House Sitting in Weston

Find a loving house sitter to watch over your pets and your home.

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Top rated Weston house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Christina M.
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Christina M.
Star Sitter
from
$100
per night
5.0 out of 5 stars
5 reviews
4 repeat clients
30 years of experience
Weston, CT, 06883

Christina was a great pet sitter for our 2 dogs. She took them for walks, gave them their medicine and was very extremely helpful while she was house sitting. She is very organized and communicates very well. I would highly recommend her.

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Wendy B.
Sitter Profile Image: Lana B.
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Lana B.
Star Sitter
from
$64
per night
5.0 out of 5 stars
88 reviews
49 repeat clients
8 years of experience
South Salem, NY, 10590

Lana is the best of the best! She is super reliable and communicative! She went above and beyond to stick to our proposed schedule which required extended care and visits to our house, and our dog seemed very comfortable with her. Would love to work with Lana again!

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Jaclyn & Mason B.
Sitter Profile Image: Destiny R.
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Destiny R.
from
$100
per night
5.0 out of 5 stars
39 reviews
9 repeat clients
10 years of experience
Westport, CT, 06880

Destiny is so sweet. Jackie the cat liked her. The husky snow snuggled with her. She sent pics and kept me up to date. She was on time, dependable, responsive. Will use again

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Dina M.
Sitter Profile Image: Nicky L.
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Nicky L.
from
$70
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
43 years of experience
Wilton, CT, 06897

Nicky took great care of our pets, and left our home in perfect shape! We appreciated her attention to detail and updates, we’d absolutely use her again!

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Michelle K.
Sitter Profile Image: Valeria S.
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Valeria S.
Star Sitter
from
$120
per night
5.0 out of 5 stars
31 reviews
9 repeat clients
3 years of experience
Westport, CT, 06880

We are so thankful we found Valeria to stay with our precious Chancey shortly after we moved to our house. She was clear, organized, stuck to our usual schedule and sent frequent detailed updates with photos 😍. It is clear that she is very experienced with dogs and training. Thank you so much Valeria!

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Jenna K.
Sitter Profile Image: Donald L.
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Donald L.
Star Sitter
from
$80
per night
5.0 out of 5 stars
28 reviews
12 repeat clients
6 years of experience
Darien, CT, 06820

We had Donald watch our Irish setter for a week while we were away. He was absolutely amazing! Checked in very frequently, sent lots of photos, and went out on long walks. Would definitely recommend using Donald and will do so again!

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Todd & Maggie J.
Sitter Profile Image: Dimitrios K.
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Dimitrios K.
from
$35
per night
5.0 out of 5 stars
4 reviews
3 years of experience
Norwalk, CT, 06851

About: I’ve taken care of pit bulls, golden retrievers, and tabby cats! Entrusted by friends and family with their pets, I’ve learned that I have a great affinity for animals (maybe more than I do for people) I currently work evenings at a restaurant, and I’m searching for daytime employment as we speak. In the meantime, I’m open to daytime supervision of animals as well as overnights after work. I have a fenced-in yard and a very docile and friendly golden retriever. She’s 11 and gets along with every animal she meets. When taking care of a pet at client’s homes, I prioritize leaving it in the same or better condition than I found it.

Sitter Profile Image: Emma A.
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Emma A.
Star Sitter
from
$90
per night
4.9 out of 5 stars
47 reviews
19 repeat clients
10 years of experience
Stamford, CT, 06901

Emma did an amazing job taking care of our almost two year old pup. She clearly has a natural ability with animals and put my mind at ease from the moment we met her. She was great at absorbing and following our directions and was very communicative during our trip, sending lovely updates and photos. Our dog was clearly and well cared for throughout and we have already booked Emma for another getaway. Very happy to have found her!

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Lisa G.
Sitter Profile Image: Tatiana M.
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Tatiana M.
from
$150
per night
5.0 out of 5 stars
33 reviews
11 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: Katherine S.
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Katherine S.
from
$85
per night
5.0 out of 5 stars
12 reviews
5 repeat clients
10 years of experience
Norwalk, CT, 06851

Katherine is amazing! She is a loving caregiver who immediately bonded with my cat and my dog. My cat is often wary, but could immediately sense her loving presence. Katherine is also incredibly responsible, mature and responsive - from responding to texts, understanding my needs, and leaving my house in better shape than she found it. It is a gift to find someone who allows me to relax and not worry about a thing while I’m away - that is my experience with Katherine!

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Eileen T.
Sitter Profile Image: Crystal I.
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Crystal I.
from
$85
per night
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
Waterside, Stamford, CT, 06902

Crystal was great. She was helpful teaching me about training a husky i recently adopted thos week. My doggie adored her and cat Jackie. She provided pictures. Great sitter who communicated keeping my anxiety at bay. I am using her again.

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Dina M.
Sitter Profile Image: Maria F.
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Maria F.
from
$73
per night
4 years of experience
Weston, CT, 06883

About: I’m patient, reliable, and truly care about every dog I walk. I pay attention to their behavior, energy, and comfort so they feel safe and happy. I follow instructions closely and treat every dog like my own. I’m available for pet care in the afternoons after 3pm on weekdays, as well as all day on weekends. I offer walks, drop-ins, and boarding when you’re away on vacation. I always prioritize safety, trust, and comfort. In my care, pets are supervised, kept on their routine, and treated gently and patiently. In a client’s home, I respect their space and follow all instructions carefully to make sure the pet feels secure and comfortable.

Sitter Profile Image: Leenez V.
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Leenez V.
from
$60
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Norwalk, CT, 06851

About: Dogs are my world! I care for five of my own, groom, train, and teach tricks. I love dog sitting for friends and family, making sure every pup gets playtime, belly rubs, and lots of love. From wiggly puppies to wise seniors, I keep tails wagging and spirits high! Pet care is a natural part of my daily and weekly routine. I care for my own dogs every day through feeding, walking, grooming, playtime, and basic training. I also regularly dog sit for family , so I’m used to planning my schedule around pets and making sure they get consistent attention, exercise, and care. The pups I watch will have their own cozy space in my room with a fun playpen and lots of toys! They’ll get plenty of love, attention, and playtime. My own dogs stay downstairs, but if the owner is okay, their pup can safely hang out and play with my friendly fur babies. Every dog gets a happy, safe, and tail-wagging environment while in my care!

Sitter Profile Image: Carrigan M.
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Carrigan M.
from
$75
per night
4.8 out of 5 stars
21 reviews
10 repeat clients
8 years of experience
North Stamford, Stamford, CT, 06903

Terrific empathy and a great communicator.

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Lisa S.
Sitter Profile Image: Colin W.
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Colin W.
from
$80
per night
10 years of experience
Fairfield, CT, 06824

About: I’ve dealt with pets of all kinds. Big, small, medium, and ones that aren’t potty trained. However, I love all animals! You’re pet will be my top priority, and they will be in good hands for the duration of time that I am needed! As a college freshman on summer break, I have plenty of time on my hands to tend to your pet. Even after finding a job, your pet will be my priority! I own a mini-dachshund who you will find either bubbling with energy, or basking in the sunshine in the back yard. His activity level is completely dependent on our behavior! Thanks to his loving personality, he is always by our side and being loved. He has free access to water whenever he needs it and is fed twice per day. Rocky would never run away, as his he too emotionally attached and can’t stand to be alone for even five minutes!

Sitter Profile Image: Alex D.
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Alex D.
from
$82
per night
5.0 out of 5 stars
123 reviews
33 repeat clients
16 years of experience
Stratford, CT, 06614

Alex was awesome housesitting for us and our two rescues. He was accommodating and has a soothing way about him which is great for the dogs. He administered pills and even hand fed our fussy girl. We are definitely using him again … if he will have us!

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Emily F.
Sitter Profile Image: Taylor L.
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Taylor L.
Star Sitter
from
$75
per night
5.0 out of 5 stars
7 reviews
6 repeat clients
10 years of experience
Trumbull, CT, 06611

Taylor took such great care of our fur baby, Atlas and our home! Great communication and photos and videos. Atlas was waiting at the door for when she was going to return again.

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Elizabeth B.
Sitter Profile Image: Phoebe M.
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Phoebe M.
from
$32
per night
4 years of experience
Fairfield, CT, 06824

About: I've taken care and spent time with many breeds dogs, and have experience with drop-in visits, pet sitting, pet boarding, and dog walking. I have also trained my dog to follow simple commands such as "sit", "lay down", "shake", and "turn around" and have taught my dog and both my cats to come when they are called. I am back from college for the summer and have a very open schedule, so I have lots of time to spend with your pets! I have a big yard and live in a very walkable area. I have two cats and a little dog that all get along well with other animals.

Sitter Profile Image: Haley C.
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Haley C.
from
$125
per night
5.0 out of 5 stars
6 reviews
15 years of experience
New Canaan, CT, 06840

Haley was fantastic! She sent photos and updates each day and Wilma seemed to have a great time with her.

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Bonnie W.
Sitter Profile Image: William H.
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William H.
from
$65
per night
6 years of experience
Fairfield, CT, 06824

About: I’ve had dogs my entire life and started walking dogs when I was 12 years old, giving me years of hands-on experience caring for animals. I’ve also done overnight pet sitting for dogs of all ages, from energetic puppies to senior dogs who need extra patience and attention. I’m a true animal lover who genuinely enjoys spending time with pets and making sure they feel safe, comfortable, and cared for. My family and I have a 1 year old puppy who requires constant attention, so I spend most of my time with her. Caring for dogs has been a part of my daily and weekly routine for as long as I can remember. We have a large backyard with invisible fence, so I'm familiar with most safety technology. I also have experience with crates, so I would be happy to crate your dog if needed.

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Over 10
pet parents in Weston have booked house sitting

Weston pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Christina was wonderful! My pup had an unexpected eye injury before we left town and that required drops twice a day, and she handled the added responsibility like a champ. She was patient, willing, and successful with the drops, which gave me tremendous peace of mind. She also sent photos and regular updates throughout the stay. Christina is kind, caring, mindful, and clearly attentive to the pets in her care. I would absolutely trust her to watch my pets again and look forward to working with her again soon.

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Michelle B.
House Sitting
5.0 out of 5 stars

Christina was amazing taking care of my very nervous, velcro dog. She was patient and sweet to him, and did her best to keep him calm. Definitely going to book her again.

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Carole M.
House Sitting
5.0 out of 5 stars

Christina was a great pet sitter for our 2 dogs. She took them for walks, gave them their medicine and was very extremely helpful while she was house sitting. She is very organized and communicates very well. I would highly recommend her.

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Wendy B.
House Sitting
5.0 out of 5 stars

Lauren was great with mocha. She understood Mocha's temperament and very quickly gained the trust of our anxious little one. She sent us updates through the day, which was reassuring.

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VIJAYKRISHNA L.
House Sitting
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Weston is $65

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Weston average 3
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Weston on Rover as of Jun 2026 was about $65 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Weston house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 2,808 house sitters in Weston. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 84% of Weston house sitters respond in under an hour.

House sitters in Weston have an average of 15 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Weston.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Weston house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.