House Sitting Olive

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Olive, 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: Dawn M.
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Dawn M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
45 years of experience
Laporte, IN, 46350

We have 2 Beagles, one is very senior and has complicated meds. I never have to worry about my fur-girls. I know they are getting the best care.

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Nancy H.
Sitter Profile Image: Jeremiah B.
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Jeremiah B.
Star Sitter
from
$75
per night
5.0 out of 5 stars
80 reviews
25 repeat clients
15 years of experience
Buchanan, MI, 49107

Jeremiah house sat for us for 5 days. Our senior puppy really took to him, enjoying ear and belly rubs. Our kitty, who is fairly new to our family , warmed up to him as well. Would definitely hire him again. Respect young man.

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Tina K.
Sitter Profile Image: Bethanie P.
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Bethanie P.
Star Sitter
from
$65
per night
4.9 out of 5 stars
36 reviews
10 repeat clients
2 years of experience
Niles, MI, 49120

Bethanie was with Buster for 3 weeks. She did a wonderful job of keeping us updated with pictures and text messages every day. It is so relaxing to know that your pet is being looked after by someone so competent. She also left our home in a clean condition. We would not hesitate to use her services again.

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Nikki H.
Sitter Profile Image: Nicholas C.
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Nicholas C.
Star Sitter
from
$65
per night
5.0 out of 5 stars
15 reviews
5 repeat clients
12 years of experience
Berrien Springs, MI, 49103

All I can say is “Wow!” Nick not only cared for our cat but looked after our home. He watered the outdoor potted plants and picked tomatoes for us. He even washed the towels and bedsheets. I truly believe he left our house cleaner than it was when we left. If you want complete confidence that your pet and home will be well cared for, we highly recommend Nick!

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Eileen F.
Sitter Profile Image: Michelle P.
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Michelle P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
16 reviews
3 repeat clients
15 years of experience
Howard Park-East Bank, South Bend, IN, 46617

Michelle took great care of our dogs! Very responsive, handled minor issues with aplomb, gave us frequent updates. We (and more importantly our pups) could not ask for anything more! A+++++

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Pete M.
Sitter Profile Image: Nicholas K.
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Nicholas K.
from
$35
per night
4.8 out of 5 stars
59 reviews
29 repeat clients
8 years of experience
South Bend, IN, 46637

Nicolas did a good job staying with our dog in our house on Independence Day. I will definitely book him again. He is affable and trustworthy.

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David C.
Sitter Profile Image: Alexis T.
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Alexis T.
from
$47
per night
5.0 out of 5 stars
4 reviews
1 repeat client
15 years of experience
South Bend, IN, 46637

About: I have many years of experience with household animals, family/friends pets, and various types! I am fluid with service animals as well as with animals requiring special care needs! I am currently open to job opportunities and have a pretty flexible schedule for the foreseeable future. I currently have a 14 year old maltese boy Unless specified otherwise, feedings are routine and scheduled based. Any medicines that need to be administered are taken care of. I have a big backyard, unfenced but have space to let pets out and roam on a long leash.

Sitter Profile Image: Justice H.
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Justice H.
from
$28
per night
2 years of experience
Packard Reo, South Bend, IN, 46619

About: I grew up with animals, such as dogs, rabbits, and birds. I have a love for all pets, especially dogs. Different breeds and sizes. I did two years of a dog training club in 4-H and used the information with my dog. I currently have a full time job. I would be able to care for your pets in the evenings after 6:00 pm, as well as overnight if needed. I am available most weekends. I will treat your home with respect and integrity. Please leave a note with all expectations and I will follow them to the best of my ability.

Sitter Profile Image: Michaela S.
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Michaela S.
from
$50
per night
4.9 out of 5 stars
188 reviews
43 repeat clients
14 years of experience
Granger, IN, 46530

Thanks again Michaela for taking good care of Fryd and Bjork when we eas in Norway. This is second time You help us out whit dog sitting in our house and I am sure if would be the last:) Merry Christmas to you from Livvand Ole

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Ole Jorn E.
Sitter Profile Image: Mary S.
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Mary S.
Star Sitter
from
$50
per night
4.9 out of 5 stars
236 reviews
81 repeat clients
20 years of experience
Michigan City, IN, 46360

Mary was AMAZING!! She sent us a bunch of pictures of my service dog when we were in Hawaii for our daughter's wedding (the state wouldn't allow her entry). Nuela was in love with Mary by the time we got home! Will Definitely use her in the future if she's available.

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Lori S.
Sitter Profile Image: Gina F.
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Gina F.
from
$75
per night
5.0 out of 5 stars
36 reviews
14 repeat clients
25 years of experience
Buchanan, MI, 49107

Gina was amazing! We had no idea how wonderful a sitter could be until we came across Gina. Not only did she take amazing care of our fur babies, but she also cared for us! Any concerns we may have had were addressed before we even had them. Her communication is top notch, we knew everything our dogs were up to as she provided frequent updates, photos and videos. I swear our dogs FINALLY learned how to play tug-o-war from her. I’m the 7 years we have had them they never grasped the concept until they spent time with Gina and her fabulous dog Sydney (who became fast friends with our dogs). Would recommend Gina 1000%!! Actually considering scheduling a trip just to get her back ❤️❤️

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Coventry J.
Sitter Profile Image: Sandra J.
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Sandra J.
from
$40
per night
30 years of experience
South Bend, IN, 46628

About: I've had pets since age 7. Everything from reptiles, fish, cats, and dogs (of all sizes). Grew up with multiple cats and currently have multiple dogs and cat. I have pet sat for family and friends since before I could drive. I love getting to know new furry friends and often walk dogs at the humane society so they get proper socialization, very important. Have had to administer pet CPR twice in my life. Both times were due to dogs choking on an object/food. Positive outcomes from both incidents. Safe and happy is always top priority. I work full time but still have plenty of time and energy to care for not only my own pets but others as well. I know what I can handle and will never take on too much. When in your home I like to know your routine with your pet(s) to keep them on it as close as possible to minimize stress on them which is why I prefer to stay at a client's home with their animal, if possible. Your pet will never be unsupervised outside, even with a fenced in area I will be out there with them. Your pet will be spoiled with love and pets, if they permit it.

Sitter Profile Image: Rachel W.
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Rachel W.
from
$67
per night
5.0 out of 5 stars
72 reviews
20 repeat clients
17 years of experience
Mishawaka, IN, 46544

Absolutely wonderful! My husband and I felt very comfortable with Rachel and the dogs liked her from the start! Rachel kept us updated the entire time we were gone and even went the extra mile to water my plants since I was gone for so long! She even sent photos to us as she spent time with the dogs. Again, absolutely wonderful. I would recommend her to anyone with a dog, and who is picky about who they have watch their dog, as I was. Rachel was great. I will be using her again, definitely!

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Tracey P.
Sitter Profile Image: Norah A.
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Norah A.
from
$26
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
10 years of experience
Near Northwest, South Bend, IN, 46616

About: I worked as a pet-sitter in the Goshen area during college. I have experience with older dogs and multi-pet households. I’m happy to keep as close to your regular schedule as possible. I’ve just graduated from UND with my MFA and I am looking for a little extra income as I adjust to life post graduate school. My days are totally flexible and I am happy to work around your preferred schedule. I’ve accommodated picky eaters and older pets dealing with incontinence. No matter what the situation is, I’m ready to dive right in and make your pet feel as comfortable as possible.

Sitter Profile Image: Chelsea S.
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Chelsea S.
from
$45
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
13 years of experience
La Porte, IN, 46350

About: I have always loved all kinds of animals! I have been a dog groomer for 8 years and would love to watch your dogs in my home or yours! If you need your dog(s) groomed send me a message and I'll see what I can do! I have a pretty flexible schedule and my boy friend always comes home on his lunch break. I don't do much besides work and spend time with my own dogs so what's a few more friends! I have a fenced in yard and live in a quiet neighborhood where I can easily take the dogs for walks. I also live really close to the dog park as well.

Sitter Profile Image: Alexander T.
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Alexander T.
from
$25
per night
6 years of experience
Berrien Springs, MI, 49103

About: I’ve taken care of of dogs and cats since I could remember. Neighbors, parents friends, or even my friends would ask me to help watch or spend time with their loved animals, I always found meeting new dogs and cats exciting and getting to know their personalities and grow with them quite rewarding, I have 2 dogs of my own and a cat which I am very committed to taking care of and ensuring they live long, happy, and healthy lives. I will always treat any animal as it’s my own, with love, care, and affection. I currently am working 7-3 Wednesday-Sunday and have time after that to take care of any loving pets, as well as my own as I spend time with them and fit their needs, I am dedicated to being able to come right after work, or any event in order to ensure your pet is well taken care of I treat any pet as their are my own. I have trained my dogs to be able to go outside in a unfenced backyard and remain on our property, by rewarding self control, and urges to run off they are skilled well in being able to be outside on their own and when to alert me to be let outside to use the bathroom. Inside the home there are many toys and beds for them to live a comfy and playful life inside with a safe environment for my pets.

Sitter Profile Image: Cory H.
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Cory H.
from
$27
per night
3 years of experience
Niles, MI, 49120

About: I'm willing to go above and beyond to make sure your pet is being taken care of my someone who is going to treat them like they are their own. Right now I'm more then willing to work with any schedule that helps benefit us both. I'm willing to make a drive if that's what's needed. I treat the pet and the owners stuff as if it's everything. I might clean up a bit of there's small stuff needed done. I'll clean up messes that are caused by any accidents in the home.

Sitter Profile Image: Laura H.
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Laura H.
from
$30
per night
5.0 out of 5 stars
1 review
5 years of experience
Notre Dame, IN, 46556

About: Animals have always been a huge part of my life, and caring for them comes naturally to me. I’ve worked with playful puppies, independent cats, and senior pets who need extra patience and attention. I love getting to know each pet’s personality—whether that means long walks, playtime, or quiet cuddles—and making sure they feel safe, comfortable, and loved while you’re away. My goal is to make your pet feel like they’re with a friend, not just a sitter. Pet care is already part of my daily routine because I care for my own cat every day, from feeding and cleaning the litter box to playtime and making sure she feels loved and comfortable. Having my own pet has made me attentive to routines, behavior changes, and the small details that help animals feel safe and cared for. I also love spending time with dogs, whether that’s going on walks, playing, or giving them the attention and exercise they need. Caring for pets fits naturally into my routine because it’s something I genuinely enjoy and make time for every day. When caring for pets in a client’s home, I focus on keeping their routine as normal and comfortable as possible. I follow feeding schedules, provide fresh water, clean up after them, and make sure they get the playtime, walks, or quiet companionship they need. I believe pets feel most secure in their own home because it’s their safe space, surrounded by familiar smells and routines. Being able to care for them in that environment helps build trust and creates a stronger, more positive relationship, making the experience less stressful for both the pet and the owner.

Sitter Profile Image: Destiny & Jazlynn D.
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Destiny & Jazlynn D.
from
$50
per night
3.7 out of 5 stars
6 reviews
10 years of experience
Mishawaka, IN, 46545

Destiny did a fantastic job with the dog sitting over the weekend. Very communicative and everything worked out nicely. Dogs were great and she treated my house and animals with respect. It was so clean when I got back and I couldn't be happier. She said she does cleaning on the side. Next time I will take advantage of her deep cleaning while I'm gone. I know my pups loved their time with her.

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Larry L.
Sitter Profile Image: Samantha S.
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Samantha S.
from
$45
per night
5.0 out of 5 stars
5 reviews
1 repeat client
15 years of experience
Twyckenham Hills, South Bend, IN, 46614

Samantha was very professional and responsive. She was quick to suggest a get-acquainted visit, so I was able to meet her and feel good about booking with her a couple of weeks before our trip. The day before the booking, she messaged me to confirm the time she would come the next day. As soon as she got in the house to take care of our dog, she texted a photo of him and assured us that he was doing well. She was great at communicating with us and sending pics of our pup. When we returned, the house was in great shape and our dog was calm and happy. We'll call her again!

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Shana B.
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The median cost per night for house sitting in Olive is $45

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Meet local sitters who will treat your pets like family

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Sitters in Olive average 4
repeat house sitting clients

FAQs for House Sitting - Olive

Frequently asked questions about Rover

As of July 2026, there are 289 sitters on Rover offering House Sitting across Olive. 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 Olive 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 Olive 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 Olive 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 Olive. On Rover:

  • 100% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 93% 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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