Petme · Dog sitting · Fenway, Boston

Fenway in Boston: compare dog sitters

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, up to $22,000 through the Protection Plan for eligible vet costs.

Find a dog sitter in Fenway

0% owner fee + cashback

$59better off on Petme

Booking$420

On Petme$407+$13 Cashback

Typical platforms$466+$46 Owner fee · 11-15%

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.

Owner service fee in Fenway

$22,000

maximum toward eligible vet costs

$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

Saleia

Availability confirmed 7d ago

Usually replies within a few hours

fun and loving!

Boston

From $35

Mariana

Availability confirmed 10d ago

Usually replies within a few hours

meow! mari’s got you!

Cambridge

From $10

AnnaRose

Availability confirmed today

Usually replies within a few hours

I've spent years raising a super high-energy, reactive husky mix, and volunteering in shelters, so I'm used to handling 'spicy' cats and anxious dogs with a lot of patience.

Boston

From $15

Ava Simpson

Availability confirmed 3d ago

Usually replies within a few hours

Hi I am Ava Simpson! Taking care of dogs and cats has been a small side hustle of mine for the past three years in my hometown. I defiantly want to continue doing so in Boston!

Boston

From $15

Logan

Availability confirmed 5d ago

Usually replies within a few hours

Hi! I’m Logan and specialize in walking / caring for strong and active dogs who need plenty of exercise. I don’t discriminate though, and can cater to all types of pet and doggie needs!

Boston

From $20

Aldair Serrano

Availability confirmed 13d ago

Usually replies within a few hours

I love pets; it would make me very happy to look after your animal

Revere

From $50

Valentina

Availability confirmed yesterday

Usually replies within a few hours

your pets second home

Malden

From $20

Keira

Availability confirmed 4d ago

Usually replies within a few hours

Caring, responsible and communicative animal lover looking to spend more time with pets while helping out pet owners in need! ⭐️

Milton

From $10

Mac

Availability confirmed yesterday

Usually replies within a few hours

Votet Best Of Boston's Top Dog Walker/ Boarder For The Last 3 Years Running!

Lynn

From $25

Meghan Masterson

Availability confirmed 4d ago

Usually replies within a few days

experienced pet care you can trust

Waltham

From $25

Oriana

Availability confirmed 4d ago

Usually replies within a few hours

Happy walks, happy paws.

Waltham

From $18

Maria

5(1)

Availability confirmed yesterday

Usually replies within an hour

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!

Sudbury

From $85

Valeria

Availability confirmed 14d ago

Usually replies within a few hours

Brockton

From $20

Tiffany

Availability confirmed 4d ago

Usually replies within a few hours

Hi, I'm Tiffany. im a full time working SAHM and pet parent

Lowell

From $15

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 $75 per night, the midpoint of the Fenway example range. Each sitter sets their own rate, and it is the same 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.

Back Bay, Boston Beacon Hill, Boston South End, Boston South Boston, Boston Seaport, Boston Jamaica Plain, Boston Cambridge, Boston Allston-Brighton, Boston North End, Boston Dorchester, Boston Charlestown, Boston Roxbury, Boston West Roxbury, Boston Chinatown-Leather District, Boston Longwood Medical Area, Boston

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?

Sitters route walks away from Lansdowne, Yawkey Way, and Brookline Avenue starting 90 minutes before first pitch. The Back Bay Fens stays usable; Peterborough and Queensberry side streets stay quiet. Reactive dogs are tagged for solo-only bookings on home stands.

How much does pet sitting in Fenway cost?

Boarding $60 to $90 per night, walks $23 to $33 per 30 minutes. Fenway pricing tracks the South End: below Back Bay and Beacon Hill, above Allston-Brighton.

Can my Fenway sitter cover my on-call shifts at Brigham or BIDMC?

Yes, common booking pattern. Many Longwood-adjacent sitters specialize in medical-resident schedules: 24-to-36-hour overnight drop-ins, flexible-window bookings, and last-minute extension support. Set up a standing arrangement at the meet-and-greet.

What about the Boston Marathon route through the area?

Marathon Monday (third Monday in April) closes Boylston and Beacon street routes. Most Fenway sitters block last-mile street walks that day and use the Back Bay Fens interior trails. Boarding stays unaffected; walks shift indoors or to the inner Fens.

How much does a dog sitter in Fenway cost?

Overnight stays run $60 to $90 per night in Fenway. Multi-night bookings often discount slightly. Petme charges 0% owner fee on top.

How is a Petme dog sitter different from a kennel?

A kennel is a facility with rotating staff. A Petme dog sitter is a person whose home becomes your dog's second home. Same person every booking, same neighborhood, same walking routine.

Can I find a yard sitter in Fenway?

Yard availability varies by neighborhood. Lower-density, residential areas tend to have more yards; downtown and condo-heavy areas have fewer. Filter by "yard" in search to see sitters with outdoor space.

Will a Fenway sitter handle a long boarding stay?

Yes, multi-week bookings are common (academic-year travel, hiatus weeks, long work trips). Some sitters discount the per-night rate for 14+ night bookings. Lock in 4 to 8 weeks ahead for the best sitters.

Related Petme pages

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Find a vetted Fenway dog sitter today

0% owner fee. Cashback on every booking. Up to $22,000 through the Protection Plan for eligible vet costs. Search, message, meet, book. Your Fenway dog sitter is a few taps away.

Find a dog sitter in Fenway