House Sitting Stephentown

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Stephentown, Find top rated house sitting

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: Sarah & Noah P.
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Sarah & Noah P.
from
$55
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
10 years of experience
Pittsfield, MA, 01201

About: I have years of experience caring for dogs and cats, including feeding, walking, administering basic medications, maintaining routines, and providing lots of love, attention, and companionship. I mostly work from home but when I’m not home, my fiancé (who will love your pets just as much as me) is! I am always available! A Home Away From Home 🐾❤️ Hi! Welcome to our home! We’re a dog-loving family offering a comfortable, loving, home-away-from-home experience for your fur babies. My partner and I both share a genuine love for animals, and we want every dog in our care to feel safe, happy, and right at home. We have a spacious 2,500-square-foot home with a finished basement that provides extra room and flexibility for our furry guests. We also have a half-acre yard for outdoor time (currently unfenced, so all outdoor potty breaks are supervised and on leash). Our two resident dogs are Sophia, our 50-pound mixed breed, and Chowder, our 20-pound French bulldog. We understand that every dog has their own personality, preferences, and comfort level, so we take introductions at the dogs’ pace and make sure everyone has space to relax when needed. In our home, your dog is welcome to be part of the family! 🛋️🐶 We’re not a strict, no-furniture household. If your pup loves curling up on the couch, they’re welcome to join us. And if they’re used to sleeping in bed with their humans, they’re welcome to snuggle up with me, too! We want them to enjoy the familiar comforts they love at home. We aim to keep your dog’s routine as consistent as possible, including meals, potty breaks, playtime, rest, and plenty of affection. We’ll follow your instructions and do our best to make their stay as stress-free as possible. We’re also happy to send photo updates so you can see how your best friend is doing while you’re away. ❤️ We know leaving your pet with someone new takes trust. Our goal is for you to feel confident that your dog is being cared for like one of our own, with patience, attention, and lots of love. We can’t wait to meet you and your furry family member! 🐾

Sitter Profile Image: McKenna P.
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McKenna P.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 410 reviews
153 repeat clients
8 years of experience
Lenox, MA, 01240

“McKenna did such a wonderful job looking after our Addie. It was clear how much the two of them bonded and how much love and attention McKenna put into looking after her. Would recommend her to anyone!”

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Vickie & John W.
Sitter Profile Image: Western B.
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Western B.
from
$75
per night
5.0 out of 5 stars
• 4 reviews
20 years of experience
Dalton, MA, 01226

About: Dogs and I understand each other. I've always gotten them and they've always gotten me. Maybe because I grew up with three mammoth Samoyeds and Malamutes, and shared my life with Max, my sweet Cavalier, until he passed. Beyond love and care, I'm good at training and socializing, and dogs respond to my calm, confident leadership. I once cared for a reactive dog who barked at everyone who came near her, and I was the only one who could get her to settle and listen. After a month with a young Portuguese Water Dog, her owners told me she moped after I left. But mostly I think dogs feel good around me because they sense I genuinely care about them. I believe dogs are here to teach us to love and I want every dog to experience great care. For me, good dog care starts with getting to know the dog and the people who love them. I think dogs feel safest when their sitter truly knows them. Before any stay, I like to meet you and your dog, take a short walk together, and learn the little things that make your dog feel at home. That's why every stay begins with a meet and greet. What I offer that's different: - Pick-up and drop-off for longer stays: For stays of a week or more, I'll pick up and drop off your dog anywhere within a 30 minute drive of Dalton, including Lenox, Stockbridge, and Great Barrington. One less thing to manage before your trip. My home is calm and quiet, with a large, fully fenced backyard on a peaceful street in Dalton. I work from home, so your dog has company through the day, plus walks, play, and plenty of affection. I follow your instructions to the letter so your dog's routine stays as close to home as possible, and you'll get photos and a quick update every day so you can relax and enjoy your trip. Also happy to reinforce any training your dog is working on like leash manners. How I work: Every new client starts with a meet and greet, about 30 minutes with a short walk together, so your dog and I can meet before the stay. It helps make sure we're a great match, and your dog arrives already knowing a friendly face. Boarding in my home is a great fit if your dog: Settles comfortably for stretches after the initial sniffing and cuddles to get used to a new space. Is house-trained and walks well on a leash Is not a heavy shedder or super vocal Services Boarding: 2-night minimum House sitting: 2- night minimum, 2 night maximum for first sit I'd love to hear about your dog! I work from home so your dog will have plenty of companionship and attention from morning to evening. I usually walk dogs according to the schedule they are used to. In between, they can hang with me. IFeeding times will also coincide with your instructions. I'm an early riser so you are welcome to drop your dog off (with notice) as early as 7:30 am. I have a large three bedroom home with an huge fenced back yard on a quiet street near trails. It's single floor so no stairs for older dogs to contend with.

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: Brenna B.
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Brenna B.
from
$100
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
12 years of experience
Pittsfield, MA, 01201

“Brenna was an amazing pet sitter for us. We have two dogs, both seniors, and one with significant health issues. It is always hard to leave him but had our son's wedding in Canada to attend. Brenna sent constant updates and photos to ease our mind while away. They were very well cared for and loved. I would use Brenna again in a heart beat!”

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Nadine S.
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: Lydia A.
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Lydia A.
from
$25
per night
5 years of experience
Pittsfield, MA, 01237

About: I have had several wonderful experiences caring, walking and looking after dogs. I have several family members as well as family friends with furry friends that they have let me walk and look after while they are away. I love to play and sit in the yard as well as cuddle up spend time with my animals when we're not going for a walk. I don't have any dogs but I do have two lovely indoor cats at home which I make sure have their every need taken care. I do the same with any animals I am taking care of at the time because I know how important these dogs are to me and to the family that they are apart of! If treats or fun playful activities such as fetch are apart of these dog's lives then I love to partake as well! I work part time which leaves plenty of time to look after your pets! I take care of my kitties whenever I am home and leave plenty of toys for them to play with when I’m not home. I can walk and visit dogs and cats at your home or take in a cat at mine. I do have two cats of my own living with me.

Sitter Profile Image: Daniel V.
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Daniel V.
from
$75
per night
5.0 out of 5 stars
• 3 reviews
2 repeat clients
16 years of experience
Melrose, NY, 12121

About: I've been pet sitting for many years and now will be expanding onto Rover. I know our pets do so much for us and should be treated as family I'm dedicated to taking care of each customer with respect and professionalism, with or without 4 legs. I know you will feel at ease when away from your pet I'm dedicated to taking care of each customer with respect and professionalism, with or without 4 legs. I know you will feel at ease when away from your pet

Sitter Profile Image: Mariana F.
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Mariana F.
from
$32
per night
5.0 out of 5 stars
• 3 reviews
10 years of experience
North adams, MA, 01247

About: ive had a couple of dogs growing up in my childhood, a sweet old black lab and a super crazy dingo.. in my free time after school and during summer i used to walk them, no amount of walking could satisfy my dingo..! id have her pull my bike to get all her energy out since we didnt have any closed in areas she could run off in.. ( i dont do this anymore! i realize its not very safe! she absolutely loved it for sure though) i love pups big and small old and energetic theyre all very unique and id love some new friends to get me out of the house. id ask you beforehand of course if youd be okay with them swimming, theres a pond i can bring them to after walking to cool off at. i have two cats, so id like to know how your dog reacts around small creatures, if they cant be in contact i can always but them into a room while the dog is over. most likely theyd be outside keeping me company! lots of shade and id keep em well hydrated and happy :3 i currently have been on a job hunt since what feels like forever, my schedule is very. very open.. since i dont have a car, but I have an electric scooter thanks to a helpful couple I babysat for! drop off would be ideal, if youre close enough to walk to i can do that too! my cats get their waters filled and cleaned almost daily, lots of love of course and are very spoiled. i dont have any dogs at the moment, so of course id love to chat about what youd expect and need for your lovely pup! im good with communication and friendly, special needs id be extra attentive to. im very good at remembering small things, though id still write em down incase!

Sitter Profile Image: Samantha B.
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Samantha B.
from
$65
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
10 years of experience
Schodack Landing, NY, 12156

“Pets were happy and fed and my house was in great shape when I got home. Thank you for allowing us a worry free getaway!”

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Michelle F.
Sitter Profile Image: Angela C.
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Angela C.
from
$40
per night
15 years of experience
Rensselaer, NY, 12144

About: I really enjoy pet sitting. It is a calming activity that is healthy and keeps me occupied. I have experience taking care of dogs, puppies, cats, fish, chickens and parakeets. I have been the person that people call in short notice for me to house and pet sit. I've been available same day in emergency situations. I understand how difficult it can be when you need to be somewhere but you have to figure out a plan for your pets. I am responsible and take daily notes on your pets as I care for them. I am very flexible and will do exactly how you would want me to care for your pets while your away. I look forward to meeting you and your pets. Thank you!

Sitter Profile Image: Rebecca D.
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Rebecca D.
from
$85
per night
5.0 out of 5 stars
• 8 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: Brian L.
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Brian L.
from
$69
per night
4.9 out of 5 stars
• 159 reviews
84 repeat clients
20 years of experience
Schenectady, NY, 12306

“We have used Brian before for overnight stays for our dog Molly! He is is great, very trustworthy and reliable! We will definitely use him again!”

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Ashley R.
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: MARIANA A.
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MARIANA A.
from
$100
per night
8 years of experience
Albany, NY, 12207

About: I have hands-on experience caring for dogs of all ages and temperaments, including training my own dog, Zion. As a responsible and attentive pet care provider, I focus on ensuring pets are not only well-fed and exercised but also mentally stimulated. I offer personalized care, whether it's a fun walk, training sessions, or companionship for your dog. I specialize in basic obedience training and understand the needs of both puppies and senior dogs. With Zion, I’ve practiced commands, socialization, and positive reinforcement techniques, ensuring a happy and well-behaved dog. Pet care is part of my daily routine. I make time each day for walks, training, and playtime. My flexible schedule allows me to offer consistent care for your pet, whether it's a quick walk or extended care while you're away. I'm committed to providing the attention, exercise, and love pets need. I prioritize the safety and well-being of every pet. I always make sure to use secure collars and leashes, and I pay close attention to the surroundings, especially when there are other dogs nearby. I am constantly vigilant and take every precaution to ensure your pet stays safe during walks and playtime. My focus is on providing a secure environment, ensuring your pet receives the care, attention, and exercise they need while staying safe and having fun all the time.

Sitter Profile Image: Amy T.
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Amy T.
from
$30
per night
4.6 out of 5 stars
• 25 reviews
7 repeat clients
10 years of experience
Delmar, NY, 12054

“Amy was available short notice and very accommodating. She took really cute pics of my puppy too and sent to me. He was happy, fed, played with, brought outside, and safe.”

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RevGretchen E.
Sitter Profile Image: Ryley S.
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Ryley S.
from
$80
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
5 years of experience
Cohoes, NY, 12047

About: I am everyone’s go to dog sitter.. mostly because they quickly become be best friend.. I am reliable, great with dogs, and treat every dog as if it were my own pet! I currently work from home during the winter months, which leaves me plenty of time to walk/ care for/ and play with your dog ! This includes basic needs such as feeding, water, shelter.. lots of attention with walks/ play time! Followed up with updates and pictures to its owners

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

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  • 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.

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    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.
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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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