Dog Sitting Lee

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

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Over 9
pet parents in Lee have booked dog sitting

Lee, 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: 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: Daniella S.
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Daniella S.
$34
total per visit
5.0 out of 5 stars
8 reviews
4 repeat clients
7 years of experience
Lenox, MA, 01240

Daniella took such amazing care of our sweet Gandalf, while he was sick and needed to take medicine orally. He didn’t make it easy but she was patient, kind, and kept our home in great condition while we were away so it was lovely to return home to. THANK YOU DANIELLA!

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Noelle B.
Sitter Profile Image: Andrew C. S.
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Andrew C. S.
$34
total per visit
5.0 out of 5 stars
32 reviews
10 repeat clients
15 years of experience
Great Barrington, MA, 01230

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!

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Erika M.
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: 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: 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: Renee F.
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Renee F.
$67
total per visit
5.0 out of 5 stars
5 reviews
4 repeat clients
12 years of experience
Lee, MA, 01238

Great Experience having Renee take care for Karter during a recent trip. Absolutely professional and dependable. I felt comfortable leaving Karter in Renee's hands and could enjoy my travels worry free. Small details go a long way! Can't say enough for Renee and her care.

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Gabriel K.
Sitter Profile Image: Ellen J.
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Ellen J.
$28
total per visit
5.0 out of 5 stars
16 reviews
3 repeat clients
15 years of experience
Kinderhook, NY, 12106

Ellen took wonderful care of our cat Seven while my husband and I were out of town for several days. She sent detailed updates daily with photos, made sure to give Seven lots of playtime with his favorite toys, and kept our home in spotless condition as well. I highly recommend her if you're looking for a responsible, communicative sitter who loves cats!

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Kaylen S.
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: 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: Teresa M.
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Teresa M.
$34
total per visit
5.0 out of 5 stars
4 reviews
11 years of experience
Great Barrington, MA, 01230

About: I’ve taken care of dogs of every kind since 2009 working with Neighbors, friends and family help them with bathing, feeding, hair cut, nail trim. I’m concurrently don’t have a full time job, I have a lot time available to help you with your doggie with walking, car ride, park. I have a big yard to play, run, jumping, very responsible, have a finish basement with open room to play . I can cook a low diet food .

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: 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: Kate S.
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Kate S.
$45
total per visit
5.0 out of 5 stars
5 reviews
25 years of experience
Stockbridge, MA, 01262

It’s was a pleasure working with Kate, she looked after the family tiger with special needs during a short holiday. Kate was punctual and careful to look after the details. I could rely on her for the care needed and had a great worry free holiday.

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Gabriel K.
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: 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

About: I've taken care of animals since I was a young child. I have always felt love and responsibility to our animal friends. I worked with cats, dogs, reptiles, birds, horses, guinea pigs, and rabbits. I want to fill my days with helping wonderful pet parents provide the attention and care their pets deserve. I have multiple dog walks daily and will make sure your pet gets lots of love too. I am able to stay away from home for periods of time while my family helps care for my animals and home. I have 2 separate unoccupied bedrooms to allow for private space for animals. I live across from springside park and have a mostly fenced yard with leads. I'm dedicated to pet care. I have daily walks generally in the mid-afternoon. I have online meetings Wednesday and Saturday which I can attend in your home, mine or anywhere with internet access. I have separate spaces available for each animal in my care at any time. I will use provided equipment for transportation. Your pets safety is number one.

Sitter Profile Image: Mark M.
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Mark M.
$28
total per visit
25 years of experience
Minterey, MA, 01245

About: I’ve had dogs and cats in my life for 20+ years. Would love to care for yours now. I am physically fit and strong enough to walk large dogs. I work full time do am really only available for house sitting on Sundays(all day and night) and Monday mornings. I am though available for drop in visits or dog walking on other days. If you live local to me and your animal is ok to be left alone while i am at work then maybe I could watch your animal other days during the week. Happy to hang out with pets. Love taking dogs for walks!!! Giving medicine is not a problem. I am good with dogs and cats of all ages.

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: Kelly H.
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Kelly H.
$73
total per visit
5.0 out of 5 stars
66 reviews
31 repeat clients
14 years of experience
Otis, MA, 01253

As always, our dogs were SUPER excited to see Kelly!

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Eric L.
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.

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The median cost per visit for dog sitting in Lee is $25

Dog parents share their Rover experiences - Lee

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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
5.0 out of 5 stars

I feel so lucky to have Deborah caring for my dog Augie. He is a timid rescue, and Deborah is so sweet with him, I know he looks forward to her visits. She goes above and beyond, giving fun walks to Augie. I've also had my out-of-town plans change, and Deborah has been professional and generous in offering flexibility. I would highly recommend her to others looking for someone to care for their pets.

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Henry W.
Drop-In Visits
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    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
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Lee average 5
repeat dog sitting clients

FAQs for Drop-In Visits - Lee

Frequently asked questions about Rover

The average cost for Dog Sitting in Lee on Rover is $23.31 per visit (as of July 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 July 2026, there are 576 sitters on Rover offering Dog Sitting across Lee. 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 Lee 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 Lee 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 Lee 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 Lee. On Rover:

  • 95% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 98% 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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