Dog Sitting Westwood

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

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Over 21
pet parents in Westwood have booked dog sitting

Westwood, 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: Emily B.
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Emily B.
$39
total per visit
5.0 out of 5 stars
• 31 reviews
10 repeat clients
9 years of experience
Norwood, MA, 02062

“Emily did an excellent job of taking care of our beloved fur babies. She went over and above the call of duty, heading over to visit before the snowstorm and then trekking through thigh-deep snow before the snow removal folks did their job. She sent us updates and photos every day and adjusted their food based on what she noticed. We came home to happy kitties. Thank you, Emily.”

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Donna N.
Sitter Profile Image: Ashley D.
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Ashley D.
$19
total per visit
5.0 out of 5 stars
• 7 reviews
3 repeat clients
3 years of experience
Walpole, MA, 02081

“Was very patient with Sadie, who can be wary of strangers. Was able to be adaptable and help get her situated. Asked good questions, and was very caring.”

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Leah P.
Sitter Profile Image: Christina Z.
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Christina Z.
$34
total per visit
26 years of experience
Dedham, MA, 02026

About: I’ve had pets since I was young. Including cats, dogs, reptiles, smaller animals. I couldn’t imagine being without animals. I spend lots of time outside hiking with my two dogs I work full time as a registered nurse but I am super flexible and I love being around animals. I can do days, nights, overnights. I recently dog sat 5 dogs for my good friend who is also a dog walker. I give all of my undivided attention to my animals or anyone else’s animals.

Sitter Profile Image: Mia F.
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Mia F.
$19
total per visit
10 years of experience
Wellesley, MA, 02481

About: Hi everyone!! I have two standard poodles: Phoebe and Piper. I’ve always loved animals and can’t wait to help out with all your dogs’ needs:) I am a student and lacrosse player, but my schedule is pretty flexible in the fall. I am done with class everyday by 11:15, and then I’m free. Willing to walk as far as you want me to, also experienced with drop-in and overnight care. Experience caring for up to 3 large dogs at a time.

Sitter Profile Image: Jainah E.
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Jainah E.
Star Sitter
$34
total per visit
5.0 out of 5 stars
• 14 reviews
3 repeat clients
10 years of experience
Dedham, MA, 02026

About: You like it, I love it. You name it (dogs, cats, horses, hamsters), I watch it. Book with me and I’ll take great care of your furry friends :) I’m pretty flexible timing wise so forming my schedule around your pet’s should be easy. Just let me know what a typical day looks like for them and we can go from there. Be sure to communicate with me what your pet’s requirements are in regards to walks, potty breaks, medications, etc. I’d also like to know what your pet’s temperament/social behavior is like. This is so I can know how to conduct myself around them or in the presence of other pets, like on a walk for example.

Sitter Profile Image: Sarah H.
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Sarah H.
Star Sitter
$50
total per visit
5.0 out of 5 stars
• 44 reviews
15 repeat clients
23 years of experience
Dedham, MA, 02026

“Sarah was attentive to my cats needs and sent me photos everyday. I really appreciated the piece of mind she gave me knowing that my cat was well taken care of during my trip.”

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Jacob L.
Sitter Profile Image: Margaret A.
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Margaret A.
$28
total per visit
5.0 out of 5 stars
• 9 reviews
1 repeat client
5 years of experience
Norwood, MA, 02062

“Margaret is amazing! She was punctual, personable, had great communication and treated our dog like her own. She gave thorough updates and great photos! We trust her with our dog and would highly recommend her to anyone looking for someone to come take your dog out. We will absolutely be using her in the future 😊”

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Courtney S.
Sitter Profile Image: Sheila O.
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Sheila O.
$28
total per visit
4.9 out of 5 stars
• 19 reviews
6 repeat clients
18 years of experience
Hyde Park, Hyde Park, MA, 02136

“Sheila did a wonderful job taking care of our older doggo. She was super attentive and kept us informed about everything that happened during her drop-in visit. And she sent plenty of photos, which was great!”

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Allyson G.
Sitter Profile Image: Alexander K.
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Alexander K.
$40
total per visit
5.0 out of 5 stars
• 36 reviews
12 repeat clients
17 years of experience
Dover, MA, 02030

About: Hi, I’m Alex, and I run Dover Doggy Hotel & Daycare LLC! I cater to residents in the Needham, Wellesley, Dover, Medfield, Sherborn and Walpole areas. Your dogs, are my medicine. I don’t feel complete without one. Dogs have been a part of my life for as long as I can remember. I’ve always believed that every pup deserves love, safety, and a cozy place to call home. I started out working for PETCO in aquatics in high school and fell in love with animals From 2012–2014, I served in the U.S. Peace Corps in Ukraine, where I taught English at the high school level in Dnipro, where I also co-managed an animal shelter caring for more than 150 dogs. During that time, I fostered Staffordshire Terriers, Pit Bulls, and other large breeds, gaining hands-on experience with everything from playful puppies to strong, large, high-energy dogs. Since then, I’ve continued caring for dogs of all sizes through fostering, boarding, and walking and daycare. Today, I mainly host small and medium sized dogs. I have a safe, fenced-in yard to play in, and plenty of cozy spots inside where pups are welcome on the couch (and yes, even in the bed if that’s what they’re used to!). I’m also happy to do drop-in visits for larger dogs at their own homes and walking. I also run a flexible,, multi option daycare program. I treat every dog like family, tailoring care to their needs—whether that’s long walks, lots of playtime, or just snuggles and companionship. I also have multiple client references available upon request. Your pup’s comfort, safety, and happiness are always my top priorities, and I’d love the chance to give them the care and attention they deserve! Right now, pet care is my top priority! I have a very open and flexible schedule that allows me to dedicate full-time attention to the dogs I care for. While I do have the occasional online doctor’s appointment or small obligations, my days are wide open for walks, playtime, and socialization. I can comfortably care for up to 4* dogs in my home at a time, giving them lots of one-on-one attention. For walks and drop-in visits, I’m available for up to 4 dogs* (depending on size). My flexible routine means your pup will never feel rushed; just relaxed, loved, and cared for like family. Daily routine is up for first bathroom break out back at 8:30, walks and or dog park every day and another bathroom break at 9 -9:30. In bed by 10-10:30. Your dog’s safety and comfort are always my #1 priority. I live on a 1 acre property with a gigantic fenced-in backyard where pups can play securely and safely. Inside, dogs are welcome to relax wherever they feel most comfortable….on the couch, in bed, or by my side. Trust is very important to me. I know how much pets mean to their families, so I treat every dog like my own, with patience, kindness, and consistency. I keep owners updated with photos and messages, so you’ll always know your pup is happy, safe, and cared for. There’s no other animals* (possibly other dogs boarding) or children in the home to distract or to become an issue. When caring for a clients home, I treat it as if it were my own and offer extra services like bringing in mail & feeding fish & basic general tasks etc. If you would like to see the property you can take a virtual tour here and see where your dog will be staying and to get a sense of the size of the property upon request.

Sitter Profile Image: Amy F.
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Amy F.
$34
total per visit
5.0 out of 5 stars
• 3 reviews
5 years of experience
Dedham, MA, 02026

About: I love all dogs and cats! I had the privilege to raise my toy poodle since she was 3 months old; and I also had opportunities to care for senior pets. I will treat all fur babies like family, with much cuddles, kisses, and love! I’m a pet-lover who wants to spend her free time looking after adorable fur babies, I have a lot of free time from Friday until Monday! I am able to provide drop-in visits to check up on your dog/cat, refill water/food bowls, and take your loved pets out for walks! I am able to drive your pet(s) around to nearby parks to make sure they enjoy the fresh air! Most importantly, I love taking photos and videos of your pets and I will update you regularly throughout the day so you can see how loved they are!

Sitter Profile Image: Tauryn D.
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Tauryn D.
$28
total per visit
5.0 out of 5 stars
• 7 reviews
7 years of experience
Roslindale, Boston, MA, 02131

“Tauryn was amazing with our two dogs! She was punctual and communicative. The pictures she sent were so cute. They both seemed so happy when we returned from our trip! We will definitely use her for drop in care again!”

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Caitlin S.
Sitter Profile Image: Ann Marie D.
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Ann Marie D.
$32
total per visit
4.8 out of 5 stars
• 80 reviews
40 repeat clients
18 years of experience
West Roxbury, West Roxbury, MA, 02132

“Ann Marie was an amazing sitter!! She took wonderful care of my cats while I was away for two weeks. My cats were very happy and healthy when I returned to them. I received daily updates and pictures which was very reassuring. I feel very fortunate to have found Ann Marie and will definitely use her again in the future.”

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Saher B.
Sitter Profile Image: Rachael B.
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Rachael B.
$28
total per visit
5.0 out of 5 stars
• 52 reviews
17 repeat clients
5 years of experience
Newton, MA, 02464

About: I’ve had pets and been around animals my whole life, and truly adore all breeds. I know how important keeping to a schedule is for your pets and have always been a reliable person once I commit to a task. I have experience caring for my own pets as well as other family members pets. I am work part time at a cafe in Somerville and do freelance work on the side and have a pretty flexible schedule to accommodate pet care! At your home, I will be respectful of your space and the way you cater to your pet and their needs, I’ll leave it as I found it! I want to build a relationship to get to know you and your pet so everyone feels comfortable.

Sitter Profile Image: Lisa C.
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Lisa C.
$34
total per visit
5.0 out of 5 stars
• 36 reviews
18 repeat clients
20 years of experience
Needham, MA, 02492

“On time and super friendly with our dog! Excited to have Lisa walk him anytime!”

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Lydia Hui Mei N.
Sitter Profile Image: Lior Y.
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Lior Y.
$39
total per visit
5.0 out of 5 stars
• 2 reviews
4 years of experience
Needham, MA, 02492

“Super responsive for a last minute request. Did everything we asked!”

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Asmahan O.
Sitter Profile Image: Michael L.
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Michael L.
$23
total per visit
5.0 out of 5 stars
• 13 reviews
2 repeat clients
20 years of experience
Hyde Park, Boston, MA, 02136

“Mike did a great job doting on our very neurotic cat. He managed to slip a pill into her food every morning, and stayed around for a bit so she could get a "second breakfast" afterwards. He even got to pet her occasionally, something only a very select few can say! Fountains were kept filled, cat box was clean, and bowls weren't overflowing with stale, dried up food. Definitely recommend!”

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Tracy G.
Sitter Profile Image: Isabel E.
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Isabel E.
$28
total per visit
12 years of experience
Needham, MA, 02494

About: I've cared for pets of all sizes and temperaments since childhood. I'm comfortable with daily walks, feeding schedules, medication administration, and behavioral needs. Neighbors and friends trust me with their most beloved companions. I provide attentive, personalized care and regular photo updates to keep owners connected. I work from home, so pet care fits seamlessly into my daily routine. I have flexibility throughout the day for dog walks, feeding sessions, and playtime. Whether it's morning walks, midday check-ins, or afternoon play, I can accommodate your schedule and your dog's needs. My work from home setup means consistent, reliable care without gap. My home is a safe, welcoming space for dogs. I have a fenced yard where dogs can play and exercise safely. I'm experienced managing multiple dogs with different personalities and energy levels. All dogs in my care are supervised closely, with access to water, rest areas, and outdoor time. I maintain a calm, secure environment and follow each owner's specific instructions for feeding, medication, and behavior. Your dog will be treated with the same love and attention I give my own pets.

Sitter Profile Image: Jeffrey M.
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Jeffrey M.
$33
total per visit
5.0 out of 5 stars
• 21 reviews
4 repeat clients
50 years of experience
Walpole, MA, 02081

“As always, Jeff goes above and beyond to take care of Paul. Paul recently had a change in his health a couple weeks prior to our vacation, and Jeff was able to accommodate with medication and monitoring Paul for any changes. We felt calm knowing Paul was in good hands!”

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William C.
Sitter Profile Image: Alexa F.
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Alexa F.
$34
total per visit
20 years of experience
Norwood, MA, 02062

About: I love all pups and will treat your fur babies as my own 🐾 I have been caring for big dogs since I was a child and have always had a love for them. I also have previous experience working at a doggie daycare, with dogs all breeds, ages, and sizes. I have a somewhat flexible schedule and will be home with your pups to follow their bathroom and feeding schedule and get lots of play time and cuddles while they’re in my care! I wake up around 7 am, feeding and bathroom routine, play time and walks throughout the day. I can also stick to any routine needed. There is currently one dog in my home, so I will only be caring for one additional dog at a time. My apartment complex has grassy areas for bathroom time, and I have plenty of room for your dog to play and rest. Neighborhood walks are also available.

Sitter Profile Image: tanya R.
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tanya R.
$29
total per visit
4.8 out of 5 stars
• 19 reviews
6 repeat clients
13 years of experience
West Roxbury, Boston, MA, 02132

“Absolutely Amazing! Tanya took care of our cat while we went to Spain for Christmas and New Years. She is extremely responsible, trust-worthy and really good at communicating! She even took out our trash for us! Would totally recommend to anyone. Thank you, Tanya✨?️”

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Daniela L.
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The median cost per visit for dog sitting in Westwood is $25

Dog parents share their Rover experiences - Westwood

1 / 1
5.0 out of 5 stars

Our dog loved Cynthia from the first meet-and-greet. Will most definitely hire her again. She was super responsive, sent several pics and videos each day, and shared detailed notes for each visit. Highly recommend!!

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Jaclyn M.
Drop-In Visits
5.0 out of 5 stars

We would’ve left more stars if possible just for peace of mind alone! Tessa was attentive, caring and made each interaction smooth and stress free. Lola looked happy in all the updates and coming home she was in great shape. We absolutely would recommend Tessa and look forward to continue working with her many more times in the future.

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Cristina P.
Drop-In Visits
5.0 out of 5 stars

Doggo's loved her and she took great photos and wrote good messages to make us feel comfortable with being away.

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Chris A.
Drop-In Visits
5.0 out of 5 stars

Calvin was so kind and caring to our girls. He was also great to work with! He was great with communication and sent lots of pictures and updates. Would love to rebook in the future.

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Morgan G.
Drop-In Visits
5.0 out of 5 stars

Gail is the best! My dogs love her and I always trust that she will care for them as if they were her own. She is the only person outside of the family who I will trust to give eye drops and medicine to my blind senior Shih Tzu.

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Katrina B.
Drop-In Visits
5.0 out of 5 stars

Jenie was so wonderful to work with! She was attentive, very quick to respond, and clearly treated our anxious pup with gentleness and care. We will definitely be booking again in the future!

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Elise C.
Drop-In Visits
5.0 out of 5 stars

Marissa was amazing with my 2 foster dogs. She was timely with her visits and communicative throughout. I appreciated her help and would welcome her back in the future.

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Jean C.
Drop-In Visits
5.0 out of 5 stars

MJ is the very best. Cares for our dogs like they are her own. They LOVE it when they are with her. She notices everything about them and reports all details with photos sent every few hours. We recommend her without reservation. Fur baby heaven!

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Heather P.
Drop-In Visits
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Popular requests for dog sitting - Westwood

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Sitters in Westwood average 6
repeat dog sitting clients

FAQs for Dog Sitting - Westwood

Frequently asked questions about Rover

The average cost for Dog Sitting in Westwood on Rover is $22.2 per visit (as of September 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 September 2026, there are 11,070 sitters on Rover offering Dog Sitting across Westwood. 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 Westwood 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 Westwood 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 Westwood 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 Westwood. 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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