House Sitting West Stockbridge

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

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Over 15
pet parents in West Stockbridge have booked house sitting

West Stockbridge, Find top rated house sitting

Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Ashley & Robert D.
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Ashley & Robert D.
Star Sitter
$111
total per night
5.0 out of 5 stars
• 25 reviews
11 repeat clients
25 years of experience
Austerlitz, NY, 12017

“Ashley is so helpful and so kind. My senior dog is downright high maintenance, and she took special care of him and the others, too. Highest recommendation!”

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Susie N.
Sitter Profile Image: Taylor W.
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Taylor W.
Star Sitter
$80
total per night
5.0 out of 5 stars
• 21 reviews
9 repeat clients
20 years of experience
Lee, MA, 01238

“Taylor took wonderful care of our sweet senior girl (15yo!) who has particular needs and takes meds. Sasha was happy and content when we got home, and our house looked great, too. We’re very grateful for the thoughtful care and would absolutely recommend Taylor.”

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MA
Sitter Profile Image: Michelle & David L.
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Michelle & David L.
$184
total per night
5.0 out of 5 stars
• 97 reviews
22 repeat clients
4 years of experience
Pittsfield, MA, 01201

“Michelle came to our home and watched our pup for the day! She sent fabulous photos throughout the day and communicated during the day. We had no doubt she was in great hands and being well taken care of. We came home and our pup was happy and wagging her tail. Our pup gave her a lick and a goodbye!?”

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Melissa S.
Sitter Profile Image: Samuel M.
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Samuel M.
$73
total per night
18 years of experience
Pittsfield, MA, 01201

About: I am the son of a former vet tech and zookeeper. For as long as I can remember caring for animals of all kinds has been an ingrained mindset and part of my life. I have many years of sitting, fostering, and adopting animals of various species, age, temperament, and medical needs. I pride myself of showing up for my clients and their pets needs and understand the anxieties inherent in watching your home and invaluable pets wellbeing. I work part time with a relatively flexible schedule. If booked, I understand the importance of enrichment and varying levels of time and attentiveness needed. Pets are all unique and I prioritize meeting my client's needs for their pets. Understanding the importance of trust in any pet sitting work is not something I take lightly. Your home and pets wellbeing are my top priority. I am happy to meet client's request for updates with photos and and info to ease any worries.

Sitter Profile Image: Kimberly G.
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Kimberly G.
$62
total per night
8 years of experience
Pittsfield, MA, 01201

About: I have been taking care of pets of family and neighbors since I was 18. Love to walk and play with them. I have a lot of experience. I am currently just doing afternoons 4-11 during the week but weekends I am able any time of the day if needed it. I am very flexible I will be able to take care of you dog of the comfort of your home, for your dog's greater safety, if you prefer.

Sitter Profile Image: Gabrielle H.
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Gabrielle H.
$36
total per night
5.0 out of 5 stars
• 1 review
1 repeat client
15 years of experience
Pittsfield, MA, 01201

About: I have been a volunteer at the Berkshire Humane Society for over a year now working within the kennel and have been trusted with friends and family's dogs throughout my life! I have personally trained both of my large breed pups and have experience with both puppies and senior dogs! <3 I currently work full time Mon-Fri so I have full availability at nights for drop-ins and walks. I have weekends and holidays free for all services! I will always find the best time and place to give your pets what they need. I am not able to bring pets to my apartment, but will gladly give them all the care and attention they need in their home, or out and about!

Sitter Profile Image: Ashley G.
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Ashley G.
Star Sitter
$67
total per night
4.9 out of 5 stars
• 11 reviews
7 repeat clients
4 years of experience
Rensselaer, NY, 12144

“This was a short notice booking and Ashley was great! She communicates well and was happy to provide updates and pictures. We would certainly hire her again!”

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Paul A.
Sitter Profile Image: Anna C.
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Anna C.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 49 reviews
17 repeat clients
12 years of experience
Troy, NY, 12180

“We were so grateful to have found Anna for this stay!! She was very helpful and stayed in touch with updates and photos. We were extra worried about leaving Lexi for this trip, as it was our first time away after our other dog passed. Anna was so understanding and took great care of our baby (and house!) while we were gone!! Thank you so much Anna!!!”

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Katie W.
Sitter Profile Image: Erin O.
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Erin O.
$78
total per night
5.0 out of 5 stars
• 36 reviews
10 repeat clients
20 years of experience
Westfield, MA, 01085

“Erin did a great job taking care of our dog and house. Our dog was healthy and happy when we returned home and our house was exactly as we had left it. We hope Erin is available the next time we travel.”

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Cynthia S.
Sitter Profile Image: Yvette C.
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Yvette C.
$36
total per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
9 years of experience
Winsted, CT, 06098

About: I am a dependable, patient, and caring animal lover with many years of personal experience caring for dogs. I previously cared for my own Rottweiler for nine years, so I am comfortable with large breeds as well as smaller pets. I understand that every animal has a different personality and routine. I will follow your instructions carefully and treat your pet with the same love, attention, and respect I would give my own. Pet care fits well into my routine. I carefully schedule each booking around my work hours so I can provide dependable, unhurried care. I will keep my availability updated and communicate clearly with every pet owner. I follow each owner’s instructions closely, including feeding schedules, medication needs, walks, and house rules. I keep doors and gates secure, supervise pets carefully, maintain a clean environment, and provide regular photo updates.

Sitter Profile Image: Katie O.
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Katie O.
$84
total per night
5.0 out of 5 stars
• 23 reviews
4 repeat clients
20 years of experience
Torrington, CT, 06790

“Katie is truly the best. She took care of our pit bull and our sphynx, plus our best friend’s older pit who has mobility issues, anxiety, and a pretty involved medication routine. Managing all three could not have been easy, but she handled everything with so much care and attention. We’ve used Katie multiple times and she’s always reliable, communicative, and incredibly trustworthy. She keeps us updated with messages and photos, takes great care of our home, and most importantly makes sure our pets are happy, comfortable, and well cared for. It gives us so much peace of mind knowing they’re in such good hands. This was our third time working with Katie and we wouldn’t hesitate to book her again and highly recommend her to anyone looking for a dependable and compassionate sitter.”

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Jamesia B.
Sitter Profile Image: Rebecca D.
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Rebecca D.
$95
total per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
12 years of experience
Albany, NY, 12207

“Wonderful in all ways! Her care of Jake was spectacular!! Becca sent daily updates, house was super clean when we returned. Becca is very kind, easy, responsible, practical and caring - understands house care as well as loving our dog. A truly rewarding experience.”

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Lori M.
Sitter Profile Image: Janice A.
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Janice A.
Star Sitter
$178
total per night
5.0 out of 5 stars
• 285 reviews
81 repeat clients
35 years of experience
RHINEBECK, NY, 12572

“Janice is fantastic. I was in desperate need of a cat sitter for an emergency trip just days away. Janice responded right away and arranged a meet and greet for the next day. She connected with my cat (who is usually a little shy of strangers) right away, and I immediately relaxed knowing he and my home would be in good hands. Janice was very communicative and took care of everything. I came home to a happy boy who had clearly had fun playing while we were away, and I am so grateful to her. I will definitely entrust Janice again for future pet care needs.”

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Jessica H.
Sitter Profile Image: Amad E.
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Amad E.
$73
total per night
5.0 out of 5 stars
• 34 reviews
7 repeat clients
15 years of experience
Northampton, MA, 01060

“As always our dogs are so happy and love when Amad stays with them, they start wagging their tails when the suitcases come out. Amad is very attentive and walks them frequently throughout the day. He is very easy going and does a great job.”

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Stephen S.
Sitter Profile Image: Jeffrey S.
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Jeffrey S.
$173
total per night
30 years of experience
Falls Village, CT, 06031

About: Hi I'm Jeff an experienced and professional pet sitter, dog walker, and provider of overnight pet care, I offer loving, dependable service that brings complete peace of mind. Whether it's daily visits or extended stays, your pets are treated like family every step of the way. I'm fully licensed, insured, and bonded, and certified in Dog and Cat First Aid & CPR—so you can rest easy knowing your furry companions are in safe, experienced, and genuinely caring hands. I have over 25 years of construction experience. I also offer Handyman Services which can be done while I am at your home. 🐾 Licensed, Insured, and Bonded • Certified in Dog & Cat First Aid and CPR Caring for animals isn't just something I do—it's my full-time profession, my livelihood, and my passion. I take great pride in providing dependable, compassionate care for pets of all kinds, including dogs, cats, birds, fish, chickens, goats, rabbits, hamsters, gerbils, and more. When you entrust me with the care of your beloved companions, I go far beyond basic walks and feeding routines. Their happiness, comfort, safety, and well-being are always my highest priorities. While I know I can never replace your presence, I work hard to provide the love, attention, companionship, and personalized care your pets deserve while you're away. To make life easier for my clients, I also offer handyman and home care services. Whether it's watering plants, bringing in mail, managing trash and recycling, hanging pictures, completing small repairs, painting, or helping with other household tasks, I'm happy to assist while caring for your pets and home. By combining professional pet care with reliable home services, my goal is to give you complete peace of mind, knowing your pets are loved, your home is cared for, and everything is being looked after by someone who genuinely cares. 🐾❤️🏡 When you entrust me with the care of your furry companions, I go above and beyond basic dog walking and playtime; I prioritize their happiness and welfare. Understanding that I can never replace your presence, I tirelessly strive to complement your affection and care by providing the attention and love your pets deserve, even in your absence. I also integrated handyman services into my offerings, recognizing the convenience and practicality of addressing tasks while caring for your pets. Whether it's watering your plants, hanging a picture, managing waste or recycling, or even handling small repairs and painting, I am here to help. Through this fusion of pet care and handyman services, my aim is to simplify your life while ensuring the well-being of your cherished pets and your home.

Sitter Profile Image: Chad D.
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Chad D.
$27
total per night
5.0 out of 5 stars
• 15 reviews
7 repeat clients
1 year of experience
Cohoes, NY, 12047

About: I've had pets in the past and love caring for them and playing with them. Grew up with a cat, had a dog and coserved a cat with my wife. Because we may move some time internationally, we haven't wanted to make a long term commitment, be we would love to be grandpetparents where we help out by babysitting while people need to travel pet free for a short time. I work full time but from home several days a week. My son, who loves animals will be around on days I am not at home. We would welcome any pets as part of the family. They can cuddle with us on the couch and play out in the yard or chill on our screened in porch. Unfortunately, we cant care forndigs for more than 5 or 6 days as we arent physically able to care for them.

Sitter Profile Image: Jessica R.
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Jessica R.
$98
total per night
25 years of experience
Deerfield, MA, 01373

About: early years, my family were training Morgans for the Kentucky Derby. It had been an exhilarating journey, one that beautifully intertwined skill, patience, and a profound bond with these majestic horses. Each horse is unique, deserving of personalized training that not only harnesses their incredible speed and agility but also fosters a deep connection between horse and trainer. As l've grown, my focus has shifted from merely training to cherishing those heartfelt connections, as they truly enrich my life. Alongside my passion for equine training, I find immense joy in the companionship of dogs and cats, nurturing their spirits It’s all I do - besides writing. I chose to step Away from The chaos of the world to care for my own well being by taking care of animals. With respect, kindness and love as I would expect in my own home and with my own pets. Pets bring joy and peace to my life.

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The median cost per night for house sitting in West Stockbridge is $60

Pet parents share their Rover experiences - West Stockbridge

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5.0 out of 5 stars

Sally was wonderful and very patient with our crew who were adjusting to a brand new environment and definitely were testing boundaries. She was compassionate and communicative and I really felt like she appreciated all their unique little behaviors!

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Michelle M.
House Sitting
5.0 out of 5 stars

Sally is an exceptionally caring person! She took care of my 3 dogs and my whole house! She serenaded the pups and put up with their mischief. I look forward to working with her again soon!

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Susie N.
House Sitting
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.

How to book house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for house sitting - West Stockbridge

Select a filter and find qualifying sitters offering house sitting.

Sitters in West Stockbridge average 4
repeat house sitting clients

FAQs for House Sitting - West Stockbridge

Frequently asked questions about Rover

The average cost of House Sitting in West Stockbridge is $89 per night as of October 2026. Most bookings cost between $83 and $103 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 331 sitters on Rover offering House Sitting across West Stockbridge. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred West Stockbridge walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in West Stockbridge maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in West Stockbridge choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in West Stockbridge. On Rover:

  • 92% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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