House Sitting Cheshire

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

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Over 46
pet parents in Cheshire have booked house sitting

Cheshire, Find top rated house sitting

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Sitter Profile Image: David P.
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David P.
from
$85
per night
5.0 out of 5 stars
• 37 reviews
13 repeat clients
20 years of experience
Cheshire, CT, 06410

“David was a professional from beginning to end. Connected beautifully with my dog, was on time, and did everything needed for Jasmine’s we’ll being. Will definitely be hiring him again at some point.”

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Mitzi A.
Sitter Profile Image: Alexandra C.
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Alexandra C.
from
$40
per night
5.0 out of 5 stars
• 7 reviews
14 years of experience
Cheshire, CT, 06410

“We loved having Allie with our 2 small dogs while we were away for our 11 day vacation! We appreciated getting daily messages and photos of our pups having a great time. Our house and dogs were well cared for- it seems like they really miss having her here! She was able to work remotely and stay over with our dogs, which was perfect for their routine. They had their usual walks and play time, meal times, treats, etc. while she was staying with them. We had multiple deliveries, trash days and an interior painter visiting during our trip, and she managed all of that easily. We would definitely use her again!”

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Kelly & Sean B.
Sitter Profile Image: Jade W.
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Jade W.
from
$45
per night
5.0 out of 5 stars
• 58 reviews
20 repeat clients
3 years of experience
Meriden, CT, 06450

“Jade was amazing with my dog and cat. Communication was awesome and Jade even helped my dad deal with my broken water heater. Definitely went above and beyond and highly recommend!”

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Mary Kate K.
Sitter Profile Image: Pippa L.
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Pippa L.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
5 years of experience
Cheshire, CT, 06410

About: I love dogs so much. I have two big mutts on my own who I love. With college I haven’t been able to see them much, but looking forward with spending more time with other pups! I’m currently in graduate school for physical therapy but during the weekends and some weekdays I would love to spend my free time with some dogs! I have a fenced in yard with two mutts back at home. At school I have my own house with a few other house mates! I have taken care of multiple other dogs in their home over night and it is a lot of fun!

Sitter Profile Image: Whitnee M.
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Whitnee M.
from
$80
per night
5.0 out of 5 stars
• 34 reviews
10 repeat clients
14 years of experience
Meriden, CT, 06451

“Whitnee was wonderful with our pugs during an overnight stay in our home while we were traveling. Highly recommended, and would absolutely hire again to take care of our girls.”

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Preston M.
Sitter Profile Image: Justin B.
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Justin B.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
10 years of experience
Wallingford, CT, 06492

“Justin was very nice and Alfie had a great time with him!”

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Hohn N.
Sitter Profile Image: Zoey N.
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Zoey N.
from
$50
per night
4.0 out of 5 stars
• 4 reviews
9 years of experience
North Haven, CT, 06473

“Zoey is a reliable and friendly sitter who I felt very comfortable leaving my 7 year old dog with for the weekend. She sent a photo shortly after she arrived and always responds promptly to my texts. She left my home neat and clean and my dog appears to have enjoyed her company. I've already made plans to hire her again.”

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Holly L.
Sitter Profile Image: Sadie R.
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Sadie R.
from
$60
per night
5.0 out of 5 stars
• 11 reviews
4 repeat clients
15 years of experience
Plantsvile, CT, 06479

“Sadie is super responsive and friendly, sent plenty of pics of our pup while sitting and took great care of her while we were away. Highly recommended!”

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Michael E.
Sitter Profile Image: Alea M.
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Alea M.
from
$70
per night
5.0 out of 5 stars
• 18 reviews
2 repeat clients
11 years of experience
Wallingford, CT, 06492

“As an anxious dog mom, it was incredibly difficult to find someone I felt comfortable leaving my dog with, yet somehow Alea made it easy. She came to meet us before we left and spent time getting to know us and our pup. She was communicative, respectful of our space, and most importantly good to our dog. She checked in with photos and updates and even went as far as to bring him treats! I couldn’t recommend Alea enough and will certainly book with her again in the future.”

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Alexa W.
Sitter Profile Image: Sabrina & Daniel S.
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Sabrina & Daniel S.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 154 reviews
62 repeat clients
10 years of experience
Wallingford, CT, 06492

“Sabrina and Daniel house sat for my miniature Australian Shepherd Rosie. Rosie is 5 years old and while she is a sweetheart with her family, she is somewhat reserved with people she doesn’t know well. Sabrina and Daniel read her correctly almost instantly. They won her over with patience and a soft and gentle approach and maybe a few treats. ? They made sure she had all of her favorite things while we were gone: walks, play time, sunbathing, cuddle time and overnight company. Sabrina and Daniel kept us updated with texts and pictures which we very much appreciated. Although it was a holiday (Easter) and I would have understood if their time was limited, they were generous with their time and attention to Rosie. The house and yard were just as we left them. I highly recommend!”

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Carol S.
Sitter Profile Image: Nancy P.
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Nancy P.
from
$80
per night
5.0 out of 5 stars
• 18 reviews
9 repeat clients
10 years of experience
East Rock, Meriden, CT, 06450

“Nancy took such great care of our two pups and our house. We were in regular contact with her while we were gone and she sent us several "pupdates" to let us know Sophie and Loki were happy. We'll definitely be rebooking her for future vacations and will recommend her highly to our friends who are looking for a dog sitter.”

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Charlotte G.
Sitter Profile Image: Heather N.
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Heather N.
from
$100
per night
2 repeat clients
5 years of experience
Wallingford, CT, 06492

About: Hi! I’m a pet sitter with 3 years of experience as an emergency vet tech and a lifelong animal lover. I’ve worked in fast-paced ER environments, so I’m calm, confident, and trained in handling pets of all personalities and medical needs. Also, I have a cat of my own who inspires me to give every pet the same love and attention I give at home. With 1 year of pet sitting experience, I provide reliable, compassionate, and knowledgeable care you can trust. I currently work part time so I am very flexible. I am driven to keep your pets comfy and happy. I will work with you on your schedule. I have a backyard and a safe friendly neighborhood to take your animals on walks. I do own a cat, but if needed, I will keep her in my bedroom.

Sitter Profile Image: Katelyn P.
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Katelyn P.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
17 years of experience
Meriden, CT, 06450

About: My name is Katelyn, and I’m a Pre-Vet student who has loved and cared for animals my entire life. I have professional experience as both a dog walker and a house sitter, and I’m comfortable caring for pets with a wide range of temperaments, routines, and special care needs. In addition, I work closely with a rescue organization where I’ve fostered many dogs and cats of all ages, gaining hands-on experience with young animals, socialization, and daily care. I recently graduated with a degree in Animal Science and a minor in Equine Studies, and I plan to continue pursuing my path toward veterinary school. Through both my education and hands-on experience, I’ve developed a strong foundation in animal behavior, handling, welfare, and medical care. Over the summers, I work as a veterinary technician, where I gain practical experience with animal health, safety, and clinical care. I’m comfortable caring for a wide range of species, and I treat every animal as if they were my own. I would truly love the opportunity to help care for your pets and give you peace of mind while you’re away! I am currently working part-time and have a pretty flexible schedule! I am available for house sitting or dog walking any day of the week. I always care for pets according to their normal routine and the owner’s preferences since consistency helps animals feel safe and comfortable. In a client’s home, I make sure pets are fed on time, have fresh water, get plenty of exercise or playtime, and receive lots of attention and positive interaction. I’m careful to follow any specific instructions for medications, diets, training cues, or household rules. I also make sure litter boxes, yards, and feeding areas stay clean. I like to keep owners updated with regular messages and photos so they know how their pet is doing. For shy or nervous pets, I am patient and let them warm up at their own pace. For energetic pets, I’m happy to provide extra play and enrichment. My goal is always to make pets feel relaxed, cared for, and loved while you’re away.

Sitter Profile Image: Meghan F.
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Meghan F.
from
$80
per night
5.0 out of 5 stars
• 15 reviews
2 repeat clients
10 years of experience
Wallingford, CT, 06492

“Meghan was amazing and Otis had a blast!”

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Daniel T.
Sitter Profile Image: Stephanie O.
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Stephanie O.
from
$80
per night
5.0 out of 5 stars
• 29 reviews
8 repeat clients
5 years of experience
Wallingford, CT, 06492

“Stephanie is absolutely wonderful with my 4 cats and 2 dogs! She is reliable, kind, and I know my fur babies are always in good hands. I can’t recommend her enough! Always worry free”

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Ashley C.
Sitter Profile Image: Kenzie W.
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Kenzie W.
from
$65
per night
4.9 out of 5 stars
• 27 reviews
13 repeat clients
20 years of experience
Wallingford, CT, 06492

“Kenzie was amazing! My oldest cat had been recently diagnosed with IBD and is on daily medication. To say he isn’t the easiest to pill is an understatement. Kenzie was able to give him his medication without fail and really eased my anxiety about being away! I would highly recommend her to anyone!”

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Chelsea F.
Sitter Profile Image: Travis S.
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Travis S.
from
$50
per night
5.0 out of 5 stars
• 6 reviews
10 years of experience
Hamden, CT, 06514

“I can’t say enough about how great Travis is. A human gem. Great with the dogs. Went over and above in every single way. I can’t wait to have him stay with our pets again.”

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Deb J.
Sitter Profile Image: Camryn K.
Verified Enhanced Background Check
Camryn K.
from
$50
per night
5.0 out of 5 stars
• 15 reviews
4 repeat clients
12 years of experience
Wallingford, CT, 06492

“Camryn was beyond amazing!! She went above and beyond with her communication from the first request to meet&greet and throughout the sit. My dog fell a bit sick during her stay and she took great care of him (and the carpet). She's very kind and considerate not just towards the pet but also to their humans. I cannot recommend her enough!”

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bhakti s.
Sitter Profile Image: Ana V.
Verified Enhanced Background Check
Ana V.
from
$63
per night
5.0 out of 5 stars
• 2 reviews
17 years of experience
Cheshire, CT, 06410

“Ana was amazing! I would def use her again. She was so kind to my puppies.”

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valerie c.
Sitter Profile Image: Enrique H.
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Enrique H.
from
$40
per night
5.0 out of 5 stars
• 5 reviews
6 years of experience
Waterbury, CT, 06795

About: I’ve had pets of all kind since the age of 4 and taken love for them since. I’ve had about 5 dogs, 4 birds 3 red ear slider turtles, multiple fishes and 1 cat throughout. I work full time as a properties manager. But in my spare time I would like to walk some dog as i truest enjoy walks, sitting and a fun time. I would care for your pest as if they were my own(of course respecting all your standards). Communication is key as I would like all expectations to be met and transparency across. To be trusted with a love one is a responsibility I take very seriously

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

Pet parents share their Rover experiences - Cheshire

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5.0 out of 5 stars

Alex was absolutely the best, I would book with her again INSTANTLY. She was perfect for all 3 of my pups, she took care of them as if they were her own. She was really respectful and responsive to all of my texts.

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Holly S.
House Sitting
5.0 out of 5 stars

Michael was fantastic to work with from start to finish. He was responsive, professional, and took the time to do a meet-and-greet beforehand so we could discuss Marley’s routine and make sure everyone was comfortable. During the visit, he followed our care instructions, spent quality time with Marley, and gave us peace of mind knowing he was in good hands. It’s clear he genuinely cares about the pets he looks after, and we appreciated his flexibility and communication throughout the process. We wouldn’t hesitate to book with Michael again and would gladly recommend him to anyone looking for a reliable, trustworthy sitter. Thanks again for taking such great care of our most prized family member!

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Christopher G.
House Sitting
5.0 out of 5 stars

Responsive. Took good care of our pups and our place. Did a great job. We would have no reservations booking her again.

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John S.
House Sitting
5.0 out of 5 stars

Melissa was great! Both out pets loved her. She was great at giving updates and checking in. Will definitely use her in the future!

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KiAnna H.
House Sitting
5.0 out of 5 stars

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!

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Laura C.
House Sitting
5.0 out of 5 stars

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!

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Trisha E.
House Sitting
5.0 out of 5 stars

Dave was great. He kept me well informed with both texts and pictures during my in-home watching. My dog received plenty of exercise and attention.

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John B.
House Sitting
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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.

Why Choose Rover?

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  • 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

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Popular requests for house sitting - Cheshire

Select a filter and find qualifying sitters offering house sitting.

Sitters in Cheshire average 3
repeat house sitting clients

FAQs for House Sitting - Cheshire

Frequently asked questions about Rover

The average cost of House Sitting in Cheshire on Rover is $56 per night as of October 2026. Most bookings cost between $56 and $94 per night. 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 October 2026, there are 1,746 sitters on Rover offering House Sitting across Cheshire. 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 Cheshire 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 Cheshire 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 Cheshire 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 Cheshire. On Rover:

  • 94% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 97% 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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