House Sitting Cheshire

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

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Over 47
pet parents in Cheshire have booked house sitting

Cheshire, 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.

1 / 1
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 so great. He sent me regular updates on the girls and stayed with them throughout the day and night as I requested. He is by far the best petsitter on this site. Can't thank you enough David.

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Joan W.
Sitter Profile Image: Sadie R.
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Sadie R.
from
$60
per night
5.0 out of 5 stars
11 reviews
3 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: Kathryn R.
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Kathryn R.
from
$75
per night
5.0 out of 5 stars
34 reviews
9 repeat clients
22 years of experience
Meriden, CT, 06451

Kathryn is awesome!!!! My husband and I had a bad experience with Rover last June with another sitter and haven’t traveled since. After moving to Connecticut, we decided to give it a shot and test it out again for one night. Kathryn was so kind, polite and reassuring that all will be well after listening to our horrid experience last year. She offered two visits before the actual sitting just to get to know our Pep and us. She always showed up the time she said she would. Pep warmed up to her quickly. Dogs know :) During the sitting, she sent multiple updates and went above and beyond. She did everything she could to make sure pep was accommodated and comfortable! She also respected our home and left it as she found it. Will definitely be booking Kathryn again. We can’t thank you enough

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Alicia G.
Sitter Profile Image: Whitnee M.
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Whitnee M.
from
$80
per night
5.0 out of 5 stars
29 reviews
8 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: Sarah F.
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Sarah F.
from
$30
per night
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Meriden, CT, 06450

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!

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Kirsten B.
Sitter Profile Image: Katelyn P.
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Katelyn P.
from
$55
per night
5.0 out of 5 stars
6 reviews
1 repeat client
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: Camryn K.
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Camryn K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
12 years of experience
Wallingford, CT, 06492

Camryn was absolutely amazing. Thorough, respectful, kind, and my dog immediately liked her. She stayed in contact as needed and took great care of my home. I was able to enjoy being away knowing my dog was well taken care of at home! 10/10

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

Nancy took care of our golden retriever, Rosie, for four days in our house. She was wonderful. Very responsible. I felt completely at ease while we were away. She took great care of our dog and our house. I would recommend her without hesitation.

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Larisa S.
Sitter Profile Image: Jade W.
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Jade W.
from
$45
per night
5.0 out of 5 stars
56 reviews
19 repeat clients
3 years of experience
Meriden, CT, 06450

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!

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Tracy C.
Sitter Profile Image: Christopher C.
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Christopher C.
from
$95
per night
5.0 out of 5 stars
38 reviews
11 repeat clients
15 years of experience
Chesire, CT, 06410

Chris did a great job taking care of our two dogs overnight in our home. He is clearly a dog person, attentive to details, and a great communicator. We would definitely recommend his services to anyone needing an in-house, overnight sitter. We look forward to using him again in the future.

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Joanne H.
Sitter Profile Image: Laura S.
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Laura S.
from
$60
per night
5.0 out of 5 stars
36 reviews
9 repeat clients
22 years of experience
Naugatuck, CT, 06770

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

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Jenise D.
Sitter Profile Image: Tabitha-Danielle R.
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Tabitha-Danielle R.
from
$50
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
1 year of experience
Waterbury, CT, 06705

Thank you so much, Tabatha! We appreciate you taking suck great care of our pups.

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Nina W.
Sitter Profile Image: Acadia C.
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Acadia C.
from
$55
per night
5.0 out of 5 stars
5 reviews
11 years of experience
North haven, CT, 06473

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.

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Patti R.
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: Cassiopeia A.
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Cassiopeia A.
from
$65
per night
5.0 out of 5 stars
1 review
10 years of experience
Wallingford, CT, 06492

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!

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Bambi C.
Sitter Profile Image: Stephanie O.
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Stephanie O.
from
$80
per night
5.0 out of 5 stars
27 reviews
7 repeat clients
5 years of experience
Wallingford, CT, 06492

Stephanie was amazing watching my 2 dogs and 4 cats when I was away! She was in constant communication, always sending pictures and did a fantastic job! I definitely trust her and will use her again in the future!

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Ashley C.
Sitter Profile Image: Michael D.
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Michael D.
Star Sitter
from
$75
per night
4.9 out of 5 stars
25 reviews
11 repeat clients
20 years of experience
Southington, CT, 06489

Peanut loved Michael from the beginning. He was great with her. I would definately book him again

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Laurie L.
Sitter Profile Image: Tatum D.
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Tatum D.
from
$70
per night
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Meriden, CT, 06451

About: My name is Tatum I am 20 years old and have had exotic pets such as birds reptiles bugs and more. I currently have my own dog her name is Ripley and she’s almost a year old pit being trained for obedience and heel work I have training experience and dog care experience as I also used to work at a pet store caring for over 60 puppies at a time cleaning feeding playing with and giving medication! I currently am full time looking to fill up my schedule taking care of everyone’s animals feel free to ask questions and more ! Thank you I offer walks over night stays and I can do training and enrichment activities with your pup ! I’m also experienced with giving medications to sick dogs or seniors if needed

Sitter Profile Image: Jillyann B.
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Jillyann B.
from
$35
per night
2 years of experience
Southington, CT, 06489

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.

Sitter Profile Image: Angela B.
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Angela B.
from
$90
per night
4.8 out of 5 stars
59 reviews
29 repeat clients
10 years of experience
Cheshire, CT, 06410

Angela was fantastic! She kept us updated with pics and texts, and also asked any questions that were left out of our note. She was super insightful and I could tell our dogs liked her much better than our previous care taker. She was awesome and will definitely book again!

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Matt C.
1 / 1
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The median cost per night for house sitting in Cheshire is $60

Pet parents share their Rover experiences - Cheshire

1 / 1
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
5.0 out of 5 stars

Corbin was very professional, congenial and caring. He took great care of our Doggos and went above and beyond to accommodate our senior dogs, ‘swim therapy’ and extra items. I will definitely request for Corbin to come watch the pups and/or stay again.

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Carla O.
House Sitting
1 / 1
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  • 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

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Sitters in Cheshire average 3
repeat house sitting clients

FAQs for House Sitting - Cheshire

Frequently asked questions about Rover

The average cost for House Sitting in Cheshire on Rover is $55.5 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of July 2026, there are 1,813 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.

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 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 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 Cheshire. On Rover:

  • 94% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 98% 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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