Pet Sitting in West Stockbridge

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

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

Search Results

Sitter Profile Image: Heather H.
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Sitter Profile Image: Heather H.
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1. Heather H.

Retired, dog & cat loving mom
West Stockbridge, MA, 01266
0.7 mi. away
Drop-In Visits
5.0 out of 5 stars
25 reviews
7 repeat clients
from
$20
per visit

She loves our cat very much and takes care of our cat very well, she is a very reliable person, we will ask her to continue taking care of our cat in the future。

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Maeve D.
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Sitter Profile Image: Maeve D.
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2. Maeve D.

dog person; outdoor adventurer 🌱🐕
Housatonic, MA, 01236
5.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
5 repeat clients
from
$22
per visit

Maeve is amazing with my pup - remembering all his little quirks and needs. She's easy to communicate with, so kind, and attentive. Buster is always happy to see her!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jess L.
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Sitter Profile Image: Jess L.
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3. Jess L.

I care for the care of your pets
Pittsfield, MA, 01201
9.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
32 reviews
7 repeat clients
from
$29
per visit

Very timely and took good care of Luna

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Sitter Profile Image: Andrea L.
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Sitter Profile Image: Andrea L.
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4. Andrea L.

I got you covered!
Great Barrington, MA, 01230
7.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
4 repeat clients
from
$28
per visit

Andrea was very warm and the cats liked her immediately. She also made us very comfortable with leaving out cats and home in her care. Will definitely book again.

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Sitter Profile Image: Jennifer M.
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Sitter Profile Image: Jennifer M.
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5. Jennifer M.

I have a warm heart for cold noses.
Pittsfield, MA, 01201
8.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
32 reviews
7 repeat clients
from
$30
per visit

Jennifer was great! She was easily accessible and pleasant and willing to do what was needed for my kitties. She was willing to other duties such as take out trash,

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Caitlin H.
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Sitter Profile Image: Caitlin H.
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6. Caitlin H.

Flexiblity to meet your pet needs
Pittsfield, MA, 01201
8.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
1 repeat client
from
$25
per visit

Took good care of our fog

Sitter Profile Image: Logan A.
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Sitter Profile Image: Logan A.
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7. Logan A.

Sitter, Walker, Sled Dog Handler
Pittsfield, MA, 01201
10.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
4.5 out of 5 stars
15 reviews
9 repeat clients
from
$25
per visit

Logan was great with our two pups. Very attentive and professional. They loved him.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tiffany A.
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Sitter Profile Image: Tiffany A.
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8. Tiffany A.

A walk a day will keep the vet away
Pittsfield, MA, 01201
9.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$15
per visit

Tiffany is an excellent dog walker/boarder. She is professional, friendly, reliable, and organized. Your fur babies will be in great hands with her, I know mine love her! Working with Tiffany has always been a pleasant experience and I highly recommend booking her.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tetiana M.
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Sitter Profile Image: Tetiana M.
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9. Tetiana M.

I care for the dogs
Lenox, MA, 01240
6.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$20
per visit

Tetiana was so sweet to our Bardo and very communicative. She took care of him while we were away and he was recovering from hip surgery. Reliable and very loved by our pup! Would highly recommend

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Sitter Profile Image: Colleen W.
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Sitter Profile Image: Colleen W.
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10. Colleen W.

Pet loving retired Postmaster!
PITTSFIELD, MA, 01201
7.4 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$25
per visit

Colleen was a wonderful sitter for my two elderly dachshunds. She was very attentive to their needs and made sure they got their medications daily. Overall, Colleen is very warm and compassionate and you can tell she really loves animals! She’s also very communicative and would send us updates and pictures several times a day which made us feel much more relaxed and at ease. Would have her watch our pups again anytime!

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Sitter Profile Image: Becca S.
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Sitter Profile Image: Becca S.
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11. Becca S.

Lover of all animals big and small!
Pittsfield, MA, 01201
9.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
3 repeat clients
from
$15
per visit

Becca - so grateful for her care to our Emma! ❤️

Sitter Profile Image: Kai C.
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Sitter Profile Image: Kai C.
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12. Kai C.

Rover 101
I'll run with + love your dog
Lee, MA, 01238
7.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
7 repeat clients
from
$25
per visit

My dog loves Ashley! I'm so glad that shes available to let my dog have a bathroom break, some lunch and belly scritches or play time. I highly recommend Ashley to anyone.

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Sitter Profile Image: Grace E.
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Sitter Profile Image: Grace E.
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13. Grace E.

Responsible, communicative
Lenox, MA, 01240
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
4 repeat clients
from
$25
per visit

Words to describe Grace: uber responsible, trustworthy, goes above and beyond, true dog lover, playful, great communicator and simply a lovely young woman who shows up in all areas of her life with a smile. Example: Grace has come to my house during the day, taken Lola (our cockapoo) out to pee and play and she always sends me a picture of Lola to let me know she has been to the house. I would trust Grace with any level of need: walks, overnights, and you know dogs know a good person when they smell one!! She’s the best.

Sitter Profile Image: Emily P.
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Sitter Profile Image: Emily P.
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14. Emily P.

I’m here for pets, kisses and wags!
Pittsfield, MA, 01201
9.0 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
from
$15
per visit

Emily was great! I scheduled last minute and she came over for a meet and greet the day before I went away. She totally understood the sometimes tricky dynamic of my pups and went above and beyond when she came over. Communication was great, and got a full report with pics after her drop-in. I would definitely hire her again…. And plan on it!

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Sitter Profile Image: Robert W.
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Sitter Profile Image: Robert W.
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15. Robert W.

I am full of pawsitivity
Lee, MA, 01238
7.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$32
per visit

Once again, Robert was Excellent ‼️

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lucy B.
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Sitter Profile Image: Lucy B.
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16. Lucy B.

Flexible, energetic pet sitter
Canaan, NY, 12029
6.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 repeat client
from
$20
per visit

About: I offer dog walking, pet sitting and house sitting services! Very time flexible, responsive and willing to work with you to make your pet care experience as easy and stress free as possible! Let me take some of the stress and worries away from you as you look for someone to take care of your beloved pets! I have cared for cats, dogs and small animals from the youngest age of 10 to now, as a 21 year old in college! Having 10+ years of pet care experience, I understand the special care and dedication each pet requires. I believe a balanced day of play, exercise, feeding and petting makes for a happy pet. Let me, an experienced and loving pet owner and sitter, take care of your pets for you while you are busy and focusing on other things. That’s what I’m here for! I am an early riser so I get my daily tasks and personal business done early in the day to ensure time is left in the afternoon to take the dog(s) on longer walks around back roads or to local parks! I automatically put the dogs needs as a high priority in my daily routine. When letting your dog out or dropping in to say hi or feed a meal, your pet and their comfort in their (and your) domain is a priority! I deeply advocate for privacy and respect in the home for you, as a pet owner, and for your pets needs! I usually request instructions if needed since I like sticking to your book, but otherwise I like leaving notes or updates on how your pet was because I get it!

Sitter Profile Image: Chloe O.
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Sitter Profile Image: Chloe O.
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17. Chloe O.

For the DOGaholics!
Lee, MA, 01238
8.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
from
$25
per visit

Stayed in contact and sent updates and pictures. Lovely human who clearly loves and cares for animals!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Bella B.
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Sitter Profile Image: Bella B.
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18. Bella B.

Lakeside Sitter, Works from Home.
Stockbridge, MA, 01262
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$25
per visit

Bella is my daughter so, of course, I am biased. But she has taken care of my dogs since she was little. I absolutely trust her with my animals' well-being. Also--again, I'm biased--but most people find her really fun to deal with and be around. I totally recommend her to take care of your dog.

Sitter Profile Image: Shelby L.
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Sitter Profile Image: Shelby L.
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19. Shelby L.

Pet sitter with lots of love!
Lee, MA, 01238
6.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$30
per visit

Shelby was great with our pups. The check-ins and photos after each visit were wonderful as well. We hope to work with her again!

Sitter Profile Image: Hayden K.
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Sitter Profile Image: Hayden K.
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20. Hayden K.

Great pets need even better care
New Lebanon, NY, 12125
7.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$13
per visit

Once again, Hayden did a wonderful job watching my cat. He's been so good at keeping up with pictures and playing with Lorenzo. I can't say enough good things about how he treated my cat.

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Rover also offers other services in West Stockbridge:

The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving West Stockbridge pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in West Stockbridge, MA, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover — it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy West Stockbridge pet sitters and avoid the kennel.
Drop-In Visits