House Sitting in Lenox

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

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

1. Caitlin H.

Flexiblity to meet your pet needs
Pittsfield, MA, 01201
6.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
1 repeat client
from
$50
per night

Caitlin was a wonderful sitter! Our animals were very comfortable with her and well taken care of.

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

2. Logan A.

Sitter, Walker, Sled Dog Handler
Pittsfield, MA, 01201
7.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
4.5 out of 5 stars
15 reviews
9 repeat clients
from
$100
per night

Logan did a great job caring for our shih tzu while we were away. He was gentle and caring with her and sent regular updates and pictures! He stayed at our home with our dog and when we returned we found our home was spotless. We could tell how much our dog loved him by her run back and forth when he came over after we got home! I would highly recommend Logan.

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

3. Bella B.

Lakeside Sitter, Works from Home.
Stockbridge, MA, 01262
3.2 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
$60
per night

I am so pleased to have found Bella on this site. I have an older dog who needs some extra attention and Bella was absolutely amazing. I left Chilli (13.5 yr old Golden) with Bella for a couple of nights and everything went perfectly. She is caring, attentive, responsive and communicative. She understands the specific needs of my dog and I've already booked another (this time longer) stay.

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

4. Maeve D.

dog person; outdoor adventurer 🌱🐕
Housatonic, MA, 01236
7.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
5 repeat clients
from
$50
per night

About: Calm, experienced, loving, empathic and conscientious - I am your dog’s next best friend 🩷 I’ve trained Australian Shepherd’s since I was 13, reaching amateur level junior competitions throughout high school. Today I have two rescue dogs of my own - a border collie mix and a beagle /chihuahua/pit mix (lots of energy). Because of my two dogs, I hike everyday. I love spending time outside in nature with animals, and will be sure to keep your pup happy and healthy! I am an organic vegetable farmer during the growing season (April-November) and work seasonal odd jobs and non profit work when I am in the off season. I have a lot of flexibility in my schedule and love to walk/hike/swim/adventure at all times of day and during any weather. In my house, pets rule. We have done agility, obedience and scent training with both dogs so I have a lot of tools in my toolbox to keep a dog busy and occupied.

Calendar Recently Updated
Sitter Profile Image: Kelly H.
Verified Background Check
Sitter Profile Image: Kelly H.
Verified Background Check

5. Kelly H.

At home with a kind-caring sitter
Otis, MA, 01253
14.7 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
61 reviews
30 repeat clients
from
$125
per night

Kelly was organized and attentive to every detail about our three dogs with wide ranging needs. She visited in advance, took copious notes and followed up on everything to double check. We will use her again and are very appreciative of her services.

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

6. Kai C.

Rover 101
I'll run with + love your dog
Lee, MA, 01238
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
7 repeat clients
from
$60
per night

We've been using Ashley for several months now everything from pop in visits to overnights. She is always professional and very reliable. She gets back to you quickly with any request and we can nit recommend anyone more highly then Ashley.

Sitter Profile Image: Madison S.
Verified Enhanced Background Check
Sitter Profile Image: Madison S.
Verified Enhanced Background Check

7. Madison S.

Pawsitively Passionate Pet Pal
Lanesborough, MA, 01237
13.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$60
per night

Madison was great. She shared several pictures and texts throughout the weekend. Hazy went on a hike with Madison and looked like she had a great time. We highly recommend Madison and look forward to using her again in the future.

Calendar Recently Updated
Sitter Profile Image: Colleen W.
Verified Enhanced Background Check
Sitter Profile Image: Colleen W.
Verified Enhanced Background Check

8. Colleen W.

Pet loving retired Postmaster!
PITTSFIELD, MA, 01201
6.1 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$85
per night

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: Andrew C. S.
Verified Enhanced Background Check
Sitter Profile Image: Andrew C. S.
Verified Enhanced Background Check

9. Andrew C. S.

Rover 101
Dog lover who enjoys the outdoors
Lee, MA, 01238
3.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
30 reviews
9 repeat clients
from
$85
per night

Andrew was amazing!!! We have a 2 and a 1/2 year old golden and a 5 month old golden. He came over prior to our trip to meet the new puppy (as he had worked with the older one already). He asked many questions to be clear on our expectations. While away, we received daily pictures and updates on the puppies. He reached out with questions to make sure he was doing what we would if we were home with them. Andrew stayed in home and this was the first time we had done this. He was respectful of our space and treated it like his own. We would absolutely be using Andrew again and would strongly recommend that you consider him for your next trip!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tiffany A.
Verified Enhanced Background Check
Sitter Profile Image: Tiffany A.
Verified Enhanced Background Check

10. Tiffany A.

A walk a day will keep the vet away
Pittsfield, MA, 01201
6.7 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
$35
per night

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: Steph F.
Verified Enhanced Background Check
Sitter Profile Image: Steph F.
Verified Enhanced Background Check

11. Steph F.

Animal lover who's happy to help!
Dalton, MA, 01226
10.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$75
per night

Steph was available to house and pet sit for us at the last minute. She was friendly and professional and sent photos of our pups during her stay. We would definitely book with her again. Thanks Steph!

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

12. Shelby L.

Pet sitter with lots of love!
Lee, MA, 01238
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$50
per night

Shelby is a very caring and responsible pet sitter.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tetiana M.
Verified Enhanced Background Check
Sitter Profile Image: Tetiana M.
Verified Enhanced Background Check

13. Tetiana M.

I care for the dogs
Lenox, MA, 01240
2.1 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
$60
per night

About: I love dogs and cats since I remember myself, gentle and good behavior to any animal in the world. Safety, happiness and great care are my number one priority, always treat pets like my own pet. I am new in the rover and I have been care for the dogs during 1 year. I am available all the time, can drive to your home to take care about dog. walk with them, feed them. I am a student. I have a fenced yard, I can walk dogs, I can take care about dogs at your home, I know how to make dogs playful and enjoy.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jess L.
Verified Enhanced Background Check
Sitter Profile Image: Jess L.
Verified Enhanced Background Check

14. Jess L.

I care for the care of your pets
Pittsfield, MA, 01201
7.2 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
$65
per night

Jess is great with our dogs. She has watched the two of our dogs on multiple occasions and sometimes 3 or 4. She takes the time out of her day to make sure they get plenty of attention and time outside to play. She also stays at our house when she watches the dogs and the house is always in great shape afterwards too. I would highly recommend her to anyone who is looking for someone to stay with your dogs and make sure they get at the loving and attention they need while you are away.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Dana G.
Verified Background Check
Sitter Profile Image: Dana G.
Verified Background Check

15. Dana G.

Rover 101
Kind and loving leader
PITTSFIELD, MA, 01201
7.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
39 reviews
11 repeat clients
from
$125
per night

Dana took care of our young puppy while we were away on vacation. She is very responsible, compassionate & dedicated to her caring for dogs. You can tell she really loves what she does! She kept us updated with information and pictures daily, including videos. It was a pleasure to see our puppy healthy, happy & having fun with Dana. We definitely look forward to booking with Dana again!!

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

16. Jaden K.

I love all dogs! Happy to help!
Pittsfield, MA, 01201
6.8 mi. away
House Sitting
5.0 out of 5 stars
2 reviews
from
$39
per night

Jaden was fantastic with my two dogs. Can not recommend him more.

Sitter Profile Image: Laura R.
Verified Enhanced Background Check
Sitter Profile Image: Laura R.
Verified Enhanced Background Check

17. Laura R.

Passion for Pet Sitting
Pittsfield, MA, 01201
6.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$119
per night

Just wonderful. Laura kept by pup happy and entertained while we enjoyed an evening out with family.

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

18. Kate B.

Animal lover ready to meet your pet
Pittsfield, MA, 01201
7.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$85
per night

Kate is a delightful, down-to-earth and trustworthy companion and caretaker for my cats. She has that "I love cats" energy that cats tend to gravitate toward. They are always excited to see her! When I travel, I can really relax and enjoy myself knowing Kate is taking good care of my fur babies. I highly recommend her!

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

19. Joshua L.

Love dogs and pets!
Lenox, MA, 17842
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$100
per night

Josh is great with our dog. He spends active time with him, walking and playing in the backyard. We like that he is available in the evening if we want to go out and see a show or have a nice dinner. Josh will come by to take care of the dog and we don't have to worry. Our dog is a large, very active breed and Josh is able to handle him without problems. We don't hesitate to recommend Josh!

Sitter Profile Image: Kailyn S.
Verified Enhanced Background Check
Sitter Profile Image: Kailyn S.
Verified Enhanced Background Check

20. Kailyn S.

Dogs are the light in my life:)
Lenox, MA, 01240
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
16 years of experience
from
$75
per night

About: I’ve had a dog since I was 5 years old. She was super timid so I have practice with managing an anxious dog and am very patient with them! I also have experience caring for puppies as my sister has 2! I dog-walk them and take care of them overnight, sometimes drop ins. I also take care of an elderly dog when their owners are away and love just chilling with her. If you’re dog has to take specific medications, don’t worry because I will make sure I get them what they need when they need it. I’m always happy to just hangout with a dog, walk them, stay over with them, anything. Unfortunately my dog recently passed away but before I would take her on walks, snuggle with her, feed her, play with her, and love her every day. I like to help out with friends’ dogs as much as I can as well! That includes walking them, feeding them, or taking them out to the bathroom. I try to fit pet care into my daily routine. We have an electrical fence at my home that we would use to keep my dog from running away. However, I am also used to working with a wooden fence and playing with dogs in there. I make sure to never leave them unattended, especially young ones.

Search Map

Lenox House Sitting ratings

Overall Rating:
5.0 out of 5 stars

House sitters in Lenox are rated on average 5 out of 5 stars based on 13 reviews.

Rover also offers House Sitting in:

Rover also offers other services in Lenox:


Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Lenox house sitting needs. On Rover, it's easy to find a loving dog sitter in Lenox who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Lenox house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. 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 dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Lenox for your dog — people who'll treat him like family.

House Sitting