House Sitting in Hillsdale

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.

Search Results

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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

Kathleen was excellent with our German Shepherd who had been spayed only a few days prior to Kathleen's stay at our home. Kathleen was extremely loving and took… (more)

from
$80
per night
Calendar Recently Updated
Julia N.
2.
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
$40
per night
Confirmed availability: 4th of July
James W.
3.
Local Friendly Dog CompanionS Egremont, MA, 01230
House Sitting, Drop-In Visits, Dog Walking

I’ve known James for 5 years and was living with them when they adopted their rescue dog Sharky. What I can tell you is you won’t find someone who cares as sinc… (more)

from
$75
per night
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Mackenzie B.
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
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Kacey M.
5.
i’ll treat your pet like my own!port ewen, NY, 12466
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kacey has been walking my dog wilson for years now. I can always depend on her to come when i need her and i know wilson is always in good hands and then we’ll … (more)

from
$40
per night
Friendly Nature & Animal Lover 🐶🌲Chatham, NY, 12037
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Juliana is wonderful with my very energetic girl Stella. Stella gets so excited when she sees anyone or any other dog and Juliana is able to walk with her and… (more)

from
$35
per night
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7.
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
$49
per night
Confirmed availability: 4th of July
Large Property- Loving FamilyHillsdale, NY, 12529
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

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… (more)

from
$50
per night
Calendar Recently Updated
9.
I AM AVAILABLE WEEKDAYS & WEEKENDSGlasco, NY, 12432
House Sitting, Drop-In Visits

Drew was great with my dog Izzy. Excellent communication with me and I could tell he really cares about what he does. Booked for house stay and was able to full… (more)

from
$45
per night
10.
Warm, loving, inclusive - dog loverTivoli, NY, 12583
Dog Boarding, House Sitting, Doggy Day Care

I have known Sarah for many years and have seen the loving care she has given to her own family dogs. I have 2 jack russells whom she has watched in the past a… (more)

from
$80
per night
11.
Experience dogs of all sizes & catsHannacroix, NY, 12087
House Sitting, Drop-In Visits, Dog Walking

Colleen has been dog sitting for my 3 large dogs and cat.she does a wonderful job and even my friends use her! She’s the best! (more)

from
$45
per night
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12.
Animal lover! Especially dogs!Great barrington, MA, 01230
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Shayna is a wonderful human who has an incredible demeanor when interacting with dogs. Our puppy is a little skiddish when meeting new people, and when he first… (more)

from
$50
per night
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Access to dog park and lots of loveSalisbury, CT, 06068
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

When it comes to dogs, Katherine knows what she is doing. She has been an animal lover all her life and will treat your dogs as one of her own. She knows how to… (more)

from
$45
per night
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14.
Substitute dog lover ❤️Catskill, NY, 12414
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Amanda watched our 1 year old puppy for a whole weekend and was incredible. She took him on lots of walks and kept us posted and sent pictures. She is super rel… (more)

from
$70
per night
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15.
Fun and nurturing companion!West Coxsackie, NY, 12192
House Sitting

Emily did a great job caring for Jazz. She followed all instructions left for her and Jazz seems to enjoy her company. (more)

from
$40
per night
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16.
I connect very well with animals.Hudson, NY, 12534
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Hirschy is a wonderful sitter with a huge love of all dogs. She had a real knack for instinctively knowing the emotional needs of my dog. She is incredibly kind… (more)

from
$80
per night
Confirmed availability: 4th of July
17.
Our Home for Your Best FriendOtis, MA, 01253
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Kelly has taken amazing care of our dog Eli when we travel or are taking a day trip. Eli LOVES to go to her home...when we say her name, he wiggles and hops in … (more)

from
$100
per night
Calendar Recently Updated
18.
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
19.
College Student and Dog Lover❤️Catskill, NY, 12414
House Sitting, Drop-In Visits, Dog Walking

Rachel is one of the most kind and caring people I know! She’s been taking care of animals for so much of her life and puts her heart into it. She will absolute… (more)

from
$60
per night
20.
Quality Care for Your Furry FriendsElizaville, NY, 12523
House Sitting, Drop-In Visits, Dog Walking

About: I’ve taken care of dogs since I was 10 years old. I’ve had experience with many types of dogs such as Australian Sheppards, Labs, Husky’s, mixed bree… (more)

from
$30
per night

Rover also offers House Sitting in:


Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Hillsdale house sitting needs. On Rover, it's easy to find a loving dog sitter in Hillsdale who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Hillsdale house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Hillsdale for your dog — people who'll treat him like family.