Dog Sitting Lee

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

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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: 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: 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: 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: 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: 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: 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: 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: 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: Lindsay L.
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Lindsay L.
$28
total per visit
5.0 out of 5 stars
4 reviews
20 years of experience
Canaan, NY, 12029

About: I’ve been taking care of dogs since I was ten years old. I’d love to take your dog out for a long walk and get him/her some exercise! I work remotely full-time, but my hours are very flexible. I can always take your pup for a midday walk, as long as it’s planned ahead of time. I will care for your dogs as if they were my own pet. I will adhere to a feeding/walking schedule that is customized to your pets needs.

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: 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: 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: 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: 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: 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: 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: 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: 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: Alison B.
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Alison B.
$28
total per visit
5 years of experience
Pittsfield, MA, 01201

About: Hello! My name is Alison, and I’d love to get to know you and your furry friend(s)! I’ve grown up with both cats and dogs my whole life, and have done many cat and dog sitting/walking gigs throughout the years (for pets of all ages). Additionally, I completed a 3 credit college course on pet behavior, so I am familiar with pet safety, the importance of body language, mental enrichment, and much more. I look forward to hearing from you and discussing potential opportunities! Feel free to reach out any time. I am a part-time employee, generally working around 30 hours a week, so I am often free before 10 am and after 5 pm. However, I do have flexibility, and I don’t work everyday of the week. I feed my pets two times a day and take my dog on walks three times. For clients, however, I can absolutely accommodate to your needs— let me know what works for you!

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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

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
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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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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet & Greet

    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

As of June 2026, there are 592 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:

  • 94% 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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