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 for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Victoria O.
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Victoria O.
$73
total per night
4.8 out of 5 stars
18 reviews
5 repeat clients
20 years of experience
Windsor, ON, N9A

Finding someone to care for your home and pet-family, especially a young kitten, can be nerve-wracking, but Victoria was great. She provided just the right amount of updates on our cats, which gave us peace of mind. We came home to a clean house and happy pets. There's no doubt in our minds we’d use Victoria again.

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Tetyana O.
Sitter Profile Image: Jordan K.
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Jordan K.
$65
total per night
5.0 out of 5 stars
11 reviews
5 repeat clients
13 years of experience
Windsor, ON, N8Y

Jordan was very accommodating. Skye had him wrapped around her paw! She had a very lazy weekend, very spa like. Butt rubs on demand. She can be pushed to do her walks in the morning, treats will motivate her! Thanks Jordan

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Sharon J.
Sitter Profile Image: Gwenyth H.
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Gwenyth H.
Star Sitter
$45
total per night
4.9 out of 5 stars
107 reviews
35 repeat clients
16 years of experience
Windsor, ON, N8X

Gwen was awesome with our 4 puppies!! She has a very calm and relaxing influence on them. We will definitely hire her again. Hope she is available!!!

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Mike And Lynne R.
Sitter Profile Image: Derryl A.
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Derryl A.
$45
total per night
14 years of experience
Windsor, ON, N9A

About: I care for both dogs and cats and take time to understand their routine and personality. I’m patient, gentle, and reliable, especially with shy or senior pets. I treat every pet like my own and make sure they feel safe, comfortable, and cared for I'm currently in school hence i will give your pet all the attention needed because i dont have any other commitments that will distract me. I keep pets in a calm, clean, and safe environment and follow their usual routine as closely as possible. I pay close attention to doors, food, walks, and any special instructions. Whether in my home or a client’s home, I make sure pets feel comfortable, secure, and well cared for at all times.

Sitter Profile Image: Murat D.
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Murat D.
$56
total per night
5.0 out of 5 stars
3 reviews
2 repeat clients
10 years of experience
Windsor, ON, N9A

Murat watched our 4 dogs and house while we went out of town. The dogs bonded with him and loved the games he played with them in the back yard. He made sure they got a lot of exercise. Upon our return the house was in good order and the dogs were happy. We will definitely use Murat again in the future.

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Paul T.
Sitter Profile Image: Annika R.
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Annika R.
$89
total per night
5.0 out of 5 stars
49 reviews
27 repeat clients
5 years of experience
Windsor, ON, N8Y

Annika R was the sweetest with our boy Frankie. It was the first time we left him with someone else besides us. She suggested a meet and greet and Frankie took to her right away. Annika is a great communicater and sent picture and text updates while we were gone. We will definitely be using her again! If you need a trust worthy sitter who loves animals she's your girl!

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Georgina E.
Sitter Profile Image: Rawan A.
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Rawan A.
Star Sitter
$73
total per night
5.0 out of 5 stars
28 reviews
15 repeat clients
2 years of experience
Windsor, ON, N9G

What a great experience having Rawan look after our sweet pug for 5 night while we went on vacation. We treat Lily like the queen she is, so it was important for us to find someone who we trusted and could depend on. Rawan did a wonderful job looking after Lily, sent regular updates to us, and kept our house clean and organized as well. When we had to leave a little earlier than expected, we messaged her about coming a little early and she did. Overall - we are very happy with having Rawan as a dogsitter and will definitely hire her again.

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Darcy C.
Sitter Profile Image: Damla T.
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Damla T.
$89
total per night
5.0 out of 5 stars
12 reviews
5 years of experience
Windsor, ON, N9G

I am beyond impressed how amazing Damla and Leon were with deezel. Deezel is a high energy puppy in training and they went above and beyond to take care of him. They had amazing communication. Multiple check ins and pictures were sent. They always checked in with me before wanting to do something with deezel. They have the energy and patience for a puppy who requires a lot of attention and needs a lot of reinforcement. The house was better then I left it. I am impressed with their service and booked them again immediately. Thank you for treating my puppy so well and reassuring me when I was away.

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Michelle B.
Sitter Profile Image: Steph A.
Steph A.
Star Sitter
$123
total per night
5.0 out of 5 stars
228 reviews
22 repeat clients
20 years of experience
Lasalle, ON, N9H

Steph watched our pup Winnie for the day while we were on vacation so we could go explore. She went well above and beyond! I think Winnie misses her! I highly highly recommend!

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Melissa M.
Sitter Profile Image: Puja B.
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Puja B.
$56
total per night
5.0 out of 5 stars
4 reviews
9 years of experience
Windsor, ON, N8Y

About: 🐾🐶🐱 Where Happy Paws, Wagging Tails & Purring Hearts Live! 😄 I’m obsessed with animals—especially dogs and cats! 🐶🐱💛 I currently share my home with an 8-year -old female German Shepherd 🐕‍🦺💕 who is an absolute sweetheart—friendly, playful, and happy to make new furry friends. I work from home 🏡💻 with a super flexible schedule, so your fur baby will get tons of love, attention, and companionship all day long—no lonely hours here! I live just 2 minutes from the park 🌳🐾, perfect for dog walks, sniff adventures, zoomies, and outdoor fun. At home, both dogs and cats can expect lots of pampering 🛁, belly rubs 🤍, cuddles 🤗, playtime 🎾🧶, and plenty of love. Whether your pet is an energetic pup or a calm, independent kitty 🐱✨, I tailor my care to their personality and routine. I treat every pet like my own and make sure they feel safe, comfortable, and totally at home 🏠💞. My goal? Happy paws 🐾, wagging tails 🐕, gentle purrs 🐱, and BIG smiles all around 😄😄😄! 📝🐾 A Few Quick Questions Before Booking: 1️⃣ Is your dog crate trained? 🏠 2️⃣ Does your dog have anxiety? 💭 3️⃣ Does your dog bark? 🐕🔊 4️⃣ Does your cat have any special routines or needs? 🐱✨ I am current full time working from home and your fur baby is bound to get loads of attention , belly rubs and walks :) I have 2 separate bedrooms and if need be my dog is Crate Trained and can easily be put in her crate for safety .

Sitter Profile Image: Rafael C.
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Rafael C.
$46
total per night
5.0 out of 5 stars
12 reviews
2 repeat clients
2 years of experience
Windsor, ON, N8S

About: I had pets through my life, Manolo was my last one, he was a beautiful golden retriever,I want in a future to have more pets perhaps another Golden Retriever I'm currently studying in University of Windsor and working part time so a have enough time for all pets in any kind of shape and colors My home is a small one, so I will be taking care and always looking for safe of your pet in any kind of environment

Sitter Profile Image: Daniel M.
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Daniel M.
$67
total per night
5.0 out of 5 stars
3 reviews
35 years of experience
Windsor, ON, N8S

About: I am a responsible and trustworthy companion for your canines and felines. I have trained, or co-trained puppies and older rescues. I have experience with Elder Pet care, including medication administration, and proper exercise. My personal career background is as a medic, and Registered Nurse and I do know CPR. You can count on your full walks in all weather, day and night. I can reinforce your own training on walks, or just for fun. I’ve always had cats, but currently only have one elderly dog in my house. I am currently working from home. I am a licensed RN with experience in acute and critical care and first aid. I have a car, and will make you and your pets my priority. I often watch relatives and neighbors’ pets, and have plenty of room. My own dog Holly is well-behaved and elderly, and has been a calming influence on other younger dogs. The first 5 years of her life she lived with a Doberman and 2 felines, and has been socialized in as many situations as I could. She has zero prey drive. For exercise, I prefer focused-walks mixed in with more leisurely walks depending on the dog’s energy needs. Your preferences come first.

Sitter Profile Image: John T.
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John T.
$45
total per night
15 years of experience
Windsor, ON, N8Y

About: I became a proud "dog grandpa" to my daughters dog and I quickly fell in love with caring for him. The joy he brought to my life inspired me to get a dog of my own. It's been a fun journey training him while learning my arms is more sore from playing fetch than hockey! I am retired and home most of the time. Having a dog of my own requires me to plan my time around his schedule so your dogs routine would fit right in. I have a fully fenced backyard with lots of grass. I live in a quite safe neighborhood. Lots of great walking routes like around Willistead Park or down along the water.

Sitter Profile Image: Emily T.
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Emily T.
$45
total per night
5 years of experience
Windsor, ON, N9G

About: Hi! I’m Emily 😊 I have over 5 years of experience caring for dogs of all breeds and sizes, and I have two dogs of my own, so I understand how important it is to have someone you trust. I’m comfortable with both energetic pups and older dogs, and I always tailor care to each dog’s needs. I also love staying active, so I’m happy to include runs or rollerblading if your dog enjoys it! I’m just getting started on this app, so I don’t have bookings yet — but I’d love to be your first and promise to give your pet amazing care 🐶💛 I work part-time, which gives me a flexible schedule. I’m able to plan my day around visits, walks, and feeding times to make sure each pet gets the care and attention they need. 🐶 I have a fully fenced yard for safe outdoor play and always follow the owner’s instructions for feeding, walks, and routines to ensure pets are safe and well cared for. 🐶

Sitter Profile Image: Amelia K.
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Amelia K.
$100
total per night
25 years of experience
Windsor, ON, N9G

About: I have always had an innate respect and admiration for animals. I am a firm believer that pets are valued family members. For my entire life I was lucky to have a family who surrounded me with numerous different pets. I was the one who took the reins with their care. I am a supporter, and monthly donor at the humane society. I have had many years of experience caring for dogs and cats for my family and friends. I am their go to person for trusted care. I am currently semi-retired which provides me with an open schedule to care for your treasured family members. I love spending time in the company of cats and dogs I am committed to following the specific instructions communicated by the pet parents to a tee, to ensure the wellbeing of their treasured family members

Sitter Profile Image: Bill M.
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Bill M.
$45
total per night
5.0 out of 5 stars
10 reviews
6 repeat clients
29 years of experience
Windsor, ON, N8P

About: I have a literal lifetime of experience with dogs. From the moment I was born to now, I've never gone more than a few months without at least one dog in my life. Most have been rescues, so I know how to deal with shy or sensitive dogs. I've even had experience taking care of dogs with special needs and handicaps, as well as seniors. Without any major obligations at the moment, I'm free to focus on taking care of your pet to the best of my ability. I'm already the primary caregiver for my own two dogs, so it's something I'm going to be doing anyway. I take the safety of animals extremely seriously. I will always seek to learn about a prospective client's specific needs and limitations. I am very protective of my own dogs- possibly to the point of excess in some cases- and you can be sure that I will extend that to any dogs in my care, regardless of duration.

Sitter Profile Image: Ashlyn C.
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Ashlyn C.
$67
total per night
4.3 out of 5 stars
15 reviews
1 repeat client
1 years of experience
Windsor, ON, N8T

About: hello! Cannot wait to meet your furry friends! I’ve been around dogs my whole life and absolutely adore them. I have a dog myself, her names Mable and she’s a golden retriever! I have a big back yard that’s fully fenced in for your dog to run around wild in and be safe. I’m quite active so your dog will also be getting walked alongside my own dog. Looking forward to meeting your dogs :) I won’t be working in the summer, so this will be my full time job! (I am a teacher and off in the summers) ! I have a house that is fully fenced and gated. My husband and I will provide great care to your fur baby and go above and beyond so your dogs are comfortable!

Sitter Profile Image: Kelli W.
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Kelli W.
$56
total per night
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Tecumseh, ON, N0R

About: My family has had dogs my entire life so I am very capable of caring for pets of all ages. I've taken care of puppies, seniors and everything in between. I'm currently working part time which gives me plenty of free time to care for animals. My hours are very flexible and I will make time for animals. I grew up with a dog that experienced seizures irregularly so I know how to stay calm, keep a dog calm, and how to care for a dog in case of an emergency.

Sitter Profile Image: Mackenzie P.
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Mackenzie P.
$89
total per night
1 years of experience
Windsor, ON, N9J

About: I am very determined to make your pet comfortable around me. I have different experience with animal care like bathing and working in pet stores. I have my own pets I take care of. I do it daily and love every second of it. It’s best knowing animals are loved and well taken care of. I make sure the environment is clean. I have a daily routine and time of feeding. I want to make the entire experience safe and enjoyable for the pets and myself.

Sitter Profile Image: Nikhila K.
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Nikhila K.
$111
total per night
5.0 out of 5 stars
7 reviews
1 repeat client
8 years of experience
Windsor, ON, N9A

About: What sets me apart as a pet sitter is that I truly love spending time with animals and making sure they feel safe and happy. I’ve grown up around pets and have cared for dogs, cats, and small animals for friends and family. I live in a detached house Cambridge with a large completely fenced back yard. Your dogs can run around, play with sticks and have lots of fun. I stay at home all day and spend time with dog. I assure that your dogs won't just stay in a room by themselves. Rather, they will be loved with all the hugs and belly rubs. I’m very patient, responsible, and always willing to follow specific instructions to make sure your pet’s routine stays the same. I also make sure to give them plenty of love, attention, and playtime. While I’m still gaining experience, I make up for it with genuine care, strong communication, and a commitment to treating every pet like my own. Daily Routine: Morning: Feeding (breakfast) Fresh water Short walk Afternoon: Walk or play session (especially for dogs) Midday potty break Training or enrichment activities (like puzzle toys or commands) Evening: Feeding (dinner) Final walk Grooming or cuddling time Wind-down and check-in before bed Lots of Love , Hugs and Kisses throughout the day Weekly Routine: Cleaning bedding, toys, and bowls Restocking food, litter, or other supplies Vet visits (if needed) or medication check-ins Socialization (visits to parks, playdates) In-Home Pet Sitting (Client’s Home): I maintain the pet’s usual feeding, walking, and sleeping schedule to minimize stress. I make sure the home stays clean and secure, and I provide updates (photos/videos) to the owner daily. I spend quality time playing, and engaging with the pet to keep them happy and mentally stimulated. Pet Care in My Home: I prepare a designated pet-friendly space with cozy bedding, toys, and access to food and water. I do a meet-and-greet beforehand to ensure the pet feels comfortable and to introduce them to the environment. I follow the owner’s instructions carefully, including diet, and activity level. I maintain a calm and structured atmosphere to help pets feel secure during their stay. Whether in my home or theirs, I treat every pet like they’re my own—with patience, love, and attention to detail.

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Over 151
pet parents in Windsor have booked house sitting

Windsor pet parents share their Rover experiences

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5.0 out of 5 stars

Breanna came through again - we had a fairly complex schedule that I had to move around a bit, but as usual Breanna was understanding and accommodating. She takes her Rover gig seriously, and we never once felt worried about our pups while she was with them. So glad we found her - you won’t be disappointed if you decide to work with her.

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Joe M.
House Sitting
5.0 out of 5 stars

Hanna stayed with our cat all week while we were gone. She was so easy to communicate with and quick to respond! She sent us the cutest pictures and videos all week to get us through the week. 100% will rebook with Hanna.

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Jenelle M.
House Sitting
5.0 out of 5 stars

I am beyond impressed how amazing Damla and Leon were with deezel. Deezel is a high energy puppy in training and they went above and beyond to take care of him. They had amazing communication. Multiple check ins and pictures were sent. They always checked in with me before wanting to do something with deezel. They have the energy and patience for a puppy who requires a lot of attention and needs a lot of reinforcement. The house was better then I left it. I am impressed with their service and booked them again immediately. Thank you for treating my puppy so well and reassuring me when I was away.

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Michelle B.
House Sitting
5.0 out of 5 stars

Randi put our minds at ease while we were out of the state for a long weekend. We’ve never left our dogs with anyone besides family before so we were naturally a little anxious, but we have no regrets having Randi stay with them! We can home to very happy dogs.

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Tyler K.
House Sitting
5.0 out of 5 stars

Gabbie was a great fit to sit with my cat. She provided the company and care needed so I could enjoy my time away without worry. She was very responsive and left the house in great shape. Thank you, Gabbie!

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Kyle P.
House Sitting
5.0 out of 5 stars

We truly couldn’t have asked for a better house cat sitter. Victoria was incredibly patient, knowledgeable, and dependable, and went above and beyond in every way. Our cat normally will be distant, aloof and slow to trust, yet he warmed up to Victoria remarkably fast—something that almost never happens. Her calm, intuitive, and genuinely caring approach made all the difference. I was truly amazed witnessing the bond the two created with each other. We came home to a happy, relaxed cat and a perfectly cared-for home, which speaks volumes. Having someone this trustworthy and attentive gave us complete peace of mind. She is very pleasant to converse with when giving daily updates. We would book her again in a heartbeat and recommend her without hesitation.

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Joanne O.
House Sitting
5.0 out of 5 stars

Christina was fantastic. She had incredible communication was able to accommodate my last minute request, and left my home clean and my pup happy. I look forward to booking with her again!

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Madeline C.
House Sitting
5.0 out of 5 stars

We have used Murat multiple times for our pet care needs and had zero issues. He cares and is very attentive and detail oriented. Will definitely use him again in the future for our dog care needs

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Paul T.
House Sitting
5.0 out of 5 stars

Kristina was fun, communicative, she anticipated, and was all-around awesome. Hope to use her again!

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Matt A.
House Sitting
5.0 out of 5 stars

Ashton was fantastic, couldn’t have asked for a better sitter. Our pets adored her immediately, even our very shy cat felt comfortable with her right away. She left our house clean and our pets so happy. I would recommend her to anyone in need of pet care and would book her again in a heartbeat. Thank you Ashton!

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Michaela D.
House Sitting
5.0 out of 5 stars

Gwen was great! She was super nice, fast at responding and Evita seemed super comfortable & happy when we got home.

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Amanda S.
House Sitting
5.0 out of 5 stars

This is our second time leaving our beloved kitty in their care and they did a fantastic job, thanks!

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Bhubanjyoti B.
House Sitting
5.0 out of 5 stars

Abdullah was a great sitter for my old pup, had prompt communication and pictures, and followed the notes for feeding and walking times. My dog is older in life, about 75 lbs, with limited use of his hind legs and takes daily medication. Abdullah was able to maneuver him into his wagon, help him while outside in the grass, and take care of any accidents. It was a great experience working with Abdullah from initial communication about the booking to post trip follow-up.

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Amanda B.
House Sitting
5.0 out of 5 stars

Liz was so sweet, personable, and attentive. Liz fed my dog, took her for a walk, and even sat on the floor with my dog to ease her anxiety. If you ever need a dog sitter in the Detroit area, I highly recommend Liz!

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Reece H.
House Sitting
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How Rover works

  1. 1. Search

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  2. 2. Meet & Greet

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  3. 3. Book & Pay

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The median cost per night for house sitting in Windsor is $50

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Windsor average 4
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 Apr 2026 was about $50 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.

As of Apr 2026, there are 1,639 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, 85% of Windsor house sitters respond in under an hour.

House sitters in Windsor have an average of 15 years of experience. House sitters with repeat customers have an average of 4 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.