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Featured Cottages in Sag Harbor

Charming 3-bedroom cottage in Old Saybrook with WiFi and AC

Charming 3-bedroom cottage short walk to Chalker Beach

1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets

Orient Village — Historic Bayfront Cottage — 2025 Season

Hampton Cottage.

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

Location and views! Located directly on Shinnecock Bay!

Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round

Charming Old Lyme Cottage, Steps to Private Beach!

Charming Westbrook Cottage, Steps to Private Beach

Beachside Twinhome: 2 Private Sides + Sunroom Escape for Friends & Family
Top trending hotels in Sag Harbor

Sag Harbor Inn
Sag Harbor Cottages For Rent
Dreaming of a getaway that’s reminiscent of a fairytale? Travelocity doesn’t have magic wands or talking animals in our inventory—at least, none that we can find—but we do have holiday cottages in Sag Harbor that will make you feel like you’ve stepped inside your vacation dreams.
The word “cottage” may make you think of whitewashed walls, flower print curtains, and sprawling views of rolling green hills—lucky for you, we do offer tons of country cottages that were furnished with a rustic feel in mind. Appreciate the vase of daffodils on your dining room table, and peek out the window onto the private patio that surrounds yours and other rustic cottages in the area.
These charming “home away from homes” have long been a beacon for those who love the outdoors, so pick a spot peppered with hiking trails and spend lazy afternoons meandering through the gorgeous scenery Sag Harbor is known for. Snap some pictures while you’re at it—you’ll want to remember sunset over this waterfall for the rest of your life. When the sun goes down, cuddle up in front of a cheerful fire, or head into town to explore the shops, restaurants, and art galleries that have sprung up over the years. Ah, it’s nice to return to civilization every once in a while, isn’t it?
Whether you select cottages minutes away from the bustling city center, or coastal cottages that are footsteps from the sand and surf, you’ll find the accommodation you’re looking for here on Travelocity. Just because you’re booking a place that reminds you of a fairytale doesn’t mean you need a fairy godmother to find the best deal around! Just a gnome…
Sag Harbor Cottages essential information
Accommodation | 197 Cottages |
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Lowest Price | CA $1 |
Highest Price | CA $552 |
Popular accommodation | Charming 3-bedroom cottage in Old Saybrook with WiFi and AC, Charming 3-bedroom cottage short walk to Chalker Beach, 1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets, Orient Village — Historic Bayfront Cottage — 2025 Season, Hampton Cottage., 'The Gate House'on Beach front Estate with Dockage. Walk to Village ., Location and views! Located directly on Shinnecock Bay!, Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round, Charming Old Lyme Cottage, Steps to Private Beach!, Charming Westbrook Cottage, Steps to Private Beach, Beachside Twinhome: 2 Private Sides + Sunroom Escape for Friends & Family, Totally Renovated Cottage on the North Fork 7 min. walk to the Beach |