House Sitting Windemere
Find a loving house sitter to watch over your pets and your home.
Over 180 pet parents in Windemere have booked house sitting
Windemere, 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.
“Tori is the absolute best! We have no worries at all when she is taking care of the dogs. She takes them out regularly, plays with them, and treats them like her own. We love her!”
“Carmen was excellent. So friendly and communicative, I knew my dog and cat were in such great hands. Would definitely recommend Carmen to take good care of your pets!”
“Anne communicated often and clearly with us while we were away which gave us peace of mind. She also was patient with Gordon and gained his confidence. We plan on using Anne in the future.”
“Chantell was great with my dogs. She went above and beyond to make sure they were happy, healthy and safe. I would recommend her to anyone who needs a great dog sitter and I will be reaching out to her again. Thank you Chantell”
“Victoria stayed at my house to hold down the fort with my two dogs while we went out of town for the weekend. She was available on very short notice which was a lifesaver for me! She was beyond patient with my dogs who tend to have a couple of wild moments when they meet someone new. Upon returning home, my dogs were happy, relaxed, and completely non-stressed. This is a big thing for my dogs because they usually get VERY anxious when I leave them. Victoria was great! The house was in great shape and she had even brought in 4 LARGE boxes that had been delivered to my porch. She sent lots of pictures and updates through the Rover app, and I loved how easy everything (payment, communication, etc.) was handled through the app. Very cool. I will for sure be using Victoria again to pet/house sit for me in the future!!”
“We love Katie. My dogs (one in particular) can be a menace but she keeps a great eye on him keeping him out of trouble. My dogs are always happy and healthy and my house is clean when I get home.”
“Had a same day request and Kenna was there in a pinch! Total lifesaver... She was excellent with my dog and super super polite. 10 out of 10 will totally book with again!”
“Delaney is amazing! She is so personable and cared for our house and Dog like she was part of our family. She is mature, aware, and I would trust her with our beautiful pup at any time. Cannot wait to book her again and glad to have her part of our circle. Thank you, Delaney.”
“Geoff was great and I’m so glad he was able to house sit my husky, Jacob, when I had to travel to a conference at the last minute. He constantly sent updates with pics and videos and I could tell my pup was a very happy boy to have a friend to play with while I was gone for three day. I highly recommend Geoffrey and would use his services again.”
“Makaelah was so easy to work with and took exceptional care of my Gidget as well as my house. Gidget is older so she requires a little more care than other dogs, and Makaelah stayed on top of everything, making sure to give me daily updates and photos. I came home to thriving plants that had been watered according to my instructions, a house that was just the way I left it and a happy pet. Would definitely use Makaelah again and recommend to anyone looking for a top notch pet and house sitter.”
About: Hi! I’m Xarissa Alexsondra (legal name Corissa)—please call me Alexsondra. I specialize in cats and also welcome calm, low-energy dogs who only need short potty walks, plus small pets like snakes or fish. I’m available for long-term stays of three weeks or longer only (shorter gigs aren’t a fit). As a person on the autistic spectrum, I feel most at ease with cats and quiet, predictable pets. I’m naturally attuned to body language and individual quirks, and I stay calm and consistent with the routines many cats and introverted dogs prefer. I may seem a bit reserved with new people at first—please be patient. Your pets will get my full, focused attention. I grew up with multiple dogs and cats and have experience with fish, snakes, lizards, hermit crabs, chickens, quail, and ducks. I’m comfortable with cage cleaning, daily feline and canine routines, and the small details that keep animals comfortable. You’ll receive detailed updates and photos so you’ll always know how your pets are doing. I’m reliable, observant, and happiest in the company of cats, calm dogs, and the occasional snake. I’m a homebody with a part-time job that takes me out of the house for 5–8 hours on just one or two days a week. The rest of the week I’m home all day with the cats, or I may step out for a short excursion and then return for the remainder of the day. This rhythm lets me provide calm, consistent care and stick to the quiet routines most cats prefer. I only accept long-term stays of three weeks or longer. I understand the trust it takes to leave your home and pets with someone else, and I take that responsibility seriously. You’ll receive detailed photo updates so you always know how everyone is doing. I care for cats in the client’s home only (I do not board pets in my own space). One of the strengths of being autistic is that I follow clear, straightforward instructions with high precision and consistency. Tell me exactly how you want feeding, litter, medication, play, and any other routines handled, and I will stick to them closely. I’m naturally attuned to feline body language and stay calm and steady, which many cats prefer. I’m reliable, respectful of your home, and focused on keeping your cats comfortable and secure.
“Annabelle is a perfect find for us! She loved our four-legged babies like her own. We loved that she would send videos and photos each day while we were away! We came home to a clean and picked up home showing she respected our space. She’s also just a sweetheart and she will always be our number one pet sitter!”
About: Responsibility, patience, and affection. It's about ensuring the physical and emotional well-being of animals. My dogs and I are happy to care for them. D The same routine as my dogs, going out for a walk in the morning, arriving home to eat, rest, give them treats, and in the afternoon another outing to the park I take care of them as if they were my own with the same love, care and affection that I have for my dogs. C
“Arturo was fantastic to work with! During our time away he would constantly keep us updated when he would be heading out as well as provide photos of Dottie throughout the day. From our initial meet and greet, we could tell that he and Dottie would get along and from what we heard, she was snuggled up with him all weekend! My partner and I would give him more stars if possible.”
The median cost per night for house sitting in Windemere is $50
Pet parents share their Rover experiences - Windemere
Ashley was absolutely wonderful for my sweet babies!! She updated me constantly with so many pictures. I felt at such ease leaving my senior dog in her care. My babies felt so comfortable with her and were very happy when I returned! I could not recommend Ashley more for pet sitting. It was such a good feeling getting to have my babies stay in there home with her! Will definitely be using Ashley again!!
Davida was wonderful with Daizy and Lenni! She was attentive, communicative, and kept us updated throughout our trip with photos and messages, which gave us so much peace of mind. We came home to two very calm, happy, and content pups, and it was obvious they had been well loved and cared for while we were away. We’re so grateful to have found someone we feel comfortable trusting with our babies and our home. We would absolutely book with Davida again!
Victoria took care of Lily while we were away in Toronto and did an amazing job. She kept up with Lily's routine closely, and sent us regular updates and photos so we always knew Lily was safe and happy. This is the third time she's cared for Lily and she keeps proving why she's our go to sitter. Highly recommend.
Katie was great! We booked her for a 2-week trip when our usual sitter was unavailable and she was amazing. Our dog is very shy/anxious and she was immediately comfortable around Katie. Our cat requires daily eye drops and medication and Katie administered them both with no issues. She also left our home in great condition and left me a ton of notes about everything she had done. We were so grateful to come home to a clean home and happy pets. Would absolutely book her again!
Woody was such a great sitter for our two old men pugs and all of their senior needs, including medications and needing help to get up for potty! They were so well cared for, and our home was as well. I highly recommend Woody for pet sitting, and will absolutely book again.
Melissa was one of the best house and pet sitters we've ever had! We met Melissa ahead of the sit to introduce her to Luna and our home, and we immediately felt she was a great fit. She took excellent care of our home and Luna. We came back home to such a happy dog and a spotless house. Our home was exactly as we left it and we could tell Luna was well taken care for with plenty of love. Melissa has a heart of gold and we would highly recommend her. She communicates great, provides updates, and follows care instructions. She's truly one of the best and brings such peace of mind while away. We look forward to having her sit for us again soon!
Maggie stayed with my 2 dogs at my house for a week while I traveled to Tokyo for a business trip. I have a hard time leaving them and I honestly didnt worry the entire trip and I was able to focus on work because I had full trust in her! She would send daily recaps at the end of every day with photos and videos, and I can tell my dogs love her. She left the house super clean when I returned and left some homemade treats for the dogs. <3 I could tell they miss her because they were waiting by the door all day! Thank you Maggie for taking amazing care of my children!!
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. Search
Browse profiles of sitters near you who offer house sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for house sitting - Windemere
Select a filter and find qualifying sitters offering house sitting.Sitters in Windemere average 5 repeat house sitting clients
FAQs for House Sitting - Windemere
Frequently asked questions about Rover
The average cost of House Sitting in Windemere on Rover is $48 per night as of October 2026. Most bookings cost between $32 and $111 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 4,483 sitters on Rover offering House Sitting across Windemere. 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 Windemere 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 Windemere 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.
<b>Tip:</b> 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 Windemere 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .
sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Windemere. On Rover:
- 92% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 96% 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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