House Sitting in Weston

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Betsey M.
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Sitter Profile Image: Betsey M.
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1. Betsey M.

Dog and cat lover ready to help!
Bridgeport, CT, 06606
9.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
35 reviews
11 repeat clients
from
$50
per night

Betsey was the perfect sitter to our pup, Frankie. She came over for a meet and greet ahead of our planned booking, and then handled the overnight stays with ease. She’s a great communicator, shared lots of pictures. She made us feel so comfortable that Frankie was in her care. Will definitely book her again!

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Sitter Profile Image: Kim A.
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Sitter Profile Image: Kim A.
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2. Kim A.

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

Kim was absolutely fantastic! So considerate, responsible, and communicated with us throughout her stay. She was so caring and thorough with our dog and our home. We appreciate such a wonderful caregiver!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Scarlet A.
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Sitter Profile Image: Scarlet A.
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3. Scarlet A.

Rover 101
Pawsitively Perfect Pet Care 🐾.
Bridgeport, CT, 06604
9.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
8 repeat clients
from
$94
per night

Scarlet is amazing. I really couldn’t recommend her more. My dogs take a long time to warm up to strangers, and they were in love with her after just a few hours.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Leonel R.
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Sitter Profile Image: Leonel R.
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4. Leonel R.

Love these furry family members!
Norwalk, CT, 06851
5.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
42 reviews
8 repeat clients
from
$75
per night

Leonel was AWESOME with the dogs! They clearly had a great time with him. Can’t wait to have him come again!

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Sitter Profile Image: Rebecca G.
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Sitter Profile Image: Rebecca G.
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5. Rebecca G.

Rover 101
Providing unique pet care for you.
Norwalk, CT, 06854
8.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
4 reviews
from
$80
per night

Rebecca is a highly motivated and conscientious individual. She is a wonderful and knowledgeable sitter; and you will feel assured that your pet will get undivided attention. I recommend Rebecca absolutely. Sandy K

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Sitter Profile Image: Annie D.
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Sitter Profile Image: Annie D.
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6. Annie D.

Home full time to care for your pup
Norwalk, CT, 06850
6.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
4 reviews
1 repeat client
from
$60
per night

Annie is the best dog sitter we have ever had. Our dogs, Simon and Garfunkel, absolutely love her! I wouldn’t hesitate to recommend her to anyone.

Sitter Profile Image: Victoria L.
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Sitter Profile Image: Victoria L.
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7. Victoria L.

We understand each other....
Westport, CT, 06880
3.3 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
3 repeat clients
from
$95
per night

We will never be able to thank Victoria enough. On very short notice, she took care of our two older Yorkies and provided them with their meds, cuddles and gave us the ability to relax knowing our “babies” were in good hands. To top that off, our home was also well cared for with floors washed and laundry done and a fresh delicious salad in the fridge. She is truly a wonderfully kind and responsible person and I am so thankful that we had the opportunity to meet. Thank you, Rover, but thank you Victoria for everything. ?????

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Sitter Profile Image: Ivan D.
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Sitter Profile Image: Ivan D.
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8. Ivan D.

Dogs are the best; the greatest
Norwalk, CT, 06850
5.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
5 repeat clients
from
$90
per night

Ivan was amazing with our 2 pittbulls. They are very high energy and he did a great job at making them feel comfortable with him and giving them all of the love they desire. He followed all of our instructions and kept in constant communication sending pics/updates. I will def be booking with him again and would recommend him to others.

Sitter Profile Image: Emily R.
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Sitter Profile Image: Emily R.
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9. Emily R.

Need Help With Your Pets?
Norwalk, CT, 06851
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
5 repeat clients
from
$50
per night

Emily provided a considerate, caring and wonderful pet sitting experience for our two corgis AND us! She kept great contact with us through the entire 4 day stay. One of our little guys is older (12) and she gave him that extra care and patience we requested of her for him. She’ll be our first call made when we need any similar dog care service. Marvin, Kevin thank you too!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Devora L.
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Sitter Profile Image: Devora L.
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10. Devora L.

I love animals !
Norwalk, CT, 06850
6.2 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
4 repeat clients
from
$75
per night

Devora was fantastic!!

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Sitter Profile Image: Christopher W.
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Sitter Profile Image: Christopher W.
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11. Christopher W.

Partial WFH, dog lover!
Norwalk, CT, 06851
5.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
12 reviews
3 repeat clients
from
$75
per night

This was our first time using Chris and he was wonderful! He came over to meet our pup so she could get familiar with him. He then stayed at our house for 5 nights. She was well taken care of and he was so respectful to our house and cleaned before we arrived home! Would definitely recommend and will use him again. Thanks, Chris!

Sitter Profile Image: Alex Y.
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Sitter Profile Image: Alex Y.
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12. Alex Y.

Fur-ever Friends :)
Wilton, CT, 06897
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
6 repeat clients
from
$65
per night

Alex is a conscientious and loving petsitter. She took excellent care of our older, ailing dachshund while we were away. She updated us regularly, followed our directions to the letter and clarified whatever needed further instruction. We felt very comfortable with Alex and will contact her for future needs.

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Sitter Profile Image: Ashley L.
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Sitter Profile Image: Ashley L.
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13. Ashley L.

Let me love your pets! :)
Redding, CT, 06896
6.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
10 years of experience
from
$40
per night

About: Let me watch your pets while you’re away. I love all animals and am so excited to meet them. I am currently in school to be come a vet :) I am currently a student at SHU. And I am available everyday of the week. I work on weekends for 5 hrs a day usually :) I can deal with all environments. I like to make it as normal routine for the pet as much as possible. I am good with crates

Sitter Profile Image: maria alexandra v.
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Sitter Profile Image: maria alexandra v.
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14. maria alexandra v.

No Ruff times, just happy pet time!
Norwalk, CT, 06850
4.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
4 repeat clients
from
$70
per night

Maria Alexandra was an awesome pet sitter!! We were fairly new to Rover and she was so reassuring that our Wrigley would be in good hands…and boy was she right!! Maria Alexandra was very loving and attentive to Wrigley. She would play and hang with him and she made sure he had his nightly biscuit!! Maria was great about keeping us abreast of Wrigley’s day. She took plenty of photos and videos and sent them to us each day. Maria Alexandra was the perfect house guest !! She is very loving and will adore your pet as if they were her own!! We highly recommend Maria Alexandra !!

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Sitter Profile Image: Dani H.
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Sitter Profile Image: Dani H.
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15. Dani H.

Huge animal lover :)
Fairfield, CT, 06824
4.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
3 repeat clients
from
$70
per night

About: I’m a college student at Sacred Heart University, and I have had a dog for as long as I can remember. I love caring for dogs and giving them the love and attention that they deserve. I am able to provide many different activities for the dog (see below) and make sure that their needs are met to the best they can be. Something that separates me from other walkers/sitters is that I have been training my own psychiatric service dog for over 3 years. I have minimal dog training and know how to handle dogs in a variety of different ways. As I am a full time college student, my schedule differs from week to week. I am free every weekend, and I am most free on Monday’s, Wednesday’s and Friday’s I have two other friendly dogs, both about 30 pounds, Australian Labradoodles. Someone is almost always home, and we have a crate so we can crate the dog if needed. We have a very big backyard (about 2 acres) where the dog can run. Please note that the backyard is not fenced as we have an invisible fence.

Sitter Profile Image: Kristen A.
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Sitter Profile Image: Kristen A.
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16. Kristen A.

Care & Love like a dog's 2nd home!
Norwalk, CT, 06851
4.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
4 repeat clients
from
$60
per night

Kristen is a wonderful responsible pet watcher and walker. She has helped us walk our beloved 2 year old golden retriever, Chief as well as watched him overnight for us. I feel comfortable with her and my furry kid as I know he will be loved and cared for as if he was her own furry kid. 💕 I highly recommend Kristen for your pet needs!!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Michelle R.
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Sitter Profile Image: Michelle R.
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17. Michelle R.

Michelle’s best friend service
Westport, CT, 06880
4.3 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
1 review
1 repeat client
from
$68
per night

Michelle was very prompt replying to texts when I would check in to see how things were going. She took good care of our dog Joey.

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Sitter Profile Image: Amanda F.
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Sitter Profile Image: Amanda F.
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18. Amanda F.

Fully Remote Worker, Pet Sitter
Fairfield, CT, 06824
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
15 years of experience
from
$80
per night

About: I have taken care of cats and dogs my whole life. I have had a large dog myself who was a rescue who needed special attention, and also have had many cats, currently have 3. I have watched dogs of all sizes. I work fully remote, which gives me the flexibility to be with the animal I am caring for all day! I currently work fully remote, so I am able to take a dog outside every 30 minutes if needed, but also can give attention to an animal all day while I am on calls. I am typically not available on the weekend, but am happy to do overnight visits on weekdays as long as there is WiFi available where I am staying :) I will care for your pet at your home, making sure to keep them on the schedule you prefer with my very flexible work schedule! I am very comfortable preparing any food, giving any medicine, and following whatever schedule is needed to keep your animal safe and healthy!

Sitter Profile Image: Nikki W.
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Sitter Profile Image: Nikki W.
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19. Nikki W.

Fun and responsible dog sitter
Norwalk, CT, 06850
4.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
4 repeat clients
from
$70
per night

Nikki was fantastic with our two dogs. We already have another stay booked!

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Sitter Profile Image: Kiana N.
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Sitter Profile Image: Kiana N.
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20. Kiana N.

Certified animal lover 🫶
Wilton, CT, 06897
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$85
per night

Kiana did a great job watching our two poodle mixes in our house while we were away for a week-long family vacation. She followed all of our instructions to a tee, sent daily updates with adorable photos of our pups and left the house exactly as we left it. We'd definitely use her again and would happily recommend her to others!

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Weston House Sitting ratings

Overall Rating:
4.9 out of 5 stars

House sitters in Weston are rated on average 4.9 out of 5 stars based on 41 reviews.

Rover also offers House Sitting in:

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Never beg a friend to watch your dog again. With Rover, you can find your the perfect Weston house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Weston who can provide the care your dog needs, when they need it.

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