House holiday rentals in South Shore

4.99 out of 5 average rating, 68 reviews

Piece of Katama Heaven near South Beach,Edgartown

Large house with 2 masters suites. Modeled after HGTV Dream House 2015. Large piece of property near ocean and Edgartown center. Clean, sunny with a large custom table on screened in porch which is attached to gourmet kitchen- great area to watch the bunnies, turkeys, deer. Masters have own TVs and one has private deck. Outdoor shower, outdoor kitwo living rooms, each has a TV. Katama is the most requested area to rent - close to Oak Bluffs and Vineyard Haven. Bikes available as is bike trailer

4.94 out of 5 average rating, 112 reviews

Home in Mashpee

Newly Renovated! Seconds to sand, fire pit, A/C

Recently Renovated! This Cape Cod Cottage is completely refreshed top to bottom. Less than 60 seconds to the sand. Cape cod vacations do not get any better than this! Located on idyllic Monomoscoy Island known for its gorgeous wildlife and stunning waterways, our home is the perfect choice to rent on Cape Cod. We are less than 10 Mins to Mashpee Commons and famous Mashpee Town Beach, Less than 5 mins to New Seabury and the Popponesset Inn, and only 15 mins to downtown Falmouth. Linens included!

Superhost

Home in Oak Bluffs

4.8 out of 5 average rating, 81 reviews

Martha's Vineyard house near Lagoon Pond Beach

Walking distance to Lagoon Pond public beach. New kitchen, 2or3 bedrooms with queen beds, 2-3 baths with showers plus outdoor shower. Sleeping Loft with single bed. Walk or ride a bike to downtown Oak Bluffs. Back yard with sitting area, new covered porch/BBQ. Wifi/AC/laundry. No smoking in house. No pets. Images are a bit dated. The 2nd bathroom has been updated. Before booking, if you have no previous reviews on Airbnb, send us a message introducing yourself and tell us about your trip.

4.94 out of 5 average rating, 182 reviews

Home in Nantucket

Cuddle In Cottage near Surfside Beach

This charming Nantucket chic decorated cottage is your ideal vacation spot. Perfect for 2 and a max of 4 people. The cottage is less than a mile from Surfside Beach, voted the islands favorite, and across the street from a bike path offering biking to the beach or town a safe and easy option. The cottage boasts privacy with fully stocked kitchen, in and out door shower, radiant heat, AC unit in the bedroom, 2 flat screen TV's, top drawer linens, towels, beach chairs and an out door grill.

4.83 out of 5 average rating, 193 reviews

Home in Oak Bluffs

Waterview, Private, Walk to Beach, Mile to Town

Rustic barn-style home, waterview, spacious natural landscape, serenity, and privacy on 3 acres centrally located 1 mi from Oak Bluffs and Vineyard Haven centers. Walk to beach, bike path nearby, comfortable interiors, memory foam mattresses, cotton linens, 2 HDTVs, high-speed wifi, heat/AC, 2 ocean kayaks, and 2 bikes. Location, amenities and privacy surrounded by natural beauty make staying very easy and relaxing. Ask the host about ferry reservations if they appear to be sold out!

4.95 out of 5 average rating, 111 reviews

Walk To Town - Beautiful Edgartown Cottage

Walk to downtown Edgartown in minutes while staying in this newly renovated 2-story home in the heart of Upper Main St. The 3-bedroom, 2-bathroom house has been completely renovated, with brand new bathrooms, kitchen appliances, etc. You cannot beat the location of this home! You're a short 10 min walk from Edgartown's amazing restaurants & shops, in addition to a short bike ride to Katama's famous South Beach or Oak Bluff's State Beach. Both easily accessible via bike paths.

4.99 out of 5 average rating, 79 reviews

The Seashell Cove - Martha's Vineyard

Nestled in the exclusive Katama neighborhood of Edgartown, this sunny Cape retreat is perfect for families or friends. Just two miles from South Beach, it offers cozy interiors, high-speed Wi-Fi, and smart TVs. Outdoors, enjoy a farmer's porch, deck with a direct gas-line grill, and spacious yards. Close to downtown Edgartown, bike paths, and attractions like the Chappaquiddick ferry, this property is ideal for both summer adventures and peaceful off-season stays.

4.94 out of 5 average rating, 132 reviews

Home in Oak Bluffs

The Lighthouse

Visit The Lighthouse! A passive solar, Bright and spacious contemporary home located in beautiful East Chop. Home is nicely appointed with 2-3 large bedrooms, 2 full baths, soaking tub. Outdoor shower and private tree lined yard with deck. Walking distance to semi private beach, town and ferry. Come relax in the window seat with a book. Have a glass of wine on the deck. Soak up the sun at the beach. This home provides true comfort!

5 out of 5 average rating, 11 reviews

Home in Mashpee

Dreamy house in the woods. 4bdr/6beds/2.5ba

Welcome to our sun-drenched, newly updated New Seabury getaway with 3+ br, 2.5 baths and an outdoor shower. 15-minute walk/3-minute bike ride to the Spit beach. Short drive or a scenic walk to the Popponesset Inn/Marketplace. Enjoy our big private backyard setup with a hammock, patio and a cozy fire-pit. Relax on our expansive wrap-around deck equipped with a 4-burner Weber grill, dining furniture, and a patio set.

4.99 out of 5 average rating, 145 reviews

Close to Edgartown Village Center!

This 1800 square foot Ranch-style Condo with loft was built in 2018 and is set on a large nicely landscaped lot with plenty of room inside and out. It has 3 bedrooms and a loft and sleeps 9. It’s a 20-minute walk to the Edgartown village center, a 10-minute walk to Morning Glory Farm, and just a 10-minute drive to South Beach! All updated furnishings, beds, linens, appliances. Read our reviews! Immaculate!