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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Search Results

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Gary J.
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Sitter Profile Image: Gary J.
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1. Gary J.

Rover 101
I love all animals!
Saugerties, NY, 12477
35.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
1 repeat client
from
$60
per night

Gary was a great pet sitter and our goldens love having him watch them. He was very thoughtful and loving with our boys. He was responsive and sent plenty of pictures. He did well under pressure when our boys accidentally walked through a bunch of ticks. He spent hours picking the ticks off and washing the dogs! Not a tick was found the next day when we came home.

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Sitter Profile Image: Samantha N.
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Sitter Profile Image: Samantha N.
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2. Samantha N.

Responsible Mature Pet Sitter
Worthington, MA, 01098
29.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$53
per night

Thanks so much for the great care of Peaches while we were out of town. She was so calm upon our return!

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Sitter Profile Image: Janice A.
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Sitter Profile Image: Janice A.
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3. Janice A.

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
118 reviews
42 repeat clients
from
$155
per night

Janice took great care of my newly-adopted, senior GSD mix, Granger! Bonus was getting to meet a 20-minute old lamb at Janice's beautiful farm! I cannot recommend Janice enough. If I need sitting services in the future, I will seek her care.

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Sitter Profile Image: Theresa C.
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Sitter Profile Image: Theresa C.
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4. 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
26 reviews
11 repeat clients
from
$97
per night

Theresa took exceptional, loving care of our 2 dogs. Great communication. I will definitely request her services in the future when we travel.

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Sitter Profile Image: Andrea L.
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Sitter Profile Image: Andrea L.
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5. Andrea L.

I got you covered!
Great Barrington, MA, 01230
9.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
4 repeat clients
from
$65
per night

Andrea was absolutely wonderful. Easy to talk to, willing to accommodate and for my 2 pit mixes the 12 days were bliss. Belly rubs and night time snuggles. Feeding was carried out as requested. I highly recommend Andrea for those in need of a dog sitter.

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Sitter Profile Image: Maeve D.
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Sitter Profile Image: Maeve D.
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6. 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
4 reviews
5 repeat clients
from
$50
per night

About: Calm, experienced, loving, empathic and conscientious - I am your dog’s next best friend 🩷 I’ve trained Australian Shepherd’s since I was 13, reaching amateur level junior competitions throughout high school. Today I have two rescue dogs of my own - a border collie mix and a beagle /chihuahua/pit mix (lots of energy). Because of my two dogs, I hike everyday. I love spending time outside in nature with animals, and will be sure to keep your pup happy and healthy! I am an organic vegetable farmer during the growing season (April-November) and work seasonal odd jobs and non profit work when I am in the off season. I have a lot of flexibility in my schedule and love to walk/hike/swim/adventure at all times of day and during any weather. In my house, pets rule. We have done agility, obedience and scent training with both dogs so I have a lot of tools in my toolbox to keep a dog busy and occupied.

Sitter Profile Image: Bella B.
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Sitter Profile Image: Bella B.
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7. Bella B.

Lakeside Sitter, Works from Home.
Stockbridge, MA, 01262
14.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$60
per night

Great pet sitter!!

Sitter Profile Image: Logan A.
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Sitter Profile Image: Logan A.
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8. Logan A.

Pet Sitter, Walker, and Groomer
Pittsfield, MA, 01201
25.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
4.5 out of 5 stars
15 reviews
9 repeat clients
from
$60
per night

Logan took good care of Lucy and Chippy! He communicated with us throughout the week long stay and also took good care of the house. When we had a heating issue during a big storm he coordinated with the heating company and was very helpful and professional. Highly recommend! Plus doggies got a good brushing ?

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Sitter Profile Image: Kelly H.
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Sitter Profile Image: Kelly H.
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9. 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
61 reviews
29 repeat clients
from
$125
per night

Kelly & Nabil are exceptional sitters. They left our home spotless, sent photos of our pets and took great care of them. Our pup was sad to see them go, we feel so fortunate to have found such loving and caring pet sitters!

Sitter Profile Image: Melissa N.
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Sitter Profile Image: Melissa N.
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10. Melissa N.

Lover of all animals
Dover Plains, NY, 12522
26.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$55
per night

Melissa was incredible. Amazing communication and took on more than she probably needed to. I highly recommend.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tetiana M.
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Sitter Profile Image: Tetiana M.
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11. Tetiana M.

I care for the dogs
Lenox, MA, 01240
19.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
4 repeat clients
from
$60
per night

About: I love dogs and cats since I remember myself, gentle and good behavior to any animal in the world. Safety, happiness and great care are my number one priority, always treat pets like my own pet. I am new in the rover and I have been care for the dogs during 1 year. I am available all the time, can drive to your home to take care about dog. walk with them, feed them. I am a student. I have a fenced yard, I can walk dogs, I can take care about dogs at your home, I know how to make dogs playful and enjoy.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jess L.
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Sitter Profile Image: Jess L.
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12. 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
32 reviews
6 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: Brandi D.
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Sitter Profile Image: Brandi D.
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13. Brandi D.

Run and Play While You’re Away!
Hillsdale, NY, 12529
17.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
1 repeat client
from
$100
per night

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.

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

Rover 101
Dog lover who enjoys the outdoors
Lee, MA, 01238
14.7 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

Andrew was amazing!!! We have a 2 and a 1/2 year old golden and a 5 month old golden. He came over prior to our trip to meet the new puppy (as he had worked with the older one already). He asked many questions to be clear on our expectations. While away, we received daily pictures and updates on the puppies. He reached out with questions to make sure he was doing what we would if we were home with them. Andrew stayed in home and this was the first time we had done this. He was respectful of our space and treated it like his own. We would absolutely be using Andrew again and would strongly recommend that you consider him for your next trip!

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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
12 reviews
3 repeat clients
from
$125
per night

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: Christine A.
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Sitter Profile Image: Christine A.
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16. Christine A.

Rover 101
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
60 reviews
21 repeat clients
from
$120
per night

Christine was great with our dog Joey. It’s clear she truly loves dogs.

Sitter Profile Image: Lindsey M.
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Sitter Profile Image: Lindsey M.
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17. 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

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!

Sitter Profile Image: Shelby L.
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Sitter Profile Image: Shelby L.
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18. 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

Shelby is a very caring and responsible pet sitter.

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

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.

Sitter Profile Image: Nicole D.
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Sitter Profile Image: Nicole D.
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20. Nicole D.

I want to be your pets best friend!
Ancram, NY, 12502
12.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$85
per night

I have lived with Nicole for over a year now. The very first conversation we had was about our mutual love of German Shepherds. Since that moment I have learned that Nicole's love and care for dogs expands exponentially further. They are a kind and caring human, and their intuition and attention with the animal friends they take care of is one-of-a-kind. Nicole has a handful of dogs, owned by others, that Nicole has been taking care of for about 2 years, and those families are dedicated to Nicole's care. Nicole talks about those dogs like they're their extended family, their babies by proxy--and they are. Because of Nicole's focused love and attention to these dogs, they are also extremely responsible and sensitive to the needs of each dog--acknowledging and attending to the differences between a more anxious puppy or a more social dog, e.g. Nicole also seems to have a special skill for understanding and being comfortable with big dogs, breeds which others may find difficult or intimidating to work with--which is a plus when searching for the right pet sitter. Additionally, Nicole and I adopted and have cared for a sweet kitty named Elvira since last year. Nicole adores Elvy and is such a good mama to her. Anyone would be so lucky to include Nicole in their canine family.

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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.

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