House Sitting South Windsor

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

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Over 56
pet parents in South Windsor have booked house sitting

South Windsor, 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: Ronna K.
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Ronna K.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
60 years of experience
Bloomfield, CT, 06002

“Ronnie is a wonderful and caring person who truly loves animals. She took great care of my dog during a recent house sit. She is quick to respond and I felt very comfortable leaving my dog in her care.”

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Cheryl K.
Sitter Profile Image: Amelia T.
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Amelia T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 6 reviews
4 repeat clients
10 years of experience
Downtown, Hartford, CT, 06106

“Amelia was great staying with my parent’s dog (Lulu) for the night. They had been trying to find someone for occasional overnight stays and are happy with Amelia’s care for Lulu”

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Evelyn G.
Sitter Profile Image: Christopher M.
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Christopher M.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 16 reviews
4 repeat clients
25 years of experience
East Windsor, CT, 06088

“We had Chris come do an in-home stay for the first time with our reactive pitbull and he crushed it! Reactive dogs are not the easiest to find sitters for and Chris was very accommodating with setting up a meet and great before hand and had even done his own research ahead of time to make sure he was knowledgeable before going through the introduction process. Our dog warmed up to him right away and she was able to immediately identify him as a safe person since he was so calm and easy going with her. When it came time for him to stay, all that was needed was a quick reminder and they were best buds for the rest of the weekend. He quickly learns her quirks. He sent daily pictures and updates. Then when we returned, our mail was stacked on the counter and the house was very neat, just as we left it, which is always appreciated when someone stays in your home. During the introduction stage he even requested to be shown where our cleaning supplies were and when our trash gets taken out. Chris was not only an excellent dog sitter, but a great house sitter as well! We are frequent travelers and will definitely be continuing to use Chris.”

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Allison R.
Sitter Profile Image: Joanna R.
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Joanna R.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 46 reviews
16 repeat clients
17 years of experience
East Hartford, CT, 06108

“Joanna and her daughter took excellent care of our two dogs and our house! They kept us updated with frequent photos of our dogs, which was a nice touch. This was our first time booking on Rover so we were a little nervous, but after meeting Joanna, we were at ease. She exceeded all of our expectations and we plan on booking her again during our next vacation. She is a top notch pet/house sitter! A+++ Thank you, Joanna!!”

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carla m.
Sitter Profile Image: Piper F.
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Piper F.
from
$40
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
5 years of experience
Windsor, CT, 06095

“Piper was wonderful with our two dogs - she sent photos and updates while we were away, giving us peace of mind that the boys were in good hands. We will definitely have her back next time!”

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Nicole L.
Sitter Profile Image: Shane O.
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Shane O.
from
$60
per night
5.0 out of 5 stars
• 6 reviews
28 years of experience
West Hartford, CT, 06119

“Just amazing! First time i’ve ever used non-family to cat sit and i will 10000% book again. Was so kind and great with my cat. Cannot recommend enough!”

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J D.
Sitter Profile Image: Noelle K.
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Noelle K.
from
$60
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Windsor, CT, 06095

“Noelle was great! It’s obvious how much she loves animals and how they immediately warm up to her. Was very respectful of the house and followed directions exactly as requested. Definitely would recommend and use again.”

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Glen H.
Sitter Profile Image: Amanda T.
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Amanda T.
from
$50
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
2 years of experience
Manchester, CT, 06040

“Amanda was amazing with our dog during an overnight! She was responsible, kind, knowledgeable, and responsive. She left our house very clean and took great care of our dog. She sent fun pictures and responded to my texts quickly. We’ve already booked her to dogsit again!”

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Sarah K.
Sitter Profile Image: Jessica & Christopher F.
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Jessica & Christopher F.
Star Sitter
from
$45
per night
4.9 out of 5 stars
• 136 reviews
63 repeat clients
20 years of experience
Windsor, CT, 06095

“Jessica was great when taking care of Tucker! She communicated the entire stay and kept me updated with lots of pictures of him playing and happy! I will definitely be booking again with her!”

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Viktoria M.
Sitter Profile Image: Tiffany H.
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Tiffany H.
from
$50
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
20 years of experience
Vernon, CT, 06066

About: As a person whose significant other is terribly allergic to dogs it breaks my heart that I can't have one for my own. But that makes me the perfect "Doggy Auntie". The amount of friends and family that ask me to take care of their dogs while they are away is more than I can count of both hands. I love going for walks and hikes and having a dog with me is the best way to do it. I have a very set schedule but my job is very dog friendly so bringing them into the office with me is very easy, plus they get more snuggles from my coworkers. I understand that your pet is your family and they deserve to be treated as such. I want you to be able to enjoy vacation or your work day without having to worry about your family back home. I know every house hold is different so I'd rather have too much information than not enough information in regards to how you would like your pet's routine maintained.

Sitter Profile Image: Le'Andra M.
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Le'Andra M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 29 reviews
13 repeat clients
20 years of experience
Asylum Hill, Hartford, CT, 06105

About: Being raised with dogs, cats, and other various kinds of animals since I was 6 years old, I’m not a stranger to small (or even big!) feet following me around the house. From love and snuggles after a long day, to laughing at zoomie episodes, my family has built our lives around our animals. And I would love to add your pet into my happy story. Rest assured, you can leave your fur-baby with me for peace of mind, and can expect them to be loved, cared for, snuggled, and protected as you would do. I have experience with energetic, senior, and pups with allergies and/or meds. I primarily work part time away from home mid-week in the evenings, but work from home the rest of the time, so I have plenty of time to dedicate to being home for your baby. I am an avid communicator and will be making sure I follow all necessary instructions left by you (feeding needs, medical needs, etc.). If I’m not sure on something, I’ll always communicate to make sure to provide the best service to your and your baby.

Sitter Profile Image: Desiree N.
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Desiree N.
from
$32
per night
5.0 out of 5 stars
• 1 review
5 years of experience
Windsor, CT, 06095

About: I have experience with all kinds of dogs of all sizes. I have owned 3 pitbulls so I for sure know how to handle dogs that size. I also have a park near my house that is very discrete where the dogs can come roam around. It is fenced and barely anyone ever goes to. I used to bring my dogs over there when I had them. I am available full time if needed. I work from home. I can do pick up & drop as well. Please let me know, it would be my pleasure! I care for the dog as if they are my own. I know animals can become family, just as mine have became family. I will go accordingly to your dogs schedules and make sure they have the best care.

Sitter Profile Image: April B.
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April B.
from
$65
per night
5.0 out of 5 stars
• 7 reviews
3 repeat clients
20 years of experience
Wethersfield, CT, 06109

About: I grew up with pugs, and for the past 17 years I have had three foster fail pitbulls and multiple fosters that have gone on to loving homes. I have rescued three Mama pitbulls from terrible breeding situations, and their rehabilitation was a testament to my love. I have taken on personally multiple boarding dogs through friends reccomendations, and now that I have an empty nest, I am ready to share my home with your loved ones. I currently work only part time, so I will be here to spend a lot of time in the home caring for my boarding pets. My household has no fenced in yard, but I can give multiple walks per day, as I am a very active person. There are multiple adults and children in the home, so your fur babies will be getting A LOT of love. :) I live in a safe neighborhood and a safe neighborhood in Wethersfield, and will be home frequently to provide a high level of care for your beloved pet.

Sitter Profile Image: Katherine H.
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Katherine H.
from
$63
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
9 years of experience
Rocky Hill, CT, 06067

“Katherine was great with our 2 dogs and our cat. She even got our rambunctious pups to walk on leash together, something we still struggle with. We will definitely be booking with her in the future!”

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Lindsay M.
Sitter Profile Image: Amanda W.
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Amanda W.
from
$75
per night
5.0 out of 5 stars
• 35 reviews
7 repeat clients
10 years of experience
Hartford, CT, 06106

“Amanda was awesome at watching our dog when we had a 4 night getaway. Will definitely use her again!”

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Katie R.
Sitter Profile Image: Cecilia R.
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Cecilia R.
from
$75
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
15 years of experience
Glastonbury, CT, 06033

About: I’ve cared for dogs and cats for most of my life and have experience with pets of different ages, sizes, and personalities. As a longtime pet owner, I understand that every animal has their own routine, quirks, and comfort level. I’m patient, attentive, and genuinely love spending time with animals. I’m comfortable with walks, feeding, playtime, companionship, basic grooming, medication reminders, and keeping pet parents updated while they’re away. I’m happy to work with each pet parent to find a schedule that fits their needs. I’m available for walks, drop-in visits, and pet sitting based on my availability, and I’ll communicate clearly about scheduling. I understand pets thrive on routine, so I’ll do my best to keep their normal feeding, walking, playtime, and bedtime schedules consistent. Your pet’s safety and comfort are my top priorities. I’m a responsible pet owner myself and understand how important it is to trust someone with your fur baby. I’ll carefully follow your instructions, keep doors and gates secure, supervise pets appropriately, and provide regular updates. Whether caring for your pet in your home or mine, I’ll treat them with the same patience, attention, and love I’d want for my own.

Sitter Profile Image: Shea M.
Verified Enhanced Background Check
Shea M.
Star Sitter
from
$68
per night
5.0 out of 5 stars
• 40 reviews
20 repeat clients
8 years of experience
Enfield, CT, 06082

“Shea is very reliable and responsive. I’m an anxious dog mom with a dog that has serious health issues that require daily meds and I was able to go away for 5 nights with minimal cell service and had piece of mind that my dog and cat were both well cared for!”

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Kara F.
Sitter Profile Image: PISHON P.
Verified Enhanced Background Check
PISHON P.
from
$45
per night
1 repeat client
3 years of experience
West Hartford, CT, 06107

About: Your dog is more than a pet — they’re family. We provide a warm, loving, and secure environment where your furry friend feels safe, happy, and cared for. Whether you’re away for a day or a week, you can rest easy knowing your dog is in trusted hands, getting belly rubs, playtime, and the personal attention they deserve. Because peace of mind isn’t a luxury — it’s a promise. Consider me as your on-call pet sitter. I have currently moved to California all the way from the east coast. Whenever you need me, I’m here ! How I Care for Pets in Your Home – With Safety, Trust, and Comfort at the Heart of It All When I care for your pets, whether I’m house sitting, walking them, or simply dropping in, their safety and comfort are my top priorities. I understand that every pet has a unique routine, personality, and needs — and I take the time to learn and follow your instructions closely to ensure they feel secure and loved in your absence. In your home, I maintain a calm, respectful presence, keeping your pet’s environment clean, stress-free, and familiar. I provide regular walks, playtime, feeding, medication (if needed), and gentle companionship, always with an eye on their behavior and well-being. For drop-ins and walks, I show up reliably and treat your pet like my own — keeping them on safe routes, away from hazards, and paying close attention to their body language and comfort. I always prioritize secure leash handling, water breaks, and positive reinforcement. Your trust means everything to me, and I care for your pets and home with professionalism, love, and integrity.

Sitter Profile Image: Paulaina B.
Verified Enhanced Background Check
Paulaina B.
from
$32
per night
3 years of experience
Bloomfield, CT, 06002

About: I am new to the pet sitting game, but I am not new to taking care of my responsibilities well. I am a part-time live-in caregiver for my 92-year-old grandmother, and I housesit and pet-sit for my friends. My references are available upon request! I can’t wait to take care of your pets! I’m currently working part-time, so I have more availability to do pet care. I have religious obligations that I also work around. I will not accept jobs that conflict with my work schedule so that I can be there for your pets! I make sure to respect my clients’ homes as my own, and return everything to as it was given to me. The pets are lives that are entrusted to me, and God says that we must take care of our domestic animals, so I take that responsibility, seriously, and religiously.

Sitter Profile Image: Nicole T.
Verified Enhanced Background Check
Nicole T.
from
$70
per night
5.0 out of 5 stars
• 2 reviews
5 years of experience
Manchester, CT, 06040

About: What Sets Me Apart 🌟: 👣 Experienced Walker: With years of dog-walking under my belt, I adjust to suit every pup's pace. 🐶 Expert Caretaker: From puppy training to senior snuggles, I've got the skills to make your fur-baby feel right at home. 🧡 Passionate Pet Parent: As a dedicated former dog owner myself, I understand the love and attention your furry friend deserves and will treat them like my own! 🏆 Above & Beyond: I go the extra mile, committed to making your dog/cat feel comfortable, safe, and loved. My job is completely remote and I have a car so my schedule is super flexible! Even if you want me to just hang out with your pup/cat I can do that during the 9-5 hours when many are at work/school! I live in a larger apartment in Cambridge near a park! As for larger dogs, I am happy to come your way so they don't need to leave the comfort of their space and have a yard to run around!

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The median cost per night for house sitting in South Windsor is $60

Pet parents share their Rover experiences - South Windsor

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5.0 out of 5 stars

Sarah has gone above and beyond for us while watching Maggy. We highly recommend and would not hesitate to ask her again.

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Kristin Y.
House Sitting
5.0 out of 5 stars

Sarah is great with our dogs! She takes such great care of them and keeps us updated with pictures while we’re out of town. Highly recommend her as a dog sitter.

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Maura R.
House Sitting
5.0 out of 5 stars

We have used house and pet sitters for many years because we prefer our pets to stay in the comfort of their own home rather than in a kennel, and this was one of our best experiences. We were away for 10 days and received daily photos and updates, which allowed us to truly relax and enjoy our trip knowing Ali was in good hands. The updates showed a happy, content cat, and it was clear that she spent quality time with Ali and gave her plenty of attention and affection. When we returned home, the house was clean and well cared for, and Ali was relaxed, healthy, and clearly comfortable. In fact, it looked like Ali had become quite fond of her sitter! We are very grateful for the excellent care she provided, both for Ali and for our home. We would not hesitate to book with her again and highly recommend her to anyone looking for a reliable, caring, and trustworthy pet sitter.

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Anya N.
House Sitting
5.0 out of 5 stars

Erin did an extraordinary job. She was timely and very conscientious. She went above and beyond. Our 2 boys were very calm when we returned home. I could tell they received the love they needed. I would definitely recommend Erin again

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Gail 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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How to book house sitting

  1. 1. Search

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

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Popular requests for house sitting - South Windsor

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Sitters in South Windsor average 4
repeat house sitting clients

FAQs for House Sitting - South Windsor

Frequently asked questions about Rover

The average cost of House Sitting in South Windsor is $56 per night as of October 2026. Most bookings cost between $41 and $79 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 1,322 sitters on Rover offering House Sitting across South Windsor. 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 South Windsor 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 South Windsor 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 South Windsor 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 South Windsor. On Rover:

  • 91% of sitters can help with special care needs
  • 94% 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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