Pet Sitting in Windham

Book a pet sitter to stop by your home a few times a day to feed and play with your 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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What size are your dogs (lbs)?

Search Results

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jeanette D.
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Sitter Profile Image: Jeanette D.
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1. Jeanette D.

Rover 101
I let the dogs out! 🐾
Canterbury, CT, 06331
9.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
48 reviews
21 repeat clients
from
$22
per visit

I was in a bit of a bind when another sitter cancelled last minute to let my dogs out during the day. Jeanette answered my request promptly, came to the house to meet my pups that night and provided great care to them mid-day. She even brought them pup cups on the last day!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kathryn N.
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Sitter Profile Image: Kathryn N.
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2. Kathryn N.

Come. Stay. Play.
Mansfield, CT, 06268
6.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
16 reviews
3 repeat clients
from
$25
per visit

Kathryn was great to work with! My request was last minute, but she was so accommodating! My pup enjoyed her company and I felt wonderful about the whole experience! 12/10 would recommend!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sara W.
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Sitter Profile Image: Sara W.
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3. Sara W.

Mother & Son team caring for pets!
Brooklyn, CT, 06234
14.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
5 repeat clients
from
$22
per visit

Sara and Miles were able to get my dog and puppy playing outside in The rain even though my dogs hate The rain! Very responsive and engaging with my dogs. They took pictures to send me so that I knew the dogs were happy. Will definately book them again 😁

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Bekka A.
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Sitter Profile Image: Bekka A.
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4. Bekka A.

Fur babies become family in my care
Windham, CT, 06280
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
8 repeat clients
from
$25
per visit

Bekka watched my two cats while I was away. One of my cats has some separation anxiety, but thanks to Bekka when I returned he seemed such calmer and happier than he usually does when I go away. She took great care of both cats. I highly recommend Bekka as a pet sitter!

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Sitter Profile Image: Orion & Alex M.
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Sitter Profile Image: Orion & Alex M.
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5. Orion & Alex M.

Pet-loving pair with stellar care
Willimantic, CT, 06226
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$25
per visit

Orion and Alex were very kind and professional when I reached out about drop-in visits with Collins. I had never worked with a pet sitter before, and they were very gracious about all of my questions and the detailed instructions I left. Orion provided updates and pictures for me each time he and Alex visited my apartment, and they took the time to try and socialize with my sweet, yet somewhat, standoffish cat. I definitely plan to book time with Orion and Alex again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Miranda L.
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Sitter Profile Image: Miranda L.
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6. Miranda L.

Your pet’s, home away from home :)
Norwich, CT, 06360
13.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
25 reviews
9 repeat clients
from
$25
per visit

This was the third time Miranda has taken care of our kitties, and we couldn't be more pleased. Miranda is dependble and professional, but most importantly, our kitties love her. They're happy to see us when we get home, but they're not at all stressed. We feel more comfortable leaving home because we know our kitties are in good hands - lots of pets and play, in addition to fresh food and water and clean litter boxes. Miranda, I hope you're available the next time we go away!

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Sitter Profile Image: Stephen S.
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Sitter Profile Image: Stephen S.
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7. Stephen S.

Rover 101
Caring & Passionate Pet Sitter
Hebron, CT, 06231
11.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
28 reviews
9 repeat clients
from
$25
per visit

Stephen helped take care of Zoe while we were out of town and was wonderful. Stephen is very profession, Prompt, quick with communication, and sent us regular updates during the drop in visits. Zoe seemed to have a great time. Highly recommend

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Sitter Profile Image: Leah Z.
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Sitter Profile Image: Leah Z.
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8. Leah Z.

I'll love your pets like my own :)
Mansfield, CT, 06268
8.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
5 repeat clients
from
$20
per visit

Leah was so helpful and friendly! She took extra care to check on my two pups well-being and even cleaned them off after a yard break while it was raining.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Catherine M.
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Sitter Profile Image: Catherine M.
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9. Catherine M.

Walkin N' Waggin
Colchester, CT, 06415
10.6 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit

Catherine is amazing! She has walked my Golden Mo for years! Very trustworthy and always on time! I would recommend her over and over again! Thank you for always taking such good care of Mo even in her older years. My family just adores you and all your help over the years with taking care of our sweet girl!

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Sitter Profile Image: Anastasia N.
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Sitter Profile Image: Anastasia N.
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10. Anastasia N.

Busy schedule? Allow me to help!
Willimantic, CT, 06226
3.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
6 repeat clients
from
$25
per visit

Anastasia was great! Very communicative and pleasant to work with. She left my little Golden girl very happy. Thank you - I will book again !

Sitter Profile Image: Brittany N.
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Sitter Profile Image: Brittany N.
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11. Brittany N.

PAWfect Pet Sitter
Windham, CT, 06280
2.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
15 repeat clients
from
$15
per visit

My cat Watson is a shy kitty and her first instinct to strangers is always hiding. Brittany was very patient with her and got Watson to warm up to her : ) Brittany is awesome and I very much appreciated her! Will definitely book her again next time when I'm out of town.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kristine W.
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Sitter Profile Image: Kristine W.
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12. Kristine W.

I need more doggos in my life!
North Franklin, CT, 06254
6.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$23
per visit

Kristine has taken care of my dog in the past and is very caring and thoughtful when it comes to animals. My dog has a tendency to be needy in multiple ways and she always was very keen to taking care of him. She has a big heart and would be a great sitter/walker to anyones pet she is taking care of

Sitter Profile Image: Thomas P.
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Sitter Profile Image: Thomas P.
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13. Thomas P.

Teacher, father, and dog/cat father
Windham, CT, 06280
1.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$20
per visit

Thomas did a great job with my 2 cats. They are very shy creatures, and don’t come out of hiding for most of the sitters that I have tried, but they were very friendly for him and got lots of snuggles. It is good to know that I have a reliable cat sitting option who my cats really like.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sierra S.
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Sitter Profile Image: Sierra S.
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14. Sierra S.

Pampering pets while you're away!
Chaplin, CT, 06235
6.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
from
$19
per visit

Sierra was fantastic and we felt so lucky to have someone such as Sierra to watch over our babies while we were gone!!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Bienvenido P.
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Sitter Profile Image: Bienvenido P.
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15. Bienvenido P.

Lots of land to run and play!!🐶🐾
Hampton, CT, 06247
4.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per visit

Alex is very good at training dogs, dogs understand each other a lot with him and he always worries that they are well, I recommend him 100%

Sitter Profile Image: Katelyn R.
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Sitter Profile Image: Katelyn R.
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16. Katelyn R.

Every dog deserves a walk!
Willimantic, CT, 06269
3.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$20
per visit

Excellent, reliable service. Thank you!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Heaven F.
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Sitter Profile Image: Heaven F.
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17. Heaven F.

Heaven the heavenly sitter
Willimantic, CT, 06226
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
10 years of experience
from
$20
per visit

About: I’ve been a mom to and have taken care of pets from reptiles, birds and dogs for nearly 10 years! I love all types of animals Early morning, Afternoons and weekends work best! I am caring for my own pets at home so I need time for them as well ! My animals are house trained. They spend time out and about the house. When i am not home my Doberman relaxes in his own room!

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Sitter Profile Image: Lucas B.
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Sitter Profile Image: Lucas B.
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18. Lucas B.

Professional dog caregiver/handler
Willimantic, CT, 06226
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per visit

I love my animals more than anything in the world. Lucas has been my go to person when it comes to watching my cats when I am away for years. He has come on short notice when I’ve had family emergencies, and stopped in when one of my cats was very sick without hesitation. There is absolutely no one I trust more than him when it comes to the welfare of my animals. I would recommend Lucas to anyone without a second thought. He will care for and love your animals as if they were his own.

Sitter Profile Image: Luis T.
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Sitter Profile Image: Luis T.
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19. Luis T.

Young professional that loves pets!
Willimantic, CT, 06226
3.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
4 years of experience
from
$15
per visit

About: I have had the privilege of taking care of a toy poodle and mini poodle for the last five years. I have spent the last two summers watching over my cousins two dog as well. I have relocated and am now to far from the pups. Looking forward to being able to play and care for yours! I currently have a full-time position between the hours of 10am-4pm but my office is down the hall from where I live so I can always check on your pet! I am free most weeknights and weekends as well! I live in a decent sized two-bedroom apartment, with the guest bedroom being used for the pups I watch. I love to go for walks and go to the park so your pup will get tons of exercise and fun. My girlfriend does spend weekends with me which we enjoy watching movies so your pup will get a lot of quality time and snuggles as well!

Sitter Profile Image: Lexi R.
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Sitter Profile Image: Lexi R.
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20. Lexi R.

Loving dog walker!
Willimantic, CT, 06226
3.2 mi. away
Drop-In Visits, Dog Walking
10 years of experience
from
$18
per visit

About: I have been a dog walker and dog sitter since I was in elementary school. Neighbors and friends have relied on me to walk/babysit their precious pups. I also have my own personal experience, I have a 2 year old dog who I raised. I am a college student who loves dogs looking for some extra dog walking/babysitting jobs! I am currently a college student with plenty of time to spend walking and playing with pups. I am available after school or in between classes. I have a Bernese mountain dog who is 2. I have a two bedroom apartment with a nice park a block away. I love to run/walk/hike so the dogs can always come with me if they are able!

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Windham Pet Sitting & Drop Ins ratings

Overall Rating:
4.9 out of 5 stars

Pet sitters in Windham are rated on average 4.9 out of 5 stars based on 10 reviews.

Rover also offers Pet Sitting & Drop Ins in:

Rover also offers other services in Windham:


The next time you head out of town and need someone to take care of your pets - and check in on you home - turn to Rover. It's easy to find a loving pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover - it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy pet sitters and avoid the kennel.

Drop-In Visits