Dog walking in Jamaica Plain

Book on demand and scheduled walks with local dog walkers

How it works

illustration

Flexible scheduling

Select the date and time that best suit your needs. Want a walk ASAP? We’ve got you covered.

illustration

Customized for your pup

Choose between a 20-minute, 30-minute, or 60-minute stroll for your dog.

illustration

Follow along

Track your walk with our live GPS tracker, then view your detailed report card after the walk.

What is Wag!?

Wag! is the nation's fastest-growing network of pre-screened and insured pet sitters and dog walkers. In less than 15 minutes you can book a nearby dog sitter, daycare provider, or dog walker, who'll take complete care of your loved one - at their place or yours.

Book walkers near you

Paul VJamaica Plain, Boston

4.9

(2692)

Book now

Hi, My name is Paul and I have had rescued three dogs since 1997. I had a large Bull Mastiff / St. Bernard mix named Veego that passed away at around 15 in 2012. I have had a German Shepherd since 2005, Honey is currently 14 years old. I have also had a Staffordshire Bull Terrier named Ben since 2007 that is about to be ten. I have pet sat for lots of friends in the past. Pitbulls, Rotweiller, Labradors, Boxer, Pug, Chihuahuas, French Bulldog, and a few Terriers. Seeing any dog always puts a smile on my face, from abandoned rescues to show dogs. I enjoy learning their unique personalities and quirks. I will treat your dog (and home) like I do my own, with love and care. I've also been vegetarian / vegan for over 25 years and like to stay active. Reliable transportation for North Shore and Boston.

Background Checked

High Demand

Top Pet Caregiver

Ellie GJamaica Plain, Boston

4.9

(1621)

Book now

“A walk a day keeps the vet away!”

Hi! I'm Ellie and the most important fact to know about me is; I love animals! I moved to Natick from California where I was a dog walker for five years. I grew up in rural NY, we always had at least two dogs plus a bunch more critters. I recently graduated from Humboldt State University were I studied wildlife biology so I can help save all the animals. I am a natural with dogs of all sizes, some training experience, lots of energy for walks, and I can't wait to meet your best friend!

Background Checked

High Demand

Top Pet Caregiver

Specialties

Oral medicine administration, Senior dog care, Special needs dog care, High energy dogs, Fast walker, Dogs who pull, Puppy care, Training experience, Obedience training

Gabrielle SJamaica Plain, Boston

4.9

(1547)

Book now

Hi there! My name is Gabbi! I'm a Boston native and I've loved animals my whole life. Being able to work with dogs is a dream of mine, so I'll always make sure your best friend is well taken care of!

Background Checked

High Demand

Top Pet Caregiver

Specialties

Fast walker, Dogs who pull, Puppy care

Jill YJamaica Plain, Boston

4.9

(1538)

Book now

Hi my name is Jill and I am the proud owner of an English Bulldog, Queen Cookie. I recently moved to Boston and Queen Cookie is living back home in CT with her Grama. I miss walking my furry companion and figured WAG was a great way to fill that void. I am comfortable walying dogs from 10 pounds to 120 pounds and can not wait to meet your fur baby!

Background Checked

High Demand

Rebekah HJamaica Plain, Boston

4.9

(1364)

Book now

Hi, my name is Rebekah. I grew up an animal lover in Maine, where I enjoyed living with a Blue Heeler/Sheppard mix named Sitka. I started walking and sitting for my friends’ and neighbors’ pets more than 5 years ago and have loved it ever since! Recently I’ve moved to Boston and am excited to be back in the area. I have experience with dogs of all sizes and ages. As an outdoorsy, active person, I’d love to meet your best friend and take them out for some fun and exciting exercise! I know each pup is as unique as they are loved, and I can’t wait to provide you both with the caring Wag! experience.

Background Checked

High Demand

Brenda WJamaica Plain, Boston

4.9

(1341)

Book now

“Never met a dog I didn't love ❤”

I have been a lover of animals my whole life . Been dog sitting for friends the last 20 years . I consider myself to be a very dependable respon person who will give your dog the love and care it deserves.

Background Checked

High Demand

Top Pet Caregiver

Specialties

Senior dog care, Special needs dog care, Fast walker

Collin MJamaica Plain, Boston

4.9

(1337)

Book now

Hi! I am a very active person who loves the outdoors. I'm an avid runner and also enjoy hiking, backpacking, tennis, cooking, and travel. I look forward to getting to know you and your dog!

Background Checked

High Demand

Top Pet Caregiver

Socially Distanced Pet Care

Specialties

Can run with dogs, Senior dog care, High energy dogs, Fast walker, Dogs who pull, Puppy care

Elliott MJamaica Plain, Boston

4.9

(1297)

Book now

Hi, I grew in a house with two corgis and a Labrador. I currently do not have a dog but love their company. I have worked as a dog walker before, and i’m excited to meet new dogs in my neighborhood. I’m looking forward to meeting your dog!

Background Checked

High Demand

Top Pet Caregiver

James WJamaica Plain, Boston

4.8

(1281)

Book now

I grew up with a Shetland Sheepdog/Collie mix and a Samoyed. In addition I love all animals. When I travel, I make a point to go the the local zoo, if one exists, and pet shops. Also, I lived overseas for twenty years, so I have learned to adapt to all kinds of new circumstances, conditions, surprises etc. Finally, I am conscientious, responsible, honest and reliable.

Background Checked

High Demand

Socially Distanced Pet Care

Miriam LJamaica Plain, Boston

4.8

(1294)

Book now

“Dog Walking, Training and Behavior Expert”

Hello! My name is Miriam and I am an enthusiastic 28-year-old who has had the privilege of working for a loyal client base in the greater Boston area for the past several years, which I am so grateful for. I take my work very seriously and strive to provide optimal care, treatment and safety for every dog! Please feel free to message me for any requests or further inquiries!

Background Checked

High Demand

Socially Distanced Pet Care

Specialties

Dog first aid and/or CPR, Oral medicine administration, Injected medicine administration, Senior dog care, Special needs dog care, Dogs who pull, Puppy care, Training experience, Behavioral training, Potty training, Puppy training

Dog Walking in Jamaica Plain

Jamaica Plain is a furiendly neighborhood located in Boston, Massachusetts. Locals fondly call this vibrant neighborhood ‘JP’ and tourists love to visit its historic sights. If you are dropping by Jamaica Plain with your pup, you will also find that there are a lot of dog friendly places here too! There is one veterinary clinic in town, as well as several animal hospitals nearby in surrounding areas.

When you are in Jamaica Plain, a favorite place to take your furry friend has got to be Jamaica Pond. Part of the Emerald Necklace in Boston, there is a beautiful path around the pond here that your pup will love to explore. The trail is 1.5 miles long and allows you to admire the views, and enjoy a peaceful retreat from the hustle and bustle of city life. Dogs are welcome here, as long as they remain on leash.

In addition, you can’t miss out on Allandale Woods! This is a stunning 86 acre wood that has a puptastic trail system through nature. You can explore ponds, marshes and woodlands, as you spot wildlife and let your pup investigate all of the new smells in this forested area. This is a pawsome place for an adventure, so bring some water and treats, and off you go!

Best Dog Neighborhoods in Jamaica Plain

Jamaica Plain South

48
Population Density
11,614 per sq. mi.

Jamaica Plain South

48

Your dog is sure to love exploring the Arnold Arboretum in Jamaica Plain. This beautiful botanical garden is part of Harvard University, and all pups can be top dog here, as long as they remain on leash. This place is paradise for your pooch, with 281 natural acres to investigate. There are sniff-tastic trails you can take, and wooded pathways where you can enjoy a peaceful and leisurely stroll, as well as view the gorgeous plants that you can find here. When you are in town, you can’t miss Arnold Arboretum; it’s the oldest arboretum in the US and your furry friend will love it!

Pondside

36
Population Density
16,780 per sq. mi.

Pondside

36

When you get hungry, stop by J.P. Seafood Café in the Pondside neighborhood. This place does pawsome sushi that everyone raves about, as well as a variety of fish and vegetarian dishes. But, the best thing about the J.P. Seafood Café is that it is dog friendly! There are a bunch of outdoor tables where your pup can relax and have a nap while you eat. For a sweet treat, you can also head to JP Licks. This has a casual atmosphere where you can enjoy ice cream and some refreshments, with outdoor seating so your pup can join you too.

Jamaica Plain Central

24
Population Density
26,350 per sq. mi.

Jamaica Plain Central

24

If you fancy a bite to eat, you can drop by the charming, Ula Café in Central Jamaica Plain. Here you will find fresh and tasty treats from the bakery, such as muffins, cookies and cupcakes, as well as grab a cup of coffee for an energy boost. There are also breakfast options and sandwiches available to satisfy your appetite. The menu is wide and varied so there is something for everyone! The patio here is dog friendly, so your furry friend can sit and relax too! There is a water bowl provided, which is great on warmer days for your panting pup.

Hyde Square

12
Population Density
23,838 per sq. mi.

Hyde Square

12

Known as a hidden gem in Jamaica Plain is Nira Rock. While it used to be a quarry, now it is a puptastic place to bring your pup for some exercise! There is a sniff-tastic trail here that is full of new sights and scents for your pooch on the way up to the top of the rock. After your adventure, you can rest at the Frogmore Lowcountry Kitchen and Bar. This is a great Southern restaurant serving pawsome American food. In addition, your furry friend can join you for a nap at one of the three outdoor tables as you tuck into your food!

Forest Hills

0
Population Density
13,705 per sq. mi.

Forest Hills

0

In the Forest Hills neighborhood, you aren’t short of dog friendly eateries where you can hang out with your pup and enjoy some good food. For example, Dogwood Café is a pawsome place to stop for lunch or dinner, with a varied menu that will suit everyone’s taste. Plus, your pooch can join you at an outdoor table and watch the world go by! When your stomach is growling, you can also opt for Brassica Kitchen and Café. This hotspot has a puptastic menu, and with outdoor tables, there is no better place to spend a sunny day with your furry friend.