
House holiday rentals in South Shore
Find and book unique houses on Airbnb
Top-rated house rentals in South Shore
Guests agree: These houses are highly rated for location, cleanliness and more.

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.
FamilyLocationAccess

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.
ValueLocationAccuracy

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.
FamilyLocationAmenities

Apres Sea
Beautifully renovated 2-bed, 2-bath cottage, blends modern comfort with Nantucket charm. Nestled in a quiet neighborhood, it features an open-concept living area, high-end kitchen, and tasteful finishes. The spacious primary suite includes a private bath as does the second bedroom. Enjoy a private screened-in porch for outdoor dining, walk to Surfside Beach and enjoy easy access to town and mid-island amenities via the “Wave”, the islands free shuttle service. A perfect island getaway!
LocationFamilyCleanliness

"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
LocationValueHospitality

Beach House, Harbor View and Family Friendly.
Our house is a stones throw from the beach. The harbor, Hyannis, downtown, cafes, restaurants, anywhere from 5 star dining to family-friendly dining are all in walking distance. Several family friendly activities are very close. You’ll love our place because of the walk to the family friendly beach, the ambiance, the ocean view and the neighborhood feel. Our place is good for couples, solo adventurers, business travelers, fishermen, families (with kids) and large groups.
ValueLocationParks

Nautical Downtown House (Sleeps 5)
Just a short 10-minute stroll from downtown, our recently renovated house offers the perfect blend of comfort and convenience. Inside, you'll find two bedrooms, each boasting a comfortable queen bed. Our smaller office doubles as a cozy retreat, featuring a twin pull-out couch. Whether you're here to explore the island's historic charm, indulge in delicious local cuisine, or simply bask in the beauty of Nantucket, our home provides the ideal base for your adventures.
FamilyLocationWi-Fi

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!
FamilyLocationHospitality

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.
LocationValueNearby

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!”
LocationFamilyCheckout

20-minute walk to Edgartown Village!
This 1550 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 It has 3 bedrooms and sleeps 8. 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!
LocationValueIndoor spaces

The Mermaid Suite, walk to Beaches, 15 min to town
The Mermaid Suite is an efficiency apartment within walking distance to Nobadeer, Stones and Fisherman's Beaches. Well equipped with queen bed, desk, galley kitchen, full bath, outdoor shower, private entrance, linens, towels, parking, a/c and heating, etc. The Studio is a spacious 400 sq. ft. Secluded, private location. Comfortable, Cozy, and convenient.
LocationValueAccess
Popular amenities for South Shore house rentals
House rentals with a pool

In-Ground Pool Oasis | 5 Min to Cape Cod Beaches!
ValueLocationAccuracy

Renovated Cape Oasis W/ New Pool and Game Room!
LocationFamilyPool

Home in Falmouth ~ 5 min drive to beach
FamilyLocationWalkability

Exclusive New Seabury Home w/ Heated Pool ⛳️🏖🦞☀️🐠
ValueLocationView

Popponesset-3-bedrooms, 3.5 baths, sleeps 6, A/C,
LocationFamilyHospitality

Overlook Poolside Getaway Heated Pool (May - Oct)
LocationFamilyBarbecue

Private Pool, near beaches, 3 BR/3 BA, Central Air
ValueFamilyAmenities

New Seabury Oasis with Pool!
FamilyLocationQuiet
Weekly house rentals

Bright South of Town Surf Shack Cottage-Gym Access
LocationFamilyGetting around

Romantic and Walkable to Town and Water, Queen Bed
ValueFamilyLaundry

Charming Madaket Townhouse
FamilyLocationNearby

Outside of Town Cottage (Renovated 2025)
FamilyLocationAmenities

3BR Home, Fenced Yard, Free use of car, Pets ok!
LocationFamilyCleanliness

Woodys cottage
LocationFamilyCheck-in

Sunset on Shore - Lewis Bay Waterfront
LocationFamilyAccess

Nantucket Steps from Beaches & Town
FamilyLocationBackyard
Private house rentals

3 Bedroom with fenced in yard in Surfside Area
LocationFamilyIndoor spaces

Falmouth Summer Fun–Game Barn-Dog Friendly!
LocationFamilyGetting around

The Perfect Cape Cod Family Getaway-Ideal Location
LocationFamilyQuiet

The Blueberry House on Martha’s Vineyard
LocationFamilyIndoor spaces

Vineyard Haven Guest House - A/C, Walk to Town
ValueFamilyParking

Cape Cod Retreat | 1 Mi to Beach | Sleeps 13
FamilyLocationComfort

Ocean View Cape Cod Beach Cottage
LocationFamilyCondition

Quiet Cul-de-Sac near Sconset
LocationFamilyComfort
Destinations to explore
- New York City Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Newark Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Providence Holiday rentals
- Atlantic City Holiday rentals
- Newport Holiday rentals
- York County Holiday rentals
- Cambridge Holiday rentals
- Bar Harbor Holiday rentals
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- Onset Beach
- East Sandwich Beach
- Sandy Neck Beach
- New Silver Beach
- Coast Guard Beach
- Nauset Beach
- Falmouth Heights Beach
- Skaket Beach
- Cape Cod Inflatable Park
- Nickerson State Park
- Lighthouse Beach
- Cahoon Hollow Beach
- Popponesset Peninsula
- Cape Cod Canal
- Sea Gull Beach
- Inkwell Beach
- Marconi Beach
- Sandwich Glass Museum
- Bass River Beach
- Town Neck Beach





