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 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 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: 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: Kristen D.
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Kristen D.
from
$35
per night
8 years of experience
Central Downtown, Lexington, KY, 40508

About: I grew up riding horses and having small dogs around the house, so caring for animals has been a part of my life for as long as I can remember. I've been dog and cat sitting off and on for the past 8 years, and I've been working in barns and caring for horses for 12. Today, I'm lucky enough to have a dog and cat of my own, so I understand how important it is to have someone you truly trust caring for your pets while you're away. I have a bachelor's degree in Equine Science, with Animal Science as one of my three minors. Through my education and years of hands-on experience, I've developed a strong understanding of animal care, behavior, health, and daily management across a variety of animals. I have experience caring for senior pets, anxious and reactive animals, and animals with additional medical needs. I'm comfortable administering medications and following detailed care instructions to ensure each pet receives the care they need. Whether your pet wants to go on a long walk or hike, play their favorite games, or simply curl up on the couch, I'm happy to meet them where they are. I care about getting to know each pet’s personality and routine, so they feel comfortable and happy while you’re away. Their well-being is always my top priority, and I’ll keep you updated along the way so you can have peace of mind knowing they’re in good hands. I genuinely love animals and feel incredibly lucky to spend my time caring for them. I'd love the opportunity to get to know you and your pets and make your time away a little easier! I work remotely and have a very flexible schedule, so I can be with your pets whenever is needed. Just let me know when you would prefer me there, and I can make it work! I want every pet to feel safe and comfortable while they're in my care. I take the time to learn their routines and personalities, follow your instructions closely, and give them the individual attention they need. I treat every animal as if they were my own, so you can have peace of mind and enjoy your time away.

Sitter Profile Image: Hayden R.
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Hayden R.
from
$27
per night
5.0 out of 5 stars
• 2 reviews
12 years of experience
Lexington, KY, 40504

“Hayden was great with Mia and very communicative! Would definitely use again!”

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Jason M.
Sitter Profile Image: Michelle R.
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Michelle R.
from
$30
per night
10 years of experience
Lexington, KY, 40511

About: I really try to make pets feel at home. I’ve cared for anxious pups and cats, and seniors, before, so I’m extra tuned in to their comfort and what helps them settle. I pay attention to the little things — their pace, their quirks, what makes them relax — and adjust to whatever they need. I’m patient, gentle, and I do my best to make every pet feel safe and comfortable while they’re with me. Because I work from home and keep a flexible schedule, pet care fits easily into my day. I am a dog-mom myself and my little one, Louie, loves having friends over! I’m able to offer regular potty breaks, play sessions, and lots of companionship. I maintain your pet’s normal routine as closely as possible — meals, walks, training cues, and downtime — so their stay feels familiar and comfortable. In my home, pets enjoy a safe, calm, and comfortable environment with plenty of room to explore. I have a large fenced‑in yard, which gives dogs space to play, sniff, and stretch their legs while staying secure. I keep a steady routine with regular potty breaks, walks, playtime, and quiet rest. I follow each pet’s feeding schedule, training cues, and comfort needs so their stay feels familiar and stress‑free. Whether a dog loves active play or prefers gentle companionship, I adjust the pace to match their personality. When caring for pets in a client’s home, I maintain their normal routines exactly as you describe them. I respect your space, your rules, and your pet’s established habits. I make sure they get consistent attention, exercise, and reassurance while you’re away. My goal is always the same in any setting: help your pet feel safe, understood, and loved.

Sitter Profile Image: Cassidy H.
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Cassidy H.
from
$50
per night
5.0 out of 5 stars
• 41 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: 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

“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: Angela P.
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Angela P.
from
$60
per night
4.9 out of 5 stars
• 20 reviews
8 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: Trent D.
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Trent D.
from
$25
per night
5.0 out of 5 stars
• 4 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: Jacob M.
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Jacob M.
Star Sitter
from
$99
per night
5.0 out of 5 stars
• 143 reviews
50 repeat clients
30 years of experience
Lexington, KY, 40511

“There’s not enough words to describe how amazing Jake is! From the very beginning, up until the end of his stay, his communication was off the charts and he sent so many amazing photos. He truly cared so well for our kiddos in a way that made us feel so at peace going into our wedding weekend. BOOK JAKE ASAP!!! He’s your guy!!!”

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Julia C.
Sitter Profile Image: Jennifer K.
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Jennifer K.
from
$55
per night
5.0 out of 5 stars
• 3 reviews
20 years of experience
Lexington, KY, 40511

“Jen is the very best with my dogs. She stayed at my home with multiple pups for over a week. They remained happy, healthy with no issues for the entire visit. She is a great communicator in person as well as keeping me updated while I was away.”

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JCatlin W.
Sitter Profile Image: Iris B.
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Iris B.
from
$40
per night
5.0 out of 5 stars
• 1 review
4 years of experience
Lexington, KY, 40511

“Iris was great. Super sweet and understanding with dogs who are a bit stubborn.”

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Ashley D.
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: Meliah C.
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Meliah C.
from
$50
per night
5.0 out of 5 stars
• 6 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: Dina J.
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Dina J.
Star Sitter
from
$20
per night
5.0 out of 5 stars
• 287 reviews
73 repeat clients
20 years of experience
Lexington, KY, 40509

“Dina was awesome as usual! She loves our puppies as if they were her own and communication is top notch. We are always so happy when she can watch after our pups in our home when we are out of town!”

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Abby V.
Sitter Profile Image: shantasia w.
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shantasia w.
from
$40
per night
5.0 out of 5 stars
• 6 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: 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: 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: Esther J.
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Esther J.
from
$60
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
4 years of experience
Lexington, KY, 40504

About: Hi, I’m Esther! I’m a college student who has been on Rover for over two years. Most of my experience is with younger dogs but I love taking care of seniors too. I currently don’t have any pups so I pet-sit to stay active and continue being around animals. I am a student with a lot of mid day and weekend availability. I’m very flexible, especially on holidays and during school breaks. I have a lot of experience house sitting as well and I love overnight visits. When leaving your pets with me, they’ll be treated as my own. I believe in open and transparent communication so I’ll provide lots of updates. I have skills in leash training, crate training, and grooming. I would love to keep your pet company! For safety on house sitting appointments, I plan on meeting clients and their pups before providing services to make sure we’re a good fit.

Sitter Profile Image: Jimmy M.
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Jimmy M.
from
$35
per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
2 years of experience
Lexington, KY, 40515

“Jimmy was great! Stayed at our house while we was gone on vacation for a week. Took very well care of both of our dogs and also took care of our mums and other plants. House was clean and very well taken care of as well. I would highly recommend him. We will be considering again in December when we leave again for a week. Oh and he sent pictures and communicated everyday with us.”

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Ingrid M.
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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 October 2026, there are 459 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.

<b>Tip:</b> 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 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 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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