House Sitting in Weston

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Top rated Weston house sitters

1 / 1
Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter
from
$80
per night
5 out of 5.0 stars
61 reviews
27 repeat clients
20 years of experience
Pound Ridge, NY, 10576

Jennifer took great care of our kitty girl (and our home) while we were away. She was easy to get in touch with and gave us confidence our girl was in good hands. When we were delayed coming home from our trip, she stuck around for us and helped take care of our dog too. We are all looking forward to having her come back soon.

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Jessica B.
Sitter Profile Image: Cece P.
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Cece P.
from
$60
per night
5 out of 5.0 stars
42 reviews
22 repeat clients
10 years of experience
Fairfield, CT, 06825

Cece took care of Lacy, our ten year old dog, for a week in our house. She came for a meet and greet before the actual stay. She took notes and asked questions, which showed her interest in learning about Lacy and providing her with the best care in our absence. During her stay, Cece was communicative, and responsive. We received pictures and updates from our little girl. Which were a reassurance that Lacy was doing well and happy!

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Marisa O.
Sitter Profile Image: Madalys B.
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Madalys B.
from
$60
per night
5 out of 4.9 stars
25 reviews
8 repeat clients
10 years of experience
Bridgeport, CT, 06604

Madalys was a great house-sitter for our 2 dogs for the day while we were out. Although she was a bit late - hadn't told us she would be using bus/Uber to get here - she and her 1 yr old daughter had a wonderful time playing with the dogs and keeping them engaged. She is a very sweet gal and we would use her again.

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Ann B.
Sitter Profile Image: Lucy F.
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Lucy F.
Star Sitter
from
$100
per night
5 out of 5.0 stars
18 reviews
9 repeat clients
4 years of experience
Trumbull, CT, 06611

Lucy was the perfect sitter for our 2.5 year old standard poodle Tulip. She provided the perfect balance of exercise, play, cuddles and mental stimulation. Lucy is obviously a gentle and caring animal lover and a complete professional to boot. We were given regular updates, photos and videos of our girl, making our trip away that much more enjoyable. Our home was also incredibly clean and neat when we returned, and she even left a heartwarming note for us! We hope to book Lucy’s service again very soon. Don’t hesitate to reach out to this fantastic sitter!

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Marla G.
Sitter Profile Image: Brandi L.
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Brandi L.
Star Sitter
from
$90
per night
5 out of 5.0 stars
8 reviews
4 repeat clients
10 years of experience
Norwalk, CT, 06851

WOW! Brandi was the BEST fit for my fur baby, Chaka. Brandi is an excellent caregiver, kind, patient, she followed our routine, took extra time and care to make sure that my anxious puppy was comfortable and got plenty of exercise, cuddles and playtime. I have never had a dog sitter take better care of my dog. Typically when I hire a sitter, they take her outside on a quick walk and just bring her back inside, but Brandi went above and beyond! She spent the entire day keeping her company and updated me with photos and videos of their adventures together around the house and at the park. I was blown away by her care and expertise. As far as Chaka and I are concerned, Brandi is family now and I am absolutely booking her again.

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Kai B.
Sitter Profile Image: Kim A.
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Kim A.
from
$85
per night
5 out of 5.0 stars
78 reviews
13 repeat clients
50 years of experience
Westport, CT, 06880

Kim has stayed with our dog, Finn several times. She does a great job of keeping his routine as usual as possible. He really likes her. It makes our vacation so much better not having to worry about him while we are away.

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Nancy M.
Sitter Profile Image: Alexis S.
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Alexis S.
from
$65
per night
5 out of 5.0 stars
2 reviews
2 repeat clients
2 years of experience
Norwalk, CT, 06854

About: I've babysat for my aunts and grandparents dogs over the years. I love animals so much and hope to have plenty of them in the future! So I'm looking to get as much experience with all breeds as possible! I'm currently unemployed which means I'll have tons of availability and free-time to give your pets the best care possible! I also have a rotating sleep schedule so I'm usually available for all different times I take care of pets by keeping a close eye on them and consistently checking in on what they might need. With 3 pets of my own I'm used to constantly checking water, scheduled feedings, and making sure they get plenty of exercise

Sitter Profile Image: Kate S.
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Kate S.
from
$75
per night
5 out of 5.0 stars
8 reviews
15 years of experience
New Canaan, CT, 06840

Kate is fantastic and we will use her again. She was on time, highly communicative, took great care of our three large dogs, and was responsible with the house.

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Scott P.
Sitter Profile Image: Keira S.
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Keira S.
from
$40
per night
5 out of 5.0 stars
5 reviews
20 years of experience
Norwalk, CT, 06880

About: Hi! My name is Keira, and I’ve been caring for animals of all kinds my entire life. I hold a Bachelor’s degree in Animal Health and Behavior and currently work as an animal caretaker at my local nature center. I have hands-on experience with everything from daily pet care to administering medications when needed. Whether you’re looking for someone reliable, knowledgeable, or just someone who genuinely loves animals—I’m here to help. Your pet’s well-being is my top priority! I have my own pets as well including a dog, cats, bird, chickens, gerbil, etc. I have some experience in grooming and training if you would like any extra services let me know! I currently work part time at my local nature center 9am-2pm, 4 out of 7 days a week. Not long hours so I am able to walk dogs earlier and right after work. Or come back after work to pet sit if needed. At an owners house I would ask the pet parent what they think would be best but at my own house I have a big backyard to play with any dogs in my care (leashed or off leash). Any food provided will be fed by instruction and if medicine is needed to be given I can assist with that as well. Always fresh water nearby for any fur baby in my care.

Sitter Profile Image: Daniel C.
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Daniel C.
from
$50
per night
5 out of 5.0 stars
2 reviews
4 years of experience
Norwalk, CT, 06854

About: I have a huge passion for dogs and know the struggle of work/life/pup balance. I have had two rescue pitties in my life and worked closely with dog trainers and skill classes to learn new techniques. I have two nephews and love to have them teaching dogs! I am self employed so I have a flexible schedule throughout the day, I also have the ability to work from home when needed incase I believe in positive reinforcement and also care. I have two nephews and I consider pets to be treated just like them! I will dedicate time to make sure the pets are acclimated to the environment

Sitter Profile Image: Devora L.
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Devora L.
from
$68
per night
5 out of 4.4 stars
14 reviews
9 repeat clients
8 years of experience
Norwalk, CT, 06850

Devora was fantastic!!

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Philip M.
Sitter Profile Image: Molly C.
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Molly C.
from
$75
per night
5 out of 5.0 stars
17 reviews
4 repeat clients
10 years of experience
Easton, CT, 06612

Molly is very kind and considerate to all of our pets needs. She followed all instructions and went above and beyond while house sitting to make sure we came home to happy dogs and a clean home. Can easily trust her to make sure our dogs are cared for while we're away.

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Brandon H.
Sitter Profile Image: Christian C.
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Christian C.
from
$70
per night
5 years of experience
New Canaan, CT, 06840

About: I've spent years caring for dogs of all sizes and temperaments, and I treat every pup like family. From energetic walks to calm companionship, I adapt to your dogs needs. I'm responsible, patient, and genuinely love what I do. Your pets safety and happiness always comes first. As a college student who is home for the summer. I have a pretty flexible schedule, I'm available morning, afternoons, and evenings - perfect for regular walks, drop-ins, or overnight care throughout the week. I care for pets in their home by sticking to their routine, give them lots of love, keep things clean, and ensure they feel safe and relaxed.

Sitter Profile Image: Charlotte S.
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Charlotte S.
from
$75
per night
5 out of 4.9 stars
27 reviews
9 repeat clients
30 years of experience
Westport, CT, 06880

Charlotte was absolutely wonderful with my dog Lily. She really helped me when I was in a pinch and was super responsive and kind. Would definitely leave Lily with her again!

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Gigi P.
Sitter Profile Image: Rachel N.
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Rachel N.
from
$50
per night
9 years of experience
Norwalk, CT, 06855

About: Hi! My name is Rachel and I am a lifelong animal lover. Whether it’s playtime, cuddle time, or walk time, I treat every pet like my own. I am ready to keep your pets happy while you're away! I am a teacher in graduate school looking for part-time work this Summer. I am free for the Summer aside from two vacations. June 18-June 23 and July 19-26. During the school year, I would be happy to stay in your residence to take care of cats while going to work. My school year starts September 2. I always strive to care for my clients pets as if they were still taking care of them. I am happy to keep up with specific schedules and routines to help animals feel comfortable while their owner is gone.

Sitter Profile Image: Tatiana M.
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Tatiana M.
from
$150
per night
5 out of 5.0 stars
25 reviews
6 repeat clients
17 years of experience
Westport, CT, 06880

Tatiana looked after our dog Delilah whilst we were in England for a week. She did a truly wonderful job- taking great care of Delilah and of our house and kept in touch with the loveliest photos and videos. I cannot recommend her highly enough.

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Julia B.
Sitter Profile Image: Shannon T.
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Shannon T.
from
$90
per night
5 out of 5.0 stars
9 reviews
3 repeat clients
15 years of experience
Norwalk, CT, 06850

Highly recommend Shannon, she was so easy to communicate with, took care of our sweet dog as if she was her own, send updates throughout the day and was generally wonderful. Our dog was happy and calm at the end of every day she spent with Shannon. So grateful for Shannon and excited to work with her again!

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Chelsea G.
Sitter Profile Image: Rocelyn C.
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Rocelyn C.
Star Sitter
from
$95
per night
5 out of 5.0 stars
24 reviews
9 repeat clients
12 years of experience
Norwalk, CT, 06850

Rocelyn took excellent care of our dog. She kept us updated with texts, pictures and videos the whole time Daisy was in her care. I highly recommend booking her for any of you pet care needs.

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Patrick T.
Sitter Profile Image: Meghan S.
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Meghan S.
from
$45
per night
5 out of 5.0 stars
4 reviews
1 repeat client
2 years of experience
Weston, CT, 06883

Meghan did a great job taking care of our dog Izzie in our home for a week! She is thoughtful and responsible and we plan to have her watch Izzie again this summer!

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Annie H.
Sitter Profile Image: Steph & David S.
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Steph & David S.
from
$85
per night
5 out of 5.0 stars
8 reviews
2 repeat clients
30 years of experience
Weston, CT, 06883

About: We are a family of avid animal lovers! Every animal that stays at our home is treated like one of the family and is given the love we give to our own animals. I have had animals my whole life, cats, dogs, horses, and have also fostered and volunteered for many animal organizations. I have lots of animal experience and can administer medications and have dealt with very sick animals, pregnant and newborn cats and dogs, as well as seniors. We work from home and are also very active. Your dog will get plenty of walks and playtime with our dog, and will get lots of human attention. We work from home so have a very flexible schedule. We can accommodate one dog boarding in our home at a time, we also are available for in home visits and stays, and dog walking. In our home we care for your pet as you do at home. I prefer for new clients that we meet beforehand, so you are comfortable with your dog staying with us.

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Loving house sitters in your neighborhood

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Sitter Profile Image: Jennifer B.
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Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter

Flexible, accommodating, attentive!
Pound Ridge, NY, 10576
9.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5 out of 5.0 stars
61 reviews
27 repeat clients
Profile image

Jennifer took great care of our kitty girl (and our home) while we were away. She was easy to get in touch with and gave us confidence our girl was in good hands. When we were delayed coming home from our trip, she stuck around for us and helped take care of our dog too. We are all looking forward to having her come back soon.

Availability updated 42 days ago
Sitter Profile Image: Cece P.
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Sitter Profile Image: Cece P.
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Cece P.
Rover 101

Animal Lover & Potential Best Pal!
Fairfield, CT, 06825
7.9 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 5.0 stars
42 reviews
22 repeat clients
Profile image

Cece took care of Lacy, our ten year old dog, for a week in our house. She came for a meet and greet before the actual stay. She took notes and asked questions, which showed her interest in learning about Lacy and providing her with the best care in our absence. During her stay, Cece was communicative, and responsive. We received pictures and updates from our little girl. Which were a reassurance that Lacy was doing well and happy!

Availability updated 18 days ago
Sitter Profile Image: Madalys B.
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Sitter Profile Image: Madalys B.
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Madalys B.

WithLots of Energy With Good Vibes
Bridgeport, CT, 06604
8.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 4.9 stars
25 reviews
8 repeat clients
Profile image

Madalys was a great house-sitter for our 2 dogs for the day while we were out. Although she was a bit late - hadn't told us she would be using bus/Uber to get here - she and her 1 yr old daughter had a wonderful time playing with the dogs and keeping them engaged. She is a very sweet gal and we would use her again.

Availability updated 6 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Lucy F.
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Sitter Profile Image: Lucy F.
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Lucy F.
Star Sitter

Your pets' new best friend!
Trumbull, CT, 06611
11.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
5 out of 5.0 stars
18 reviews
9 repeat clients
Profile image

Lucy was the perfect sitter for our 2.5 year old standard poodle Tulip. She provided the perfect balance of exercise, play, cuddles and mental stimulation. Lucy is obviously a gentle and caring animal lover and a complete professional to boot. We were given regular updates, photos and videos of our girl, making our trip away that much more enjoyable. Our home was also incredibly clean and neat when we returned, and she even left a heartwarming note for us! We hope to book Lucy’s service again very soon. Don’t hesitate to reach out to this fantastic sitter!

Availability updated 2 days ago
Sitter Profile Image: Brandi L.
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Sitter Profile Image: Brandi L.
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Brandi L.
Star Sitter

Your Friendly Traveling Dog Auntie
Norwalk, CT, 06851
5.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$90
per night
5 out of 5.0 stars
8 reviews
4 repeat clients
Profile image

WOW! Brandi was the BEST fit for my fur baby, Chaka. Brandi is an excellent caregiver, kind, patient, she followed our routine, took extra time and care to make sure that my anxious puppy was comfortable and got plenty of exercise, cuddles and playtime. I have never had a dog sitter take better care of my dog. Typically when I hire a sitter, they take her outside on a quick walk and just bring her back inside, but Brandi went above and beyond! She spent the entire day keeping her company and updated me with photos and videos of their adventures together around the house and at the park. I was blown away by her care and expertise. As far as Chaka and I are concerned, Brandi is family now and I am absolutely booking her again.

Availability updated 19 days ago
Sitter Profile Image: Kim A.
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Sitter Profile Image: Kim A.
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Kim A.

Will treat your pet like family!
Westport, CT, 06880
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$85
per night
5 out of 5.0 stars
78 reviews
13 repeat clients
Profile image

Kim has stayed with our dog, Finn several times. She does a great job of keeping his routine as usual as possible. He really likes her. It makes our vacation so much better not having to worry about him while we are away.

Availability updated 2 days ago
Sitter Profile Image: Alexis S.
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Sitter Profile Image: Alexis S.
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Alexis S.

Small girl with an animal obsession
Norwalk, CT, 06854
7.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
2 reviews
2 repeat clients

About: I've babysat for my aunts and grandparents dogs over the years. I love animals so much and hope to have plenty of them in the future! So I'm looking to get as much experience with all breeds as possible! I'm currently unemployed which means I'll have tons of availability and free-time to give your pets the best care possible! I also have a rotating sleep schedule so I'm usually available for all different times I take care of pets by keeping a close eye on them and consistently checking in on what they might need. With 3 pets of my own I'm used to constantly checking water, scheduled feedings, and making sure they get plenty of exercise

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kate S.
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Sitter Profile Image: Kate S.
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Kate S.

trust the best with your pets! :)
New Canaan, CT, 06840
5.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
8 reviews
Profile image

Kate is fantastic and we will use her again. She was on time, highly communicative, took great care of our three large dogs, and was responsible with the house.

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

Animal Health Degree/Animal Lover
Norwalk, CT, 06880
7.4 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
5 reviews

Keira is truly exceptional when it comes to caring for pets. She’s loving, reliable, and has a natural connection with animals that puts both pets and owners at ease. Every time she watches my dog, I know he’s not just being looked after—he’s being spoiled with love, attention, and care. She’s great with routines, super communicative, and always goes the extra mile. I wouldn’t trust anyone else more with my fur baby. Keira is a rare gem!

Availability updated 4 days ago
Sitter Profile Image: Daniel C.
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Sitter Profile Image: Daniel C.
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Daniel C.

Full time uncle and dog dad.
Norwalk, CT, 06854
8.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
2 reviews

Truly my go to when I need someone to walk and or/petsit my dog. He is not only extremely loving with my Pitbull but makes sure to follow my requests regarding correcting her behavior. I leave my dog knowing he’ll upkeep her training and when I return she’s in great shape. Daniel is cautious and diligent in watching my sweet girl and I trust him wholeheartedly.

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Devora L.
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Sitter Profile Image: Devora L.
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Devora L.

I love animals !
Norwalk, CT, 06850
6.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$68
per night
5 out of 4.4 stars
14 reviews
9 repeat clients
Profile image

Devora was fantastic!!

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Molly C.
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Sitter Profile Image: Molly C.
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Molly C.

Efficient & safety-oriented! 🐕🦮🐩
Easton, CT, 06612
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
17 reviews
4 repeat clients
Profile image

Molly is very kind and considerate to all of our pets needs. She followed all instructions and went above and beyond while house sitting to make sure we came home to happy dogs and a clean home. Can easily trust her to make sure our dogs are cared for while we're away.

Availability updated 47 days ago
Sitter Profile Image: Christian C.
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Sitter Profile Image: Christian C.
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Christian C.

Big heart for all breeds
New Canaan, CT, 06840
7.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
2 reviews

Christian is a very responsible individual, who loves animals and caring for them. He likes to make sure they get the exercise they need and to spend time with them making sure they feel loved. I would highly recommend him to walk your fur babies.

Availability updated 3 days ago
Sitter Profile Image: Charlotte S.
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Sitter Profile Image: Charlotte S.
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Charlotte S.

Caring pet lover here to help
Westport, CT, 06880
4.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
5 out of 4.9 stars
27 reviews
9 repeat clients
Profile image

Charlotte was absolutely wonderful with my dog Lily. She really helped me when I was in a pinch and was super responsive and kind. Would definitely leave Lily with her again!

Availability updated today
Sitter Profile Image: Rachel N.
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Sitter Profile Image: Rachel N.
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Rachel N.

Trusted Care for Your Pets
Norwalk, CT, 06855
6.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
2 reviews

Rachel is always our go-to person to watch our cats. She is very responsive when we reach out, and you can just tell she has a soft spot for animals. Rachel is responsible, caring, and puts the extra effort in to send us pictures of the cats and keep us updated. Rachel has helped us on many occasions, even for several days at a time, and we couldn’t recommend her enough!

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Tatiana M.
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Sitter Profile Image: Tatiana M.
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Tatiana M.

Your pet will feel like home 🐾❤️
Westport, CT, 06880
5.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$150
per night
5 out of 5.0 stars
25 reviews
6 repeat clients
Profile image

Tatiana looked after our dog Delilah whilst we were in England for a week. She did a truly wonderful job- taking great care of Delilah and of our house and kept in touch with the loveliest photos and videos. I cannot recommend her highly enough.

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Shannon T.
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Sitter Profile Image: Shannon T.
Verified Enhanced Background Check

Shannon T.

Your furry baby’s new best friend
Norwalk, CT, 06850
6.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$90
per night
5 out of 5.0 stars
9 reviews
3 repeat clients
Profile image

Highly recommend Shannon, she was so easy to communicate with, took care of our sweet dog as if she was her own, send updates throughout the day and was generally wonderful. Our dog was happy and calm at the end of every day she spent with Shannon. So grateful for Shannon and excited to work with her again!

Availability updated yesterday
Sitter Profile Image: Rocelyn C.
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Sitter Profile Image: Rocelyn C.
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Rocelyn C.
Rover 101
Star Sitter

Experienced Canine Handler & More!
Norwalk, CT, 06850
6.4 mi. away
House Sitting, Drop-In Visits
from
$95
per night
5 out of 5.0 stars
24 reviews
9 repeat clients
Profile image

Rocelyn took excellent care of our dog. She kept us updated with texts, pictures and videos the whole time Daisy was in her care. I highly recommend booking her for any of you pet care needs.

Availability updated 7 days ago
Sitter Profile Image: Meghan S.
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Sitter Profile Image: Meghan S.
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Meghan S.

Dog Loving Girl
Weston, CT, 06883
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

Meghan did a great job taking care of our dog Izzie in our home for a week! She is thoughtful and responsible and we plan to have her watch Izzie again this summer!

Availability updated 4 days ago
Sitter Profile Image: Steph & David S.
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Sitter Profile Image: Steph & David S.
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Steph & David S.

We love your animal like you do
Weston, CT, 06883
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$85
per night
5 out of 5.0 stars
8 reviews
2 repeat clients

Steph and David watched my 2 year old fur baby for a week and I couldn’t have been happier with the experience. They seem to truly love animals and returned my little Schmoo to me looking healthy, clean and happy. I will definitely use them again!

Availability updated over 1 year ago

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  1. 1. Search

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  2. 2. Meet & Greet

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