Dog Sitting Lenox

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

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Over 45
pet parents in Lenox have booked dog sitting

Lenox, Find top rated dog sitting

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: Caitlin H.
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Caitlin H.
$28
total per visit
5.0 out of 5 stars
17 reviews
3 repeat clients
4 years of experience
Pittsfield, MA, 01201

Took good care of our fog

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Scott B.
Sitter Profile Image: Aura G.
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Aura G.
$28
total per visit
5.0 out of 5 stars
22 reviews
6 repeat clients
10 years of experience
Pittsfield, MA, 01201

About: Compassionate and experienced pet caregivers with a proven track record of providing top-notch care for dogs, including those with special needs. I am skilled in managing medical conditions such as convulsions and cancer, and I take a gentle, loving approach with every pet. I’m also well-versed in supervising curious eaters who love to snack on anything they can find! My husband, Nick, and I work as a team to ensure pets are cared for throughout the day. I’m home until 3 PM to handle mornings, walks, and plenty of daytime love and attention. Nick takes over in the evenings and overnight, so your pets continue to receive care, comfort, and companionship. Above all, we shower every furry friend with affection, making sure they feel safe, happy, and adored while in our home. As a dog walker, pet care is a regular part of my morning routine. I typically schedule dog walks Monday through Saturday, usually between , 8am-12pm. This allows me to provide a fun and energizing start to the day for the dogs in my care. I provide fun and safe dog walking services, giving your furry friend the exercise and attention they deserve. Here's how I care for your dog: - 30-minute to 1-hour walks tailored to your dog's individual needs and energy level - Safe and secure walks on a leash, with regular checks for comfort and happiness - Plenty of praise, affection, and treats to keep your dog happy and engaged - Regular updates and photos so you can stay connected with your dog's adventure Your dog's safety, comfort, and happiness are my top priority. I'll work with you to understand their unique needs and personality, ensuring a fun and enjoyable experience for both of us!

Sitter Profile Image: Steve F.
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Steve F.
$45
total per visit
5.0 out of 5 stars
1 review
2 repeat clients
12 years of experience
Lee, MA, 01108

About: I'm very happy to be around pets. Have experience taking care of pets as I have had pets growing up I have been called to dog wisper because I have that connection with dogs. Your pet will be well cared for and loved in my care I'm open mornings and at night.i do food delivery and housekeeping part time.i can usually be available for whatever times you need just reach out and let me know I have a eye for detail and.very alert so your pet will be safe. What ever kind of pet sitting you need I can do

Sitter Profile Image: Robert W.
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Robert W.
$23
total per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
10 years of experience
Lee, MA, 01238

Once again, Robert was Excellent ‼️

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Liz P.
Sitter Profile Image: Clara M.
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Clara M.
$50
total per visit
5.0 out of 5 stars
17 reviews
3 repeat clients
11 years of experience
Tyringham, MA, 01264

Clara was wonderful! If you’re looking for someone who is responsible and great with animals, then Clara is the right choice. We were away all day so Clara came by to walk and hang out with our very energetic yellow Labrador named Lulu. She did a great job and Lulu was nice and calm when we got back home! Thank you Clara!

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Lisa
Sitter Profile Image: Adrienne L.
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Adrienne L.
$28
total per visit
1 year of experience
West Stockbridge, MA, 01266

About: I currently have one almost 2 year old chocolate lab who is sassy and has a lot of energy! I have taken care of many dogs, sometimes 3 at once in my life. I love to walk, and what better way to walk - is with a dog! I have had dogs ever since I was born, and have had both large and small dogs. Dogs are unique and I love getting to know their personality! I am a teacher, so taking clients for dog walks during the summer months, when I am away from the classroom. I am available for the vast majority of the summer! I care for dogs like they are my family. I will treat them like the good dogs they are and give them lots of petting and (if ok with you - treats)!

Sitter Profile Image: Janice A.
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Janice A.
Star Sitter
$47
total per visit
5.0 out of 5 stars
278 reviews
80 repeat clients
35 years of experience
RHINEBECK, NY, 12572

My sweet Roo can be a handful and Janice handles him with ease. He is always relaxed and cared for when I get home from work which makes the evening much more relaxed.

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Claire H.
Sitter Profile Image: Karla C.
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Karla C.
$17
total per visit
5.0 out of 5 stars
7 reviews
7 years of experience
Lenox, MA, 01240

About: I love to care for my dog and love to meet other dogs. I am open to any dog and its unique personality. I have taken care of all sizes of dogs and always want to meet their needs. I don't mind taking them on walks around the neighborhood and am happy to take pictures or videos of how they are doing. I am primarily available on the weekends but will make time for weekday evenings. I am currently applying to other weekday jobs and will update my schedule accordingly. I’m moving to Amherst on August 26th so I recommend not booking after this date. I will not be in the area I let my dog outside when he asks for it and keep a close eye on him. I also supervise all dogs outside, making sure they don't go into places they should not go. I will also provide baths when asked and can give oral medication.

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: Amad E.
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Amad E.
$32
total per visit
5.0 out of 5 stars
34 reviews
7 repeat clients
15 years of experience
Northampton, MA, 01060

This is the second time that I used Amad to care for my cats, he has been great, will stay and play with them, easy to reach and will quickly respond . Overall we highly recommended .

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Fabiola C.
Sitter Profile Image: Lindsay L.
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Lindsay L.
$28
total per visit
5.0 out of 5 stars
5 reviews
20 years of experience
Canaan, NY, 12029

Lindsay was super responsive to our request and did an excellent job taking care of Fletch for us!

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Erin M.
Sitter Profile Image: Chelsea H.
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Chelsea H.
$28
total per visit
5.0 out of 5 stars
5 reviews
22 years of experience
Nassau, NY, 12123

About: Animals have always been a huge part of my life. My first job was as an Animal Care Technician with the Humane Society, and I later worked at a military veterinary clinic for more than five years. Caring for animals isn’t just a job for me, it’s something I’ve been passionate about since childhood. I’ve always had pets of my own and have rescued many animals over the years. To me, pets are family, not just animals. When your pet stays with me, my home becomes their home. I’ll follow and reinforce your training and household rules, while also making sure they feel safe, comfortable, and loved. Whether your pet enjoys playtime, walks, cuddles, or simply relaxing, I tailor their care to their individual personality and energy level. I currently work full-time. But not too far from my job. So I can always come home to let pets out if need be. I will be available to give them all the attention in the afternoon and on the weekends with the help of my kids who just adore any animal. I have a fenced in yard with one dog and one cat to keep your pet company. I can also crate your pet if needed.

Sitter Profile Image: Anna C.
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Anna C.
$28
total per visit
5.0 out of 5 stars
20 reviews
8 repeat clients
20 years of experience
East Longmeadow, MA, 01028

Anna is absolutely amazing! I was so nervous to hire a “stranger” last minute for my trip but Anna made everything soooo stress free!!! She took perfect care of my pup, sent daily updates & was easily accessible via message! Anna is the best of the best!! ♥️♥️ so happy she is no longer a stranger !

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Gianna H.
Sitter Profile Image: Melanie D.
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Melanie D.
$23
total per visit
5.0 out of 5 stars
12 reviews
5 repeat clients
14 years of experience
Southwick, MA, 01077

This is the second time we had Melanie take care of our four cats - she gets a 16 (out of 16) paws up from the 4 cats! We came home to very clean food bowls and litter boxes. Food was also left organized! She had great communication. She even accommodated a special diet and feeding cats in two locations. Will use again! Top ratings for Melanie!

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Simone B.
Sitter Profile Image: Diana G.
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Diana G.
$16
total per visit
5 years of experience
Valatie, NY, 12184

About: I’ve been surrounded by animals of all kinds my entire life, so caring for them has always come naturally to me. I truly love animals and treat every pet I care for as if they were my own. I’ve been pet sitting for several years and understand how important it is to have someone you can trust with your furry family members. Whether it’s walks, playtime, cuddles, feeding, or just keeping them company, I make sure every pet feels safe, comfortable, loved, and well cared for while you’re away. 🐾❤️ I currently work part-time, which gives me plenty of flexibility in my schedule to care for your pets. I’m available throughout the day for walks, drop-ins, feeding, playtime, or just some extra love and attention. My flexible schedule allows me to work around your pet’s normal routine and make sure they get the care and companionship they’re used to while you’re away. 🐾❤️ My home is a safe and comfortable place for your pet to relax and feel at home. I have a partially fenced-in yard where dogs can safely enjoy some fresh air, play, and stretch their legs. I also have a screened-in porch that’s perfect for lounging and enjoying the outdoors while staying safe and secure. Your pet will be treated like part of the family while they’re here! 🐾❤️

Sitter Profile Image: Jeanicia S.
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Jeanicia S.
$18
total per visit
10 years of experience
Pittsfield, MA, 01201

About: I have years of animal care experience. Starting with watching my GSD and American Husky as a teenager. I personally own a cat and an American Staffordshire Terrier mix. I have experience with large dog breeds, medium, and small. I currently am in school asynchronously, therefore allowing me full time scheduling for pet care needs. I also have a work from home position outside of Rover that allows me to adjust my own hours. 1. As a responsible dog sitter, I prioritize the well-being and happiness of your furry friend by ensuring regular walks, playtime, and affectionate attention throughout the day. 2. Your dog's comfort and safety are my top priorities, maintaining a clean and welcoming environment while following any specific care instructions or dietary needs provided. 3. With frequent updates and photos, I aim to provide peace of mind to pet owners, reassuring them that their beloved companion is in good hands and receiving the care and attention they deserve.

Sitter Profile Image: Christina D.
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Christina D.
$43
total per visit
5.0 out of 5 stars
5 reviews
20 years of experience
Pittsfield, MA, 01201

Christina took wonderful care of my kitties - Lucy, Fox and Billie. From the initial contact and through the duration of my trip, her communication was excellent, visits were prompt, photos were very nice to see and she kindly did everything the way I like it to be done. She is professional, reliable and caring. I highly recommend Christina as a sitter.

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Betsy G.
Sitter Profile Image: Paige B.
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Paige B.
$34
total per visit
5.0 out of 5 stars
18 reviews
5 repeat clients
18 years of experience
Avon, CT, 06001

Paige has watched Izzie overnight several times and done a drop-in visit too. Izzie is always happy to see her, and we can tell she doesn’t miss us when Paige is around!

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Lindsey C.
Sitter Profile Image: Samantha B.
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Samantha B.
$28
total per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Schodack Landing, NY, 12156

Samantha is on time and does a great time caring for our dog!

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Scott B.
Sitter Profile Image: Christine A.
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Christine A.
Star Sitter
$49
total per visit
4.9 out of 5 stars
98 reviews
33 repeat clients
33 years of experience
Stanfordville, Stanfordville, NY, 12581

Christine was not only friendly and helpful but she was understanding of our dog’s breed and gave us such a piece of mind! She went above and beyond making it easy to highly recommend her to anyone looking for someone to watch their pup. Thank you Christine!

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Amanda R.
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The median cost per visit for dog sitting in Lenox is $25

Dog parents share their Rover experiences - Lenox

1 / 1
5.0 out of 5 stars

We had a long afternoon out and I came home to a happy, energized pup. McKenna is so reliable and professional. We all appreciate her so much! Thank you very much McKenna for your loving care.

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Diana K.
Drop-In Visits
5.0 out of 5 stars

Sophia has been an immense help sitting for my dog Augie. She is responsive and responsible. She gave Augie meds he needed following a surgery, and I know he loves her visits. I would highly recommend Sophia to other pet owners.

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Henry W.
Drop-In Visits
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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  • Reservation protection

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
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Popular requests for dog sitting - Lenox

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Sitters in Lenox average 5
repeat dog sitting clients

FAQs for Drop-In Visits - Lenox

Frequently asked questions about Rover

The average cost for Dog Sitting in Lenox on Rover is $27.75 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .

As of August 2026, there are 506 sitters on Rover offering Dog Sitting across Lenox. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Lenox stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Lenox choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Lenox with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Lenox. On Rover:

  • 94% of sitters can help with special care needs
  • 100% can help with giving oral medications or injections
  • 97% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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