House Sitting Lake Five

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

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Over 9
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: Paul S.
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Paul S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
90 reviews
30 repeat clients
20 years of experience
Germantown, WI, 53022

Paul took great care of our two puppies while we were on vacation! He sent multiple updates daily with pictures, and they were extremely well cared for. We never had to worry about them, and we were able to enjoy our vacation! I would leave my pets with Paul anytime!!

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Brian or Sarah L.
Sitter Profile Image: Tara R.
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Tara R.
Star Sitter
from
$52
per night
5.0 out of 5 stars
76 reviews
17 repeat clients
20 years of experience
Delafield, WI, 53018

Tara is absolutely awesome! From our first introduction to caring for Farley, she was fantastic! Communication with us made us feel so reassured that our dog was so well cared for while we were gone! Thank you so so much!! Farley loved her too!

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Erin N.
Sitter Profile Image: Cooper B.
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Cooper B.
from
$70
per night
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Hartland, WI, 53029

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.
Sitter Profile Image: Jenna F.
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Jenna F.
from
$40
per night
5 years of experience
Slinger, WI, 53086

About: I’ve cared for animals of all ages, breeds and personalities. I have experience working with senior pets or pets with disabilities who need medication administered or specialized care. Am also comfortable and capable of working with puppies or dogs of very high energy breeds. My goal is to make sure your pet is safe and well cared for while you are away. I currently work full time as a vet tech but can be available to feed, walk, exercise, potty, and spend time outside your pet before and after work and during my lunch break. I am available most afternoons after 2:30pm and all day Thursdays and Weekends. I will care for your pets in your home, reducing any stress of being in an unfamiliar environment. I also have the flexibility to adjust my schedule to fit their needs throughout the day.

Sitter Profile Image: Emma R.
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Emma R.
from
$60
per night
5.0 out of 5 stars
5 reviews
10 years of experience
Pewaukee, WI, 53072

About: I've lived with animals my entire life. Growing up, we had five dogs, four cats, bunnies and guinea pigs, snakes and lizards, fish, and chickens. Currently, while living at home in the summers, we have snakes, lizards, spiders, a cat, and three dogs, one of which is mine. My dog Winston is a service dog in training that my mom and I are owner-training. While I'm in no way a professional trainer, I can help with teaching or maintaining the basics with any dog. I'm currently home for the summer from school and waiting on an application for a part-time job. I am free most of the day right now, as I haven't started working yet. So, I can come over and take care of any pet's needs most any time. I can take care of your animals' needs any time, whether it's taking them on a walk, letting them outside, feeding, cleaning up, or playing with them. My dogs at home are crate trained, so if your dog also stays in a crate at certain points of the day or night, I can easily crate them.

Sitter Profile Image: Sara V.
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Sara V.
from
$45
per night
5.0 out of 5 stars
23 reviews
9 repeat clients
17 years of experience
Sussex, WI, 53089

Sara recently stayed the night with my two dogs. My night away was made more relaxing, knowing that they were in great hands. Sara is conscientious, great with dogs, and a wonderful person.

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Sue B.
Sitter Profile Image: Kendra M.
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Kendra M.
from
$42
per night
5.0 out of 5 stars
7 reviews
1 repeat client
3 years of experience
ixonia, WI, 53036

Kendra was amazing with my dog Winter! She was a great house guest and cleaned up after herself and beyond. I got several pictures of Winter and prompt replies when I would check in. I will definitely use her every time I need someone to come stay.

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Stephanie J.
Sitter Profile Image: Allison S.
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Allison S.
Star Sitter
from
$75
per night
5.0 out of 5 stars
54 reviews
20 repeat clients
3 years of experience
Sussex, WI, 53089

Allison did a superb job with our multiple dogs and cats! We got daily pics and updates from her which helped ease our worries about the care of our pets. I highly recommend her for any pet sitting needs. We will definitely be using her again and already reserved her for our next trip. Thank you Allison!!

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Lisa M.
Sitter Profile Image: Joey C.
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Joey C.
from
$65
per night
5.0 out of 5 stars
77 reviews
18 repeat clients
40 years of experience
Hartland, WI, 53029

Joey continues to be the BEST dog sitter for our pups! She loves them and takes amazing care of them with daily updates and pictures. Joey leaves our house clean…probably cleaner than I leave it for her 😁 I recommend her 100%

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Erin R.
Sitter Profile Image: Bella H.
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Bella H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
13 years of experience
Menomonee Falls, WI, 53051

Bella took such good care of our pet! Her communication was great, and we were grateful for her flexibility. We will definitely have her back again.

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Kenzie F.
Sitter Profile Image: Taylor S.
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Taylor S.
from
$50
per night
5.0 out of 5 stars
9 reviews
4 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: Lisa & Curtis W.
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Lisa & Curtis W.
from
$55
per night
5.0 out of 5 stars
15 reviews
5 repeat clients
30 years of experience
HARTLAND, WI, 53029

About: We lost our sweet Blue (11 year old labradoodle) 3 years ago of bone cancer, and have recently become empty nesters. We LOVE dogs, and our cat has missed his canine companion. Our yard is over an acre, and includes a wooded area. We are also located near beautiful trails that we can walk to. Both of us work from home the majority of the time, and we will only open our home up to furry house guests if we are sure that at least one of us is available to be home the majority of the day. Your dog will love the extra love and attention that they will receive, and we tend to be a bit lenient with letting dogs on furniture/beds. Most of our neighbors own dogs, and there are young children next door. That being said, a dog that is friendly with other dogs and not wary of children would LOVE a vacation with us. I am working part time, and my husband works at least 1/2 of the time from home. We are flexible with dog schedules, and have experience with "elderly" dogs with special needs. We have a large yard (over an acre), which is not fenced in. Our neighborhood connects to walking trails and parks, so your dog will have ample exercise opportunities. We are extremely flexible with our schedules, and can adapt to meet your dog's current routines.

Sitter Profile Image: Faith B.
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Faith B.
from
$35
per night
4.8 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
Hartland, WI, 53029

Faith was amazing!! She was taking care of my 10 yr dog with special needs and loved her while I was on a week long business trip. She treated her with kindness and love!! Thank you Faith!!! I highly recommend her for any pet sitting needs you have!

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Peg H.
Sitter Profile Image: Mathaus M.
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Mathaus M.
from
$29
per night
4.9 out of 5 stars
11 reviews
1 repeat client
17 years of experience
Pewaukee, WI, 53072

About: I have spent years caring for the dogs of friends and family, and I’ve realized there is nothing I enjoy more. Since my current apartment doesn't allow pets, I have a "dog-sized hole" in my life that I’d love to fill by caring for yours! Being self-employed gives me a very flexible schedule, allowing me to prioritize your dog’s routine—whether they need a long midday trek or a dedicated house sitter to keep them company while you’re away. As a self-employed professional, my schedule is very flexible, allowing me to easily integrate pet care into my daily routine. Since I work from home and cannot have dogs in my own apartment, I treat my walks and house-sitting bookings as my primary motivation to get outside for walks. My priority is maintaining your dog's familiar routine to keep them stress-free. I provide dedicated companionship, and because I am self-employed, I can often bring my work with me to ensure your pet isn't left alone for long periods.

Sitter Profile Image: Wendy W.
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Wendy W.
from
$65
per night
5.0 out of 5 stars
17 reviews
6 repeat clients
12 years of experience
Pewaukee, WI, 53072

We felt very comfortable leaving our dogs in Wendy’s care. She was super accommodating for our last minute request . Left the house in great shape and left a nice hand written note . Dogs were well cared for ! Would definitely use Wendy again .

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Tracie K.
Sitter Profile Image: Amber K.
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Amber K.
Star Sitter
from
$40
per night
4.8 out of 5 stars
12 reviews
5 repeat clients
10 years of experience
Waukesha, WI, 53186

Amber is amazing, she came over and our dogs took to her immediately. Our oldest puppy can be a little challenging due to her being skittish, but Amber’s personality and energy helped ease her nervousness. Very reliable, and was able to help us out on short notice. I HIGHLY recommend!

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Shenlee S.
Sitter Profile Image: Amy H.
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Amy H.
from
$70
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
40 years of experience
Hubertus, WI, 53095

Nice to be able to get away and know are fur baby was safe and cared for.

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Wendy D.
Sitter Profile Image: Nevaeh Z.
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Nevaeh Z.
from
$55
per night
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Menomonee Falls, WI, 53051

About: I’ve had dogs and cats my whole life and love them so much that I decided to work at a Dog and Cat daycare and boarding facility. I’ve been working there for 3 years and have worked with all breeds and ages varying from puppies to seniors and love comforting them and making them happy while also making sure their parents know they are in good hands! I’m currently working part-time and my availability is flexible. I’m willing to make adjustments as long as I am notified at least 2-3 weeks in advance. Depending on the typical routine of the pet, I will follow it as close as possible to make them feel as comfortable as I can. I will keep them busy by going on walks or by playing with them, or if they have lower energy I’ll just make sure to give them extra attention.

Sitter Profile Image: Rayanna P.
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Rayanna P.
Star Sitter
from
$78
per night
5.0 out of 5 stars
16 reviews
3 repeat clients
6 years of experience
Menomonee Falls, WI, 53051

Rayanna was great !! She did such an amazing job with my dogs. We will definitely book her again. Ellie is a little high maintenance and Rayanna knew exactly how to handle her !! We felt such relief knowing we can trust someone in our home and with our doggies !!

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Michelle R.
Sitter Profile Image: Jenn L.
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Jenn L.
from
$50
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
30 years of experience
Mill Valley, Milwaukee, WI, 53224

Jenn was so great with my very spoiled Great Pyrenees at her home Christmas weekend. She was so good at communicating and sending pictures the weekend she was with him. I felt she genuinely cared so much about Koda and us too. I will definitely be contacting her again on our next travels. Thanks again Jenn!

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Michelle P.
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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

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

Lisa and Curtis took wonderful care of my two dogs while I was away. Much attention to detail and Violet's elderly needs. House was nice and clean when I got home!

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Becky W.
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 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.

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

Sitters in Lake Five average 4
repeat house sitting clients

FAQs for House Sitting - Lake Five

Frequently asked questions about Rover

The average cost for House Sitting in Lake Five on Rover is $72.15 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 1,243 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 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 Lake Five. On Rover:

  • 92% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 98% 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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