Vacation rentals in Chappaquiddick

Walk to downtown Edgartown in a quiet neighborhood

This house is on a peaceful side street just a 15-min walk to Edgartown Village. It has 3 bedrooms, 1 bath, a well-equipped kitchen, a porch, and a grill for summer cooking! This space is a second-floor unit; the first floor is occupied by the owner. Both units are completely separate with private entrances and no shared spaces. Close to multiple popular beaches, the town library and playground, and just around the corner from the island's largest grocery store make this a great home base!

Ferry Tickets Available - Cozy Coastal Hideaway

✔Beach! ✔Downtown! ✔Restaurants/Bars! ✔Bike Path! Summer Ferry Tickets are available Sun to Sun. Island Grove is the place to be, tennis and in proximity to the Island-favorite Morning Glory Farm and the bike path to Edgartown Village, and South Beach. Our home features three bedrooms (king, queen, two twins), deck w/awning, A/C, and an easy bike ride to town or beach. Quiet, relaxing and close to the best of Edgartown and the Vineyard. We provide bed linens and bath towels (many don't).

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.

Walk to EDG Wharf - Outdoor Shower, AC, and Grill

Just a short walk to Edgartown's shops & restaurants, this cape style home features open concept living, stainless steel appliances, bamboo floors, oversize 2 car garage, washer/dryer and outdoor shower! The master suite includes a sitting area, walk in closet & attached bath with walk-in shower, soaking tub & double vanity. Additional 3 BRs include queen/twin beds & 2 full baths. Kitchen sliders lead to outdoor brick patio with BBQ and dining area. Outdoors games and four bikes included.

Outdoor Shower, Private Garden Patio, 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

Classic Edgartown Stunner close to Town and Beach

The BEST Edgartown has to offer with this close to town property set on a private large lot. Two story 4 bedroom house located less that a mile from Main St and conveniently located on the bike path. The first floor features open kitchen and dining space out to large rear yard with outdoor dining set, Weber gas BBQ and outdoor shower. One queen guest bedroom and full bathroom downstairs. Light filled family room with TV with cable and streaming services. The upstairs has 3 large bedrooms.

Sunny Studio Apartment on Martha's Vineyard

Our Sunny Studio is centrally located on Martha's Vineyard. A down-island location with an up-island feel. Open and airy studio with kitchenette and bath. The apartment has all the essentials. The apartment is located within walking distance of hiking and biking trails. A 10 to 15 minute car ride to any down-island town / beach. ***Please Note: Although conveniently located we are not within walking distance to Bars or Restaurants. We do recommend first time visitors rent or bring a car.

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!

Beautiful Edgartown / Katama House

The house is located a short drive, bike, or walk from Edgartown center, one of the nicest towns on the East Coast. In the property you will find an expansive well stocked kitchen ready for all your culinary needs. 3 beautiful bedrooms that sleep 6 along with the sun room being equipped with a queen sofa bed. The house boasts a large backyard with an outside grill, dining table on the full patio, and many places to relax.

Quiet Hide Away

Lovely efficiency suite with private entrance in a quiet neighborhood. Private space located over attached garage. Plenty of space for two guests. Comfortably appointed with queen bed, dining set, living area with tv and full bath. Enjoy a coffee or cocktail on the private deck. Toaster oven, refrigerator and coffee maker will start your day right before heading to nearby beaches, golf courses or shopping.