Nantucket · Town · Weekly
A Nantucket summer rental in the heart of Town
Four en-suite bedrooms and a two-bed playroom, a three-season porch that opens on folding glass walls, and a sunny bluestone patio backing onto protected woods — a short walk from Main Street. $30,000 per week, Saturday to Saturday.
The house
Built in 2016. Finished like a house that has always been here.
Twenty West Chester Street is a KMS Design house on one of the quietest streets in Town — a great light corridor on the south side, protected vegetation behind, and no through traffic to speak of.
You come in through a wide foyer under a barrel ceiling, and the sight line runs the length of the house to a wall of windows in the living room. French doors on both sides of the fireplace open to the three-season porch, where new folding glass windows take the whole wall away and a gas fireplace handles the cool evening. The bluestone patio picks up the afternoon sun; the firepit takes over once it drops.
Four bedroom suites, each with its own bath, plus a shiplapped third-floor playroom with two built-in beds — so a four-bedroom house comfortably lives as a five-bedroom for ten. And the particular luxury of an in-town Nantucket summer rental: you can leave the car parked all week.
Why this house
What you are actually renting
Most Nantucket summer rentals ask you to trade one thing for another — the beach house that is twenty minutes from dinner, or the town house with no outdoor space. This one does not make you choose.
A five-minute walk to Main Street
Cobblestones, the Whaling Museum, Straight Wharf and the ferry are all inside a fifteen-minute walk. Steps and Jetties Beach are a short bike ride north.
Four suites, no shared baths
A first-floor suite off the kitchen, two guest suites at the front upstairs, and a master with a west-facing balcony. Then the playroom on three. Everyone gets a door that closes.
A patio you will actually use
Sunny bluestone, a full outdoor dining table, a firepit conversation area, a side porch and an outdoor shower — private, hedged, and quiet.
Central air, and it matters
August on Nantucket can be humid. The house is fully air-conditioned, professionally cleaned before every arrival, and stocked with linens and beach towels.
Simple weekly booking
Saturday to Saturday, $30,000 per week, all in. No cleaning fee bolted on at checkout, no service fee, no resort charge.
A person, not a portal
You book directly with the owner’s office. Provisioning, a chef, a boat charter, beach permits — ask and it gets arranged before you land.
The week
How a week here tends to go
Coffee in the breakfast nook before anyone else is up. Bikes to Steps Beach by ten, back through town for lunch. The afternoon splits — some people to the Whaling Museum, some to the den with a book, someone to the fish market on Old South Wharf.
Dinner is either at the outdoor table with a chef you booked in March, or a nine o’clock table at Cru because you walked there. Either way, the fire gets lit and the last people go up around midnight.
Then Saturday comes and someone says, out loud, that you should take the same week next year. Most of our guests do.
Amenities
Included in every week
- Four en-suite bedrooms
- Third-floor playroom, two built-in beds and a half bath
- Sleeps ten
- Four full baths and two half baths
- Three-season porch, folding glass windows
- Gas fireplace on the porch
- Wood-burning fireplace in the living room
- Mahogany and glass wine cellar
- Kitchen island with counter seating
- Breakfast nook onto the porch
- Sunny den with custom built-ins
- Farmhouse dining table for ten
- Master balcony, west-facing
- Freestanding soaking tub in the master bath
- Walk-in closet
- Laundry room with sink basin
- Covered side porch
- Sunny bluestone patio
- Firepit conversation area
- Quarter acre backing onto protected woods
- Oak floors throughout
- Custom KMS built-ins in every room
Arranged for your week
- Linens and pre-arrival cleaning
- Mid-week housekeeping on request
- Provisioning before you land
- Private chef on request
- Beach permits and gear
- Bicycle hire delivered to the house
Non-smoking. No pets. No events, parties or commercial photography.
Read next
Planning a Nantucket summer
The Nantucket summer rental guide
Which week to book, how to get here, what a house actually costs, and what to do once you arrive.
West Chester Street and Town
Walking times to Main Street, the ferries, the beaches and every restaurant worth the reservation.
Rates and June 2027 availability
The whole of June 2027 is open. Week-by-week calendar, deposit schedule, and exactly what the $30,000 covers.
Hold a week
Prime July and August weeks are typically spoken for by the end of February. Tell us the dates you have in mind and we will confirm within one business day.