Pet Sitting in Winchester

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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Search Results

Sitter Profile Image: Devon P.
Sitter Profile Image: Devon P.

1. Devon P.

Would love to care for your pets!
Winchendon, MA, 01475
18.2 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
39 reviews
16 repeat clients
from
$25
per visit
Profile image

Devon is kind and patient, and very reliable. It feels great to know my dog is being well taken care of while we are at work. I would recommend her!

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Sitter Profile Image: Maggie R.
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Sitter Profile Image: Maggie R.
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2. Maggie R.

Dogs are actually my best friends!
Gill, MA, 01354
12.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
7 repeat clients
from
$20
per visit

Maggie is a great pet sitter. She always knows what she’s doing when it comes to taking care of animals whether it’s house pets or farm animals. I’d say she has great experience and I would definitely trust Maggie to watch my dog or cat. She’s done pet sitting for me and she is 5 stars for sure.

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Sitter Profile Image: Amelia A.
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Sitter Profile Image: Amelia A.
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3. Amelia A.

I am Kind, Clean, and Respectful :)
Hinsdale, NH, 03451
7.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$15
per visit
Profile image

Amelia did a drop-in visit to walk Ilo. We had a get-together the evening before when she took time to get to know Ilo, me, and my place. She is very kind and respectful, honest, and funny. She sent the picture as promised and was generally very responsive. It is also very clear that she loves animals very much and knows what is good for them (that includes respect of their personal space, which I liked very much). Cheers!

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Sitter Profile Image: Elias V.
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Sitter Profile Image: Elias V.
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4. Elias V.

Part time pet walker/sitter
Putney, VT, 05346
15.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$25
per visit
Profile image

Wonderful, kind and reliable.

Sitter Profile Image: Kiersten S.
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Sitter Profile Image: Kiersten S.
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5. Kiersten S.

Responsible, smart animal lover!
Orange, MA, 01364
13.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
3 repeat clients
from
$20
per visit
Profile image

Kiersten came to my rescue when I needed last minute help with my dog.

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Sitter Profile Image: Heather C.
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Sitter Profile Image: Heather C.
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6. Heather C.

Home full-time - Ready to play
greenfield, MA, 01301
13.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
59 reviews
19 repeat clients
from
$25
per visit
Profile image

Heather took great care of my animals. Love the pics and the detailed notes.

Sitter Profile Image: Brooke A.
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Sitter Profile Image: Brooke A.
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7. Brooke A.

Large and small, old and young
Keene, NH, 03823
13.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$15
per visit

Brooke has watched my two dogs and many chickens multiple times and I recommend her to anyone looking for a reliable and trustworthy pet sitter! My dogs can have some quirks, and I always felt extremely comfortable leaving my animals in her care. She communicates frequently when watching my pups and always sends pictures/updates!

Sitter Profile Image: Sarah K.
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Sitter Profile Image: Sarah K.
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8. Sarah K.

K9 or Feline I am here to help!
Athol, MA, 01331
14.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$15
per visit

I highly recommend Sarah, she is a very responsible pet owner. I work with her at A Veterinary Office and she is very compassionate and loving of all animals. I find her to be very responsible, and she has been a pet sitter for us in the past. Sarah has worked with me for 2 years but has been in the animal field for over 10 years. She will do a great job.

Sitter Profile Image: Megan A.
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Sitter Profile Image: Megan A.
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9. Megan A.

Excellent Care for Any Pet
Troy, NH, 03465
10.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
3 repeat clients
from
$25
per visit
Profile image

Megan is fantastic! Great communication - timely & easy. Personable & flexible. My pets seemed to really enjoy her & I know she took care of them.

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Rachel T.
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Sitter Profile Image: Rachel T.
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10. Rachel T.

Animal lover
Keene, NH, 03431
11.9 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$20
per visit

I have asked Rachel to watch my animals a countless amount of times. I’ve both have a strong love for animals, and she would be great helping out Rover. She works with animals currently, and has many of her own. Rachel is trustworthy, reliable, patient, and eager for any chance to be around animals whether it be dogs, cats, reptiles, you name it.

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Jillian C.
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Sitter Profile Image: Jillian C.
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11. Jillian C.

Friendly Neighborhood Pet Lover
Brattleboro, VT, 05301
13.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
5 repeat clients
from
$25
per visit
Profile image

We feel fortunate to have Jillian care for our cat when we are out of town. Her communication has been excellent and she seems to truly enjoy the time she spends with him.

Sitter Profile Image: Christopher B.
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Sitter Profile Image: Christopher B.
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12. Christopher B.

I'm here for your furkids!
Keene, NH, 03431
12.2 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$22
per visit
Profile image

Chris was very responsive and took great care of our kitty cat while we were gone! I would definitely recommend to other pet owners. Thanks again Chris for your help!

Sitter Profile Image: Amber D.
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Sitter Profile Image: Amber D.
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13. Amber D.

Pawsomely the best!
Hinsdale, NH, 03451
5.8 mi. away
Drop-In Visits
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$17
per visit
Profile image

We’ve had Amber drop in on a few separate occasions now and have had a great experience each time. She’s been attentive to both dogs behaviors and makes sure to check in with questions or concerns. I have a peace of mind when Amber visits if I’ll be away from home for an extended time during the day. Based on the photos, the dogs definitely have a great time with her too!

Sitter Profile Image: Julia W.
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Sitter Profile Image: Julia W.
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14. Julia W.

A human friend for your furry one!
Keene, NH, 03431
13.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
3 repeat clients
from
$25
per visit
Profile image

Julia was fantastic - she was communicative, responsive, flexible, and my pets adored her. I can't recommend her enough and will absolutely be asking her to watch my pets again in the future.

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Annette S.
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Sitter Profile Image: Annette S.
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15. Annette S.

My pets are treated better than my
Keene, NH, 03431
13.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
30 years of experience
from
$15
per visit

About: I have taken care of dogs in my home since I have been able to have them in my home. I prefer small dogs and cats as with my age smaller animals are easier to handle. I am at home right now all the time, so I take same say request feel free to message me anytime to do a meet and greet!! Thanks so much for your interest! I am out of work right now so I am free most any time to help you on pop up appointments or emergency care for away visits. I have a fenced in yard for my dog and a fenced in porch for her she is a hound so I like to have plenty of precautions to keep her in.

Sitter Profile Image: Margaret K.
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Sitter Profile Image: Margaret K.
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16. Margaret K.

"Go Ask Alice" To sit for you!
Richmond, NH, 03470
6.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$15
per visit

It is my pleasure to let you know about Margaret's love for animals. She has cared for and nutured my pets over the years. Minnie , my current dog is sweet and also very active. It is assuring to know that my pet caregiver has the energy to keep up with her. Margaret is also very intuitive. My pup is not very verbal when it comes to her needs. Minnie speaks with her eyes. Margaret has learned what each expression means. I have watched her with her pets and other along the way. I can say she is a kindred spirit.

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Sitter Profile Image: Briana D.
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Sitter Profile Image: Briana D.
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17. Briana D.

Happy paws make for happy owners!
Brattleboro, VT, 05301
10.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5 years of experience
from
$25
per visit

About: The difference between me and any other sitter is that this isn’t just a job for me. I love any and all animals! (Even the ones who aren’t so fluffy and cute!) your pet would be cared for and loved as if it were my own I have a lot a spare time and who wouldn’t love to fill it up with some sweet animals! I also love to go on adventures and daily walks! I don’t smoke or have any children. My yard is fairly large so there’s plenty of space to play and sunbathe till their hearts content! My main job is also being a nanny for small children so taking care of others comes naturally to me! Im currently taking a break from hospice care and im trying to take a more relaxing route. Taking care of animals is very rewarding, so I figured this would be a great start. Any pets will be treated as my own and taken care of with the utmost respect and love. I am very flexible and can maintain a schedule if necessary!

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Kendra K.
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Sitter Profile Image: Kendra K.
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18. Kendra K.

Woman Chasing Her #SteveIrwinLife
Vernon, VT, 05354
6.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
32 reviews
8 repeat clients
from
$25
per visit
Profile image

Kendra was wonderful! Very responsive and took great care of our cats while we were away on fairly short notice. We loved all the pictures she sent each day and she even offered to scoop the litter box even though we had not asked her to do so. Thanks again, Kendra!

Sitter Profile Image: Samantha H.
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Sitter Profile Image: Samantha H.
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19. Samantha H.

Here to help with your fur babies!
Ashuelot, NH, 03441
2.8 mi. away
Drop-In Visits, Dog Walking
6 years of experience
from
$25
per visit

About: I have been around all different kinds of animals since I was a child and have always had a special love for them. All pets deserve unconditional love and kindness, and I am here to help with that! I am working full time from home and am able to adjust my lunch break for pets that need a walk or need someone to check in on them! I am available after 5 on weekdays and am completely free on weekends. Each pet has their own personality, so care will need to be adjusted to meet the needs of each pet. I have plenty experience in high energy dogs as well as very lazy dogs. Some need pets, cuddles, and a walk whereas some will need lots of running around to get their energy out! I am capable of both and will honor what you feel is best for your fur baby.

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Sam M.
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Sitter Profile Image: Sam M.
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20. Sam M.

Walking Trails and Wagging Tails
Winchester, NH
5.1 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
from
$22
per visit

Sam is dedicated to providing the best home for his two energetic Shepherds at home. Always giving the best exercise, food, toys, and safe environment for the pet. He puts the dogs needs first always making sure they are comfortable.

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Winchester Pet Sitting & Drop Ins ratings

Overall Rating:
5.0 out of 5 stars

Pet sitters in Winchester are rated on average 5 out of 5 stars based on 3 reviews.

Rover also offers Pet Sitting & Drop Ins in:

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Rover.com is the simple, savvy way to find and book Winchester drop in pet sitting. It's easy to find the perfect pet sitter — many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Winchester. When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

Drop-In Visits