House Sitting in South Windham

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Top rated South Windham house sitters

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Sitter Profile Image: Orion & Alex M.
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Orion & Alex M.
Star Sitter
from
$50
per night
5 out of 5.0 stars
19 reviews
10 repeat clients
10 years of experience
Willimantic, CT, 06226

Orion took great care of our two old dogs while we were away. He was able to manage their demanding food and medicine schedule with easy. The dogs seemed rested and happy and I know they were glad to be able to stay in their own house. We will definitely book Orion again for future trips!

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Christie W.
Sitter Profile Image: Shannon E V.
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Shannon E V.
Star Sitter
from
$50
per night
5 out of 5.0 stars
13 reviews
4 repeat clients
6 years of experience
Marlborough, CT, 06447

Shannon was great for my pup Ariel! She communicates well and kept me updated throughout her stay. Would highly recommend to anyone in need of pet care!

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Lauryn W.
Sitter Profile Image: Elizabeth S.
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Elizabeth S.
from
$50
per night
15 years of experience
Windham, CT, 06226

About: I don’t have my own pet anymore as he passed from old age. I like to take care of other people’s pets when they are on vacation and care for them with as much love as if they were my own. I will stay at your home if needed , schedule potty break services as well. I work at an elementary school so let out before I go to work and right after, evenings and bed time. I will take care of pets in clients home with care plan that fits the pets needs. Give them plenty of attention and care to take away any worries when you are away.

Sitter Profile Image: Molly P.
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Molly P.
from
$32
per night
5 out of 5.0 stars
3 reviews
2 years of experience
Yantic, CT, 06389

Molly was fabulous while watching our 3 cats for a week in our home! She was very attentive to their quirky needs and individual personalities. She was very patient while waiting out their shy, adjustment period. She administered meds to 2 of the 3, twice daily, which sometimes isn’t a smooth process! Molly was efficient and resourceful when dealing with our “disappearing” older female who re-surfaced after Molly’s efforts! She followed our instructions and reached out very responsibly when she had questions or concerns. We returned to a perfectly clean, fresh smelling home and 3 very content felines! We very much appreciated her daily updates with pictures! Will definitely hire her again for our next trip! Sincerely, David and Nora

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Nora C.
Sitter Profile Image: Sophia D.
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Sophia D.
from
$80
per night
5 out of 5.0 stars
8 reviews
1 repeat client
18 years of experience
Preston, CT, 06365

Sophia was very reliable, attentive, and took great care of our fur babies! We loved getting the pictures and videos of our dogs while we were away. They were certainly having fun with Sophia. Will definitely be using her again.

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Stephanie S.
Sitter Profile Image: Ethan L.
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Ethan L.
from
$45
per night
5 out of 5.0 stars
5 reviews
3 repeat clients
8 years of experience
Lisbon, CT, 06351

Ethan was a fantastic sitter! He was responsive, absorbed everything during our initial visit, and managed our pups, chickens, and gardens without a hitch. Would book again!

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Justin R.
Sitter Profile Image: Palma T.
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Palma T.
Star Sitter
from
$50
per night
5 out of 5.0 stars
30 reviews
5 repeat clients
25 years of experience
Norwich, CT, 06360

Palma was great and took good care of the house and our three pets. I would have appreciated a little more day to day communication but I didn't ask for it so it is difficult to fault her there. Otherwise, our pets and house are in perfect health and they were well taken care of

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Cristopher J.
Sitter Profile Image: Ashley P.
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Ashley P.
from
$70
per night
5 out of 5.0 stars
54 reviews
17 repeat clients
4 years of experience
Norwich, CT, 06360

Ashley was punctual, communicative and followed my instructions when watching my 7 month old puppy. I look forward to adding Ashley into my rotation of regular dog sitters!

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Rebecca A.
Sitter Profile Image: kathryn s.
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kathryn s.
from
$50
per night
5 out of 5.0 stars
8 reviews
2 repeat clients
10 years of experience
norwich, CT, 06360

Kate was absolutely amazing! We were so worried about our special needs cat while we were out of town but both of our cats and dog loved her!! She was able to get out very shy cat to eat his medicine and play with her in such a short amount of time. We will definitely be using Kate in the future when we’re out of town!

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Kimberly D.
Sitter Profile Image: AUTUMN H.
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AUTUMN H.
Star Sitter
from
$60
per night
5 out of 5.0 stars
6 reviews
3 repeat clients
20 years of experience
Willimantic, CT, 06226

About: I love to take care of pets! I am home working in our yard, garden, with our chickens, cooking, generally creating a millennial grandma cozy cottage. I always say there are a few things that make a house a home - animals, plants, and good kitchen smells. We have a dog and a couple cats running around, and, much like our kids enjoy having all the friends come to visit us so that our house is bustling with love! I have to say that I do not allow pets on furniture but worry not; all furry visitors have lots of soft spaces to snuggle, a large fenced-in yard to run about (maybe dig a hole to relax in the the sunshine?), love, attention, treats galore. I am not afraid of larger animals, and I can keep those separate that are either feeling feisty around new friends or shy until acclimation in our fenced patio within the yard. I keep a good eye on everyone, I'm patient with accidents, and its no sweat to accommodate special needs. Please let us enjoy hosting your family at ours, making our house a home. Other than taking my children to and from school, I am home. Additionally, my partner and children are six more eyes, hugging arms & throwing balls. I accommodate my clients' requests and always aim to over-deliver. I am happy to send photos and videos throughout our play date, and respond to questions in a very timely manner.

Sitter Profile Image: Julia K.
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Julia K.
from
$32
per night
12 years of experience
Windham, CT, 06226

About: I’ve always had dogs of my own since I was little, so caring for them comes naturally to me. I’ve looked after dogs of all ages—from playful puppies to slower-moving seniors—and I’m comfortable with things like crate training, giving medications, and sticking to your pet’s routine. I truly love being around animals. I treat every dog like family, making sure they feel safe, happy, and cared for while you’re away. Whether they need lots of playtime or just a calm, cozy space, I adapt to meet their needs. Even with a busy schedule as a student-athlete, I always make time for pet care. I’m available mornings, during the day, evenings, and weekends, and I’m willing to adjust things to make it work for you and your pup! When caring for pets in your home, I follow your pet’s routine closely to keep them comfortable and stress-free. I make sure they get their walks, meals, playtime, and any special care they need... all while respecting your space and keeping everything tidy. They’ll have a safe space, plenty of attention, and lots of love!

Sitter Profile Image: Tiffany R.
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Tiffany R.
Star Sitter
from
$76
per night
5 out of 5.0 stars
11 reviews
2 repeat clients
29 years of experience
Willimantic, CT, 06226

Tiffany is wonderful. Very proactive, lots of communication, so attentive with our girls, and she is really fun to talk to. A great added bonus! We will definitely have her with us again.

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Charles S.
Sitter Profile Image: Kathleen L.
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Kathleen L.
from
$65
per night
5 out of 5.0 stars
3 reviews
1 repeat client
30 years of experience
Windham, CT, 06226

Kathy was absolutely amazing. She watched my two small dogs over the weekend. She is kind, patient and keeps in touch throughout. I have an elderly dog which can be challenging, but she handles every situation with care and understanding. Kathy was even so kind as the bring in our packages and the trash can (we have a very long driveway). I highly recommend Kathy. She was the perfect house/dog-sitter.

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Katherine B.
Sitter Profile Image: Patrice C.
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Patrice C.
from
$50
per night
5 out of 5.0 stars
2 reviews
1 repeat client
6 years of experience
Norwich, CT, 06360

Great experience! Patrice was knowledgeable, communicative, and friendly to us and our animals. The house was very well taken care of and our pups happy. Will definitely book again. Highly recommended!

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Nicholas S.
Sitter Profile Image: Savannah S.
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Savannah S.
from
$50
per night
5 out of 5.0 stars
9 reviews
1 repeat client
12 years of experience
Lebanon, CT, 06249

Savannah was wonderful, I would highly recommend her to watch your pet. She always quickly responded to me and sent pictures of my pet to let me know they were comfortable and happy staying at home. I will definitely use her services again without hesitation.

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Kris K.
Sitter Profile Image: Andrea H.
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Andrea H.
from
$65
per night
5 out of 5.0 stars
11 reviews
10 years of experience
Colchester, CT, 06415

Andrea was great with our dog and very communicative. We received pictures and updates throughout our trip, and we came home to a happy dog and a clean house. Highly recommended!

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Emily S.
Sitter Profile Image: Finn L.
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Finn L.
from
$65
per night
7 years of experience
Lebanon, CT, 06249

About: I’ve lived with animals all my life and have experience with several different species, including dogs, cats, birds, and rodents. I have been responsible for my own pets since a young age and am familiar with general care, as well as administering oral and topical medications. I am a lover of all animals and am not easily frightened by them. Neighbors, friends, and family members typically turn to me if they need pet care for a trip. I am working part-time and attending college part-time, so there’s plenty of free spots in my schedule to turn my attention to pet care! I am quite flexible although my availability may change from week to week, so be sure to take a look at my I am confident but gentle when working with pets and I would never do a job I didn’t feel comfortable with. Safety for both me and the pet is my top priority! If I agree to any service you are requesting, you can know that I feel 100% confident I can do the job well.

Sitter Profile Image: Bekka A.
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Bekka A.
from
$35
per night
5 out of 4.9 stars
36 reviews
12 repeat clients
25 years of experience
Windham, CT, 06280

Bekka was amazing. We felt good leaving our dogs and chickens in her care. She communicated really well throughout the weekend and left the house in perfect shape when we returned!!

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Kari F.
Sitter Profile Image: Sophia B.
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Sophia B.
from
$40
per night
19 years of experience
Willimantic, CT, 06340

About: Animals have always been a huge part of my life—I’ve grown up around dogs and have personally raised both a German Shepherd and a Yorkie Terrier, giving me experience with dogs of all sizes and energy levels. I’ve also cared for cats, horses, and farm animals for years, so I’m comfortable with pets of all kinds and ages. From feeding and walking to bathing and playtime, I’ve done it all. I’m great at reading animal behavior and helping them feel safe, happy, and well-cared for. I’ll treat your pets like they’re my own and make sure they get all the love and attention they deserve while you’re away. Pet care fits perfectly into my weekly routine! I work part-time with a flexible schedule, so I’m available on my days off as well as before or after my shifts. I love spending time with animals, so I’m excited to fill my free time caring for pets and helping out fellow pet parents whenever I can! When caring for pets in a client’s home, I make it a priority to follow your routine as closely as possible so your pet feels safe, relaxed, and cared for while you’re away. I stick to feeding and walk schedules, give them lots of love and attention, and always keep an eye on their behavior to make sure they’re happy and healthy. I also treat your home with respect—keeping things clean, secure, and just the way you left them. My goal is to make sure both you and your pet feel totally comfortable and at ease during the time I’m there.

Sitter Profile Image: Carla A.
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Carla A.
from
$50
per night
5 out of 5.0 stars
27 reviews
7 repeat clients
11 years of experience
Mansfield center, CT, 06250

This was my first time ever having someone house sit for my dog and Carla did a great job. She was punctual, nice, and followed any directions that were given. Will definitely book with her again!

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Jasmine T.
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Sitter Profile Image: Orion & Alex M.
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Sitter Profile Image: Orion & Alex M.
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Orion & Alex M.
Star Sitter

Pet-loving pair with stellar care
Willimantic, CT, 06226
3.5 mi. away
House Sitting, Drop-In Visits
from
$50
per night
5 out of 5.0 stars
19 reviews
10 repeat clients
Profile image

Orion took great care of our two old dogs while we were away. He was able to manage their demanding food and medicine schedule with easy. The dogs seemed rested and happy and I know they were glad to be able to stay in their own house. We will definitely book Orion again for future trips!

Availability updated 2 days ago
Sitter Profile Image: Shannon E V.
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Sitter Profile Image: Shannon E V.
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Shannon E V.
Star Sitter

Responsible, ambitious, and kind.
Marlborough, CT, 06447
15.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
13 reviews
4 repeat clients
Profile image

Shannon was great for my pup Ariel! She communicates well and kept me updated throughout her stay. Would highly recommend to anyone in need of pet care!

Availability updated today
Sitter Profile Image: Elizabeth S.
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Sitter Profile Image: Elizabeth S.
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Elizabeth S.

I enjoy taking care of your pet
Windham, CT, 06226
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
4 reviews

Liz has been a reliable and trust worthy pet sitter for us. Our dogs and cats really appreciate having her around while we're away, and they get plenty of cuddles and attention.

Availability updated 2 days ago
Sitter Profile Image: Molly P.
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Sitter Profile Image: Molly P.
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Molly P.

Great care at a reasonable price
Yantic, CT, 06389
8.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$32
per night
5 out of 5.0 stars
3 reviews
Profile image

Molly was fabulous while watching our 3 cats for a week in our home! She was very attentive to their quirky needs and individual personalities. She was very patient while waiting out their shy, adjustment period. She administered meds to 2 of the 3, twice daily, which sometimes isn’t a smooth process! Molly was efficient and resourceful when dealing with our “disappearing” older female who re-surfaced after Molly’s efforts! She followed our instructions and reached out very responsibly when she had questions or concerns. We returned to a perfectly clean, fresh smelling home and 3 very content felines! We very much appreciated her daily updates with pictures! Will definitely hire her again for our next trip! Sincerely, David and Nora

Availability updated today
Sitter Profile Image: Sophia D.
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Sitter Profile Image: Sophia D.
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Sophia D.

Responsible and Reliable pet care
Preston, CT, 06365
15.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5 out of 5.0 stars
8 reviews
1 repeat client
Profile image

Sophia was very reliable, attentive, and took great care of our fur babies! We loved getting the pictures and videos of our dogs while we were away. They were certainly having fun with Sophia. Will definitely be using her again.

Availability updated today
Sitter Profile Image: Ethan L.
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Sitter Profile Image: Ethan L.
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Ethan L.

Leave your dog in good paws
Lisbon, CT, 06351
9.7 mi. away
House Sitting
from
$45
per night
5 out of 5.0 stars
5 reviews
3 repeat clients
Profile image

Ethan was a fantastic sitter! He was responsive, absorbed everything during our initial visit, and managed our pups, chickens, and gardens without a hitch. Would book again!

Availability updated 6 days ago
Sitter Profile Image: Palma T.
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Sitter Profile Image: Palma T.
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Palma T.
Star Sitter

I love all dogs
Norwich, CT, 06360
11.5 mi. away
House Sitting
from
$50
per night
5 out of 5.0 stars
30 reviews
5 repeat clients
Profile image

Palma was great and took good care of the house and our three pets. I would have appreciated a little more day to day communication but I didn't ask for it so it is difficult to fault her there. Otherwise, our pets and house are in perfect health and they were well taken care of

Availability updated today
Sitter Profile Image: Ashley P.
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Sitter Profile Image: Ashley P.
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Ashley P.

Experienced in care and behavior!
Norwich, CT, 06360
12.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 5.0 stars
54 reviews
17 repeat clients
Profile image

Ashley was punctual, communicative and followed my instructions when watching my 7 month old puppy. I look forward to adding Ashley into my rotation of regular dog sitters!

Availability updated 75 days ago
Sitter Profile Image: kathryn s.
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Sitter Profile Image: kathryn s.
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kathryn s.

Your kids are treated like mine!
norwich, CT, 06360
11.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
8 reviews
2 repeat clients
Profile image

Kate was absolutely amazing! We were so worried about our special needs cat while we were out of town but both of our cats and dog loved her!! She was able to get out very shy cat to eat his medicine and play with her in such a short amount of time. We will definitely be using Kate in the future when we’re out of town!

Availability updated today
Sitter Profile Image: AUTUMN H.
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Sitter Profile Image: AUTUMN H.
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AUTUMN H.
Star Sitter

Mini Homestead & Urban Oasis
Willimantic, CT, 06226
3.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$60
per night
5 out of 5.0 stars
6 reviews
3 repeat clients

About: I love to take care of pets! I am home working in our yard, garden, with our chickens, cooking, generally creating a millennial grandma cozy cottage. I always say there are a few things that make a house a home - animals, plants, and good kitchen smells. We have a dog and a couple cats running around, and, much like our kids enjoy having all the friends come to visit us so that our house is bustling with love! I have to say that I do not allow pets on furniture but worry not; all furry visitors have lots of soft spaces to snuggle, a large fenced-in yard to run about (maybe dig a hole to relax in the the sunshine?), love, attention, treats galore. I am not afraid of larger animals, and I can keep those separate that are either feeling feisty around new friends or shy until acclimation in our fenced patio within the yard. I keep a good eye on everyone, I'm patient with accidents, and its no sweat to accommodate special needs. Please let us enjoy hosting your family at ours, making our house a home. Other than taking my children to and from school, I am home. Additionally, my partner and children are six more eyes, hugging arms & throwing balls. I accommodate my clients' requests and always aim to over-deliver. I am happy to send photos and videos throughout our play date, and respond to questions in a very timely manner.

Availability updated 28 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Julia K.
Verified Enhanced Background Check
Sitter Profile Image: Julia K.
Verified Enhanced Background Check

Julia K.

Every Dog Treated Like My Own
Windham, CT, 06226
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$32
per night
1 review

Julia had an immediate connection with our dogs, evidenced by their wagging tails and desire to have their bellies rubbed - which she readily and happily did!

Availability updated 10 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Tiffany R.
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Sitter Profile Image: Tiffany R.
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Tiffany R.
Star Sitter

Let me love your sweet pet :)
Willimantic, CT, 06226
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$76
per night
5 out of 5.0 stars
11 reviews
2 repeat clients
Profile image

Tiffany is wonderful. Very proactive, lots of communication, so attentive with our girls, and she is really fun to talk to. A great added bonus! We will definitely have her with us again.

Availability updated 17 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kathleen L.
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Sitter Profile Image: Kathleen L.
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Kathleen L.

Gentle, Reliable Pet Sitting
Windham, CT, 06226
3.2 mi. away
House Sitting
from
$65
per night
5 out of 5.0 stars
3 reviews
1 repeat client
Profile image

Kathy was absolutely amazing. She watched my two small dogs over the weekend. She is kind, patient and keeps in touch throughout. I have an elderly dog which can be challenging, but she handles every situation with care and understanding. Kathy was even so kind as the bring in our packages and the trash can (we have a very long driveway). I highly recommend Kathy. She was the perfect house/dog-sitter.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Patrice C.
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Sitter Profile Image: Patrice C.
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Patrice C.

I’m 19 years old and love animals
Norwich, CT, 06360
8.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
2 reviews
1 repeat client
Profile image

Great experience! Patrice was knowledgeable, communicative, and friendly to us and our animals. The house was very well taken care of and our pups happy. Will definitely book again. Highly recommended!

Availability updated 29 days ago
Sitter Profile Image: Savannah S.
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Sitter Profile Image: Savannah S.
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Savannah S.

Care. Love. Compassion.
Lebanon, CT, 06249
7.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
9 reviews
1 repeat client
Profile image

Savannah was wonderful, I would highly recommend her to watch your pet. She always quickly responded to me and sent pictures of my pet to let me know they were comfortable and happy staying at home. I will definitely use her services again without hesitation.

Availability updated over 1 year ago
Sitter Profile Image: Andrea H.
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Sitter Profile Image: Andrea H.
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Andrea H.

Lover of pets and adventure
Colchester, CT, 06415
11.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
11 reviews
Profile image

Andrea was great with our dog and very communicative. We received pictures and updates throughout our trip, and we came home to a happy dog and a clean house. Highly recommended!

Availability updated 5 days ago
Sitter Profile Image: Finn L.
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Sitter Profile Image: Finn L.
Verified Enhanced Background Check

Finn L.

Enthusiastic animal lover! 🐶🐱💙
Lebanon, CT, 06249
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
1 review

Finn L. is absolutely amazing with animals. They are dependable, caring, and go above and beyond to make sure pets feel safe and loved. Whether it’s daily walks, playtime, or just keeping pets company, they handle everything with patience and genuine compassion. You can trust that your pets are going to be safe, loved and cared for.

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Bekka A.
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Sitter Profile Image: Bekka A.
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Bekka A.

Fur babies become family in my care
Windham, CT, 06280
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 4.9 stars
36 reviews
12 repeat clients
Profile image

Bekka was amazing. We felt good leaving our dogs and chickens in her care. She communicated really well throughout the weekend and left the house in perfect shape when we returned!!

Availability updated today
Sitter Profile Image: Sophia B.
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Sitter Profile Image: Sophia B.
Verified Enhanced Background Check

Sophia B.

Experienced & Caring Pet Sitter
Willimantic, CT, 06340
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
1 review

Sophia is an amazingly responsible young woman who has been taking care of animals since she was 4 years old (if you need proof I have pictures of her cleaning a pony’s hooves at her first barn) She will of course be punctual and follow any instructions, but beyond that she has a heart for pets that is truly exceptional. I also can attest to this because she takes care of my dog all of the time and he adores her!!

Availability updated 20 days ago
Sitter Profile Image: Carla A.
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Sitter Profile Image: Carla A.
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Carla A.

Hi! I’d love to care for your dog!
Mansfield center, CT, 06250
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
27 reviews
7 repeat clients
Profile image

This was my first time ever having someone house sit for my dog and Carla did a great job. She was punctual, nice, and followed any directions that were given. Will definitely book with her again!

Availability updated 68 days ago

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  1. 1. Search

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  2. 2. Meet & Greet

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