House Sitting Canaan

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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: Sydney R.
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Sydney R.
from
$60
per night
5.0 out of 5 stars
• 12 reviews
4 repeat clients
12 years of experience
Sheffield, MA, 01257

“Sydney was completely wonderful! Our dogs loved their time with her. She took Louie on a hike and on several walks in a nearby woods. She sent us photos of them , both on walks and when hanging out together. It was clear that she had done everything that we had asked- and much more.”

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Marie R.
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

“We are so grateful to have found Kelly and Nabil! They are incredibly attentive, caring, and down to earth. We are already planning another trip knowing our dog will have such amazing care.”

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Joey W.
Sitter Profile Image: Jesse R.
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Jesse R.
from
$150
per night
5.0 out of 5 stars
• 28 reviews
3 repeat clients
20 years of experience
Torrington, CT, 06790

“Jesse is THE BEST. After requesting the booking, he came out to meet us and our two boys, taking his own personal time to make sure it was a good fit. During his stay, he kept us informed with pictures and notes on the pups. He left our house just as he found it and, most important, we came home to 2 happy, sleepy dogs, tired after a vacation of their own! Jesse is reliable and incredibly knowledgeable and hardworking. Can’t wait to have him back!”

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Judith C P.
Sitter Profile Image: Stacey G.
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Stacey G.
from
$120
per night
5.0 out of 5 stars
• 34 reviews
8 repeat clients
15 years of experience
Winsted, CT, 06098

“Stacey was wonderful! She was so easy to communicate with ahead of watching our dog and was also super self sufficient around our house. There was a bad storm when she was scheduled to watch our dog and we live in a pretty remote area and she had zero complaints. She was fantastic all around!”

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Emily M.
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: 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- you’re so lovely and kind. We haven’t worked with you yet but already know that our boy Buster will be in great hands under your care.”

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Sharon L.
Sitter Profile Image: Karla R.
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Karla R.
from
$110
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
11 years of experience
Kingston, NY, 12401

“Karla is a gentle and kind animal whisperer. Our pup was immediately calmed by her energy. From his daily med routine, to even feeding him by hand when he put up a “my humans are traveling fight” she cared for him with grace and love. AND we got daily pics.”

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Laura H.
Sitter Profile Image: William S.
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William S.
from
$125
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
36 years of experience
Hopewell Junction, NY, 12533

“William did a great job watching all our pets, especially our dog Rosie, who just really loves someone by her side (a lot). We had some unexpected travel changes and William was communicative and flexible as we worked it all out. He is prompt, responsible, and was eager to know the details of how to best care for our pets. Everything went smoothly and we're glad we found William!”

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Matthew N.
Sitter Profile Image: Liliana N.
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Liliana N.
from
$32
per night
7 years of experience
New Milford, CT, 06776

About: I take care of animals feeding them,cleaning after them cleaning litter boxes,socializing with them making sure they taking care of with extra love like they deserve I am working part time at shop rite two days a week so I am available anytime on my days off or after work I have open available I get my work scheduled every thursday two days advance before I planned anything for next week I would ask their owners how much food they should eat or if they are on restricted diet same for medications I would always ask them that before I do anything make sure I get the important details in first so I know what to do and what to expect ,I feed my cats Iam’s,play with them,hold them in my arms give them their morning pets and give their bedtime treats at 9:00 they already it and they are all lined up before I get in the kitchen .

Sitter Profile Image: Patricia H.
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Patricia H.
from
$125
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
20 years of experience
Poughkeepsie, NY, 12601

“Patricia was amazing. Our newly adopted doghas separation anxiety and continued to give her a run for her money the whole first part of the second day. She was patient with Lucy and in the end we were so happy to be able to complete our vacation without worries. We will definitely have her back”

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nancy r.
Sitter Profile Image: Itzel M.
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Itzel M.
from
$80
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: Jennah R.
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Jennah R.
from
$35
per night
5.0 out of 5 stars
• 1 review
1 repeat client
12 years of experience
East Hartford, CT, 06118

“Jennah did a great job with my separation anxiety ridden Pom. She gave him the attention he needed and tried everything to keep them calm for the day while I was out. She also kept me updated, which helped. I would use her again for sure.”

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Vincent G.
Sitter Profile Image: Tiana R.
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Tiana R.
from
$65
per night
1 repeat client
10 years of experience
Poughkeepsie, NY, 12601

About: Aside from growing up caring for animals, I’ve worked at a dog daycare for about a year. During my time there I learned a lot about dog behavior and how to read their body language. Now, I am currently studying canine training and management at SUNY Cobleskill where I work with a variety of canine’s daily. So I am currently on summer break from school, so I can assure you I have plenty of time to care for your fur babies! I start my day off by making sure my babies are fed and have fresh water, followed by going out for a walk and playing outside for a little! I have a dog and a cat who is very shy. If needed I have a crate that can be used.

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: Paige B.
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Paige B.
from
$100
per night
5.0 out of 5 stars
• 19 reviews
5 repeat clients
18 years of experience
Prospect, CT, 06712

“Paige was great ! She arrived on time and sent me pictures which I appreciated ! My house was as I left it when I arrived home ! I would highly recommend Paige and will be using her again!”

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Donna D.
Sitter Profile Image: Anna C.
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Anna C.
from
$110
per night
5.0 out of 5 stars
• 22 reviews
9 repeat clients
15 years of experience
East Longmeadow, MA, 01028

About: Dogs have and will always be a huge part of my life. We got our first family dog when I was just 3 years old and the rest is history. My husband Jack is extremely passionate about animals as well and is my partner in all of this so you get two dog sitters for the price of one. Between the two of us your pet will get so much love, cuddles & exercise. We guarantee a level of attention and care that I feel confident your pet(s) won’t get anywhere else; between this and Rover taking it’s fee our prices might be on the high side but they reflect our level of personalized and professional level of care. I also just want to add that our love for dogs extends to all animals so cats etc are all welcome to come hang with us :) Important Note: if you are reaching out for house sitting my husband and I only take those if we both are allowed to stay the night. We prefer to do this for safety as well as enabling the best care possible for your pet. Your pets will be my top priority & my main focus when they stay with us! I feel pretty confident that they will get more quality time, attention & lovin with me then any other pet sitter! I have a smoke free home and do not have any dogs currently living at my house so your pets will be my only focus! Also a child free home!

Sitter Profile Image: Rachel V.
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Rachel V.
from
$99
per night
5.0 out of 5 stars
• 3 reviews
19 years of experience
Wallingford, CT, 06492

“Reliable and friendly. Shared photos of my pets while I was on vacation knowing they were taken good care of. I would use Rachel again, hands down.”

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Jodie P.
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The median cost per night for house sitting in Canaan is $70

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 - Canaan

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Sitters in Canaan average 4
repeat house sitting clients

FAQs for House Sitting - Canaan

Frequently asked questions about Rover

As of November 2026, there are 464 sitters on Rover offering House Sitting across 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 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 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 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 Canaan. On Rover:

  • 91% 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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