Dog walking in Jamaica Plain

Book on demand and scheduled walks with local dog walkers

How it works

Flexible scheduling

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

Customized for your pup

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

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

Sarah KJamaica Plain, Boston

5.0

(1047)

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I love dogs! I have experience with all sizes from XS Pomeranians to XL St. Bernard’s and Newfies, and everything in between. I'm a very active surfer, yogi, and hiker all over New England and love being out in the elements, including rain and snow. I spend a lot of time at the beach in any weather! I also work at South Boston Animal Hospital-you may have seen me behind the front desk. I would love to take your pup with me on a safe and fun adventure around the neighborhood!

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High Demand

Top Pet Caregiver

Specialties

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

Gabrielle SJamaica Plain, Boston

4.9

(1514)

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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!

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High Demand

Top Pet Caregiver

Specialties

Dogs who pull, Puppy care, Fast walker

Rebekah HJamaica Plain, Boston

4.9

(1364)

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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.

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Brenda WJamaica Plain, Boston

4.9

(1340)

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“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.

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High Demand

Top Pet Caregiver

Specialties

Senior dog care, Special needs dog care, Fast walker

Aidan FJamaica Plain, Boston

4.9

(1209)

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“my strengths are distance care and being thorough!”

Hi, my name is Aidan. When I was little I had a black lab named Satch that I loved very much, and that has shown me the joy of caring for animals.I have experience in college caring for dogs in multiple situations and am confident in my abiility to adapt to the needs of individual dogs. I am also a very active person and am excited to take your dogs on very thorough walks! Also, I am a photography graduate from MCAD have experience taking pictures of dogs. Can't wait to meet you and your dogs!

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Juliana RJamaica Plain, Boston

4.9

(447)

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Hi! My name is Juliana! I'm at FT student at ODU. I grew up with a Poodle, and have lived with and cared for other breeds of different sizes and ages. I am a fur mommy to 2 Pits. I very much enjoy exercising and being outside. Since I'm a very active person, I would love have the opportunity to take your dog on many fun filled walks! As well as a relaxed walk through the neighborhood. I will treat your baby as if they were my own! I look forward to meeting you & your dog! (:

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Top Pet Caregiver

Socially Distanced Pet Care

Specialties

Can run with dogs, Oral medicine administration, Senior dog care, Special needs dog care, Dogs who pull, Puppy care, Fast walker

Collin MJamaica Plain, Boston

4.9

(1150)

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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, Dogs who pull, Puppy care, Fast walker

Rafael HJamaica Plain, Boston

4.9

(1060)

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Hey there! I'm Rafael. I have owned and taken care of both small and large dogs my entire life, from Jack Russel Terriers to American Pit Bulls, I have experience with them all!! I am good at reading dog behavior and what they want and how they are feeling. Caring for dogs is my great passion in life and I can not wait to meet yours!!!

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Arthur NJamaica Plain, Boston

4.9

(1018)

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Hi my name is Arty and I am a huge animal lover. I have had pets my whole life and I could not picture my life without one. I have a ten year old Husky named Zoey who is the whole world to me. I have worked as a dog trainer in the past and have helped work the kennels for dogs that were boarding. I think of my dog as a member of my family and I always treat any animal I come in contact with the same way. I look forward to meeting your pet and making a new four- legged friend.

Background Checked

High Demand

Top Pet Caregiver

Specialties

Dog first aid and/or CPR, Can run with dogs, Oral medicine administration, Senior dog care, Special needs dog care, High energy dogs, Training experience, Dogs who pull, Puppy care, Fast walker

Miriam LJamaica Plain, Boston

4.8

(1289)

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“Compassionate, caring, experienced caregiver”

**I have been tested negative for Covid-19** Hello! My name is Miriam, I am 27, an enthusiastic dog lover, as well as self-employed dog sitter, boarder, walker and trainer! I have had a loyal client base in the greater Boston area for the past several years that has only been growing, which I am so grateful for. I strive to provide optimal care and safety for each and every dog!

Background Checked

High Demand

Socially Distanced Pet Care

Specialties

Dog first aid and/or CPR, Can run with dogs, Oral medicine administration, Injected medicine administration, Senior dog care, High energy dogs, Training experience, Dogs who pull, Puppy care

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.