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: Annie D.
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Annie D.
from
$60
per night
5.0 out of 5 stars
88 reviews
27 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: Allie H.
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Allie H.
from
$66
per night
5.0 out of 5 stars
31 reviews
9 repeat clients
15 years of experience
Manchester, CT, 06042

Once again, Allie has done an incredible job watching our pups. She took such good care of our dogs and our home while we were out of the country for 10 days. She's the absolute best sitter and is so communicative and thoughtful. And most importantly, our dogs love her! Allie went above and beyond, and we will absolutely reach out to her again. This was our second time having Allie watch the pups, and it won’t be the last!

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Megan T.
Sitter Profile Image: Christopher M.
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Christopher M.
Star Sitter
from
$80
per night
5.0 out of 5 stars
11 reviews
3 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: Sarah E.
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Sarah E.
from
$63
per night
5.0 out of 5 stars
38 reviews
18 repeat clients
16 years of experience
Windsor, CT, 06095

sarah was wonderful! she sent me pictures and updates every day! i came home to my apartment exactly as i left it, and i felt like my animals were very well taken care of.

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Sarah M.
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: KiAnna H.
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KiAnna H.
Star Sitter
from
$70
per night
4.9 out of 5 stars
33 reviews
10 repeat clients
6 years of experience
Bloomfield, CT, 06002

KiAnna was willing to arrive by 6:45 AM so we could depart by 7:15 AM. She took great care of Chester and we will be asking her to house sit and take care of Chester again!

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

Erin is great! She arrived at our hotel on time to watch our sweet pup, Odin, while we attended a wedding. Odin is a shy / insecure pup in new surroundings and Erin knew how to put him and his owners at ease. They were cuddling in no time! She sent photo updates which were very appreciated. We were able to enjoy the wedding reception knowing Erin was caring for our Odin.

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Danielle B.
Sitter Profile Image: Rebecca F.
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Rebecca F.
Star Sitter
from
$120
per night
5.0 out of 5 stars
183 reviews
63 repeat clients
20 years of experience
Manchester, CT, 06040

Rebecca is a wonderful pet sitter. I have used her several times and I couldn’t be happier with her. She is very caring and my dog Bella loves her and it takes her awhile to warm to people. She is very communicative and provides me with lots of pictures and videos. So happy I found her.

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Karen H.
Sitter Profile Image: Berkley B.
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Berkley B.
from
$65
per night
5.0 out of 5 stars
6 reviews
3 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: Jillian H.
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Jillian H.
Star Sitter
from
$100
per night
5.0 out of 5 stars
440 reviews
107 repeat clients
20 years of experience
Sheldon Charter Oak, Hartford, CT, 06106

Jill is amazing! We are so lucky to have found her. We just moved to the area and didn’t have coverage for our week-long vacation. She was professional, super communicative, and kindly pretended not to notice how neurotic I am about my aging shih tzu. She is the reason we were able to enjoy our vacation, and I am grateful beyond words. We will definitely be calling Jill again. And again.

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Dawn S.
Sitter Profile Image: Carla A.
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Carla A.
from
$75
per night
4.8 out of 5 stars
27 reviews
10 repeat clients
2 years of experience
West Hartford, CT, 06110

Carla was exceptional with our dog Molly. The care Carla gave our dog was outstanding and the daily communication and pictures eased our minds while we enjoyed some time away. Without a doubt we will be using Carla again.

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

If you’re looking for a reason to book someone-look no further, you won’t be disappointed in Joanna. Joanna and her daughter Amelia were fantastic! I was given updates about my pups consistently making my week vacation worry free with everything at home. Joanna works from home mainly so she was with my dogs throughout the day, major plus. They walked one of my dogs regularly and followed my wishes to not walk the older one, *due to arthritis he can’t do walks. My elderly dog who really doesn’t like people, especially young kids cuddled with Joanna’s daughter, Amelia! That was a sight to see, if she didn’t send the photo I wouldn’t believe it. Heartwarming to see that my angry at life dog was happily cuddling up with someone other than me, what more could you ask for when away from them? When I came home I could very much tell my dogs were taken care of with love and my house was in better shape than I left it for them. I will definitely be using Joanna and her daughter again for future trips.

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Schuyler M.
Sitter Profile Image: Michael M.
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Michael M.
from
$45
per night
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Glastonbury, CT, 06033

Michael was a ton of help. I would highly recommend.

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R. Cannon B.
Sitter Profile Image: Jaclyn R.
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Jaclyn R.
Star Sitter
from
$95
per night
5.0 out of 5 stars
18 reviews
6 repeat clients
14 years of experience
Vernon, CT, 06066

Jaclyn is amazing! She went above and beyond to help out with a last minute request after losing our regular sitter. She took amazing care of Rory, and was really respectful of our home — everything was so clean I almost didn’t believe she stayed here! Lol She was easy to communicate with, responsive, and flexible, which made everything feel really easy and stress-free. Most importantly, our dog was happy and well cared for. We’ve found our new sitter!

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Katie V.
Sitter Profile Image: Linda F.
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Linda F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
15 reviews
8 repeat clients
30 years of experience
Vernon, CT, 06066

Linda was friendly and trustworthy! My dogs immediately liked her! She was easy to communicate with and sent us lots of pictures while we were away! She made us feel at ease with leaving our two dogs while we were away. Linda took great care of our older dogs and gave them lots of love and attention (probably more then they even get from us!!) She was outstanding and we would love to have her dog sit for us again in the future!!

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Hannah S.
Sitter Profile Image: Jen S.
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Jen S.
from
$42
per night
4.9 out of 5 stars
34 reviews
18 repeat clients
30 years of experience
Bloomfield, CT, 06002

Jen house sat for us for nine days and took care of our lab mutt Jamie and two cats, Remy and Lily. She did a wonderful job taking care of our furkids and followed my long list of instructions :). One of our cats is almost 16 and wasn't feeling well for a few days prior to departure. Jen gave her extra attention and got her eat her meals. While we were away our kitty made a full recovery and is back to her old-young self! Jen sent pictures and updates daily and our furkids really enjoyed being with her. Toward the end of her stay even Lily was sleeping in her bed along with the other two, and she never does that with just anyone. Jen truly understands owner and pets needs and she goes the extra mile to make sure everyone is happy. We will definitely be booking our petcare visits with her in the future :).

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

Eleni was great and super responsive. She was able to accommodate a last-minute request, and was great with our two large pups and their differing needs. She was communicative throughout and they were in high spirits when we returned!

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Larisa K.
Sitter Profile Image: Noelle K.
Verified Enhanced Background Check
Noelle K.
from
$60
per night
10 years of experience
Windsor, CT, 06095

About: I have cared for animals for about 10 years and have mostly worked with dogs, cats, and rabbits. I always am the first person my neighbors as for pet sitting as I am reliable and love spending time with animals. I love to give pets lots of attention and play with them and give lots of petting to make them as happy as possible. I currently have no other job at the moment so I have plenty of time to look after your pets! I am available all day during the week and on weekends. I have a cat that has to take pills daily and I am used to giving animals medicine and flea medicine so I am very capable of doing that for your animal. I also give my cat nail clippings and fur brushing to keep them clean. I also clean the litter box weekly and always pick up dog poop.

Sitter Profile Image: Shane O.
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Shane O.
from
$60
per night
5.0 out of 5 stars
5 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: Samantha N.
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Samantha N.
from
$90
per night
5.0 out of 5 stars
62 reviews
18 repeat clients
13 years of experience
Windsor Locks, CT, 06096

Best house sitter we have ever had! Samantha goes above and beyond; she communicates via text and pics everyday, takes care of our home, and cleans up after herself. It’s great coming home to a clean house and happy pet. Thanks Samantha!

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Christopher S.
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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.

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 - South Windsor

Select a filter and find qualifying sitters offering house sitting.

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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