House Sitting South Windsor

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

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Over 55
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.

1 / 1
Sitter Profile Image: Sarah E.
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Sarah E.
from
$63
per night
5.0 out of 5 stars
37 reviews
17 repeat clients
16 years of experience
Windsor, CT, 06095

We are so happy to have found Sarah! Throughout our getaway we got cute photo updates. Sarah left our house spotless! Our Barney can't wait to see you again!

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Pam H.
Sitter Profile Image: Erin P.
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Erin P.
from
$80
per night
5.0 out of 5 stars
70 reviews
32 repeat clients
10 years of experience
South Windsor, CT, 06074

Erin was an amazing dog sitter! She sent photo updates of the dogs and even watered the flowers and picked up the mail. I will definitely book Erin again! I highly recommend her!

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Cheyenne S.
Sitter Profile Image: Allie H.
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Allie H.
from
$66
per night
5.0 out of 5 stars
30 reviews
9 repeat clients
15 years of experience
Manchester, CT, 06042

Allie was awesome with our two golden girls! She took such great care of them. The pictures and messages received were outstanding. Thank you again Allie!

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Michele G.
Sitter Profile Image: KiAnna H.
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KiAnna H.
Star Sitter
from
$70
per night
4.9 out of 5 stars
31 reviews
10 repeat clients
6 years of experience
Bloomfield, CT, 06002

KiAnna house sat for my cat and did an amazing job! Within a few hours she sent pics that made it clear that my cat was happy and comfortable with her. She sent lots of updates and left our apartment super clean. Would definitely recommend her!

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Melia C.
Sitter Profile Image: Christopher M.
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Christopher M.
Star Sitter
from
$75
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
25 years of experience
East Windsor, CT, 06088

We could not have asked for more! Chris was great in every way: the dogs were happy, the house was perfect. He went above and beyond to make sure that everything went smoothly for all of us. Can't wait to have him back soon!

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Kristin W.
Sitter Profile Image: Carol K.
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Carol K.
Star Sitter
from
$95
per night
5.0 out of 5 stars
120 reviews
39 repeat clients
15 years of experience
West Hartford, CT, 06117

I had a great experience with Carol. She took care of my four dogs while house sitting and did an excellent job managing everything. Even with multiple dogs and a few rainy days, she stayed on top of their care and made sure they were comfortable and well loved. She sent multiple updates and photos throughout the stay, which gave me a lot of peace of mind while I was away. It was also clear from her messages and photos that she showed genuine affection toward my dogs, which meant a lot to me. It was clear she treated my home with respect and took her responsibilities seriously. I would absolutely book her again and highly recommend her to anyone looking for a reliable, communicative, and caring sitter.

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Maria A.
Sitter Profile Image: Rebecca F.
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Rebecca F.
Star Sitter
from
$120
per night
5.0 out of 5 stars
181 reviews
62 repeat clients
20 years of experience
Manchester, CT, 06040

Rebecca made our two dogs pet sitting experience perfect (for us). We were able to get away without having to worry about them. Her constant communication and pictures and videos were perfect. Thank you Rebecca. Once again for taking care of our family’s two most important members!

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Gary B.
Sitter Profile Image: Eleni F.
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Eleni F.
from
$70
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
25 years of experience
Downtown, Hartford, CT, 06106

Eleni was wonderful! She truly bonded with our dog, and it felt so nice to go on vacation knowing that he was being well cared for. We would absolutely work with her again!

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Carla A.
Sitter Profile Image: Linda F.
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Linda F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
14 reviews
7 repeat clients
30 years of experience
Vernon, CT, 06066

Linda was the best!! She went above and beyond to make us feel comfortable and at ease with having her watch our dog and stay at our home. Linda asked questions, was on time, and very easy to communicate with! We highly recommend Linda and will definitely ask her to watch our fur child again!

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Ryan H.
Sitter Profile Image: Greg C.
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Greg C.
from
$50
per night
5.0 out of 5 stars
57 reviews
29 repeat clients
10 years of experience
windsor, CT, 06095

Heather and Greg were great with our two giant rescue pups. Heather stayed with them overnight for 10 days, and one of them was sad not to see her the first night we were back (looking for her in the guest room!). Hope to have them take care of pups again. Highly recommend this team to take care of your beloved family member pups.

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Nina A.
Sitter Profile Image: Jillian H.
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Jillian H.
Star Sitter
from
$100
per night
5.0 out of 5 stars
424 reviews
106 repeat clients
20 years of experience
Sheldon Charter Oak, Hartford, CT, 06106

Jillian was great! Good communication and arrived early which was super helpful. I have a uncommon dog breed and she asked plenty of questions about them to better understand their mannerisms. Would absolutely book again. Thank you!

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Kate A.
Sitter Profile Image: Annie D.
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Annie D.
from
$60
per night
5.0 out of 5 stars
86 reviews
25 repeat clients
10 years of experience
South Windsor, CT, 06074

10 Stars! Annie took care of our 3 dogs and our house while we were overseas for 2 weeks and did an exceptional job. She is a natural dog sitter and they absolutely loved her. She walked them and sent us updates every day. And she did a terrific job taking care of our house, too! We will be hiring her again in the future.

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David T.
Sitter Profile Image: Joanna R.
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Joanna R.
from
$65
per night
5.0 out of 5 stars
44 reviews
15 repeat clients
17 years of experience
East Hartford, CT, 06108

Joanna and her daughter watched my dogs at my house for a few days while I was on vacation. They both took excellent care of my dogs. I received frequent pictures and updates from Joanna while I was away and my dogs were happy and healthy when I got home. My house was also well taken care of and spotless when I got home. I would highly recommend her to anyone needing her to watch their dogs.

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Tony C.
Sitter Profile Image: Berkley B.
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Berkley B.
from
$65
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
4 years of experience
Windsor, CT, 06095

Kindly took a very last minute request, was able to squeeze in a quick visit, and did a fabulous job. Pups were content and happy to have them as company. Easy communication and very nice person all around. I’ll definitely be requesting again!

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Kate A.
Sitter Profile Image: Tiarra L.
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Tiarra L.
from
$32
per night
4.9 out of 5 stars
14 reviews
6 repeat clients
20 years of experience
East Hartford, CT, 06118

Couldn’t get any better, very responsive and easy to communicate with, house was perfect and my babies were well cared for. Went above and beyond with a few things, will definitely book again 💓

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Mercedes C.
Sitter Profile Image: Taylor F.
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Taylor F.
from
$100
per night
5.0 out of 5 stars
45 reviews
10 repeat clients
10 years of experience
East Hartford, CT, 06118

Taylor was absolutely wonderful with our 3 month old puppy! We didn’t worry for one second knowing she was in such great hands. We appreciated Taylors check ins and photo updates :) I would recommend/we would love to have Taylor back in a heartbeat! Our pup misses her already!

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Kaleigh O.
Sitter Profile Image: Carla A.
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Carla A.
from
$75
per night
4.8 out of 5 stars
25 reviews
9 repeat clients
2 years of experience
West Hartford, CT, 06110

Carla was absolutely wonderful with Milo. She was very attentive and gave him lots of cuddles and love. She kept everything under control and took great care of him, being a senior dog. Definitely a 5 ⭐️

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Adriana F.
Sitter Profile Image: Chris S.
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Chris S.
from
$32
per night
3 years of experience
South Windsor, CT, 06074

About: I have been taking care of animals my whole life and many friends of mine have trusted me with the pets. I am also willing to meet all of your pets needs Normally mornings work for me with a little in the afternoon and then nights it depends on what time and how long the service will be I have a cat right not and take care of him by playing giving him treats and fresh food and water every day not matter what

Sitter Profile Image: Samantha N.
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Samantha N.
from
$90
per night
5.0 out of 5 stars
61 reviews
18 repeat clients
13 years of experience
Windsor Locks, CT, 06096

Samantha is an awesome house sitter! Peaches takes to Sam when she arrives at our home! Sam was at our house for 3 weeks and she takes care of our home as if was her home!! She takes our call when we want to see Peaches! Thank you for the loving care of Peaches!!🍑 💕

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Marcia R.
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
129 reviews
55 repeat clients
20 years of experience
Windsor, CT, 06095

Jessica was really great with our boys! They’re new to us and we didn’t know what to expect with a sitter but needed to attend a memorial today with short notice and reached out to Jessica just a couple days ago. Not only did she make herself available on short notice, she also made sure she could come by earlier today with her kids to see how everyone would interact. This was really helpful to familiarize everyone in advance and a big help to us to see how well our boys got along with “human puppies” - worked out so great! While we were gone, Jessica sent a bunch of FANTASTIC pics to keep us informed. Being new to our dogs and this being the first time we hired at home sitters for them, I think Jessica and I learned a few things simple we can do to clarify communication with each other in advance which went really well considering we had so little time to prepare! Would definitely welcome Jessica and the kids back again - our boys really loved them and enjoyed their time together - and they were happily exhausted when we got home still sleeping some 4 hours later! Thanks Jessica!

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Steve M.
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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

1 / 1
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
5.0 out of 5 stars

Olivia was great! Helped our reactive dog through a thunderstorm and was very accommodating with timing

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Justin 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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    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

Sitters in South Windsor average 3
repeat house sitting clients

FAQs for House Sitting - South Windsor

Frequently asked questions about Rover

The average cost for House Sitting in South Windsor on Rover is $55.5 per night (as of July 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 July 2026, there are 1,347 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 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 South Windsor. On Rover:

  • 95% of sitters can help with special care needs
  • 97% 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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