House Sitting Old Chatham
Find a loving house sitter to watch over your pets and your home.
Over 3 pet parents in Old Chatham have booked house sitting
Old Chatham, 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.
“Ashley is so helpful and so kind. My senior dog is downright high maintenance, and she took special care of him and the others, too. Highest recommendation!”
“Alyssa is great! My pets and home were well cared for. My dog gets pretty anxious when I go out of town but he seemed very calm and relaxed when I came back. He seemed like he had a great time with Alyssa!”
“I was very nervous about leaving my older dog for a quick trip but Sally was an absolute dream. Right off the bat she eased my concerns and my dog was very comfortable with her. It was clear she was highly knowledgeable about animals and definitely an animal lover! I'm very happy with Sally's communication and I can honestly say she went above and beyond for my fella. I was able to relax and enjoy my trip knowing my precious pup was being spoiled at home. Rest easy with booking Sally, she's a dream to have as a sitter!”
“Anna was awesome with our two pups. They loved her! She communicated with us regularly and sent us photos of our pups while she was with them. We look forward to having her care for them again! Thanks Anna!”
About: I have had animals (cats, dogs, gerbils, you name it!) all my life. They are what brings me joy no matter what. I love creating fun and loving environments for pets especially when they or their owners are anxious about being apart. After having to find my own sitters while moving to the Berkshires, I realized how wonderful it is to have someone you can trust to take care of your loved ones. I'd like to help be that person for you. I work in hospitality in Lenox part time (usually 10-6 with an hour break) 4 days a week. Would be willing to come by in the morning for a few hours, at lunch, after work and stay overnight if needed. In my home, I love my two boy cats more than anything! One is indoors and one is a mix. They are groomed often and always have a flea and tic collar. The boys get a small breakfast and then wet food at night. Jaylen usually sleeps at my feet and Oswald roams about until breakfast! Their litter is kept downstairs in an entire room of their own and they have their own food bowls away from each other and water is kept fresh and separate. Although I only have 2 cats right now I grew up training family dogs and am just as comfortable with them!
“Brenna was an amazing pet sitter for us. We have two dogs, both seniors, and one with significant health issues. It is always hard to leave him but had our son's wedding in Canada to attend. Brenna sent constant updates and photos to ease our mind while away. They were very well cared for and loved. I would use Brenna again in a heart beat!”
“Shantalee was great! We reached out at the last minute and she was very understanding. She took great care of our 3 dogs and was very communicative. She kept them happy and comfortable. We will definitely be booking her again!”
“Trista stayed overnight with our fur babies. She was so good with our 3 dogs. She put our mind at ease. She sent updates and pictures throughout the day. The pups were happy too :) Will definitely book again.”
“Sophie took wonderful care of our two kittens while we were away on a long trip. Since it was our first time using a sitter, we were pretty nervous but she was very communicative and attentive which gave us so much peace of mind. We could tell that she was going above and beyond to make sure they had lots of love and attention. When we came home, it was clear they had been well cared for—happy, healthy, and content. We’re so grateful and would love for Sophie to watch our girls again sometime.”
“Jessica was a wonderful dog/house sitter for my 3 yr old Boxer Lucy. She truly allowed me to relax and not worry while I was on a long trip away from Lucy. She also took great care of my house, including watering my plants along with other tasks that were a great help while I was away. Thank you for your great care!”
“Winona cat and housesit on the 4th of July weekend, during a loud and very scary time for animals. She was very communicative and responsive throughout the entire process of working with her. She sent photos throughout her visit! I felt like the cats were in very good hands with her and she set my mind at ease.”
About: I have two chocolate labs at home. I have cared for these dogs for 8+ years, and I have also dog-sat plenty of my neighbors', community members', friends', and relatives’ dogs over the years. I love to adventure with my dogs, but I can accommodate whatever adventure means for each dog, based on ability and the owner's desire. Also, I have done training with my oldest dog, have experience giving medication upon the owner's instructions, and have sat with quite sick dogs (my attentiveness to needs in this department is high). Overall, excited to sit for you! And let me know if you have further questions for me! I’m currently working part-time, so I have plenty of time to devote to your pups! I’m available for watching on both weekends and weekdays when you need my help! I will have work throughout the week, but I can pick up times to watch as my schedule is flexible. I spend a lot of time with my dogs when they go outside, and I walk/run them every day. I can easily crate your dog if needed. I also have experience ensuring owners’ dogs receive their medications and the correct dosages. Overall, I can adjust to all your pup’s needs!
“Stephanie was great very attentive and caring. Handling my old dogs low vision well and I was sent updates and pictures of my boys daily. I would definitely recommend her to anyone!”
About: Working in various Grooming/Training facilities. I'm currently working with Bumblebee Pet Care with 5 of my own clients. My conversations with the pets are amazing. I'm currently walking dogs 2 days out of the week looking for more to work with within the week. I have an open schedule and interested. I have separate spaces available for each animal. In my care at anytime, I will use provided equipment for transportation. Your pet safety is number one.
About: I have years of animal care experience. Starting with watching my GSD and American Husky as a teenager. I personally own a cat and an American Staffordshire Terrier mix. I have experience with large dog breeds, medium, and small. I currently am in school asynchronously, therefore allowing me full time scheduling for pet care needs. I also have a work from home position outside of Rover that allows me to adjust my own hours. 1. As a responsible dog sitter, I prioritize the well-being and happiness of your furry friend by ensuring regular walks, playtime, and affectionate attention throughout the day. 2. Your dog's comfort and safety are my top priorities, maintaining a clean and welcoming environment while following any specific care instructions or dietary needs provided. 3. With frequent updates and photos, I aim to provide peace of mind to pet owners, reassuring them that their beloved companion is in good hands and receiving the care and attention they deserve.
The median cost per night for house sitting in Old Chatham is $60
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?
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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
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Popular requests for house sitting - Old Chatham
Select a filter and find qualifying sitters offering house sitting.Sitters in Old Chatham average 3 repeat house sitting clients
FAQs for House Sitting - Old Chatham
Frequently asked questions about Rover
The average cost for House Sitting in Old Chatham on Rover is $33.3 per night (as of July 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 July 2026, there are 499 sitters on Rover offering House Sitting across Old Chatham. 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 Old Chatham 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 Old Chatham 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 Old Chatham 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 Old Chatham. On Rover:
- 96% of sitters can help with special care needs
- 98% 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.
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