Dog Sitting in Lenox

Book a Lenox dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Lenox dog sitters

Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Shannon M.
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Shannon M.
$23
total per visit
5.0 out of 5 stars
2 reviews
10 years of experience
Pittsfield, MA, 01201

About: I have always lived in household with a minimum of 3 dogs, dogs have been my companions before I could walk. Now I’m always with my service dog, Winnie. I worked with a program to train my own service dog. He’s a friendly little golden retriever, and a fast friend. During his training I learned the importance of trust routine, and patience with dogs. I’m currently working part time from 7:30 to 2 pm Monday, Wednesday, Thursday and 10-3 on Saturdays. I am always up for hiking or a short walk with dogs. I have a service dog who comes with me everywhere, he’s a gentle and easy friend, and generally good with other dogs. He’s just as happy to play as he is to nap.

Sitter Profile Image: Gabrielle H.
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Gabrielle H.
$17
total per visit
15 years of experience
Pittsfield, MA, 01201

About: I have been a volunteer at the Berkshire Humane Society for about 6 months now working within the kennel and have been trusted with friends and family's dogs throughout my life! I have personally trained both of my large breed pups and have experience with both puppies and senior dogs! <3 I currently work part-time from Fri-Sun so I have full availability throughout the week to play with your pup(s)! I will always find the best time and place to give your pets what they need. I am not able to bring pets to my apartment, but will gladly give them all the care and attention they need in their home, or out and about!

Sitter Profile Image: Andrea L.
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Andrea L.
$42
total per visit
5.0 out of 5 stars
19 reviews
7 repeat clients
20 years of experience
Great Barrington, MA, 01236

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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Kelly J.
Sitter Profile Image: Brenna B.
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Brenna B.
$50
total per visit
5.0 out of 5 stars
7 reviews
1 repeat client
12 years of experience
Pittsfield, MA, 01201

About: I’ve been caring for pets informally for my entire life and professionally starting 12 years ago. I care for each pet like they are my own. I am sensitive to their energy and needs. I am able to work with animals who have unique social/emotional and medical needs. I mainly work with dogs and cats but am also experienced in caring for small animals like rabbits, birds, reptiles and fish. I’m currently working part-time, and my schedule varies a bit week to week. I am free mornings and evenings, most Thursdays, as well as Mondays after 2 pm. I usually work shifts under 8 hours, so with good communication I would be thrilled to come up with a plan that will suit you and your pet(s). For now, I am able to care for and board cats and small animals in my home. In the summer, I can board dogs in my fenced in yard. For dogs and larger animals, I can take them for walks and pet sit by traveling to your home. I look forward to meeting you and your pet(s)! I have managed to ensure my pet rabbit feels safe while also living with a rambunctious one-year-old labrador retriever. I am always cautious about my pets and my clients’ pet’s whereabouts. I’ve helped return missing neighborhood cats and dogs to their owners as well as assist with unexpected visits to the vet.

Sitter Profile Image: Ellen J.
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Ellen J.
$23
total per visit
5.0 out of 5 stars
15 reviews
3 repeat clients
15 years of experience
Kinderhook, NY, 12106

Kitties looked great when we got home! Thank you for washing the plates and doing a great job!

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Rebecca W.
Sitter Profile Image: Sandra W.
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Sandra W.
$39
total per visit
5.0 out of 5 stars
13 reviews
3 repeat clients
12 years of experience
Pittsfield, MA, 01201

About: I’ve cared for dogs for a very long time. I cannot walk past a dog without asking it’s owner if I can pet and give their dog love. I grew up with cats and have cared for my friends cat when they went away. I have taken care of friends dogs as well while they vacationed. I’m currently off for the summer as I work in the school system, I have lots of availability. I will be retiring this November and will be more available after Thanksgiving. I live on 14 acres of land, my property abuts the woods, my dog is trained to stay within the yard, I would be outside with the dogs and would not be opposed to leashing them if the families would feel more comfortable. Dogs will also have free range inside my home.

Sitter Profile Image: Katelynn R.
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Katelynn R.
$38
total per visit
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
Pittsfield, MA, 01201

About: What sets me apart from other pet sitters is the genuine care and attention I give to every animal I look after. I treat each pet as if they were my own, taking the time to understand their unique personalities, routines, and needs. My goal is to keep them comfortable, happy, and stress-free while you’re away. I believe in open communication and send regular updates so you can have complete peace of mind knowing your pets are safe, loved, and well cared for. With a dependable and compassionate approach, I go above and beyond to make sure both pets and owners feel confident and at ease. 🖤🐾🐈‍⬛ 🐕 Because I’m a stay-at-home mom, I’m available around the clock to make sure your pets get the attention and care they deserve when you need it most. Your pet’s safety and comfort are always my top priorities. I provide a calm, secure environment where every animal feels safe and cared for. Whether I’m visiting your home or hosting your pet, I make sure their surroundings are clean, pet-friendly, and stress-free. You can trust that your pets are in responsible hands — I’m attentive to their needs, mindful of routines, and always alert to signs of discomfort or stress. My goal is to give you peace of mind knowing your pets are happy, protected, and treated with the same love and respect they receive from you.

Sitter Profile Image: Laci M.
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Laci M.
$28
total per visit
5 years of experience
Dalton, MA, 01226

About: I’ve taken care of cats and dogs for about five years now and I have a lot of experience. I’ve worked anywhere from doggy daycare‘s to overnights to boarding dogs in my own home. I’ve always considered myself an animal person and I just love to care for them. I’m currently in cosmetology school so Monday through Friday, I’m in School from 9 o’clock until 430. After that, I plan to stay where I’m dog sitting for so that they get the most love and attention when I am able to be there. I really like to take it on the owners terms. I always prefer to meet the animal I’m caring for first however, if that’s not possible then it’s totally fine, however I like to listen to what the animal tells me, what boundaries it’s giving me, but I love to be able to play with them take them outside as much as possible feed them when necessary and give extra treats because they’re such good babies. I just appreciate the owners letting me know what they do and don’t want from me as a host.

Sitter Profile Image: Dana G.
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Dana G.
$34
total per visit
5.0 out of 5 stars
40 reviews
11 repeat clients
20 years of experience
PITTSFIELD, MA, 01201

Dana was amazing. She really helped me out with a jam. I Would highly recommend her!

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Nathaniel B.
Sitter Profile Image: Darlene D.
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Darlene D.
$32
total per visit
5.0 out of 5 stars
5 reviews
1 repeat client
7 years of experience
Washington, MA, 01247

About: I’ve dog sat on numerous occasions for friends and family with dogs. I’ve sat bigger dogs, smaller dogs. Older and younger. I love dogs and their kisses and loves. I love playing with them and help getting exercise or just cuddles in. I do work but I can be flexible to help care for needs of the pets. I will always check in and keep open communication to ease anyone’s mind on their pets check ins. I will always make sure the fur baby feels comfortable in their home, as I will just be a guest in it. I will give them the care and love they need though.

Sitter Profile Image: Becca S.
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Becca S.
$17
total per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
20 years of experience
Pittsfield, MA, 01201

Becca is very reliable and wonderful. We are ever so grateful to have her. We get lots of photos and details on her drop ins and she spends quality time while she’s caring for our dog, Emma.

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Moira C.
Sitter Profile Image: Emily P.
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Emily P.
$20
total per visit
5.0 out of 5 stars
4 reviews
1 repeat client
35 years of experience
Pittsfield, MA, 01201

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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Brooke M.
Sitter Profile Image: Madison M.
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Madison M.
$20
total per visit
17 years of experience
Pittsfield, MA, 01201

About: I have owned a dog since I was 3 years old, I grew up with her and she is the greatest blessing! I truly believe dogs have many skills and a way of communicating that no one else can while showing you the most live and affection! I am available anytime Monday-Friday and can be scheduled for availability on weekends if needed! I am very flexible and willing to work with you and your needs! I show any puppy love and compassion. I take time to allow them to get comfortable and get to know me. I do not force dogs to get along with someone they do not like

Sitter Profile Image: Chloe O.
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Chloe O.
$28
total per visit
5.0 out of 5 stars
9 reviews
8 years of experience
Lee, MA, 01238

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

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Zoe M.
Sitter Profile Image: James S.
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James S.
$26
total per visit
30 years of experience
West Stockbridge, MA, 01266

About: I've trained two dogs that I got when they were puppies. I currently have 1 dog and many chickens. I've watched dogs and cats in the past. I've also had cats, hamsters, fish, a rabbit, birds, guinea hens and chickens. I currently work from home most days. When I don't, I'm not gone for long. I prefer to be home if I'm pet sitting and that changes from time to time. My yard is fenced and blocked off on two sides. There is a field behind the house that's usually grass that's usually too tall for domestic animals to go into.

Sitter Profile Image: Helen D.
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Helen D.
$17
total per visit
9 years of experience
Pittsfield, MA, 01201

About: I've been helping family and friends take care of their pets while they are gone since I was a teen. This has been cats, dogs, and dog walking along with the occasional chicken and parakeet. Currently I have a cat but I grew up with a dog and love them just as much. I will happily give your pets and home the attention to detail they deserve! Plus lots of love, pets, and play if they want it. I am available any time of the week between 8 am and 8 pm as I do not have a full time job. My schedule is flexible and I can work with you. Walk me through what you and your pet need and I will be happy to provide. Your home and furry friends will be safe and sound! I can do play time, walks, general care, and simple medical needs. If you need other things done when I visit, let me know and we can talk.

Sitter Profile Image: Alaina S.
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Alaina S.
$28
total per visit
15 years of experience
Pittsfield, MA, 01201

About: I’ve had and taken care of pets since I was a young child. I have 20 years experience dog sitting for one or multiple dogs. I am currently out of work so my schedule is very flexible. I am home most of the time and have reliable transportation for services. The animals needs are extremely important to me. I make sure they are well fed, entertained, and exercised. Hydration and rest are also a must!

Sitter Profile Image: Jessica P.
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Jessica P.
$28
total per visit
5.0 out of 5 stars
14 reviews
1 repeat client
15 years of experience
Canaan, NY, 12029

About: My name is Jessica and I am a caring and fun person who has been caring for dogs since I was seven years old! Now I am 24 years old and do not have a dog anymore but still enjoy spending time with my friends pets and I dog sit for my neighbors. I am very active so I enjoy taking dogs on walks and hikes. I live walking distance from a lake. If the dog I am taking care of feels comfortable in water then I will splash around with the dog in the lake (there are dirt roads in this area to walk the dog on too). I have had experience with a wide variety of breeds, so I feel pretty comfortable with any dog. I understand caring for a dog is similar to caring for a child. I am trustworthy and loving towards animals! I recently passed my board exam so now I am relaxing for some time & will begin my job hunt in February, 2022. Therefore, caring for a pet will fit perfectly into my current flexible daily routine. I do not live with any other pets & I create a safe environment by keeping the dog on the first level of my home only. On the first level I make sure that there are no hazards for the dog. In a client's home, I follow all of their reccomendations in order to keep the pet as comfortable & safe as possible.

Sitter Profile Image: Janet C.
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Janet C.
$18
total per visit
4.7 out of 5 stars
13 reviews
11 repeat clients
20 years of experience
Great Barrington, MA, 01230

All good.

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Geri F.
Sitter Profile Image: Breanna L.
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Breanna L.
$17
total per visit
12 years of experience
Pittsfield, MA, 01201

About: I’ve grown up with large and small breed dogs my entire life and all over love animals. I have a handsome Pac-Man frog boy named Berry Bruno and two goofy spoiled poodles Jackie and Jordan. I have a slight allergy to cats but it’s never stopped me from living with and taking care of them. I currently am a private contractor who from Monday to Wednesday 11-3 can walk and play with your pets. I love entering animals with small projects to work on skills!! Thursday to Friday 3-10pm is when I’m available for your use!! When I have a clients pet in there home I love trying to get energy out and teaching pets new things. Lots of love and gentle generous hugs and pets are definitely something that I do. Making sure you animal has fresh water and food is also always going to be done if needed or asked bye my client. I don’t want to drink old water and have no food so it’s not fair for them not to.

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Lenox dog parents share their Rover experiences

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5.0 out of 5 stars

Sophia was fantastic with my pup, DaVinci the other day. She’s super responsible and took excellent care of my pride and joy. I feel very comfortable with leaving him with her and highly recommend her!

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Dana E.
Drop-In Visits
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  1. 1. Search

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  3. 3. Book & Pay

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Dog Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Lenox dog sitter for the first time, visit the dog sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a dog sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.

Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Lenox.

Rover makes it easy to find Lenox dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.