Location

Dates

Guests

Vacation rentals in Nantucket, Massachusetts, United States

Walk to everything in town - no car needed!

Walk to everything in town - no car needed!

Walk to everything in town - no car needed!

Walk to everything in town - no car needed!

Walk to everything in town - no car needed!

Walk to everything in town - no car needed!

3 bedrooms·1 bath

Nantucket • Massachusetts

4.94(17 reviews)

$3,695.00 USD total for 3 nights

Sep 7 – 10, 2026

Welcome to "Nantucklet," in the heart of Nantucket town!

The living room has a beam in the celiling with writings from the 1800's

Listen to music

Chat with your friends and family

Nantucklet

3 bedrooms·2 baths

Nantucket • Massachusetts

4.96(23 reviews)

$3,830.00 USD total for 3 nights

Sep 7 – 10, 2026

Outermost Penninsula w cottage to left

Outermost Penninsula view to Edgartown

Living Room fireplace

Super Moon Rising over Main House

Outermost House

6 bedrooms·5½ baths

Edgartown • Massachusetts

$21,406.39 USD $19,790.52 USD total for 7 nights

Sep 7 – 14, 2026

Roses on the stone wall

Katama Bay View Oyster Catcher

4 bedrooms·4 baths

Edgartown • Massachusetts

$19,673.72 USD total for 7 nights

Sep 12 – 19, 2026

View of Main House

Entrance off Driveway into Kitchen

Sandpiper Fields Luxury Field Club Home close to South Beach

4 bedrooms·4½ baths

Edgartown • Massachusetts

$32,303.74 USD total for 7 nights

Sep 12 – 19, 2026

Compound from Driveway

Walkway to Front door

Carriage House/Garage

Sandcastle - Luxurious compound in the prestigious Field Club

5 bedrooms·5½ baths

Edgartown • Massachusetts

$49,874.61 USD total for 7 nights

Sep 12 – 19, 2026

View of Ferry House #2

Entryway, Stairwell Upstairs

Primary Bedroom

Primary Bedroom

Amazing waterfront home in Edgartown with Light House view

4 bedrooms·4 baths

Edgartown • Massachusetts

$25,426.27 USD total for 7 nights

Sep 27 – Oct 4, 2026

Back entrance to Ferry House

Waterfront view from dock

Stairs to 2nd Floor

Morse Ferry House - Deluxe waterfront home in Edgartown

3 bedrooms·3 baths

Edgartown • Massachusetts

$25,426.27 USD total for 7 nights

Sep 27 – Oct 4, 2026

The Captain Morse House

The Captain Morse House looking towards town

The Captain Morse House looking towards town

Large Lawn suitable for events

Captain Morse House

12 bedrooms·7 baths

Edgartown • Massachusetts

4.97(35 reviews)

$9,244.92 USD total for 3 nights

Sep 20 – 23, 2026

West Wing of the Captain Morse House

West is on the Left - East is on the right

West Wing and lawn

West and East 8 person patio tables

West Wing of the Captain Morse House

6 bedrooms·4 baths

Edgartown • Massachusetts

$5,290.05 USD total for 3 nights

Sep 20 – 23, 2026

East Wing of the Captain Morse House

East Wing of the Captain Morse House

Front Porch - 1st floor

View down Morse to the harbor

East Wing of the Captain Morse House

6 bedrooms·3 baths

Edgartown • Massachusetts

$8,606.39 USD total for 3 nights

Sep 7 – 10, 2026

Entrance on North Water St

Main House from Pool House

Back Entrance to Main House

Connaught House Luxury North Water Street enclave with pool

6 bedrooms·5½ baths

Edgartown • Massachusetts

$43,834.43 USD total for 7 nights

Sep 12 – 19, 2026

Welcome to Katama Delight of Martha's Vineyard

South facing sunny balconies and deck

Welcoming entry to our home, laundry area enclosed by glass doors (adjacent to the kitchen)

Cathedral ceiling great room; a bright and airy space with plentiful seating

Spacious and bright cathedral ceiling great room; sliding door to deck, lawn and garden

Katama Delight of Martha's Vineyard

4 bedrooms·3 baths

Edgartown • Massachusetts

$13,596.80 USD total for 7 nights

Sep 12 – 19, 2026

Welcome to summer on Martha's Vineyard. We look forward to hosting you!

A long, tree‑lined shell drive leads to the home, creating a peaceful, private approach framed by mature trees.

Settle into the front‑porch swing and enjoy a peaceful moment with your morning coffee or a good book. A cozy, inviting spot to unwind and take in the day.

The barrel sauna creates a tranquil escape steps from the house. Perfect for relaxing after a long day.

A beautifully set spa offers a quiet place to soak and recharge, framed by gardens and the soft glow of natural light. There are two outdoor showers to use after the beach or to enjoy the outdoors!

Hidden Vineyard - 5bd, Heated Pool, Spa & Sauna

5 bedrooms·3½ baths

Edgartown • Massachusetts

5(31 reviews)

$2,650 – $4,000/ night(excl. fees & taxes)

Lovely Martha's Vineyard 3/2 Vacation Rental!

Lovely Martha's Vineyard 3/2 Vacation Rental!

Lovely Martha's Vineyard 3/2 Vacation Rental!

Lovely Martha's Vineyard 3/2 Vacation Rental!

Lovely Martha's Vineyard 3/2 Vacation Rental!

Lovely Martha's Vineyard 3/2 Vacation Rental!

3 bedrooms·2 baths

Edgartown • Massachusetts

$6,450.00 USD total for 6 nights

Sep 17 – 23, 2026

Beautiful view of Ocean Park and the Pavilion from the 2nd floor public balcony.

Living room with spectacular views of Ocean Park and the beach beyond.

Heart of Oak Bluffs, Ocean Views, Walk Everywhere!

Fully equipped kitchen.

Master bedroom with king bed and private balcony overlooking Ocean Park with breathtaking ocean views.

Heart of Oak Bluffs, Ocean Views, Walk Everywhere!

2 bedrooms·1 bath

Oak Bluffs • Massachusetts

5(6 reviews)

$2,313.10 USD total for 3 nights

Sep 22 – 25, 2026

Side Porch and Parking

Kitchen & island

Vienna Ave House

3 bedrooms·2 baths

Oak Bluffs • Massachusetts

$5,264.20 USD total for 6 nights

Sep 7 – 13, 2026

Front Entrance Spring 2025

Sunroom entrance

Holly Tree Haven

3 bedrooms·1 bath

Oak Bluffs • Massachusetts

$500/ night(excl. fees & taxes)

Inca Gardens Patio with deck in background

Inca Gardens from the street

Entrance to deck and front door

Inca Gardens front entrance

Inca Gardens front deck

Inca Gardens Apartment in Oak Bluffs

3 bedrooms·1 bath

Oak Bluffs • Massachusetts

Maushop Village Cottage

Maushop Village Cottage

Maushop Village Cottage

Maushop Village Cottage

Maushop Village Cottage

Maushop Village Cottage

2 bedrooms·1½ baths

Mashpee • Massachusetts

$4,800.00 USD total for 7 nights

Sep 7 – 14, 2026