House Sitting Lake Five

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

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Over 10
pet parents in Lake Five have booked house sitting

Lake Five, Find top rated house sitting

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Tara R.
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Tara R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 86 reviews
21 repeat clients
20 years of experience
Delafield, WI, 53018

“Tara is simply the best. We've used her service multiple times and I can't say enough great things about her. She provides daily updates and pictures. Loves our dogs as her own. And takes great care of house while we are away.”

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Karen D.
Sitter Profile Image: Abigail K.
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Abigail K.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
14 years of experience
Menomonee Falls, WI, 53051

“Abby was absolutely amazing! Sent me multiple updates with pictures throughout the night and made us feel very confident with him. She attentive and caring, especially with our little 12 wk old! She left our home in better shape than it was before she came. Could not recommend more!”

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Erin M.
Sitter Profile Image: Amber V.
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Amber V.
from
$40
per night
15 years of experience
Germantown, WI, 53022

About: Hi, I’m Amber! I’m a passionate animal lover with hands-on experience caring for dogs, cats, reptiles, and small animals of all ages, sizes, and personalities. Whether your furry friend needs an energetic outdoor walk, cozy companionship while you’re away, or attentive overnight care in your home, I’m here to give them the top-tier love and attention they deserve. I would love to meet you and your pet companion! Feel free to reach out a schedule a meet and greet with me! 🐾 I am currently going through a career change so this is my primary job at the moment. This is great news for your pets because I can devote all of my time and energy into caring for them! Since I am not currently boating due to my living situation, I will make sure your pet will experience the same care that you provide in your own home.

Sitter Profile Image: Michael R.
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Michael R.
from
$28
per night
4.8 out of 5 stars
• 5 reviews
1 repeat client
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: Rachel P.
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Rachel P.
from
$50
per night
25 years of experience
Sussex, WI, 53089

About: I am going through a divorce and want to stay busy and find joy. I love dogs and have had them my whole life. I recently lost my dogs to old age and need a good dog fix in my life. I dog sit/walk for friends and family all the time. I do work full time, so please contact for additional days/times needed. I work full time and going through a divorce. I am looking to stay busy with activities that I enjoy, and dogs make me extra happy! I can easily assist with any doggy needs. I am a capable dog sitter, and any special requests from the owners are fine for me.

Sitter Profile Image: Katlin C.
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Katlin C.
from
$70
per night
16 years of experience
Sussex, WI, 53089

About: Senior care, worked with puppies-crate/potty training. Can give medications/insulin, worked in vet field for 9 years, worked in a boarding facility. Gives updates and pictures Weekly, I love to go for walks, stopping in for play time or to give medications. I also specialize in overnight care and house sitting. I care for pets in their own home where they feel safe and comfortable. I will walk around their neighborhood or stay at their house

Sitter Profile Image: Haylie W.
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Haylie W.
from
$77
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
5 years of experience
Menomonee Falls, WI, 53051

“Haylie was really pleasant with our two dogs while we were away. As this was our first experience together Haylie communicated well, handled a special request and, the dogs connected with her as well. Definitely planning on rebooking with her.”

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Andrew B.
Sitter Profile Image: Katelyn W.
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Katelyn W.
from
$75
per night
4.7 out of 5 stars
• 37 reviews
16 repeat clients
8 years of experience
Oconomowoc, WI, 53066

“Have used Kate multiple times to stay with our pets and our house. She does a great job and is super respectful of the space. Will continue to use her in the future.”

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James F.
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: Jade B.
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Jade B.
from
$60
per night
5.0 out of 5 stars
• 6 reviews
10 years of experience
Oconomowoc, WI, 53066

“Jade did a wonderful job sitting for Angel thru the 6 days when we were gone. I felt Angel was in good hands, she was very caring toward Angel. I could see Angel was very comfortable with Jade from the pictures Jade sent to me when I was traveling. Jade sent me daily pictures of Angel along with videos. That I really appreciated. I would recommend Jade to anyone who is looking for a good dog sitter. Kirsten M.”

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Kirsten M.
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: Animals are truly my passion. I hope to have a lot of them someday when I have the money, time and land. In the meantime I’m on rover to spend time with dogs, help people out, and be productive during my free time. I love an excuse to get up early during the week and go for a walk or just hang out with the fuzzy babies. 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: Kayra A.
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Kayra A.
from
$30
per night
6 years of experience
Mequon, WI, 53097

About: since the day I was born, I’ve been surrounded by all types of animals that you can imagine of I’ve own dogs, cats, etc., my neighbors my friends all rely on me to take care of their pets when they’re not home or in need of someone and I can say that I have a really good relationship with all types of animals because I’ve been surrounded by so many of them currently, I’m on summer break and my schedule is very flexible, but it can vary on the day because I work at a part-time job as well in the drop in service, I will check in with your pet take the dog out for a walk play with them spend time with them until you are back to your fur babies

Sitter Profile Image: Alexandria M.
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Alexandria M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 49 reviews
16 repeat clients
10 years of experience
Oconomowoc, WI, 53066

“Loved Alex so much! I have an anxious little lady and the minute Alex walked in Soph laid on the floor and wanted tummy rubs. She had a very calming presence which was so comforting knowing she would be in good hands. She was so easy to communicate with and kept us updated while we were gone. Would love to use her again ❤️”

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Maria B.
Sitter Profile Image: Cindy S.
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Cindy S.
from
$55
per night
5.0 out of 5 stars
• 52 reviews
15 repeat clients
45 years of experience
Oconomowoc, WI, 53066

“And all I can say is outstanding! Cindy went above and beyond to make sure my pets for well taken care of! She sent pictures and was very responsive to my questions plus when I got home my house was cleaner then when I left!- I really could not have asked for more and would definitely have her back again!!!”

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Nancy S.
Sitter Profile Image: Megan C.
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Megan C.
from
$80
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
14 years of experience
Florist Highlands, Milwaukee, WI, 53225

“Megan was great! Very friendly, diligent, and provided frequent updates & photos while taking care of our pitbull Cash, we’ll definitely utilize her again for future dog sitting needs!”

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Bo W.
Sitter Profile Image: Parris V.
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Parris V.
from
$40
per night
3 years of experience
Sussex, WI, 53089

About: I have taken care of friends and family’s pets for years and have experience with senior cats and dogs. Recently I have been cat and dogging sitting for my friends more frequently while also taking care of my own cats. I am available all weekdays and rotating weekends! I pretty much have open availability and flexibility for whenever you need your little ones watched or cared for. My home is not available for pet sitting but I am available for house/pet sitting at clients homes. I can play with, cuddle, feed and provide medications for your pets in your home.

Sitter Profile Image: Emmalee M.
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Emmalee M.
from
$60
per night
4.8 out of 5 stars
• 11 reviews
2 repeat clients
6 years of experience
Germantown, WI, 53022

“Emmalee was an amazing sitter, and I would recommend her to everyone and anyone. She kept us updated with numerous photos and videos, was clear about her schedule, and took amazing care of our little boy. She was so considerate of all his needs and treated him like she was her own. Not to mention, she left our place better than we left it. Your fur baby will be in the best hands when with Emmalee. Five stars all around.”

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Erin L.
Sitter Profile Image: Courtney G.
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Courtney G.
from
$80
per night
5.0 out of 5 stars
• 13 reviews
20 years of experience
Milwaukee, WI, 53224

“Courtney was amazing! Absolutely wonderful with all of our fluffies and you can tell they Super care about them. Many sitters just do the bare minimum but Courtney spent time with them, took care of medicine, played with them, etc… and did not just watch TV all day sitting like we have had others do. If you want someone who takes care to help your fluffies feel comfortable while you are away, we recommend Courtney.”

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Russell M.
Sitter Profile Image: Lisa F.
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Lisa F.
from
$70
per night
5.0 out of 5 stars
• 19 reviews
10 repeat clients
27 years of experience
West Bend, WI, 53095

“I don’t want to even leave a positive review because I want her to be always available for us 😭 lol! Lisa did a PHENOMENAL job with our kitties. We loved all the photos, videos and updates. Spunky and Joey are going to miss your daily visits. You’ll have to visit soon! Thank youuuuuuu Lisa!”

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Janice M.
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

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The median cost per night for house sitting in Lake Five is $50

Pet parents share their Rover experiences - Lake Five

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5.0 out of 5 stars

Lisa is absolutely amazing and takes such wonderful care of my dogs when I'm gone. She pays attention to detail and gets all their little food, things and medications just right. They are so well taken care of and very happy when I get home 🤗

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Becky W.
House Sitting
5.0 out of 5 stars

Samanthat spent 8 days with Coco, Tammi and Connor. It was so good to know that someone was giving them love and attention. I came home to an absolutely immaculate house and heappy, healthy dogs. I will 100% book Samantha again in the near future. Highly recommend!!

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Robin B.
House Sitting
5.0 out of 5 stars

Cooper did an incredible job caring for our two dogs and our cat. He sent daily photo updates, took the dogs on their walks, and made sure everyone felt loved and well cared for. He even cleaned up the house before he left, which was such a thoughtful touch to come home to. We highly recommend Cooper for any pet‑sitting needs and look forward to booking with him again.

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Lindsay D.
House Sitting
5.0 out of 5 stars

Amy is a delight. She took my dog for 2 walks a day even when the snow was falling. I appreciate the extra care she took, shovelling the snow off the porch and salting the driveway, My dog was well loved, given lots of attention and my house was watched over. Highly reccomend !

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Mary Ellen R.
House Sitting
5.0 out of 5 stars

Maggie helped us out in a pinch when our regular dog sitter had to cancel. We returned home to a clean house and well taken care of pup. We will definitely use her again!

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Monique W.
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 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

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for house sitting - Lake Five

Select a filter and find qualifying sitters offering house sitting.

Sitters in Lake Five average 4
repeat house sitting clients

FAQs for House Sitting - Lake Five

Frequently asked questions about Rover

The average cost of House Sitting in Lake Five is $81 per night as of October 2026. Most bookings cost between $68 and $83 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 October 2026, there are 1,176 sitters on Rover offering House Sitting across Lake Five. 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 Lake Five 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 Lake Five 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 Lake Five 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 , 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 .

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 .

sitters on Rover set their own , 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 Lake Five. On Rover:

  • 88% of sitters can help with special care needs
  • 95% 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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