House Sitting Wilton

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Over 28
pet parents in Wilton have booked house sitting

Wilton, 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.

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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: Nicole P.
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Nicole P.
Star Sitter
from
$100
per night
5.0 out of 5 stars
69 reviews
19 repeat clients
45 years of experience
Turn Of River, Stamford, CT, 06905

This was the second time Nicole stayed at our house with our dog Buster while we were out of town. We were away for 10 days out of the country and we were very worried about Buster because he has stomach issues. Nicole was wonderful with him! She accommodated his routine and made him feel very comfortable. Nicole was very proactive - she noticed Buster having more stomach problems after a few days and she contacted me to discuss it. Medicine from the vet was delivered and Buster was back to normal! Nicole is very sensitive to his needs, and she did not mind when he woke her up one morning at 4am to go out. Having Nicole enabled us to enjoy our vacation, knowing she would address any issues that come up. She will be coming again to stay with Buster soon!

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Linda B.
Sitter Profile Image: Katherine S.
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Katherine S.
from
$105
per night
5.0 out of 5 stars
17 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: Emma A.
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Emma A.
Star Sitter
from
$90
per night
4.9 out of 5 stars
54 reviews
24 repeat clients
10 years of experience
Stamford, CT, 06901

Emma was excellent! We have a high energy dog with some behavior problems, so we are always hesitant about leaving him with a sitter. However, Emma made our weekend away so much better because of her consistent communication and reassurance that everything was going well. She is very professional and our dog was in great spirits when we came home which is a sign that he was well cared for. We will definitely use Emma again!!!

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Anna C.
Sitter Profile Image: Dana S.
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Dana S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
14 reviews
2 repeat clients
12 years of experience
Greenwich, CT, 06830

Dana is reliable and conscientious housesitter/dogsitter. My dogs and home seemed well cared for on my return home! I look forward to using her services again.

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Cheryl B.
Sitter Profile Image: Joseph R.
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Joseph R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
26 reviews
8 repeat clients
30 years of experience
Bedford Hills, NY, 10507

Joe did a great job taking care of Luna. We felt comfortable that our dog and our house were in good hands. It seemed like Joe really bonded with Luna and that he genuinely enjoys working with animals.

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Eve H.
Sitter Profile Image: Wendy Johanna B.
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Wendy Johanna B.
from
$85
per night
5.0 out of 5 stars
147 reviews
65 repeat clients
3 years of experience
Norwalk, CT, 06850

Wendy was fantastic! She watched our two large hounds for seven hours and took incredible care of them. She was responsible, caring, and kept us fully in the loop with texts, updates, and amazing photos. We felt totally at ease knowing they were in such great hands. Highly recommend!

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Alexander & Katrina R.
Sitter Profile Image: Kris & Angelica S.
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Kris & Angelica S.
from
$98
per night
5.0 out of 5 stars
69 reviews
21 repeat clients
15 years of experience
Fairfield, CT, 06890

So far above and beyond don’t even know where to start. So great with our 10 week old new puppy’s schedule, looking after our house, and even washed our sheets. So grateful of the car they took of our cat and puppy. Really appreciate the work!

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Claire D.
Sitter Profile Image: Maria & Jake S.
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Maria & Jake S.
from
$100
per night
5.0 out of 5 stars
6 reviews
1 repeat client
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: Gabriella W.
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Gabriella W.
Star Sitter
from
$120
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
10 years of experience
Ridgefield, CT, 06877

Gabby was attentive and caring for my Siberian Husky for the time I was gone. She sent daily updates that put my mind at ease, and loved him like one of her own.

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Michael M.
Sitter Profile Image: Destiny R.
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Destiny R.
from
$100
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: Tatiana M.
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Tatiana M.
from
$150
per night
5.0 out of 5 stars
38 reviews
12 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: Jocelyn W.
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Jocelyn W.
from
$80
per night
4.9 out of 5 stars
20 reviews
5 repeat clients
10 years of experience
Norwalk, CT, 06855

We hired Jocelyn to housesit our dog Arthur and she was fantastic! She was a great communicator from start to finish, sent us lots of photos, and went the extra mile to ensure he was well taken care of during our trip. She also left our house exactly as it was when we left and was a gracious guest. We would absolutely book her again!

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Cody S.
Sitter Profile Image: Ian W.
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Ian W.
from
$70
per night
5.0 out of 5 stars
34 reviews
15 repeat clients
8 years of experience
Sandy Hook, CT, 06482

Ian's first housesitting with Carson went very well. He was dedicated to Carson's health and safety especially since there were unexpected thunderstorms. Ian comforted Carson throughout the day and night with lots of care, hugs and belly rubs. Ian was in communication each day and sent pictures as well. Carson had an added play date with Hailey too. Ian was respectful in our home and left it clean. All great qualities when someone is caring for your pet and staying in your home.

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Peggy L.
Sitter Profile Image: John H.
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John H.
Star Sitter
from
$150
per night
5.0 out of 5 stars
18 reviews
9 repeat clients
10 years of experience
Downtown, Ridgefield, CT, 06877

Cotter was great with our two dogs! He helped us out in a crunch over the holiday weekend, was extremely responsive and provided a ton of updates. Our dogs were very comfortable with him, we will definitely be using him again in the future. Thank you Cotter!

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Paul & Stephanie E.
Sitter Profile Image: Lydia B.
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Lydia B.
from
$40
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
20 years of experience
Norwalk, CT, 06850

About: I’m a 34-year-old animal lover who has grown up with both dogs and cats of all sizes and personalities. My lifelong experience caring for pets has given me the patience, reliability, and attention to detail needed to ensure they feel safe, comfortable, and loved while their owners are away. I have experience providing both dog and cat sitting, including feeding, administering medications, walks, playtime, and lots of affection. I’ve also cared for pets with special needs, including a deaf dog for eight years and a rear-paralyzed dog that required extra assistance, compassion, and consistent care. These experiences taught me how to adapt to each pet’s unique needs and communicate through patience and positive reinforcement. I’m comfortable caring for a wide variety of breeds and sizes, including Vizslas, Boxers, Rhodesian Ridgebacks, Bernese Mountain Dogs, and many others. Whether your pet is energetic and adventurous or prefers a quiet companion, I strive to provide dependable, attentive care and treat every animal as if they were my own. I work the hours of 7am-3pm Monday through Friday. Afternoon, evening and early morning walks are easy adjustments to my routine. Evenings and nights are open for lots of play time and end of the night routines. When caring for pets in a client’s home, I focus on maintaining their normal routine so they feel comfortable and secure while their owner is away. I carefully follow all instructions for feeding, fresh water, medications (if needed), walks, potty breaks, and any special care requirements. I also spend quality time with each pet through play, exercise, or simply providing companionship and affection based on their personality. I respect my clients’ homes by keeping the space clean and tidy, cleaning up after pets, and ensuring doors, gates, and crates are secure at all times. I’m attentive to changes in a pet’s behavior or health and will communicate any concerns promptly. I also provide regular updates and photos so owners can have peace of mind knowing their pets are safe, happy, and receiving loving, dependable care.

Sitter Profile Image: Liz B.
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Liz B.
from
$85
per night
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
New Canaan, CT, 06840

About: I’ve cared for all kinds of dogs and cats: big or small. I’m super active and love hiking and walking. I own a lovely Cockapoo, a Siberian cat and have two kids. I’m reliable, communicative and responsible. I’ve been working from home and I’m up early to take my dog for a run. Early mornings and weekend requests are no problem. I have a super flexible schedule and in case of conflicts, I can also reach out and offer my college aged daughter, to cover so you don’t have to worry about finding another provider when I’m away. I provide updates on your pet card for your easy of mind. I do this work with my daughters simply because we love pets. We had many clients in Westchester, and just moved to CT.

Sitter Profile Image: Jason S.
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Jason S.
from
$55
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
15 years of experience
Carmel Hamlet, NY, 10512

Jason was fantastic with my pups. He was aware of how to interact with them, seemed to enjoy walking them, feed them as directed and walked them as requested. I am very happy and pups seem to be also.

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Jeffrey P.
Sitter Profile Image: Alex D.
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Alex D.
from
$82
per night
5.0 out of 5 stars
140 reviews
34 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: Madalys B.
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Madalys B.
from
$65
per night
4.9 out of 5 stars
116 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.
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The median cost per night for house sitting in Wilton is $65

Pet parents share their Rover experiences - Wilton

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5.0 out of 5 stars

We are so glad that we found Nicky! She took such good care of our 5 furry babies. You could tell how much she loves animals, our pets were so relaxed when we came home and I love how calm she is! We will definitely book Nicky again and we can highly recommend her!!!

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Sabine L.
House Sitting
5.0 out of 5 stars

Nicky was incredible! Went above and beyond - excellent communicator, very attentive and loving dog sitter, and very helpful and responsible house sitter!

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Hilary W.
House Sitting
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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 - Wilton

Select a filter and find qualifying sitters offering house sitting.

Sitters in Wilton average 3
repeat house sitting clients

FAQs for House Sitting - Wilton

Frequently asked questions about Rover

The average cost for House Sitting in Wilton on Rover is $48.15 per night (as of September 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 September 2026, there are 2,941 sitters on Rover offering House Sitting across Wilton. 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 Wilton 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 Wilton 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 Wilton 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 Wilton. On Rover:

  • 91% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 98% 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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