Shelter Island Apartments
List your property
Owner log in
Check-in
— / — / —
Check-out
— / — / —
Guests
0+ rooms, 2+ guests
Distance from
1 km
Price per night
C$0
C$1,000+
Suitability
Show more
Bathrooms
Any
Amenities
Show more
Property type
Show more
Distinctive Features
Show more
Neighbourhood
37 rentals in Shelter Island.
Sort by:
Tripadvisor Sort
Newly renovated! Quiet, private, short walk to the beach.
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Charming A-Frame Home On Private Quiet Road
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Beautiful, Waterfront Home With Dock And Heated Gunite Pool!
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Charming, Renovated Island Cottage - Shelter Island License #: ********
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Perfect Family Summer Vacation Home Close to beach 18x42 pool
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Tranquil, Beachfront Getaway with Dock, Fabulous Sunset Views!
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Beautiful Secluded Family Home on Shelter Island.
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
NEW LISTING: LUXURIOUS 2-HOME ESTATE COMPLETELY SECLUDED ON 8 ACRES;...
5 bedrooms
7 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Private Hamptons Cottage
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Shelter Island Escape Awaits
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Save time - get the best Shelter Island rentals sent straight to your email!
Shelter Island Waterfront Home!
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Charming Shelter Island Oasis
4 bedrooms
4 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Mid-century on idyllic pasture like setting with pond
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Views-Views-Views of beautiful Peconic Bay. Tastefully renovated 1929 Cape.
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
Contemporary Home on Quiet Country Road/Walk to beach and Fresh Pond
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
Waterfront Charmer on idyllic Shelter Island
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Stunning Waterfront Estate House with 270 degree sea views on 7 private acres
4 bedrooms
4 bathrooms
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Gorgeous, tranquil 9000 Sq Ft home on Dering Harbor
6 bedrooms
10 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
New Listing: Beautiful Waterview 4-Bedroom Home, Newly Renovated with Huge...
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Summer Sun and Family Fun in Shelter Island
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
The Ultimate Beach House
7 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
More info
Check-in
Check-out
Luxurious 'Shelter Island Hideaway' w/ Pool!
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Hilo Shores, bay access, air conditioned , rec room, spotless , family ready!!
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Charming 4 Bed/2.5 Bath Cottage In Historic Shelter Island, Walk To Ferry
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
New Listing: Rustic Chic Designer Home on Dering Harbor, Private Dock &...
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
New Listing: Technicolor Paradise, Architectural Masterpiece Amidst...
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Family friendly home near beach with wonderful deck!
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
Bright and Airy West Neck Bay Shingle Style House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Lovely property near beaches and amenities
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
A FAMILY’S DREAM & THE DEFINITION OF SERENITY
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Cozy Cottage for 2 - great for couples/singles - in the heart of Shelter Island!
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
New Renovation Waterfront House With Dock. Best Location In Shelter Island
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Pristine renovated home within minutes of West Neck harbor
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Stunning Shelter Island Estate
8 bedrooms
8 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
Chic Shelter Island Home, Pool and Gardens
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Spacious house next to the beach, Ferry and Eateries.
6 bedrooms
5 bathrooms
Sleeps 11
Match: Sleeps
More info
Check-in
Check-out
WATERFRONT with Private Beach Boat Dock and Launch Ramp Sleeps 7
2 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
1
Frequently Asked Questions about Shelter Island
- Yes, here are some popular vacation rentals in Shelter Island that have a pool:
- The Ultimate Beach House
- Beautiful, Waterfront Home With Dock And Heated Gunite Pool!
- Perfect Family Summer Vacation Home Close to beach 18x42 pool
- Yes, here are some popular vacation rentals in Shelter Island that have internet access:
- Views-Views-Views of beautiful Peconic Bay. Tastefully renovated 1929 Cape.
- Summer Sun and Family Fun in Shelter Island
- Tranquil, Beachfront Getaway with Dock, Fabulous Sunset Views!
- The best pet friendly rentals in Shelter Island are:
- Views-Views-Views of beautiful Peconic Bay. Tastefully renovated 1929 Cape.
- Summer Sun and Family Fun in Shelter Island
- Tranquil, Beachfront Getaway with Dock, Fabulous Sunset Views!
- Some of the most popular kid friendly rentals in Shelter Island are:
- Views-Views-Views of beautiful Peconic Bay. Tastefully renovated 1929 Cape.
- Summer Sun and Family Fun in Shelter Island
- Tranquil, Beachfront Getaway with Dock, Fabulous Sunset Views!