House Sitting in Williamsburg

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
Which dates do you need?
What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Calendar Recently Updated
Sitter Profile Image: Lauren F.
Verified Enhanced Background Check
Sitter Profile Image: Lauren F.
Verified Enhanced Background Check

1. Lauren F.

Freelance artist and animal lover
Sunderland, MA, 01375
9.1 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
11 reviews
8 repeat clients
from
$60
per night
Profile image

Lauren took care of our dog for the weekend. She had good communication, left the house clean, and our dog was relaxed and happy when we returned home. We would use her again.

Calendar Recently Updated
Sitter Profile Image: CJ B.
Verified Enhanced Background Check
Sitter Profile Image: CJ B.
Verified Enhanced Background Check

2. CJ B.

Reliable, fun, communicative!
Hatfield, MA, 01038
5.2 mi. away
House Sitting
5.0 out of 5 stars
29 reviews
19 repeat clients
from
$67
per night
Profile image

CJ did a great job with Coco!! I left Coco with CJ for about 4.5 days; he sent updates every day with photos to help ease my worry, and gave Coco lots of love and attention while I was gone. He also left the house definitely cleaner than how I had left it. Thanks CJ!

Confirmed availability: Juneteenth
Sitter Profile Image: Matt L.
Verified Enhanced Background Check
Sitter Profile Image: Matt L.
Verified Enhanced Background Check

3. Matt L.

Loving Pet Sitter, Works from Home.
Hadley, MA, 01035
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
34 reviews
11 repeat clients
from
$50
per night
Profile image

I chose Matt because I had read his reviews and he lived up to the reputation! I think dogs are a good judge of character and she warmed up to him immediately upon his first visit to meet her. I had plans to leave the country and needed to feel like my pup was in good hands and well cared for. She has some special needs and Matt made sure she received the care she required. I loved the updates, pictures and videos Matt sent, all which helped me know she was happy and healthy. She even is jumping on people less! He somehow taught her to stop this annoying behavior and I need to find out how he did this!! I definitely would recommend him!

Confirmed availability: Juneteenth
Sitter Profile Image: Bena W.
Verified Enhanced Background Check
Sitter Profile Image: Bena W.
Verified Enhanced Background Check

4. Bena W.

Rover 101
I Guarantee the Best for All Pets!✨
Leeds, MA, 01053
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
37 reviews
13 repeat clients
from
$55
per night
Profile image

Bena was a terrific cat sitter. She was great about communication, timely, and clearly played with and paid attention to my furry friend. I came back to a happy cat.

Calendar Recently Updated
Sitter Profile Image: Hallie C.
Verified Enhanced Background Check
Sitter Profile Image: Hallie C.
Verified Enhanced Background Check

5. Hallie C.

Educated dog handler and pet lover
Granby, MA, 01033
13.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
9 repeat clients
from
$60
per night
Profile image

Hallie is wonderful, professional, and knowledgeable about dog behavior. She house sat my two dogs for a long weekend, and left everything clean and orderly. Hallie did a lot of enrichment activities with the dogs, and even made some Kongs for them! She put me at ease by updating me often describing how my dogs were doing and sending pics. She provided details like what they'd been up to and how they seemed emotionally. Hallie also was flexible and personable. The house was clean when we arrived and the dogs were happy campers. I highly recommend her!

Calendar Recently Updated
Sitter Profile Image: Meg C.
Verified Enhanced Background Check
Sitter Profile Image: Meg C.
Verified Enhanced Background Check

6. Meg C.

Loving Pet-Care and Playmate 🐶
Easthampton, MA, 01027
9.6 mi. away
House Sitting
5.0 out of 5 stars
15 reviews
1 repeat client
from
$75
per night
Profile image

My pups had a wonderful time and were well cared for while we were away. One of our dogs is older and has doggy dementia so I was particularly worried about his care. Meg came to meet & greet twice before our trip to get to know us and the dogs. I left notes for the dogs and the house and Meg followed them and even made a few improvements to our daily routine. My favorite part was that she sent me photos and cute doggy videos every day while we were gone. It really made me feel better knowing our dogs were being loved on just like they would if we were home. The icing on the cake was she even cleaned up before we got back! The floors were vacuumed and mopped, the bedding was all cleaned, and the house was tidy. We will definitely be contacting Meg for our next trip.

Sitter Profile Image: Emilia T.
Verified Enhanced Background Check
Sitter Profile Image: Emilia T.
Verified Enhanced Background Check

7. Emilia T.

Dog or cat person? Why choose!
Northampton, MA, 01060
6.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
12 reviews
1 repeat client
from
$40
per night

Emilia is such a caring soul and always has the best intentions of her pets in mind. Willing to sacrifice anything for her pets and she is an extremely devoted and passionate human being who will always place the pets first above all. She takes care of all pets like they are her own family and is willing to do anything to do right by them. There is no doubt in my mind that Emilia would make a fantastic responsible and loving pet caregiver

Calendar Recently Updated
Sitter Profile Image: Gabriel G.
Verified Enhanced Background Check
Sitter Profile Image: Gabriel G.
Verified Enhanced Background Check

8. Gabriel G.

World Class Pet Sitter
Amherst, MA, 01002
12.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
3 repeat clients
from
$75
per night
Profile image

Gabriel took great care of Wylie when I was away for 4-5 days last week. We easily scheduled our meet and greet ahead of time and Gabriel won my anxious guy over very quickly. During my trip, he was great at communicating arrivals, departures, and with sending updates and photos. Most importantly, Wylie was happy, relaxed, and very tired when I got home. In addition, Gabriel took great care of my place. Would definitely trust him to sit for Wylie again in the future!

Confirmed availability: Juneteenth
Sitter Profile Image: Richard O.
Verified Enhanced Background Check
Sitter Profile Image: Richard O.
Verified Enhanced Background Check

9. Richard O.

Big walks, ear rubs and no hassles
Amherst, MA, 01002
11.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
8 repeat clients
from
$75
per night
Profile image

Richard was great - we have two senior dogs who require contant monitoring. He stayed with them all day. Dogs were happy when we got home, and house was clean. We will hire him again!

Calendar Recently Updated
Sitter Profile Image: Alexis K.
Verified Background Check
Sitter Profile Image: Alexis K.
Verified Background Check

10. Alexis K.

Does your dog need a pack?
Northampton, MA, 01854
6.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
69 reviews
32 repeat clients
from
$70
per night
Profile image

I am extremely satisfied with Alexis. I was nervous about leaving max for the weekend but Alexis took great care of him. She sent photos and videos the entire time (which was absolutely adorable). Max is happy and excited when Alexis come. I will definitely use Alexis again.

Confirmed availability: Juneteenth
Sitter Profile Image: Emily W.
Verified Background Check
Sitter Profile Image: Emily W.
Verified Background Check

11. Emily W.

Cat, dog, bird, and farm sitting
Whately, MA, 01373
5.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
7 repeat clients
from
$75
per night
Profile image

Emily did a wonderful job with our special needs cat, Dakota. Dakota is paralyzed in the back after having been hit by a car years ago. He gets around ok dragging his back legs but he has to have his bladder expressed three times a day. Emily had experience doing this in the past (I think in some kind of vet assistant capacity or something like that) and successfully managed Dakota when we went out of town for a few days. Dakota stayed at Emily's house with her cats and it all worked out fine. Emily's house is so cat friendly with cat climbing things all around and Emily even mentioned that down the road she might have cat grass (that our cat loves to eat) since she grows it herself. We were also happy that Emily was fine with us leaving all Dakota's regular collection of favorite things: his little cat house, cat bed, and even the ramp we made for him to climb up on couches. It was so nice for us to think of Dakota in a friendly home rather than in a cage at the vet. We loved how Emily was great about communicating both in terms of photos showing Dakota was doing well and also asking intelligent questions to make sure the expressing of the bladder was going well. When we picked Dakota up, he was in fine shape and clearly had been well-taken-care of. We'll definitely use Emily again!

Calendar Recently Updated
Sitter Profile Image: Shawna B.
Verified Enhanced Background Check
Sitter Profile Image: Shawna B.
Verified Enhanced Background Check

12. Shawna B.

Responsible Reliable Pet Care
Westhampton, MA, 01027
4.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$65
per night
Profile image

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!

Confirmed availability: Juneteenth
Sitter Profile Image: Lindsey C.
Verified Background Check
Sitter Profile Image: Lindsey C.
Verified Background Check

13. Lindsey C.

Rover 101
Experienced Pet Sitter/ Dog Walker
Northampton, MA, 01063
6.9 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$40
per night

About: I’m Lindsey, a summer MSW student at Smith College and a dog owner of a sweet and steady elder Aussie shepherd/ Collie mix. I have varied experience with dogs, cats, small birds, ducks, geese, chickens, bunnies, and fish, and have two more dogs and two bunnies back in NC where I call home. I am available for early morning and evening walks, and can housesit or provide quick check-ins same day. On many days, I can arrange a brief drop in mid-day as needed. Just ask! Thursdays- Sundays I provide extra playtime or outdoor adventures upon request. I like to do an initial visit or video call first to ensure your expectations are met and we are a compatible fit. Of course, in the event of messy play time, I am comfortable providing a bath for pets who have no prior history of aggression only. I also don't mind litter box changes or habitat maintenance with clear instructions for a small fee. Booking now! I can provide AM and PM check-ins on Mondays and Tuesdays. I am available for AM, mid-day, and evening walks Wednesday- Sundays. Ellie loves companions on her walks, so if you think we might be a good fit, we can arrange a meet-up before hand. A usual schedule looks like… 1. AM 30 minute walk/ feeding between 6:30-8:30am 2. A mid-day 15-30 minute potty break/ play time 3. PM 30 min- 1 hour evening walk/ feeding/ playtime/ bedtime (all before 10pm, please) I am happy to customize this to your pet’s current schedule, and with a heads up, most likely can provide an additional visit in the case of puppies/ older animals. I am prompt, consistent, and communicative. Full transparency is important, as is getting the details right from the beginning. Flexibility, care, and routines are super important to pets, so I prefer instructions on feeding, medication, times and routes most similar to what you provide on a daily basis if possible, as to make for a minimally stressful transition for them.

Confirmed availability: Juneteenth
Sitter Profile Image: Donna C.
Verified Enhanced Background Check
Sitter Profile Image: Donna C.
Verified Enhanced Background Check

14. Donna C.

Hatfield: Reliable pet care
Hatfield, MA, 01088
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
from
$80
per night
Profile image

I cannot say enough about Donna and the care she took of our little dog Hamish. She was kind, patient and clearly very experienced with dogs. It’s a relief to know you’re pets are safe and well cared for while you are away. I highly recommend Donna.

Confirmed availability: Juneteenth
Sitter Profile Image: Jonathan B.
Verified Enhanced Background Check
Sitter Profile Image: Jonathan B.
Verified Enhanced Background Check

15. Jonathan B.

Long Distance Hiker For Dogs
Northampton, MA, 12138
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$100
per night

Jonathan and my dog Moose are best friends. He has taken great care of Moose. Jonathan is a good communicator and very dependable. Moose always has the best time with him!

Confirmed availability: Juneteenth
Sitter Profile Image: Grace R.
Verified Background Check
Sitter Profile Image: Grace R.
Verified Background Check

16. Grace R.

I will love your babies as my own!
Northampton, MA, 01060
6.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
3 repeat clients
from
$30
per night
Profile image

It was a pleasure having Grace care for our pups and home. She was extremely responsible and our dogs really loved her. We highly recommend Grace. We will definitely use her again.

Calendar Recently Updated
Sitter Profile Image: Nina S.
Verified Enhanced Background Check
Sitter Profile Image: Nina S.
Verified Enhanced Background Check

17. Nina S.

I try my best to befriend all pets!
Williamsburg, MA, 01096
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
from
$50
per night
Profile image

Nina is a good communicator who confirmed her visit with our dog before coming and arrived promptly to walk her.

Confirmed availability: Juneteenth
Sitter Profile Image: Gary B.
Verified Enhanced Background Check
Sitter Profile Image: Gary B.
Verified Enhanced Background Check

18. Gary B.

Dogs are my happy place :)
Florence, MA, 01062
5.6 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
3 reviews
from
$30
per night

Working with Gary has been amazing ! He is calm and confident with our dog. He came to do a meet and greet visit prior to accepting the sitting position, which was a huge relief to know everyone got along ok. Gary has been timely in communications as well as punctual when he has come over. I highly recommend him !

Sitter Profile Image: Sailor C.
Verified Background Check
Sitter Profile Image: Sailor C.
Verified Background Check

19. Sailor C.

Rover 101
I'm Here for All Pet-Care Needs
Northampton, MA, 01060
6.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
55 reviews
30 repeat clients
from
$40
per night
Profile image

Sailor was amazing and able to accommodate our very last minute request willingly. Very nice to communicate with during the dog sitting. Highly recommend!

Confirmed availability: Juneteenth
Sitter Profile Image: Sharene K.
Verified Enhanced Background Check
Sitter Profile Image: Sharene K.
Verified Enhanced Background Check

20. Sharene K.

I love your pets already!
Florence, MA, 01062
5.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
4 repeat clients
from
$62
per night
Profile image

Sharene did such a wonderful job caring for our cats and home while we were away! Not only were the cats, quite content, well, fed and happy, with shiny coats, and lots of purrs on our return, but also, she left our house very clean and orderly, a pleasure to come home to. I had never used a pet sitting service before, but Sharene was very knowledgeable and helpful about all the aspects that I had questions about. She was very conscientious in following all of the instructions that I left for the cats and the house. She sent updates every day with adorable photos of the cats, and I could see that they really loved spending time with her. She was also very helpful when an unexpected change happened in our plans so we had to return home early, and she helped modify our booking to reflect this. It was not easy for me to leave our cats, and it was such a pleasure to meet Sharene and work with her. I will definitely request her services again in the future!

Search Map

Williamsburg House Sitting ratings

Overall Rating:
5.0 out of 5 stars

House sitters in Williamsburg are rated on average 5 out of 5 stars based on 19 reviews.

Rover also offers House Sitting in:

Rover also offers other services in Williamsburg:


Never beg a friend to watch your dog again. With Rover, you can find your the perfect Williamsburg house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Williamsburg who can provide the care your dog needs, when they need it.

House Sitting