Pet Sitting in Lenox Dale

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)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Sitter Profile Image: Heather H.
Verified Enhanced Background Check
Sitter Profile Image: Heather H.
Verified Enhanced Background Check

1. Heather H.

Retired, dog & cat loving mom
West Stockbridge, MA, 01266
6.5 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。

Sitter Profile Image: Maeve D.
Verified Enhanced Background Check
Sitter Profile Image: Maeve D.
Verified Enhanced Background Check

2. Maeve D.

dog person; outdoor adventurer 🌱🐕
Housatonic, MA, 01236
7.9 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 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!

Sitter Profile Image: Jess L.
Verified Enhanced Background Check
Sitter Profile Image: Jess L.
Verified Enhanced Background Check

3. Jess L.

I care for the care of your pets
Pittsfield, MA, 01201
8.3 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

Sitter Profile Image: Andrea L.
Verified Enhanced Background Check
Sitter Profile Image: Andrea L.
Verified Enhanced Background Check

4. Andrea L.

I got you covered!
Great Barrington, MA, 01230
8.7 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.

Sitter Profile Image: Caitlin H.
Verified Background Check
Sitter Profile Image: Caitlin H.
Verified Background Check

5. Caitlin H.

Flexiblity to meet your pet needs
Pittsfield, MA, 01201
7.9 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: Jennifer M.
Verified Enhanced Background Check
Sitter Profile Image: Jennifer M.
Verified Enhanced Background Check

6. Jennifer M.

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

Jen, is a PHENOMENAL sitter! She has a natural ability to understand dogs and how much their owners love them. We have a very happy little Japanese Chin with a lot of energy and it was amazing to see how comfortable Jen was with him. While we were out of town my husband repeatedly told me he felt so at ease and comforted knowing that JEN was the person taking care of Wrangler (we met before she watched Wrangler for us). Jen made sure to leave the right lighting and music on because she didn’t want him to be in the dark or in silence between visits, made sure his eyes were cleaned every day and left the rooms she spent time in in spotless condition. Jen is pleasant to talk with and responds quickly when texted or called. When we got home we were surprised to see that although our little guy was happy to see us, he was so calm and seemed okay that we had been away for a couple days, as he typically gets very upset when we leave him alone for even an hour - we know this was because of Jen and how well she cared for him. The only thing we worry about now is the possibility of Jen being unavailable to care for Wrangler the next time we’re out of town!

Sitter Profile Image: Tiffany A.
Verified Enhanced Background Check
Sitter Profile Image: Tiffany A.
Verified Enhanced Background Check

7. Tiffany A.

A walk a day will keep the vet away
Pittsfield, MA, 01201
7.9 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: Logan A.
Verified Enhanced Background Check
Sitter Profile Image: Logan A.
Verified Enhanced Background Check

8. Logan A.

Sitter, Walker, Sled Dog Handler
Pittsfield, MA, 01201
8.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
4.5 out of 5 stars
15 reviews
9 repeat clients
from
$20
per visit

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

Sitter Profile Image: Tetiana M.
Verified Enhanced Background Check
Sitter Profile Image: Tetiana M.
Verified Enhanced Background Check

9. Tetiana M.

I care for the dogs
Lenox, MA, 01240
3.0 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

Sitter Profile Image: Colleen W.
Verified Enhanced Background Check
Sitter Profile Image: Colleen W.
Verified Enhanced Background Check

10. Colleen W.

Pet loving retired Postmaster!
PITTSFIELD, MA, 01201
8.0 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!

Sitter Profile Image: Kai C.
Verified Enhanced Background Check
Sitter Profile Image: Kai C.
Verified Enhanced Background Check

11. Kai C.

Rover 101
I'll run with + love your dog
Lee, MA, 01238
2.5 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: Grace E.
Verified Background Check
Sitter Profile Image: Grace E.
Verified Background Check

12. Grace E.

Responsible, communicative
Lenox, MA, 01240
2.6 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.
Verified Enhanced Background Check
Sitter Profile Image: Emily P.
Verified Enhanced Background Check

13. Emily P.

I’m here for pets, kisses and wags!
Pittsfield, MA, 01201
7.4 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!

Sitter Profile Image: Robert W.
Verified Enhanced Background Check
Sitter Profile Image: Robert W.
Verified Enhanced Background Check

14. Robert W.

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

Sitter Profile Image: Bella B.
Verified Enhanced Background Check
Sitter Profile Image: Bella B.
Verified Enhanced Background Check

15. Bella B.

Lakeside Sitter, Works from Home.
Stockbridge, MA, 01262
4.1 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: Chloe O.
Verified Background Check
Sitter Profile Image: Chloe O.
Verified Background Check

16. Chloe O.

For the DOGaholics!
Lee, MA, 01238
2.9 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: Shelby L.
Verified Enhanced Background Check
Sitter Profile Image: Shelby L.
Verified Enhanced Background Check

17. Shelby L.

Pet sitter with lots of love!
Lee, MA, 01238
2.4 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: Andrew C. S.
Verified Enhanced Background Check
Sitter Profile Image: Andrew C. S.
Verified Enhanced Background Check

18. Andrew C. S.

Rover 101
Dog lover who enjoys the outdoors
Lee, MA, 01238
2.0 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.
Verified Enhanced Background Check
Sitter Profile Image: Shayla H.
Verified Enhanced Background Check

19. Shayla H.

PAWSOME opportunities for your dog!
Lenox, MA, 01240
2.3 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

Highly recommend! Shayla had lots of patience and helped me out so much with my high maintenance pup! She definitely took extra time to help me leash train her and make walks more enjoyable. Very polite and great communication. 100% trust her with my pup anytime.

Sitter Profile Image: Sophia K.
Verified Enhanced Background Check
Sitter Profile Image: Sophia K.
Verified Enhanced Background Check

20. Sophia K.

Travel Nurse & Animal Lover
Lenox, MA, 01240
2.3 mi. away
Drop-In Visits, Dog Walking
1 review
from
$25
per visit

Sophia is great with animals! From growing up around five dogs, to pet-sitting, house watching, and walking furry friends… she is so kind and caring and great with animals. She plays attention to detail, and has always taken great care of my pets when I’m out of town.

Search Map


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 Lenox Dale 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 Lenox Dale, 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 Lenox Dale pet sitters and avoid the kennel.

Drop-In Visits