Main Enteance
Enclosed Porch
AT THE CORNER
Deck, Bbq Grill, & Porch
Up Stairs Loft

WALK to WELLFLEET’s INDIAN NECK BEACH

3 bedrooms·2 baths
Wellfleet • Massachusetts
$275/ night(excl. fees & taxes)
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

Oct 19 – 26, 2026

Beautiful, inviting, and classic but modern.
Chef's kitchen, fully equipped. Gas stove.
Open plan.
Comfortable communal dining.
Dining outdoors, either on the deck or at the firepit.

The Map House - Modern Wellfleet Vacation

3 bedrooms·2 baths
Wellfleet • Massachusetts
5(3 reviews)

$972.83 USD total for 3 nights

Oct 19 – 22, 2026

Back of house, private deck & wooded property
Teak dining table with umbrella
Front of house
Living Room
Living room

Gorgeous Cape with Deck Close to Ponds and Ocean

3 bedrooms·2 baths
Wellfleet • Massachusetts

$3,614.63 USD total for 7 nights

Oct 19 – 26, 2026

New mid century modern style furniture with oceanfront views from the living room
Oceanfront cottage on a private beach
Your own private path to the beach
You can't get any closer to the your own private beach!
Beach chairs are provided! Ready for you to step out of your car and right onto the beach! No parking worries, always cold beverages and quick access to your own bathroom. A++ Beach towels are not provided.

Sand Castle Drive ~ Oceanfront with Private Beach

2 bedrooms·1 bath
Sandwich • Massachusetts
4.93(28 reviews)
$406/ night(excl. fees & taxes)
Living area
Interior
Private kitchen
Living area
Room

Spectacular waterViewHome

2 bedrooms·2 baths
Bourne • Massachusetts

$1,615.00 USD total for 3 nights

Nov 30 – Dec 3, 2026

Cape Getaway +EV Charger + Fire Pit +OutdoorShower
Cape Getaway +EV Charger + Fire Pit +OutdoorShower
Cape Getaway +EV Charger + Fire Pit +OutdoorShower
Cape Getaway +EV Charger + Fire Pit +OutdoorShower
Cape Getaway +EV Charger + Fire Pit +OutdoorShower

Cape Getaway +EV Charger + Fire Pit +OutdoorShower

3 bedrooms·2 baths
Falmouth • Massachusetts
5(21 reviews)

$1,427.45 USD $1,274.25 USD total for 3 nights

Oct 19 – 22, 2026

Cozy Beach Home w/ Firepit & EV
Cozy Beach Home w/ Firepit & EV
Cozy Beach Home w/ Firepit & EV
Cozy Beach Home w/ Firepit & EV
Cozy Beach Home w/ Firepit & EV

Cozy Beach Home w/ Firepit & EV

3 bedrooms·1 bath
Falmouth • Massachusetts

$1,087.97 USD $985.70 USD total for 3 nights

Oct 19 – 22, 2026

Outermost Penninsula w cottage to left
Main House
Outermost Penninsula view to Edgartown
Living Room fireplace
Super Moon Rising over Main House

Outermost House

6 bedrooms·5½ baths
Edgartown • Massachusetts

$15,233.33 USD $14,111.31 USD total for 7 nights

Oct 19 – 26, 2026

Falmouth Heights Cottage
Falmouth Heights Beach
Fenced yard for dogs, kids, and family parties
Outdoor shower
Kitchen

Falmouth Heights Cottage ~ Cape Cod

3 bedrooms·2 baths
Falmouth • Massachusetts
5(68 reviews)

$3,116.47 USD total for 7 nights

Oct 19 – 26, 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)

$1,978.00 USD total for 3 nights

Oct 19 – 22, 2026

Vienna House
Front Porch
Side Porch and Parking
Kitchen
Kitchen & island

Vienna Ave House

3 bedrooms·2 baths
Oak Bluffs • Massachusetts

$2,253.33 USD total for 3 nights

Oct 19 – 22, 2026

Entrance
Sun Room
Front Entrance Spring 2025
Sunroom entrance
Kitchen

Holly Tree Haven

3 bedrooms·1 bath
Oak Bluffs • Massachusetts

$3,258.45 USD total for 5 nights

Jul 30 – Aug 4, 2027

The Captain Morse House
The Captain Morse House looking towards town
The Captain Morse House looking towards town
Back Pation
Large Lawn suitable for events

Captain Morse House

12 bedrooms·7 baths
Edgartown • Massachusetts
4.97(35 reviews)

$8,568.43 USD total for 3 nights

Oct 31 – Nov 3, 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
Patio and Lawn

West Wing of the Captain Morse House

6 bedrooms·4 baths
Edgartown • Massachusetts

$4,849.12 USD total for 3 nights

Oct 31 – Nov 3, 2026

East Wing of the Captain Morse House
East Wing of the Captain Morse House
Front Door
Front Porch - 1st floor
View down Morse to the harbor

East Wing of the Captain Morse House

6 bedrooms·3 baths
Edgartown • Massachusetts

$5,332.62 USD total for 3 nights

Oct 21 – 24, 2026

View of Ferry House #2
2nd Floor Deck
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

Oct 25 – Nov 1, 2026

Ferry House #4
Back entrance to Ferry House
Waterfront view from dock
Stairs to 2nd Floor
Great Room

Morse Ferry House - Deluxe waterfront home in Edgartown

3 bedrooms·3 baths
Edgartown • Massachusetts

$25,426.27 USD total for 7 nights

Oct 25 – Nov 1, 2026

Entrance on North Water St
Main House from Pool House
Back Entrance to Main House
Back Patio
Kitchen

Connaught House Luxury North Water Street enclave with pool

6 bedrooms·5½ baths
Edgartown • Massachusetts

$31,754.08 USD total for 7 nights

Oct 24 – 31, 2026

View of Vineyard Haven Sound from living room
View of Vineyard Haven Sound from deck
Aerial view of Cottage
Front entrance
Kitchen

Waterfront Cottage Martha’s Vineyard

2 bedrooms·1 bath
Oak Bluffs • Massachusetts

$1,500.00 USD total for 3 nights

Oct 19 – 22, 2026

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
View of Main House
Entrance off Driveway into Kitchen
Living Area
Living Area
Living Area

Sandpiper Fields Luxury Field Club Home close to South Beach

4 bedrooms·4½ baths
Edgartown • Massachusetts

$20,223.38 USD total for 7 nights

Oct 24 – 31, 2026

Compound from Driveway
Walkway to Front door
Carriage House/Garage
Front Door
Pool

Sandcastle - Luxurious compound in the prestigious Field Club

5 bedrooms·5½ baths
Edgartown • Massachusetts

$49,874.61 USD total for 7 nights

Oct 24 – 31, 2026

Main House
Roses on the stone wall
Driveway
Garage Apt
Laundry

Katama Bay View Oyster Catcher

4 bedrooms·4 baths
Edgartown • Massachusetts

$19,673.72 USD total for 7 nights

Oct 24 – 31, 2026