House Sitting in Winchendon

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Sitter Profile Image: Jorden A.
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Sitter Profile Image: Jorden A.
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1. Jorden A.

Lover of all pets, large and small!
Rindge, NH, 03461
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$63
per night
5.0 out of 5 stars
26 reviews
9 repeat clients
Profile image

Jordan was incredible and gave us complete comfort during our time away from our fur baby. She sent pictures often to let us see how happy and content he was. When we got home he was all brushed and looked and felt amazing. We will definitely request Jordan again to take care of him again when we are away.

Availability updated today
Sitter Profile Image: Katrina R.
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Sitter Profile Image: Katrina R.
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2. Katrina R.

Your fur babies are in good hands!
Fitchburg, MA, 01420
13.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
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Katrina was a Godsend! She was attentive to my sweet boy while we traveled. She gave him a bath when he rolled in poop! She comforted him during a storm. She sent pics and updates daily. Highly, highly recommend!

Availability updated 6 days ago
Sitter Profile Image: Leeann S.
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Sitter Profile Image: Leeann S.
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3. Leeann S.

I’ll be your pets bestfriend!🐶
Townsend, MA, 01469
17.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5.0 out of 5 stars
8 reviews
1 repeat client
Profile image

I highly recommend Leeann! She was patient and attentive with our anxious Chihuahua during his first time with us being away, providing detailed updates and responding to my messages promptly. She's a great sitter that really cares about your animals.

Availability updated today
Sitter Profile Image: Carter M.
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Sitter Profile Image: Carter M.
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4. Carter M.

Star Sitter
Pets love Pondside Farmstead
Winchester, NH, 03470
18.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
Profile image

Carter was very attentive to the needs of my anxious pup. He was on time and reliable and contacted me with questions. I highly recommend Carter as a pet sitter.

Availability updated 5 months ago
Sitter Profile Image: Melissa M.
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Sitter Profile Image: Melissa M.
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5. Melissa M.

40-Something Dog Fanatic Seeks Pets
Gardner, MA, 01440
7.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5.0 out of 5 stars
24 reviews
2 repeat clients
Profile image

Misty watched over our lab, Lexie, for a weekend and was absolutely wonderful! Lexie is 14 years old and required lots of special attention, including oral medication and twice daily insulin injections. It was hard to be out of town leaving behind our special girl, but Misty set our minds at ease and treated Lexie as her own. She also watched over our 2 cats. Misty sent several text and photo updates, which were very reassuring. We will not hesitate to have Misty "dog-sit" again!

Availability updated over 1 year ago
Sitter Profile Image: Maryah M.
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Sitter Profile Image: Maryah M.
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6. Maryah M.

A happy helping hand
Fitchburg, MA, 01420
14.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 reviews

We have had the pleasure of using Maryah for dog/house sitting on 2 different occasions (so far!😊), and we would absolutely recommend her without reservation! We have an older dog that is quite anxious and can be quite temperamental - especially with strangers! Given this bit of information, Maryah did not hesitate to accept our request for assistance so that we could more comfortably go on vacation. And to my absolute surprise, and true delight, he responded very, very well to her calm and confident demeanor. Even showing excitement upon her revisiting at a future date. Aside from the very positive interactions with our challenging pup, our home was occupied and well cared for while we were away (which also allowed for the lessening of our own anxiety!😁) So again, we would not hesitate for a moment to recommend Maryah for your pet-sitting needs! She’s a kind, caring and considerate young woman who can definitely help set your mind at-ease about being away from your pets and your home!

Availability updated today
Sitter Profile Image: Adrianna L.
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Sitter Profile Image: Adrianna L.
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7. Adrianna L.

No dog too big or small!
Winchendon, MA, 01475
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5.0 out of 5 stars
27 reviews
7 repeat clients
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Adrianna is awesome! She has stayed at our house and cared for our cat Sasha twice now. She is super professional and Sasha is coming to like her better than us!🤣

Availability updated 2 days ago
Sitter Profile Image: Haley B.
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Sitter Profile Image: Haley B.
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8. Haley B.

Wag More, Worry Less 🐶 🐱
Ashburnham, MA, 01430
7.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5.0 out of 5 stars
23 reviews
3 repeat clients
Profile image

My dogs loved her. I have a pack of 3 which can be very challenging. She accepted the challenge and did. amazing. I was lucky to have her.

Availability updated 10 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Joely M.
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Sitter Profile Image: Joely M.
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9. Joely M.

All around animal lover!
Hubbardston, MA, 01452
14.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
1 review

Joely was theee beeeeesssst! I needed someone to watch my senior dog Floyd at the last minute when I had to go to a work trip and I can tell he had such a great time. Can’t recommend her enough 5⭐️

Availability updated 8 days ago
Sitter Profile Image: Colin P.
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Sitter Profile Image: Colin P.
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10. Colin P.

Olive's Dad
Fitchburg, MA, 01420
14.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$99
per night
5.0 out of 5 stars
4 reviews
Profile image

Colin took care of my rescue pup, Annie, a black lab mix with special needs, for an extended stay after a previous sitter had to cancel at the last minute. You could tell right off what a pet lover he was. He asked many good questions at the meet and greet, was punctual and handled Annie’s energy well on a leash. Colin sent me pictures and multiple daily updates on how she was doing. Giving her daily meds, tennis ball play times and long walks to help with her anxiety were part of a daily routine. I came home to a tired and happy pup. I would highly recommend Colin to anyone needing pet sitting services! Jain & Annie

Availability updated today
Sitter Profile Image: Kellee P.
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Sitter Profile Image: Kellee P.
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11. Kellee P.

Star Sitter
Experienced, Reliable, and Local!
gardner, MA, 01440
8.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
Profile image

Kellee was amazing! She walked my dog wicked far and took care of him for hours. She was kind and responsible and really well prepared. She's wonderful with dogs and is overall really kind.

Availability updated 8 days ago
Sitter Profile Image: Cassie B.
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Sitter Profile Image: Cassie B.
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12. Cassie B.

Loyal and Committed Pet Lover
Hubbardston, MA, 01452
12.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
4 reviews
1 repeat client

Cassie’s been amazing. If i’m at work or go away on a trip, i know that my dogs are in great hands. She’s reliable and the dogs absolutely love her. Highly recommend her for dog sitting, drop bys or walks.

Availability updated today
Sitter Profile Image: Kiersten S.
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Sitter Profile Image: Kiersten S.
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13. Kiersten S.

Responsible, smart animal lover!
Orange, MA, 01364
15.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$125
per night
5.0 out of 5 stars
19 reviews
3 repeat clients
Profile image

Kiersten is very easy to communicate with and took great care of my dog, Luna. She sent me lots of pictures of their time together and was very flexible when our plans changed. I would definitely hire her again.

Availability updated 64 days ago
Sitter Profile Image: Jackson B.
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Sitter Profile Image: Jackson B.
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14. Jackson B.

Specializes in Extra Large Dogs
03452, NH, 03452
9.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$85
per night
1 review

Jackson is the most genuine caring pet caregiver I know. He is very knowledgeable about animals whom are a huge part of his life! He owns a large South African mastiff named Ivar who he consistently trains. Jackson lived on a farm for many years, and has years of experience with farm animals, dogs, and fish! Jackson is an absolute sweetheart and will take the best care of your animals!

Availability updated 8 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Julisa M.
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Sitter Profile Image: Julisa M.
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15. Julisa M.

💜Fun & Passionate Animal Lover!💜
Ashburnham, MA, 01541
5.9 mi. away
House Sitting
from
$65
per night
5.0 out of 5 stars
8 reviews
1 repeat client
Profile image

Julisa was wonderful - she stayed in frequent contact, sent pictures and, when our rascal of a dog breached the fence and ran off, she immediately got on the phone with me and we tracked him down at a neighbor’s house. I know what a terrible feeling that is when watching someone else’s furry babies and Julisa handled it so well.

Availability updated 7 months ago
Sitter Profile Image: Sam F.
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Sitter Profile Image: Sam F.
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16. Sam F.

Tina the Longerina's Dad
Fitchburg, MA, 01420
13.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$63
per night
3 reviews
1 repeat client

Sam is awesome with my Lil man Pete. He is always excited to see him and I know he is in good hands. Very reliable and prompt.

Availability updated 8 days ago
Sitter Profile Image: Amanda E.
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Sitter Profile Image: Amanda E.
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17. Amanda E.

Exotic Vet hospital experience
Winchendon, MA, 01475
0.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
Profile image

Amanda was AMAZING for our house sitting booking. She took such good care of our pitbull and cat. She really connects with animals and they absolutely love her. Our cat, who normally hates strangers and always hides, was curled up on her lap by the first night. We will definitely be booking her again!

Availability updated 57 days ago
Sitter Profile Image: Jordan H.
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Sitter Profile Image: Jordan H.
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18. Jordan H.

Lover of all animals!
Ashburnham, MA, 01430
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5.0 out of 5 stars
2 reviews
Profile image

Jordan did a great job looking after Justin. Will rebook again in the future

Availability updated 51 days ago
Sitter Profile Image: Meghan L.
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Sitter Profile Image: Meghan L.
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19. Meghan L.

Life-long animal lover
Rindge, NH, 03461
6.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$180
per night
10 years of experience

About: I’ve grown up with always two big dogs in the house at all times and been around all different breeds, big and small. I have a soft spot for animals and will treat yours as I do my own, it’s all I know how to do when it comes to animals. Being an LNA in a hospital the past 3 years and I can confidently say my favorite patients will always be animals :) I currently have all the free time in the world and am looking to save up enough for either EMT training and/or a sonography course to become a licensed ultrasound technician by doing something that will be fulfilling for me, which is taking care of your pets :). Safety is my number one priority and my attention will be on your pet at all times, just as with my own but more caution with new clients of course. I will also continue reinforcement of positive behaviors while you are away so nothing changes in their manners.

Availability updated 8 days ago
Sitter Profile Image: Camille D.
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Sitter Profile Image: Camille D.
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20. Camille D.

Certified pet lover!
Winchendon, MA, 01475
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5.0 out of 5 stars
1 review
1 repeat client

About: Ever since I can remember I have had dogs in my family. Witnessing my mother’s care and attention for our animals and others sparked my passion at a very young age! All my life I have played and looked after my own dogs regardless of age, breed and health. Over the years I have had the pleasure of dog and cat sitting for lots of family friends and still do today. I am looking to create an even bigger and brighter life involving furry friends! I am a professional dancer between jobs. I just finished a contract with Disney Cruise Lines and I am now home for the summer and fall looking for a fun and positive way to make money. Right now I am completely free for weekdays and weekends anytime! When I accept a job opportunity I know what it entails. I am expecting to be your pet’s source of comfort and joy to distract them from their loved ones being gone. It is not easy leaving a family member behind however I am here to make sure it is as safe and fun as possible. I assure to stick to and give the same schedule and love as your pet’s normal day to day routine! This includes vets visits if needed, feeding, going potty, exercise, cuddles, and treats for good behavior. This way they can remain with as little separation anxiety as possible while awaiting your arrival home. I enjoy sending photos and videos to clients to keep them updated as well!

Availability updated 3 months ago

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