Pet Sitting in 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
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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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
4.3 mi. away
Drop-In Visits
5.0 out of 5 stars
23 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。

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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
2.9 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 was easy to schedule / plan with and took good care of our dog when we were away. Her check ins were prompt and left us at ease. Thanks again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Teresa D.
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Sitter Profile Image: Teresa D.
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3. Teresa D.

Dog Mom w/Rich Fostering Background
New Marlborough, MA, 01230
9.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
1 repeat client
from
$20
per visit

Teresa is a wonderful, caring & trustworthy animal lover who will provide your furry family member the best care & attention while you're away. For years, she has fostered & adopted many dogs of different breeds, temperaments & medical conditions so you can rest assured she is equipped to handle any situation. Enjoy your time away knowing your furbaby is in the best hands, being loved & spoiled by Teresa.

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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
3.8 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.

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

Flexiblity to meet your pet needs
Pittsfield, MA, 01201
11.5 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

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Sitter Profile Image: Jennifer M.
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Sitter Profile Image: Jennifer M.
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6. Jennifer M.

I have a warm heart for cold noses.
Pittsfield, MA, 01201
11.2 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,

Sitter Profile Image: Tiffany A.
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Sitter Profile Image: Tiffany A.
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7. Tiffany A.

A walk a day will keep the vet away
Pittsfield, MA, 01201
11.7 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.

Sitter Profile Image: Tetiana M.
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Sitter Profile Image: Tetiana M.
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8. Tetiana M.

I care for the dogs
Lenox, MA, 01240
7.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 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

Sitter Profile Image: Tracy H.
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Sitter Profile Image: Tracy H.
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9. Tracy H.

Animal, life and nature lover
Sandisfield, MA, 01255
12.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
5 repeat clients
from
$25
per visit

I highly recommend Tracy! She’s popped in to care for my 2 pups (older 11 year old girl, and energetic 1 1/2 year old huge puppy). Tracy is really tuned in and easily gauges and provides individual attention to my two pets who’s needs are very diverse. Tracy is very responsible, competent and I trust my dogs are well cared for, my house is also safe. I trust her and super glad we found her!

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

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

Very timely and took good care of Luna

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Sitter Profile Image: Robert W.
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Sitter Profile Image: Robert W.
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11. Robert W.

I am full of pawsitivity
Lee, MA, 01238
3.9 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 ‼️

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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
4.0 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.

Sitter Profile Image: Shelby L.
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Sitter Profile Image: Shelby L.
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13. Shelby L.

Pet sitter with lots of love!
Lee, MA, 01238
3.7 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: 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
11.4 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
from
$15
per visit

I highly recommend Emily as a cat sitter! She provided exceptional care by not only scooping and feeding the cats but also checking in on the gecko, watering the plants, bringing in the mail, taking the trash down, and administering medication for my sick cat. Her dedication and attention to detail truly went above and beyond my expectations, ensuring peace of mind while I was away. I will definitely book her again next time I am out of town.

Sitter Profile Image: Janet C.
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Sitter Profile Image: Janet C.
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15. Janet C.

animals are loving by nature
Great Barrington, MA, 01230
6.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
11 repeat clients
from
$16
per visit

All good.

Sitter Profile Image: Chloe O.
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Sitter Profile Image: Chloe O.
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16. Chloe O.

For the DOGaholics!
Lee, MA, 01238
4.9 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!

Sitter Profile Image: Bella B.
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Sitter Profile Image: Bella B.
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17. Bella B.

Lakeside Sitter, Works from Home.
Stockbridge, MA, 01262
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 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: Grace E.
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Sitter Profile Image: Grace E.
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18. Grace E.

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

Grace is very responsible and on task in every aspect of her life and especially so in caring for dogs. She is active and fun and will bring the same care and attention to pets that she does to everyone she meets.

Sitter Profile Image: Andrew C. S.
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Sitter Profile Image: Andrew C. S.
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19. Andrew C. S.

Rover 101
Dog lover who enjoys the outdoors
Lee, MA, 01238
4.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
30 reviews
9 repeat clients
from
$30
per visit

We were very happy to meet Andrew ! Our dog adored him as Andrew went out of his way to make him feel comfortable during his first visit. Andrew was very interested in learning everything about our fur baby, he asked important questions and he actively listened our recommendations. We can tell that Andrew loves his job, he is passionate about connecting with both, dogs and humans, and he wants to make his clients feel that they are leaving their pet in safe, warm, and caring hands. We look forward to continue working together!

Sitter Profile Image: Shayla H.
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Sitter Profile Image: Shayla H.
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20. Shayla H.

PAWSOME opportunities for your dog!
Lenox, MA, 01240
5.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
from
$25
per visit

Shayla is a true professional! She responded very quickly to our request and was able to accommodate us within hours! Her pick-up / drop-off service for hikes is great! She took our pup on a 3.25 mile off leash hike & swim. Our black lab was in heaven! I received an “update” text during her hike, and several pictures an videos after! Our girl returned home dry and tick-free! Can’t recommend Shayla enough!

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Rover also offers Pet Sitting & Drop Ins in:

Rover also offers other services in Stockbridge:


Rover.com is the simple, savvy way to find and book Stockbridge drop in pet sitting. It's easy to find the perfect pet sitter — many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Stockbridge. When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

Drop-In Visits