House Sitting in Olive

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Top rated Olive 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: Jeremiah B.
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Jeremiah B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
71 reviews
22 repeat clients
15 years of experience
Buchanan, MI, 49107

Because of a family emergency that took us out state, Jeremiah stepped up and took care of our fur babies with very little notice. He stayed at our house overnight with our pets. He sent daily photos of both our pets and answered any questions we had. When we got home, our babies were happy and the house was clean. We would absolutely hire Jeremiah again!

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Kim W.
Sitter Profile Image: Michelle P.
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Michelle P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
12 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 C.
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Nicholas C.
Star Sitter
from
$65
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
12 years of experience
Berrien Springs, MI, 49103

I have used this app throughout the years and Nicholas is by far THE BEST! He is reliable, on time, communicates very well and leaves no trace. As a matter of fact, he left our place looking better than it was when we went away. Most importantly, our dog and cat were calm and happy - they were definitely in good hands. We recommend Nicholas and hope he is available for our family again in the future.

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Autumn C.
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

Dawn is punctual and our doggo Tommy took a liking to her. She is trustworthy and kept us updated on how our pup is doing. He warmed up to her even let her pet his belly. I will definitely be wanted her to take care of our pup when we need another sitter. Thank you so much Dawn for treating our doggo like one of your own and Tommy and Us look foward to you pet sitting again.

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mrkool 7.
Sitter Profile Image: Alyssa D.
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Alyssa D.
Star Sitter
from
$30
per night
4.9 out of 5 stars
40 reviews
10 repeat clients
27 years of experience
South Bend, IN, 46613

We are so grateful to Alyssa for taking such good care of Sophie. We left her for the 1st time in 6 years, and Alyssa took wonderful care of her and kept us at ease every day with updates and pictures. Sophie isn't easy, and she is like our child, so trust me when I say that you can trust Alyssa with your fur baby. We will not hesitate to call Alyssa when we go anywhere again, and now we have the peace of mind to make future plans!

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

Bethanie was amazing! She took great care of our dogs and home. It was my first time using the Rover app for a dog sitter and it was a great experience. 100% would recommend Bethanie.

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Elizabeth B.
Sitter Profile Image: Audrey T.
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Audrey T.
from
$40
per night
5.0 out of 5 stars
13 reviews
1 repeat client
15 years of experience
St. Joseph, MI, 49085

Great communication and took great photos of the girls. The pups had a great time with her, they seemed to have lots of play time and love. Thanks Audrey!

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

Michaela was awesome! I got lots of picture updates and she took exceptional care of our pups and home while we were gone. Everything was in order and taken well care of. I would recommend her for all of your dog sitting needs!

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Ashlee H.
Sitter Profile Image: Alexis T.
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Alexis T.
from
$30
per night
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: Mary S.
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Mary S.
from
$50
per night
4.9 out of 5 stars
234 reviews
80 repeat clients
20 years of experience
Michigan City, IN, 46360

I always feel that my dog is well taken care of when we have Mary in the house. I get the best pictures! Having Mary has opened my husband and I up for more travel. We are so happy we found her!

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Colleen G.
Sitter Profile Image: Casey S.
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Casey S.
from
$70
per night
5.0 out of 5 stars
85 reviews
29 repeat clients
15 years of experience
Mishawaka, IN, 46544

Casey did the most fabulous and wonderful job dog-walking and house-sitting with my 'pack' of three mongrels!! Thank you, Casey! She was communicative, friendly, and kept the house immaculate while I was away. My three dogs are a lot to handle, truly, and required many walks per day, which she handled like a pro. Plus, Casey had great ideas for my dogs' overall wellbeing after spending so much time with them. She's a natural dog 'mom' for sure! My babies very calm and happy when I returned home. Casey made my work trip abroad 1000x easier. I will definitely be booking her services the next time I need help!

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L.E. P.
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: 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: Sydney J.
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Sydney J.
from
$50
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
15 years of experience
Granger, IN, 46530

Sydney took great care of our dog and house while we were away for a week. She communicated well and sent us lots of pictures! We came home to a happy dog!

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Erin H.
Sitter Profile Image: Gina F.
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Gina F.
from
$75
per night
5.0 out of 5 stars
33 reviews
13 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: Rachel W.
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Rachel W.
from
$67
per night
5.0 out of 5 stars
70 reviews
20 repeat clients
17 years of experience
Mishawaka, IN, 46544

Rachel was fantastic! Our boy is super shy with people and he warmed up to her faster than he has with anyone else! We can’t wait for her to stay with him again!

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Dustin B.
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: Sandra J.
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Sandra J.
from
$30
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: Jill W.
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Jill W.
from
$40
per night
10 years of experience
Berrien Springs, MI, 49103

About: I have 10+ years of experience caring for dogs and. Cats. I graduated from college with vet tech degree. I will care for your pet as if it were my own. I work during the day and off by 4 everyday. Off on weekends. On mondays im off by noon. Im reliable and honest, and compassionate. I live in a apartment i have one dog and one cat both are dog and cat friendly. Both are fixed females. Very chill personalitys.

Sitter Profile Image: Jamie M.
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Jamie M.
Star Sitter
from
$130
per night
5.0 out of 5 stars
276 reviews
75 repeat clients
24 years of experience
South Bend, IN, 46614

For the first time in many many years, I did not worry at all about my furry friends at home, while I was on vacation. Jamie is great and my guys love her. I know she took care of them just like they were her own. And she put up with all of their unique personalities.

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Lynda M.
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The median cost per night for house sitting in Olive is $48

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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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Sitters in Olive 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 Olive on Rover as of Jun 2026 was about $48 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 Olive 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 210 house sitters in Olive. 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, 93% of Olive house sitters respond in under an hour.

House sitters in Olive have an average of 13 years of experience. 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 Olive.

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. Olive 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.