House Sitting in Stockbridge

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

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Top rated Stockbridge house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Amiri S.
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Amiri S.
from
$60
per night
5 years of experience
Woodstock, VT, 05091

About: I have several years of experience caring for cats, dogs, birds, and snakes. Skills include elderly and disabled care for cats and dogs, grooming, playing, transportation, and some training. I currently work part-time and have a flexible schedule, so I have lots of time to care for your pets! I can do overnight care on weekends, drop-off after 1pm Friday - Sunday. I have a fenced-in pen in my backyard with a dog and a bird. I have treats and shareable dog/cat toys. I tend to spend lots of time outside with dogs. I tend to meet cats where they’re at, using toys and treats for the shy ones.

Sitter Profile Image: Bayleigh W.
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Bayleigh W.
from
$40
per night
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Rutland, VT, 05701

About: I have over ten years of experience caring for fur babies of every kind! I grew up surrounded by animals, a passion that has blossomed in my adult years. In high school I worked in a veterinary setting where I was able to learn pet CPR & emergency skills. I am now a human mama to one baby boy who I plan to pass my love of animals onto, we practice and model gentle and respectful handling of all furry friends. I am an animal mama to two goldens, some chickens and a few cats. I work from home, so naturally, spend all my days doting on my fur babies and yours too! Your pets will always be treated with love, kindness & patience by me - whether in my home or yours! I work a very relaxed job from home so I am able to be available to your pet 24/7 for medicine breaks, snack breaks, walks, potty breaks, and scritches! I have experience with every pet type, from Great Danes to bottle fed kittens. If your pet is staying in my home - they can enjoy our fenced in backyard or our dedicated dog loft if they need some time to decompress. Otherwise, they’ll get to hangout with my family 24/7 which includes my two golden retrievers, Franklin & Jasper. Franklin & Jasper have never met a dog they didn’t LOVE. For peace of mind, our dogs will never be fed in the same space as your pet(s). We always welcome you to come see our home and meet Franklin & Jasper before your scheduled drop off date so that you can feel confident and stress free while out of town. If I am watching your pet within your home, my visits are extremely flexible. I am able to accommodate feeding and walk schedules seamlessly.

Sitter Profile Image: Christal T.
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Christal T.
from
$30
per night
20 years of experience
Center Rutland, VT, 05736

About: I have taken care of dogs for a majority of my life. Whether family dogs or my own. I currently have two pitbulls, who are my best friends. Im looking to help others in the community with any pet need they may need. Please reach out and dont hesitate to ask any kind of question! Starting at the end of October I am available Monday - Friday 7am - 4pm. Weekend and after 4pm availability if it works with my family's schedule. Never hesitate to reach out and ask!! I will be your pets best friend. Im full of energy to meet your pups needs or I can enjoy a good relaxing movie day too if thats what your pet needs. I will make sure they get to go out on walks, go potty, clean their poops up, make sure water is full, we can go on rides, to the doggy park if they are friendly with others, grooms, and much more!!

Sitter Profile Image: Chantelle M.
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Chantelle M.
from
$65
per night
5.0 out of 5 stars
4 reviews
26 years of experience
Mount Holly, VT, 05758

About: Lost my fur baby almost 2 years ago. I raised her from a puppy, I also had another dog as well along with cats. My other dog was a rescue so I’m well versed in dogs with anxiety and other social challenges. I do not shy away from dogs with all kinds of different behaviors and quirks. I love dogs (and cats!) and miss having a dog by my side. I would love to help care for other’s fur babies when they’re in need of outside support. I have a degree in Animal Science and am well versed in animal care. I can clip nails, give meds, care for wounds, support with behavioral challenges and socialization, grooming, etc. I have 11 acres where I live and can provide ample exercise through hikes in the woods, I am also open to taking them places like dog parks or vet appointments. I am available and able to handle multiple animals at a time. I have owned dogs and cats my whole life and have done pet, farm and house sitting since I was a kid off and on throughout the years. I have consistently watched a coworkers dog when she is away as well as other friends and family. I currently work full time and have availability nights and weekends. Workday evenings I’m available any time after 5pm. I’m available any time on the weekends. I am in the process of switching to part time employment. Once I am I will have more availability. I have 11 acres of land to walk and hike with dogs on or off leash. I have a cat of my own and separate housing available for dogs that aren’t cat friendly. There is an old dog on property (family member’s in separate housing) that is dog & people friendly. He stays inside in seperate housing except for potty breaks. Dog is available for play for the right fit.

Sitter Profile Image: Lisa B.
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Lisa B.
from
$25
per night
5.0 out of 5 stars
2 reviews
20 years of experience
Williamstown, VT, 05679

Lisa and her partner were available last minute to stay at our home with our dog for a couple days. Our dog was immediately at ease with them and we enjoyed getting picture updates of happy snuggles, playtime, and walks. Great with communication and great with our pup - she was well cared for and relaxed and happy when we got home. All around a good experience!

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Mariah D.
Sitter Profile Image: Elise O.
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Elise O.
from
$35
per night
5.0 out of 5 stars
4 reviews
1 repeat client
18 years of experience
Montpelier, VT, 05602

Elise watched our pack this weekend and did such a great job! Leading up to the weekend Elise was very proactive in getting information on them and asking important questions. We were kept up to date on a regular basis with pics!! This made for a stress free weekend and allowing us to enjoy the wedding out of town! Highly recommend!!

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Michael S.
Sitter Profile Image: kelly s.
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kelly s.
from
$98
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
20 years of experience
Montpelier, VT, 05603

Our family was grateful to be able to leave our home and boxer mix rescue with Kelly - she was very thoughtful, organized, communicative and right away our dog was at ease with her. He was one happy pup while we were away with lots of walks and attention. She also cared for our home. We would definitely recommend Kelly to anyone seeking care for their pet/s!

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Sarah K.
Sitter Profile Image: Chloe M.
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Chloe M.
from
$100
per night
5.0 out of 5 stars
223 reviews
78 repeat clients
13 years of experience
Weybridge, VT, 05753

About: *PRIVATELY INSURED✅ *CPR CERTIFIED/FIRST AID TRAINED 🩹 ***Please be sure to look through my entire profile, photo album and reviews before reaching out, thank you!*** Growing up in a small town in Vermont, where there were more cows than people, I developed a passion for all animals early on. I spent my summers in high school working with horses before working at my first dog daycare and haven’t stopped working with dogs since! Over the last decade, I have worked at well-regarded animal care companies in Vermont and around the Boston area and recently transitioned from a top-rated dog training/off leash hiking company to providing private, full-time dog care services. Fun facts about me: •I love sharks ◡̈ •I went to school for Graphic Design Serving Middlebury and adjacent communities, my mission revolves around the care and enrichment of my furry friends so I will be with your pup at all times! As someone who has worked with countless animals with many different personalities, making each one feel safe and welcome is most important to me. It is my job to create a clean, safe and fun environment. Your dog will have access to my fully fenced in private back yard with my supervision throughout their stay! I understand that every animal has different needs and desires and I will do everything to make sure your furry family member is comfortable!

Sitter Profile Image: Elizabeth G.
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Elizabeth G.
from
$28
per night
4.8 out of 5 stars
12 reviews
1 repeat client
5 years of experience
Bellows Falls, VT, 05101

Lizzie was great with the dogs and everyone was happy on our return. Lizzie was on time and dependable. Everyone was loved as one of her own. I would definitely recommend.

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Amy H.
Sitter Profile Image: anik k.
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anik k.
from
$75
per night
35 years of experience
Putney, VT, 05346

About: I’ve been caring for pets for over 35 years, and I just love it! I have to travel for work which means I can’t have my own right now, so looking after others is a true joy. I naturally treat every animal as if they were my own — and making sure they feel secure, loved, and happy while their parents are away. With every sit, I bring both reliability and heart. Over the years I’ve cared for dogs, cats, parrots, chickens, and more — each with their own unique personalities and quirks. I’ve played with energetic puppies who needed training and adventure, given gentle support and patience to sweet seniors, reassured nervous or shy animals with steady routines & space, and comforted sick or elderly pets in their final days. One of the most important lesson I learnt came from my own senior dog, who had arthritis. Beyond medication, what mattered most were the little things. I could see from her body language that her favorite time of day was simply sitting together in the sun while I gently massaged her and talked to her. Those quiet moments made her feel safe and deeply loved — and they taught me how much presence and empathy matter in pet care. I work remotely with flexible hours, which means I can spend plenty of time with your pets — for walks, play, belly rubs, or simply quiet companionship so they don’t feel alone. While I’m new to Rover, I’ve been sitting through other platforms where I’ve built excellent reviews and references. Having hosted sitters myself, I also understand the trust (and nerves!) that come with leaving your pets and home in someone else’s care. That’s why I believe clear communication is key, and I’ll always keep you updated with photos, feedback, and check-ins so you can relax knowing your pets are safe, loved, and well cared for. My work is remote so I can be anywhere as long as I have wifi. I only work part-time with flexible hours which gives me the space to adapt to your pets needs & also have the time to for plenty of walks, cuddles & play. When caring for pets in their own home, I make sure their routines stay consistent so they feel secure — from feeding and walks to playtime and rest. I pay close attention to each animal’s signals, balancing structure with the affection, stimulation, or quiet companionship they need. Safety is always a priority. I follow your instructions carefully, ensure food and medications are given correctly, and keep doors, windows, and gates secure. I maintain a calm, clean environment so pets feel relaxed, and I treat every home with the same respect as my own. I’m a naturally tidy person who cleans as I go, so you’ll return to a home that feels just as you left it. Having hosted sitters myself, I fully understand the trust (and nerves!) that come with leaving your pets and home in someone else’s care. That’s why I believe strong communication is key. I’m happy to provide updates, photos, and even video calls as often as you’d like — so you can relax knowing your pets are safe, loved, and well cared for while you’re away.

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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!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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.

House Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Stockbridge 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.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.

Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Stockbridge.

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. Stockbridge 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.