
House vacation rentals in South Shore
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Top-rated house rentals in South Shore
Guests agree: these houses are highly rated for location, cleanliness, and more.

Bright South of Town Surf Shack Cottage-Gym Access
Classic Nantucket meets modern surf luxury. Behind cedar shingles and hydrangeas lies a designer retreat with Restoration Hardware decor, Casper beds, and Dan Lemaitre art. Bordering conservation land for wildlife viewing and privacy, yet <1 mile to Town. Complimentary EZIA Athletic Club gym access included! Message me for car ferry assistance by 1/18. Note: Professional staff reside in a separate basement unit to ensure a pristine stay. Quiet enjoyment is a priority; no parties or events.

Beach "Loft"
Enjoy The Beach Loft Apartment's convenient proximity to beaches, town and S’conset. Located 4 miles from the ctr. of the Historic District and 1 mile to Nobadeer beach our lofty spacious 900 sq. ft., 10 foot ceiling height apartment is the lower level (basement) of our home. Yet you will have complete privacy with separate parking as well as separate entrance and your own outdoor deck. The neighborhood is 3 acre zoning. It is secluded and quiet with many pine trees, oak and sassafras trees.

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.

Nantucket Farmhouse-Walk to Beach-Near Sunset
The Nantucket Farm House was built in 1840 and was completely renovated and refurnished in 2023. If you are having trouble with ferry reservations and need a car, please let us know. We might be able to help. The home very private and is very close to beaches, bike paths, and the Nantucket public transportation stop. We are experienced Air BnB Superhosts and are committed to excellent service and guest satisfaction. We also have a full-time caretaker on island for your convenience.

"Upon a Rock" Peace & Quiet - Mid island retreat!
Our guest suite is a separate wing on the main house. It is separated by a locked door. You have your own separate private entrance. You must come into the backyard of the main house. Look for the arbor with BAIRD written on top. These is an extra charge for any guests after the first 2 guests.,$150 per guest per night. Our guest suite is not suitable for children. We do not allow pets. If you were bringing a car please let us know in advance so we can make parking arrangements

Home in Nantucket
Your family will be close to everything when you stay at this centrally-located Nantucket gem. Walk from the ferry with your belongings and then walk to town for ice cream and dinner. Or walk 100 yards down the road to Francis St beach! This recently renovated four bedroom, two and one half bath home features a new kitchen, large marble baths, gas fireplace, air-conditioning, porch, outdoor shower, large yard and sought after in-Town off street parking .

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!

Mid Island Crash Pad
A conveniently located mid-island Crash Pad for the all movers and shakers that visit Nantucket! This gorgeous, newly built one bedroom studio with its own exterior entrance is just a few steps from the bike path and shuttle that takes you right into town. This location and space offer everything you need to be comfortable in between beach jaunts or shopping trips to town. Like a hotel room, we offer a simple and affordable place to stay on ACK.

Nantucket Steps from Beaches & Town
Enjoy your stay , comfortable Nantucket home! Featuring two cozy bedrooms, a living room with sofa bed, renovated bathroom, and fully equipped kitchen, Relax outdoors on your private deck with grill and hot tub, just minutes from beaches, shops, and restaurants. I have bicycles so you can explore the island. My pleasure it’s in my guest happy I know what’s a special time😊🏄🏼♂️☀️🌈🌝🍀 Welcome! Hot tub available Maio–September.

Private Beach Cottage in Historic Sconset!
Charming one bedroom beach cottage in Codfish Park, Siasconset Local Realtor says "You have climbing roses and hydrangeas in the summer, you can walk up the shell path up to the Sconset Market — it's Norman Rockwell at its finest, a really magical Sconset spot," he said. "Wake up in the morning, walk up to the store for your coffee and the paper, then take a little stroll down to the beach, which you can see from the property!”

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!

111D Beautiful clean walk to beach and downtown!
This spotless and completely furnished cottage is within walking distance of the beach, downtown, gingerbread cottages and all summer in Oak Bluffs has to offer. The unit is turnkey including laundry, flat screen smart tvs, granite counters and stainless steel appliances. The units have outdoor spaces including a gas grill, outdoor shower and seating for four.
Popular amenities for South Shore house rentals
House rentals with a pool

Modern & Spacious Edgartown Home with Pool

Beautiful Edgartown 3500 sq ft home, heated pool

Chic Oak Bluffs Home with Hot Tub, Walk to Town

Naushop: Pool, Pickleball, Private Detached Office

A Children’s Paradise

Secluded guesthouse with salt pool, close to beach

Family-Friendly 5bd w/ Pool, Patio, Central AC

Conveniently close and quietly Tucked away!
Weekly house rentals

Luxurious Madaket/Smith Point Gem Water Views!

Large yard, deck & hot tub 4 bedroom, sleeps 8

Pipe Dream - Madaket

3 Bedroom with fenced in yard in Surfside Area

Beautiful Cottage, Historic Home

Woodys cottage

Humpty Dumpty - Charming Historic District Cottage

The Boucher Beachcoma
Private house rentals

Cute Studio, Great Location!

Foggy Notion

Quiet Cul-de-Sac near Sconset

Charming Island Cottage

Beautiful Classic, Historic Nantucket Home In Town

Charming Sconset cottage in Codfish Park

*NEW! Water Views | Falmouth Heights Beach

Charming Madaket Townhouse
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- Onset Beach
- East Sandwich Beach
- Sandy Neck Beach
- New Silver Beach
- Nauset Beach
- Skaket Beach
- Falmouth Heights Beach
- Cape Cod Canal
- Coast Guard Beach
- Popponesset Peninsula
- Inkwell Beach
- Cape Cod Inflatable Park
- Nickerson State Park
- Cahoon Hollow Beach
- Sea Gull Beach
- Marconi Beach
- Lighthouse Beach
- Bass River Beach
- Sandwich Glass Museum
- Town Neck Beach





