House Sitting Williamsburg

Find a loving house sitter to watch over your pets and your home.

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Over 9
pet parents in Williamsburg have booked house sitting

Williamsburg, Find top rated house sitting

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: Thomas M.
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Thomas M.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 31 reviews
11 repeat clients
25 years of experience
Florence, MA, 01062

“I knew that Thomas would be the perfect sitter for our dog, Buddy, as soon as I met him. He's kind and respectful and articulate. He came over a week before our vacation to meet our dog and get the lay of the land. He was right on time for that meeting and right on time the day that we left for vacation. While we were on vacation he sent us photos of Buddy each evening, with a brief update on their day. Our house was spotless when we returned. We will definitely use Thomas again in the future.”

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Robert H.
Sitter Profile Image: Lauren F.
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Lauren F.
Star Sitter
$87
total per night
4.9 out of 5 stars
• 63 reviews
23 repeat clients
10 years of experience
Amherst, MA, 01002

“Lauren did a great job taking care of my pup, who is very shy and anxious. Lauren was patient and gentle and allowed time for my pup to warm up. She sent lots of updates so I had peace of mind while I was away.”

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Xena D.
Sitter Profile Image: Colin B.
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Colin B.
$111
total per night
5.0 out of 5 stars
• 17 reviews
2 repeat clients
26 years of experience
Deerfield, MA, 01373

“Colin did a terrific job for us! His work ethic was evident from the very beginning as he took copious notes during our meet and greet. The dogs loved him and I had every confidence he was going to be a great sitter. We weren’t disappointed. Colin was confident and handled all the details of their medications, special diets and quirks with good humor and grace. Finally, Colin’s respect for our home was unmatched by any of our previous sitters. His attention to detail was so appreciated!”

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Maripat R.
Sitter Profile Image: Julie G.
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Julie G.
Star Sitter
$62
total per night
4.9 out of 5 stars
• 20 reviews
3 repeat clients
4 years of experience
Holyoke, MA, 01040

“Having Julie G house sit and care for my 85 lb. hound Dave was dreamlike. She seemed to accept and appreciate Dave and his coonhound ways seamlessly from the jump. She took copious notes about Da daily needs and expectations at the meet & greet, asked intelligent questions about his routine and I was able to leave town completely confident Dave was in good loving hands. She sent me daily pics and reports while I was away, and left Dave mellower and the house cleaner than it was when I left. A terrific experience from my perspective Can't recommend Julie G strongly enough as a house and hound sitter.”

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Bob S.
Sitter Profile Image: Kayte L.
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Kayte L.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 9 reviews
3 repeat clients
20 years of experience
Northampton, MA, 01060

“Kayte was such a responsible and reliable sitter. She was very knowledgeable and skilled in being able to discipline and bond with Cooper. I felt so comfortable while I was traveling in Europe - so far away. I was truly able to relax and know that Cooper was being well cared for and loved. Thank you Kayte, Rene Carew”

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Irene C.
Sitter Profile Image: Nieves A.
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Nieves A.
$36
total per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
20 years of experience
Northampton, MA, 01060

“Daisy always loves her time with Nieves. We appreciate all the updates, photos, and videos and know our pup is getting the best care. We always come home to a well cared for dog and home!”

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Jasmine P.
Sitter Profile Image: Christian M.
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Christian M.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 39 reviews
14 repeat clients
10 years of experience
Greenfield, MA, 01301

“No problems whatsoever and Christian responded to my messages promptly. He also left the house just as he found it. Thanks Christian!”

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Kevin T.
Sitter Profile Image: Amad E.
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Amad E.
$73
total per night
5.0 out of 5 stars
• 34 reviews
7 repeat clients
15 years of experience
Northampton, MA, 01060

“Both my pup and I had such a great experience with Amed. Such a lovely and dependable person who is clearly a dog whisper! My anxious dog was not fussed at all when we returned. I think he enjoyed his experience very much and we felt like he was well cared for during our absence! Thank you so very much!!”

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Vanessa D.
Sitter Profile Image: Whytne S.
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Whytne S.
$67
total per night
5.0 out of 5 stars
• 8 reviews
4 repeat clients
8 years of experience
Greenfield, MA, 01301

About: I have been taking care of animals for as long as I can remember. Walking, feeding, and bathing both dogs and cats. I consider my pets family members! All of my babies are rescues. I have trained my dog through the GoodPup app and he knows the commands sit, stay, lay down, up, paw, leave it, heal, touch, and find it. All my pets are given enrichment activities throughout the day. They’re also stimulated with play/exercise. I know dog and cat body language. I have worked with dogs that have seizure disorders and know how to administer medication to both cats and dogs. I’m work Monday to Friday with my weekends free and open. My work schedule is Monday-Friday 8:30am to 4:30pm. I can take dogs for long walks, stimulate them through play, or with enrichment activities. I can administer medication if needed. For cats I can clean the litter box and stimulate them through play or enrichment activities. I can administer medication if needed. Pet safety is my first priority. I believe knowing pet body language is so important because that’s how they communicate their needs. I will care for your love ones as if they were my own! I will follow your schedule and instructions exactly as is because, you know your pet best! I can bath, walk, feed, administer medication, and give my full attention to your babies ☺️

Sitter Profile Image: Bree M.
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Bree M.
$95
total per night
5.0 out of 5 stars
• 199 reviews
56 repeat clients
20 years of experience
S Deerfield, MA, 01373

“Bree is the best! She had great communication and took really good care of our pup and house. We will definitely want to have her dog-sit for us again.”

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Jeff C.
Sitter Profile Image: Shawna B.
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Shawna B.
$76
total per night
5.0 out of 5 stars
• 9 reviews
4 repeat clients
15 years of experience
Westhampton, MA, 01027

“Shawna provided wonderful care for our two small dogs who require overnight company. We are very satisfied with Shawna's level of care and would like to rebook her services in the future!”

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Ray O.
Sitter Profile Image: Erin O.
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Erin O.
$78
total per night
5.0 out of 5 stars
• 36 reviews
10 repeat clients
20 years of experience
Westfield, MA, 01085

“Erin was the perfect dog (and house) sitter. We came home to a relaxed and happy senior dog and the house just as we had left it. Erin went above and beyond by bringing in mail and trash can, watering plants and even reached out to see when Riley could go on the lawn after it was fertilized. Erin is professional and responsive. We will definitely be booking with Erin again!”

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Donna D.
Sitter Profile Image: Debbie S.
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Debbie S.
$69
total per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
30 years of experience
Hadley, MA, 01035

“Debbie was absolutely incredible with my 2.5 year old pit mix Brooks. He took to them almost instantly at the meet and greet, and I felt 100% comfortable with them staying at my house and looking after him. Debbie kept me updated with pictures and texts and took amazing care of him. Having somebody stay in your house and look after your pet is always a little daunting, but after chatting with Debbie and her partner for 20 minutes while they got to know Brooks I had no hesitation about having Debbie stay and care for him. Debbie and her partner are really awesome people and clearly both love — and are good with — animals. Debbie will be my go-to first choice for any dog sitting I need doing in the future, without a doubt.”

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Jona S.
Sitter Profile Image: Amanda C.
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Amanda C.
$67
total per night
60 years of experience
Florence, MA, 01062

About: I have taken care of animals since I was little. Home pets mostly. But also my neighbors dog. I love any kind of animal Cats, dogs, bunnies, birds all!! I am currently retired and am free most days and nights. I have 2 grandchildren and big helpers! But if not comfortable with that please let me know I have an un fenced yard and 2 very friendly dogs, I would be willing to stay at your home or bring them my way

Sitter Profile Image: Brianyn M.
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Brianyn M.
$139
total per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
15 years of experience
Amherst, MA, 01002

“Bri was the perfect fit for our energetic dog. She provided updates and pictures while we were away. It put our minds at ease knowing she was taking such great care of our dog. I would definitely book with her again!”

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Marissa G.
Sitter Profile Image: Kira S.
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Kira S.
$67
total per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
12 years of experience
Chicopee, MA, 01020

“Kira was an amazing sitter for our two dogs! They were communicative, sent lots of pictures, and gave the dogs lots of love. I would definitely book them again’”

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Alyssa P.
Sitter Profile Image: Annika D.
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Annika D.
$95
total per night
5.0 out of 5 stars
• 53 reviews
19 repeat clients
6 years of experience
South Hadley, MA, 01075

“Once again we came home to three happy fur babies!! She took excellent care of our animals and our home! We have used her services before and thankfully able to again for this vacation! I can’t recommend her enough! Thank you again!”

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Lillie J.
Sitter Profile Image: Elana K.
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Elana K.
$67
total per night
30 years of experience
Greenfield, MA, 01301

About: I’ve loved animals all my life and felt a deep connection with them. They have been some of my greatest teachers. I’ve provided loving care for cats, dogs, and rabbits throughout my adult years, and each one has been an important part of my world. I’ve cared for other people’s dogs, both taking them for walks and boarding them in my home while their people were away. I operated a private rabbit sanctuary for many years, giving rabbits a life where they could do the things they love—dig, groom one another, explore, forage, and simply be rabbits. I have experience caring for senior dogs and cats, as well as rabbits at all stages of life. I’m comfortable administering vitamins and medications to dogs, cats, and rabbits, including pills, liquids, and injections, and providing the extra care sick animals may need. I enjoy all aspects of caring for animals, from feeding and attending to their everyday needs to walking and hiking with dogs, playing with them, brushing them, and simply spending time together. I take the time to get to know each animal’s personality, routines, and individual needs. My goal is to make them feel safe, comfortable, happy, and genuinely cared for while their person is away. Having hired caregivers for my own animals, I understand how important it is to truly trust the person caring for your beloved companion. I’m dependable and take commitments seriously. If I say I’ll be there for a certain amount of time or take your dog for a particular length of walk, I follow through. I want you to feel confident that your animal is receiving the same attentive, thoughtful care I would want for my own. Caring for your companions fits naturally into my daily routine. I have flexibility during the day and enjoy building my schedule around the animals I’m caring for. I’m able to make time for walks, feeding, play, companionship, and other care throughout the day, and I take commitments seriously. When I agree to care for an animal, I make sure they receive the time, attention, and consistency they need.rently working part time and am available to care for your companion animals I care for pets in their own home, where they can stay in a familiar, comfortable environment and maintain their normal routines. I follow their feeding, medication, exercise, and care instructions carefully, while also making time for play, companionship, walks, brushing, and plenty of attention. I take the time to get to know each animal and adapt my care to their individual personality and needs.

Sitter Profile Image: Anthony L.
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Anthony L.
$67
total per night
5.0 out of 5 stars
• 3 reviews
16 years of experience
Southampton, MA, 01073

About: I've had cats and dogs for most of my life. I'm experienced with caring for elder dogs and dogs with disabilities. People are often surprised by how comfortable their pets are with me, even pets who don't normally approach new people. I've studied cat body language to be able to better care for my two cats. My availability is consistently pretty open. I work part time with a flexible schedule, so I'll have ample time for pet sitting and dog walking. Your home is your sanctuary. I'm a quiet, respectful human who will happily care for your pets while respecting your home. I'm happy to play with your pets to keep them engaged while they wait for you to get back.

Sitter Profile Image: Jennifer F.
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Jennifer F.
$56
total per night
5.0 out of 5 stars
• 7 reviews
40 years of experience
West Springfield, MA, 01089

About: Calm, quiet environment with a sitter who craves doggy time. My 12 year old black lab recently lost her fight with cancer. Not ready to bring home a new dog, but would love to care for your precious fur babies while you are away. I offer patience and attention to your canine's needs. I'm a human nurse but also experienced with dogs special needs such as insulin administration. I work Monday-Friday, Home on weekends. No young children. Available for walks, dog Parks (dog park with your approval), or hanging out in the yard secured on a 50 foot lead. Dogs are not left outside unattended. You're welcome to bring your pets favorite toy for us to use during their stay. Will try to keep them on your schedule for easy transition from home to sitter. I speak to animals as of they can respond. Days are better with happy pets! Friday drop-off at 5:30 pm. Sunday pick-up by 8:00pm. I have a large yard and a spacious house. Spend weekend around the house doing small projects, crafting or cleaning. It's a quiet, stress free household with a very flexible schedule. While I miss my own pet I'm looking to offer a love-centered environment similar to children visiting their favorite Aunties house.

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The median cost per night for house sitting in Williamsburg is $60

Pet parents share their Rover experiences - Williamsburg

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5.0 out of 5 stars

Paul provided me with such peace of mind while I vacationed for a week. She took excellent overnight care of Bailey and kept him on his usual routine! She sent sweet photo updates which put me at ease. She was very respectful of the house and left the house in excellent condition! She is trustworthy, dependable, conscientious and warm and friendly. I would definitely book with her again! Thanks so much Paul!

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Carolyn W.
House Sitting
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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.

How to book house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for house sitting - Williamsburg

Select a filter and find qualifying sitters offering house sitting.

Sitters in Williamsburg average 4
repeat house sitting clients

FAQs for House Sitting - Williamsburg

Frequently asked questions about Rover

The average cost of House Sitting in Williamsburg is $32 per night as of November 2026. Most bookings cost between $28 and $51 per night. On Rover, 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 November 2026, there are 648 sitters on Rover offering House Sitting across Williamsburg. 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 Williamsburg 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 Williamsburg 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 Williamsburg 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 Williamsburg. On Rover:

  • 93% of sitters can help with special care needs
  • 94% 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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