House Sitting Housatonic

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

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Over 19
pet parents in Housatonic have booked house sitting

Housatonic, 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 did a wonderful job with my three pups! She quickly understood their personalities and all they needed. She took great care of the house and everything and we look forward to seeing her again soon! Thanks, Ashley!”

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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 was great to work with. She communicated during her stay at our house about our dog who takes many medication and how he was doing. Even sent us a great picture of him lounging on the couch. I would recommend her highly.”

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Dawn K.
Sitter Profile Image: Sally A.
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Sally A.
$167
total per night
5.0 out of 5 stars
• 46 reviews
13 repeat clients
50 years of experience
Richmond, MA, 01254

“I was very nervous about leaving my older dog for a quick trip but Sally was an absolute dream. Right off the bat she eased my concerns and my dog was very comfortable with her. It was clear she was highly knowledgeable about animals and definitely an animal lover! I'm very happy with Sally's communication and I can honestly say she went above and beyond for my fella. I was able to relax and enjoy my trip knowing my precious pup was being spoiled at home. Rest easy with booking Sally, she's a dream to have as a sitter!”

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Jen L.
Sitter Profile Image: Western B.
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Western B.
$84
total 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: Lauren S.
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Lauren S.
$95
total per night
5.0 out of 5 stars
• 3 reviews
15 years of experience
Lenox, MA, 01240

About: While working as a travel nurse, I had the privilege of staying in many homes with pets of all personalities and needs, giving me experience adapting to different routines and environments. I bring a calm, grounded, and intuitive presence that helps animals feel safe and at ease. I'm naturally nurturing (a mama to my own two kitties), attentive to the little details, and I truly enjoy building trust with every animal. My goal is for your pet to feel loved, comfortable, and well cared for while you're away, and for you to have complete peace of mind. I genuinely enjoy starting and ending my day with walks, playtime, feeding, and quality time with animals. My schedule is flexible, allowing me to provide dependable care while giving pets the attention, exercise, and companionship they deserve. I love being outdoors, so daily walks are something I truly look forward to, and I always make time for cuddles, enrichment, and keeping pets comfortable in their own routine. My parents have an elderly cockapoo who has taught me the importance of patience, gentle care, and paying attention to the little changes that come with aging. My husband and I also have two cats, so I'm familiar with their daily routines, from feeding and litter box care to playtime, affection, and respecting each cat's unique personality. I understand that every pet has different needs, and I strive to make them feel safe, comfortable, and loved every day.

Sitter Profile Image: Yasmin Jamal A.
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Yasmin Jamal A.
$100
total per night
5.0 out of 5 stars
• 2 reviews
20 years of experience
Pittsfield, MA, 01201

About: I waitress, have taken care of seniors and am a certified yoga instructor. I have had cats, dogs, chicks, fish, hamsters. I currently do not own any pets. Pets to me are precious friends who are to be taken care of like children. With full attention, support and love. I work from home so I am able to provide that kind of care. I work from home (virtually) and can accommodate boarding weekdays and weekends. I keep a clean and tidy home and have a gorgeous park very close by. Pet care fits in my routine as I used to have a cat until recently. I care for pets with respect and integrity. Showing them love and care. Keeping them and the area around them clean. Accommodating to their needs by always keeping an eye for out for them.

Sitter Profile Image: Julie G.
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Julie G.
Star Sitter
$62
total per night
4.9 out of 5 stars
• 19 reviews
3 repeat clients
4 years of experience
Holyoke, MA, 01040

“Julie was amazingly flexible, as our schedule was unknown, and was there when we needed her. More importantly, she was good with Ricky, took him out for walks as well as for his sanitary needs, and kept us regularly informed, with pictures. If we are in the area again we will seek her to assist us, and Ricky, again.”

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John M.
Sitter Profile Image: Christine A.
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Christine A.
Star Sitter
$178
total per night
4.9 out of 5 stars
• 100 reviews
33 repeat clients
33 years of experience
Stanfordville, Sharon, CT, 06069

“The second time Christine stayed with Suki, my kitty was totally comfortable with her. Watching the two of them upon my return home, I could see there was a real bond between them. Beyond ensuring a pet's physical needs are being met, its emotional well-being is the most important and most challenging thing a pet sitter needs to provide for. I am happy that I can be away from home knowing that Suki will be cared for and contented in her own space with someone she trusts and loves. Christine kept me well informed with updates and photos while I was away, too, which kept ME happy!”

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Carena P.
Sitter Profile Image: Samantha B.
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Samantha B.
$73
total 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: Carol K.
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Carol K.
$106
total per night
5.0 out of 5 stars
• 129 reviews
44 repeat clients
15 years of experience
West Hartford, CT, 06117

“Carol was absolutely wonderful! Very communicative and provided regular photos and updates on how our pup Winnie was doing. You can tell she absolutely adores dogs and treats them with the love they deserve! Will definitely continue to use Carol as our sitter in the future”

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Kenzie J.
Sitter Profile Image: Hope S.
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Hope S.
$39
total per night
10 years of experience
Sand Lake, NY, 12153

About: I’ve cared for a variety of animals for several years anywhere from newborns, to senior pets I am familiar with giving specific medical care and abiding by health plans. I am new to the area and will be starting a new career at the beginning of next year and am looking for something I am passionate about to fill my time until then. The only reason I will not offer pet care from my home is because have so many myself! However I’m very willing to travel back and forth to care for my own animals just as I would care for someone else's out of their home whether it is visits or overnight stays!

Sitter Profile Image: Brittany F.
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Brittany F.
$73
total per night
5.0 out of 5 stars
• 9 reviews
5 repeat clients
20 years of experience
Longmeadow, MA, 01106

About: I have been walking and caring for my own personal animals - 2 dogs, cat, bird, hamsters since I was 5 years old. I also have been dog sitting and walking for numerous neighbors and friends in the area. I work during the day a full-time job. I am available early in the morning and after 4:00pm during the week. I am available on the weekends anytime of the day. I have a fenced in backyard that my 4 year old Brittany Spaniel, Maggie loves to run around and play ball. It is completely fenced in so she can't get out. I love to be outside playing with my dog and bring her on 3+ walks a day around town and at the local park.

Sitter Profile Image: Jesse L.
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Jesse L.
$167
total per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
10 years of experience
Northampton, MA, 01062

About: I have been the proud dog dad of Franklin, a rescue 15 year old terrier mix who suffers from separation anxiety, for over 10 years. More recently, I have cared for him through eye removal surgery as well as terminal joint and heart issues. As a result, I have experience giving oral, ocular and topical medications. I have this experience with other dogs as well, as I am always quick to volunteer for any opportunity to walk or babysit a friend or families dog - even going so far as to visit dogs rather than people at family weddings. I am a recovering lawyer who wants to devote 100% of my time to your dog! Please check my schedule or reach out. Thanks, and tell your dog I said hi! First and foremost, I care for animals by showing them love and respect. When it comes to caring for your pet, I will conscientiously follow all instructions you provide and never put your pet in any danger. I am 100% focused on your dog when they're in my care, so I don't give them an opportunity to do anything unsafe!

Sitter Profile Image: Amy T.
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Amy T.
$34
total 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: Sydney D.
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Sydney D.
$139
total per night
20 years of experience
Springfield, MA, 01109

About: I’ve been an animal lover for as long as I can remember! I grew up with Labs, so I’m very familiar with big personalities, lots of energy, long walks, playtime, and plenty of slobbery love. 🐾 I also adopted a cat, which taught me that sometimes the best way to win a pet over is to let them come to you (and maybe offer a few treats!). Although my own pets have since passed, they gave me years of experience, amazing memories, and a genuine love for caring for animals. I’m patient, playful, attentive, and always focused on making pets feel safe and comfortable. Whether your pet wants an adventure outside, a game of fetch, or just some extra love and company, I’m happy to be their new buddy while you’re away! ❤️ I currently own my own business and make my own hours and work from home, so I can easily make my own schedule fit around any pet care! I'm lucky to have an open, comfortable and clean home where I can walk animals on the many acres I live on. I can also crate animals if that's how they are trained. When in other people's homes, I'm incredibly conscious of being considerate, following directions to respect their space, and understanding how the animal uses and loves the space.

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The median cost per night for house sitting in Housatonic is $65

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  • 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 - Housatonic

Select a filter and find qualifying sitters offering house sitting.

Sitters in Housatonic average 3
repeat house sitting clients

FAQs for House Sitting - Housatonic

Frequently asked questions about Rover

The average cost of House Sitting in Housatonic is $94 per night as of October 2026. Most bookings cost between $80 and $112 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 291 sitters on Rover offering House Sitting across Housatonic. 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 Housatonic 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 Housatonic 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 Housatonic 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 Housatonic. On Rover:

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