House Sitting South Windsor

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

End
Search

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.
Verified Enhanced Background Check
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!

Profile image
Pam H.
Sitter Profile Image: Greg C.
Verified Enhanced Background Check
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.

Profile image
Nina A.
Sitter Profile Image: Allie H.
Verified Enhanced Background Check
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!

Profile image
Michele G.
Sitter Profile Image: Christopher M.
Verified Enhanced Background Check
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!

Profile image
Kristin W.
Sitter Profile Image: Erin P.
Verified Enhanced Background Check
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 is amazing! For the first time ever Willy Wonka was calm when we left for our trip. Erin sent pictures and updates daily which made our trip that much more enjoyable knowing that Willy was in capable and caring hands. We will definitely be contacting Erin again in the future!

Profile image
Tracy S.
Sitter Profile Image: KiAnna H.
Verified Background Check
KiAnna H.
Star Sitter
from
$70
per night
4.9 out of 5 stars
32 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!

Profile image
Erin C.
Sitter Profile Image: Rebecca F.
Verified Background Check
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

This was the 2nd time we had Rebecca house sit our dog. She sent us cute pictures and videos, and from them it was obvious that our dog was very happy and relaxed. She is also very clean and respectful. We are so happy that we found her and our dog bonded with her so well.

Profile image
sara m.
Sitter Profile Image: Annie D.
Verified Background Check
Annie D.
from
$60
per night
5.0 out of 5 stars
87 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.

Profile image
David T.
Sitter Profile Image: Linda F.
Verified Enhanced Background Check
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 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!!

Profile image
Hannah S.
Sitter Profile Image: Tiarra L.
Verified Enhanced Background Check
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

Absolutely amazing! I was worried leaving my girls at first but they were in great hands and very happy! She sent great updates and my pups were sad to see her go. Will 100% be hiring her again!

Profile image
Jennifer I.
Sitter Profile Image: Jillian H.
Verified Enhanced Background Check
Jillian H.
Star Sitter
from
$100
per night
5.0 out of 5 stars
425 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!

Profile image
Kate A.
Sitter Profile Image: Joanna R.
Verified Enhanced Background Check
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 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!!

Profile image
carla m.
Sitter Profile Image: Joe C.
Verified Enhanced Background Check
Joe C.
from
$40
per night
5.0 out of 5 stars
4 reviews
6 years of experience
West Hartford, CT, 06117

Joe was absolutely phenomenal! Duke had a great time playing w his pups and even gave him his own special bone. Duke came home exhausted after a full day of playing.

Profile image
Tiffany R.
Sitter Profile Image: Eleni F.
Verified Enhanced Background Check
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!

Profile image
Larisa K.
Sitter Profile Image: Berkley B.
Verified Enhanced Background Check
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!

Profile image
Kate A.
Sitter Profile Image: Bushrah K.
Verified Enhanced Background Check
Bushrah K.
from
$60
per night
4.0 out of 5 stars
5 reviews
1 repeat client
5 years of experience
East Windsor, CT, 06088

About: I’ve taken care of various animals since I was young. Friends and family depended on me to feed, walk, and take care of their pets. I know the importance of pet care and how to have close and fun relationships with all animals, especially cats and dogs! I’m an animal lover at heart and grew up surrounded by dogs, cats, and various farm animals. I am extremely patient with animals and making sure they are taken care of, nurtured, and treated well are my top priorities as well as having fun with them! Pet care fits into my daily routine very easily! I currently take care of two cats at home and have grown up around animals so I am comfortable around them ! I am fairly available and my schedule is the following: Monday: 9 am - 10/11 pm Tuesday : 9 am - 10/11 pm Wednesday: 9 am - 10/11 pm Thursday: 9 am - 10/11 pm Friday : 9 am - 10/11 pm Saturday: 9 am - 10/11 pm Sunday : 9 am - 10/11 pm I live in a very safe area where there are many parks and fields of land surrounding it making it a prime location to have animals. I have no problem walking great distances and being patient with animals especially dogs when it comes to bathroom time. I always have a great time with very lovable, friendly, and energetic dogs and cats and enjoy spending time with them and making sure they are happy and having fun! I can always give them treats, play with them and encourage them to play with their toys, and stay with them for as long as needed! Moreover bonding with them is a process that is individual to every animal, it is not something I can rush and I will take the time to get to know every pet. If anything were to happen during my time with them I will always be available to connect with!

Sitter Profile Image: Jessica C.
Verified Enhanced Background Check
Jessica C.
from
$32
per night
4.5 out of 5 stars
6 reviews
6 years of experience
Bloomfield, CT, 06002

Jess was very caring and enjoyed being with Lark. She did what was asked of her and that we were very appreciative of. Our pup can be a little stubborn, so we're always thankful for other people's patience with him. I can tell she really cares for animals in general.

Profile image
Alyson R.
Sitter Profile Image: Carla A.
Verified Enhanced Background Check
Carla A.
from
$75
per night
4.8 out of 5 stars
26 reviews
9 repeat clients
2 years of experience
West Hartford, CT, 06110

Carla was phenomenal!! I was able to feel relaxed and comfortable while on my vacation as she tended to my two dogs and looked after my house. I would recommend her anytime and will absolutely be using her again!

Profile image
Nico L.
Sitter Profile Image: Chris S.
Verified Enhanced Background Check
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: Taylor F.
Verified Background Check
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

We had another great trip thanks to Taylor watching our girls for us. Taylor is our favorite pet sitter when we travel! Lots of pictures for us and love for our puppies!

Profile image
Adrienne B.
1 / 1
View more sitters

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.

Profile image
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

Profile image
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

Profile image
Justin W.
House Sitting
1 / 1
Find pet care near you

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

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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge