Short-Term Rentals in Shorewood, NY: Compare 10+ Sites & Save

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633 Best Short-Term Rentals in Shorewood (Starting from $236)

Sandpoint by Rove Travel Modern 5BR Family Home with Pool
Sandpoint by Rove Travel Modern 5BR Family Home with Pool
House
Shelter Island, NY, USA
3.4k from Shorewood center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom12 Guests
New to Booking
$1760
Average price / night
Check Availability
Mid-century on idyllic pasture like setting with pond
Mid-century on idyllic pasture like setting with pond
House
Shelter Island, NY, 11964, United States
0.3k from Shorewood center

AC, Barbecue, Dryer, Extra Bed, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms5 Guests
10.0

Exceptional

5 reviews

$707
Average price / night
Check Availability
West Neck Guesthouse
West Neck Guesthouse
House
Shelter Island Heights, NY, USA
3.9k from Shorewood center

Internet, View, Fireplace/Heating, Air Conditioner, Guest Services, Parking, Security/Safety

6 Bedrooms8 Guests
8.9

Fabulous

17 reviews

$358
Average price / night
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Modern and Efficient Beachfront Paradise
Modern and Efficient Beachfront Paradise
House
Commack, NY, 11964, United States
0.4k from Shorewood center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
New to Booking
$2333
Average price / night
Check Availability
Coves Bay Beauty
Coves Bay Beauty
House
Sag Harbor, NY, USA
4.3k from Shorewood center

Laundry, Wheelchair Accessible, Pool, Parking, Internet, Child Friendly

5 Bedrooms10 Guests
New to Booking
$3853
Average price / night
Check Availability
Beautiful Shelter Island/Hamptons Beach House Monthly Rental
Beautiful Shelter Island/Hamptons Beach House Monthly Rental
House
Shelter Island, NY, 11964, United States
0.6k from Shorewood center

AC, Dryer, Extra Bed, Heater, Internet, Laundry, No Smoking, Washer

4 Bedrooms6 Guests
New to Booking
$1704
Average price / night
Check Availability
Shelter Island Retreat with Outdoor Pool!
Shelter Island Retreat with Outdoor Pool!
House
Shelter Island, NY, USA
5.1k from Shorewood center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings

5 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$1119
Average price / night
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Work and Play Special!  Extended Stay Discount
Work and Play Special! Extended Stay Discount
House
Shelter Island, NY, 11964, United States
0.6k from Shorewood center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

5 Bedrooms10 Guests
10.0

Exceptional

53 reviews

$1308
Average price / night
Check Availability
queeen room
queeen room
House
Shorewood, Shelter Island, New York, USA
6.4k from Shorewood center

Internet, Oceanfront, Balcony/Terrace, View, Ocean View, Air Conditioner, Private Beach

1 Bedroom3 Guests
9.0

Fabulous

1 reviews

$270
Average price / night
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Water views, paradise for a month on lovely shelter island for July
Water views, paradise for a month on lovely shelter island for July
House
Shelter Island, NY, 11964, United States
0.6k from Shorewood center

AC, Extra Bed, Heater, Internet, Laundry, No Smoking, Washer

4 Bedrooms8 Guests
New to Booking
$663
Average price / night
Check Availability
Heated Pool, Grill, Breakwater by RoveTravel
Heated Pool, Grill, Breakwater by RoveTravel
House
Shorewood, Shelter Island, New York, USA
6.4k from Shorewood center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
New to Booking
$3014
Average price / night
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WATERFRONT with Private Beach Boat Dock and Launch Ramp
WATERFRONT with Private Beach Boat Dock and Launch Ramp
House
Shelter Island, NY, 11964, United States
0.7k from Shorewood center

AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

6 reviews

$1060
Average price / night
Check Availability
Happiness Comes in Waves
Happiness Comes in Waves
House
Shorewood, Shelter Island, New York, USA
6.5k from Shorewood center

Kitchen, Internet, Air Conditioner, Parking, Balcony/Terrace, Pet Friendly, Child Friendly

4 Bedrooms10 Guests
New to Booking
$438
Average price / night
Check Availability
Cozy Shelter Island Cottage, walk to beaches and Mashomack Preserve
Cozy Shelter Island Cottage, walk to beaches and Mashomack Preserve
House
Shelter Island, NY, 11964, United States
0.8k from Shorewood center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
9.8

Exceptional

29 reviews

$471
Average price / night
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Modern on 9th
Modern on 9th
House
Greenport, NY, USA
6.7k from Shorewood center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
New to Booking
$403
Average price / night
Check Availability
 Contemporary Home with heated pool and waterviews on Shelter Island
Contemporary Home with heated pool and waterviews on Shelter Island
House
Shelter Island, NY, 11964, United States
0.9k from Shorewood center

AC, Barbecue, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking, Pool

4 Bedrooms8 Guests
10.0

Exceptional

12 reviews

$1640
Average price / night
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Cozy Greenport Cottage
Cozy Greenport Cottage
House
Greenport, NY, USA
7.0k from Shorewood center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms10 Guests
New to Booking
$559
Average price / night
Check Availability
Waterfront House With Dock And Private Beach
Waterfront House With Dock And Private Beach
House
Shelter Island, NY, 11964, United States
1.0k from Shorewood center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

22 reviews

$740
Average price / night
Check Availability
Bright Apartment - half Mi to Greenport Harbor!
Bright Apartment - half Mi to Greenport Harbor!
Apartment
Greenport, NY, USA
7.0k from Shorewood center

Apartments, Accommodations, Parking, Spa, Lodgings, Vacation rentals, Places to stay, Family

1 Bedroom2 Guests
9.8

Exceptional

14 reviews

$236
Average price / night
Check Availability
Private wooded summer house 5 minute walk to Wades Beach
Private wooded summer house 5 minute walk to Wades Beach
House
Shelter Island, NY, 11964, United States
1.0k from Shorewood center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms6 Guests
10.0

Exceptional

28 reviews

$773
Average price / night
Check Availability
Beautiful Shelter Island Getaway on over an acre, minutes from the ferry!
Beautiful Shelter Island Getaway on over an acre, minutes from the ferry!
House
Shelter Island, NY, 11964, United States
1.1k from Shorewood center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

5 Bedrooms10 Guests
New to Booking
$972
Average price / night
Check Availability
Scandinavian family home on the water
Scandinavian family home on the water
House
Shelter Island, NY, 11964, United States
1.2k from Shorewood center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Space

3 Bedrooms6 Guests
New to Booking
$1051
Average price / night
Check Availability
Spacious 5-bedroom house in delightful Shelter Island
Spacious 5-bedroom house in delightful Shelter Island
House
Shelter Island, NY, 11964, United States
1.3k from Shorewood center

AC, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

5 Bedrooms10 Guests
New to Booking
$656
Average price / night
Check Availability
Waterfront Property on Shelter Island
Waterfront Property on Shelter Island
House
Shelter Island, NY, 11964, United States
1.3k from Shorewood center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

8 reviews

$1475
Average price / night
Check Availability
Updated Greek Revival home minutes to beaches and amenities
Updated Greek Revival home minutes to beaches and amenities
House
Shelter Island, NY, 11964, United States
1.4k from Shorewood center

AC, Dryer, Internet, Laundry, No Smoking, Pool, Washer

5 Bedrooms7 Guests
New to Booking
$744
Average price / night
Check Availability
4-bedroom house on lake in delightful Shelter Island with WiFi, AC on 3.2 acres
4-bedroom house on lake in delightful Shelter Island with WiFi, AC on 3.2 acres
House
Shelter Island, NY, 11964, United States
1.5k from Shorewood center

AC, Barbecue, Free Parking, Heater, Internet, Microwave, No Smoking, TV

4 Bedrooms14 Guests
New to Booking
$799
Average price / night
Check Availability
Gorgeous Shelter Island Retreat with Pool and Private Grounds
Gorgeous Shelter Island Retreat with Pool and Private Grounds
House
Shelter Island, NY, 11964, United States
1.6k from Shorewood center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

3 Bedrooms8 Guests
New to Booking
$1057
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Short-Term Rentals in Shorewood.

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Shorewood Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 633 verified short-term rentals in Shorewood, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Shorewood vary depending on location, property size, and travel dates. Rates typically start from around $236 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Shorewood include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Shorewood, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Shorewood often include amenities such as Fireplace/Heating, Laundry, and View, providing a comfortable and convenient stay.

Short-term rentals in Shorewood are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.