Vacation rentals in Chappaquiddick

Private Garden Oasis -Outdoor Shower- Walk to town

* Private garden patio: string lights create chill evenings around the propane fire pit. Table & chairs, propane grill, & enclosed outdoor shower * 10 min walk to Edgartown's dining & boutiques * Cable TV, Streaming services, Sonos * High-speed WiFi, comfortable workspace in the bedroom * USB charging ports in the BR & LR * Small but mighty fully stocked kitchen for home-cooked meals * Organic, local bath products * Board games & a small library * HW floors, SS Bosch appliances, DW, W/D, HVAC

Chappy cottage close to ferry & walk to beach

Booking for '26 Season. Charming cottage is a 5-minute bike ride to the Chappy ferry & beach and a 10-15 minute walk to the Frances Preserve beach. Located in a quiet wooded setting, the property offers new furniture and beds; renovated kitchen with dishwasher and microwave; new bath w/ shower/tub; washer/dryer; hardwood; screen porch; deck & outdoor shower. Cable, wifi (200 megs), AC, ceiling fan, grill, deck furniture, beach chairs & umbrella. The rental season runs mid May through late Oct.

Sunset on Shore - Lewis Bay Waterfront

NEW LISTING! Built in the 1930s, this is the kind of beach house that invites you to unplug (don’t worry-there’s WiFi). With views of Lewis Bay from every room, private stairs to the water, a big deck, lawn, and outdoor shower, it’s all about the location and the view. Inside, it’s Olde Cape Cod-window A/C, a butter-yellow kitchen, and the kind of charm that takes you back-nostalgic in all the right ways and the best seat for every sunset. Bring your boat-a ramp is located at Englewood Beach.

Modern Luxury Apt. | 7 min from Commons

This luxury 1Br + 1bth apartment is the perfect getaway. - 650 square feet, newly renovated - 15 Minutes from Old Silver Beach, South Cape Beach, and Falmouth Heights beaches - Steps from 1,700 acres of walking trails (Crane Wildlife) - 7 minutes to Mashpee Commons (shops and restaurants) - 15 minutes to Main Street Falmouth - 13 minutes to Ferry for Marthas Vineyard - 85” smart TV - 5 minutes to Shining Sea Bike Trail - Coffee/Espresso Machine - 2 minutes from Paul Harney Golf Course

Vineyard Meadow Writer's Cottage with Hot Tub

This lovely retreat is just steps from miles of trails. Walk to the beach or meander through woods of Long Point Wildlife Refuge, experiencing the serenity of this untouched corner of Martha's Vineyard. After a day of enjoying the outdoors, come home to the light and airy writer's retreat. The HOT TUB IS OPEN! It also has an outdoor shower and a wonderful kitchen. This is the perfect location for a get-away with family and friends or for a creative retreat with your fellow artists.

Chappaquidick contemporary cottage with sauna

This unique place has a style all its own. Contemporary 3 bedroom 2 bathroom home in heart of chappaquidick island . Off the main road close to Mytoi garden , waque and dike bridge. Bike to the beach . And best of it all is the Outdoor shower . Just ferry ride To Edgartown to enjoy morning stroll or have dinner. Equipped with echelon cycling bike sauna and ping pong table. Enjoy bbq on deck .washing machine and dryer available for use All bed have linen and quilt blankets.

NEW Beautiful Waterfront, Firepit & Private Dock

Welcome to Weather Permitting, a relaxing Cape Cod retreat perfect for families and groups. Enjoy beautiful water views, cozy gathering spaces, and direct pond access from the private dock. Spend your days relaxing by the water, lounging on the deck, or exploring nearby beaches and local attractions. - 6 min drive to Seconsett Beach - 10 min drive to South Cape Beach - 15 min drive to Mashpee Commons shopping & dining Experience Mashpee with us & learn more below!

Pocasset Private Beach Family Retreat/firepit

Nestled in an exclusive community with a private association beach, this captivating new construction offers unparalleled sophistication and breathtaking water views from every room. Step inside and experience the exquisite interior, adorned with custom finishes and smart home features. The fabulous upscale kitchen, complete with top-of-the-line appliances, flows seamlessly into the dining and living spaces, which feature soaring ceilings and a cozy gas fireplace.

Martha's Vineyard Cottage: Walk to Town and Beach

Updated 1920s Cottage in Edgartown Village – Walk to Beach, Harbor and Main Street Step into classic Vineyard charm at this fully updated 4-bed, 3-bath craftsman cottage in the heart of Edgartown. Two blocks from Main Street’s restaurants, galleries, and harbor and a quick walk to Fuller St Beach & Lighthouse Beach. Fully winterized + AC, high-speed Wi-Fi, three workstations. Ideal for families, bachelorette parties or anyone craving a New England coastal escape.

The Luxury Vineyard Yurt

Discover this exceptional Luxury Yurt firsthand! Upon entering, you will be welcomed by a distinctive experience, featuring textured concrete radiant floors and a four-foot circular central skylight. Every aspect has been meticulously designed, allowing you to relax in a generous private yard. Enjoy your evenings under the stars, utilize the complimentary paddling, practice yoga in the spacious loft, and indulge in the beauty of your private island Yurt!

Beachfront Cottage w. Yard + Town Access

Welcome to The Mizzen Cottage! Updated 1930's cottage on an ocean front compound on beautiful Chappaquiddick. Complete with a picturesque porch overlooking the outer harbor, side deck, outdoor shower, washer/dryer, dishwasher. Stunning views of the Edgartown lighthouse and Cape Poge. Access to a private beach. Access town with just a 10 minute walk (or 1 minute drive) to the Chappaquiddick Ferry, and be in downtown Edgartown in 15 minutes or less!

Lake Shore Cottage - Waterfront with Beach Access

Welcome to Lake Shore Cottage, a serene retreat on Jenkins Pond in Falmouth, MA. Enjoy lake views, direct waterfront access, and a sandy beach shared only with our next-door neighbor. Inside are professionally designed interiors and modern amenities in a fully renovated space. Perfect year-round, the cottage offers kayaking, swimming, and fishing in summer, cozy winters by the fireplace, and three stylish bedrooms for up to six guests.