House Sitting in Oakland City

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

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Top rated Oakland City house sitters

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

Needed a live-in sitter on pretty short notice and I am so glad I found Heidi! Murphy instantly loved her and she kept me up to date consistently on things. Would highly recommend!

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Amanda H.
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

Evie loved our girls as if they were her own. She sent lots of pics and videos and we could tell our girls were so very happy in her care. One of our pups was a new rescue and is extremely timid, anxious, and afraid and Evie made her feel safe and we came home to her feeling safe which was such a blessing. Our home was in perfect shape when we returned Would highly recommend Evie to take care of your pets - she’s fantastic!

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Mechelle C.
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

This was my first time leaving Raven for a long period of time and Ellie made it easy by keeping my updated everyday and sending pictures. Raven definitely had fun and loved the company! Will use her in the future , highly satisfied.

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Aaliyah D.
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: 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: 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

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    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Oakland City average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Oakland City on Rover as of Jun 2026 was about $40 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Oakland City house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 75 house sitters in Oakland City. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 83% of Oakland City house sitters respond in under an hour.

House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Oakland City.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Oakland City house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.


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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