House Sitting Canaan

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

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Over 4
pet parents in Canaan have booked house sitting

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: Ashley & Robert D.
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Ashley & Robert D.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 25 reviews
11 repeat clients
25 years of experience
Austerlitz, NY, 12017

“Ashley is my favorite of all of the wonderful Rover sitters! My pets were super happy upon my return and my home was exactly as I handed it to her! Super responsible, exacting time and a lovely, peaceful nature!”

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

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

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Kyle W.
Sitter Profile Image: 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: Kimberly G.
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Kimberly G.
from
$55
per night
8 years of experience
Pittsfield, MA, 01201

About: I have been taking care of pets of family and neighbors since I was 18. Love to walk and play with them. I have a lot of experience. I am currently just doing afternoons 4-11 during the week but weekends I am able any time of the day if needed it. I am very flexible I will be able to take care of you dog of the comfort of your home, for your dog's greater safety, if you prefer.

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: Valentina M.
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Valentina M.
from
$32
per night
5.0 out of 5 stars
• 2 reviews
6 years of experience
Stockbridge, MA, 01262

About: I grew up with 2 dogs and 2 cats. My family was part of helping a farm when i was little, I got to take care of ducks. They were so cute. I love animals and let me know if you had questions. I work at Marshall’s. I will be taking care of the animals during my days off. I will make sure they have everything they need I grew up with cats and dogs. I love all kinds of animals. I will take good care of them. I can bring them to my house as well.

Sitter Profile Image: Lauren S.
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Lauren S.
from
$90
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: Jacob B.
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Jacob B.
from
$50
per night
20 years of experience
Lanesborough, MA, 01237

About: Hello, my name is Jake. I am a very outgoing guy with lots of energy which makes me the perfect candidate to play with and care for your pets. I’ve had pets my entire life and am very caring with animals. I will make sure that your pets are well maintained and cared for 100% of the time. I can follow instructions very well. I will also make sure that the experience for your pet/pets is as wonderful as I can possibly make it. If there is anything else I can do to make your experience with me as your pet care taker any better I will be right on top of that wholeheartedly. Thank you for taking the time to read my introduction. I look forward to working with you!

Sitter Profile Image: Elishamaria R.
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Elishamaria R.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 28 reviews
9 repeat clients
20 years of experience
Catskill, NY, 12414

“Elisha did a wonderful job watching my shy pup and two kitties while we were gone for an evening. Although my dog is rather nervous around strangers, my pup ended up sleeping with Elisha during a storm. It gave me great comfort to know my animals were being looked after during the storm and while we were away. Looking forward to having her watch my pets again next week!! Thanks for everything, Elisha!”

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Meghan M.
Sitter Profile Image: Kenda R.
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Kenda R.
from
$65
per night
5.0 out of 5 stars
• 19 reviews
7 repeat clients
5 years of experience
Loudonville, NY, 12211

“We met Kenda under urgent circumstances, Having just moved to the Bethlehem area from NH, we knew no one. But then we found Kenda on Rover and all her talents and reccommendations were amazing and we knew right away she was the perfect sitter to meet our 2 dogs, Commet&Vera. Her first visit was exactly what we and our babies needed for our short leave from the home. She came prepared and it was clear she had done her homework reading all about our dogs and their meds on a daily basis. We cannot be happier nor more trusting with Kenda. Best reaction was the dogs first encounter they were elated and even tussled to see who got her attention first. My husband and I highly recommend Kenda especially if you have large dogs who are a bit rambunctious. Kenda is the real dog whisperer with her care of quick understading of our our furriest... thank you from the bottom of our hearts also from our babies. SEE YOU VERY SOON I HOPE. DANIA&ROGER GLENMONT NY”

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Dania S.
Sitter Profile Image: Sophie H.
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Sophie H.
from
$125
per night
5.0 out of 5 stars
• 31 reviews
10 repeat clients
15 years of experience
Hudson, NY, 12534

“This is the second time Sophie has cared for our two cats, and she’s been wonderful each time. She gives them so much love and playtime, and keeps us updated regularly, which we really appreciate. It’s such a comfort knowing they’re in good hands while we’re away. They were happy and content when we got back.”

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

“Bella was great with my 75lb Poodle mix and two cats. Great communication. Showed up on time. Listened to and followed instructions. Most importantly, my dog and cats liked her. Will jot hesitate to use her as a pet sitter again.”

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G T.
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

“Rebecca is wonderful! She was easy to stay in touch with, responsive and so pleasant. Rosie really liked her right away and Rebecca handled Rosie's exuberance and energy so well. We felt very comfortable leaving Rosie in Rebecca's care, we received updates that they were doing well and we can home to a happy dog and a clean house. We'd be thrilled to work with Rebecca again in the future!”

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Julia R.
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

“Brian was great with our dog Molly! He was very responsive, kept us updated and send pictures of Molly during his stay. We will definitely request him again in the future!”

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Ashley R.
Sitter Profile Image: Keegan R.
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Keegan R.
from
$90
per night
5.0 out of 5 stars
• 10 reviews
1 repeat client
10 years of experience
Center Square, Albany, NY, 12210

About: I feel very proud that whenever I meet an animal we’re almost Instantly best friends. They say that dogs can sniff out honest and kind people. I feel very skilled at building trusting connections with pets and making sure they are happy when you come home! I am able to keep them safe and entertained, handle medicine, food, etc. I have a long list of repeated clients and growing that list helps me support myself and my artistic career! I hope this bio stood out to you because I'd love to spend time with your pet so you can have a stress free day away from the house! I have a very flexible schedule. I work many different gigs that make my schedule super flexible! I am able to make trips during the day to care for your pet while you're at work and I am also able to hang with them in the evenings if you decide you want to have a night out! I like building trust between animals. Repeated visits with pets are very important to help reduce stress on them. I give them space upon first meeting to give them the opportunity to approach me when they are ready to do so. until in no time we are besties.

Sitter Profile Image: Evan N.
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Evan N.
from
$73
per night
4.3 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Albany, NY, 12203

“This was the second time for Evan to stay with Dale. Once again, it was good to know our older guy was being well cared for. Happy to have Evan stay with our boy.”

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Suzanne P.
Sitter Profile Image: Christine A.
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Christine A.
Star Sitter
from
$160
per night
4.9 out of 5 stars
• 100 reviews
33 repeat clients
33 years of experience
Stanfordville, Sharon, CT, 06069

“Christine bailed us out at the last minute and totally saved us. She was just great, and I think our cats even decided they like her better than they like us. Couldn't be happier that we have made this connection.”

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Jackson D.
Sitter Profile Image: Mina N.
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Mina N.
from
$16
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
6 years of experience
NY, 12065

About: Hi! 🐾❤️ Animals have always had a special place in my heart! I have over 9 years of experience caring for my own pets and 4 years of experience with Rover and fostering. From playful young ones to senior care who need a little extra patience and love, I’m comfortable caring for pets at every stage of life. I understand that pets are family, and I treat every animal in my care as if they were my own. My goal is to make your pets feel safe, loved, and comfortable while giving you peace of mind when you’re away. I love getting to know each pet’s unique personality, keeping them happy, and making sure they receive all the attention and affection they deserve. I’m responsible, patient, attentive, and happy to accommodate your pet’s individual personality, needs, and routine. I understand how important it is to trust someone with your pets, so I’ll always do my best to give you peace of mind while you’re away. I’m also happy to send regular photo updates so you can see how your little one is doing. Whether your pet is energetic and loves adventures or prefers relaxing and cuddling on the couch, I’ll make sure they get the care and attention they deserve. I can’t wait to meet your fur babies! 🐶🐱💕 I am currently working full time Monday-Friday with fridays work from home and my hours are adjustable between 730-330 and will be available after 3 on week days and free all day Saturday and Sunday. I am also willing to accommodate if needed. I will do what I need to do to ensure yourself and your pet feel comfortable and do what your pet is used too in there routine and comfortable with.If this is a puppy I will help crate and potty train if needed. I do have experience with all sorts of dogs large or small. And cats as well!

Sitter Profile Image: Brittany F.
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Brittany F.
from
$65
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: 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 Canaan is $60

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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?

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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

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Popular requests for house sitting - Canaan

Select a filter and find qualifying sitters offering house sitting.

Sitters in Canaan average 3
repeat house sitting clients

FAQs for House Sitting - Canaan

Frequently asked questions about Rover

The average cost of House Sitting in Canaan is $63 per night as of October 2026. Most bookings cost between $34 and $93 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 408 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.

<b>Tip:</b> 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 , 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 Canaan. On Rover:

  • 91% of sitters can help with special care needs
  • 93% 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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