Shelter Island Apartments

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Apartments in Shelter Island

CHARMING APARTMENT WITH SEPARATE ENTRANCE

southampton NY

Located in Southampton, this apartment is a 5-minute drive from North Main Street Historic District and 5 minutes from Parrish Art Museum.

Pet friendly

Air conditioning

Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn

Madison CT

With a stay at this apartment in Madison, you'll be by the sea, just steps from Hammonasset Beach State Park and a 1-minute drive from Madison Dog Park.

Kitchen

Washer

The Stern at Soundview · Beach+Ocean+Sunrise

Old Lyme CT

$171 nightly

$193 total

Jan 6 - Jan 7, 2026

Total with taxes and fees

Located in Old Lyme, this apartment is by the ocean, a 5-minute drive from Rocky Neck State Park and 6 minutes from Lyme Academy of Fine Arts.

Kitchen

Free WiFi

Harbor Heights

Greenport NY

With a stay at this apartment in Greenport (Pipes Cove), you'll be steps from Railroad Museum of Long Island and 3 minutes by foot from East End Seaport Maritime Museum.

Washer

Dryer

Shoreline Oasis

Clinton CT

$228 nightly

$259 total

Dec 13 - Dec 14

Total with taxes and fees

A stay at this apartment places you in the heart of Clinton, within a 15-minute walk of Indian River Marina and Adam Stanton House and General Store Museum.

Kitchen

Washer

MONTAUK MANOR-DELUXE STUDIO APARTMENT

MONTAUK NY

Located in Montauk, this apartment is by the sea, within a 5-minute walk of Shadmoor State Park and Fort Pond.

Pool

Kitchen

Newly Renovated Montauk Condo with Ocean Views!

Montauk NY

With a stay at this apartment in Montauk, you'll be by the sea, just a 1-minute walk from The Hamptons Beaches and 10 minutes by foot from Second House Museum.

Pool

Kitchen

The Anchor at Soundview · Beach+Ocean+Sunrise

Old Lyme CT

$172 nightly

$195 total

Dec 13 - Dec 14

Total with taxes and fees

Located in Old Lyme, this apartment is by the ocean, a 5-minute drive from Rocky Neck State Park and 6 minutes from Lyme Academy of Fine Arts.

Free WiFi

Air conditioning

Charming Montauk Getaway centrally located

Montauk NY

With a stay at this apartment, you'll be centrally located in Montauk, just a 4-minute walk from Fort Pond and 11 minutes by foot from Second House Museum.

Kitchen

Pet friendly

Stylish Woody Interior 1BR+Loft w/ Beach Access

Amagansett NY

$914 nightly

$1,025 total

Dec 16 - Dec 17

Total with taxes and fees

With a stay at this apartment in Amagansett (Napeague), you'll be steps from Napeague State Park and 12 minutes by foot from The Hamptons Beaches.

Kitchen

Washer

The Bridge at Soundview · Beach+OceanView+Sunrise

Old Lyme CT

$433 nightly

$489 total

Dec 14 - Dec 15

Total with taxes and fees

Located in Old Lyme, this apartment is by the ocean, a 5-minute drive from Rocky Neck State Park and 6 minutes from Lyme Academy of Fine Arts.

Kitchen

Free WiFi

Keel at Soundview · Beach+OceanView+Sunrise

Old Lyme CT

Located in Old Lyme, this apartment is by the sea, a 5-minute drive from Rocky Neck State Park and 6 minutes from Lyme Academy of Fine Arts.

Kitchen

Free WiFi

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.