House Sitting Stephentown

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Sitter Profile Image: Caitlin H.
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Caitlin H.
from
$50
per night
5.0 out of 5 stars
• 17 reviews
3 repeat clients
4 years of experience
Pittsfield, MA, 01201

“Caitlin was amazing! It was obvious that Ollie and Daisy loved her. She was very accommodating and took care of our pups with love and kindness. I would ask Caitlin to watch Ollie and Daisy again in a heartbeat! Thank you Caitlin!!”

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Kyle W.
Sitter Profile Image: Samuel M.
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Samuel M.
from
$65
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: Ashley G.
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Ashley G.
Star Sitter
from
$60
per night
4.9 out of 5 stars
• 11 reviews
7 repeat clients
4 years of experience
Rensselaer, NY, 12144

“Ashley was a fantastic sitter. She stepped in when my sitter fell through at the last minute and took great care of my very energetic 11 month old and 60 pound pup. Grace is an energetic pup and Ashley had no problem keeping her entertained; she even took her for car rides. Ashley was able to give Grace her medication and took her on multiple walks a day. She also took great care of my house, took out the garbage, and left everything in perfect condition. Grace was obviously very well looked after and Ashley's attentiveness made me feel comfortable being so far away from home for the first time. i would recommend Ashley for any and all types pet care and sitting. She was a lifesaver on short notice and I will use her any time I travel in the future.”

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Maureen S.
Sitter Profile Image: Gabrielle H.
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Gabrielle H.
from
$32
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: Leona O.
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Leona O.
from
$44
per night
4.8 out of 5 stars
• 13 reviews
3 repeat clients
10 years of experience
North Adams, MA, 01247

“Leona was wonderful with Romeo - he was really calm and happy when I returned. She communicated well, sent updates with photos and left my home better than she found it. I’m booking her for another cat/housesit right now!”

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Elizabeth V.
Sitter Profile Image: Stephanie B.
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Stephanie B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 55 reviews
24 repeat clients
15 years of experience
Troy, NY, 12182

“Stephanie was great very attentive and caring. Handling my old dogs low vision well and I was sent updates and pictures of my boys daily. I would definitely recommend her to anyone!”

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Stephen M.
Sitter Profile Image: Sophia G.
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Sophia G.
from
$60
per night
5.0 out of 5 stars
• 19 reviews
6 repeat clients
15 years of experience
Albany, NY, 12210

About: I had over ten dogs growing up, both large and small, and have had three cats. All have lived to an old age and had a wonderful quality of life! I work from 7am-3pm Monday-Friday with occasional work from homes, so I can provide pet care in the early morning and/or afternoon/evening! On weekends, I am flexible! I focus on building trust and affection with pets, ensuring play time and pets are on their terms, giving space as needed! I am big on safety and keeping a watchful eye on them.

Sitter Profile Image: Gillian G.
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Gillian G.
from
$32
per night
5.0 out of 5 stars
• 21 reviews
8 repeat clients
10 years of experience
Williamstown, MA, 01267

“We are very pleased with having Gillian take care of our two dogs and home. She communicated with us every day with images of the dogs and comments on their behavior and actions. Over the week she was taking care of them, they became very close to her. She understood that they needed reassurance and care while we were gone. When we observed their relationship with her on our return, we knew that they had been well cared for both physically and emotionally. In the future, we will definitely want to have Gillian come back and dog sit our poodles.”

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Helene G.
Sitter Profile Image: Lindsey S.
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Lindsey S.
from
$50
per night
5.0 out of 5 stars
• 1 review
25 years of experience
Cheshire, MA, 01225

About: I've grown up with dogs & cats. I am very involved in rescuing & fostering & have plenty of experience with all sizes, ages, temperaments & am experienced with most medical issues/medicating regimens. My schedule for work is Monday- Friday 7:30-4 pm. I'm available from 5-10 pm weekdays for drop ins and walks. I have open availability for weekends to house sit, go on walks and do drop in visits. I am currently in the process of relocating to New Hampshire permanently. I work full time Monday through Friday and offer pet care on evenings during the weekday, and full time on weekends :) I'm experienced with providing care for difficult dogs and cats and have no issues being able to give medications.

Sitter Profile Image: Bella G.
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Bella G.
from
$65
per night
5.0 out of 5 stars
• 13 reviews
2 repeat clients
10 years of experience
lanesborough, MA, 01237

“Bella was terrific! She stayed over in my home to care for my dog and cat. I appreciated her proactive communications including text with pictures of my dog out on walks with her. She was respectful of my home and I will definitely be in touch with her again to help in the future. I highly recommend her services.”

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Jeannie I.
Sitter Profile Image: Gianna H.
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Gianna H.
from
$40
per night
5.0 out of 5 stars
• 9 reviews
4 repeat clients
15 years of experience
Rensselaer, NY, 12144

About: Dogs are a gift to the earth we will never be able to fully appreciate or understand, the protection and kindness and beauty of their soul is something I truly admire. My roommate in college and longtime best friend has a “Canine Training and Management” degree and I have learned extensive tricks and tools from her to help with any disciplinary issues you may have. Dogs just need to be understood and most of the time we just aren’t listening! I have two cats, who are my world. When I’m not working I’m spending most of my time playing with them, cleaning up after them, and making them happy! I would treat your animals as if they were my own, with the level of protection and care that I would protect my own babies with.

Sitter Profile Image: Rebecca D.
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Rebecca D.
from
$85
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: Hayleigh J.
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Hayleigh J.
from
$80
per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
Albany, NY, 12210

About: I’ve been around animals my whole life. I worked on a farm in 2023 and the rest of my experience is from dog sitting at clients homes, dog walking, house sitting, etc, as well as my own pets. I currently work full time but have a flexible schedule and can check on your pet periodically throughout the day, free all night and on weekends I’d be happy to house sit for you while watching your furry loved ones and taking them on walks, feeding, etc. I am also very good at bathing all animals if needed!

Sitter Profile Image: Samantha F.
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Samantha F.
from
$40
per night
5.0 out of 5 stars
• 13 reviews
4 repeat clients
20 years of experience
Latham, NY, 12110

“Sam did a wonderful job watching over my dogs! They were well taken care of, and she kept me updated throughout the sitting. Highly recommend!”

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Tyler H.
Sitter Profile Image: Beaux K.
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Beaux K.
from
$35
per night
5 years of experience
Hoosick Falls, NY, 12090

About: I have always been an animal lover and this will give me something to do . My husband works , I looking looking for something to do when he is at work . I love to be outdoors so giving your dog a walk would be great . We do have a dog of our own and she loves to play . I have a lab mix , her name is Cleo . She is five years old . I have a nice size yard so your baby ( dog ) will be able to play and have fun . We live in a safe area of Watervliet , NY . I am a outdoors person so going for walks will be great for me.

Sitter Profile Image: Deborah K.
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Deborah K.
from
$60
per night
40 years of experience
West Hatfield, MA, 01088

About: I have Joyfully shared my entire life with pets for 70 years now!! I speak Fluent Feline and Canine and have been a pet parent to dogs, cats, hamsters, mice, turtles and fish as a child and provided daycare for birds. I am also a Certified Level ll Reiki Energy Practitioner. My services include Housesitting, Drop-ins and both dog and cat walking! My beloved Josie used to love going outside on a harness and leash since she and brother Shadow were feral-born barn kitties and then “indoor only” rescue pets for 15+ years! My “Platinum Spa” Services include pet massage and Reiki sessions for an additional fee for Housesitting and Drop In clients. My Passion to care for other people’s pets as a new career/business stems from the tragic loss of both my feline companions at the end of 2024. I have decided to no longer own pets myself and to get my “Pet Love Fixes” by Pampering My Client’s pets as if they were my own!! I have maximum flexibility with scheduling 24/7 for all services in the 5 Colleges Area of Western MA. I am also available to travel outside my local area to provide pet, plant and housesitting services upon request. I provide a full menu of services at client’s homes including multiple walks daily on leash, outings to local dog parks and hiking trails, specialized diets and medications, senior and disabled pet care, active playtime, basic training reinforcement, photos and text updates on how your pet is doing with each visit. My exclusive pet massage and Reiki treatments can enhance your pet’s health and happiness under my care!!

Sitter Profile Image: Chloe L.
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Chloe L.
from
$65
per night
5.0 out of 5 stars
• 3 reviews
2 repeat clients
8 years of experience
Clifton park, NY, 12065

“She’s the best dog sitter I’ve ever encountered. She always makes sure that the dogs are fed and taken care of. 10/10 would recommend to others.”

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Angel R.
Sitter Profile Image: Amad E.
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Amad E.
from
$65
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: Jessica R.
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Jessica R.
from
$88
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 Stephentown is €60

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 - Stephentown

Select a filter and find qualifying sitters offering house sitting.

Sitters in Stephentown average 3
repeat house sitting clients

FAQs for House Sitting - Stephentown

Frequently asked questions about Rover

As of October 2026, there are 457 sitters on Rover offering House Sitting across Stephentown. 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 Stephentown 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 Stephentown 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 Stephentown 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 Stephentown. On Rover:

  • 90% of sitters can help with special care needs
  • 94% 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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