House Sitting Chenequa

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

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Over 2
pet parents in Chenequa have booked house sitting

Chenequa, 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: Kendra M.
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Kendra M.
from
$50
per night
5.0 out of 5 stars
• 17 reviews
3 repeat clients
3 years of experience
Oconomowoc, WI, 53066

“Kendra was awesome to have watch our dog and 2 cats for the week! She stayed overnight with our boys and updated us with pictures throughout the week. She was a very respectful and courteous house guest and cleaned up after herself. The boys had a great time with her and we look forward to using her the next time we go on vacation!”

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Karina S.
Sitter Profile Image: Meagan W.
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Meagan W.
from
$40
per night
5.0 out of 5 stars
• 25 reviews
8 repeat clients
19 years of experience
Pewaukee, WI, 53072

“Meagan has been with my dog Brody for most of June and July at my house p, very dependable and great with Brody. I highly recommend her for dog and house sitting”

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J C.
Sitter Profile Image: Taylor S.
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Taylor S.
from
$50
per night
5.0 out of 5 stars
• 10 reviews
5 repeat clients
25 years of experience
Delafield, WI, 53018

“My experience in working with Taylor was excellent. Great communicator and most importantly cared for my 10yr lab while out in a work trip. Taylor went above and beyond what was required as she left the house spotless, and washed bedding and bathroom towels before leaving.”

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Todd L.
Sitter Profile Image: Ramsey S.
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Ramsey S.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 57 reviews
14 repeat clients
40 years of experience
Oconomowoc, WI, 53066

“Ramsey was wonderful. She not only took great care of our 2 senior dogs, our house and my fish. She also volunteered to refill our bird feeders which was not expected. She sent daily updates and pictures. We would definitely book with her again.”

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Karen D.
Sitter Profile Image: Barbara G.
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Barbara G.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
12 years of experience
Pewaukee, WI, 53186

About: I cared for my cocker spaniel Daisy into her old age, changing her doggie diapers the last few years while she was not in pain. I have a lot of weekend availability, and I can be home by 4 pm weekdays when I work as a substitute teacher. I enjoy being at home and would love to have a furry friend to hang out with when you need help. I have a big yard in a very walkable neighborhood and live near some nice trails. I have an invisible fence with collar that I could use or not, your preference. My home is cozy inside.

Sitter Profile Image: Susan M.
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Susan M.
from
$90
per night
5.0 out of 5 stars
• 2 reviews
4 repeat clients
10 years of experience
Pewaukee, WI, 53072

About: Hi! I live in Pewaukee with my two cats Gillian & Ginger who are brother and sister but don't look anything alike one is a big black cat and the other one is little gold one. I have had them three years now my daughter fostered kitten at the Jefferson Human Society and I just fell in love with them. I love all animals I have had dogs, cats, birds, and they all have given my joy, laughter and comfort in my life. At one time in my life I had own a doggy daycare business in Delafield what a fun time that was, however due to my partner getting extremely ill I was forced to close the business. I look forward to meeting you and your fun furry friend

Sitter Profile Image: Emily C.
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Emily C.
from
$45
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
4 years of experience
Hartland, WI, 53029

About: I’m a kind and goofy gal that loves dogs with my whole being. I own a beagle named Luna that I love spending time with. Her mom needs to hustle to get more funds for our journeys and all the Trader Joe’s treats. I am constantly the friend that takes care of my friend’s dog and enjoy every moment. I hope you give me the opportunity to spend time with your pet! I’d be happy to expand on my experience and passion. My entire schedule revolves around my dog. I’m thinking about how to move things around for her and always checking if I can bring her with. I enjoy our three walks a day on our remote work from home days. I’m open to taking care of pets at my home or their own as long as you’re okay with mine being with us. I’d be happy to introduce them beforehand. I’m a horrible liar and believe in karma, so I treat everyone and their homes like I would want others to treat mine. Hopefully this isn’t too cheesy lol

Sitter Profile Image: Indira T.
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Indira T.
from
$50
per night
10 years of experience
Oconomowoc, WI, 53066

About: I’ve worked in veterinary medicine (emergency and primary care) for 10 years. I’ve since left the field and started a new job but my love for animals is as strong as ever. I’m experienced, caring, and loving. I’m mostly looking for weekend care as I work during the week, however I might be able to help during the week depending on location/needs. I’m flexible and accommodating and will work with you on whatever your pet’s needs may be. I have a lot of experience and will care for your pets like they are my own.

Sitter Profile Image: Taryn P.
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Taryn P.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
3 years of experience
Sussex, WI, 53089

About: I’ve grown up with dogs of many temperaments, so caring for them has come naturally since I was young. I’ve helped friends and neighbors with their dogs, from playful puppies to the most anxious worriers and senior companions, prioritizing the mental and physical well-being of each one. I’m comfortable giving oral medications and happy to learn injections with guidance. I also work at a doggie daycare and love the work. I’m available most Fridays to Sundays, with flexible mornings, afternoons, and evenings. I enjoy keeping pets on regular routines and caring for them helps me stay active, spend time outdoors, and maintain a consistent daily schedule. I make sure every pet feels safe and comfortable by closely supervising them, keeping their environment clean and secure, and paying attention to their individual needs and routines. I handle all pets with patience and care, whether in my home or yours, and prioritize trust, consistency, and a calm, pet-friendly environment.

Sitter Profile Image: Fatima B.
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Fatima B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
2 years of experience
West Allis, WI, 53214

“Fatima was amazing to work with. I booked her on short notice before the holiday when my original plans fell through. She offered and made it a priority to come do a meet & greet on days notice. I’m always a little nervous when using a new sitter especially when they stay at mine, but my mind was at ease immediately when I met her. I could tell she has a big heart and really cares for animals. She followed all instructions and she went above and beyond spending time with Diesel doing his favorite activities (walks, playing fetch, swimming, etc.). She was incredibly communicative and sent a lot of pictures and videos which was much appreciated. As a former Rover sitter and a frequent user of Rover’s services, I can confidently say that Fatima is one of the best sitters I’ve come across. I will definitely be using her in the future and have already recommended her to others looking for sitters. Thank you Fatima!!!”

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Alex S.
Sitter Profile Image: Kali W.
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Kali W.
from
$65
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
28 years of experience
Richfield, WI, 53017

About: I’m new to the area after moving to Hartford with my boyfriend! I work an hour away but only 3 days a week so I would love to fill that time off closer to home and with furry friends!! I work part time as a hairstylist and I want to fill the rest of my time doing something that makes me happy! I love physical exercise, I love animals, so I know that I can help pet owners! (I also love animals snuggles) When I stay at your house with your dogs/cats I will be there when agreed upon and overnight if agreed upon. I need to be able to leave for at leave a couple of hours each day I am staying. I’m there for feeding, playing, potties, snuggles, treats, sleeping, and whatever else the furry ones need!

Sitter Profile Image: Michael R.
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Michael R.
from
$28
per night
4.8 out of 5 stars
• 5 reviews
2 repeat clients
30 years of experience
Menomonee Falls, WI, 53051

“Michael had been wonderful and he has helped us out with our two dogs several times. He communicates well and my dogs have been so happy having him stay with them while we are gone. Would recommend him to take care of your pets.”

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Janine P.
Sitter Profile Image: Stephen & Wipawee D.
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Stephen & Wipawee D.
from
$100
per night
5.0 out of 5 stars
• 51 reviews
19 repeat clients
6 years of experience
West Allis, WI, 53227

“Amelie and Stephen sat for our dog, Dexter, and our cat, Lucy, while we were out of town for a weekend. We felt incredibly assured during our time away that our pets were being well cared for and provided with lots of love. We were given consistent updates on how the stay was going and what our animals were up to. They graciously provided many pictures during the stay that continued to provide us with a sense of calm knowing our fur babies were in very good hands. We have already rebooked with them for a future trip, and will continue to do so! We cannot recommend them enough!”

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Kaitlyn F.
Sitter Profile Image: Allison S.
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Allison S.
Star Sitter
from
$110
per night
5.0 out of 5 stars
• 58 reviews
21 repeat clients
3 years of experience
Sussex, WI, 53089

“Thank you so much for watching Bowey! We truly appreciate you taking such good care of him! Also it was super helpful when our trip got extended and you were able to watch him a few extra days! We will definitely be in touch for future stays!”

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Ryan C.
Sitter Profile Image: Megan B.
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Megan B.
from
$60
per night
5.0 out of 5 stars
• 19 reviews
1 repeat client
20 years of experience
Watertown, WI, 53094

“We had Megan house sit for us for about 5 days. Our dog loved her and she took really good care of him and his puppy energy. She also watered the garden, fed our guinea pig, and left our house spotless. Communication with her wasn't an issue. For our In person meet and greet she used an app with a translator (went real smoothly) and while we were away she was great about texting us updates. Next time we need a house sitter she'll be the first person I reach out to!”

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Tiegan P.
Sitter Profile Image: Molly M.
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Molly M.
from
$75
per night
5.0 out of 5 stars
• 16 reviews
5 repeat clients
18 years of experience
Oconomowoc, WI, 53066

About: I grew up with dogs and have taken care of friends and families pets my whole adult life. I also have a dog of my own! I’m comfortable with dogs of all sizes and breeds and am reliable and comfortable walking, feeding, and providing all general cares! I work full time, day time hours, but mostly from home. I take care of my own pup during the day, we go on walks during my breaks and lunch. I’m available to walk or watch pets during the day, in the evenings/nights or on weekends! I have a golden retriever at home to keep your pet company ! He loves friends and making new ones! Close by walking paths and fields to walk, as well as a dog park on site if wanted.

Sitter Profile Image: Noah D.
Verified Enhanced Background Check
Noah D.
from
$70
per night
2 years of experience
Pewaukee, WI, 53072

About: I was lucky to grow up with lots of pets and always had an obsession with animals. My Mom did Rover for 6 years and I went from assisting her to loving it enough to go full time. If you want a pet sitter that loves and cares about your pets as much as you do, i’m your guy!😁 I’m currently looking to do pet sitting full time. I’m accepting both recurring and as needed clients. I am very flexible so any questions feel free to ask I include a visit update and picture of your pet sent to you at the end of every visit. When walking dogs, I make sure to never leave the house without the leash secured. Any medications, special diets, general likes and dislikes your pets may have, silly quirks; we will work together to make sure all needs are met and importantly that your pet feels happy and comfortable too!

Sitter Profile Image: Tia R.
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Tia R.
from
$60
per night
5.0 out of 5 stars
• 1 review
20 years of experience
Delafield, WI, 53018

About: I have had pets my whole life. Currently I have 3 cats, 3 dogs, a hamster, and fish. I have also had bunnies, hermit crabs, and many reptiles. There is not an animal I don't love caring for or being around. I am good with animals of all ages and sizes!! I currently am a homemaker with an open schedule. I am available morning til night and overnights if needed. I have lots of time to spend with your pets! I care for every pet like they’re part of the family. I follow their normal routines for feeding, walks, playtime, medications, and rest, while giving them plenty of love and attention. I keep their environment clean and safe, and I make sure they get the exercise, enrichment, and companionship they need to feel comfortable and happy while you’re away.

Sitter Profile Image: Dominique H.
Verified Enhanced Background Check
Dominique H.
from
$60
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
20 years of experience
New Berlin, WI, 53151

“Dominique completed his second house sit for my two pups (6 nights) and we continue to endorse him as a qualified / reliable sitter! Communication again proved to be consistent. Water bowls were full and my house was just how I left it. My large dogs are prone to acting out if they do not get enough attention (especially over long periods). It was great coming home and not seeing any indication of unsatisfied pups. Fully recommend!”

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Natalie C.
Sitter Profile Image: Myah P.
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Myah P.
from
$30
per night
5.0 out of 5 stars
• 1 review
15 years of experience
Sullivan, WI, 53178

“Myah was great at communicating with us ( including sending pictures) while we were gone and asking questions about a health issue with a dog. We had no doubt our dogs were in good hands! Highly recommend her services and wouldn't hesitate to rebook with her.”

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Marsha H.
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The median cost per night for house sitting in Chenequa is $50

Pet parents share their Rover experiences - Chenequa

1 / 1
5.0 out of 5 stars

Reagan took great care of our pup when we were out of town for the week! She was kind, caring and communicative!! She also kept our home clean and tidy. Would definitely recommend!

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Erica S.
House Sitting
5.0 out of 5 stars

Best dog sitter you could ask for! Took great care of cooper and the house. She is my go to moving forward! You won’t be disappointed or worried when she watches your animals!

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Richie N.
House Sitting
5.0 out of 5 stars

Taylor is amazing. Took great care of our recovering pooch and of our house. Will absolutely book her again.

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Mike O.
House Sitting
5.0 out of 5 stars

Taylor was great. She stayed with our cats over the holiday weekend. She was communicative and reliable!

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Jill S.
House Sitting
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  • 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?

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  • 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 to book house sitting

  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

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Popular requests for house sitting - Chenequa

Select a filter and find qualifying sitters offering house sitting.

Sitters in Chenequa average 4
repeat house sitting clients

FAQs for House Sitting - Chenequa

Frequently asked questions about Rover

The average cost of House Sitting in Chenequa is $33 per night as of November 2026. Most bookings cost between $33 and $33 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 1,183 sitters on Rover offering House Sitting across Chenequa. 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 Chenequa 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 Chenequa 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 Chenequa 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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

  • 88% of sitters can help with special care needs
  • 94% 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.

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