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: Ash T.
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Ash T.
Star Sitter
$62
total per night
5.0 out of 5 stars
129 reviews
55 repeat clients
12 years of experience
Florence, MA, 01062

Ash was wonderful with my anxious dog Charlie! Ash was so sensitive to reading Charlie's needs, took things slow, and within 24 hours they were fast friends! Ash was extremely communicative, providing multiple updates and pictures throughout the day. He took Charlie to his favorite dog park, and now we're going to pursue training with Ash to work on Charlie's confidence. The house was beautifully looked over as well. Cannot recommend enough across the board, but particularly if you have special needs dogs or a puppy who is anxious/with behavioral challenges.

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Megan L.
Sitter Profile Image: Kristin H.
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Kristin H.
Star Sitter
$84
total per night
4.9 out of 5 stars
32 reviews
12 repeat clients
3 years of experience
Northampton, MA, 01060

Kristin was a wonderful cat sitter who took great care of my two kitties while I was away. She was conscientious and communicative, sending updates and photos keeping me well informed of everything happening back home. Highly recommended!

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Stacey N.
Sitter Profile Image: Janet M.
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Janet M.
Star Sitter
$62
total per night
4.9 out of 5 stars
17 reviews
7 repeat clients
53 years of experience
Chesterfield, MA, 01012

Janet did a great job with the pups and with the house. Janet sent photos every day and kept us informed as to how the dogs were fairing. Both the dogs and the house were in perfect condition when we returned home. Thank you so much!

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Allison M.
Sitter Profile Image: Nancy G.
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Nancy G.
Star Sitter
$95
total per night
5.0 out of 5 stars
12 reviews
5 repeat clients
30 years of experience
Northampton, MA, 01038

Nancy is an ideal sitter. She was attentive to care instructions and comes with experience around fully trained service animals- a big must for me. At the meet and greet she took notes and instantly hit it off with my furry baby. Nancy is must if you want safe, fun and compassionate company for your pet. I appreciated the high level professionalism and occasional photo updates. Would highly recommend.

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Gustavo P.
Sitter Profile Image: Thomas M.
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Thomas M.
Star Sitter
$67
total per night
5.0 out of 5 stars
22 reviews
7 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: Abigail S.
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Abigail S.
Star Sitter
$99
total per night
5.0 out of 5 stars
30 reviews
8 repeat clients
4 years of experience
Conway, MA, 01341

Abigail was a great sitter for our crew (2 dogs and 6 cats). She took thorough notes at our meet and greet, was super responsive and provided plenty of updates for us while we were away. It was clear that all the pets enjoyed her company and trusted that she was there to care for them. She left the house in great shape as well and even left us an adorable memento from her time caring for our pets. Would definitely want her to sit for us again!

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Jamison B.
Sitter Profile Image: Annika D.
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Annika D.
$95
total per night
5.0 out of 5 stars
52 reviews
19 repeat clients
6 years of experience
Northampton, MA, 01062

Annika was wonderful! She took great care of our dog Ace and provided frequent updates, which we appreciated. She also left our house very clean and brought our mail in, etc. I will 1000% book with her again.

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

Holy moly, Nieves is awesome! From the meet and greet, through our trip, to our return, she provided first class service. She communicates so well, lots of fun updates and pics and cute collages of my pet, and post it notes about her last day before she left. She followed our care document to a T and took the best care of Daisy. I highly recommend and will be booking her again!

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Jasmine P.
Sitter Profile Image: Carol D.
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Carol D.
$40
total per night
4.9 out of 5 stars
40 reviews
9 repeat clients
30 years of experience
Conway, MA, 01375

For almost 2 weeks, while I was on vacation in the EU, Carol was at my home with my dog and I was able to let go and completely enjoy my vacation because I knew my dog and home were in good hands. I would highly recommend Carol!

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Tracy M.
Sitter Profile Image: Alexis K.
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Alexis K.
$89
total per night
5.0 out of 5 stars
101 reviews
41 repeat clients
30 years of experience
Northampton, MA, 01053

Alexis was absolutely amazing taking care of our dog and 2 cats! She pet-sat for us overnights for a week. During that time, she took our dog for daily walks in his favorite park, gave all the pets lots of love and sent tons of pictures and video, so we knew the pets were all doing well. We have a dog who worries and a scaredy cat, but they all seemed happy and comfortable with Alexis because of her calming nature and soothing manner. We are so glad we used Alexis's services and will definitely hire her again!

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Lisa S.
Sitter Profile Image: Lauren F.
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Lauren F.
Star Sitter
$87
total per night
4.9 out of 5 stars
58 reviews
22 repeat clients
10 years of experience
Amherst, MA, 01002

Lauren did a fine job of house sitting with our very active dog Maggie. She showed compassion and kindness and our house was spotless when we got home….

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Stephen G.
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

As always our dogs are so happy and love when Amad stays with them, they start wagging their tails when the suitcases come out. Amad is very attentive and walks them frequently throughout the day. He is very easy going and does a great job.

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Stephen S.
Sitter Profile Image: Rowyn P.
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Rowyn P.
$90
total per night
4.9 out of 5 stars
16 reviews
6 repeat clients
16 years of experience
Northampton, MA, 01060

High recommend for Rowyn! Super communicative and followed every instruction we had for our two dogs perfectly. Will definitely be booking again!

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Brandon L.
Sitter Profile Image: Jaclyn P.
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Jaclyn P.
Star Sitter
$117
total per night
5.0 out of 5 stars
19 reviews
5 repeat clients
15 years of experience
South Deerfield, MA, 01373

Jaclyn knows the many moods and temperaments of dogs. Under the extraordinary confusion of a major home renovation project, she was able to settle our rescued pup upon arrival. We appreciated her excellent questions, skill, patience and forthright approach to leading him towards full exercise, calm homecomings and lots of fun in between. Thank you, Jaclyn!

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Eugenia C.
Sitter Profile Image: Jessica W.
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Jessica W.
Star Sitter
$84
total per night
5.0 out of 5 stars
18 reviews
9 repeat clients
30 years of experience
West Springfield, MA, 01089

Charlie had another great stay with Jessica. She was attentive to him, letting us know his chronic cough was increasing. She managed it well, professionally and patiently, with permission from us to give an extra dose of one of his medications. She communicated with us throughout the stay-

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Catherine D.
Sitter Profile Image: Lori L.
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Lori L.
Star Sitter
$134
total per night
5.0 out of 5 stars
102 reviews
40 repeat clients
15 years of experience
Greenfield, MA, 01301

Lori’s service, taking care of my elderly cat, was remarkable. It became clear quite quickly that she was thinking of my cat’s welfare first and foremost. I’m inexperienced with having cat sitters staying the night in a house sitting capacity. Lori handled my cat’s needs as well as my general requests expertly - and I felt reassured. She exceeded my expectations, showing consideration by offering to do a task or two I hadn’t requested. All in all, she was lovely to work with. With Lori caring for my cat, I feel confident taking longer trips, knowing my cat will be so well looked after!

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Madelyn F.
Sitter Profile Image: Eryn P.
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Eryn P.
Star Sitter
$36
total per night
5.0 out of 5 stars
34 reviews
8 repeat clients
10 years of experience
East Springfield, Springfield, MA, 01104

Eryn always takes wonderful care of my girls and loves them like her own! I've had her house sit twice now and she is respectful of my house as well, communicates with me appropriately, and makes me feel much better when I have to leave the animals for trips! Will definitely continue to have her keep an eye on my girls in the future

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Gabby B.
Sitter Profile Image: Charlie S.
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Charlie S.
$78
total per night
5.0 out of 5 stars
14 reviews
4 repeat clients
6 years of experience
Leverett, MA, 01054

About: I have worked at boarding facilities and doggy day cares for two years and I am very knowledgeable in safe pet care! I’ve had dogs in my life since I was born, and my mother is a professional dog trainer so I’ve picked up a lot of dog behavior knowledge along the way. I would love to put my time to use by watching your furry friends!! I will devote every second to giving them all the love they deserve. I am available for full time pet sitting, walks, or drop-ins whenever you need them! In my home we have one pup who is super spoiled. I’ll treat your pets as if they were my own and give them the love and care they deserve! My experience in professional pet care has provided me with extensive knowledge on pet behavior and needs, so you can trust that your four-legged-friend is safe with me!

Sitter Profile Image: Betsabee T.
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Betsabee T.
$45
total per night
5.0 out of 5 stars
12 reviews
5 repeat clients
20 years of experience
Easthampton, MA, 01027

Betsy was AMAZING with our Whitney - she's a pretty high energy dog and i think she even wore her out a couple times! Betsy was even kind enough to inter a woodchuck that Whitney played with a bit too hard. House was well cared for and immaculate on our return, and Whit was a happy camper! Totally recommend Betsy for whatever your pooch needs :)

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Gordon A.
Sitter Profile Image: Erin O.
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Erin O.
Star Sitter
$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.
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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.

Meet local sitters who will treat your pets like family

  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 for House Sitting in Williamsburg on Rover is $32.1 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 635 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 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 Williamsburg. On Rover:

  • 95% of sitters can help with special care needs
  • 100% can help with giving oral medications or injections
  • 95% 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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