House Sitting Three Oaks

Find a loving house sitter to watch over your pets and your home.

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Over 58
pet parents in Three Oaks have booked house sitting

Three Oaks, 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: Jennifer S.
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Jennifer S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 33 reviews
11 repeat clients
45 years of experience
Fort Myers, FL, 33908

“This is the 2nd time I've had Jenn. I love having her watch my dog Trilli. Its nice to have someone that communicates well, but also takes the best care of your baby when you're gone. Thank you so much!”

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Brittany H.
Sitter Profile Image: Elsa Patriciaq C.
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Elsa Patriciaq C.
from
$63
per night
5.0 out of 5 stars
• 24 reviews
8 repeat clients
40 years of experience
Fort Myers, FL, 33967

“Elsa was very accommodating and was available at the last min. She was the best. She took care of our pups and ready spoiled them with attention and treats. She stayed at the house and took care of things while we were gone.”

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Dennis D.
Sitter Profile Image: Angelina C.
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Angelina C.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 46 reviews
7 repeat clients
20 years of experience
Fort Myers, FL, 33967

“Best dog sitting experience ever! Angelina is so kind, warm & my dogs instantly warmed up to her. She provided the best updates and my dogs were so comfortable with her. Thank you so much Angelina!”

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Elise G.
Sitter Profile Image: Jillyn S.
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Jillyn S.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 22 reviews
4 repeat clients
10 years of experience
Bonita Springs, FL, 34135

“Jillyn is an incredible dog sitter!! She took great care of not only my pup but also my home. I didn't worry about a thing while I was out of town. I would definitely recommend Jillyn and she will be the first person I'd reach out to for my future dog sitting needs!”

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Ashley S.
Sitter Profile Image: Kylie M.
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Kylie M.
from
$65
per night
4.8 out of 5 stars
• 35 reviews
12 repeat clients
5 years of experience
Fort Myers, FL, 33967

About: I’ve had dogs and cats since I was 9 years old and I love all furry friends! I’m also experienced in potty training puppies and teaching them other tricks! I have also helped litter box train kittens. I’m currently a full time student at FGCU and I work part time, so I’m looking for opportunities to help out in my free time. I have experience in crate training dogs and I offer affection and can keep your pet company while you’re away! I can also offer playdates with my pup if they need to socialize

Sitter Profile Image: Melissa S.
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Melissa S.
from
$100
per night
5.0 out of 5 stars
• 28 reviews
10 repeat clients
13 years of experience
estero, FL, 33967

“Very reliable and helpful!”

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Mercedez S.
Sitter Profile Image: Eric S.
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Eric S.
from
$90
per night
5.0 out of 5 stars
• 26 reviews
2 repeat clients
20 years of experience
Estero, FL, 33928

“Eric was the exact person we were looking for to take care of Molly. Our meet and greet went very well, and Eric brought his dog so see if the two got along. They did, and Molly was thrilled to have a new buddy. Eric went above and beyond anything we expected. We got videos and pictures every day, and Eric was always just a text away. Eric helped Molly with her feeding (she is a picky eater), and she is now weaned off of mostly people food in favor of dog food. Molly was in perfect shape when we got home, which we knew she would be. The open line of communication made our trip more enjoyable because Molly was in good hands. If you ever need someone to take care of your dog or dogs, contact Eric. He did an outstanding job with Molly, and we will definitely hire Eric again when we leave. The house looked great too!”

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Bill J.
Sitter Profile Image: Hayley L.
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Hayley L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 3 reviews
2 repeat clients
2 years of experience
Fort Myers, FL, 33907

“Haley was so great with my dog! She is attentive communicated well the entire time. It was nice knowing my girl was well cared for and loved while I was away. Will definitely book again!”

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Ali H.
Sitter Profile Image: Edward B.
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Edward B.
from
$80
per night
5.0 out of 5 stars
• 42 reviews
17 repeat clients
7 years of experience
Fort Myers, FL, 33908

“Edward took care of Lolli extremely well! He is very respectful and responsive to check ins during his stay. No issues whatsoever and would recommend and would love to have Edward back!!”

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Michele C.
Sitter Profile Image: Mary F.
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Mary F.
Star Sitter
from
$85
per night
4.9 out of 5 stars
• 443 reviews
157 repeat clients
30 years of experience
Fort Myers, FL, 33907

“Mia really enjoyed having Mary stay with her while I was away. I came home to a happy dog which is my most important criteria for an excellent “puppy sitter”. I have booked Mary again.”

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Beverly G.
Sitter Profile Image: Megan B.
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Megan B.
from
$80
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
30 years of experience
Estero, FL, 33928

“Megan is awesome! She watched our Maltese and my dog loved her. She communicated well and sent lots of pictures of Louie. She played with him, walked him, stayed at my house overnight and loved on him. I would 100% use her again! She is wonderful!!!!”

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Andrea S.
Sitter Profile Image: Alyssa H.
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Alyssa H.
from
$35
per night
10 years of experience
Fort Myers, FL, 33967

About: I have been taking care of my dogs since I was little. Growing up we always had two dogs in the house. From taking care of my parents dogs, friends and coworkers dogs and other family members dogs to my own dogs, Nash, Bowen and Finn. I am a patient and loving individual with a big soft spot for animals. I trained and cared for my dog Nash since he was 8 weeks old and now have two more amazing boys, Finn and Bowen. I am able to care for a dog from simple walks to medication needs. Outside of my career I am a homebody who loves being home with my dogs and going on walks. I am a police officer at night so you can trust your pup will be in good hands. However because of my job, my schedule fluctuates. My schedule is consistent and just work the night time. I am a night shift officer and work until 1:30am so if there are late night walks needed after my shift I am available for that as well. I have a large home with three friendly and loving golden retrievers. Myself and my boyfriend are home to take care of the animals outside of our work schedules. We do have a fenced in yard.

Sitter Profile Image: Peyton W.
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Peyton W.
from
$45
per night
5 years of experience
Fort Myers, FL, 33913

About: Hi there! I’ve been around animals my entire life and absolutely love caring for them—whether they’re big, small, young, senior, shy, or spunky. I’m currently raising a puppy of my own, so I totally understand the importance of patience, consistency, and sticking to a routine. I’m great at cleaning up messes, managing feeding schedules, administering meds if needed, and making sure each pet gets the attention they deserve. I have experience caring for multiple pets at once, including dogs of all sizes and temperaments, as well as cats—so your whole furry crew is in good hands! Whether it’s playtime, cuddles, or just a calming presence, I’m here to help your pets feel safe and loved while you’re away. I work and go to school part time right now and so I'm very free in the mornings before 11 and after 3:30 in the afternoons and weekends! I will let you know my working hours if you try to book during them! I have experience caring for multiple pets at once, including dogs of all sizes and temperaments, as well as cats—so your whole furry crew is in good hands! Whether it’s playtime, cuddles, or just a calming presence, I’m here to help your pets feel safe and loved while you’re away.

Sitter Profile Image: Laurie P.
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Laurie P.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 127 reviews
50 repeat clients
36 years of experience
Fort Myers, FL, 33908

“This is our second time using Laurie and she is fabulous. She shows up on time, keeps the dogs on their schedule, sends lots of updates, is very attentive to their needs, and the house is always super clean when we get back. I hate leaving my dogs and typically worry about them while away, but with Laurie I don't worry at all. We've already got her scheduled again next month!”

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Kasey M.
Sitter Profile Image: Jocelyn B.
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Jocelyn B.
from
$75
per night
4.9 out of 5 stars
• 39 reviews
8 repeat clients
10 years of experience
Miromar Lakes, FL, 33913

“Jocelyn did a fantastic job watching our home and our three dogs. The dogs were well taken care of and stress free upon arriving home. She sent photos and videos every day. Overall we were very pleased.”

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Russell T.
Sitter Profile Image: Tracy T.
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Tracy T.
from
$60
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
20 years of experience
Fort Myers, FL, 33913

“Tracy was amazing as always. Our Cali girl thinks she is part of the family.”

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Charlotte J.
Sitter Profile Image: Angelina B.
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Angelina B.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
18 years of experience
Cape Coral, FL, 33904

“Angelina was great. She took good care of our dog as well as our house. Our flight was delayed overnight so she changed her plans and returned last minute. We’ll call on her again as needed.”

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Martha R.
Sitter Profile Image: Pryscilla T.
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Pryscilla T.
from
$40
per night
4.9 out of 5 stars
• 18 reviews
4 repeat clients
20 years of experience
Fort myers, FL, 33919

About: As a mom and lifelong dog lover, I've had the joy of caring for dogs of all ages, sizes, and personalities, I’ve seen it all! I’m a proud owner of two teacup dogs, Tofu and Tails, who are my little shadows. I'll give your fur babies a lot of attention. Yes, they're allowed on furniture. I won't crate them (unless requested) With a background in martial arts, I bring a sense of discipline, patience, and structure to my pet care. Whether it’s a walk, special care, or meeting unique owner requests, I’m committed to ensuring every pet is safe, happy, and loved. I take their care very seriously. Your furry friend will be in great hands! I understand that sometimes pets can be uncooperative in an unfamiliar environment. Unfortunately, our dogs are unable to verbalize how they feel but I'm 100% confident I'll be able to understand how your dog is behaving in my care. As your pet-sitter I promise to respect and follow your instructions, and will stick to the routine your dog is used to. I believe every pet deserves a warm and loving home away from home. I’m flexible and ready to step in at short notice. I understand life happens, so I have waived off last minute cancellation fees. If we get too dirty from having fun, I will shower/groom your dog at no additional charge. Pet care fits into my daily routine as it aligns perfectly with my active and structured lifestyle. Caring for dogs isn’t just a part of my day; it’s a part of my life. Whether it’s a walk or a quiet evening snuggles, I make sure each fur baby gets the attention/love deserved, fitting them smoothly into my routine. I own 2 friendly teacups so your dog(s) will always have company in my home. I will send multiple pics/videos when you are missing your babies! My family is very loving and always want the best for the dogs.

Sitter Profile Image: Megan O.
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Megan O.
from
$75
per night
4.8 out of 5 stars
• 6 reviews
3 repeat clients
12 years of experience
Estero, FL, 33928

About: I prioritize understanding animal behavior, which allows me to quickly pick up on your pet's needs. I know how crucial health is for pets, so I ensure they get plenty of exercise. With experience caring for both young and senior pets, I provide tailored care that includes training and gentle handling. As well as being accommodating to your special requests. Your furry friend will feel safe and loved in my care! I'm currently a student at FGCU, and while my hours can fluctuate, I always prioritize my schoolwork and taking care of pets. You can count on me to be accommodating. I offer a safe, comfortable environment with a structured routine for feeding, exercise, and play, plus regular updates to owners. I also accommodate to owners special requests to make the experience more comfortable.

Sitter Profile Image: Meredith & Anthony L.
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Meredith & Anthony L.
from
$49
per night
35 years of experience
Bonita Springs, FL, 34135

About: I have a large home with a great walking trail around a pond behind our home. We are super pet friendly and would love to watch yours! My husband and I both work from home so they won’t be alone. We also have a pool if they like to swim! I would love to entertain, love on, and take care of your dog! We both work from home so they will have someone with them and plenty of supervision throughout day and night. If they need someone to sleep with them that is no issue as we have a suite downstairs to use for that. We offer boarding, drop in/doggie daycare services. If they need their space we can accommodate that too. We have five bedrooms and I can also have them with me in my office.

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The median cost per night for house sitting in Three Oaks is $60

Pet parents share their Rover experiences - Three Oaks

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5.0 out of 5 stars

I can’t say enough good things about Elena! She helped us out in an emergency where my dog was left by another sitter home alone for hours and overnight, traumatized. We were out of town, states away and I reached out to Elena as she has sat for us before. She was so fast to respond and come to the rescue for my baby and watch him the remainder of our trip! Even after my dog being traumatized the day before she was able to provide such level care and communication putting me an ease being so far away. She is so sweet with my feisty guy and I know I can trust her any time to watch my guy. THANK YOU ELENA FOR SAVING THE DAY AND CARING FOR MY FARLEY BOY! ❤️❤️

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Alexis G.
House Sitting
5.0 out of 5 stars

Megan is awesome! She watched our Maltese and my dog loved her. She communicated well and sent lots of pictures of Louie. She played with him, walked him, stayed at my house overnight and loved on him. I would 100% use her again! She is wonderful!!!!

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Andrea S.
House Sitting
5.0 out of 5 stars

Madison was the best dog sitter we have ever had!! She was great with our shihtzu Jaxon ! We will definitely love for her to take care of him again!!!!

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Kathleen L.
House Sitting
5.0 out of 5 stars

Maddie was attentive and did exactly what we needed with our pup while we were away. She followed instructions to the T and responded quickly. Thank you Maddie!

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Julia A.
House Sitting
5.0 out of 5 stars

Nicole was absolutely wonderful! The love ,care, and attention given to my pups while on a 10 day trip was exceptional. Nicole is friendly, professional, and caring. She kept me up to date everyday and sent lots of cute pics. Leaving my pups is stressful but I had no worries knowing Nicole was taking care of my girls!!

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Michael D.
House Sitting
5.0 out of 5 stars

Kaia took care of our babies for four days. She was amazing and left everything spotless. Highly recommend her for all of your pet sitting needs!

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Kerri S.
House Sitting
5.0 out of 5 stars

Alex (Chelsea) was great with the pups! They seemed very comfortable with her. She sent me updates everyday which I greatly appreciated. I highly recommend her as a sitter!

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Andy N.
House Sitting
5.0 out of 5 stars

Beata was fantastic with our pups, Tatum and Attie. She arrived well prepared and was so sweet with them right from the start. She took wonderful care of them while we were away, from feeding them and letting them out to playing with them and sending us regular picture updates. This was our first time using Rover, and she made it a really great experience.

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Robert R.
House Sitting
5.0 out of 5 stars

Aaniya always takes the best care of our girls and our home. She sends updates with lots of pictures. Our dogs always look so happy and well taken care of. Thank you so, so much Aaniya!

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Natalie S.
House Sitting
5.0 out of 5 stars

Ashley was great! She spent time outside with our three dogs all week and was kind and responsive! We will definitely book her again :)

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Elise C.
House Sitting
5.0 out of 5 stars

I can’t recommend Ellie enough! She took the absolute best care of my sweet Lola while I was away. ❤️ She sent me daily photos and updates, which gave me so much peace of mind and made it clear how loved and well cared for Lola was. It meant the world knowing she was in such good hands. I came home to a happy, healthy pup, and I wouldn’t hesitate to book with her again. Thank you for treating Lola like one of your own!

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Kaelee P.
House Sitting
5.0 out of 5 stars

Derica was great, met Toby the day before, and arrived on time. Stayed with Toby the whole day, walked him and fed him. Highly recommended!

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Mark M.
House Sitting
5.0 out of 5 stars

We, and our two dogs (Barney and Bodie) were so lucky to have found Mackenna on Rover. It has been a busy summer for us, and Barney and Bodie, had never been away from their homes or their dad (me) for any long period of times. This summer has brought an engagement trip, family wedding trip, and unfortunately a family funeral trip. Mackenna stepped in and took exceptional care of Barney and Bodie. Barney is very senior (18 or 19yrs) and is now deaf and mostly blind. He understands his home, but nighttime is tougher for him, as he needs frequent potty breaks, and he is not as aware during the nights. Mackenna stayed at our home, she had no problem dealing with Barney's schedule or his special feeding routine, and plant supplements to be administered. She also took Bodie (8 yr old collie) on numerous walks, and provided what he needed so he was also comfortable while his dad(me) being away, and then, the trip was extended due to a family death. Mackenna saved the situation, saying she could stay longer, immediately given us peace of mind. She is so caring, trustworthy, and she loves animals. We are grateful for your kindness!!

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Mark S.
House Sitting
5.0 out of 5 stars

Ashlee was absolutely fantastic with my dog! They sent regular photo updates, kept great communication the entire time, and my pup was relaxed and happy when I got back. Highly recommend and will definitely book again!

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Will R.
House Sitting
5.0 out of 5 stars

Lillian was great! She came by for a successful meet and greet before the sit and was reliable throughout her time at my home. Lillian sent photos and updates so I knew Penny was well cared for. I'd recommend Lillian to others looking for a responsible and kind pet sitter.

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Katrina P.
House Sitting
5.0 out of 5 stars

Cassandra was specular, she communicated at every step. We left safe with her care and compassion towards our high needs fur babies. She cleaned up and the house was just like we left it. She texted about her departure and followed thru with attention to detail when leaving.

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Matthew W.
House Sitting
5.0 out of 5 stars

Eymi was so amazing! She kept us updated, sent daily pictures, took our fur baby for lots of walks, car rides, and treated him so well! We would HIGHLY recommend her to anyone as she took great care of our puppy while we were away.

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Taylor H.
House Sitting
5.0 out of 5 stars

Marlee is the best! I couldn’t have asked for a better sitter for my little guy! She took exceptional care of him and really went above and beyond. Benji required medication and she was incredibly patient with him- making sure he took them without any stress. What really stood out to me was the extra care and thoughtfulness she showed. She even took him out for a walk in his stroller. It really gave me peace of mind that she was taking such good care of him.

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Michelle K.
House Sitting
5.0 out of 5 stars

Jade was amazing it was a last minute booking my Nala is a little skittish so I was worried.However Jade new how to handle the situation which was so comforting to me.I cannot thank her enough highly recommend.

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Elizabeth C.
House Sitting
5.0 out of 5 stars

Patty was one of the best pet and house sitters we have ever had. When we met, I knew Louis was in the best of hands. She eliminated any stress I had about leaving. Louie our dog misses her already. ❤️

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Jill H.
House Sitting
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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 to book house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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Popular requests for house sitting - Three Oaks

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Sitters in Three Oaks average 3
repeat house sitting clients

FAQs for House Sitting - Three Oaks

Frequently asked questions about Rover

The average cost of House Sitting in Three Oaks is $47 per night as of November 2026. Most bookings cost between $27 and $72 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 1,017 sitters on Rover offering House Sitting across Three Oaks. 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 Three Oaks 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 Three Oaks 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 Three Oaks 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 Three Oaks. On Rover:

  • 93% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 98% 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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