House Sitting in Williamsburg

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Kathleen M.
Berkshires #1 Trusted Pet Sitter ❤️Becket, MA, 01223
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

10 stars!!!! Best dog sitter, hands down. Kathleen took such great care of our dog, Ralphie during our wedding. She went above and beyond, gave him good exercis… (more)

from
$75
per night
Calendar Recently Updated
CJ B.
2.
CJ 
Verified Enhanced Background Check
Reliable, fun, communicative!Northampton, MA, 01060
House Sitting, Drop-In Visits, Dog Walking

I have trusted CJ many times with my two dogs, and I've never been let down! My doggos love when CJ comes around, and I love the pictures I get of them while th… (more)

from
$25
per night
Confirmed availability: Memorial day
Sailor C.
3.
I'm Here for All Pet-Care NeedsNorthampton, MA, 01060
House Sitting, Drop-In Visits, Dog Walking

Sailor did a great job taking care of my dog, Mo. He was very calm and happy when I came home and, more than anything, I appreciated how communicative Sailor wa… (more)

from
$25
per night
Confirmed availability: Memorial day
Ruslan A.
4.
Home Full time and experiencedHolyoke, MA, 01040
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

To whom it may concern: Russ has unique ability in his relationship with dogs. Dogs need love and he shows a lot of compassion, but also control. Most dogs … (more)

from
$75
per night
Confirmed availability: Memorial day
Carol D.
5.
Pet Care in the Pioneer ValleySunderland, MA, MA, 01375
House Sitting, Drop-In Visits, Dog Walking

Caring, considerate, reliable. Will definitely be asking Carol to care for our pups again. (more)

from
$28
per night
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6.
Dependable animal lover!Sunderland, MA, 01375
Dog Boarding, House Sitting

Bree was excellent! Highly recommend her for overnight dog sitting! (more)

from
$28
per night
7.
Nature and animals are my true loveAmherst, MA, 01002
House Sitting, Drop-In Visits, Dog Walking

Kathy is great with all kinds of dogs. She's a dog lover who is gentle, attentive, and treats dogs with respect while knowing when to be firm to keep them out o… (more)

from
$25
per night
Calendar Recently Updated
8.
#1 Belly Rubber in the MA AreaAmherst, MA, 01002
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Morgan worked for me as a van driver, driving students to local volunteer sites. Morgan volunteered with the Northeast Animal Shelter, where she was trained to … (more)

from
$30
per night
Confirmed availability: Memorial day
9.
Experienced pet sitter and walker!Sunderland, MA, 01375
House Sitting, Drop-In Visits, Dog Walking

Amazing! (more)

from
$25
per night
Calendar Recently Updated
10.
I'll Care for Your Pup or Your PonyGoshen, MA, 01032
Dog Boarding, House Sitting, Dog Walking

Julia took such great care of our furry family members. She was attentive to their needs. Having someone stay at your home is scary, however we were very much… (more)

from
$50
per night
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11.
Active and outdoorsy for your pupHadley, MA, 01035
House Sitting, Drop-In Visits, Dog Walking

Monica is a caring and amazing woman who has been involved with caring for animals for most of her life. From her own personal dog to barn full of polo horses,… (more)

from
$40
per night
12.
Ben 
Verified Background Check
LargeLabra/GoldendoodlesDiscountedEasthampton, MA, 01027
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Ben N has been a dog owner or cared for dogs for 25 years. He has a special bond with pets and takes the responsibility of their welfare very seriously. Most im… (more)

from
$55
per night
Confirmed availability: Memorial day
13.
Cats, Dogs, Small animals welcome!EASTHAMPTON, MA, 01027
House Sitting, Drop-In Visits, Dog Walking

Hazel has been absolutely wonderful to my dog and she is his favorite person - she is able to walk my 100 lb dog with ease and I trust her completely. My dog im… (more)

from
$32
per night
Calendar Recently Updated
14.
Adores all breedsNorthampton, MA, 01060
House Sitting, Drop-In Visits, Dog Walking

Erin was an amazing dogsitter for our pup, Fenway! When I did the meet and greet, she was energetic and it was clear that she loves dogs. She was very friendl… (more)

from
$35
per night
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15.
I will 100% chat with your dogSunderland, MA, 01375
House Sitting, Drop-In Visits, Dog Walking

I've known Lukas for many years and trust him 100% with my pets. He's responsible, communicative, and pets love him. My dog doesn't like a lot of people but was… (more)

from
$30
per night
Calendar Recently Updated
16.
Caring Petsitter (FULLY VACCINATED)Northampton, MA, 01060
House Sitting, Drop-In Visits, Dog Walking

Thanks Raegan! Paloma loved having you here. (more)

from
$40
per night
Confirmed availability: Memorial day
17.
Caring Pet EnthusiastWhately, MA, 01093
House Sitting, Drop-In Visits, Dog Walking

Mars has a kind, gentle heart toward animals. She is very reliable and responsible. You can always depend on her to give the best care possible to your furry … (more)

from
$25
per night
18.
Time and love for your animals!Florence, MA, 01062
House Sitting, Drop-In Visits, Dog Walking

Jesse is an amazing dog sitter. He took care of my two fur-babies with love, they loved him since the pre-visit to know him. During the sitting time he showed t… (more)

from
$30
per night
Confirmed availability: Memorial day
19.
Endless love and affection!Williamsburg, MA, 01096
House Sitting, Drop-In Visits, Dog Walking

Katie was great! The dogs were very happy and she was the perfect sitter. (more)

from
$40
per night
Confirmed availability: Memorial day
20.
Any dog will be treated like familyFlorence, MA, 01062
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hi! I'm Elissa. I know dogs! If you want your buddy/baby to have an amazing time look no further. They will be spoiled with love and attention, cuddl… (more)

from
$45
per night

Rover also offers House Sitting in:


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.