House Sitting Oconomowoc Lake
Find a loving house sitter to watch over your pets and your home.
Oconomowoc Lake, 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.
“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.”
“Tara is the absolute best dog sitter. Our senior dog Rosie has some special needs and requires patience during her walks. Tara is so kind and gentle and sweet with her, we wouldn't have anyone else.”
“Katelyn watched my English Bulldog and Chocolate Lab while I was on vacation for several days. She took great care of my fur babies. She fed them, walked them, let them out several times, and gave them loves and pets. She sent good notes and several pictures and videos throughout the stay.”
“Murphy Loved Vonnie! And she sent pictures. She's amazing! I will definitely be reaching out to her again. Best Sitter Ever. Totally made me feel comfortable leaving my best buddy with her. She is AWESOME!”
About: Hi my name's Sammie! I'm absolutely obsessed with animals and am working towards a Zoology degree at UWYO. I have a rabbit and 2 dogs, volunteered walking dogs at an animal shelter, and worked at a pet resort that took care of dogs and cats. I have experience with many different dog breeds and personalities. I am comfortable with cats but don't have as much experience and infinite knowledge revolving their care as I do dogs. I am working full time so I do most walks and sittings for my days off, but am also open to walks and drop ins after work I care for all pets I come across as my own prioritizing safety for them, other animals, and me. I love on them unconditionally and they seem to love me too.
“Catilyn was an amazing sitter. Will for sure utilize her services again!! I needed someone last minute due to a cancellation and Catilyn responded to my message promptly, was able to do a meet and greet same day, and housesit for me that weekend. She is polite, professional, wonderful!!! I can home to a washed and made spare bed, home in great order, and happy pup!!!”
“Brandi is absolutely a treasure, we are so grateful to have her as our puppy caretaker while we are away. Our puppies absolutely love her! Our Bailey is very shy and a bit skittish, but Brandi has won her over with her kind and sweet demeanor. We always know our pups are in great hands when Brandi is here with them. 🐾🩷”
“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!”
“Cindy Is the ideal cat sitter. I wanted to not have to worry about Baby Bear having a clean litter box and eating his wet and dry food. Cindy was there for him and he’s happy! That’s what a great pet sitter does.”
“Tami is great. Our dogs are kind of weirdos, but she figured out their unique personalities quickly and sent lots of photos and updates. We will definitely hire her again!”
“Ramsey did an excellent job taking care of my two labs. I enjoyed regular pictures and updates on what they were doing. They were obviously loved; and very happy campers upon my return from a short trip. I felt confident in having Ramsey stay in my home, and really glad the dogs could keep their regular routine.”
“Amber is fantastic! Very reliable, sends photos of our fur babies and updates throughout her stay. She is a great house sitter and leaves our home as it was when we left. I highly recommend Amber if you are in need of a caring, considerate, and excellent communicator to watch your dogs. 🐕 🐾🩵”
“Reagan was awesome with my animals. She sent pictures and communicated with me throughout the stay and before. My animals were happy and wonderfully cared for. She is kind and gentle and patient with my youngest pup who is still very puppy and hyper.”
“Joey is a fantastic animal sitter. She stayed with our 5 pets over a week and managed to tire out our Aussie Shepherd! Great communicator, honest & trustworthy! Will invite her into our home to watch our furry family members in the future.”
About: I have raised and cared for many animals throughout my lifetime ranging from dogs, cats, kittens, cows, raccoons, guinea pigs, bunnies, and fish! There is no animal too big, small, or sassy for me! I love them all! I have experience with bottle fed, new born animals, pets with different feeding patterns in the same house, delivering medicine to pets (including via syringe), outdoor supervision, and caring for temperamental animals. My own dogs are a pitbull and Doberman respectively, so I know firsthand that a breed or size does not define an animal! I am here to provide exceptional care to your fur babies regardless of shape, size, age, or attitude! I work various part-time jobs around the Mount Horeb/Middleton area, but would almost always be available for morning, afternoon, and evening care! If planned a few days in advance, I can accommodate most needs! I believe in following instructions carefully, especially when it comes to animals. While I strive to create a relationship with the animals I care for, my main priority is to listen to the advice and instructions of the pet parents to ensure I am prepared and aware of their pet’s unique characteristics and needs. Nobody knows an animal like their owner, and I am dedicated to doing as told when it comes to animals—especially considering the trust the owners have in me!
The median cost per night for house sitting in Oconomowoc Lake is $50
Pet parents share their Rover experiences - Oconomowoc Lake
We had Molly watch our 2 dogs for a couple of nights as well as a couple other little things around the house & she was great. When she came to meet them before booking her, the dogs did not hesitate to meet her. She is a responsible woman and takes her job seriously. Will absolutely use her again.
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. Search
Browse profiles of sitters near you who offer house sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for house sitting - Oconomowoc Lake
Select a filter and find qualifying sitters offering house sitting.Sitters in Oconomowoc Lake average 4 repeat house sitting clients
FAQs for House Sitting - Oconomowoc Lake
Frequently asked questions about Rover
As of August 2026, there are 1,247 sitters on Rover offering House Sitting across Oconomowoc Lake. 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 Oconomowoc Lake 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 Oconomowoc Lake 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 Oconomowoc Lake 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 Oconomowoc Lake. 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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