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Top rated Cheshire house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Dave took excellent care of my dog. He asked great questions to get to know her, facilitated all her favorite activities, and provided a detailed report of their time together. I highly recommend booking services with Dave, he is my first choice for pet care!”
“Whitnee was great. So responsive and warm. She provided care during my wedding weekend and I couldn’t be more grateful for the help she provided so I could enjoy my special day!”
“Chris stayed at our house over the week of Thanksgiving to take care of our 2 elder dogs, one which has some special needs and we couldn't have been happier with everything Chris did. He took excellent care of the pups (and our house), he was very detailed, responsible and treated our dogs as if they were his own. We have hired several dog sitters over the years and Chris is by far the best. He truly went above and beyond. Highly recommend him.”
“We had to travel for our daughter's wedding. Lot's of planning and packing. I booked with Jade about a month out. He came and met the dogs. Absolutely delighted to come home freshly vacuumed floor and some very happy Doggies ..He kept us informed. It was so nice to not to stress about the dogs, knowing they were being well taken care of so we could enjoy this big event!”
“Kathryn was amazing!! She is so warm and friendly and kept us updated with photos and updates. The cats and our dog loved her and the house looked amazing when we got home. Highly recommended!!!”
“Sarah was AMAZING! Incredibly accommodating. Fantastic, even though last minute. And took care of all FOUR of our fur-babies when we were out of town! Will definitely be using her in the future. Our favorite Rover sitter yet!”
“Nancy was a joy to work with from the moment I contacted her. She is very responsive when you contact her. We had a meetup with her so we could show have her meet our two dogs and she asked many questions about what the dogs needs were and liked, dislikes etc. while we were on our vacation, she updated us daily with pictures and and what the dogs were doing that day etc. It was very comforting to see photos of my dog, snuggling with her and enjoying their walks. When we returned home, our house was immaculate! Nothing out of place and everything clean as a whistle. I can’t say enough positive things about Nancy. Try her you’ll love her!”
“Archie was an amazing cat sitter for my two babies!! This is my first time using a pet sitter for my cats. I have a senior girl who was just recently diagnosed with IBD and requires a special diet and daily meds, and a rambunctious kitten who will do his darndest to be the cutest troublemaker you’ve ever met. Archie was amazing to work with, has extensive experience working with cats, and made me and my partner feel at ease! If you are looking for someone to watch over your feline friends, Archie is the best! I will definitely use them for future bookings.”
“I recently went away for 4 days and Laura watched my cat Felipe for me. As a first time cat owner and adopting Felipe almost 3 months ago, I was very nervous about leaving Felipe alone especially over night. Laura kept me updated the whole time, sent me pictures at every drop in to ease my worries and even did some extra drop ins to give him a little company. This was my first time using Laura as my cat sitter and she was absolutely amazing with Felipe. Thank you for taking such good care of my baby”
“Absolutely amazing experience! She was incredibly attentive and took fantastic care of Winnie while I was away for the weekend. Out of all the photos she sent me, Winnie had the biggest smile on her face in every one — and as a dog mom, that says everything. I could tell Winnie was happy, comfortable, and genuinely enjoying herself. On top of that, when my flight was delayed five times, she went above and beyond by going back to feed Winnie dinner and let her out, which I appreciated more than I can say. Knowing Winnie was being cared for so thoughtfully took so much stress off my shoulders. I’m beyond happy with the care she provided, would absolutely recommend her to anyone, and I will definitely be using her again!”
About: If I can manage 30 middle schoolers, I can handle your dog." Hi there! My name is Michael, and I am a Cheshire local with 18 years of experience as a teacher, a dad of three kids, and most importantly — a dog dad of two. Caring for animals is not a side hustle for me; it is simply an extension of the way I live my life. My two dogs, Laney and Monster Truck, are at the center of our family. They go on walks, they cuddle on the couch, and yes — they are absolutely spoiled. When your pet stays with me, they become part of that same routine. What you can expect from me: 📍 Daily photo and text updates — I know you miss them. 🏡 A home environment with a yard, kids, and two friendly resident dogs. 🚶 Regular walks, playtime, and one-on-one attention. 🧠 Patience, structure, and consistency — 18 years in a classroom will do that to you. 💬 Clear, prompt communication before, during, and after every booking. A little more about our home: I am available primarily on weekends and summers, which means when I have your pet, I am fully present — not squeezing in visits between a 9-to-5. Your dog gets my undivided attention. I have experience with dogs of all sizes and energy levels. My own two dogs are a larger weiner dog and a medium sized hound/boxer mix, so I understand what it means to manage both ends of the spectrum. Whether you need a dog walker, a drop-in visit, or a full boarding stay while you travel, I would love to meet your pup. Let's set up a free meet-and-greet so your dog can check me out first. Your pet deserves someone who treats them like part of our pack. Pet care is already woven into my daily life. As a dog dad of two, my mornings start with a walk and my evenings end with one. Adding your pet to that routine is natural and effortless for our family. On weekends and during the summer — when I am available for bookings — I am home and fully present, which means your dog is never an afterthought. They are part of the day from start to finish. What you can expect from me: 📍 Daily photo and text updates — I know you miss them. 🏡 A home environment with a yard, kids, and two friendly resident dogs. 🚶 Regular walks, playtime, and one-on-one attention. 🧠 Patience, structure, and consistency — 18 years in a classroom will do that to you. 💬 Clear, prompt communication before, during, and after every booking.
About: I Fell in love with pets since I was a kid. I've taken care of family & neighbors dog for more then two decades, including my own pets I'm available week days, weekends, days and nights. a week in advanced will be need to be booked prior to schedule any pet sitting request. Provide the best and friendly environment for all pet. focus on a structured schedule that ensures their safety, physical and emotional well being follow standard procedures & costumer directions/instructions.
About: I have experience with taking care of my pets for years. I also have been trusted to cat sit and dog sit for my friends. I love animals and being able to help out! I work at a summer camp so I have great availability especially in evenings if a family won’t be home late to take a dog on a walk or feed them. I also have weekends available if families go on vacation and need a pet sitter! My cats are very comfortable at home and they are spoiled! I will make sure that your pet is appreciated and given lots of attention. I will make sure that their needs are cared for and that they can gain my trust as a pet sitter.
“Jessica did a great job with our dog while we were away two nights. Our dog can be fussy, but Jessica was great with her and was also able to give our dog her medication, which is not always easy. She also left the house and yard in great condition. We definitely plan to use Jessica again!”
About: I’ve been caring for dogs for over six years, starting when I was 14. Since then, I’ve regularly watched, walked, and provided overnight care for dogs of all sizes and temperaments. I’ve grown up with dogs my entire life—always having two in the house—so I’m no stranger to feeding, walking, bathing, and cleaning up after them as part of my daily routine. What sets me apart is my lifelong experience and genuine love for animals, as well as my calm and reliable presence, especially with nervous or high-energy pups. Whether it’s keeping a puppy on a potty schedule or making sure a senior dog is comfortable and well cared for, I take pride in providing attentive, compassionate care like they’re my own. I’m a rising Junior at the University of Rhode Island, I’m in Cheshire until the end August. I am currently working part time with very flexible hours, leaving me available on most days. My family has always had two Boston Terrier's at all times, who we care for like any other members of our family. We have a fenced in yard which they love playing in, and go on walks and drives in the car daily for a pup cup at Starbucks. I am very cleanly and respectful of any home I walk into, and will abide by any rules or guidelines that your house has for me and your dogs.
“Michael was a wonderful pet sitter for our 4 dogs. He developed a great rapport with them and was super attentive to their needs. He took good notes for us and managed their schedules and took great care of our home as well! Michael stayed later than originally expected as we ran late getting back and was proactive in getting in touch with us and ensuring everyone was well taken care of!”
About: Hello! I've been an avid dog lover since I can remember. I have taken care of family and friends pups when they are away. My passion and the companions of a dog has made me want to own a dog of my own. I have my own pup of two years now and know how important it is to leave them with someone who will take great care of them, be safe and of course loved. I work remote Mon-Fri so trust me when I say I have plenty of time to play and walk your pup. They will be in great hands and company! During the weekends, I love taking my pup to an open yet dog secluded park to run, play, and train. I do have long leashes for safety, but if you are not comfortable with it- no worries at all, just please let me know. I'm also available most weekends for boarding per request. I have a pup of my own for your pups company as well! In my home I have a crate and can help with training if requested. The pups are free to roam around the apartment/furniture, and I take out to walk every two hours or so. Your pups will be in good hands, but I do request if your pup has a scheduled routine or specific needs/behaviors to please let me know so I can adjust to their needs and behaviors.
About: I love to exercise and love animals! I don't mind visiting or walking your animals ! I will treat your animals as my own! I'm caring and empathetic! I am free on the weekends both Saturday and Sunday a few hours each day! Also Wednesday and Friday after 230! Anyway I can help I will! I have a 12 year old pit mix who is our world! He is our second baby! I also help many family members with there animals! I will always follow directions and listen to instructions on how you want your pet being cared for! I am a loving and kind person! Your pet will be in great hands!
About: I grew up with pets and love taking care of them!! I love walking dogs, caring for pets, and making them feel super loved. When taking care of a pet, I don’t like leaving them alone. I work from home as well as my boyfriend, so we are around all day to care for pets. We are active and go for morning and night walks. I can do what ever is needed for you to feel comfortable with me watching your pet. Whether it is crate trained, needs walks, likes sleeping on the bed, etc.
Over 48 pet parents in Cheshire have booked house sitting
Cheshire pet parents share their Rover experiences
Katherine was great! She was very responsive and always let me know what was going on. Plenty of pictures (I wish Rover would fix the app so you either get the pictures via text or have an easy way to download them as high res from the app itself) and my boys were well taken care of. I think they were a bit disappointed to see me walk in the door tonight instead of Katherine!
Samantha was wonderful with my pets. Even my usually aloof cat was drawn to her lap right away. She cared for them attentively and left the house exactly as she found it. I wouldn’t have known anyone had stayed. She kept me updated with messages and photos, which made me feel completely at ease. Both I and my animals were very comfortable with her care. I would definitely hire her again!
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in Cheshire is $60
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 house 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.
Sitters in Cheshire average 3 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Cheshire on Rover as of Jun 2026 was about $60 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jun 2026, there are 1,787 house sitters in Cheshire. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 87% of Cheshire house sitters respond in under an hour.
House sitters in Cheshire have an average of 15 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Cheshire.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Cheshire house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
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