House Sitting in Windsor

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

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Top rated Windsor house sitters

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: Annie D.
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Annie D.
from
$60
per night
5.0 out of 5 stars
85 reviews
24 repeat clients
10 years of experience
South Windsor, CT, 06074

Annie was awesome!! She took great care of our golden, he had his own vacation while we were gone. Annie kept us up to date and sent some great pictures. She is a natural and our dog absolutely loves her!

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Sherri C.
Sitter Profile Image: Madelyn C.
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Madelyn C.
from
$45
per night
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
Windsor, CT, 06095

About: I have 2 dogs and 2 cats. I have lots of experience feeding, walking, and taking care of them! I also have experience with senior animals! Mostly available evenings and weekends. I will work with you to schedule times that work for you and your animals. I will be as flexible as possible! For dogs, I can walk, feed, play with them, and give them medicine if needed. For cats, I can play, feed, change litter boxes, and make sure they are happy!

Sitter Profile Image: Sarah E.
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Sarah E.
from
$63
per night
5.0 out of 5 stars
36 reviews
15 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: Christopher M.
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Christopher M.
from
$75
per night
5.0 out of 5 stars
10 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: Olivia S.
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Olivia S.
from
$32
per night
3 years of experience
South Windsor, CT, 06074

About: I’ve had a dog and 3 cats growing up. I am constantly around dogs and they all love me. My friends and neighbors have trusted to watch their animals when they are away. I just graduated college and looking for a fun job for over the summer! I have lots of free time so I am available to help with your animals whenever you need! I have one cat at home but he’s not the biggest fan of new animals. I love playing with animals and making sure they use most of the energy.

Sitter Profile Image: Jessica C.
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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.

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Alyson 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
126 reviews
54 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.
Sitter Profile Image: KiAnna H.
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KiAnna H.
Star Sitter
from
$70
per night
4.9 out of 5 stars
29 reviews
10 repeat clients
6 years of experience
Bloomfield, CT, 06002

KiAnna was fantastic. Our dogs loved her, and they were in great hands when we were away. Her experience as a vet tech was highly appreciated as the dogs are old and have medication needs that she was able to handle with no problems. Looking forward to having KiAnna back again next time we are out of town!

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Nicole L.
Sitter Profile Image: Samantha N.
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Samantha N.
from
$80
per night
5.0 out of 5 stars
59 reviews
17 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.
Sitter Profile Image: Mary M.
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Mary M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
64 reviews
26 repeat clients
3 years of experience
Suffield, CT, 06078

Mary stayed with our 6 pets and managed our home very well when we traveled for a week. We got lots of pictures and videos and our pets were well cared for. I can definitely recommend Mary for your pet care and I will use her again next time we have need.

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Alice B.
Sitter Profile Image: Ayana W.
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Ayana W.
from
$45
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
10 years of experience
East Windsor, CT, 06016

Ayana was great!! She took great care of my cats, dogs, and home. She was very punctual and communicative throughout. I would highly recommend her services!

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Emily P.
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: Aston J.
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Aston J.
from
$95
per night
5.0 out of 5 stars
25 reviews
9 repeat clients
10 years of experience
Windsor Locks, CT, 06096

Aston was great! He handled out three dogs and one cat for a 7 day vacation. He was very good with them and they were quite relaxed when we returned home. We will definitely use him again.

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Diane S.
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
37 repeat clients
15 years of experience
West Hartford, CT, 06117

Carol is simply the best sitter I’ve ever used! She is so caring, kind and accommodating and provides sweet updates for my girl. I know that Harper is in excellent hands with her and will be so well taken care of. She loves the dogs like her own and will be SO missed after her move!!! Thank you 🥰

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Caroline E.
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

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: Eleni F.
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Eleni F.
from
$70
per night
5.0 out of 5 stars
14 reviews
3 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.
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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: Carla A.
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Carla A.
from
$75
per night
4.8 out of 5 stars
24 reviews
9 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: Abmari S.
Verified Background Check
Abmari S.
from
$80
per night
4.9 out of 5 stars
63 reviews
32 repeat clients
30 years of experience
Windsor Locks, CT, 06096

Abmari did a great job caring for my dog and cat while we were on vacation. My pets were well taken care of, there was good communication, and we came back to a tidy apartment. We will book her again for future stays!

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ali 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.
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Over 99
pet parents in Windsor have booked house sitting

Windsor pet parents share their Rover experiences

1 / 1
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

Our animals were so happy when we got home! Our dog is an old man and he was in great shape, the rabbit was also spry and happy. Will use Sarah again! So communicative and the house was as we left it.

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Lauren R.
House Sitting
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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 house 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.

Sitters in Windsor average 3
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Windsor on Rover as of Jun 2026 was about $60 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Windsor house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 1,049 house sitters in Windsor. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 87% of Windsor house sitters respond in under an hour.

House sitters in Windsor have an average of 16 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Windsor.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Windsor house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.