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
$1,407 – $3,413/ night(excl. fees & taxes)
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

Sep 26 – 29, 2026

Charming exterior with lush greenery and welcoming lighting, your Cape Cod vacation haven from the moment you arrive.
Second-floor bathroom with a full bathtub and fresh towels, perfect for relaxing soaks after a day exploring Cape Cod.
Bright and spacious living room with plush seating and natural light, perfect for relaxing, family gatherings, or cozy nights during your Cape Cod getaway.
Cape Cod Getaway - 3BR/2BA Beach Pass Included
Cape Cod Getaway - 3BR/2BA Beach Pass Included

Cape Cod Getaway - 3BR/2BA Beach Pass Included

3 bedrooms·2 baths
Barnstable • Massachusetts
4.89(150 reviews)
$129 – $562/ night(excl. fees & taxes)
WaterAccess 5-Bed 2-Bath Retreat
WaterAccess 5-Bed 2-Bath Retreat
WaterAccess 5-Bed 2-Bath Retreat
WaterAccess 5-Bed 2-Bath Retreat
WaterAccess 5-Bed 2-Bath Retreat

WaterAccess 5-Bed 2-Bath Retreat

5 bedrooms·2 baths
Barnstable • Massachusetts

$2,713.58 USD total for 3 nights

Sep 22 – 25, 2026

Bright living room with fireplace, big windows, and easy backyard access
Bright, airy living room with big windows and cozy seating
Deeded beach rights to a private beach located several minutes away
Bright modern living room with comfy seating and large TV
Bright modern kitchen with stainless appliances and sunny window

Dennis Beach House - Walk to Beach - Pet Friendly

2 bedrooms·1 bath
Dennis • Massachusetts
4.74(132 reviews)
Game room with shuffle board, ski ball, air hockey and ping pong
Living Room
Living Room and the Entertainment Center contains books, puzzles board games, smart television, and a robust record collection.
Epic Game Room - shuffleboard, airhockey, foosball, ping pong, xbox, wii and much more.......
Kitchen and Dining Area - Perfect for family and friend gatherings. Our favorite is to play board games at the table while friends watch the Bruins, Patriot's or Red Sox games at the TV in the living room!

* Game Room, Linens, Quiet St, Central AC/Heat

4 bedrooms·2 baths
Harwich • Massachusetts
5(343 reviews)

$970.94 USD total for 3 nights

Sep 27 – 30, 2026