House Sitting in Williamsburg

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

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Top rated Williamsburg house sitters

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
119 reviews
48 repeat clients
12 years of experience
Florence, MA, 01062

Ash did a great job watching our new 3 month old puppy(she's a piranha)! I wouldn't wish that on anyone. We got lots of updates and pictures. Would highly recommend.

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Greg F.
Sitter Profile Image: Kayte L.
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Kayte L.
$56
total per night
5.0 out of 5 stars
6 reviews
2 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: Abigail S.
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Abigail S.
Star Sitter
$80
total per night
5.0 out of 5 stars
12 reviews
3 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: Janet M.
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Janet M.
Star Sitter
$36
total per night
4.9 out of 5 stars
16 reviews
5 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.
$56
total per night
5.0 out of 5 stars
6 reviews
1 repeat client
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: Nieves A.
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Nieves A.
$36
total per night
5.0 out of 5 stars
4 reviews
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: Alanna R.
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Alanna R.
$45
total per night
5.0 out of 5 stars
10 reviews
2 repeat clients
4 years of experience
Northampton, MA, 01060

Alanna was spectacular. She was so kind and easy to work with. Best of all our dogs seemed really happy while we were away and had absolutely no indication of separation anxiety at all!

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Michele A.
Sitter Profile Image: Lauren F.
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Lauren F.
Star Sitter
$87
total per night
4.9 out of 5 stars
51 reviews
17 repeat clients
10 years of experience
Amherst, MA, 01002

Lauren took excellent care of our energetic dog. She was patient with our detailed instructions and kept in good touch while we were gone. We will definitely book her again in the future.

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

All I can say is that she is AMAZING!! My Roofus has serious separation issues and that is why we decided to try an at home sitter because it may help his anxiety. Well roofus was the happiest puppy when we got home with no signs of distress. She went above and beyond spoiling all 3 of our babies. She did more for them then we do normally and that makes her services top notch. My home seems cleaner than we left and she even checked our mail and other things around the house. She will definitely have our trust and future business! Can’t thank her enough for the care and love she gave our babies!!

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Lillie J.
Sitter Profile Image: Kristin H.
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Kristin H.
Star Sitter
$84
total per night
4.9 out of 5 stars
24 reviews
9 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: Matt L.
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Matt L.
Star Sitter
$78
total per night
4.9 out of 5 stars
75 reviews
18 repeat clients
32 years of experience
Hadley, MA, 01035

Matt and Ziggy had a great time together while I was out of town for the weekend. Matt was also a great housesitter; he left my place spotless.

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

Third time having Alexis house sit and third time very satisfied! She takes great care of my crew and the house. Gives me great peace of mind when traveling.

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Anne P.
Sitter Profile Image: Saige G.
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Saige G.
$56
total per night
4.8 out of 5 stars
32 reviews
13 repeat clients
11 years of experience
Easthampton, MA, 01027

Saige was super polite, pleasant, and caring for all of my dogs needs. She brought my boy to the dog park, for walks, and kept him entertained. She was a perfect houseguest, and I will absolutely be booking with her again.

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Nicole B.
Sitter Profile Image: Jaclyn P.
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Jaclyn P.
Star Sitter
$117
total per night
5.0 out of 5 stars
16 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: Robb C.
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Robb C.
$56
total per night
5.0 out of 5 stars
47 reviews
26 repeat clients
20 years of experience
Southampton, MA, 01073

Robb did a great job looking after my shy cat, who warmed up to him and let him pet her--a rare honor! He was also a conscientious and helpful house-sitter. Thank you!

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Julie H.
Sitter Profile Image: Lori L.
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Lori L.
Star Sitter
$134
total per night
5.0 out of 5 stars
100 reviews
39 repeat clients
15 years of experience
Greenfield, MA, 01301

Lori is awesome. She watched our senior dog and our 2-year-old dog in our home for a week-long trip. She communicated very well and sent tons of pictures. She gave medications to our senior dog (who requires a lot of patience) and kept our younger dog well exercised. When our flight home got delayed, Lori was super understanding and flexible during the uncertainty. Our house was spotless when we got home. Lori is a true professional and we'd recommend her without hesitation. Thank you, Lori, for giving us peace of mind while we were away.

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Susan H.
Sitter Profile Image: Dorjee D.
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Dorjee D.
Star Sitter
$73
total per night
5.0 out of 5 stars
23 reviews
15 repeat clients
15 years of experience
Amherst, MA, 01002

About: I am intuitive and attentive to the animals feelings and needs. I focus on their happiness and well being. I engage constantly, feed them delicious nutrients, exercise them well and try to make our short time as positive as I can. I truly enjoy prioritizing and bonding with them! I have fostered dogs for over a year and have experience with all personalities and breeds. I am a full time student and I take care of pets part-time, but when they’re with me they will be my priority as if they were my own. Lots of outdoor time and playtime. During the academic calender I host one pet at a time. I may have a temporary foster dog, but most likely not simultaneously. During the academic breaks I am available all day. As a result, I may have two dogs at once on breaks, but never more than two. If you would like your pet to be sat alone, please communicate, or if you have any questions or concerns about socialization, feel free to let me know. I can crate train, but I have experience and am comfortable without. I want the animal to be as comfortable as possible, so they are free to treat my home as their own.

Sitter Profile Image: Allison S.
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Allison S.
$89
total per night
5.0 out of 5 stars
2 reviews
5 years of experience
Sunderland, MA, 01375

About: I have been around dogs for 20 years. I have pet sat for old dogs who can’t really walk any more. I also have worked with younger puppies. I am currently a college student. During the semester I can do most weekends, and can do morning and night shifts during the weekdays. Once the summer starts I can do all days. I am good at following owners instructions. If dogs need crated or need training I am capable of doing that. I also can walk dogs and keep them safe.

Sitter Profile Image: Brianna O.
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Brianna O.
$84
total per night
5.0 out of 5 stars
10 reviews
1 repeat client
8 years of experience
South Hadley, MA, 01075

Brianna is a star! After moving Zora from the only home she had ever known less than a year ago, I was very unhappy about leaving her for a whole month, but I needed have worried. Zora and Brianna quickly formed an enduring bond and did SO well together. It was infinitely reassuring to receive regular texts, photos and videos of their days together. Brianna also took amazing care of my home and my plants. When I got home, everything was immaculate. Zora had obviously been content, well cared for and exercised during my absence. Definite five stars!! Thanks, Brianna!

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Kathy F.
Sitter Profile Image: Jaxson S.
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Jaxson S.
$39
total per night
15 years of experience
Shutesbury, MA, 01072

About: I have lived with and taken care of at least two dogs of various sizes my entire life. Over the past few years I have dog sat and dog walked the pets of family/friends. Some of which had special accommodations such as meds or a strict schedule which was no problem at all! I love spending time with animals so let me bring my care and love to your pets to make your life easier! I am a recent college graduate looking for a full time job at the moment. Until I find that position, my schedule is as open as it needs to be to take good care of any pets. For my own pets, I share responsibility of all the basic needs of a pet; feeding, walking, giving attention, letting them out for the bathroom, etc.. For the pets of my client I provide all of those necessary services myself. I can dedicate any needed time and effort to ensure that the pet stays safe, healthy and active.

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Over 12
pet parents in Williamsburg have booked house sitting

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Williamsburg is $55

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 house 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.

Sitters in Williamsburg average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Williamsburg on Rover as of Jun 2026 was about $55 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Williamsburg house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 440 house sitters in Williamsburg. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 84% of Williamsburg house sitters respond in under an hour.

House sitters in Williamsburg have an average of 18 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Williamsburg.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Williamsburg house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.