Rent Your Home on Martha’s Vineyard

List your property with the island team that owners trust to handle every detail.

Rental Management & Listing Services

For 25 years, Portfolio Properties has helped Martha’s Vineyard homeowners turn their properties into well-managed vacation rentals. Our team handles the full program: professional photography, listing copy, dynamic pricing across peak and shoulder seasons, guest screening, bookings, payments, turnovers, and on-island support during every stay. You stay in control of the calendar and the big decisions; we handle the day-to-day so renting your home does not become a second job.

Owners list with us because of our reach and our reputation. We market across the major short-term rental platforms and through our direct inquiry network of repeat island guests. Every renter is vetted before a booking is confirmed, and your home is inspected after every stay.

Marketing & Listing Reach

Your home goes on our website, the major short-term rental platforms, and into our direct inquiry pipeline built over 25 years on the island. We syndicate where qualified guests are already searching.

We arrange the photography and refresh the gallery seasonally as your home changes. Strong images are the single biggest driver of click-through and conversion on rental listings.

Our team writes the listing description, highlights, and house rules, positioning the home against comparable rentals so it shows up well in search and converts visitors into bookings.

We set peak-season, shoulder-season, and off-season rates and adjust them based on demand, local events, and how the calendar is filling. The goal is full weeks at the best nightly rate the market will support.

Every inquiry is screened. We verify guest details, confirm group size and intent, and decline anything that does not fit. Owners always have final say on bookings if you want it.

We handle the booking confirmations, deposits, and full payment collection, and remit owner payouts on a clear schedule. You see exactly what came in and what was paid out.

Guests get clear arrival instructions, lockbox or in-person handoff as appropriate, and a contact for the duration of their stay. You are not the after-hours phone number.

We coordinate the turnover crew between every booking, including linens and consumables. Cleanings are billed to the guest, not to you.

When something breaks mid-stay, we route it to a trusted island vendor and keep you informed. Major repairs and replacements are owner decisions; routine fixes get handled.

Pre-arrival questions, mid-stay issues, and post-stay follow-up all come to us. The guest experience is consistent, which is how you get repeat bookings and good reviews.

We collect and hold a security deposit on every booking and inspect the home after each stay. If there is damage, we document it and recover against the deposit.

You get a clean monthly statement showing bookings, gross revenue, fees, and net payout. At year-end we provide the figures you need for tax preparation.

5 Questions to Ask Before Listing Your Home as a Rental

Listing your home as a vacation rental is a real business decision. Before you sign on with any program, here are five things owners ask us most.

What Is My Home Worth as a Rental?

Rental income depends on bedroom count, location, walk score to a beach or town, amenities (pool, AC, parking, dock), and condition. We pull comparable bookings from the past two seasons for homes like yours and build a realistic projection of peak, shoulder, and off-season nightly rates plus expected occupancy. Most owners want to know one number: estimated annual gross. We will give you that number, and tell you honestly which weeks are likely to fill versus which weeks are speculative.

How Can I Maximize My Rental Income?

The two biggest levers are pricing strategy and listing presentation. We price dynamically, raising rates around the July and August peak, regatta weeks, and fair weekends, and softening for shoulder weeks to keep occupancy up. On the presentation side, professional photos, clear and specific listing copy, and a small list of well-chosen amenities (think outdoor shower, beach gear, fast WiFi) consistently outperform homes that look comparable on paper.

How Quickly Can I Get Booked?

Peak-season weeks (July through Labor Day) for Edgartown, Chilmark, and waterfront Vineyard Haven homes typically book within four to six weeks of listing if pricing is reasonable. Shoulder-season weeks fill more gradually, often in the 60 to 90 day window before the stay. Owners who list before January see the strongest summer demand; owners who list in May still get bookings, just with less pricing power.

What Does Portfolio Properties Handle vs. What I Handle?

We handle marketing, listing management, dynamic pricing, inquiry response, guest screening, bookings, payments, security deposits, key exchange, cleaning coordination, in-stay guest communication, post-stay inspection, and owner reporting. You handle the big decisions: which weeks you want to block off for personal use, approval on major maintenance and capital improvements, and any house rules that matter to you. Day to day, you should not have to think about your rental.

How Do You Vet Renters?

Every inquiry is screened before a booking is confirmed. We verify guest identity, ask about group composition and trip purpose, and decline groups that do not fit the home (party rentals, oversized groups, age mismatches). A security deposit is collected on every stay and held until post-stay inspection clears. If damage occurs, we document it with photos, get vendor quotes, and recover against the deposit on your behalf.

Work With Us

If you are thinking about renting your Martha’s Vineyard home this season or next, we will put together a rental income estimate for your property and walk you through what listing with us looks like. No commitment, just a clear read on what your home can earn and what we would handle.

Get a Rental Estimate