House Sitting Oakland City

Find a loving dog sitter to watch your dog overnight in your home.

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Oakland City, 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: Angela G.
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Angela G.
from
$27
per night
5.0 out of 5 stars
5 reviews
15 years of experience
Princeton, IN, 47670

Angela is fantastic. Needed somebody to watch our dog for a few days on a days notice and she responded within a few hours. Very thankful for that and for her. Will definitely be using her again for caring for our animals.

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Und3ad4rmy
Sitter Profile Image: Jennifer W.
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Jennifer W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
96 reviews
42 repeat clients
1 year of experience
Jasper, IN, 47546

I wish I could give more stars, your pets will love Jennifer. Our two pups had never been boarded and we had to find someone to take care of them while we had an emergency out of town stay. She did such a great job housesitting and caring for them. When we arrived home they were happy to see us but acted like we had never left which was a huge relief to us. We will definitely be using her again!

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Morgan B.
Sitter Profile Image: Heidi R.
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Heidi R.
from
$50
per night
4.9 out of 5 stars
46 reviews
16 repeat clients
4 years of experience
Washington, IN, 47501

Heidi is a wonderful pet sitter. She always communicates quickly and efficiently and is very considerate. I highly recommend her for any pet services she offers

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Leon S.
Sitter Profile Image: Evelyn H.
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Evelyn H.
from
$35
per night
5.0 out of 5 stars
43 reviews
16 repeat clients
3 years of experience
Evansville, IN, 47714

I was super nervous about having an in home sitter. Evie quickly alleviated any concerns I had. I wanted someone who would feel comfortable enough in my home that my animals would feel comfortable with them. It’s a hard concept to explain, more of a feeling really, but Evie hit the nail on the head. My dogs were exercised well. So well that there was no jumping when we came in. Just pleasantly wagging tails of excitement. She was even good with my cat. Despite him spending his time intermittently hissing at her. We will surely be using her again.

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Grace H.
Sitter Profile Image: Ellie H.
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Ellie H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
33 reviews
12 repeat clients
3 years of experience
Evansville, IN, 47714

Ellie provided pictures and videos throughout her stay and gave lots of time and attention to Chloe (my dog) while I was away. Would definitely recommend using Ellie to anybody.

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Justin H.
Sitter Profile Image: Savannah W.
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Savannah W.
from
$26
per night
1 year of experience
Evansville, IN, 47720

About: Since I could remember I have taken care of animals for my family and friends and I could not ask for a better job. I have experience working at a dog daycare and caring for pups there as well as some training experience with young puppies. Currently working as a pharmacy tech while looking for a full-time accounting job. I would love to take care of your pups in my spare time. Right now my schedule is flexible and depends on my pharmacy schedule. Hoping to have a more set schedule soon! I have such a love for caring for any kind of animal and will try my best to help care for yours! I have a mini dachshund of my own named Finnick who is just the best. I got him as a graduation gift and raised him since I was able to, he is my pride and joy!

Sitter Profile Image: Rylyn T.
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Rylyn T.
from
$40
per night
6 years of experience
Evansville, IN, 47725

About: I have pet sit for people since I have been about 13, I am now almost 20! I have always had a special place in my heart for animals. I have watched all kinds of animals, even a pig! I am a busy girl, but I love to spend any time I can with animals! I would love to take dogs on walks during the day or nights. I also stay with your dogs for vacations, work trips, etc. aslong as I’m not away for basketball. I would mainly watch dogs in my clients home. Stay the night with them, feed them, and take them on walks. I also love to have playtime with them if they’re up for it, but if not I love to cuddle and give them lots of lovins!

Sitter Profile Image: Sara C.
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Sara C.
from
$25
per night
5.0 out of 5 stars
17 reviews
1 repeat client
2 years of experience
Huntingburg, IN, 47542

About: Hello! So glad you’re here! I have an immense love for dogs of all shapes and sizes! I currently have 2 dogs - a bernedoodle and a rescue-, and have cared for many senior dogs, puppies, etc. Your fur baby will be in excellent hands!! Need grooming? Ask me! I don’t personally groom, but have great recommendations! I am more than willing to work with your schedule to make an appointment work! Pets are like children - a big priority in our lives!! I have a fenced in back yard, and 2 lively doggos of my own to keep yours company! I also have a Furbo in home for constant monitoring. Around the house, you will be sure to find ample dog toys and stimulating activities.

Sitter Profile Image: Brooke B.
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Brooke B.
from
$75
per night
25 years of experience
Evansville, IN, 47725

About: Hi! I’m Brooke, a lifelong animal lover and experienced pet owner. I understand that pets are family, and I treat every animal in my care with the same love, patience, and attention I give my own. I currently share my home with dogs of my own and have experience caring for pets with different personalities, energy levels, and routines. Whether your pet loves long walks, playtime, cuddles on the couch, or simply sticking to their normal schedule, I’m committed to making them feel comfortable and secure while you’re away. As a former operations executive, reliability, communication, and attention to detail are second nature to me. You can expect prompt updates, photos, and honest communication throughout your pet’s stay. I know how important peace of mind is when you’re trusting someone with a beloved family member. I am comfortable following detailed care instructions, administering most oral medications, maintaining feeding schedules, and ensuring your pet receives the individualized care they deserve. I look forward to meeting you and your furry family members! Pet care fits naturally into my daily routine, allowing me to provide frequent attention, potty breaks, exercise, and companionship throughout the day. I have a flexible schedule and spend a significant amount of time at home, which means pets in my care are rarely left alone for extended periods. I enjoy incorporating walks, playtime, and enrichment activities into each day while maintaining the routines and structure pets are accustomed to at home. Safety and trust are my top priorities. I take time to learn each pet’s routine, preferences, triggers, and any special care instructions before their stay or visit. I carefully follow feeding schedules, medication instructions, exercise requirements, and household rules to help pets feel comfortable and maintain consistency. In my home, pets are provided with a safe, clean, and comfortable environment with plenty of attention, supervision, playtime, and opportunities to rest. Introductions to resident pets are done thoughtfully and at a pace that keeps everyone comfortable and safe. In a client’s home, I treat both the home and pets with the utmost respect. I follow all care instructions, maintain security by ensuring doors and gates remain secure, and provide regular updates with photos so owners can have peace of mind while they’re away. I understand that every pet is unique, and I strive to provide personalized care that helps them feel safe, happy, and loved throughout their time with me.

Sitter Profile Image: Libby S.
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Libby S.
from
$21
per night
8 years of experience
Jasper, IN, 47546

About: I used to be a dog groomer and bather. I was also raised training dogs and walking dogs much larger than myself. It became a passion of mine at a young age. I now work at the humane society showing animals quality care. I have school but I graduate in May and will have a far more open schedule. I will be able to take care of animals any time after school though. I have a very good understanding of dog body language. I have always been good at picking up social cues and working especially well with shy and nervous dogs.

Sitter Profile Image: Taylor D.
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Taylor D.
from
$40
per night
4.5 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Washington, IN, 47501

About: Caring for animals is my passion, and I have been providing dedicated pet care for over 10 years. I prioritize the comfort and happiness of every pet, treating them as if they were my own, and ensuring a safe, stimulating, and consistent routine. I manage the needs of high-energy breeds with active play and outings, maintain a clean and secure environment, and am vigilant in observing any signs of distress or health changes. I am CPR and First Aid trained. In emergencies, I remain calm, follow pre-discussed plans, and always have emergency contact information readily available. Witnessing their unique personalities and helping shy pets feel comfortable brings me joy. My kindness and empathy make me a great fit for caring for your beloved companions. I would love to use my pet-sitting, walking, and grooming skills to care for your dogs and cats! Available any time or day. Date night, work, sleep, jus need a break I’m here to help with your pets and would love the opportunity. Fenced in yard, treats and food , safe and clean house, plenty of toys and treats and care and anything extra they may need. Thanks

Sitter Profile Image: Ellia G.
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Ellia G.
from
$50
per night
3 years of experience
Evansville, IN, 47715

About: I live in Evansville, Indiana, and I have been caring for pets for two years. I love working with animals of all kinds, from dogs and cats two horses in baby chicks, ensuring they receive the best care while you’re away. I have just moved here, I’m originally from Massachusetts so I am looking for a job. Until I find a full-time job, I am free 24/7 I offer care for pets in home or in my client‘s home depending on what they prefer. I am a very active person. I love to go on walks and just be outside in nature. My apartment complex offers a fenced dog park and a walkable trail back to my apartment building.

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The median cost per night for house sitting in Oakland City is $40

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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    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 Oakland City average 4
repeat house sitting clients

FAQs for House Sitting - Oakland City

Frequently asked questions about Rover

As of June 2026, there are 75 sitters on Rover offering House Sitting across Oakland City. 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 Oakland City 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 Oakland City 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 Oakland City 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 administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.


Rover.com is the simple, savvy way to find and book Oakland City house sitting. It's easy to find the perfect house sitter — many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Oakland City on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Oakland City house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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