House Sitting Weston

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Sitter Profile Image: Christina M.
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Christina M.
Star Sitter
from
$125
per night
5.0 out of 5 stars
• 13 reviews
10 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: Madalys B.
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Madalys B.
from
$65
per night
4.9 out of 5 stars
• 124 reviews
38 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: Joseph R.
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Joseph R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 30 reviews
9 repeat clients
30 years of experience
Bedford Hills, NY, 10507

“My dog just went through a few stressful events that has made him very anxious around strangers but he was very comfortable with Joe. We did a meet and greet before booking he did not show signs of anxiousness; in fact he took to Joe immediately licking him on his face. Joe then watched him all day on back to back days over the weekend which went very well. My dog was relaxed all day and did not have any issues. Joe is very flexible, priced extremely reasonable and I look forward to using him again in the future.”

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Robert A.
Sitter Profile Image: Madison S.
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Madison S.
from
$30
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
12 years of experience
Fairfield, CT, 06824

About: Between 10 years of fostering dogs and assisting with Rover boarding, I’ve worked with a wide range of breeds, temperaments, and energy levels. This background taught me how to read body language, introduce pets safely, and help new or nervous dogs settle comfortably into a routine. My hands-on experience covers everything from puppyhood to the golden years. Having raised and trained my own dog from a puppy, I am very comfortable with early training foundations, structure, and positive reinforcement. I also have extensive experience caring for senior dogs, administering medications, and managing attentive post-surgery recovery care with a gentle, patient approach. I treat every dog with the same dedication, comfort, and safety-first mindset I give my own. You can always count on prompt communication alongside frequent photo and video updates throughout the day, so you have complete peace of mind while you’re away. Because I work part-time at Fairfield University, I have a ton of flexibility throughout the week. My Fridays through Mondays are completely open for house sitting and extended visits, while my mid-week schedule is easily adaptable for walks and drop-in check-ins. Pet care is a genuine priority in my day rather than something squeezed in. When I am caring for your dog, their daily rhythm for walks, meal times, play sessions, and plenty of cuddle breaks comes first. Your pup will get consistent company, regular potty breaks, and lots of dedicated attention. When caring for pets in your home, my top priority is keeping their normal routine as seamless and stress-free as possible. Staying in their familiar environment keeps anxiety low, so I strictly follow your specific feeding times, walking routes, and house rules. Safety and trust always come first. On walks, I keep dogs securely leashed and stay alert to our surroundings. In your home, I make sure doors and gates are properly secured, keep anything dangerous out of reach, and treat your living space with complete respect. You can always count on regular photo and video updates so you know both your pets and your home are in dependable hands.

Sitter Profile Image: Zoe H.
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Zoe H.
from
$32
per night
4 years of experience
Norwalk, CT, 06850

About: I treat all animals as my own. How I’d want my pet treated is how I operate. My pet is treated with respect, integrity, love, and care. I currently work full-time but I am available for an early morning 4am-6am and after work 5pm-11pm. I am available every Saturday and Sunday as well. Any time frame. In my clients home, I respect their house and their rules. I ensure food is prepared to the owners expectations. In my home I keep things very organized and objects out of reach.

Sitter Profile Image: Penny N.
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Penny N.
from
$100
per night
5.0 out of 5 stars
• 13 reviews
3 repeat clients
15 years of experience
Norwalk, CT, 06851

“Penny did such a great job watching our maltipoo, Gwen! Punctual and great communication. 10/10!!”

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Faye B.
Sitter Profile Image: Carli C.
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Carli C.
from
$65
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
10 years of experience
Ridgefield, CT, 06877

“This was our first time leaving our pup with a stranger over night and Carli was very kind, understanding and accommodating. Came home to a very well taken care of and happy dog!”

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Victoria C.
Sitter Profile Image: Olivia H.
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Olivia H.
from
$38
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
10 years of experience
Fairfield, CT, 06825

“Olivia followed all of the instructions and Bella was happy and well cared for during our absence. She sent pictures and kept us well informed during the week and she went above and beyond what was expected of her.”

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Karen K.
Sitter Profile Image: Dimitrios K.
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Dimitrios K.
from
$100
per night
5.0 out of 5 stars
• 6 reviews
5 repeat clients
3 years of experience
Darien, CT, 06820

About: I’ve cared for a wide variety of dogs and cats, including pit bulls, golden retrievers, poodles, senior dogs, and tabby cats. I’ve also cared for pets with medication and dietary needs, including both oral and injectable medications. My goal is to make every pet feel safe, comfortable, and genuinely cared for while you’re away. Whether that means a long walk, plenty of play and attention, sticking closely to their feeding routine, or simply giving a nervous or senior pet some extra patience, I’m happy to adapt to their individual needs. I’ll keep you updated with how your pet is doing and treat your pet with the same care and attention I’d want for my own. I currently work evening shifts at my family’s restaurant in Darien, so I’m generally available for pet care during the mornings and afternoons, as well as some evenings. My work schedule does not interfere with housesitting, and I’m able to provide attentive care throughout the day and overnight. For walks and drop-in visits, I’m happy to work around my evening schedule and coordinate times that work best for you and your pet. 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: Claudia R.
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Claudia R.
from
$25
per night
16 years of experience
Norwalk, CT, 06851

About: I’ve dog and cat sat for family and friends for years, and they always have a great time with me, lots of play, cuddles, and love. I’m responsible, very clean, and respectful of boundaries as a guest in your home. I have two dogs of my own (a pit bull and a miniature schnauzer), so I understand different personalities and needs. I don’t play favorites, I love all pets! Pet care fits easily into my routine since I’m home often and flexible with my schedule. I make time each day for walks, playtime, feeding, and cuddles, so your pet always gets consistent attention and love. In my own home, I keep a safe, comfortable space where pets can relax and play, with my dogs for company if it’s a good match. In a client’s home, I follow their routines closely, keep everything clean, and double-check that doors and gates stay secure so pets can’t get out. Either way, every pet gets the same love, attention, and respect I’d give my own.

Sitter Profile Image: Kimberly D.
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Kimberly D.
from
$50
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
25 years of experience
Norwalk, CT, 06851

“Kim took excellent care of our 3 boys for the week! Communication is especially strong - always quick to respond! The boys hope she’ll come back to see them again!”

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Ryan D.
Sitter Profile Image: Eliza L.
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Eliza L.
from
$29
per night
5.0 out of 5 stars
• 2 reviews
13 years of experience
Westport, CT, 06880

About: I have had dogs for over 10 years and absolutely love all dogs. I love to work with all types of dogs and will be sure to make your dog feel safe and welcome with me! I am a recent college graduate and am working in pet care during part of my gap year to help save up for my own dog. I am in the local area for the months of November and December between travel periods and have a very open schedule during that time. Please reach out if you’re interested in working with me :) I have had my own dogs for many years and have helped others care for their pets as well. I am very comfortable working with dogs of all sizes and breeds and will be sure to keep your dog safe and comfortable if you choose to work with me!

Sitter Profile Image: Nicholas R.
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Nicholas R.
from
$63
per night
5.0 out of 5 stars
• 4 reviews
10 years of experience
Stratford, CT, 06615

“Nick was great with our new puppy. First time using the app for us, so we were pretty apprehensive. But our dog seemed to really like him, we booked for a 4 hour block and he took her on her longest walk yet, we were very happy. Definitely will be using Nick in the future.”

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Bob S.
Sitter Profile Image: Iyanni & Tatiana V.
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Iyanni & Tatiana V.
Star Sitter
from
$32
per night
5.0 out of 5 stars
• 14 reviews
2 repeat clients
3 years of experience
Norwalk, CT, 06850

About: I've worked as a dog bather at two different dog grooming salons, where I gained experience handling dogs of all breeds, sizes, and temperaments. My partner and I have also owned and cared for pets our whole life—we have 5 cats and regularly dog sit our family members' dogs. My partner and I work well as a team to make sure every pet gets plenty of love, attention, and the best care possible. We also have experience working in the cleaning industry, so we understand the importance of keeping spaces safe, clean, and comfortable for animals. We currently have a very open and flexible schedule, which allows us to give pets plenty of attention throughout the day. We take a daily run and would be happy to bring an energetic dog along if it’s something they’re comfortable with. We also go to the gym each evening from 8–10 PM, but outside of that we are home and available. Because of our flexible routine, we can provide frequent potty breaks, playtime, walks, feeding, and lots of love and attention to make sure your pet feels comfortable and cared for while you’re away, at work, or just need a break for the day. Your pet’s safety and comfort are our top priorities. We provide a clean, calm, and loving environment where pets can feel at home. We have experience caring for both dogs and cats and currently have 5 cats of our own, so we’re very familiar with daily pet care routines. We follow each pet owner’s instructions closely regarding feeding, walks, medications, and special needs. With our flexible schedule, we’re able to provide frequent potty breaks, exercise, playtime, and plenty of attention to ensure every pet feels safe, happy, and well cared for.

Sitter Profile Image: Milena T.
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Milena T.
from
$88
per night
5.0 out of 5 stars
• 9 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: Carrigan M.
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Carrigan M.
from
$75
per night
4.8 out of 5 stars
• 24 reviews
12 repeat clients
8 years of experience
North Stamford, Stamford, CT, 06903

“Carrigan took great care of Sadie. She was on time and in touch with us regularly while we were away. Sadie was happy to see us and Sadie was well taken care of in our absence. I recommend her and we will re-book with her next time we are away.”

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Alison S.
Sitter Profile Image: Taylor L.
Verified Enhanced Background Check
Taylor L.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 19 reviews
9 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: Daniel W.
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Daniel W.
from
$60
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
18 years of experience
Wilton, CT, 06897

About: As long as I can remember, I have been around dogs. My best friends growing up were a pair of black labs named Tillie and Jodi and my little jack russell named Widget. I grew up feeding, walking and caring for these dogs and I'll always consider them family. In my late teens I worked for Millstone Farmstead in Wilton, CT. There I cared for a variety of animals such as llamas, sheep, pigs, and chickens. I am very comfortable caring for and hanging out with animals (even if they are significantly larger than me like those llamas...) I am currently working as a freelance musician and audio engineer. My schedule is very flexible and I am open to making accommodations for clients. I believe in respect and transparency when it comes to being in someone else's home and especially when caring for their animals. I am happy to send frequent updates and abide by any and all house rules.

Sitter Profile Image: Katherine S.
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Katherine S.
from
$105
per night
5.0 out of 5 stars
• 18 reviews
9 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: Katharina D.
Verified Enhanced Background Check
Katharina D.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
South Salem, NY, 10590

“Kat was amazing and very accommodating to our needs. She asked a lot of questions about the dogs needs before the sit and kept in communication She took care of four dogs, including a small puppy and sent lots of pictures. All of the dogs seemed happy and it worked out great. Kat cleaned up really nice and even washed the linens that she used so I didn’t have to do that when we come back.”

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Laura K.
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The median cost per night for house sitting in Weston is $70

Pet parents share their Rover experiences - Weston

1 / 1
5.0 out of 5 stars

Always super comfortable when Christina is in charge of the pets. I never have to worry about anything while I'm away.

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Michelle B.
House Sitting
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
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  • 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?

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  • Reservation protection

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

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

How to book house sitting

  1. 1. Search

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  2. 2. Meet In Person

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Popular requests for house sitting - Weston

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Sitters in Weston average 3
repeat house sitting clients

FAQs for House Sitting - Weston

Frequently asked questions about Rover

The average cost of House Sitting in Weston is $136 per night as of October 2026. Most bookings cost between $77 and $167 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 2,730 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 , 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 .

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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

  • 90% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 96% 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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