House Sitting The Overlook
Find a loving house sitter to watch over your pets and your home.

Over 30 pet parents in The Overlook have booked house sitting
The Overlook, 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.

“Monica is a god-send. She walked, played with and took excellent care of our senior dog. She went above and beyond in house sitting and caring for our dog. We have already scheduled her again. Thanks Monica!!”
About: Elvis, a 14lb shi-poo and his two new buddies, Tucker and Nanook, love having other puppy guests over since his big brother passed on. We are very active and enjoy going for long walks and finding new things to sniff. The house is open with plenty of space to lounge on. The house is tiled except for the guest bedrooms and pretty puppy proof with a close of a few bedroom doors and a blanket on the couch. The pups have full access to a fenced outdoor space where squirrel and bird activity can be found in the mornings. I have had dogs since I was 7 years old and I volunteered at shelter for many years. I grew up with animals of all kinds on a farm in Vermont and its just my way of life. Furry friends are the best! I will cherish yours as much as I cherish mine. Please note that I prefer only weekend stay-cations for your pup but can do mid week if we arrange with enough advance notice. I have a pretty flexible schedule and my husband works from home. The dogs will get plenty of belly rubs and love. Since, we have three of our own, we are very prepared for any doggie need I have a fenced in yard and we we generally keep the dogs corralled to wherever we are or in the non carpet areas. We are happy to crate, if you bring one. Dogs can go on furniture (up to 25lb)
“Lili did such a beautiful job taking care of our boys and our home! We loved the daily videos and extra care she gave our boys. We can’t express how grateful we are to her and would love to hire her anytime we travel!”

About: I love dogs and I’m always happy to give them a playful day. Walks, runs, ball, frisbee…you name it! Here to make sure there’s more to a dog’s day besides sitting at home. Can be arranged for daily, weekly, randomly. Hoping to build strong friendships with owners and pups! All about taking new routes and trying new things. Making sure they are walked, fed, hydrated, happy, and healthy! All the belly rubs in the world and maybe a treat or two if the owner approves.
“She went above and beyond. Was great at communicating and sent lots of pictures for peace of mind. You can tell she truly loves animals!!! We will be using her again”


“Beau and Gucci like Dora and seem comfortable when she arrives. She is relaxed and calm with both dogs, and they instinctively respond to that. She arrived on time Saturday morning, but left earlier than scheduled on Sunday (when she discovered her car wouldn't start after attending her morning church service). We recommend Dora for pet and house sitting.”


“William is awesome. He took great care of Brooklyn, was super responsive and communicative, and respectful of the house. Very professional. Also took amazing pics of Brooklyn and should consider a second career as a pet photographer”

“Lauren was great! We felt comfortable and at ease having her stay in our home with Molly and Bear. She sent us pictures and videos of them running and playing in the back yard. We look forward to calling on her the next time we take a trip.”

“Samuel was great with my animals and communicated how everything was going. Left the house very clean and very professional. I will use him again.. my animals loved having him there.”

“Zoe is an excellent house & dog sitter. She cared for our aging Belgian Sheppard’s dietary and walking needs, kept us informed with frequent pictures of his meal times & walks, and they kept each other company at night. Highly recommend (except during periods we need her again).😁”

About: I have always loved caring for other dogs when growing up. My pup is the same way. We both love visitors and would love to have your fur baby stay with us I work from home Full time. My routine with my own fur baby is feeding twice a day and potty breaks 3 times a day. We also do frequent trips to the dog park onsite. My Penny girl is one of the most social dogs I’ve ever had. She loves meeting new dogs and is such a good host when we have fur visitors. I work remotely which allows me to give quite a bit of attention to my pup and any visitors.
“Always great to have Matthew watching our three dogs. He is in unfailingly reliable and attentive and they could not be in better hands. In addition, while watching the house he detected and saved us from a potentially disastrous water leak. Just great knowing Matthew is on the job.”
About: I have over 10 years of hands-on experience caring for pets of all ages, sizes, and temperaments. I previously worked in a veterinary clinic, where I gained experience with medication administration, monitoring health changes, senior pet care, and handling anxious or special-needs animals. I’m confident caring for puppies, seniors, and pets with medical or dietary needs. I treat every pet like family and prioritize comfort, safety, and routine. I currently have a flexible schedule that allows me to dedicate plenty of time and attention to pet care. I’m available for weekday and weekend services, including drop-ins, walks, and overnight care. Because of my flexible availability, I can easily accommodate feeding schedules, medication times, and pets who need extra supervision or companionship. Your pet’s safety and comfort are my top priorities. I follow all care instructions closely and maintain a calm, clean, and secure environment. With my veterinary experience, I’m trained to recognize signs of stress or illness and respond appropriately. I’m comfortable administering medications, caring for senior pets, and adjusting care routines to meet each pet’s individual needs. I always provide updates so owners feel confident and at ease.
“We had a great first experience using Rover! Lauren was awesome. She followed all of our instructions and kept us updated with pictures. It was clear our dogs were happy and well cared for the entire time. Highly recommend!”

“Jessica is the best! She took loving care of my pup and sent me lots of pics to ease my mind while I was traveling. I am so thankful that I found her on Rover! I recommend her highly!”

“I highly recommend Jenny. My dogs fell in love with her. Jenny is kind, compassionate, and very understanding to every need. Jenny took the upmost care of my home and my fur-babies. I will differently be booking with Jenny again!”

“Wonderful! Very attentive to my poodles. Helped to address a food issue when one of mine went on a hunger strike. Very respectful of my home. She stayed for 3 days and 2 nites. Great communication! Love her!!”


“Avrielle was a wonderful pet sitter. She watched our 2 dogs and 3 cats while we were on vacation. She sent pictures every day and was very attentive to our animal's needs. She kept us informed of daily activities and feedings. All of our animals enjoyed being around her. I will not hesitate to hire her again the next time we go on vacation! Thank you again Avrielle you are AWESOME!”

The median cost per night for house sitting in The Overlook is $40
Pet parents share their Rover experiences - The Overlook
Jessica was amazing! We’ve never come home to pups that were so chill, we can tell they were loved and cared for while we were away. We got daily updates and pictures of all our babies - even our gecko Mustard. Jessica, thank you for the loving care you gave our extended family while we were out of town.

Avrielle was a wonderful pet sitter. She watched our 2 dogs and 3 cats while we were on vacation. She sent pictures every day and was very attentive to our animal's needs. She kept us informed of daily activities and feedings. All of our animals enjoyed being around her. I will not hesitate to hire her again the next time we go on vacation! Thank you again Avrielle you are AWESOME!

⭐⭐⭐⭐⭐ Jenny was absolutely amazing with our dachshund, Lucy! As any dachshund owner knows, they can be a little particular about their people and routines, but Lucy took to Jenny right away. What impressed us most was the loving care Jenny provided during a thunderstorm. Lucy gets very anxious when it storms, and Jenny went above and beyond to comfort and cuddle her until she felt safe and calm. Knowing that Lucy was receiving that kind of personal attention meant the world to us. Jenny kept us updated throughout the stay with photos and messages, and it was clear that Lucy was happy, comfortable, and well cared for. We came home to a relaxed and content pup, which is the best endorsement any pet owner can give. We wholeheartedly recommend Jenny to anyone looking for a trustworthy, compassionate, and attentive pet sitter. Lucy can’t wait to see her again, and neither can we! Thank you, Jenny, for treating Lucy like part of your own family.
We had an excellent experience with Gihan! She was incredibly sweet, professional, and took amazing care of our 3 dogs. Communication was outstanding throughout the stay, and she sent wonderful photos that gave us peace of mind while we were away. It was clear she paid close attention to each dog’s individual needs and made sure they were comfortable and happy. Our dogs had a wonderful time with her, and we wouldn’t hesitate to book with her again. Highly recommend!
We had a wonderful experience! Marissa took excellent care of our two dogs and cat while we were away and sent daily photos and updates, which gave us great peace of mind. When we returned home, our pets were happy, relaxed, and clearly well cared for. As an added bonus, the house was spotless. Marissa even vacuumed or swept up the pet hair and washed the sheets and towels, which was completely unexpected and so appreciated. Marissa went above and beyond in every way. We highly recommend her and will absolutely be booking with her again!

Emily was everything we hoped for. This was our first occasion using Rover or having a stranger in our house while we were on vacation. I was very pleased with Emily, her care for our home and our pets exceeded expectations. Her daily communication left us feeling confident that our little ones and our house were protected and cared for. We will definitely call her again. Thanks Emily.
Lauren was absolutely wonderful with our two Boston Terriers while staying in our home. From the moment we met her, she came across as genuinely kind, trustworthy, and responsible, and she more than lived up to that. She took amazing care of our fur babies and our home, and we felt completely at ease being out of town knowing they were in such good hands. Our dogs were happy, comfortable, and clearly well cared for when we returned. Lauren is sweet, attentive, and dependable, and it’s obvious she truly cares about the pets she watches. We will 100% be booking her again, and I highly recommend her to anyone looking for a sitter they can fully trust. If you’re on the fence, don’t be. Lauren is the real deal and we feel lucky we found her.

We so appreciated everything Ashley did for our pup. She walked him and took him on rides. Buster was really treated as if he was her own dog. We returned home to a happy dog and home in perfect condition. Ashley is a very caring and loving person and we would recommend her to anyone needing an attentive care giver. We will definitely request her for another booking.

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- 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?
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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