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

Jess was great! She was super communicative while staying with our three pups, sent lots of photos, and was happy to come over the week before for a short meet and greet. We'll be booking with her again when she's available!

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

Hannah did an outstanding job watching my dogs at my home for a couple nights. Her communication and updates throughout her stay were outstanding. She went up and beyond to make sure the house was in better shape than when it was left. My dog’s really enjoyed her. I would definitely recommend Hannah.

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Scott D.
Sitter Profile Image: Jennifer K.
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Jennifer K.
from
$30
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
39 reviews
13 repeat clients
16 years of experience
Versailles, KY, 40383

This was our first experience with Cassidy and we are very happy with her. She sent plenty of photos of Buddy, took him out for walks and took good care of him. Buddy seemed very happy to be with her. Her communication throughout the process was always very prompt. We will definitely use her help again and wholeheartedly recommend her!

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Buddy J.
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: Hailey O.
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Hailey O.
from
$50
per night
5.0 out of 5 stars
6 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: shantasia w.
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shantasia w.
from
$30
per night
5.0 out of 5 stars
4 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: Lois T.
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Lois T.
from
$40
per night
5.0 out of 5 stars
9 reviews
55 years of experience
Georgetown, KY, 40324

It is honestly hard to put into words how great an experience I had with Lois without sounding hyperbolic. She was a perfect guardian of my home, my kitties, and my anxious heart. I'd never left my kitties for even a night, and I'd never used a sitting service but was offered the chance to visit my son in the Netherlands for 3 weeks and I couldn't pass it up. I just needed to feel at peace with how I left things at home. Lois was wonderful. She came over early for a meet and greet, and it was immediately obvious she is a kind, intelligent, and gentle person. I have two cats from a horrible hoarding situation who have taken years to feel safe, and they both took to her immediately! My stray, who came to me barely weaned, took a while but even he came around (he is scared of the cars going by the house). She took notes! (Something I always wished people I trained at work would do) Lois and I chatted a bit fairly frequently via a chat app, and she always sent what she called "proof of life" pictures, all of which were so dear. (One was of the kitties waking her up one morning. Such a typical thing in my home, and its normalcy was what made it great. That, and someone just waking up having the presence of mind to grab their phone and record this little domestic scene!) In our chats, just by the way she talked about my kitties it was VERY clear she'd quickly picked up on their personalities, quirks, and needs. The very language she used talking about how they were doing made it obvious she was talking about my kitties, and not just generic kitty language. And she left my home cleaner than I left it for her. While this is not the highest bar (lol) it was so nice to come home after 3 weeks, and an entire day of travel, to a clean, sweet smelling home with clean sheets on the bed! And a bowl of grapes on the counter to snack on (yes, I mentioned grapes and string cheese in our meet and greet. She listened!) I enjoyed Lois. I enjoyed our chats over and above talking about the kitties. She was clearly comfortable and cared about guardianship of my odd, quirky little house. Coming home I would not have known someone stayed here except that my cats were just as happy, fat, and sassy as they were when I left. I would recommend Lois without reservation. I feel like I have added a person in my life that I know I can count on if I need her, and if I ever need someone to care for my kitties it is really nice to know she is there. The comfort and peace she offered while I was on my magical adventure with my son was priceless. Thank you Lois!

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Susan W.
Sitter Profile Image: Trent D.
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Trent D.
from
$25
per night
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: Dina J.
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Dina J.
Star Sitter
from
$20
per night
5.0 out of 5 stars
276 reviews
68 repeat clients
20 years of experience
Lexington, KY, 40509

This was my fourth time using Dina and will not be my last! She's so great with my pets. They clearly LOVE her, even the cats come out of hiding when she shows up. I'm so grateful to have found such a great pet sitter!

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Erica M.
Sitter Profile Image: Meliah C.
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Meliah C.
from
$30
per night
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Georgetown, KY, 40324

Meliah was amazing with our doggies! She came early to meet them to make them feel more comfortable with her and she sent a lot of updates throughout our trip. I highly recommend booking with her!

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Faith B.
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: 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: Lynn F.
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Lynn F.
Star Sitter
from
$50
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
25 years of experience
Georgetown, KY, 40324

About: I have had dogs and cats in my life for over 50 years. I was so lucky to grow up in a home that was the local Noah’s Arc. This childhood formed my commitment and love to animals. About 20 years ago, I decided to enter the world of pure bred dogs and have been an avid exhibitor and breeder of Pointers and Ridgebacks focused always on good temperaments and health. I love dogs and really believe it’s important that each animal I care for, feels at home, comfortable, pampered, exercised and loved. I have 4 dogs that are super casual and it has been very easy to bring animals into my home. I will only take 1 or 2 dogs at a time, as I want to be able to provide the best care possible for them. Your animals are treated as though they are mine and the care and love they will experience can only be exceeded by you. It’s always stressful for animals to be away from their families, so the more I can do to relieve this stress, the better I feel. I always tease my clients that their dogs may come home a little spoiled. I’m very much available all day really to take care of the dogs as my schedule is very flexible. In addition my brother lives with me and he helps me take care of the dogs. There is always a person at our house while your dog will be visiting. I also offer a military discount for those that have or are serving our beautiful country. I do not work outside of the home, which provides me with a lot of flexibility to provide dedicated care to your pets all day. I think it's important dogs that stay at my house receive the same amount of attention as they would at home and as my dogs do. I also believe it's important not to disrupt their daily routine, so I work closely with owners to understand each Dog needs.

Sitter Profile Image: Logan H.
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Logan H.
from
$70
per night
5.0 out of 5 stars
4 reviews
1 repeat client
25 years of experience
Frankfort, KY, 40601

About: I've taken care of animals my whole life, from dogs and cats to reptiles and amphibians, I've care for most! Being aware and responsive to your pets needs is key! I do contract work so my schedule is flexible most of the time. Generally up late so don't mind odd hours. Also available for early mornings as well, schedule can usually made to accommodate. I have reliable transportation and can travel whenever needed. I'm comfortable and experienced in giving pets medicine or injection if need be, and I'm willing to adapt to whatever needs your pets may have.

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: Kasandra L.
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Kasandra L.
from
$40
per night
12 years of experience
Lexington, KY, 40504

About: I’ve been taking care of cats and dogs for over a decade. I am comfortable with all ages of animals and can administer medication, as needed. Comfortable walking a variety of sizes and ages with a collar or harness. Most of my dogsitting experience has been with senior dogs so I am happy to accommodate their special needs. I work full time but have a remote position, allowing for dog and cat sitting at guest’s house - and I’ll be home all day! I am also available for walks and drop ins. I will follow all instructions, as presented. Whatever your pet’s personal quirks may be, I’m ready to meet their needs. I am happy to maintain their normal routine.

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: Hayden R.
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Hayden R.
from
$27
per night
12 years of experience
Lexington, KY, 40504

About: I have 2 years of experience as a veterinary assistant, and over my life I have had 2 dogs and 2 cats. I currently live with my adorable kitty. I love my cat so much and I would give your dog the same amount of care and love :) I am a college student and have class in the morning. On Wednesday and Fridays my day ends around 3:30 but the other days end between 10-12. Preferred to go into the client's home since I have pets myself. If you have specific requests for your animal, I try to abide by that as best as possible. With dogs, I prefer to always keep them on a leash outside if there is no fenced yard.

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The median cost per night for house sitting in Midway is $40

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  • 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.

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    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

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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 August 2026, there are 435 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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