House Sitting East Canaan

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East Canaan, 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: Katie O.
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Katie O.
from
$75
per night
5.0 out of 5 stars
• 23 reviews
4 repeat clients
20 years of experience
Torrington, CT, 06790

“Wow! We’ve had several sitters over the years and Katie was BY FAR the best sitter ever! We booked the house sitting option and Katie was able to let our kitties out for even longer than expected. She went above and beyond. She let us know when food was running low and even offered to go get it!! Constantly sent us awesome photos and really seemed to bond with our furry babies.”

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Angela M.
Sitter Profile Image: Kelly H.
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Kelly H.
from
$125
per night
5.0 out of 5 stars
• 66 reviews
31 repeat clients
14 years of experience
Otis, MA, 01253

“Kelly & Nabil are exceptional sitters. They left our home spotless, sent photos of our pets and took great care of them. Our pup was sad to see them go, we feel so fortunate to have found such loving and caring pet sitters!”

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Katherine O.
Sitter Profile Image: Keri H.
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Keri H.
Star Sitter
from
$95
per night
5.0 out of 5 stars
• 60 reviews
20 repeat clients
20 years of experience
Lenox, MA, 01240

“Keri was a pleasure to communicate with before and during the pet sit. Our dog, Katy, who is a somewhat recent rescue who doesn't love everyone, took to Keri right way and rested at her feet when we reviewed my long and detailed instructions in our orientation. Katy has a weird behavior associated with her anxiety and that didn't phase Keri at all. Our house has some idiosyncrasies and Keri didn't seem to mind managing those things, like our Berkey water filter needs refilling in a specific way and the AC drips into a bucket so has to be on a timer, etc. Katy also takes medication and other supplements and Keri was great with all that too. We felt confident leaving Katy in her care and, according to our friend who took over for the second week we were gone, all was well with the house (tidy and clean) and all was well with Katy (relaxed and easy). Keri sent me daily communications and photos. Keri even took Katy to the river that we left instructionsn for. I was impressed that Keri took the trouble to do that special outing with Katy. Keri included her husband (with our permission) who also seemed great with Katy. I highly recommend Keri for pet-sitting. She's just super!”

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Joyce P.
Sitter Profile Image: Jeffrey S.
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Jeffrey S.
from
$155
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: Trista S.
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Trista S.
from
$40
per night
5.0 out of 5 stars
• 24 reviews
10 repeat clients
30 years of experience
Pittsfield, MA, 01201

“Trista took amazing care of our two girls during our long weekend in Pennsylvania - she sent photos regularly so we could see how they were getting along with her and that they were having fun while we were away. We will definitely be booking with her again!”

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Jessica M.
Sitter Profile Image: Angelica R.
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Angelica R.
Star Sitter
from
$135
per night
5.0 out of 5 stars
• 18 reviews
4 repeat clients
5 years of experience
Stanfordville, NY, 12581

“Angie did a great job watching our two dogs. She updated us often and sent lots of great photos. She was a great house guest and we look forward to having her watch our pups again.”

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Jane L.
Sitter Profile Image: Janice A.
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Janice A.
Star Sitter
from
$160
per night
5.0 out of 5 stars
• 287 reviews
81 repeat clients
35 years of experience
RHINEBECK, NY, 12572

“Janice has great rapport with our dog, Tala, and it was clear she was in good hands during the stay (as was our cat!). As a house sitter as well, we were very confident that Janice had everything covered, and she was very quick to effectively troubleshoot a few technical issues that came up during her stay, giving us less to worry about and be able to enjoy our trip. We've already booked her to watch the pets and house for another upcoming trip!”

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Laura W.
Sitter Profile Image: Jordyn K.
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Jordyn K.
from
$35
per night
20 years of experience
Millbrook, NY, 12545

About: Hello! I have cared for farm animals full time. I used to foster dogs caring for wounds basic training along with dogs with reactive issues. I have 3 of my own all large breed but very friendly, and one horse with a big personality. I am patient and compassionate all animals have their own personality and all require different care. I work only nights I am a EMT . Which leaves my days free, I can provide all day pet care including walks and or stop ins no problem I can provide comfort to the pets playing or long walks while owners are away or at work. I can stop in as many times as the owners think throughout the day for potty breaks or nights when I’m off of work.

Sitter Profile Image: Yasmin Jamal A.
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Yasmin Jamal A.
from
$90
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: Itzel M.
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Itzel M.
from
$70
per night
5.0 out of 5 stars
• 10 reviews
1 repeat client
17 years of experience
Forest Park, Springfield, MA, 01108

“Itzel was incredible!! Asked all the right questions at the meet & greet, was responsive when I texted her in between then and the actual booking, & then was extremely communicative throughout the whole stay. She was at my place & sent pictures, videos and updates throughout the week, as well as kept my apartment looking great (even washed the towels and blankets!). I know my dog Ziggy absolutely loved her and he was so well taken care of, especially on Christmas. She gave him lots of attention and love and he was so happy when I returned but I know he misses her! Signs of a great sitter :) Will recommend her to anyone and will book with her again!”

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Halle D.
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: Victoria C.
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Victoria C.
from
$80
per night
5.0 out of 5 stars
• 1 review
15 years of experience
Enfield, CT, 06082

About: I have always had a pet dog and ever since I was a teenager, I’d dog-sit for family and neighbors. Since college, I’ve been pet-sitting ajd dog walking on a more professional level. I’ve babysat for a few hours, simply for a walk, but have also watched multiple high energy dogs for up to two weeks. I’ve cared for dogs under a year old and up to 13 years old. I’ve always loved dogs and find them very easy to get along with and care for no matter their size, age, or personality. I have also cared for kittens a few weeks old, senior cats, administering medication orally, grooming them if they have long hair etc. Cats have a very different energy than dogs but I enjoy taking care of them just as much as dogs. I am currently in between jobs so I have a lot of free time to care for other dogs, whether it is a short walk or a multi-hour play date, etc. I always follow whatever guidance I am provided by pet parents. This means if you are only comfortable with your dog on a leash or lead while in your yard, I strictly follow that. If there are specific commands to use, certain behavior to watch out for or discourage, particular toys or activities they enjoy, I always follow what information I am given and am always open and communicate well about any issues or concerns that might arise on my end.

Sitter Profile Image: Jacqueline N.
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Jacqueline N.
from
$85
per night
5.0 out of 5 stars
• 9 reviews
22 years of experience
Glastonbury, CT, 06073

“Jacqueline watched our two rescue dogs (ages 3 and 6) in our house for a week and did a fabulous job! She was so understanding of their behavioral quirks and kept us updated frequently. It was a relief knowing they were in such good hands and seeing photos of their happy faces while we were away. Thank you, Jacqueline!”

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Kaela B.
Sitter Profile Image: Alyssa F.
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Alyssa F.
from
$100
per night
7 years of experience
Hartford, CT, 06106

About: Hi all! I’ve been pet-sitting since very young (age 10), having experience with various dog breeds and sizes as well as cats. Feel free to reach out so we can connect! I currently work per diem, so I have plenty of free time to care for little ones. I tend to have open availability, even for last minute requests! I am very open and able to follow any requests concerning your little ones. I understand that every pet is different when it comes to their needs, so I am very accommodating and willing to learn how to best care for your baby!

Sitter Profile Image: Jodi V.
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Jodi V.
from
$125
per night
40 years of experience
Manchester, CT, 06042

About: I love animals and will treat your home and pets as my own. I am available most all day to cater to their special needs. Daily reports and photos at your request! Red Cross pet first aid & CPR certified. Excellent references available. I am retired and your pets will be my primary focus. I have plenty of time to tend to any special needs and to spoil them as you see fit. My daily rates include two pets. I have reliable transportation and will stay in your home allowing maximum comfort for your pets and following their regular routine. I will walk, brush, give meds and play with them. I am happy to water plants, collect mail/packages and give access to prearranged maintenance providers.

Sitter Profile Image: Jesse L.
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Jesse L.
from
$150
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: Daniel A.
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Daniel A.
from
$32
per night
5.0 out of 5 stars
• 2 reviews
2 years of experience
Wilbraham, MA, 01128

About: I’ve always taken care of pets and volunteered at local shelters. Your doggies will have the option of treats, dog walks, dog park trips, bark toys, and the option to socialize with other dogs if that is an option! What’s different with me is every dog that stays here with me and comes home with a brand new BARK BOX toy if the parent allows ! I’m currently a stay at home dad so this works perfectly with my schedule! With my wife working full time, this makes a household that much more at home! All of my dogs are trained and with the huge yard in our back yard it provides the perfect area for exercise and potty time! We also have a dog park right down the street!

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The median cost per night for house sitting in East Canaan is $68

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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.

Why Choose Rover?

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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.

  • 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

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Popular requests for house sitting - East Canaan

Select a filter and find qualifying sitters offering house sitting.

Sitters in East Canaan average 4
repeat house sitting clients

FAQs for House Sitting - East Canaan

Frequently asked questions about Rover

As of October 2026, there are 507 sitters on Rover offering House Sitting across East Canaan. 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 East Canaan 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 East Canaan 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 East Canaan 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 Rover Guarantee, 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 Rover's Trust & Safety page.

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 Meet & Greet.

sitters on Rover set their own cancellation policy, 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 East Canaan. On Rover:

  • 93% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 97% 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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