Book pet sitting in Fenway, Boston

Your first booking

$66

3 visits

$1.98 back

Every booking after

$64.02

was $66 for 3 visits

6 bookings like this cost you $386.10 on Petme and $439.56 on typical platforms.

You pay $53.46 less with Petme

No owner feeID and background checked pet sitters

Example: 6 bookings of 3 visits at $66 each. Cashback up to $20 per booking. Typical platforms add an 11-15% fee for owners on every booking. This example uses 11%. Example close to what Petme sitters charge.

0% owner fee. Cashback on every booking. $22,000 Protection Plan. $60–$90 per night for boarding in Fenway.

Longwood medical-resident hub, Fenway Park game-day flex, Fens daily loops. Walks revolve around Back Bay Fens and Fenway Park. Petme connects you with verified Petme sitters in Fenway who match your pet, your routine, and your block. No platform service fee, real cashback, up to $22,000 through the Protection Plan for eligible vet costs.

0%
Owner service fee in Fenway
$22,000
maximum toward eligible vet costs
Cashback
Cashback every booking
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

Saleia

Availability confirmed 7d ago

Usually replies within a few hours

fun and loving!

Boston
From $35
Mariana

Mariana

Availability confirmed 10d ago

Usually replies within a few hours

meow! mari’s got you!

Cambridge
From $10
AnnaRose

AnnaRose

Availability confirmed 8d ago

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

Ava Simpson

Availability confirmed 4d 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

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

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

Valentina

Availability confirmed 4d ago

Usually replies within a few hours

your pets second home

Malden
From $20
Keira

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

Mac

Availability confirmed 7d ago

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

Meghan Masterson

Availability confirmed 3d ago

Usually replies within a few days

experienced pet care you can trust

Waltham
From $25
Oriana

Oriana

Availability confirmed 2d ago

Usually replies within a few hours

Happy walks, happy paws.

Waltham
From $18
Maria

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

Valeria

Availability confirmed 14d ago

Usually replies within a few hours

Brockton
From $20
Tiffany

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

What pet sitting in Fenway 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 sitters walk in Fenway

Petme Fenway sitters 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.

Why Petme in Fenway

0% fee. Cashback. $22,000 Protection Plan. Same sitter, every time.

Fenway pet owners on Petme pay less per booking, get more protection, and earn cashback on every stay. Sitters keep up to 90% of the booking, which is why supply is steady even in tight Fenway windows.

0% service fee for pet owners

Rover, Wag, and Care.com layer a service fee on top of the sitter's rate at checkout, and their exact fees are published on their own sites and can change. Petme layers 0%. A 5-night Fenway booking costs you the sitter's rate and nothing else.

$22,000 Protection Plan, included

The Protection Plan can contribute up to $22,000 toward eligible vet costs if something happens during the stay. No deductible, no upgrade tier. Petme coordinates with the Boston clinic from inside the app.

Cashback on every booking, automatic

When a booking completes, cashback on every booking lands in your Petme balance instantly. Use it toward the next booking. No expiry, no minimum. Rakuten-style economics applied to your pet's second home.

Verified, background-checked Fenway sitters

Every Petme Fenway sitter passes identity verification with a government ID plus a background check before going live. Same-sitter rebooking is one tap.

The cashback maths

What a 5-night booking in Fenway actually costs

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 itemPetmeTypical platforms
Sitter rate (5 × $75)$375$375
Pet-owner service fee$0~$39
Cashback earned−$11n/a
Effective cost$364$414

The right-hand column is a typical owner-side service fee on platforms that charge one; each publishes its current fees and cover on its own site. $22,000 Protection Plan is included in the Petme price. Walks in Fenway run $23–$33 per 30 minutes.

How it works

Find a Fenway sitter in three steps

Search Fenway

Pick your dates, browse verified Petme 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 stay ends.

FAQ

Frequently asked questions about pet 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.

Find a vetted Fenway pet 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 pet sitter is a few taps away.

Find a sitter in Fenway