House Sitting Midway

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Midway, 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: Hannah J.
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Hannah J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
30 reviews
8 repeat clients
7 years of experience
Versailles, KY, 40383

Very pleased with Hannah! Diesel loves her and so do we! She takes great care of him and makes sure she keeps us updated as well throughout! She is absolutely the best!

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Peggy L.
Sitter Profile Image: Jennifer K.
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Jennifer K.
from
$40
per night
20 years of experience
Lexington, KY, 40511

About: With 20+ years of experience caring for dogs and cats of all ages, sizes, and temperaments, I provide reliable, attentive pet care for friends, family, and clients. I offer in-home drop-in visits and overnight stays so your pets can stay comfortable in their own environment. I’m experienced with daily routines, feeding, medication, and giving each pet the individual attention they deserve. I currently have a flexible schedule that allows me to focus on pet care. I’m available for drop-in visits and overnight stays (in client’s home) throughout the week, including mornings, afternoons, evenings, and weekends. I can adjust to the times that work best for you and your pets. I care for pets with the same attention, gentleness, and love I would give my own. When I’m in your home I carefully follow all house rules, keep everything secure, and stay true to your pet’s normal routine so they feel calm and comfortable. I’m always mindful of doors, windows, and any potential hazards. Throughout the stay I’m happy to send photo updates and messages via text (with your permission).

Sitter Profile Image: Cassidy H.
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Cassidy H.
from
$50
per night
5.0 out of 5 stars
40 reviews
14 repeat clients
16 years of experience
Versailles, KY, 40383

Cassidy was great! We have three animals, and she tools great care of them all. Minimally, Cassidy is a cat whisperer. Our cat hates everyone outside of our nuclear family, but she somehow coaxed him into cuddle sessions. But more so she made sure the dogs were walked and loved on. We couldn’t recommend her more!

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Cate O.
Sitter Profile Image: Amanda P.
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Amanda P.
from
$60
per night
10 years of experience
Versailles, KY, 40383

About: I've helped take care of dogs for friends and family since I graduated from college in 2016. I'm a thoroughbred jockey currently off riding due to injury, and apprenticing to become a dog trainer. I have multiple friends that train dogs professionally, my personal dog sees multiple trainers regularly, and I learn new things every day. From obedience to behavior to nutrition, I value all of the practical use, knowledge, and love I can apply to any dog I get the opportunity to work with! I'm a thoroughbred jockey currently off riding due to injury. I have a lot of free time now, and I've started to fill it by gaining as much knowledge and practice in professional pet and sport training for dogs and cats. Rover is a way I may be able to help out my community by applying everything I'm learning for pets and people that need someone that cares about their animals the way I've cared about animals my whole life. At home, I have two lovely house cats and one rambunctious puppy. My cats like their space and will ask for love when they want it. My puppy needs structure in his day to balance activity, learning, enrichment, and rest. I am more than comfortable providing the kind of care any client wants for their furry family members. Whether that's daily enrichment, getting out in the world, or learning an off switch at home. I'm familiar with excited jumping on guests and earning trust from nervous or shy animals. I have Ruffland crash tested kennels in my car and can provide enrichment and new adventures if requested! If you don't have a fenced area around your home, and you are comfortable with it, I do have 20ft long lines I can use so the dogs get a chance to be outside to play and do their business while also ensuring their safety. I've always been an animal lover, and now that I have free time in my life, I want to provide knowledge and time for other animals and their humans that need a helping hand.

Sitter Profile Image: Hannah W.
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Hannah W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
15 years of experience
Blueberry Hill-Brigadoon-Stoneybrook-Baralto, Lexington, KY, 40517

Hannah was so great with Daisy! She followed all of the instructions we left and made sure to bond and make Daisy feel comfortable while my husband and I were gone all week on vacation. She provided us daily updates with pictures and was very communicative, which made it so much easier to be away from Daisy for a whole week. I would definitely recommend Hannah to anyone needing a gentle and attentive dog sitter!

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Heaven N.
Sitter Profile Image: Meliah C.
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Meliah C.
from
$50
per night
5.0 out of 5 stars
5 reviews
1 repeat client
5 years of experience
Georgetown, KY, 40324

Meliah did amazing with our girls. We knew they were being cared for with love. Would definitely recommend her to anyone needing someone to look after their fur babies. She sent us pictures and updates daily Of them and they looked happy and content with her.

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Tiffany H.
Sitter Profile Image: Misty L.
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Misty L.
from
$50
per night
4.9 out of 5 stars
12 reviews
2 repeat clients
20 years of experience
Central Downtown, Lexington, KY, 40507

Misty was great and Luna was safe and secure, happy and healthy when I arrived home. Finding a dog sitter on Memorial Day seemed like an impossible request so imagine my surprise when she accepted, arrived and did a great job. I highly recommend her!

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Scott Z.
Sitter Profile Image: Clare B.
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Clare B.
from
$32
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
8 years of experience
Virginia Ave, Lexington, KY, 40508

About: I’ve grown up on a farm, caring for various types of animals including dogs, cats, horses, hamsters, guinea pigs, and fish. I have years of experience working at animal shelters and clinics which makes me prepared for any type of situation. I’m skilled in providing loving, reliable care for all animals, big and small. I’m currently a full time college student so I will have classes throughout the day but am available in the mornings and the afternoons. Weekends are usually free unless noted otherwise. Ensuring a safe, calm, and comfortable environment is my priority. I’ll make sure your pup feels secure and happy while under my care, providing them with all the attention and safety they deserve!

Sitter Profile Image: shantasia w.
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shantasia w.
from
$30
per night
5.0 out of 5 stars
5 reviews
1 repeat client
3 years of experience
lexington, KY, 40509

Great sitter! Clean and respectful of my home, grat with my animals. And she takes amazing pics!! Book her!

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Micah W.
Sitter Profile Image: Katherine V.
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Katherine V.
from
$20
per night
4 years of experience
Versailles, KY, 40383

About: I have worked for Animal house, here in Versailles for 4 years. During that time I’ve learned how to give meditation and prepare meals. I believe treating your babies like my babies. My past job experience pet care was my life for 8 hours a day. At the moment pet care dose not fit, unfortunately but I am hoping to get back into the field I love. I do not certainly have any pets of my own however when I did I loved them and cared for them like part of the family.

Sitter Profile Image: Jessica C.
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Jessica C.
from
$40
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
10 years of experience
Georgetown, KY, 40324

She does a great job, our pets are always well taken care of, and our home is always in order when we get home. This is the second time she has stayed at our home to watch our pets! Highly recommend her!

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Amber L.
Sitter Profile Image: Trent D.
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Trent D.
from
$25
per night
5.0 out of 5 stars
3 reviews
1 repeat client
19 years of experience
Frankfort, KY, 40601

About: I grew up with dogs and I love being around them and giving them the attention they deserve. I'm really active and love going for walks so having a dog companion would make it more enjoyable. Right now I have really good availability because I want to hopefully become a firefighter but I have to wait for the next academy. I'm a very caring and understanding person and it seems that my energy relates to dogs well because everywhere I go dogs seem to like me. I feel comfortable around dogs and love playing with them. Since I grew up with dogs I understand the importance it is for them to have a great experience when there owner is gone. Looking forward to meeting your dog. I’m currently workin part time so I will have plenty of time to play and walk your pupps. I love being outside so helping people out by giving there dogs the proper exercise and attention they need. I love dogs so I will treat them like they are family. I will follow your instructions to a tee so if in your home they have a place they sleep I’ll make sure to put them in the right spot and have all there needs covered.

Sitter Profile Image: Angela P.
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Angela P.
from
$60
per night
5.0 out of 5 stars
17 reviews
7 repeat clients
25 years of experience
Frankfort, KY, 40601

Angela was wonderful with our Annie, prompt and attentive and kept us updated throughout out the day with photos. Angela was very personable. We are on vacation and so happy she was available to watch Annie on the days we're out and about.

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Annette M.
Sitter Profile Image: Deanna T.
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Deanna T.
from
$38
per night
5.0 out of 5 stars
11 reviews
6 repeat clients
6 years of experience
Elkhorn Parks-Radcliff, Lexington, KY, 40505

DeAnna was very responsive and easy to work with. Thanks for watching the pups! We have a couple more sits booked with her and it’s nice to know they will be cared for while I’m gone.

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Stephanie L.
Sitter Profile Image: Hailey O.
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Hailey O.
from
$50
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
6 years of experience
Frankfort, KY, 40601

Hailey was amazing! She was very thorough and sent lots of updates and pictures. Hailey really went the extra mile to make sure our pets were taken care of and made sure to get to know them before the visit. We are so grateful for her help and cannot recommend her enough!

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Victoria M.
Sitter Profile Image: Dina J.
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Dina J.
Star Sitter
from
$20
per night
5.0 out of 5 stars
279 reviews
70 repeat clients
20 years of experience
Lexington, KY, 40509

Dina is a lifesaver and my pets love her (maybe more than me). Im so grateful for her help covering my last minute work trips. I can’t thank you enough, Dina!

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Erica M.
Sitter Profile Image: Amanda S.
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Amanda S.
from
$25
per night
7 years of experience
Southern Park, Lexington, KY, 40508

About: I’ve cared for dogs of all sizes and personalities for years through family, friends, and neighbors. I’m comfortable with feeding, walks, playtime, companionship, and keeping dogs on their normal routines. I’m patient, attentive, and always focused on making pets feel safe, happy, and loved while their owners are away. I’m currently a college student with a flexible schedule and can work pet care around my classes. I’m available most Fridays and weekends, as well as weekday mornings, afternoons, and evenings when I don’t have class. I’m happy to discuss specific dates and times to find what works best for you and your pets. I’m very comfortable caring for pets in their own homes and will make sure they feel safe, comfortable, and well cared for. I’m happy to follow their normal routines and any specific instructions you provide, and I’ll treat every pet like family.

Sitter Profile Image: Samantha S.
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Samantha S.
from
$28
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
20 years of experience
Lawrenceburg, KY, 40342

Samantha did an outstanding job. We have a blue heeler who is not at all easy to get along with and she bonded with him perfectly. Can’t say enough good things about her. Thanks again, we’ll definitely be calling on her again.

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Ted C.
Sitter Profile Image: Mia M.
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Mia M.
from
$30
per night
5.0 out of 5 stars
3 reviews
4 years of experience
Lexington, KY, 40511

Mia was wonderful! Helped last minute, great communication, home as it was when I left, & is super sweet!! Thanks Mia🐾💙🐾

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Jaclyn R.
Sitter Profile Image: Brittany P.
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Brittany P.
from
$30
per night
5.0 out of 5 stars
2 reviews
20 years of experience
Virginia Ave, Lexington, KY, 40504

Brittany was amazing! She sent many pictures and videos of Padmé while she was there with her (my favorite) . We couldn’t have picked a better sitter. We would always recommend her!

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Grant S.
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The median cost per night for house sitting in Midway is $45

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.

Meet local sitters who will treat your pets like family

  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

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for house sitting - Midway

Select a filter and find qualifying sitters offering house sitting.

Sitters in Midway average 3
repeat house sitting clients

FAQs for House Sitting - Midway

Frequently asked questions about Rover

As of September 2026, there are 461 sitters on Rover offering House Sitting across Midway. 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 Midway 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 Midway 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 Midway 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 Midway. On Rover:

  • 97% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 94% 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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