House Sitting in Sheffield

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Janice A.
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Sitter Profile Image: Janice A.
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1. Janice A.

Star Sitter
Safe, Loving and Happy farm
RHINEBECK, NY, 12572
26.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
130 reviews
47 repeat clients
from
$155
per night
Profile image

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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Sitter Profile Image: Theresa C.
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Sitter Profile Image: Theresa C.
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2. Theresa C.

Authentic loving care of your pets!
Torrington, CT, 06790
24.3 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
35 reviews
15 repeat clients
from
$97
per night
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Theresa took exceptional, loving care of our 2 dogs. Great communication. I will definitely request her services in the future when we travel.

Confirmed availability: Juneteenth
Sitter Profile Image: Andrea F.
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Sitter Profile Image: Andrea F.
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3. Andrea F.

Loving Dog Sitter
Westfield, MA, 01085
30.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$50
per night

Andrea has been an amazing dog sitter for all of my dogs. She is attentive, kind, and patient, even with my older geriatric dogs. Andrea is prompt, tender hearted, and trustworthy. I know I don't ever have to worry about my dogs when they are in her care. I can't thank her enough for loving my babies as much as I do when I'm away.

Confirmed availability: Juneteenth
Sitter Profile Image: Mai H.
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Sitter Profile Image: Mai H.
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4. Mai H.

Love & care when you can’t be there
Sharon, CT, 06069
13.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$70
per night

Mai was an outstanding pet sitter for my pitbull. She was extremely caring, followed all the rules, and went above and beyond in her care. Mai sent regular updates with photos, which gave me great peace of mind while I was away. She took extra time to ensure my dog was comfortable, happy, and well-exercised. It's clear that Mai genuinely loves animals and takes her responsibilities seriously. I highly recommend Mai as a responsible and loving pet caregiver.

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Sitter Profile Image: Kate D.
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Sitter Profile Image: Kate D.
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5. Kate D.

Dog lover, here to help!
Germantown, NY, 12526
27.0 mi. away
House Sitting
5.0 out of 5 stars
8 reviews
1 repeat client
from
$130
per night
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We are so happy we found Kate to house sit and care for our elder pets for a week. We returned home to relaxed pets and a tidy house. She was flexible with our changing schedule, communicated often and was overall extremely competent and caring. She is an excellent sitter.

Sitter Profile Image: Logan A.
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Sitter Profile Image: Logan A.
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6. Logan A.

Sitter, Walker, Sled Dog Handler
Pittsfield, MA, 01201
24.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
4.5 out of 5 stars
16 reviews
9 repeat clients
from
$100
per night
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Logan was a great. He was very respectful of our home, belongings and animals. The house was kept tidy and my cats didn’t seem to miss us much. Lol we will definitely have Lagan back and add our hoard of dogs to his reputuare

Sitter Profile Image: Maeve D.
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Sitter Profile Image: Maeve D.
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7. Maeve D.

dog person; outdoor adventurer 🌱🐕
Housatonic, MA, 01236
10.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
5 repeat clients
from
$50
per night
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Our Parker had a wonderful time with Maeve. We felt totally comfortable being a way knowing she was in such capable hands!

Confirmed availability: Juneteenth
Sitter Profile Image: Steph F.
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Sitter Profile Image: Steph F.
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8. Steph F.

Animal lover who's happy to help!
Dalton, MA, 01226
27.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$75
per night
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Steph was available to house and pet sit for us at the last minute. She was friendly and professional and sent photos of our pups during her stay. We would definitely book with her again. Thanks Steph!

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Sitter Profile Image: Andrew C. S.
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Sitter Profile Image: Andrew C. S.
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9. Andrew C. S.

Rover 101
Dog lover who enjoys the outdoors
Great Barrington, MA, 01230
8.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
30 reviews
9 repeat clients
from
$85
per night
Profile image

Andrew was very good with our nearly three-year-old Imhotep. "Imo" is a Basenji (a breed known for being challenging at times) who suffers from separation anxiety. Andrew stayed in contact with us from the beginning to the end of our time away and actively worked with us to resolve any minor issues that came up. He also sent much-appreciated photographs every day. We are grateful that he was able to make adjustments to accommodate Imo's special needs and we were pleased (and relieved) to return home to a happy and contented dog - a very, very different experience from our prior kennel boarding experiences. Thank you, Andrew!

Confirmed availability: Juneteenth
Sitter Profile Image: Kelly H.
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Sitter Profile Image: Kelly H.
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10. Kelly H.

At home with a kind-caring sitter
Otis, MA, 01253
14.6 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
62 reviews
30 repeat clients
from
$125
per night
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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.

Confirmed availability: Juneteenth
Sitter Profile Image: Jess L.
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Sitter Profile Image: Jess L.
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11. Jess L.

I care for the care of your pets
Pittsfield, MA, 01201
24.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
39 reviews
9 repeat clients
from
$65
per night

Jess is great with our dogs. She has watched the two of our dogs on multiple occasions and sometimes 3 or 4. She takes the time out of her day to make sure they get plenty of attention and time outside to play. She also stays at our house when she watches the dogs and the house is always in great shape afterwards too. I would highly recommend her to anyone who is looking for someone to stay with your dogs and make sure they get at the loving and attention they need while you are away.

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Sitter Profile Image: Patrick G.
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Sitter Profile Image: Patrick G.
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12. Patrick G.

I love dogs more than people :)
Hudson, NY, 12534
24.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
2 repeat clients
from
$100
per night
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Patrick was great with our little pup who suffers from separation anxiety. He kept us updated on how things were going and was easy to communicate with throughout his stay. Will definitely book again!

Sitter Profile Image: Shelby L.
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Sitter Profile Image: Shelby L.
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13. Shelby L.

Pet sitter with lots of love!
Lee, MA, 01238
14.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$50
per night
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Shelby is a very caring and responsible pet sitter.

Sitter Profile Image: Brandi D.
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Sitter Profile Image: Brandi D.
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14. Brandi D.

Run and Play While You’re Away!
Hillsdale, NY, 12529
17.1 mi. away
House Sitting
5.0 out of 5 stars
13 reviews
1 repeat client
from
$100
per night
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Brandi was amazing! Our dog Charlie can be shy and a little nervous around new people. Brandi was super thoughtful and took the time to make Charlie feel comfortable and happy. She also sent lots of photos and updates throughout her stay which was helpful and reassuring! We will definitely rebook.

Confirmed availability: Juneteenth
Sitter Profile Image: Sophie H.
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Sitter Profile Image: Sophie H.
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15. Sophie H.

I prefer animals to humans :D
Hudson, NY, 12534
23.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
14 reviews
3 repeat clients
from
$125
per night
Profile image

Sophie was perfect in every way! She took excellent care of our Peekapoo, Gia for two consecutive nights while we were attending a wedding. Gia, who has separation anxiety warmed up to Sophie relatively quickly thanks to her experience with and love of dogs combined with her mild-mannered, gentle style. We had some delays due to weather and late starts, she was very accommodating, which eased the pressure. Would definitely book her again! Highly recommended:):)

Sitter Profile Image: Lindsey M.
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Sitter Profile Image: Lindsey M.
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16. Lindsey M.

Cats, dogs, and smalls in your home
Sheffield, MA, 01222
3.9 mi. away
House Sitting
5.0 out of 5 stars
8 reviews
1 repeat client
from
$55
per night
Profile image

Lindsey was wonderful with our dog. Not only does she take good care of Spuds, but she understands her. Spuds can be a bit over-excited when we come home after a trip, but after being with Lindsey she was calmer -- she had clearly received kind, gentle care. It's great for us to know that Lindsey is in charge!

Confirmed availability: Juneteenth
Sitter Profile Image: Christine A.
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Sitter Profile Image: Christine A.
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17. Christine A.

Rover 101
Star Sitter
Home Full time...
Stanfordville, NY, 12581
21.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
62 reviews
22 repeat clients
from
$120
per night
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Christine was great with our dog Joey. It’s clear she truly loves dogs.

Sitter Profile Image: Kerin P.
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Sitter Profile Image: Kerin P.
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18. Kerin P.

Amazing local pet approved sitter
Ancramdale, NY, 12503
11.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$80
per night
Profile image

Kerin provided professional, fantastic care for our two dogs and our home on a short trip. She communicated quickly and sent photos and videos. Our pets had a great time, and were very well taken care of. You can tell she loves animals and has lots of experience and confidence to provide the best care. Kerin is fantastic. Five stars!

Confirmed availability: Juneteenth
Sitter Profile Image: Danielle C.
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Sitter Profile Image: Danielle C.
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19. Danielle C.

Large Property- Loving Family
Hillsdale, NY, 12529
12.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
from
$65
per night
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Danielle was very flexible with timing and availability. Our dog enjoyed his stay with her overnight. He came home very relaxed and happy. I will definitely use Danielle again.

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Sitter Profile Image: Stacey G.
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Sitter Profile Image: Stacey G.
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20. Stacey G.

Love and care for all puppers
Winsted, CT, 06098
19.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
5 repeat clients
from
$90
per night
Profile image

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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Rover.com is the simple, savvy way to find and book Sheffield house sitting. It's easy to find the perfect house sitter — many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Sheffield on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Sheffield house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

House Sitting