Sherman, Madison, WI, 53704

About: I have lived with dogs my whole life, starting my animal loving journey. I had such a great time that I went into farm animals, and eventually got my own cats! I don’t discriminate from dogs, cats, pigs, cows, fish, or anything else. I am an organized care taker, being able to maintain strict medical care schedules and creating fun enrichment. I have a flexible schedule, with early mornings, afternoons, and evenings available. Weekends are on the table too! I will be starting my masters in August, so then my schedule will be a bit more 9-5, still leaving large availability for your fur baby. I can do any care tasks or rituals that make your pet feel most comfortable while you’re busy. Whether it be a certain walk route, a favorite toy or game, a cool release word, or some simple lounge time, I can meet the need!

Sitter Profile Image: Ruby K.
Verified Enhanced Background Check
Ruby K.
from
$62
per night
5.0 out of 5 stars
28 reviews
6 repeat clients
6 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.

Profile image
Larry S.
Sitter Profile Image: Kirsten R.
Verified Enhanced Background Check
Kirsten R.
from
$50
per night
5.0 out of 5 stars
25 reviews
5 repeat clients
6 years of experience
Madison, WI, 53718

Very attentive and great communication while we were gone for 9 days! Highly recommend and hope she helps with our sweets again soon! Thank you Kirsten!

Profile image
Sara S.
Sitter Profile Image: Aslyn S.
Verified Enhanced Background Check
Aslyn S.
from
$55
per night
5.0 out of 5 stars
1 review
1 repeat client
6 years of experience
Sun Prairie, WI, 53590

About: In addition to my lifelong passion for animals, I have over two years of professional experience working in a dog daycare and boarding facility. In this role, I provide individualized care for dogs of all breeds, sizes, temperaments, and training levels. I am also experienced in daily pet care tasks, including walking, bathing, brushing, feeding, and administering basic care routines. My background in animal handling has taught me the importance of patience, safety, and clear communication, allowing me to provide a positive and stress-free experience for both pets and their owners. I'm currently working part-time, so I have plenty of time for your pups! I am available to care for your pet most weekdays after 11:30 AM, and Fridays/Weekends at any time! Your pet's safety is the highest priority. I will closely monitor your pet during play and in the event of being outside near other animals. With my experience, I am great at reading dogs body language, signals and behavior. I care about your pet as if it is my own!

Sitter Profile Image: Rachael D.
Verified Enhanced Background Check
Rachael D.
Star Sitter
from
$75
per night
5.0 out of 5 stars
45 reviews
13 repeat clients
10 years of experience
Sun Prairie, WI, 53590

About: I genuine care and give attention to every dog as if they were my own. I’m patient, reliable, and attentive to each dog’s individual needs. I’m comfortable working with puppies who are still learning routines, including basic training and potty schedules, and I’m also gentle and mindful with senior dogs who may need slower walks, medication reminders, or extra comfort. My goal is to make sure every dog feels safe, happy, and loved while their owner is away. I currently work only 2 days out of the week, but my schedule is very flexible, and can switch days if need be! Will accommodate I care for pets by making sure they stay comfortable and follow the routine they’re used to. In a client’s home, I provide feeding, fresh water, walks, playtime, and plenty of attention so pets feel safe while their owner is away. I also keep the home tidy and make sure pets stay on their normal schedule. If caring for pets in my home, I provide a safe, clean environment with supervised play, regular potty breaks, exercise, and lots of affection. I always pay close attention to each pet’s needs, personality, and any special instructions from the owner to make sure they feel happy and cared for.

Sitter Profile Image: Jennifer H.
Verified Enhanced Background Check
Jennifer H.
from
$40
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
11 years of experience
Madison, WI, 53718

Jennifer was fantastic with Ollie! He loved her right away and I felt very comfortable having her care for him. She gave me updates and sent pics throughout the stay which I greatly appreciated. Excellent first sir and would certainly have her sit again!

Profile image
Angi K.
Sitter Profile Image: Louisa S.
Verified Enhanced Background Check
Louisa S.
from
$70
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
15 years of experience
Heistand, Madison, WI, 53714

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!

Profile image
Angi K.
1 / 1
View more

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

Emma was extremely helpful and took great care of the house and our kitten. The pictures she sent were greatly appreciated. We felt very comfortable with our home in her care.

Profile image
Gretchen M.
House Sitting
5.0 out of 5 stars

Liz took great care of our dog for a weekend. She was kind, competent, and clearly a dog person. Maddox immediately took to her when she visited. Thank you Liz!

Profile image
Tyler E.
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!

Profile image
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!

Profile image
Alayna E.
House Sitting
5.0 out of 5 stars

Jess did an amazing job watching our two black labs while staying at our house. She was incredibly responsive throughout the entire booking, keeping us updated and giving us complete peace of mind. Not only were our dogs happy and well-cared for, but Jess also left our house absolutely spotless when she left. We highly recommend her and will definitely book her again!

Profile image
Shana W.
House Sitting
5.0 out of 5 stars

Rebecca did a great job caring for our pets in our home! We received lots of photos and updates. She cleaned up a couple of pet messes too!

Profile image
Kate H.
House Sitting
5.0 out of 5 stars

Tonisha was amazing with my dog. I really appreciated how often she sent pictures, videos and updates. I was so happy and relieved to know that my boy was taken great care of for the weekend. I would definitely trust her to look after him again.

Profile image
Anne N.
House Sitting
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!!

Profile image
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!

Profile image
Andrew S.
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!

Profile image
Jayne 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!

Profile image
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!

Profile image
Jill T.
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!!!

Profile image
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!

Profile image
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.

Profile image
Ginger R.
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.

Profile image
Rita B.
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.

Profile image
Michala M.
House Sitting
1 / 1
Find pet care near you

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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  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 house sitting - Wynbrooke

Select a filter and find qualifying sitters offering house sitting.

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 $55.5 per night (as of August 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 August 2026, there are 832 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:

  • 96% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 96% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge