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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To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Juneteenth
Sitter Profile Image: Kathryn N.
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Sitter Profile Image: Kathryn N.
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1. 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
18 reviews
5 repeat clients
from
$25
per visit
Profile image

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: Juneteenth
Sitter Profile Image: Stephen S.
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Sitter Profile Image: Stephen S.
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2. 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
31 reviews
10 repeat clients
from
$25
per visit
Profile image

Absolutely the best pet sitter! Highly recommend. Our cats warmed up quickly and we had tons of photos offering us peace of mind about the kitties and our home.

Confirmed availability: Juneteenth
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
10 reviews
6 repeat clients
from
$22
per visit
Profile image

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: Juneteenth
Sitter Profile Image: Orion & Alex M.
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Sitter Profile Image: Orion & Alex M.
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4. 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
9 reviews
3 repeat clients
from
$30
per visit
Profile image

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: Juneteenth
Sitter Profile Image: Lindsey C.
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Sitter Profile Image: Lindsey C.
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5. Lindsey C.

Emergency Veterinary Care Skills
Coventry, CT, 06238
12.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$17
per visit
Profile image

Highly recommend, she did a great job, very responsive and responsible. Will happily have Lindsey look after our pets again! Thank you, great job!

Confirmed availability: Juneteenth
Sitter Profile Image: Bekka A.
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Sitter Profile Image: Bekka A.
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6. 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
22 reviews
8 repeat clients
from
$25
per visit
Profile image

Bekka was amazing! She's very detail-oriented and adapted to the quirks of my two cats' quickly. She was a lifesaver over a pretty long stretch over the holidays and took fantastic care of them. I came home to two happy cats. (She's also awesome at taking cat pictures and the updates were perfect.) Thank you so much Bekka! :)

Sitter Profile Image: Cierra C.
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Sitter Profile Image: Cierra C.
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7. Cierra C.

Rover 101
Your Dog's New Best Friend
andover, CT, 06232
12.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
5 repeat clients
from
$17
per visit
Profile image

Cierra has been nothing short of awesome. Great communication, on time, and goes the extra mile. 5 star for sure!

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Sitter Profile Image: Kaitlyn R.
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Sitter Profile Image: Kaitlyn R.
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8. Kaitlyn R.

Compassionate and energetic
Colchester, CT, 06415
12.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
1 review
from
$14
per visit

Kaitlyn is very personable and reliable. Our dog Fin loves her and we always know Fin will be well cared for and spoiled a bit too!! Highly recommend

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Sitter Profile Image: Alyssa U.
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Sitter Profile Image: Alyssa U.
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9. Alyssa U.

Experience with all breeds & size!
Colchester, CT, 06415
10.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
10 repeat clients
from
$30
per visit
Profile image

Alyssa did such a wonderful job. She took great care of George and even brought in some packages that were on the front step. Will definitely hire her again.

Sitter Profile Image: Brittany N.
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Sitter Profile Image: Brittany N.
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10. 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
Profile image

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.

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Sitter Profile Image: Alexandria V.
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Sitter Profile Image: Alexandria V.
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11. Alexandria V.

A walk a day will keep the vet away
Canterbury, CT, 06331
9.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
7 years of experience
from
$20
per visit

About: I grew up helping run a kennel with my parents. We had, on average, 20 dogs at all times. Helping with the dogs was part of daily living for me. We also participated in showmanship and agility shows. I've had a lot of hands on experience in many facets concerning dog care and a lot of it has stuck with me through the years since I was helping with the dogs at a young age. I am currently in between jobs and hence have plenty of time to love on your babies. I'm going for per diem work so once I am employed, I'll still have time for the true loves of my life. I am a quick learner and flexible so whatever needs to happen for your dog, I can work with or provide. I'm currently providing walks/play dates and at the clients in home care.

Sitter Profile Image: Thomas P.
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Sitter Profile Image: Thomas P.
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12. 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
Profile image

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: Juneteenth
Sitter Profile Image: Doreen H.
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Sitter Profile Image: Doreen H.
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13. Doreen H.

Pet care lover
Columbia, CT, 06237
8.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$28
per visit
Profile image

Doreen did an excellent job watching our two cats. Her visits were on schedule every day. She made sure the cats were feed both wet and dry foods. Litter boxes were cleaned. Water changed every day. The place was clean around both food and litter boxes. I would definitely recommend her and I will use her in the future.

Confirmed availability: Juneteenth
Sitter Profile Image: Kelly M.
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Sitter Profile Image: Kelly M.
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14. Kelly M.

Specialty: Love, walks, cuddles!
Mansfield Center, CT, 06250
6.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
10 repeat clients
from
$30
per visit
Profile image

I fully recommend Kelly. Kelly was very specific about my pets and what she observed during the visit and followed instructions. Thank you Kelly!

Confirmed availability: Juneteenth
Sitter Profile Image: Anastasia N.
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Sitter Profile Image: Anastasia N.
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15. 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
Profile image

Ana is professional and attentive. and comes across as an incredibly bright woman who absolutely loves animals. This was our first time using a pet sitter and we were So pleased. 10/10 would recommend Ana for check ins or house sitting!!

Confirmed availability: Juneteenth
Sitter Profile Image: David N.
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Sitter Profile Image: David N.
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16. David N.

I love exercise and I love animals
Willimantic, CT, 06226
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$28
per visit
Profile image

David did such a great job taking care of my 2 pups. He let me know all was well with them on each visit. When I returned home they were happy to see me, but were also fairly calm for me being away from them. That tells me they were well tended to. I will definitely call upon David to take care of them again!

Sitter Profile Image: Kristine W.
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Sitter Profile Image: Kristine W.
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17. 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
3 reviews
from
$21
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

Confirmed availability: Juneteenth
Sitter Profile Image: Bienvenido P.
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Sitter Profile Image: Bienvenido P.
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18. 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
4 reviews
from
$35
per visit

Alex has taken care of my dog several times and is a very affectionate and attentive person with dogs, he cares that they are calm and comfortable at home. I definitely recommend him

Confirmed availability: Juneteenth
Sitter Profile Image: Lucas B.
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Sitter Profile Image: Lucas B.
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19. Lucas B.

Professional dog caregiver/handler
Willimantic, CT, 06226
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
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: 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