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: Cyan W.
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Cyan W.
Star Sitter
from
$100
per night
5.0 out of 5 stars
4 reviews
4 repeat clients
7 years of experience
Windsor, VT, 05089

Cyan is an incredible dog sitter. She immediately won the heart of our little pup, and was so loving with him. Cyan is a great communicator and is amazingly intuitive about the needs of pets and humans alike!

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Derek W.
Sitter Profile Image: Siobhan C.
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Siobhan C.
from
$60
per night
5.0 out of 5 stars
7 reviews
1 repeat client
15 years of experience
Claremont, NH, 03743

Siobhan was wonderful, took great care of two very active dogs! Siobhan kept in touch and sent pictures. Made us feel very relaxed about leaving our babies with Siobhan. Highly recommend.

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Pamela R.
Sitter Profile Image: Gloria G.
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Gloria G.
from
$50
per night
5.0 out of 5 stars
11 reviews
6 repeat clients
10 years of experience
Hanover, NH, 03755

Gloria was amazing! She took great care of my pup and exercised him really well. I'd love to have her house sit for me again!

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Shane H.
Sitter Profile Image: Julia B.
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Julia B.
from
$45
per night
5.0 out of 5 stars
238 reviews
97 repeat clients
5 years of experience
West Lebanon, NH, 03784

Julia was terrific! Very responsive on short notice, took pictures and sent updates each day. Our dog and cat were very content when we got home and nothing was chewed up by our 3 year old pup which is always a sign he got plenty of attention. We highly recommend Julia and hope to hire her again!

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Jennifer E.
Sitter Profile Image: Evelyn P.
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Evelyn P.
from
$50
per night
5.0 out of 5 stars
15 reviews
11 repeat clients
13 years of experience
Hartford, VT, 05001

Evelyn arrived on time to start sitting for my pup. We especially appreciated having her at our home when our smoke detector unfortunately went off!

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Kaili M.
Sitter Profile Image: Sean L.
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Sean L.
from
$50
per night
12 years of experience
Quechee, VT, 05059

About: Hi my name is Sean. I recently graduated from RIT with a BFA in illustration. I love all animals and currently have a lot of flexibility to care for your pets while I am working from home. I grew up with two labradoodles and I have also cared for friends' animals while they have been away. One of my dogs has Addison's disease, so I am familiar with giving medication to pets. Spending time with animals brings me joy and does not seem like work - I enjoy playing with your animals, going on walks and I give a great belly rub! I am extremely responsible and will love your animals like my own...you might also find some sketches of your pet when you return home. I am an artist that is currently working from home in Quechee. I am extremely flexible and am available during the week and on weekends. I make my own hours so can work around your schedule. I live with my parents and two friendly labradoodles ages 8 and 12. I could board a dog in my home if he/she gets along well with other dogs and is house-trained. I prefer to care for your animals in your own home: I can do drop-in visits, walks and daytime or overnight house-sitting.

Sitter Profile Image: Kayla B.
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Kayla B.
from
$60
per night
5.0 out of 5 stars
3 reviews
5 years of experience
Sunapee, NH, 03782

About: I grew up with both dogs and cats. While I now have 3 cats of my own, I cherish the time I get to spend with dogs still— including my best friend bringing her dog to my home one weekend a month! I have full availability on the weekends. During the week I have availability in the mornings and evenings for drop in visits, but with notice can be more flexible! I understand all animals are different and look forward to hearing anything about your pets needs. I myself have pets that need to eat separated from each other, and understand all pets have different needs.

Sitter Profile Image: Caitlin R.
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Caitlin R.
from
$80
per night
5.0 out of 5 stars
34 reviews
10 repeat clients
13 years of experience
Lebanon, NH, 03766

Caitlin did a wonderful job with Kobe and Xena. She kept me well informed on their status, and shockingly Xena, my cat, actually slept with her one night. Xena is picky! All went well and we definitely will use Caitlin if we leave town again this summer. Thank you Caitlin.

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Amy W.
Sitter Profile Image: Sandra G.
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Sandra G.
from
$57
per night
5.0 out of 5 stars
11 reviews
20 years of experience
Bradford, NH, 03221

Sandra was absolutely amazing! Our old girl typically gets depressed when we leave on a trip and doesn't usually eat for the first 2 days but with Sandra our Luna not only ate but played with Sandra on the first day. Sandra kept us updated each day and sent us pictures which just warmed our hearts to see how happy our girl was so. We highly recommend Sandra!

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R M.
Sitter Profile Image: Nicole B.
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Nicole B.
from
$85
per night
6 years of experience
Lebanon, NH, 03766

About: I have worked in veterinary medicine for over 6 years and have been a pet owner most of my life. I have had a hospice dog and have a soft spot for senior animals. I currently have a Siberian husky, a husky/shepard mix and 2 cats! I currently have a flexible schedule that allows me to be available as needed. Animals are a significant part of my life and I look forward to helping you and your family. I am available for dog walks, drop ins, or pet sitting. I have 2 dogs and 2 cats as part of our family. They are definitely spoiled but also well trained. I take pet care very seriously, every animal deserves respectful and loving care. My dogs require a lot of activity due to their breeds which has given me a lot of experience with high energy, high needs dogs.

Sitter Profile Image: Kaliyah T.
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Kaliyah T.
from
$50
per night
9 years of experience
Westminster, VT, 05346

About: Hey! I'm Kaliyah, though I'd prefer to be called Lynx. I've always been an animal lover at heart. I had a lot of pets growing up. Since I was five years old, I've cared for cats, dogs, even geckos! I'm comfortable with all sizes and personalities, whether it's sassy or affectionate cats, playful or stubborn dogs, or anything in between! I know both cat and dog body language like the back of my hand. I have experience with seniors as well and am happy to learn whatever I need to keep your furry friend happy! I'm taking a break from school and work right now so I can focus on my IOP, which takes place 12-3 on Tuesdays, Wednesdays, and Thursdays. Aside from that, I'm free any time of day, as well as flexible! I also plan on returning to school when possible to become an auto mechanic. I can't wait to meet your pets! I'm currently taking a break from work and school for my mental health so I'll have plenty of time to look after your furry friend! I currently co-own a great pyrenees with my dad, meaning I have experience with stubborn, large, long haired dogs. I live with several pets, meaning I know how to safely break up fights when necessary.

Sitter Profile Image: Kathryn D.
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Kathryn D.
from
$35
per night
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Norwich, VT, 05055

About: I’ve taken care of animals for as long as I can remember. I’ve never had a formal job with animals, but I’ve grown up around them and have helped with a myriad of different roles for friends, family, neighbors, etc. I have never met a dog or cat that I don’t love! I work full-time in Hanover from Monday through Friday. However, I am more than happy to fit in care before or after the work day. I am also available on weekends! My schedule is as follows: Monday: 9:30 am - 5:30 pm Tuesday: 8:30 am - 4:30/5:00 pm Wednesday: 7:30 am - 3:30 pm Thursday: 8:30 am - 4:30/5:00 pm Friday: 8:30 am - 4:30/5:00 pm I am a very thoughtful, caring, and detail-oriented person. I intend on listening to my clients’ desires and doing everything in my power to make sure the pet(s) receive everything they need!

Sitter Profile Image: Kimberly L.
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Kimberly L.
from
$125
per night
5.0 out of 5 stars
4 reviews
25 years of experience
Windsor, VT, 05089

We needed to find a house/dog sitter for the weekend due to an unexpected situation and Kim was great. She responded quickly and was able to meet me and the pups same day. She was personable and I felt very comfortable leaving her to watch my home and pups. She was very communicative through the weekend, sent lots of pictures, and even left us a sweet welcome home gift and note. 10/10 would recommend and use again.

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Jesse F.
Sitter Profile Image: Suzanna K.
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Suzanna K.
from
$50
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
15 years of experience
Lebanon, NH, 03766

Anna showed so much care, was very responsive, and my dogs LOVED her! We are so grateful and would definitely have her watch our dogs again! Thank you so much!

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Kassidy M.
Sitter Profile Image: Jackie S.
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Jackie S.
from
$100
per night
5.0 out of 5 stars
2 reviews
12 years of experience
Sunapee, NH, 03782

We are incredibly grateful for the amazing care Jackie provided for our Bernese mountain dog Zeus. Stepping in on short notice and staying at our home was a huge help, and it gave us so much peace of mind while we were away. Jackie is reliable, communicative, trustworthy, and genuinely caring—everything you could hope for in a pet sitter. We would absolutely book with Jackie again and highly recommend her to anyone looking for exceptional care for their pets. Thank you for taking such wonderful care of Zeus!

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Emily L.
Sitter Profile Image: Amiri S.
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Amiri S.
from
$60
per night
5 years of experience
Woodstock, VT, 05091

About: I have several years of experience caring for cats, dogs, birds, and snakes. Skills include elderly and disabled care for cats and dogs, grooming, playing, transportation, and some training. I currently work part-time and have a flexible schedule, so I have lots of time to care for your pets! I can do overnight care on weekends, drop-off after 1pm Friday - Sunday. I have a fenced-in pen in my backyard with a dog and a bird. I have treats and shareable dog/cat toys. I tend to spend lots of time outside with dogs. I tend to meet cats where they’re at, using toys and treats for the shy ones.

Sitter Profile Image: Allaire D.
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Allaire D.
from
$65
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
17 years of experience
Wilder, VT, 05088

Allaire was wonderful! Communicative and easy to work with. Her beautiful dog Baloo met our boys (1 dog & 1 cat) before the stay and everyone got along beautifully! I'd highly recommend Allaire and can't wait to have her stay with our boys again.

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Bill N Jess V.
Sitter Profile Image: Ronan P.
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Ronan P.
from
$85
per night
5.0 out of 5 stars
5 reviews
2 years of experience
Hanover, NH, 03755

Ronan was an excellent communicator. From start to finish this was a smooth & pleasant experience. Odin (our dog) was in good spirits when we picked him up. He played well with Ronan's family dog, and must have had a calm and enjoyable overnight in their home, because he was calm and happy upon returning home. Thank you, Ronan!

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Eleanor I.
Sitter Profile Image: James M.
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James M.
from
$50
per night
5.0 out of 5 stars
2 reviews
14 years of experience
Lebanon, NH, 03766

James is an awesome dog and house sitter! He took the dogs on great walks and sent us some adorable pictures while we were away. We came home to two happy, calm pups and a clean, orderly house. Highly recommend!

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Renee B.
Sitter Profile Image: Tia F.
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Tia F.
from
$100
per night
5.0 out of 5 stars
2 reviews
5 years of experience
Lebanon, NH, 03753

About: Dogs bring such joy! I believe they are gifts and we are lucky to have them in our lives. We currently have a spoiled Australian Shepherd. I have learned so much as an Aussie mom, and love sharing helpful info with other dog parents, especially if they have a herding breed. I love all dogs, no exceptions! They deserve to be spoiled and appreciated for who they are. I offer pet care in your home, where your pet is most comfortable. I also have my own pet care insurance. I work full time in the upper valley and have a flexible schedule that allows me to work from home several days a week. If you have WiFi, I’m happy to work from your home to accommodate full-time snuggles and care for your pet while you’re away! I believe that dogs are part of the family. I love spending time with them, walking with them and helping them to socialize. They are gifts!

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Over 40
pet parents in Windsor have booked house sitting

Windsor pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Kimberly did a great job watching our dog for a couple days, including overnight. She was easy to work with, very communicative before the dates and stayed in touch while we were away. The dog was happy and the house was well cared for. I recommend Kimberly to care for your pet.

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Karen M.
House Sitting
5.0 out of 5 stars

Evelyn arrived on time to start sitting for my pup. We especially appreciated having her at our home when our smoke detector unfortunately went off!

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Kaili M.
House Sitting
5.0 out of 5 stars

Thanks Anesa for spoiling our puppies while we were gone, and also for being flexible with the arrival time. Much appreciated!

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Patricia E.
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 2
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 98 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, 92% of Windsor house sitters respond in under an hour.

House sitters with repeat customers have an average of 2 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.