House Sitting Oakfield
Find a loving house sitter to watch over your pets and your home.
Oakfield, Find top rated house sitting
“Abigail was absolutely amazing with my animals. She kept me updated the whole time I was gone which helped ease my anxious mind. Took ChiChi on walks and my scaredy cat even came out to see her. To top it off she even bought ChiChi some special treats! Could not be happier about the experience and will definitely rebook with her! Thanks so much!”
About: I grew up having dogs around and they are my favorite animal! My family has been fortunate to adopt 3 dogs, so far, in my life: a Black Lab-Dachshund, a Bassett Hound, and an Australian Cattle Dog; all very different dogs! I also have the experience of watching family & friends animals over the years! Having been around so many different types of dogs has taught me how many different behaviors and reactions they have depending on the environment or people it is/has been surrounded by. At the end of last year I got married and moved to Fond du Lac and have been looking at some part time work. I am very flexible with scheduling right now! I will ensure your pets comfort, safety, and well-being by learning their daily schedules and rules by their owners. I understand that comfort, safety, and trust comes in three parts, the owner, the pet, and myself; and will respect all parties.
“Chantelle did a fantastic job and is extremely nice! Dogs were very happy when we saw them and she ensure the doors were locked and the key was where we agreed. I would definitely recommend her!”
“We had Bryanna stay at our house to watch our puppy for a few days. She did come by to meet us and Luna ahead of time to get to know Luna and her schedule. Bryanna did a great job with our puppy Luna. She communicated back and forth as well so we were able to know how things were going while we were away.”
About: I am a stay at home mom to four human children and one four pawed pup! Our pet is another member of our family and I will treat your pet the same! My husband and I both grew up with dogs and we have had our rescue Rio for over 7 years. We have taken obedience classes with Rio and frequented the FIDO dog park in our town when he was a puppy. We also live near a walking/biking trail that welcomes dogs. Our yard is large and fenced in with lots of dog and kid toys to play with. We also allow dogs through out our house and are comfortable with them sharing our space while respecting that sometimes dogs need their own space as well. Your pup will have lots of attention in our home and be treated as one of our own for his or her stay with us. I have lots of experience with walking a variety of dogs. I am comfortable and have experience walking more than one dog at a time, and walking dogs of all sizes. I come prepared with extra poop bags, leashes, and water for your pet. I am willing to work with you on any specific commands you use while walking your dog because I believe consistency is key. Your dog's safety on our walks is my top priority closely followed by getting them some exercise and potty breaks! I have been on the Rover platform since 2018 providing boarding, daycare, drop in and walking services. Between dog walks, drop offs and pick ups, I am home the majority of the day as a stay at home parent. I have been doing, boarding, daycare, walks, and drop ins with Rover since 2018 and myself and my family enjoy it immensely! We have a large fenced in yard with lots of room to run, sniff and explore. Our yard has two gates with one main gate used frequently. The entrance that your pet will use to go in and out of the house is within the fenced area. Inside we have numerous gates to section off areas as needed. We have room and experience with crating if you would like to bring a crate for your pet. When I am caring for your pet in your home I will work with you to find the best and safest way for me to enter and exit your home. I have worked with and welcome families with cameras in or around their homes as well. I act no differently when I am with your pet than when I meet you and your pet at the meet and greet.
“Alissa did an a amazing job house sitting our doggy Baxter! The house was clean garbage was taken out which was above and beyond our expectations. Baxter was well tended to and responses and pictures were sent regularly! Will definitely call on Alissa again in the future thanks so much Alissa!”
“Rachel was amazing. Great communication throughout the whole process. We hesitate leaving our sweet, old boy alone but had no qualms after meeting Rachel. Would recommend her to anyone!”
“Rowan was a fantastic dog sitter. He was very friendly and accommodating and kept up really great communication. Our dog was very well cared for and we will absolutely be looking to hire him again.”
About: I grew up from childhood in a family with dogs around all the time. I’ve had my boy Jordy for 5 years now. He’s husky just like I had in my teenage years. Training him went super well and it’s been one of the best experiences of my adult life having him around. He gets along great with most all other dogs and loves kids. I absolutely adore animals and I've been a nanny for several families over the past 10+ years, where I've cared for pets as well as children whether just on a normal daily basis or while the families were out of town. I'm currently a freelance photographer and I generally work from home most of the time which offers me a good bit of flexibility and free time to take on some odd jobs like pet-sitting and or childcare. I have a fenced in yard and a high energy friendly husky to play with. I also drive a 4runner that'd be easy to load up and take a couple pups to the parks nearby and/or it’s a great neighborhood to go for a long walk/run.
“Courtney iwas absolutely fantastic with not just one dog, but THREE. She was available last minute, and was able to accommodate two extra dogs. She was invested in their safety, followed all instructions to a t, took the dogs on walks, and sent videos and photos to keep me updated. I will definitely be using Courtney again!”
About: My family has had a dog since I was younger and I currently have a mini goldendoodle. I understand how keeping dogs happy and cared for is vital to ‘owners.’ I have a very flexible and open schedule! I like to take my own dog for longer walks to get energy out and relax our minds together. I love playing with them so they’re not just sitting around unhappy. It’s important to me to make sure all of their needs are met as I believe this affects longevity and overall well-being.
About: Hi ! As I am home for summer , I would love to be able to watch any animals , any size is okay ! I have grown up with large dogs most of my life but I am okay with any size and age. I am a college student athlete at Winona State University going into my Junior year next semester! I am also a nanny in the summers so I am very flexible when it comes to times or days ! I am also a nanny in the summer which means I have can have very flexible hours ! I am also very active, walks, runs etc. I have a fenced in yard and a pool ! But also I have a dog and my mom has a dog they are both loving and will keep your animal company!
“Emily did a fantastic job of caring for all 3 of my animals, watering the indoor and outdoor plants as well as leaving my home just as clean as she found it. I will definitely use her again in the future!”
“Our baby Wrangler absolutely adores Emma & she truly is the best! We could not ask for a more accommodating sitter for our boy and will be booking her again & again :) Thank you Emma! 🐾🤍”
“Katie took great care of both of my dogs! My elderly Akita is kind of on his last legs and is high maintenance and she got him all sorted out. They were very happy when we got home 😁”
The median cost per night for house sitting in Oakfield is $50
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
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Popular requests for house sitting - Oakfield
Select a filter and find qualifying sitters offering house sitting.Sitters in Oakfield average 3 repeat house sitting clients
FAQs for House Sitting - Oakfield
Frequently asked questions about Rover
As of October 2026, there are 199 sitters on Rover offering House Sitting across Oakfield. 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 Oakfield 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 Oakfield 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.
<b>Tip:</b> 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 Oakfield 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 Oakfield. On Rover:
- 93% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 100% 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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