Vacation rentals in Katama

A brick fireplace is centered in the living area, adorned with a white star accent above the mantle. On the mantle, decorative items are displayed alongside soft white flowers in a glass vase. The space features warm wood tones and inviting lighting.

4.92 out of 5 average rating, 86 reviews

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).

The exterior of a cape style home is presented, featuring a dark wood shingle facade and multiple gabled rooflines. A white front door is flanked by evergreen shrubs, while a stone path leads to the entrance. Lush green grass surrounds the property, complemented by a wooden fence.

4.93 out of 5 average rating, 107 reviews

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.

Cottage in Chappaquiddick

A charming cottage features a shingle exterior surrounded by lush greenery. Large windows invite natural light, and a welcoming entryway is accentuated by steps leading to the front door. The tranquil wooded setting enhances the peaceful atmosphere of the property.

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.

4.98 out of 5 average rating, 85 reviews

5.0 out of 5 average rating, 34 reviews

A two-story house is situated among trees with fresh green leaves. A wooden staircase leads to the entrance on the upper level, while a gravel driveway provides access to the home. The exterior features dark wood siding complemented by teal trim.

Home in Chappaquiddick

Chappy Beach House *DERBY DATES!*

Welcome to this charming 4-bedroom retreat tucked just off Chappaquiddick’s only paved road. Perfectly situated minutes from the Chappy Ferry, downtown Edgartown, and some of the island’s most pristine, uncrowded beaches. Features include AC, high-speed WiFi, a washer/dryer, and a gas grill for laid-back summer dinners. Whether you’re a longtime Vineyard lover or discovering Chappy for the first time, this home offers the ideal base to experience the island’s quiet beauty and classic charm.

A custom-built home is depicted with a charming shingle exterior and a symmetrical roof. The front porch is flanked by well-maintained landscaping, including flower beds. Several windows allow natural light to illuminate the inviting entryway, creating an accessible and welcoming façade.

4.94 out of 5 average rating, 16 reviews

Lovely Farm View on Llewellyn

Custom built home with beautiful backyard views of Morning Glory Farm’s produce fields. The home features 4 bedrooms including 3 king beds, 1 queen bed, and a twin trundle bed and an additional pull-out couch in a common area. The kitchen is fully equipped with all essentials and perfect for preparing a meal for a large group. Located 1.5 miles from downtown Edgartown and a 10 minute drive to nearby beaches. Other towns such as Oak Bluffs or Vineyard Haven are a short 12 minute drive away.

4.83 out of 5 average rating, 35 reviews

Cottage in Edgartown

Light & Bright Katama Cottage

This bright, window-lined cottage sits in a garden oasis, privately tucked off of Katama's right fork. The interior boasts original Vineyard signage and antique artwork, has an open plan cooking/eating/living area on the main floor, as well as a queen bedroom, laundry and full bath, and then two bedrooms up a central spiral staircase (1 Queen, 1 Bunk + 1 Twin) connected by a half bath. Beach and kid amenities provided. Centrally located between South Beach, Edgartown, & Morning Glory Farm.

An inviting living room features a light-colored sofa and a natural wood coffee table. Artwork and plants add warmth, while natural light fills the space through ample windows. A large television is mounted on the wall, providing entertainment options for guests.

4.98 out of 5 average rating, 84 reviews

Valentine's Retreat Hot Tub Fire Pit Trails Beach

LOCATION LOCATION ✅ Rated Top 5% of Homes ✅Cleanliness, Fully stocked kitchen ✅Pet-Friendly, Minutes from ferry & beaches ✅ Peaceful & private neighborhood ✅ HotTub, Fire Pit, Trails at your door step, perfect for peaceful strolls or energetic hikes through lush landscapes. AND Flexibility, with Every detail curated for comfort and style, you'll feel at home the moment you step inside. Located with the island's natural beauty around you, unwind and reconnect with nature.

5.0 out of 5 average rating, 6 reviews

A contemporary home with a light-colored wooden exterior, framed by a manicured lawn and trees. The welcoming front porch features stairs leading to double doors, while a deck adorned with wooden railings invites relaxation amidst a lush natural setting.

Home in Chappaquiddick

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.

A charming two-story cottage features a shingled exterior with a pitched roof. The inviting front porch is supported by wooden pillars and surrounded by lush greenery. A white picket fence encloses the well-kept lawn, creating a warm curbside appeal.

5.0 out of 5 average rating, 29 reviews

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.

Cottage in Chappaquiddick

A bright living space features white walls and a wooden ceiling with ample natural light. A round coffee table is centered in the room, surrounded by a sofa and wicker chairs. A side table holds a lamp, and a colorful artwork is displayed on the wall, with ocean views visible through windows.

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!

5.0 out of 5 average rating, 17 reviews

4.96 out of 5 average rating, 46 reviews

The kitchen features sleek countertops, stainless steel appliances, and a unique table supported by a natural wood base. Large windows provide ample natural light, illuminating the space. Cabinets offer storage solutions, while the stove and sink are conveniently positioned for ease of use.

Apartment in Edgartown

Katama Loft

Very cute clean apt with private outdoor space. 1.5 miles to either downtown or beach. Bike path across the street! Restaurants and general store within a half mile. One bedroom, living room area, kitchen with stove, microwave, and convection oven and cookware. Grill, outdoor dining, smart tv, wifi, beach gear, laundry, and more! Bikes and kayaks available on request. Thoughtful touches throughout and your comfort always in mind

The entrance of a condo is framed by a well-maintained lawn, with vibrant greenery and colorful flowers surrounding the doorway. The front door, featuring a decorative glass panel, opens to a sunlit pathway lined with stone pavers.