House Sitting Sheffield

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

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Over 6
pet parents in Sheffield have booked house sitting

Sheffield, Find top rated house sitting

Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Sydney R.
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Sydney R.
$67
total per night
5.0 out of 5 stars
• 12 reviews
4 repeat clients
12 years of experience
Sheffield, MA, 01257

“Sydney was completely wonderful! Our dogs loved their time with her. She took Louie on a hike and on several walks in a nearby woods. She sent us photos of them , both on walks and when hanging out together. It was clear that she had done everything that we had asked- and much more.”

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Marie R.
Sitter Profile Image: Keri H.
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Keri H.
Star Sitter
$106
total per night
5.0 out of 5 stars
• 60 reviews
20 repeat clients
20 years of experience
Lenox, MA, 01240

“Keri was a pleasure to communicate with before and during the pet sit. Our dog, Katy, who is a somewhat recent rescue who doesn't love everyone, took to Keri right way and rested at her feet when we reviewed my long and detailed instructions in our orientation. Katy has a weird behavior associated with her anxiety and that didn't phase Keri at all. Our house has some idiosyncrasies and Keri didn't seem to mind managing those things, like our Berkey water filter needs refilling in a specific way and the AC drips into a bucket so has to be on a timer, etc. Katy also takes medication and other supplements and Keri was great with all that too. We felt confident leaving Katy in her care and, according to our friend who took over for the second week we were gone, all was well with the house (tidy and clean) and all was well with Katy (relaxed and easy). Keri sent me daily communications and photos. Keri even took Katy to the river that we left instructionsn for. I was impressed that Keri took the trouble to do that special outing with Katy. Keri included her husband (with our permission) who also seemed great with Katy. I highly recommend Keri for pet-sitting. She's just super!”

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Joyce P.
Sitter Profile Image: Trista S.
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Trista S.
$45
total per night
5.0 out of 5 stars
• 24 reviews
10 repeat clients
30 years of experience
Pittsfield, MA, 01201

“Completely trust Trista. Second time I used her. Copper loves her. He is happy and calm when I get home. Means everything we do not have to worry when on vacation”

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Allen K.
Sitter Profile Image: Angelica R.
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Angelica R.
Star Sitter
$150
total per night
5.0 out of 5 stars
• 18 reviews
4 repeat clients
5 years of experience
Stanfordville, NY, 12581

“We reached out to Angie to house sit our two older pups while we were away for a week on a family trip. The dogs have never stayed with anyone outside of family and friends, so we were a little nervous, especially with one of our dogs having some anxiety. Because of this, we were trying to avoid any kennels. Angie was quick to respond to messages leading up to our departure and even offered to come meet the pups twice before our trip. She did not need to do this, but it meant a lot to us that she did. The dogs warmed up to her immediately. Angie is friendly, responsive, and caring. Our house was just as we had left it. She even cared for our small flock of chickens while we were away. We will be reaching out to Angie again and would recommend her to anyone who’s looking for help with their pets.”

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Patrick O.
Sitter Profile Image: Samuel M.
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Samuel M.
$73
total per night
18 years of experience
Pittsfield, MA, 01201

About: I am the son of a former vet tech and zookeeper. For as long as I can remember caring for animals of all kinds has been an ingrained mindset and part of my life. I have many years of sitting, fostering, and adopting animals of various species, age, temperament, and medical needs. I pride myself of showing up for my clients and their pets needs and understand the anxieties inherent in watching your home and invaluable pets wellbeing. I work part time with a relatively flexible schedule. If booked, I understand the importance of enrichment and varying levels of time and attentiveness needed. Pets are all unique and I prioritize meeting my client's needs for their pets. Understanding the importance of trust in any pet sitting work is not something I take lightly. Your home and pets wellbeing are my top priority. I am happy to meet client's request for updates with photos and and info to ease any worries.

Sitter Profile Image: Julie G.
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Julie G.
Star Sitter
$62
total per night
4.9 out of 5 stars
• 20 reviews
3 repeat clients
4 years of experience
Holyoke, MA, 01040

“Julie was once again wonderful with my crazy pups. She takes the extra time to ensure their comfort and safety. Bubba was much more comfortable with her for this visit and I truly appreciate her slow and steady approach with him. And Nala was thrilled to have a willing snuggle buddy!”

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Kel F.
Sitter Profile Image: Janice A.
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Janice A.
Star Sitter
$178
total per night
5.0 out of 5 stars
• 287 reviews
81 repeat clients
35 years of experience
RHINEBECK, NY, 12572

“Janice was so helpful during our last minute trip to Rhinebeck! My very anxious pup was left alone in a new place during a thunderstorm and Janice made sure he was as comfortable as possible. Wish I lived closer so I could utilize her services more often. Highly recommend!”

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Melissa L.
Sitter Profile Image: Samantha C.
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Samantha C.
$89
total per night
5.0 out of 5 stars
• 52 reviews
24 repeat clients
23 years of experience
Bristol, CT, 06010

“Sam is by far the best cat sitter I’ve ever hired. She was extremely dedicated to looking after my older cat. Sam is a real cat whisperer - even though my cat is pretty nervous and skittish around people, she absolutely adores Sam and showed her belly in most picture that Sam sent! Sam sent updates multiple times per day, sent some of the best pictures I’ve ever seen of my cat, and was so dedicated to my cat’s care. I’ve been worried about my cat’s eating because of her gastroenteritis, and Sam told me every day whether my cat had eaten or not. Sam even put treats in with my cat’s wet food to coax my cat to eat her new, vet-prescribed food. Sam is such a wonderful, caring and extremely capable pet sitter - I’ve never felt so calm being away from my cat! I’m so grateful that Sam is our regular, most trusted pet sitter.”

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Lizzy S.
Sitter Profile Image: Leona O.
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Leona O.
$49
total per night
4.8 out of 5 stars
• 13 reviews
3 repeat clients
10 years of experience
North Adams, MA, 01247

“Leona was wonderful with Romeo - he was really calm and happy when I returned. She communicated well, sent updates with photos and left my home better than she found it. I’m booking her for another cat/housesit right now!”

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Elizabeth V.
Sitter Profile Image: Taylor S.
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Taylor S.
$111
total per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
20 years of experience
Saugerties, NY, 12477

“We booked Taylor at the last minute when another dog sitter had an emergency—and she is a rock star! She understands animals and works hard to make sure she is accommodating their needs. So glad we found her!!”

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Katherine T.
Sitter Profile Image: Patricia H.
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Patricia H.
$139
total per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
20 years of experience
Poughkeepsie, NY, 12601

“Patricia was amazing. Our newly adopted doghas separation anxiety and continued to give her a run for her money the whole first part of the second day. She was patient with Lucy and in the end we were so happy to be able to complete our vacation without worries. We will definitely have her back”

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nancy r.
Sitter Profile Image: Jesse L.
Verified Enhanced Background Check
Jesse L.
$167
total per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
10 years of experience
Northampton, MA, 01062

About: I have been the proud dog dad of Franklin, a rescue 15 year old terrier mix who suffers from separation anxiety, for over 10 years. More recently, I have cared for him through eye removal surgery as well as terminal joint and heart issues. As a result, I have experience giving oral, ocular and topical medications. I have this experience with other dogs as well, as I am always quick to volunteer for any opportunity to walk or babysit a friend or families dog - even going so far as to visit dogs rather than people at family weddings. I am a recovering lawyer who wants to devote 100% of my time to your dog! Please check my schedule or reach out. Thanks, and tell your dog I said hi! First and foremost, I care for animals by showing them love and respect. When it comes to caring for your pet, I will conscientiously follow all instructions you provide and never put your pet in any danger. I am 100% focused on your dog when they're in my care, so I don't give them an opportunity to do anything unsafe!

Sitter Profile Image: Mair H.
Verified Enhanced Background Check
Mair H.
$139
total per night
5.0 out of 5 stars
• 8 reviews
40 years of experience
Woodbury, CT, 06798

“Mair did an excellent job taking care of my young, energetic pup. She was very good with him, getting on the floor to play with him during her pre-stay visit. She spent the agreed-on time at the house with him, and he was happy on my return! As a plus, the house also looked great when I returned. I would definitely hire Mair again!”

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Andrea B.
Sitter Profile Image: Jacqueline N.
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Jacqueline N.
$95
total per night
5.0 out of 5 stars
• 9 reviews
22 years of experience
Glastonbury, CT, 06073

“Jacqueline watched our two rescue dogs (ages 3 and 6) in our house for a week and did a fabulous job! She was so understanding of their behavioral quirks and kept us updated frequently. It was a relief knowing they were in such good hands and seeing photos of their happy faces while we were away. Thank you, Jacqueline!”

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Kaela B.
Sitter Profile Image: Chad D.
Verified Enhanced Background Check
Chad D.
$27
total per night
5.0 out of 5 stars
• 15 reviews
7 repeat clients
1 year of experience
Cohoes, NY, 12047

About: I've had pets in the past and love caring for them and playing with them. Grew up with a cat, had a dog and coserved a cat with my wife. Because we may move some time internationally, we haven't wanted to make a long term commitment, be we would love to be grandpetparents where we help out by babysitting while people need to travel pet free for a short time. I work full time but from home several days a week. My son, who loves animals will be around on days I am not at home. We would welcome any pets as part of the family. They can cuddle with us on the couch and play out in the yard or chill on our screened in porch. Unfortunately, we cant care forndigs for more than 5 or 6 days as we arent physically able to care for them.

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The median cost per night for house sitting in Sheffield is $70

Pet parents share their Rover experiences - Sheffield

1 / 1
5.0 out of 5 stars

Sydney was wonderful - so helpful when we needed coverage during an important, extended family event, and great with Scarlet!

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Anna H.
House Sitting
5.0 out of 5 stars

Sydney did an amazing job watching Maya while we were away for two nights. She kept maya exercised and loved during our time away- and I knew maya was well cared for. Will definitely use Sydney in the future!

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PamelaJoy2011
House Sitting
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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?

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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.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book house sitting

  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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Popular requests for house sitting - Sheffield

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Sitters in Sheffield average 4
repeat house sitting clients

FAQs for House Sitting - Sheffield

Frequently asked questions about Rover

The average cost of House Sitting in Sheffield is $56 per night as of November 2026. Most bookings cost between $56 and $56 per night. On Rover, 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 November 2026, there are 346 sitters on Rover offering House Sitting across Sheffield. 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 Sheffield 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 Sheffield 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 Sheffield 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 Sheffield. On Rover:

  • 92% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 95% 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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