Holiday houses in South Beach

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Top-rated holiday rentals in South Beach

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

Home in Mashpee

5 out of 5 average rating, 37 reviews

Ocean View Cape Cod Beach Cottage

Experience a truly one-of-a-kind Cape Cod getaway in this classic beach cottage, tucked in New Seabury, Mashpee. Just steps from a private beach and a short stroll to Popponesset Marketplace, it captures the essence of coastal charm. Ocean breezes, golden sunsets, BBQs, and an outdoor shower make it the quintessential summer retreat. Popponesset Marketplace (10min walk) is closed during the off season but Mashpee Commons (10min drive) is open Saturday - Saturday rentals only during July/August

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Guest favourite

Home in Edgartown

4.96 out of 5 average rating, 24 reviews

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!

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Top Guest favourite

A private garden patio is showcased, featuring a circular table surrounded by four chairs. Plush cushions in vibrant blue patterns adorn the seating. Nearby, two wooden lounge chairs offer additional relaxation options. Lush greenery and flowers provide a natural backdrop, enhancing the outdoor ambiance.

Apartment in Edgartown

5 out of 5 average rating, 125 reviews

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

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Top Guest favourite

A dining area features a round table covered with a patterned tablecloth, surrounded by four wooden chairs. Light wood paneling lines the walls, complemented by soft ambient lighting. A painting hangs near the table, adding a decorative touch to the space.

Cottage in Edgartown

4.93 out of 5 average rating, 30 reviews

Bright Cottage in Katama ~ Walk to South Beach!

Perfect Katama venue for that laid back beach vacation! Just a mile easy walk/bike ride to South Beach, and 1.5 miles to Edgartown. Location, baby! Just steps to the bike path and bordered by Conservation land. Your hosts: an Island author and an Edgartown charter fisherman, who are dedicated to making your vacation a success, without being obtrusive. Every rental takes home a signed copy of The Legend of Katama, the Wampanoag Creation Story of Dolphins to commemorate your Katama visit.

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Guest favourite

A spacious two-story house is set on a large lawn surrounded by neatly trimmed landscaping. The wraparound porch features white railings and rocking chairs, with a blue door adding a touch of color. Adjacent, a garage is visible, completing the inviting entrance.

Home in Edgartown

4.86 out of 5 average rating, 36 reviews

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.

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Superhost

A bright studio space is complemented by angled ceilings, featuring a King size bed with a light blue comforter and a Queen futon. A small dining table with white chairs sits near a large window, while local artwork adorns the walls, enhancing the overall ambiance.

Apartment in Edgartown

4.78 out of 5 average rating, 54 reviews

Private Studio in South Beach

Once an art studio, this private, bright, and cozy space is tucked away on a quiet beach road. It features local art, books, and a creative, laid-back beach vibe. Peaceful & relaxing, it’s just a short stroll from the beach, bike path, scenic trails, tranquil ponds, and the free-shuttle bus stop. With bike & kayak rentals and scenic bi-plane rides nearby, it’s an ideal spot for nature lovers and outdoor adventures—while still just being a couple miles from lively, historic Edgartown.

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Guest favourite

The interior features a wooden wall with a triangular peak highlighted by a small window, allowing natural light to filter through. A pendant light hangs from the ceiling, complementing the rustic aesthetics of the space.

Guesthouse in Edgartown

4.91 out of 5 average rating, 104 reviews

Martha’s Vineyard Cottage - A Glamping Experience!

This is your vineyard home, where you can walk or ride a bike less than a mile to the beach or two into town. Get the glamping experience with kitchenette, A/C, an outdoor shower, a composting toilet, a queen bed in the loft and futon couch that can sleep two more in the living room. Enjoy outdoor games, outdoor seating, a Weber grill for bbq, tv, WiFi, cozy indoor space and more, right on the bike path with a bus stop for easy accessibility or free car parking. Whatever you want!

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Guest favourite

The exterior of the yurt showcases a circular wooden structure with large, rounded windows, complemented by a metal roof. A private yard features lush greenery, colorful flora, and outdoor seating arrangements, creating an inviting space for relaxation and outdoor activities.

Home in Oak Bluffs

4.92 out of 5 average rating, 305 reviews

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!

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Top Guest favourite

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.

Cottage in Edgartown

5 out of 5 average rating, 12 reviews

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!

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Top Guest favourite

A well-appointed efficiency suite features a spacious bed with soft linens against a light-colored wall. Two comfortable chairs and a small table are positioned near the bed, creating a quaint sitting area. Natural light enters through several windows, enhancing the inviting ambiance.

Guest suite in Oak Bluffs

4.98 out of 5 average rating, 195 reviews

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.

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Guest favourite

The inviting living area features a white couch adorned with accent pillows, complemented by a striped ottoman. A cozy armchair is positioned nearby, and a piece of artwork hangs on the wall. Natural light filters through the window with wooden shutters.

Apartment in Tisbury

4.88 out of 5 average rating, 168 reviews

Martha's Vineyard Pied-á-terre #2 Vineyard Haven

Martha's Vineyard Pied-á-terre # 2 Vineyard Haven is but a short stroll from the ferry. Found in the heart of Vineyard Haven, this beautiful apartment is in the center of our village and it's mix of restaurants, shops, galleries and theaters. A seamless blend of comfort and convenience! If your dates are not available you can check our neighboring property Martha's Vineyard Pied-á-terre #1 Tisbury

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Superhost

Home in Falmouth

5 out of 5 average rating, 3 reviews

*NEW! Water Views | Falmouth Heights Beach

Welcome to your serene coastal escape! Forget the stress of long commutes to the shore; this beautifully updated and thoughtfully designed home is the perfect sanctuary for families or friends seeking a mix of relaxation and classic Cape Cod adventure. Tucked away in a quiet, friendly neighborhood, you are perfectly positioned to enjoy the best of Falmouth’s beaches and its vibrant downtown.

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