House Sitting Stilesboro
Find a loving house sitter to watch over your pets and your home.
Over 2 pet parents in Stilesboro have booked house sitting
Stilesboro, 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.
“Rocky, Luna and Mocha are loved beyond and my home is exactly as I had left it. My chickens are happy! The communication while we were away was outstanding. I have never had a more relaxed trip away knowing my home and animal family is cared for.”
“We couldn’t be happier with the care of our dog and cat received while we were away. Serenidy went above and beyond, showering them with love and attention. Not only did they feel comfortable and loved, but our home was also in great hands!”
“Wonderful and kind. Will certainly work with her again. Thank you so much for your help❤️❤️ it was a big ask but she stayed over night with our pups at our house. I appreciate her diligence and consideration”
“Rachel was fantastic. She arrived on time, showed our pups love and attention while she house sat, and went above and beyond keeping the house up while we was here. I would recommend her to anyone.”
“Jamie was the best! She even went as far as to buy our dogs collars when they needed to be walked on a leash due to landscaping! She is very responsive and keeps you super updated on your pets!! We greatly appreciate her and will definitely use her again!”
“Stephanie was a life saver. I had a short notice booking. She was able to fit in a meet and greet, which was very important because we have a high anxiety dog. She was sweet and calm with my dogs, and also playful for my high energy dog. And our high anxiety dog started to warm up to her after a day or so: She left our home clean and orderly. Would definitely recommend!”
“We re-booked Jenna for a 12-day vacation to care for our elderly two dogs with multiple medical needs. We trust her to care for them, administer their medications, and keep us informed. She sent pictures all along. The dogs enjoy having Jenna as their caregiver! I recommend her as a pet sitter as well to do drop-ins. We have also asked her to check on the dogs, let them out and feed them when we have a function in the evening. She’s a lovely, caring person.”
“Sara was phenomenal! Will 100000% be booking with her again. Sara was extremely attentive and kind to Stella, communicative with me, and took excellent care of our home during her stay. Sara took the anxiety out of leaving your pup at home. THANK YOU, SARA!”
“Kelly did a great job caring for Mila. Mila was very comfortable with Kelly. Kelly left our place clean and like we left it. Thank you Kelly. I would certainly use Kelly again in the future.”
“This was our first time using Angela and she was amazing. Asher fell in love with her right away. She was so communicative throughout our trip and sent picture updates throughout the day. She even got Asher some cute Halloween treats to enjoy! We will definitely be using Angela when we go out of town!!”
“Rosalind was able to come stay with our babies last-minute, and we were so comfortable leaving them with her. She kept us updated and sent plenty of pics while we were gone. We can’t recommend her enough, and will be booking her again in the future!”
“James did a great job taking care of my two cats while I was on vacation. He sent me pics and videos every day so I could see how my boys were doing. The house was spotless and so was the litter box. Highly recommend! And I would definitely re-hire.”
“Kristen watched one of our dogs while we went on our honeymoon. Our dog has some anxiety, so I was a littler nervous leaving her with someone she didn't know. Kristen did a great job, though! She sent us pictures daily and we couldn't have asked for anyone better to watch our precious baby. Thanks, Kristen!”
“Elizabeth watched our 4 pups while we were out-of-state and was absolutely phenomenal! Really the best dog sitter we’ve ever had. Took fantastic care of both the pups and our home! She took time out of her day to take the pups to parks and even to continue working on their training while we were away. Truly loved her and will definitely be using her every time we need a sitter for our pups!”
“Adahy is wonderful! He sends frequent updates so you always know what’s going on with your dog. He even stayed late when he knew our flight was delayed so our dog wouldn’t be alone.”
“By far the most communicative and helpful sitter we have ever had!! Sudesna is the absolute best and took excellent care of our kitter while we were away. 10/10!”
“Robyn did a superb job caring for our senior dog and senior cat. This was our first experience using Rover and the experience was so easy from start to finish. Our dog had a small medical issue while we were gone and she handled it so well. I do think our cat is having withdrawals from all the attention he got. We will definetly use Robyn again and would highly recommend her!”
The median cost per night for house sitting in Stilesboro is $50
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 - Stilesboro
Select a filter and find qualifying sitters offering house sitting.Sitters in Stilesboro average 4 repeat house sitting clients
FAQs for House Sitting - Stilesboro
Frequently asked questions about Rover
The average cost for House Sitting in Stilesboro on Rover is $88.8 per night (as of August 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 August 2026, there are 1,644 sitters on Rover offering House Sitting across Stilesboro. 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 Stilesboro 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 Stilesboro 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 Stilesboro 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 Stilesboro. On Rover:
- 92% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 98% 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
