Dog Sitting Weston

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

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Over 49
pet parents in Weston have booked dog sitting

Weston, 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%.

1 / 1
Sitter Profile Image: Alexander D.
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Alexander D.
$23
total per visit
5.0 out of 5 stars
5 reviews
5 years of experience
Watertown, MA, 02467

About: From family pets and friends' pets to having a dog of my own, I have had the pleasure of spending time with some pretty incredible animals. Born and bred in Boston and a true lover of New England, your animals could not be in better hands. I pride myself on hard work and determination, so rest assured you will come home to a very tired and happy family member. Caring for your animal is my utmost priority. Whether you need short or long visits, I will quickly become a trusted provider of animal care and your pet’s new best friend. Caring for your animal is my utmost priority. Whether you need short or long visits, I will quickly become a trusted provider of animal care and your pet’s new best friend. I promise adventures, cuddles on the couch, and overall mutual enjoyment. Working for you I will follow whatever you believe is necessary to insure security of your pets, personal belongings and a place you call home. I am happy to set the alarm, lock the door or anything in between to insure maximum safety of your prized possessions.

Sitter Profile Image: Annette G.
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Annette G.
Star Sitter
$23
total per visit
5.0 out of 5 stars
63 reviews
29 repeat clients
7 years of experience
Waltham, MA, 02452

We had a great experience with Annette! She took the time to come beforehand and learn our guinea pigs’ routine, which we really appreciated. She was reliable, attentive, and took great care of them while we were away. It gave us peace of mind knowing they were in good hands. Highly recommend!

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Maité V.
Sitter Profile Image: Caroline C.
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Caroline C.
$23
total per visit
5.0 out of 5 stars
3 reviews
1 repeat client
3 years of experience
Wellesley, MA, 02482

About: I have extensive experience caring for large and small dogs, walking multiple large dogs off-leash, and caring for dogs and cats overnight, or for drop-ins. As a collegiate field hockey player, I can keep up with the highest energy dogs! I love the outdoors and going on walks as well as just staying in and playing with your pets. I love spending time with pets and go out of my way to make time for them! I am happy to stop by and drop in, take them on walks, or house sit. I foster a calm and comfortable space in your home to make your pet feel comfortable when their owner is away! I will adopt any habits you do to make them happy as well.

Sitter Profile Image: Jonathan L.
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Jonathan L.
Star Sitter
$37
total per visit
5.0 out of 5 stars
169 reviews
45 repeat clients
5 years of experience
Waltham, MA, 02453

Johnathan exceeded expectations with our 1 year old Golden and was very punctual and provided timely updates. He kept our minds at ease and our doggo happy!

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Bryan P.
Sitter Profile Image: Allyson K.
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Allyson K.
Star Sitter
$28
total per visit
5.0 out of 5 stars
15 reviews
5 repeat clients
5 years of experience
Watertown, MA, 02472

Allyson was top notch! Our younger dog immediately warmed up to her when she visited before our trip, which is a rarity for our younger dog. We knew right then our dogs would be in great, caring hands for the week we were away. Our older dog has daily medicine he takes orally and Allyson was comfortable giving it to him. Allyson was reliable, a great communicator, and went above and beyond her responsibilities. Allyson has a warm, caring personality and was sensitive to our dogs' needs. We will definitely have her care for our dogs again!

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Meg H.
Sitter Profile Image: Royce I.
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Royce I.
$32
total per visit
5.0 out of 5 stars
192 reviews
56 repeat clients
18 years of experience
Waltham, MA, 02453

Incredible job with our two very shy cats! Royce did a great job of taking care of them and was very thorough with their updates. Went above and beyond!

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Andrew W.
Sitter Profile Image: Cassie S.
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Cassie S.
Star Sitter
$32
total per visit
5.0 out of 5 stars
103 reviews
39 repeat clients
10 years of experience
Three Chopt, Watertown, MA, 02472

Cassie was dependable and on time. She did great with my dogs. I will be hiring her for future pet sitting needs-- although I don't travel often, it is nice having a trusted pet sitter when needed. Highly recommend!

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Julie L.
Sitter Profile Image: Kristina P.
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Kristina P.
Star Sitter
$32
total per visit
5.0 out of 5 stars
58 reviews
18 repeat clients
8 years of experience
Waltham, MA, 02451

We can’t say it enough- Kristina has been helping us for almost a year at this point and she’s amazing with our large 80+ pound dog Sully, consistent, great communication. She’s a gem and we are lucky to have her help us on a weekly basis.

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Meaghan M.
Sitter Profile Image: Jessie C.
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Jessie C.
$28
total per visit
6 years of experience
Newton, MA, 02465

About: I have been around dogs all of my life, once I was able to properly hold a leash there was no stopping me from hanging out with our 4-legged furry friends! I am a frequent dog walker for coworkers, friends, and family. I also have dog sat on multiple occasions for coworkers, friends, and family whenever they needed me. Most importantly I rescued a very active and very spoiled French Bulldog 6 years ago and he has made my love for dogs even stronger somehow! As much as I love dogs, I also love cats! I will make friends with any sort of animal if I am able to! I work a hybrid schedule for a corporate office. I am in the office on Tuesdays & Wednesdays, and I work from home the other 3 days. Monday, Thursday, Friday I take personal walks on my lunch break as well as after 5pm and would love for a furry friend to join me! Saturdays & Sundays I am open as well! Happy to walk your pup wherever in the neighborhood or area, we'd get out steps in! I have walked dogs in the past ranging from 15lbs, all the way up to 120lbs!

Sitter Profile Image: Vanessa B.
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Vanessa B.
$20
total per visit
5.0 out of 5 stars
3 reviews
10 years of experience
Waltham, MA, 02451

About: I’ve cared for cats and dogs my whole life and treat every pet like my own. I’m reliable, attentive, and always make sure your pets feel safe and loved. This is the perfect side hustle for me because I genuinely enjoy spending time with animals! I’m currently working from home, and have a lot of time to drop in and take care of your fur babies! This is a fun side hustle for me to do:) I am extremely attentive and caring towards any animal. If your pet has any special request or needs, I will be sure to hold them to the highest regard.

Sitter Profile Image: Finley F.
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Finley F.
$28
total per visit
5.0 out of 5 stars
34 reviews
14 repeat clients
5 years of experience
Concord, MA, 01742

Finley did a great job taking care of my cat, Billie. It was my first time going out of town since adopting her, so I was pretty nervous about how she would react. Finley took the time to let Billie acclimate to them, and sent me lots of pictures. Billie seemed so happy and calm when I got home. I would definitely book Finley in the future. Thanks again!

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Katie M.
Sitter Profile Image: Nathalia P.
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Nathalia P.
$17
total per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
5 years of experience
Needham, MA, 02492

About: Looking for my first clients in the area 🐶 Growing up with dogs in the family made me learn how to care for them naturally and see animals as friends. I will be more than happy to know your buddy, make sure they have everything they need, and have amazing moments together. I’m working part time and mostly available up to two hours during the morning and evenings after 5pm. Weekends are flexible with all day availability and flexibility. I always double check any house doors, to make sure it’s safe. Keep them near me in any outdoor environment is a rule, never unleashed or left alone outside. I’ll love to know more about your dogs habits and personality to adjust to their needs, restrictions and expectations.

Sitter Profile Image: Natalie W.
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Natalie W.
Star Sitter
$28
total per visit
5.0 out of 5 stars
117 reviews
39 repeat clients
4 years of experience
Newton, MA, 02466

Although we’ve only had one visit so far, I can already tell Winston loves playing with Natalie! He was sleeping hard the moment after she left. I’d highly recommend her to anyone.

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Kelly B.
Sitter Profile Image: Allison O.
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Allison O.
$39
total per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
30 years of experience
Wayland, MA, 01778

Responsible and kind. Allison is excellent and my dog loves her.

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Marianne R.
Sitter Profile Image: Mary C.
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Mary C.
$19
total per visit
5.0 out of 5 stars
1 review
1 repeat client
1 year of experience
Weston, MA, 02493

About: Hi! I’m a mom of boys with a flexible schedule and some extra time during school hours, so pet care feels like the perfect fit. I love animals and enjoy getting outside for walks, playtime, and making sure pets feel comfortable and cared for while their people are away I have a pretty flexible schedule during school hours, so pet care fits in easily throughout my week. I enjoy getting outside for walks, spending time with animals, and making sure pets feel cared for and comfortable while their owners are away. I care for pets in their own home where they’re most comfortable, whether that’s for walks, playtime, potty breaks, feeding, or just some extra attention. I’ll follow your instructions and routine to make sure your pet feels happy, safe, and cared for.

Sitter Profile Image: Geoffrey K.
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Geoffrey K.
$28
total per visit
5.0 out of 5 stars
38 reviews
18 repeat clients
30 years of experience
Lexington, MA, 02421

Geoffrey was excellent! He was punctual , gave the pup her food and medicine and was very careful to make sure everything was in order.

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Tracey S.
Sitter Profile Image: Jacob L.
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Jacob L.
$28
total per visit
5.0 out of 5 stars
37 reviews
23 repeat clients
25 years of experience
Waltham, MA, 02451

About: I've grown up with dogs my whole life. First it was Bow, then Mandy and currently Stella a six year old very super energetic springer. I am a full blown illustrator juggling at least 3 or 4 clients a month, I would also like to supplement this with helping to care for your pets! wether it is in your home or mine, crate or no crate, big or small, energetic or docile, separation anxiety or independent, I am able to adapt to your dogs mannerism. It is important to make them feel safe and loved especially when separated from their person!

Sitter Profile Image: Nancy T.
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Nancy T.
$28
total per visit
1 repeat client
10 years of experience
Newton, MA, 02466

About: I’m not just a dog lover—I’m a proud dog mom of 9 years! I know how much your pup means to you because I feel the same way about mine. I bring the same care, attention, and love to every walk and drop-in as I do with my own dog, Dobby. I currently have a hybrid work schedule and work from home Mondays and Fridays. So Mondays and Fridays are pretty open. Tuesdays and Thursdays I would be available after 6pm so please feel free to message me if interested. Weekends I am available! When I drop in to care for your pet, I treat your home and your furry friend with the same respect and love I give my own. I always follow your care instructions closely—whether that’s feeding, potty breaks, playtime, or medication. I keep things calm and comforting for your pup, so they feel safe and happy.

Sitter Profile Image: Juyeon H.
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Juyeon H.
$27
total per visit
5.0 out of 5 stars
16 reviews
6 repeat clients
2 years of experience
Wellesley, MA, 02482

Juyeon was so kind to my cat while I was away for a few days, was great at communicating, and very flexible. When I extended my trip last minute, Juyeon was able to come for another two visits! I definitely recommend Juyeon!

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Olivia W.
Sitter Profile Image: Audrey M.
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Audrey M.
$39
total per visit
5.0 out of 5 stars
71 reviews
30 repeat clients
18 years of experience
Weston, MA, 02493

Audrey did a great job looking after our pet bunny. We came home to find him well fed and happy. House was clean and tidy, and she communicated with us daily. I highly recommend her service!

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Elite B.
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The median cost per visit for dog sitting in Weston is $25

Dog parents share their Rover experiences - Weston

1 / 1
5.0 out of 5 stars

Francois was wonderful. Our dog, Gabe, is quite shy and nervous, especially in new situations. Gabe stayed in Francois's beautiful home for the day and came back looking happy and not even remotely stressed. Will definitely recommend Francois to anyone with anxious animals; he has such calm energy, and I believe Gabe was comfortable the whole day!

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Sandya J.
Drop-In Visits
5.0 out of 5 stars

Jessica took great care of Ladybird on short notice! She was very communicative and followed all instructions

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Kelsey H.
Drop-In Visits
1 / 1
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  • 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
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Popular requests for dog sitting - Weston

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Sitters in Weston average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Weston

Frequently asked questions about Rover

The average cost for Dog Sitting in Weston on Rover is $16.05 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 10,952 sitters on Rover offering Dog Sitting across Weston. 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 Weston 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 Weston 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 Weston 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 Weston. On Rover:

  • 91% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 95% 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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