Petme · Dog sitting · Fenway, Boston
Find a vetted dog sitter in Fenway, Boston
0% owner fee. Cashback on every booking. $22,000 Protection Plan. $60–$90 per night in Fenway.
Longwood medical-resident hub, Fenway Park game-day flex, Fens daily loops. Walks revolve around Back Bay Fens and Fenway Park. A Petme dog sitter in Fenway is a person whose home becomes your dog's second home. Same sitter every booking, your dog learns the apartment and the local walk routine. Different from a kennel: no rotating staff, no concrete-run boarding. Verified, background-checked, reachable in-chat any hour, $22,000 Protection Plan on every stay.
Find a dog sitter in Fenway0% owner fee + cashback
$59better off on Petme
Petme adds 0% owner fee and pays cashback (capped at $20 a booking). Typical platforms charge between 11% and 15% owner fees. Sitters set their own rates, so totals vary.
0%
Owner service fee in Fenway
$22,000
Protection Plan per booking
$60–$90
Per night boarding
4.9 / 5
Average sitter rating
Verified pet sitters in Fenway
ID check and background check on every profile. Rates and reviews when you open one.
5 average from 1 reviews by Fenway pet parents
Tindra Cronkhite
From $15
Availability confirmed 5d ago
🐾 Your Pet’s New Best Friend 🐾 • reliable, in the crazy city life • experienced with dogs & cats • young woman who loves to be active
Saleia
From $35
Availability confirmed 15d ago
fun and loving!
Ty
From $22
Availability confirmed 13d ago
Keeping tails wagging!
Jami
From $40
Availability confirmed 11d ago
Caring for your fur babies like my own!
Mariana
From $10
Availability confirmed 7d ago
meow! mari’s got you!
Ashley
From $30
Availability confirmed 12d ago
A dogs love is unconditional :)
Ysa
From $10
Availability confirmed 11d ago
Experienced with reactive, high-energy, and social dogs! I know how to keep every walk safe, calm, and fun.
Pat Tehan
From $14
Availability confirmed 7d ago
College student in Boston with years of dog and cat experience, loving dependable pet care you can trust.
Michelle
From $18
Availability confirmed 13d ago
Animals have always been a huge part of my life. With years of hands-on experience caring for dogs and cats, I provide safe, dependable, and loving care so you can have peace of mind while you’re away
Gianna Torres
From $20
Availability confirmed 13d ago
I’m a Boston-based registered nurse and lifelong pet lover with experience caring for pets of all sizes, from energetic puppies to gentle giants. I want you to feel completely at ease knowing your pet
Aldair Serrano
From $50
Availability confirmed 6d ago
I love pets; it would make me very happy to look after your animal
Leo
From $10
Availability confirmed 12d ago
Became a dad dog at age 10. Now I’m 21 with a cat who needs to pounce my feet through a blanket before he can go to bed
margalit shapiro-katz
From $30
Availability confirmed 15d ago
Veterinary assistant, Fear Free certified, and lifelong animal lover committed to treating your pets like family with expert care and lots of affection
Keira
From $10
Availability confirmed today
Caring, responsible and communicative animal lover looking to spend more time with pets while helping out pet owners in need! ⭐️
Meghan Masterson
From $25
Availability confirmed 4d ago
experienced pet care you can trust
Caroline
From $20
Availability confirmed 11d ago
Life long pet lover and owner
Maggie Mullen
From $20
Availability confirmed 5d ago
Elyana Canas
From $20
Availability confirmed 11d ago
A safe option with lots of love!
Jamilyn Boyle
From $17
Availability confirmed 13d ago
lifelong animal lover looking to walk dogs and do drop ins for dogs, cats, and any other small animals! I’ve had pets my entire life, from hamsters to big dogs I love them all with my whole heart!
Linh
From $23
Availability confirmed 8d ago
Your pet’s favorite aunt 🩷
Maria
From $85
Availability confirmed 5d ago
Pampered Pet! I give lots of updates and photos for your peace of mind. Happy to take special needs/elderly dogs as well. We love them all!
Valeria
From $20
Availability confirmed 8d ago
Serene Pet Care
From $30
Availability confirmed 12d ago
Serene care for your furry family 🐾 Home-based, loving & trusted.
Hannah
From $25
Availability confirmed 15d ago
Welcome new friends animal and human :)
About Fenway
Dog sitting in Fenway, what it actually looks like
Fenway-Kenmore wraps around Fenway Park and the Back Bay Fens parkland. Newer high-rise condos cluster along Boylston Street and Park Drive; older 4-to-6-story brick walk-ups line Peterborough, Queensberry, and Jersey Streets. The Longwood Medical Area (Brigham and Women's, Beth Israel, Boston Children's, Dana-Farber) is at the southern edge, which shapes both the resident demographics and the booking rhythm.
Fenway sitters split into two cohorts: young-professional condo-dwellers on the Boylston / Park Drive towers, and medical-resident / medical-fellow renters in the walk-ups around the Longwood Medical Area. Medical-resident booking patterns are predictable. 24-to-36-hour on-call shifts that need flexible drop-in visits, plus 2-to-4-week vacation windows once a year. The breed mix tilts small-to-medium (Frenchies, Cavaliers, rescue mixes) with a notable Goldendoodle presence. Red Sox game days, Bruins playoff nights, and Boston Marathon Monday all spike walk demand and noise around the ballpark.
Where dog sitters work in Fenway
Petme dog sitters in Fenway know the local routes. Top spots: Back Bay Fens, Fenway Park, Longwood Medical Area, Emerald Necklace.
Breeds in the Fenway booking mix
The most-booked breeds across Fenway on Petme right now: French Bulldog, Cavalier King Charles, rescue mix. Filter by breed when searching.
The cashback maths
What 5 nights in Fenway actually cost
Worked example at the Fenway median rate ($75 per night, source: Petme telemetry, May 2026). The sitter sets the same rate either way; the difference is what each platform stacks on top.
| Line item | Petme | Typical platforms |
|---|---|---|
| Sitter rate (5 × $75) | $375 | $375 |
| Pet-owner service fee (~11%) | $0 | ~$39 |
| Cashback earned | −$11 | n/a |
| Effective cost | $364 | $414 |
$22,000 Protection Plan is included in the Petme price. Competitors charge separately or cap medical reimbursement.
How it works
Find a Fenway dog sitter in three steps
Search Fenway
Pick your dates, browse verified Petme dog sitters in Fenway. Read profiles, reviews, breed experience, and house rules before reaching out.
Meet in person
Free meet-and-greet with any sitter before you commit. Hand over keys, walk them past the doorman or building staff, confirm routines and medical needs.
Book + earn cashback
Confirm in-app, sitter is notified instantly, $22,000 Protection Plan kicks in immediately, and cashback on every booking lands in your Petme balance when the booking ends.
More Boston neighborhoods
Petme dog sitters in other Boston neighborhoods
Petme covers 16 neighborhoods across Boston. Click through to see dog sitter pricing in each.
Pet care services in Fenway, Boston
Pet Boarding
Overnight stays at a sitter's home with personalized care and attention in Fenway, Boston
Dog Walking
Scheduled walks to keep your dog active, happy, and well-exercised in Fenway, Boston
House Sitting
In-home care where a sitter stays at your place with your pet in Fenway, Boston
Drop-in Visits
Quick check-ins for feeding, playtime, and potty breaks in Fenway, Boston
Doggy Daycare
Daytime supervision and socialization while you're at work in Fenway, Boston
FAQ
Frequently asked questions about dog sitting in Fenway
How do Fenway sitters handle Red Sox game-day crowds?
How much does pet sitting in Fenway cost?
Can my Fenway sitter cover my on-call shifts at Brigham or BIDMC?
What about the Boston Marathon route through the area?
How much does a dog sitter in Fenway cost?
How is a Petme dog sitter different from a kennel?
Can I find a yard sitter in Fenway?
Will a Fenway sitter handle a long boarding stay?
Find a vetted Fenway dog sitter today
0% owner fee. Cashback on every booking. $22,000 Protection Plan on every booking. Search, message, meet, book. Your Fenway dog sitter is a few taps away.
Find a dog sitter in Fenway