House Sitting in Sheffield

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Kathleen M.
Berkshires #1 Trusted Pet Sitter ❤️Becket, MA, 01223
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I don't know where to start in reviewing Katherine's phenomenal services! Katherine's profile and her reviews were amazing, so with trepidation, we went ahead … (more)

from
$75
per night
Confirmed availability: Memorial day
Lydia M.
2.
Engaging Dog LoverNew Milford, CT, 06776
House Sitting, Drop-In Visits, Dog Walking

Lydia was super awesome! Our pup Remi was super happy after Lydia stayed with him for the day. She was willing to step in on a moments notice and communicated w… (more)

from
$60
per night
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April H.
3.
Animal loverHudson, NY, 12534
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have been around dogs all my life. My dream job is being around animals especially dogs of all breeds and all sizes. I use to board, walk and care … (more)

from
$35
per night
Confirmed availability: Memorial day
Robin B.
4.
I love them and take great careWingdale, NY, 12594
House Sitting, Drop-In Visits, Dog Walking

Smart, friendly, and enthusiastic about spending time with my two senior dogs. She sent evening and morning photos of a happy and safe group. Everything was in… (more)

from
$31
per night
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Sierra B.
5.
Vet tech student who loves animalsTorrington, CT, 06790
House Sitting, Drop-In Visits, Dog Walking

After seeing Sierra around pets for the past 2 years it became very clear that she is very gentile and affectionate towards all animals. Her willingness to prov… (more)

from
$32
per night
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Big dogs have my heart ❤Stanfordville, NY, 12581
House Sitting, Drop-In Visits, Dog Walking

Mackenzie was great. Would highly recommend her. Good communication and troubleshooting ability. Very responsible. She spent several nights house sitting an… (more)

from
$75
per night
Calendar Recently Updated
7.
I AM AVAILABLE WEEKDAYS & WEEKENDSGlasco, NY, 12432
House Sitting, Drop-In Visits

Drew is a great sitter, the dogs loved him and it was all good. Left the house clean and nice. Will use again (more)

from
$45
per night
8.
Dogs are your best friendWeatogue, CT, 06089
House Sitting, Drop-In Visits, Dog Walking

Shadow loved Brad. He was his best bud. He would love his daily walks or swimming days. I could always leave town knowing Shadow was in the best hands, because … (more)

from
$40
per night
Calendar Recently Updated
9.
Love working with animals!Pittsfield, MA, 01201
House Sitting, Drop-In Visits, Dog Walking

Julia did a fantastic job sitting for our dogs at our house recently. Very professional, caring and communicative. Would rebook with pleasure! (more)

from
$29
per night
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10.
I can’t wait to make new friends!Southwick, MA, 01077
House Sitting, Drop-In Visits, Dog Walking

Melanie has had an extreme love for animals for her entire life. She attended the course and received certification as a veterinarian assistant and has that kn… (more)

from
$30
per night
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There for them while you’re awaySalisbury, CT, 06068
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have watched animals of all shapes, sizes, and species. From dogs and cats to horses and pigs. I am very comfortable around animals and love to spe… (more)

from
$60
per night
Confirmed availability: Memorial day
12.
hello I like dogstivoli, NY, 12583
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Elana house sat for our two large dogs for a week and a half. The dogs seemed happy and well cared for when we got home. (more)

from
$45
per night
13.
Our Home for Your Best FriendOtis, MA, 01253
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

I have been taking my golden retriever Jasper to Kelly and Nabil for a few years now. They are both such caring pet sitters. I always know when I'm on vacatio… (more)

from
$100
per night
Confirmed availability: Memorial day
14.
Dog lover with flexible schedule!Stockbridge, MA, 01262
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: Hi! I’m a full time real estate agent with a flexible schedule, and I often work from home. My 1 year old Collie/Samoyed mix, Gus, loves other dogs a… (more)

from
$50
per night
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15.
Dogs speak to those who listen.South Egremont, MA, 01258
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Peter has been taking care of our dog Simba for the past 3 summers when we were on vacation. He really puts his heart in caring for him. We trust him completel… (more)

from
$25
per night
16.
Fun, Friendly, Furry😁Winsted, CT, 06098
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: My name’s Lauren. Passion for animals have been active since i was a little girl. I’ve had dogs, cats, hamsters, and fish my whole life. I have two k… (more)

from
$45
per night
17.
Mature, loving, compassionate careCanaan , CT, 06018
House Sitting, Drop-In Visits, Dog Walking

Kathryn Fisher has grown up in a dog loving household. She has had a dog at home every year of her life, most years 2 at a time. Kathryn has shown responsibilit… (more)

from
$40
per night
18.
artist who loves dogs & kids!Hudson, NY, 12534
House Sitting, Drop-In Visits, Dog Walking

About: i've housesat and looked after dogs & cats in brooklyn / manhattan i have administered medicine multiple times a day for older dogs i love to tak… (more)

from
$125
per night
Will love your pets like my own!Dover Plains, NY, 12522
House Sitting, Drop-In Visits, Dog Walking

Kaitlynn was just awesome! She cared for Phoenix while we were in Europe for 10 days and I was completely comforted to know that Phoenix was in such good care… (more)

from
$35
per night
20.
Berkshire dog-loving localSheffield, MA, 01257
House Sitting, Drop-In Visits, Dog Walking

John was so great and came to my house to take care of my two little dogs. Of course the first day there was a snow storm but it didn't stop John!! He came, sh… (more)

from
$33
per night

Rover also offers House Sitting in:


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.