House Sitting Weston

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

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Over 13
pet parents in Weston have booked house sitting

Weston, Find top rated house sitting

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

1 / 1
Sitter Profile Image: Christina M.
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Christina M.
Star Sitter
from
$125
per night
5.0 out of 5 stars
12 reviews
9 repeat clients
30 years of experience
Weston, CT, 06883

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.
Sitter Profile Image: Samantha D.
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Samantha D.
Star Sitter
from
$100
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
25 years of experience
Bridgeport, CT, 06605

Samantha is amazing! She's very responsive, attentive, and took great care of our puppy, Gracie. She asks questions and makes sure she understands how best to take care your pet. We knew we were leaving Gracie in very capable hands. It was also clear how much Gracie loved her time with Sam!

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Amy W.
Sitter Profile Image: Kirsten P.
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Kirsten P.
from
$75
per night
6 years of experience
Weston, CT, 06883

About: I have grown up having pets, so I understand how they become part of the family and the importance of having someone trustworthy to take care of them. I have been pet sitting for families throughout Fairfield County and New Haven County over the last six years. Whether your dog is small or large, needs special food or medication, likes long walks or just playing in the backyard, I have experience with it all! During the summer, I will be available for all pet care needs! Let’s create a schedule that best aligns with my part time job and your pet’s routine. I make sure your pet is cared for in the same way I would look after my cats and dog, with plenty of affection, exercise and treats! I do my best to follow their routine while you are away, ensuring your pet feels comfortable and loved.

Sitter Profile Image: Destiny R.
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Destiny R.
from
$130
per night
5.0 out of 5 stars
45 reviews
11 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: Maria F.
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Maria F.
from
$90
per night
5.0 out of 5 stars
1 review
4 years of experience
Weston, CT, 06883

Maria was outstanding! She stayed in our home while we were away to watch our 4 year old Yellow lab--the house was left in great shape, and most importantly, our dog Callie was well taken care of. Long walks, meals, pictures and videos of activities...you name it, Maria covered all of it. Maria was very communicative throughout the whole stay which put our mind at ease while on vacation, and was extremely professional. Don't even give a second thought about booking Maria; she's the best and we would absolutely have her back to take care of our dog.

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Zack B.
Sitter Profile Image: Tatiana M.
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Tatiana M.
from
$150
per night
5.0 out of 5 stars
38 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: Madalys B.
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Madalys B.
from
$65
per night
4.9 out of 5 stars
113 reviews
37 repeat clients
10 years of experience
Bridgeport, CT, 06605

She stayed at my house and took care of my dog she did a fantastic job! I am so pleased with her! She made sure she didn’t leave a mess in my house and took pictures of the dog all the time it was great I am so pleased I would definitely use her again

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Toni Ann R.
Sitter Profile Image: Maria & Jake S.
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Maria & Jake S.
from
$100
per night
5.0 out of 5 stars
5 reviews
20 years of experience
Wilton, CT, 06897

We had a great experience with our sitters! They were very communicative, sent lots of pictures of Abby, and even shoveled when it snowed. They truly went above and beyond, and we would highly recommend them!

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Virginia S.
Sitter Profile Image: Valeria S.
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Valeria S.
Star Sitter
from
$120
per night
5.0 out of 5 stars
36 reviews
10 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: Joseph R.
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Joseph R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
24 reviews
6 repeat clients
30 years of experience
Bedford Hills, NY, 10507

Joe was not kidding when he said he will be your dogs “new best friend”! My pup loved him! They went through a heat wave together and Joe was very careful to make sure Harry was hydrated and happy even in the extreme heat. Joe sent lots of pictures so I knew that Harry was well cared for. Highly recommend!

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

Alex was great! He watched or puppy for us while I had to get into the office. At the meet and greet he was very patient and Miles warmed up to him immediately. During the house sit Alex took him for a walk and sent plenty of photo updates. Our puppy seemed to love him and have a great time.

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Jess S.
Sitter Profile Image: Amy C.
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Amy C.
from
$65
per night
5.0 out of 5 stars
8 reviews
1 repeat client
40 years of experience
Norwalk, CT, 06854

About: I have always had dogs since I was younger and I've loved taking care of them all, and including them in my family! I enjoy playing outside with dogs, going for walks, and giving them one on one attention, too. Playing, walking, training, and providing special attention is important to making them feel at home and safe. I would like to provide a safe and happy environment for dogs to be comfortable while their other family members are away. I work during the day, but my schedule is flexible and I will be able to provide breaks until I come home for the afternoon and night. I believe in providing a balanced and calm environment where each dog has a great time and loves life. I currently work full time, 8-4. I am available afternoon and evenings Mon-Thurs., and all day/night Sat-Sun. I give my utmost attention and care to your pets. I give my full love, attention, and energy to care for your pets. I love to play with senior dogs and puppies alike. I am also experienced with medications and special needs pets.

Sitter Profile Image: Ian S.
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Ian S.
from
$80
per night
5.0 out of 5 stars
4 reviews
1 repeat client
22 years of experience
Wilton, CT, 06897

Ian dog sat my dog Simba for 1 week in my home. My dog Simba is an active, 30 lbs basenji. For those who are unfamiliar with the breed, they have high prey drive and are a flight risk as a result. Ian took great care of Simba with multiple walks each day and even took him outside to run. Ian sent me daily check in texts and photos, to give me peace of mind knowing that my Simba was well taken care of. Ian also left my house very clean just as I left it. He was a very respectful guest in my home and even washed and dried the bed sheets. I highly recommend Ian for anyone’s dog care needs.

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Carlos V.
Sitter Profile Image: Olivia Y.
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Olivia Y.
from
$55
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
6 years of experience
Bridgeport, CT, 06606

Olivia was absolutely wonderful! She came to my home and took amazing care of Charlie, my Maltese, for the entire day. She arrived on time, was very respectful of my home, and kept me updated throughout the day, which gave me complete peace of mind. She took Charlie for walks, fed him, and made sure he received plenty of care and attention. Charlie was so happy and comfortable with her. Olivia is kind, reliable, responsible, and completely trustworthy. I highly recommend her and would gladly book her again!

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Natalia C.
Sitter Profile Image: Carli C.
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Carli C.
from
$50
per night
5.0 out of 5 stars
2 reviews
9 years of experience
Ridgefield, CT, 06877

Carli stayed overnight with our dog in our home. We came home to a happy dog and a clean house!

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

Our puppy Penny loves it when Emma comes to take care of her! Emma is super communicative and shared updates and photos throughout the day. Highly recommend!

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Carly F.
Sitter Profile Image: Matthew D.
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Matthew D.
from
$100
per night
1 year of experience
Westport, CT, 06880

About: Growing up with cats and various household pets, and loving dogs all my life has lead me to care and appreciate pets into my adult life. Looking to take care of the ones who love us the most for you. I am currently a full time music educator during the weekdays so I am available after school to walk and pet sit on an hourly basis. On Fridays and weekends I am also available for over night care as needed. In your home I will abide by all rules and routines you may have already. I can also ensure consistent care and attention to your pet’s needs.

Sitter Profile Image: Milena T.
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Milena T.
from
$88
per night
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Bridgeport, CT, 06602

Gloria took perfect care of my pups Drake and Nylah. Nylah is 10 months old and still adjusting to the house but Gloria was sweet and made sure she was comfortable and of course Drake adored her! Can’t wait to book her again!

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Aliyah H.
Sitter Profile Image: Alyssa P.
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Alyssa P.
from
$70
per night
8 years of experience
Weston, CT, 06883

About: Hi! I’m Alyssa and I have grown up with 2 cats and 2 dogs and as a bonus 2 guinea pigs and a hamster lol. I love caring for animals and will happily walk or pet sitting for you! I have a very flexible schedule, I currently am in-between jobs so I am able to spend more time being available to pet sit or walk. When I do have a job I will edit my hours to match so that it is clear when I can care for your furry friend! I walk, feed, play with and can brush your pets! If they have accidents in the house I will clean it up after them and make sure they are ok. When I am watching your dog or cat, they will receive my upmost attention and care.

Sitter Profile Image: Crystal I.
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Crystal I.
from
$80
per night
5.0 out of 5 stars
12 reviews
1 repeat client
8 years of experience
Waterside, Stamford, CT, 06902

She is an excellent dog trainer providing professional advice to train my husky Snow. I also like her company. Crystal is a wonderful person with a passion with pets.

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

Pet parents share their Rover experiences - Weston

1 / 1
5.0 out of 5 stars

Christina was wonderful with my dog, Toby, and my cat, Blue. I felt completely comfortable leaving them in her care for the week, knowing she would take excellent care of them. The daily pictures of their happy faces only reinforced my confidence in her. I also came home to happy plants and a house that was exactly as I had left it. And as if that weren’t enough, Christina even left us a homemade key lime pie in the freezer to enjoy when we returned, and it was out-of-this-world delicious. Christina brings so much care and thoughtfulness to her work, and we are so appreciative of her time. I would absolutely recommend her.

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Michelle B.
House Sitting
5.0 out of 5 stars

Alyssa is amazing! Friendly, communicative, and very responsible. Our dog, cat (and chickens!) loved her. High recommendation!

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Paul L.
House Sitting
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
1 / 1
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for house sitting - Weston

Select a filter and find qualifying sitters offering house sitting.

Sitters in Weston average 3
repeat house sitting clients

FAQs for House Sitting - Weston

Frequently asked questions about Rover

The average cost for House Sitting in Weston on Rover is $138.75 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of August 2026, there are 2,814 sitters on Rover offering House Sitting across Weston. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Weston walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Weston maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Weston choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Weston. On Rover:

  • 91% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 97% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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