House Sitting in Winchendon

Find a loving dog sitter to watch your dog overnight in your home.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
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Sitter Profile Image: Doreen R.
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Sitter Profile Image: Doreen R.
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1. Doreen R.

Dogs love me & I love them Safe fun
Keene, NH, 03431
22.7 mi. away
Boarding, House Sitting
5.0 out of 5 stars
45 reviews
19 repeat clients
from
$55
per night

Doreen and Cindy were excellent house guests and took very good care of our dogs. We have a very shy dog that took to them immediately which put us at ease for travel. Would recommend.

Sitter Profile Image: Leeha H.
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Sitter Profile Image: Leeha H.
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2. Leeha H.

Rover 101
Tender love and care is my game ❤️
Gardner, MA, 34746
7.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
7 repeat clients
from
$55
per night

Leeha was amazing, communicative, and responsive while caring for our dog Honey. She went the extra mile to bring her on a walk at Dunn Park and asked all the right questions about caring for our girl. I will absolutely be using her again!

Sitter Profile Image: Adrianna L.
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Sitter Profile Image: Adrianna L.
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3. 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
5.0 out of 5 stars
5 reviews
3 repeat clients
from
$40
per night

Adrianna was great! She came through on short notice and took great care of my pup and house!

Sitter Profile Image: Madeline E.
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Sitter Profile Image: Madeline E.
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4. Madeline E.

Star Sitter
Bonus! Will water your plants :)
Fitzwilliam, NH, 03447
7.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
8 repeat clients
from
$75
per night

Maddy did a fantastic job sitting with our pup! She was very attentive to our needs. Rupert, our pup, absolutely adored her. I could tell from the first time they met, but more than that, he didn't look like he had lost weight when we returned. That means to me that he didn't miss us as much as usual ;) I also was happy with the updates. I knew she was enjoying him just as much as he did her. She not only took great care of Rupert but of our house and plants too! I highly recommend her. She is the best!

Sitter Profile Image: Amanda P.
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Sitter Profile Image: Amanda P.
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5. Amanda P.

Will treat your pets like my own
Princeton, MA, 01541
17.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
4 repeat clients
from
$30
per night

Amanda was great! She was very responsive and responsible, and even jumped in during a pinch when we needed someone on short notice. Our super anxious pups (including our 85lb boxer) warmed up to her very quickly and we could tell they had a great time when we got home. We will definitely have Amanda back at our home to stay with our fur babies and recommend her for your sitting needs.

Sitter Profile Image: Julisa M.
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Sitter Profile Image: Julisa M.
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6. Julisa M.

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

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.

Sitter Profile Image: Sandra R.
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Sitter Profile Image: Sandra R.
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7. Sandra R.

Doggy lover
Leominster, MA, 01564
17.6 mi. away
Boarding, House Sitting
5.0 out of 5 stars
30 reviews
5 repeat clients
from
$60
per night

Sandra did an excellent job of making sure our dogs were well taken care of and still happy and healthy when we came home! Definitely recommend her and would have her watch our boys again.

Sitter Profile Image: Sam F.
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Sitter Profile Image: Sam F.
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8. Sam F.

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

Sam came to my house to care for my cat twice over 8 days while I was in Europe. He communicated with me by text and pictures at each visit. He was reliable, friendly, and professional. One problem cat owners have is that pet sitters won't take small jobs like this one, but Sam did without question. Also, his prices are very reasonable. I will rely on him again should I travel out of town.

Sitter Profile Image: Megan H.
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Sitter Profile Image: Megan H.
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9. Megan H.

Will hike with your dog!
Gardner, MA, 01440
8.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$30
per night

Meghan did a great job with our rambunctious dogs. They barely batted an eye when we got home, a sure sign they were very comfortable with Meghan. She took them for lots of walks. Communication was great. She didnt hesitate to ask when she had a question. She sent pics. She took great care of the house as well. Highly recommend.

Sitter Profile Image: Kiersten S.
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Sitter Profile Image: Kiersten S.
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10. Kiersten S.

Responsible, smart animal lover!
Orange, MA, 01364
15.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
3 repeat clients
from
$32
per night

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.

Sitter Profile Image: Margaret K.
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Sitter Profile Image: Margaret K.
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11. Margaret K.

"Go Ask Alice" To sit for you!
Richmond, NH, 03470
12.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
from
$32
per night

Margaret was awesome to work with. I had an emergency the week before our trip and she was incredibly flexible and accommodating. I have an anxious dog who barks a lot at new people and she calmed him down quickly with her relaxed demeanor. I felt very comfortable leaving him with her. While we were away, she sent sweet updates and photos of our dog. I would hire her again in a heartbeat.

Sitter Profile Image: Dakota C.
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Sitter Profile Image: Dakota C.
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12. Dakota C.

I'll walk your dog
Fitzwilliam, NH, 03447
8.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$45
per night

Dakota did great with my very anxious, fear-aggressive dog. He also kept the puppy on a great house training routine. Dakota responded quickly and was available on short notice.

Sitter Profile Image: Haley B.
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Sitter Profile Image: Haley B.
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13. Haley B.

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

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.

Sitter Profile Image: Brooklyn M.
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Sitter Profile Image: Brooklyn M.
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14. Brooklyn M.

Veterinary and behavior safety :)
Fitchburg, MA, 01420
14.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$32
per night

Clearly an animal lover! Brooklyn is very patient, kind, and understanding! My Lily always loved seeing her "aunty" and enjoyed their snuggles together. She has always been very sweet with all types of animals!

Sitter Profile Image: Kiley R.
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Sitter Profile Image: Kiley R.
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15. Kiley R.

Vet tech that loves pets
Ashburnham, MA, 01430
8.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
from
$50
per night

About: I went to college for both a Veterinary Technician degree as well as a Pre-Veterinary Medicine degree. I've been working at a veterinary hospital for 6 years, but have been pet sitting for longer. I am very comfortable administering medications, and have plenty of knowledge about animals. I work full-time at a veterinary hospital, but am free on the weekends. I also can stop by before and/or after work, and I'm very comfortable with house sitting. I do my best to fit pet care into my schedule if possible. Personally I have two cats and a rabbit that I love very much. One of my cats is a senior with hyperthyroidism, so he requires medication twice daily. Otherwise I have cared for many pets with a variety of needs, such as an asthmatic cat that needed an inhaler, or a diabetic cat that needed insulin. I love taking dogs on walks, or just playing with the pets in the home. I also enjoy house sitting as it gives me more time to get to know the pet.

Sitter Profile Image: Jordan H.
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Sitter Profile Image: Jordan H.
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16. Jordan H.

All fur babies lives matter!
Ashburnham, MA, 01430
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$35
per night

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

Sitter Profile Image: Katrina A.
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Sitter Profile Image: Katrina A.
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17. Katrina A.

Chizer Mom
Gardner, MA, 01440
8.3 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$32
per night

Katrina was absolutely amazing with my two dogs. She sat for them for 5 days in my home, and went above and beyond for them, taking them on regular walks, administering medications, and even taking one to the vet for me due to a respiratory issue that started before the booking. She sent lots of updates and really took away the worry of leaving my dogs at home. She spent the entire day with them and even brought her own pup over to play! Overall it was an amazing experience and I will definitely be using her as a sitter again in the future should I need one!

Sitter Profile Image: Katie D.
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Sitter Profile Image: Katie D.
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18. Katie D.

Loving Dog Mom of 1
Jaffrey, NH, 03452
9.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
2 repeat clients
from
$75
per night

Excellent pet sitter!! I felt confident leaving for the day knowing katie was taking care of my animals. She was flexible with times, sent me updates and was a pleasure to work with. My animals really liked her! Will definitely use Katie again when I need pet care in the future!

Sitter Profile Image: Faith W.
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Sitter Profile Image: Faith W.
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19. Faith W.

Overnight Pet Care in Fitzwilliam
Fitzwilliam, NH, 03447
8.2 mi. away
House Sitting, Drop-In Visits
5 years of experience
from
$60
per night

About: I currently have two golden retrievers, Queso and Roux. I had a blue heeler/aussie shep mix and a cocker spaniel/German short haired pointer mix. My family has also raised two puppy litters too! The second litter being bottle fed. I currently serve on the board of a local nonprofit dedicated to preserving the Newfoundland Pony. I have been volunteering with this organization since 2015. When I'm not with my animals or volunteering, I love to road trip around the US. Safety for all is my number one. I have some experience with reactive dogs. I am very careful during visits to ensure that we reach a positive outcome everytime.

Sitter Profile Image: Casey D.
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Sitter Profile Image: Casey D.
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20. Casey D.

Reliable care on short notice.
Winchendon, MA, 01475
1.8 mi. away
House Sitting, Drop-In Visits
1 review
from
$75
per night

I highly recommend Casey as a pet and house sitter. Our two terriers and two cats adore him, and it seems the feeling is mutual. Beyond his genuine care for our pets, Casey treated our home respectfully and kept everything tidy upon our return. Knowing our animals and home were under Casey's watch provided unparalleled peace of mind during our vacation. His blend of responsibility and compassion makes him my first choice for a sitter any time we travel. Seriously can't recommend him enough!

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Winchendon House Sitting ratings

Overall Rating:
5.0 out of 5 stars

House sitters in Winchendon are rated on average 5 out of 5 stars based on 28 reviews.

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Rover.com is the simple, savvy way to find and book Winchendon house sitting. It's easy to find the perfect house sitter — many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Winchendon on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Winchendon house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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