Oceanfront Rentals in Shelter Island Country Club, NY: Compare 10+ Sites & Save

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Oceanfront Rentals
  3.  USA

  4.  New York

  5.  Shelter Island Heights
  6.  Shelter Island Country Club

Refine your search

Price per night

Amenity Filter

Rating

182 Best Oceanfront Rentals in Shelter Island Country Club (Starting from $236)

Bright Apartment - half Mi to Greenport Harbor!
Bright Apartment - half Mi to Greenport Harbor!
Apartment
Greenport, NY, USA
3.1k from Shelter Island Country Club 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
Shore House - A Luxury Beach Retreat
Shore House - A Luxury Beach Retreat
House
Shelter Island Heights, NY, 11965, United States
0.3k from Shelter Island Country Club center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
New to Booking
$3370
Average price / night
Check Availability
The Cliffside Resort Condominiums
The Cliffside Resort Condominiums
Apartment
Greenport, NY, USA
3.6k from Shelter Island Country Club center

Apartments, Cheap, Accommodations, Pools, Parking, 3-star, Lodgings, Vacation rentals, Beach

130 Bedrooms391 Guests
8.6

Fabulous

233 reviews

$405
Average price / night
Check Availability
Kick back and unwind
Kick back and unwind
House
Shelter Island Heights, NY, 11965, United States
0.3k from Shelter Island Country Club center

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

3 Bedrooms6 Guests
10.0

Exceptional

12 reviews

$556
Average price / night
Check Availability
Lagoon Lodge: North Fork,Charming 3Br, Waterfront
Lagoon Lodge: North Fork,Charming 3Br, Waterfront
House
East Marion, NY, USA
5.0k from Shelter Island Country Club center

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

3 Bedrooms8 Guests
New to Booking
$550
Average price / night
Check Availability
Relax By The Pool, Or Walk To The Beach And Restaurants
Relax By The Pool, Or Walk To The Beach And Restaurants
House
Shelter Island Heights, NY, 11965, United States
0.5k from Shelter Island Country Club center

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

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$710
Average price / night
Check Availability
Shelter Island Retreat with Outdoor Pool!
Shelter Island Retreat with Outdoor Pool!
House
Shelter Island, NY, USA
6.7k from Shelter Island Country Club center

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

5 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$1119
Average price / night
Check Availability
 Perfect Family Summer Vacation Home Close to beach 18x42 pool
Perfect Family Summer Vacation Home Close to beach 18x42 pool
House
Shelter Island, NY, 11964, United States
0.6k from Shelter Island Country Club center

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

3 Bedrooms6 Guests
9.6

Exceptional

54 reviews

$756
Average price / night
Check Availability
Watersedge Retreat
Watersedge Retreat
House
Southold, NY, USA
6.9k from Shelter Island Country Club center

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

3 Bedrooms6 Guests
New to Booking
$811
Average price / night
Check Availability
Newly renovated! Shelter Island Gem,  3 blocks from Sunset Beach
Newly renovated! Shelter Island Gem, 3 blocks from Sunset Beach
House
Shelter Island Heights, NY, 11968, United States
0.6k from Shelter Island Country Club center

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

3 Bedrooms6 Guests
9.8

Exceptional

17 reviews

$1079
Average price / night
Check Availability
Bright Oasis in Beautiful North Fork Wine Country
Bright Oasis in Beautiful North Fork Wine Country
House
Southold, NY, USA
7.3k from Shelter Island Country Club center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$391
Average price / night
Check Availability
Very Large, Comfortable, Victorian 4 Bedroom House + Beach Club
Very Large, Comfortable, Victorian 4 Bedroom House + Beach Club
House
Shelter Island Heights, NY, 11965, United States
0.8k from Shelter Island Country Club center

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

4 Bedrooms6 Guests
9.6

Exceptional

7 reviews

$1001
Average price / night
Check Availability
NF Wine Country Retreat with Dock
NF Wine Country Retreat with Dock
House
Southold, NY, USA
7.3k from Shelter Island Country Club center

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

1 Bedroom8 Guests
New to Booking
$499
Average price / night
Check Availability
Classic Waterview Victorian Summer Cottage in Park-Like-Setting
Classic Waterview Victorian Summer Cottage in Park-Like-Setting
House
Shelter Island Heights, NY, 11965, United States
0.8k from Shelter Island Country Club center

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

5 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$688
Average price / night
Check Availability
Villa Ebrar - Luxury with pool
Villa Ebrar - Luxury with pool
Villa
Sag Harbor, NY, USA
9.4k from Shelter Island Country Club center

Luxury, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

4 Bedrooms8 Guests
New to Booking
$500
Average price / night
Check Availability
Impeccably Restored & Charming Victorian Summer Cottage-5 Bed, 4 Bath, Sleeps 10
Impeccably Restored & Charming Victorian Summer Cottage-5 Bed, 4 Bath, Sleeps 10
House
Shelter Island Heights, NY, 11965, United States
1.0k from Shelter Island Country Club center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, No Smoking

5 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$1123
Average price / night
Check Availability
Relaxing Shelter Island Getaway - great for families and couples!
Relaxing Shelter Island Getaway - great for families and couples!
House
Shelter Island Heights, NY, 11965, United States
1.1k from Shelter Island Country Club center

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

3 Bedrooms6 Guests
9.8

Exceptional

43 reviews

$318
Average price / night
Check Availability
 Shelter Island Tranquil Modern Barn on Private Acre to Rest & Renew All Year
Shelter Island Tranquil Modern Barn on Private Acre to Rest & Renew All Year
House
Shelter Island Heights, NY, 11964, United States
1.2k from Shelter Island Country Club center

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

3 Bedrooms6 Guests
9.4

Superb

6 reviews

$931
Average price / night
Check Availability
Tranquility Base; Architect-Renovated, Modern Ranch With Heated Pool
Tranquility Base; Architect-Renovated, Modern Ranch With Heated Pool
House
Shelter Island, NY, 11964, United States
1.4k from Shelter Island Country Club center

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

4 Bedrooms8 Guests
10.0

Exceptional

30 reviews

$1035
Average price / night
Check Availability
Shelter Island Retreat, 5 bdrms near everything!
Shelter Island Retreat, 5 bdrms near everything!
House
Shelter Island, NY, 11964, United States
1.4k from Shelter Island Country Club center

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

5 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$834
Average price / night
Check Availability
Haven on Glynn by Rove Travel | 3BR Coastal Luxury
Haven on Glynn by Rove Travel | 3BR Coastal Luxury
House
Shelter Island, NY, 11964, United States
1.5k from Shelter Island Country Club center

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

3 Bedrooms8 Guests
New to Booking
$1067
Average price / night
Check Availability
Fishermans Cottage near Crescent Beach
Fishermans Cottage near Crescent Beach
House
Shelter Island, NY, 11965, United States
1.6k from Shelter Island Country Club center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$351
Average price / night
Check Availability
Waterfront Victorian farmhouse with heated pool and deepwater dock
Waterfront Victorian farmhouse with heated pool and deepwater dock
House
Shelter Island, NY, 11964, United States
1.7k from Shelter Island Country Club center

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

6 Bedrooms16 Guests
New to Booking
$1723
Average price / night
Check Availability
Relax at a private beach! Three bedrooms await you near Shelter Island beaches!
Relax at a private beach! Three bedrooms await you near Shelter Island beaches!
House
Shelter Island, NY, 11964, United States
1.8k from Shelter Island Country Club center

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

3 Bedrooms10 Guests
New to Booking
$1051
Average price / night
Check Availability
Waterfront Home on Beautiful Shelter Island w/Large Deep Water Dock
Waterfront Home on Beautiful Shelter Island w/Large Deep Water Dock
House
Shelter Island, NY, 11964, United States
1.8k from Shelter Island Country Club center

AC, Arcade, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater

5 Bedrooms12 Guests
9.6

Exceptional

13 reviews

$1116
Average price / night
Check Availability
Spacious North Fork Home in Greenport, Heated Pool, Perfect for Families
Spacious North Fork Home in Greenport, Heated Pool, Perfect for Families
House
Greenport, NY, 11944, United States
2.0k from Shelter Island Country Club center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$1559
Average price / night
Check Availability
Private & Spacious Five Room Suite..Steps To Bay Beach and walk to Village.
Private & Spacious Five Room Suite..Steps To Bay Beach and walk to Village.
Apartment
Greenport, NY, 11944, United States
2.0k from Shelter Island Country Club center

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

2 Bedrooms4 Guests
10.0

Exceptional

150 reviews

$518
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 Oceanfront Rentals in Shelter Island Country Club.

Where to stay in Shelter Island Country Club? Best neighborhoods & areas

Shelter Island Country Club Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 182 verified oceanfront rentals in Shelter Island Country Club. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Shelter Island Country Club vary depending on the property size, exact beachfront location, and season. Rates typically start from around $236 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Shelter Island Country Club offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Shelter Island Country Club welcome pets. Currently, 26 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Shelter Island Country Club often include features designed for a comfortable coastal stay, such as Oceanfront, Ocean View, and View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.