House Sitting in Sheffield

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

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Top rated Sheffield house sitters

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.
$56
total per night
5.0 out of 5 stars
1 review
12 years of experience
Great Barrington, MA, 01230

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: Megan M.
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Megan M.
$28
total per night
5.0 out of 5 stars
2 reviews
6 years of experience
Salisbury, CT, 06068

About: I love all kinds of nature and wildlife, but especially dogs, cats, and reptiles! I have experience handling many kinds of animals through my biology research, and I also trained my own puppy! I'm in the northwest corner of CT for the summer before I move out west to start my PhD in biology (did I mention I love animals?). I'd love to meet your pets while I'm around! I’m currently working part-time and have lots of flexibility to stop by for walks, especially during weekdays. My schedule is very easy to work around. I love being outside and would be happy to take your dog on walks or hikes in the area. I’m also happy to stop by and play with your pets or just give them some love!

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

Keri was great! She was able to jump in at the last minute and stay at our house with our 2 dogs. She communicated regularly and sent lots of pictures of our pups. I think they liked her so much they didn't even realize we were gone!

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lisa M.
Sitter Profile Image: Katie O.
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Katie O.
Star Sitter
$84
total per night
5.0 out of 5 stars
17 reviews
3 repeat clients
20 years of experience
Torrington, CT, 06790

Katie was absolutely lovely, and the pets got on with her really well. She sent through updates and photos, and made sure we felt comfortable (all on a holiday, too!) -- thank you Katie!

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Austen W.
Sitter Profile Image: Makayla F.
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Makayla F.
$134
total per night
5.0 out of 5 stars
14 reviews
3 repeat clients
10 years of experience
Great Barrington, MA, 01230

About: I've always carried a deep passion to care for animals since I can remember. I love dogs that are not mine as if they were my own! I have many years experience caring for dogs and other animals. Ive always had jobs in kennels and daycares. I am confident your pet will be very happy in my care. I have taken care of dogs who need extra medical attention, older dogs, puppies, etc. I am more than happy to meet your expectations and accommodate your needs for your furry friend. I am offering day long care for your pet. We can do walks, hikes, swimming, even a play day at the park. Single walks, hikes, swimming, trips to the park. Drop ins to your home for up to 2 hours at a time. Available late night and early morning. I take pride in loving your pet like my own and I hope we can work together :) I have a lot of available time to help your pets in need! My schedule is very flexible. I am currently transitioning from being a stay at home mom. I’m very trustworthy and make sure your pet is safe at all times! Whether off leash walks are allowed or on leash at all times. I will make sure your pet is always treated as if it were my own.

Sitter Profile Image: Valentina M.
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Valentina M.
$36
total per night
6 years of experience
Stockbridge, MA, 01262

About: I grew up with 2 dogs and 2 cats. My family was part of helping a farm when i was little, I got to take care of ducks. They were so cute. I love animals and let me know if you had questions. I work at Marshall’s. I will be taking care of the animals during my days off. I will make sure they have everything they need I grew up with cats and dogs. I love all kinds of animals. I will take good care of them. I can bring them to my house as well.

Sitter Profile Image: Clara M.
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Clara M.
$62
total per night
5.0 out of 5 stars
17 reviews
3 repeat clients
11 years of experience
Tyringham, MA, 01238

Clara was amazing with our dogs. We were away for 5 nights and she took great care of our 3 dogs. She provided frequent updates and even managed to walk all 3 dogs together. She kept our house clean even with all the rain and muddy paws. I HIGHLY recommend Clara. We will be booking with her again

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Kim V.
Sitter Profile Image: byron c.
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byron c.
$78
total per night
2 years of experience
CANAAN, CT, 06018

About: I've had my pets in my life but i've also looked after many pets. Sometimes I have had to look after more than one dog at a time and different ages and breeds. There has been times i have had to sleep over night with pets. I always feel a connection or a bond between animals as I believe they know our true intentions. m-f I Work at my main job which is at Webster Bank usually until 4 PM, But have off on holidays and weekends. Some nights I work late but I usually have a month ahead of what my schedule looks like. I treat anyone else's property as if it were my own or better than my own. I treat pets delicately and I like to find out what they are into, how they have fun, what treats they like etc. I am a very straight forward person and I am great communicating with. I work in my local surrounding towns and looking how I can serve.

Sitter Profile Image: Kelly H.
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Kelly H.
$139
total per night
5.0 out of 5 stars
65 reviews
31 repeat clients
14 years of experience
Otis, MA, 01253

Kelly was organized and attentive to every detail about our three dogs with wide ranging needs. She visited in advance, took copious notes and followed up on everything to double check. We will use her again and are very appreciative of her services.

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Marianne D.
Sitter Profile Image: Ashley A.
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Ashley A.
$45
total per night
4.9 out of 5 stars
38 reviews
9 repeat clients
10 years of experience
Salisbury, CT, 06039

About: Hi y'all! I am an all around animal lover. My girls and I take any dogs that we are watching on walks with us every night, we have lots of fun. Pets are allowed on the furniture, unless you state explicitly state you don't want them to be. I prefer not to kennel overnight, but there are always exceptions to the rule! I am able to help with puppies and older pups alike; age is not an issue. Please ask any questions you may have for me, thank you so much we can’t wait to meet you! I am currently working part time but I am always available for nightly drop ins or for any early morning stops on my way in. I am always respectful of your safety protocols, gates are always double and triple checked, doors are always checked to be shut correctly. Food and water levels are consistently monitored. Instructions are always followed to the letter.

Sitter Profile Image: Christine A.
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Christine A.
Star Sitter
$167
total per night
4.9 out of 5 stars
94 reviews
32 repeat clients
33 years of experience
Stanfordville, Stanfordville, NY, 12581

Christine bailed us out at the last minute and totally saved us. She was just great, and I think our cats even decided they like her better than they like us. Couldn't be happier that we have made this connection.

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Jackson D.
Sitter Profile Image: Trista S.
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Trista S.
Star Sitter
$34
total per night
5.0 out of 5 stars
17 reviews
4 repeat clients
30 years of experience
Pittsfield, MA, 01201

Trista stayed overnight with our fur babies. She was so good with our 3 dogs. She put our mind at ease. She sent updates and pictures throughout the day. The pups were happy too :) Will definitely book again.

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Sylvia P.
Sitter Profile Image: Amy H.
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Amy H.
$36
total per night
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Blandford, MA, 01008

About: Hello! I am a lifelong pet owner and animal lover with experience with everything from chickens and horses to cats and dogs. I have two canine family members myself: a medium-sized mix named Bonnie and a 10-pound Italian Greyhound/chihuahua named Rio. I know how hard it can be to find loving, reliable, and safe pet setters, which prompted me to open up my own home. My dogs love meeting new friends to play with. They get along well with others (though we always require a meet-and-greet before a sit) and are friendly with cats as well. My work-from-home career and spacious property allows me the flexibility to fully care for your pet without any interruptions such as commutes or 9-5 work hours. I am fortunate to enjoy a fully remote, flexible career, which means I am always present for your canine or feline family members. I can accommodate short or long-term stays, and am home throughout the day to maintain your pet's schedule, so they feel completely at home. I think it's important to a pet's sense of wellbeing to be able to keep to their usual schedule as best as possible while in my care. I live on five acres in a log home in a beautiful hilltown in Western Massachusetts, and have a fully fenced yard. I love taking my own pup on daily walks on our property or on nearby dirt roads, so if you have an active dog who needs exercise, I'm your person! If a less active lifestyle is better for your dog, I can fully accommodate that as well. Pets are allowed on my furniture and can make themselves cozy by my wood stove in winter or on my sunny deck in summer. I am familiar with using crates (if desired, but not required) and have a large finished basement perfect for playtime in the winter months.

Sitter Profile Image: Zia T.
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Zia T.
$111
total per night
5.0 out of 5 stars
3 reviews
4 years of experience
Copake falls, NY, 12517

About: I’ve been taking care and rescuing animals my whole life I’ve brought in and taken care of so many animals. I’m fully aware how to take the correct care for puppies, seniors dogs and cats, and kittens, as well as administer medications and accommodate those pets that may need the extra help. i strive to make them happy and to help in whatever way I can! Im home 80% of the time allowing for plenty of time outside, play, and mental stimulation. Every pets need are taken care of and met. I have a schedule for feedings and walk time. My dogs have designated play time, as well as training and treats. Training is a major factor of mine, I’m always getting dogs to be more confident and try out new tricks.

Sitter Profile Image: Ismael J.
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Ismael J.
$45
total per night
5.0 out of 5 stars
2 reviews
4 years of experience
Winsted, CT, 06098

About: I’ve been pet sitting for over three years. I’ve had various experiences with dogs and cats. As someone who has a dog of their own, I’ve been able to observe behaviors that’s helped when taking care of other dogs, to understand their needs and wants. I currently work remotely however, it doesn’t take time away when it comes to the fur babies! In fact, it allows me to be present and give them the much needed attention. I understand the environment the pets are settled in. I give daily updates to the home owner, making sure that any anxiety of leaving their pets behind is relieved. I bring my own food and care.

Sitter Profile Image: Elishamaria R.
Verified Background Check
Elishamaria R.
Star Sitter
$106
total per night
5.0 out of 5 stars
19 reviews
6 repeat clients
20 years of experience
Catskill, NY, 12414

I would be so happy to have Elishamaria watch Chalupa again. She arrived on time, communicated well, was super professional, and our puppy was very happy under her care. She watched our dog at the hotel where we’re having our wedding celebration.

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Mariah & Prateek K.
Sitter Profile Image: Lindsay D.
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Lindsay D.
$95
total per night
4.6 out of 5 stars
7 reviews
1 repeat client
15 years of experience
Sharon, CT, 06069

About: Please note: Pricing can be flexible depending on the situation, length of stay, and number of pets. I’m always happy to talk through the details! I’ve been pet sitting for over 15 years and animals have always been a huge part of my life. I’m one of those people who naturally gravitates toward dogs wherever I go. I also have six dogs of my own (including large breeds), so managing different personalities, routines, and energy levels is something I’m very comfortable with. These days I focus on in-home pet sitting, because most pets are happiest staying in their own space and keeping their normal routine. I know how hard it can be to leave your animals when you travel, so my goal is always to make it feel like they’re just hanging out with a friend who loves dogs as much as you do. I have experience with dogs of all breeds, sizes, and ages — from energetic young pups to seniors who need a little extra patience and care. I’m also comfortable administering medications and following detailed instructions to make sure everything stays consistent while you’re away. I’m very attentive and tend to get pretty attached to the animals I care for. I’ll send regular updates and photos so you can relax knowing your pets are happy, safe, and getting lots of attention while you’re gone. If you’re looking for someone experienced, reliable, and genuinely excited to spend time with your pets, I’d love to connect. Pet care is part of our everyday life! My wife and I both work remotely about 90% of the week, which gives us plenty of time and flexibility to care for our own six dogs — and any visiting pets, too. Our days naturally revolve around feeding, walks, playtime, and snuggles, so incorporating other pets into that rhythm fits right in. In our home, pets are treated like family. We have a spacious, safe property with fenced areas for play and exercise, and we keep routines consistent with what each pet is used to, including feeding schedules, walks, and downtime. Since my wife and I both work from home most of the week, someone is almost always here to give attention and care. For client homes, I follow your pet’s normal routine as closely as possible - from meals and walks to playtime and cuddles - to keep them comfortable and stress-free in their own environment.

Sitter Profile Image: Stacey G.
Verified Background Check
Stacey G.
$134
total per night
5.0 out of 5 stars
30 reviews
6 repeat clients
15 years of experience
Winsted, CT, 06098

Stacey was wonderful! She was so easy to communicate with ahead of watching our dog and was also super self sufficient around our house. There was a bad storm when she was scheduled to watch our dog and we live in a pretty remote area and she had zero complaints. She was fantastic all around!

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Emily M.
Sitter Profile Image: Christine O.
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Christine O.
$50
total per night
10 years of experience
Tyringham, MA, 01264

About: I have personal experience owning and caring for a large dog from puppyhood to senior status, as well as various different ages of cats. Many of my friends and family have asked me for pet care, and have trusted me with that responsibility. I am currently a lifeguard, and provide lifeguarding and first aid service to clients at my local community center. I am currently working part-time, and have amount of time available daily to take care of your pet. I am available for overnight care, and can provide day to day interaction while commuting to your pet. I am available after 11 am on Monday and Wednesday, and after 7 pm on Tuesday, Thursday, and Friday depending on your location. On the weekends I am available after 1 pm on Saturday and any time on Sunday. I will work with you to provide the best service for you and your pet. While staying at a home I am willing to provide minor household care such as watering plants in addition to pet care. I am also able to provide off-site travel excursions for your dog of any size, if you would like a longer walk option. I am comfortable handling special care needs such as administering medication and supervising eating time.

Sitter Profile Image: Arsen S.
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Arsen S.
$56
total per night
5.0 out of 5 stars
1 review
5 years of experience
Annandale, NY, 12504

Arsen and Sophia did a great job. They communicated well, sent funny pics and we returned to a calm dog who clearly liked them and was sad to see them leave. House was clean. Would hire them again anytime.

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Marnie T.
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Over 15
pet parents in Sheffield have booked house sitting

Sheffield pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

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.
House Sitting
5.0 out of 5 stars

Sydney was terrific. Dogs and home were all happy and well cared for. She stayed in touch, sent pictures every day. We feel very lucky to have had her assistance, and would not hesitate to recommend her to others.

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Karen S.
House Sitting
1 / 1
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 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. 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 Sheffield is $69

Why Choose Rover?

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  • 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 Sheffield average 4
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 Sheffield on Rover as of Jun 2026 was about $69 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.

If you’re searching for a Sheffield house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 126 house sitters in Sheffield. 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, 83% of Sheffield house sitters respond in under an hour.

House sitters in Sheffield have an average of 17 years of experience. House sitters with repeat customers have an average of 4 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 Sheffield.

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. Sheffield 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.